From dff3440f72a7cbfe2c788ca96bc3067c99b6c5ef Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 19:44:48 +0200
Subject: [PATCH 001/102] refactor(desktop): extract error handling into
 modules/errors.ts

---
 surfsense_desktop/src/main.ts           | 33 +++----------------------
 surfsense_desktop/src/modules/errors.ts | 33 +++++++++++++++++++++++++
 2 files changed, 36 insertions(+), 30 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/errors.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index e0a6c3be5..a7a12c485 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,37 +1,10 @@
-import { app, BrowserWindow, shell, ipcMain, session, dialog, clipboard, Menu } from 'electron';
+import { app, BrowserWindow, shell, ipcMain, session, dialog, Menu } from 'electron';
 import path from 'path';
 import { getPort } from 'get-port-please';
 import { autoUpdater } from 'electron-updater';
+import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
 
-function showErrorDialog(title: string, error: unknown): void {
-  const err = error instanceof Error ? error : new Error(String(error));
-  console.error(`${title}:`, err);
-
-  if (app.isReady()) {
-    const detail = err.stack || err.message;
-    const buttonIndex = dialog.showMessageBoxSync({
-      type: 'error',
-      buttons: ['OK', process.platform === 'darwin' ? 'Copy Error' : 'Copy error'],
-      defaultId: 0,
-      noLink: true,
-      message: title,
-      detail,
-    });
-    if (buttonIndex === 1) {
-      clipboard.writeText(`${title}\n${detail}`);
-    }
-  } else {
-    dialog.showErrorBox(title, err.stack || err.message);
-  }
-}
-
-process.on('uncaughtException', (error) => {
-  showErrorDialog('Unhandled Error', error);
-});
-
-process.on('unhandledRejection', (reason) => {
-  showErrorDialog('Unhandled Promise Rejection', reason);
-});
+registerGlobalErrorHandlers();
 
 const isDev = !app.isPackaged;
 let mainWindow: BrowserWindow | null = null;
diff --git a/surfsense_desktop/src/modules/errors.ts b/surfsense_desktop/src/modules/errors.ts
new file mode 100644
index 000000000..ab9f7088c
--- /dev/null
+++ b/surfsense_desktop/src/modules/errors.ts
@@ -0,0 +1,33 @@
+import { app, clipboard, dialog } from 'electron';
+
+export function showErrorDialog(title: string, error: unknown): void {
+  const err = error instanceof Error ? error : new Error(String(error));
+  console.error(`${title}:`, err);
+
+  if (app.isReady()) {
+    const detail = err.stack || err.message;
+    const buttonIndex = dialog.showMessageBoxSync({
+      type: 'error',
+      buttons: ['OK', process.platform === 'darwin' ? 'Copy Error' : 'Copy error'],
+      defaultId: 0,
+      noLink: true,
+      message: title,
+      detail,
+    });
+    if (buttonIndex === 1) {
+      clipboard.writeText(`${title}\n${detail}`);
+    }
+  } else {
+    dialog.showErrorBox(title, err.stack || err.message);
+  }
+}
+
+export function registerGlobalErrorHandlers(): void {
+  process.on('uncaughtException', (error) => {
+    showErrorDialog('Unhandled Error', error);
+  });
+
+  process.on('unhandledRejection', (reason) => {
+    showErrorDialog('Unhandled Promise Rejection', reason);
+  });
+}

From f08199ececd8df86c8695bc06dd6c6bed15b8302 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 19:48:35 +0200
Subject: [PATCH 002/102] refactor(desktop): extract server startup into
 modules/server.ts

---
 surfsense_desktop/src/main.ts           | 57 ++-----------------------
 surfsense_desktop/src/modules/server.ts | 53 +++++++++++++++++++++++
 2 files changed, 57 insertions(+), 53 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/server.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index a7a12c485..db0f8f937 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,67 +1,18 @@
 import { app, BrowserWindow, shell, ipcMain, session, dialog, Menu } from 'electron';
 import path from 'path';
-import { getPort } from 'get-port-please';
 import { autoUpdater } from 'electron-updater';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
+import { startNextServer, getServerPort } from './modules/server';
 
 registerGlobalErrorHandlers();
 
 const isDev = !app.isPackaged;
 let mainWindow: BrowserWindow | null = null;
 let deepLinkUrl: string | null = null;
-let serverPort: number = 3000; // overwritten at startup with a free port
 
 const PROTOCOL = 'surfsense';
-// Injected at compile time from .env via esbuild define
 const HOSTED_FRONTEND_URL = process.env.HOSTED_FRONTEND_URL as string;
 
-function getStandalonePath(): string {
-  if (isDev) {
-    return path.join(__dirname, '..', '..', 'surfsense_web', '.next', 'standalone', 'surfsense_web');
-  }
-  return path.join(process.resourcesPath, 'standalone');
-}
-
-async function waitForServer(url: string, maxRetries = 60): Promise<boolean> {
-  for (let i = 0; i < maxRetries; i++) {
-    try {
-      const res = await fetch(url);
-      if (res.ok || res.status === 404 || res.status === 500) return true;
-    } catch {
-      // not ready yet
-    }
-    await new Promise((r) => setTimeout(r, 500));
-  }
-  return false;
-}
-
-async function startNextServer(): Promise<void> {
-  if (isDev) return;
-
-  serverPort = await getPort({ port: 3000, portRange: [30_011, 50_000] });
-  console.log(`Selected port ${serverPort}`);
-
-  const standalonePath = getStandalonePath();
-  const serverScript = path.join(standalonePath, 'server.js');
-
-  // The standalone server.js reads PORT / HOSTNAME from process.env and
-  // uses process.chdir(__dirname). Running it via require() in the same
-  // process is the proven approach (avoids spawning a second Electron
-  // instance whose ASAR-patched fs breaks Next.js static file serving).
-  process.env.PORT = String(serverPort);
-  process.env.HOSTNAME = 'localhost';
-  process.env.NODE_ENV = 'production';
-  process.chdir(standalonePath);
-
-  require(serverScript);
-
-  const ready = await waitForServer(`http://localhost:${serverPort}`);
-  if (!ready) {
-    throw new Error('Next.js server failed to start within 30 s');
-  }
-  console.log(`Next.js server ready on port ${serverPort}`);
-}
-
 function createWindow() {
   mainWindow = new BrowserWindow({
     width: 1280,
@@ -83,7 +34,7 @@ function createWindow() {
     mainWindow?.show();
   });
 
-  mainWindow.loadURL(`http://localhost:${serverPort}/login`);
+  mainWindow.loadURL(`http://localhost:${getServerPort()}/login`);
 
   // External links open in system browser, not in the Electron window
   mainWindow.webContents.setWindowOpenHandler(({ url }) => {
@@ -98,7 +49,7 @@ function createWindow() {
   // and rewrite them to localhost so the user stays in the desktop app.
   const filter = { urls: [`${HOSTED_FRONTEND_URL}/*`] };
   session.defaultSession.webRequest.onBeforeRequest(filter, (details, callback) => {
-    const rewritten = details.url.replace(HOSTED_FRONTEND_URL, `http://localhost:${serverPort}`);
+    const rewritten = details.url.replace(HOSTED_FRONTEND_URL, `http://localhost:${getServerPort()}`);
     callback({ redirectURL: rewritten });
   });
 
@@ -145,7 +96,7 @@ function handleDeepLink(url: string) {
   const parsed = new URL(url);
   if (parsed.hostname === 'auth' && parsed.pathname === '/callback') {
     const params = parsed.searchParams.toString();
-    mainWindow.loadURL(`http://localhost:${serverPort}/auth/callback?${params}`);
+    mainWindow.loadURL(`http://localhost:${getServerPort()}/auth/callback?${params}`);
   }
 
   mainWindow.show();
diff --git a/surfsense_desktop/src/modules/server.ts b/surfsense_desktop/src/modules/server.ts
new file mode 100644
index 000000000..969478e4a
--- /dev/null
+++ b/surfsense_desktop/src/modules/server.ts
@@ -0,0 +1,53 @@
+import path from 'path';
+import { app } from 'electron';
+import { getPort } from 'get-port-please';
+
+const isDev = !app.isPackaged;
+let serverPort = 3000;
+
+export function getServerPort(): number {
+  return serverPort;
+}
+
+function getStandalonePath(): string {
+  if (isDev) {
+    return path.join(__dirname, '..', '..', 'surfsense_web', '.next', 'standalone', 'surfsense_web');
+  }
+  return path.join(process.resourcesPath, 'standalone');
+}
+
+async function waitForServer(url: string, maxRetries = 60): Promise<boolean> {
+  for (let i = 0; i < maxRetries; i++) {
+    try {
+      const res = await fetch(url);
+      if (res.ok || res.status === 404 || res.status === 500) return true;
+    } catch {
+      // not ready yet
+    }
+    await new Promise((r) => setTimeout(r, 500));
+  }
+  return false;
+}
+
+export async function startNextServer(): Promise<void> {
+  if (isDev) return;
+
+  serverPort = await getPort({ port: 3000, portRange: [30_011, 50_000] });
+  console.log(`Selected port ${serverPort}`);
+
+  const standalonePath = getStandalonePath();
+  const serverScript = path.join(standalonePath, 'server.js');
+
+  process.env.PORT = String(serverPort);
+  process.env.HOSTNAME = 'localhost';
+  process.env.NODE_ENV = 'production';
+  process.chdir(standalonePath);
+
+  require(serverScript);
+
+  const ready = await waitForServer(`http://localhost:${serverPort}`);
+  if (!ready) {
+    throw new Error('Next.js server failed to start within 30 s');
+  }
+  console.log(`Next.js server ready on port ${serverPort}`);
+}

From 95c4a674be26a76fce84b95edbef07be9cc61ae5 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 19:50:50 +0200
Subject: [PATCH 003/102] refactor(desktop): extract window creation into
 modules/window.ts

---
 surfsense_desktop/src/main.ts           | 81 ++++---------------------
 surfsense_desktop/src/modules/window.ts | 67 ++++++++++++++++++++
 2 files changed, 80 insertions(+), 68 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/window.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index db0f8f937..efbee44bb 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,72 +1,16 @@
-import { app, BrowserWindow, shell, ipcMain, session, dialog, Menu } from 'electron';
+import { app, BrowserWindow, shell, ipcMain, dialog, Menu } from 'electron';
 import path from 'path';
 import { autoUpdater } from 'electron-updater';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
 import { startNextServer, getServerPort } from './modules/server';
+import { createMainWindow, getMainWindow } from './modules/window';
 
 registerGlobalErrorHandlers();
 
 const isDev = !app.isPackaged;
-let mainWindow: BrowserWindow | null = null;
 let deepLinkUrl: string | null = null;
 
 const PROTOCOL = 'surfsense';
-const HOSTED_FRONTEND_URL = process.env.HOSTED_FRONTEND_URL as string;
-
-function createWindow() {
-  mainWindow = new BrowserWindow({
-    width: 1280,
-    height: 800,
-    minWidth: 800,
-    minHeight: 600,
-    webPreferences: {
-      preload: path.join(__dirname, 'preload.js'),
-      contextIsolation: true,
-      nodeIntegration: false,
-      sandbox: true,
-      webviewTag: false,
-    },
-    show: false,
-    titleBarStyle: 'hiddenInset',
-  });
-
-  mainWindow.once('ready-to-show', () => {
-    mainWindow?.show();
-  });
-
-  mainWindow.loadURL(`http://localhost:${getServerPort()}/login`);
-
-  // External links open in system browser, not in the Electron window
-  mainWindow.webContents.setWindowOpenHandler(({ url }) => {
-    if (url.startsWith('http://localhost')) {
-      return { action: 'allow' };
-    }
-    shell.openExternal(url);
-    return { action: 'deny' };
-  });
-
-  // Intercept backend OAuth redirects targeting the hosted web frontend
-  // and rewrite them to localhost so the user stays in the desktop app.
-  const filter = { urls: [`${HOSTED_FRONTEND_URL}/*`] };
-  session.defaultSession.webRequest.onBeforeRequest(filter, (details, callback) => {
-    const rewritten = details.url.replace(HOSTED_FRONTEND_URL, `http://localhost:${getServerPort()}`);
-    callback({ redirectURL: rewritten });
-  });
-
-  mainWindow.webContents.on('did-fail-load', (_event, errorCode, errorDescription, validatedURL) => {
-    console.error(`Failed to load ${validatedURL}: ${errorDescription} (${errorCode})`);
-    if (errorCode === -3) return; // ERR_ABORTED — normal during redirects
-    showErrorDialog('Page failed to load', new Error(`${errorDescription} (${errorCode})\n${validatedURL}`));
-  });
-
-  if (isDev) {
-    mainWindow.webContents.openDevTools();
-  }
-
-  mainWindow.on('closed', () => {
-    mainWindow = null;
-  });
-}
 
 // IPC handlers
 ipcMain.on('open-external', (_event, url: string) => {
@@ -90,17 +34,17 @@ function handleDeepLink(url: string) {
 
   deepLinkUrl = url;
 
-  if (!mainWindow) return;
+  const win = getMainWindow();
+  if (!win) return;
 
-  // Rewrite surfsense:// deep link to localhost so TokenHandler.tsx processes it
   const parsed = new URL(url);
   if (parsed.hostname === 'auth' && parsed.pathname === '/callback') {
     const params = parsed.searchParams.toString();
-    mainWindow.loadURL(`http://localhost:${getServerPort()}/auth/callback?${params}`);
+    win.loadURL(`http://localhost:${getServerPort()}/auth/callback?${params}`);
   }
 
-  mainWindow.show();
-  mainWindow.focus();
+  win.show();
+  win.focus();
 }
 
 // Single instance lock — second instance passes deep link to first
@@ -113,9 +57,10 @@ if (!gotTheLock) {
     const url = argv.find((arg) => arg.startsWith(`${PROTOCOL}://`));
     if (url) handleDeepLink(url);
 
-    if (mainWindow) {
-      if (mainWindow.isMinimized()) mainWindow.restore();
-      mainWindow.focus();
+    const win = getMainWindow();
+    if (win) {
+      if (win.isMinimized()) win.restore();
+      win.focus();
     }
   });
 }
@@ -188,7 +133,7 @@ app.whenReady().then(async () => {
     setTimeout(() => app.quit(), 0);
     return;
   }
-  createWindow();
+  createMainWindow();
   setupAutoUpdater();
 
   // If a deep link was received before the window was ready, handle it now
@@ -199,7 +144,7 @@ app.whenReady().then(async () => {
 
   app.on('activate', () => {
     if (BrowserWindow.getAllWindows().length === 0) {
-      createWindow();
+      createMainWindow();
     }
   });
 });
diff --git a/surfsense_desktop/src/modules/window.ts b/surfsense_desktop/src/modules/window.ts
new file mode 100644
index 000000000..1b3f3baed
--- /dev/null
+++ b/surfsense_desktop/src/modules/window.ts
@@ -0,0 +1,67 @@
+import { app, BrowserWindow, shell, session } from 'electron';
+import path from 'path';
+import { showErrorDialog } from './errors';
+import { getServerPort } from './server';
+
+const isDev = !app.isPackaged;
+const HOSTED_FRONTEND_URL = process.env.HOSTED_FRONTEND_URL as string;
+
+let mainWindow: BrowserWindow | null = null;
+
+export function getMainWindow(): BrowserWindow | null {
+  return mainWindow;
+}
+
+export function createMainWindow(): BrowserWindow {
+  mainWindow = new BrowserWindow({
+    width: 1280,
+    height: 800,
+    minWidth: 800,
+    minHeight: 600,
+    webPreferences: {
+      preload: path.join(__dirname, 'preload.js'),
+      contextIsolation: true,
+      nodeIntegration: false,
+      sandbox: true,
+      webviewTag: false,
+    },
+    show: false,
+    titleBarStyle: 'hiddenInset',
+  });
+
+  mainWindow.once('ready-to-show', () => {
+    mainWindow?.show();
+  });
+
+  mainWindow.loadURL(`http://localhost:${getServerPort()}/login`);
+
+  mainWindow.webContents.setWindowOpenHandler(({ url }) => {
+    if (url.startsWith('http://localhost')) {
+      return { action: 'allow' };
+    }
+    shell.openExternal(url);
+    return { action: 'deny' };
+  });
+
+  const filter = { urls: [`${HOSTED_FRONTEND_URL}/*`] };
+  session.defaultSession.webRequest.onBeforeRequest(filter, (details, callback) => {
+    const rewritten = details.url.replace(HOSTED_FRONTEND_URL, `http://localhost:${getServerPort()}`);
+    callback({ redirectURL: rewritten });
+  });
+
+  mainWindow.webContents.on('did-fail-load', (_event, errorCode, errorDescription, validatedURL) => {
+    console.error(`Failed to load ${validatedURL}: ${errorDescription} (${errorCode})`);
+    if (errorCode === -3) return;
+    showErrorDialog('Page failed to load', new Error(`${errorDescription} (${errorCode})\n${validatedURL}`));
+  });
+
+  if (isDev) {
+    mainWindow.webContents.openDevTools();
+  }
+
+  mainWindow.on('closed', () => {
+    mainWindow = null;
+  });
+
+  return mainWindow;
+}

From 35da1cf1b4e8f5476388fbce110fcc0689299b61 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 19:55:44 +0200
Subject: [PATCH 004/102] refactor(desktop): extract deep link handling into
 modules/deep-links.ts

---
 surfsense_desktop/src/main.ts               | 71 +++------------------
 surfsense_desktop/src/modules/deep-links.ts | 66 +++++++++++++++++++
 2 files changed, 74 insertions(+), 63 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/deep-links.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index efbee44bb..b61e82008 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,16 +1,17 @@
 import { app, BrowserWindow, shell, ipcMain, dialog, Menu } from 'electron';
-import path from 'path';
 import { autoUpdater } from 'electron-updater';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
-import { startNextServer, getServerPort } from './modules/server';
-import { createMainWindow, getMainWindow } from './modules/window';
+import { startNextServer } from './modules/server';
+import { createMainWindow } from './modules/window';
+import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 
 registerGlobalErrorHandlers();
 
-const isDev = !app.isPackaged;
-let deepLinkUrl: string | null = null;
+if (!setupDeepLinks()) {
+  app.quit();
+}
 
-const PROTOCOL = 'surfsense';
+const isDev = !app.isPackaged;
 
 // IPC handlers
 ipcMain.on('open-external', (_event, url: string) => {
@@ -28,58 +29,6 @@ ipcMain.handle('get-app-version', () => {
   return app.getVersion();
 });
 
-// Deep link handling
-function handleDeepLink(url: string) {
-  if (!url.startsWith(`${PROTOCOL}://`)) return;
-
-  deepLinkUrl = url;
-
-  const win = getMainWindow();
-  if (!win) return;
-
-  const parsed = new URL(url);
-  if (parsed.hostname === 'auth' && parsed.pathname === '/callback') {
-    const params = parsed.searchParams.toString();
-    win.loadURL(`http://localhost:${getServerPort()}/auth/callback?${params}`);
-  }
-
-  win.show();
-  win.focus();
-}
-
-// Single instance lock — second instance passes deep link to first
-const gotTheLock = app.requestSingleInstanceLock();
-if (!gotTheLock) {
-  app.quit();
-} else {
-  app.on('second-instance', (_event, argv) => {
-    // Windows/Linux: deep link URL is in argv
-    const url = argv.find((arg) => arg.startsWith(`${PROTOCOL}://`));
-    if (url) handleDeepLink(url);
-
-    const win = getMainWindow();
-    if (win) {
-      if (win.isMinimized()) win.restore();
-      win.focus();
-    }
-  });
-}
-
-// macOS: deep link arrives via open-url event
-app.on('open-url', (event, url) => {
-  event.preventDefault();
-  handleDeepLink(url);
-});
-
-// Register surfsense:// protocol
-if (process.defaultApp) {
-  if (process.argv.length >= 2) {
-    app.setAsDefaultProtocolClient(PROTOCOL, process.execPath, [path.resolve(process.argv[1])]);
-  }
-} else {
-  app.setAsDefaultProtocolClient(PROTOCOL);
-}
-
 function setupAutoUpdater() {
   if (isDev) return;
 
@@ -136,11 +85,7 @@ app.whenReady().then(async () => {
   createMainWindow();
   setupAutoUpdater();
 
-  // If a deep link was received before the window was ready, handle it now
-  if (deepLinkUrl) {
-    handleDeepLink(deepLinkUrl);
-    deepLinkUrl = null;
-  }
+  handlePendingDeepLink();
 
   app.on('activate', () => {
     if (BrowserWindow.getAllWindows().length === 0) {
diff --git a/surfsense_desktop/src/modules/deep-links.ts b/surfsense_desktop/src/modules/deep-links.ts
new file mode 100644
index 000000000..1a2b08395
--- /dev/null
+++ b/surfsense_desktop/src/modules/deep-links.ts
@@ -0,0 +1,66 @@
+import { app } from 'electron';
+import path from 'path';
+import { getMainWindow } from './window';
+import { getServerPort } from './server';
+
+const PROTOCOL = 'surfsense';
+
+let deepLinkUrl: string | null = null;
+
+function handleDeepLink(url: string) {
+  if (!url.startsWith(`${PROTOCOL}://`)) return;
+
+  deepLinkUrl = url;
+
+  const win = getMainWindow();
+  if (!win) return;
+
+  const parsed = new URL(url);
+  if (parsed.hostname === 'auth' && parsed.pathname === '/callback') {
+    const params = parsed.searchParams.toString();
+    win.loadURL(`http://localhost:${getServerPort()}/auth/callback?${params}`);
+  }
+
+  win.show();
+  win.focus();
+}
+
+export function setupDeepLinks(): boolean {
+  const gotTheLock = app.requestSingleInstanceLock();
+  if (!gotTheLock) {
+    return false;
+  }
+
+  app.on('second-instance', (_event, argv) => {
+    const url = argv.find((arg) => arg.startsWith(`${PROTOCOL}://`));
+    if (url) handleDeepLink(url);
+
+    const win = getMainWindow();
+    if (win) {
+      if (win.isMinimized()) win.restore();
+      win.focus();
+    }
+  });
+
+  app.on('open-url', (event, url) => {
+    event.preventDefault();
+    handleDeepLink(url);
+  });
+
+  if (process.defaultApp) {
+    if (process.argv.length >= 2) {
+      app.setAsDefaultProtocolClient(PROTOCOL, process.execPath, [path.resolve(process.argv[1])]);
+    }
+  } else {
+    app.setAsDefaultProtocolClient(PROTOCOL);
+  }
+
+  return true;
+}
+
+export function handlePendingDeepLink(): void {
+  if (deepLinkUrl) {
+    handleDeepLink(deepLinkUrl);
+    deepLinkUrl = null;
+  }
+}

From d868464de71ba9ee34e14297b472fd6e2e3c7e67 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 19:59:20 +0200
Subject: [PATCH 005/102] refactor(desktop): extract auto-updater into
 modules/auto-updater.ts

---
 surfsense_desktop/src/main.ts                 | 37 +------------------
 surfsense_desktop/src/modules/auto-updater.ts | 33 +++++++++++++++++
 2 files changed, 35 insertions(+), 35 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/auto-updater.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index b61e82008..11b2f7ab6 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,9 +1,9 @@
-import { app, BrowserWindow, shell, ipcMain, dialog, Menu } from 'electron';
-import { autoUpdater } from 'electron-updater';
+import { app, BrowserWindow, shell, ipcMain, Menu } from 'electron';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
 import { startNextServer } from './modules/server';
 import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
+import { setupAutoUpdater } from './modules/auto-updater';
 
 registerGlobalErrorHandlers();
 
@@ -11,8 +11,6 @@ if (!setupDeepLinks()) {
   app.quit();
 }
 
-const isDev = !app.isPackaged;
-
 // IPC handlers
 ipcMain.on('open-external', (_event, url: string) => {
   try {
@@ -29,37 +27,6 @@ ipcMain.handle('get-app-version', () => {
   return app.getVersion();
 });
 
-function setupAutoUpdater() {
-  if (isDev) return;
-
-  autoUpdater.autoDownload = true;
-
-  autoUpdater.on('update-available', (info) => {
-    console.log(`Update available: ${info.version}`);
-  });
-
-  autoUpdater.on('update-downloaded', (info) => {
-    console.log(`Update downloaded: ${info.version}`);
-    dialog.showMessageBox({
-      type: 'info',
-      buttons: ['Restart', 'Later'],
-      defaultId: 0,
-      title: 'Update Ready',
-      message: `Version ${info.version} has been downloaded. Restart to apply the update.`,
-    }).then(({ response }) => {
-      if (response === 0) {
-        autoUpdater.quitAndInstall();
-      }
-    });
-  });
-
-  autoUpdater.on('error', (err) => {
-    console.error('Auto-updater error:', err);
-  });
-
-  autoUpdater.checkForUpdates();
-}
-
 function setupMenu() {
   const isMac = process.platform === 'darwin';
   const template: Electron.MenuItemConstructorOptions[] = [
diff --git a/surfsense_desktop/src/modules/auto-updater.ts b/surfsense_desktop/src/modules/auto-updater.ts
new file mode 100644
index 000000000..f895516c0
--- /dev/null
+++ b/surfsense_desktop/src/modules/auto-updater.ts
@@ -0,0 +1,33 @@
+import { app, dialog } from 'electron';
+import { autoUpdater } from 'electron-updater';
+
+export function setupAutoUpdater(): void {
+  if (!app.isPackaged) return;
+
+  autoUpdater.autoDownload = true;
+
+  autoUpdater.on('update-available', (info) => {
+    console.log(`Update available: ${info.version}`);
+  });
+
+  autoUpdater.on('update-downloaded', (info) => {
+    console.log(`Update downloaded: ${info.version}`);
+    dialog.showMessageBox({
+      type: 'info',
+      buttons: ['Restart', 'Later'],
+      defaultId: 0,
+      title: 'Update Ready',
+      message: `Version ${info.version} has been downloaded. Restart to apply the update.`,
+    }).then(({ response }) => {
+      if (response === 0) {
+        autoUpdater.quitAndInstall();
+      }
+    });
+  });
+
+  autoUpdater.on('error', (err) => {
+    console.error('Auto-updater error:', err);
+  });
+
+  autoUpdater.checkForUpdates();
+}

From b6a7f0afa7bced3f83fdd90a4424b4c9c8038a04 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:01:13 +0200
Subject: [PATCH 006/102] refactor(desktop): extract menu setup into
 modules/menu.ts

---
 surfsense_desktop/src/main.ts         | 15 ++-------------
 surfsense_desktop/src/modules/menu.ts | 13 +++++++++++++
 2 files changed, 15 insertions(+), 13 deletions(-)
 create mode 100644 surfsense_desktop/src/modules/menu.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index 11b2f7ab6..6d55d478b 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,9 +1,10 @@
-import { app, BrowserWindow, shell, ipcMain, Menu } from 'electron';
+import { app, BrowserWindow, shell, ipcMain } from 'electron';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
 import { startNextServer } from './modules/server';
 import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 import { setupAutoUpdater } from './modules/auto-updater';
+import { setupMenu } from './modules/menu';
 
 registerGlobalErrorHandlers();
 
@@ -27,18 +28,6 @@ ipcMain.handle('get-app-version', () => {
   return app.getVersion();
 });
 
-function setupMenu() {
-  const isMac = process.platform === 'darwin';
-  const template: Electron.MenuItemConstructorOptions[] = [
-    ...(isMac ? [{ role: 'appMenu' as const }] : []),
-    { role: 'fileMenu' as const },
-    { role: 'editMenu' as const },
-    { role: 'viewMenu' as const },
-    { role: 'windowMenu' as const },
-  ];
-  Menu.setApplicationMenu(Menu.buildFromTemplate(template));
-}
-
 // App lifecycle
 app.whenReady().then(async () => {
   setupMenu();
diff --git a/surfsense_desktop/src/modules/menu.ts b/surfsense_desktop/src/modules/menu.ts
new file mode 100644
index 000000000..128a73a21
--- /dev/null
+++ b/surfsense_desktop/src/modules/menu.ts
@@ -0,0 +1,13 @@
+import { Menu } from 'electron';
+
+export function setupMenu(): void {
+  const isMac = process.platform === 'darwin';
+  const template: Electron.MenuItemConstructorOptions[] = [
+    ...(isMac ? [{ role: 'appMenu' as const }] : []),
+    { role: 'fileMenu' as const },
+    { role: 'editMenu' as const },
+    { role: 'viewMenu' as const },
+    { role: 'windowMenu' as const },
+  ];
+  Menu.setApplicationMenu(Menu.buildFromTemplate(template));
+}

From fb4dbf04ae805e6e8ce8e77d5e02210d2ac881f4 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:06:21 +0200
Subject: [PATCH 007/102] refactor(desktop): extract IPC channels and handlers
 into src/ipc/

---
 surfsense_desktop/src/ipc/channels.ts |  6 ++++++
 surfsense_desktop/src/ipc/handlers.ts | 19 +++++++++++++++++++
 surfsense_desktop/src/main.ts         | 19 +++----------------
 3 files changed, 28 insertions(+), 16 deletions(-)
 create mode 100644 surfsense_desktop/src/ipc/channels.ts
 create mode 100644 surfsense_desktop/src/ipc/handlers.ts

diff --git a/surfsense_desktop/src/ipc/channels.ts b/surfsense_desktop/src/ipc/channels.ts
new file mode 100644
index 000000000..4d0f3bf80
--- /dev/null
+++ b/surfsense_desktop/src/ipc/channels.ts
@@ -0,0 +1,6 @@
+export const IPC_CHANNELS = {
+  OPEN_EXTERNAL: 'open-external',
+  GET_APP_VERSION: 'get-app-version',
+  DEEP_LINK: 'deep-link',
+  GET_CLIPBOARD_CONTENT: 'get-clipboard-content',
+} as const;
diff --git a/surfsense_desktop/src/ipc/handlers.ts b/surfsense_desktop/src/ipc/handlers.ts
new file mode 100644
index 000000000..18e343719
--- /dev/null
+++ b/surfsense_desktop/src/ipc/handlers.ts
@@ -0,0 +1,19 @@
+import { app, ipcMain, shell } from 'electron';
+import { IPC_CHANNELS } from './channels';
+
+export function registerIpcHandlers(): void {
+  ipcMain.on(IPC_CHANNELS.OPEN_EXTERNAL, (_event, url: string) => {
+    try {
+      const parsed = new URL(url);
+      if (parsed.protocol === 'http:' || parsed.protocol === 'https:') {
+        shell.openExternal(url);
+      }
+    } catch {
+      // invalid URL — ignore
+    }
+  });
+
+  ipcMain.handle(IPC_CHANNELS.GET_APP_VERSION, () => {
+    return app.getVersion();
+  });
+}
diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index 6d55d478b..aff64db22 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -1,10 +1,11 @@
-import { app, BrowserWindow, shell, ipcMain } from 'electron';
+import { app, BrowserWindow } from 'electron';
 import { registerGlobalErrorHandlers, showErrorDialog } from './modules/errors';
 import { startNextServer } from './modules/server';
 import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 import { setupAutoUpdater } from './modules/auto-updater';
 import { setupMenu } from './modules/menu';
+import { registerIpcHandlers } from './ipc/handlers';
 
 registerGlobalErrorHandlers();
 
@@ -12,21 +13,7 @@ if (!setupDeepLinks()) {
   app.quit();
 }
 
-// IPC handlers
-ipcMain.on('open-external', (_event, url: string) => {
-  try {
-    const parsed = new URL(url);
-    if (parsed.protocol === 'http:' || parsed.protocol === 'https:') {
-      shell.openExternal(url);
-    }
-  } catch {
-    // invalid URL — ignore
-  }
-});
-
-ipcMain.handle('get-app-version', () => {
-  return app.getVersion();
-});
+registerIpcHandlers();
 
 // App lifecycle
 app.whenReady().then(async () => {

From ecdd7354e930d71364f6c2735ca24201cf55c83b Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:13:58 +0200
Subject: [PATCH 008/102] refactor(desktop): use IPC channel constants in
 preload, add getClipboardContent

---
 surfsense_desktop/src/preload.ts | 10 ++++++----
 1 file changed, 6 insertions(+), 4 deletions(-)

diff --git a/surfsense_desktop/src/preload.ts b/surfsense_desktop/src/preload.ts
index dd4b89cf8..3f0f4be1f 100644
--- a/surfsense_desktop/src/preload.ts
+++ b/surfsense_desktop/src/preload.ts
@@ -1,4 +1,5 @@
 const { contextBridge, ipcRenderer } = require('electron');
+const { IPC_CHANNELS } = require('./ipc/channels');
 
 contextBridge.exposeInMainWorld('electronAPI', {
   versions: {
@@ -7,13 +8,14 @@ contextBridge.exposeInMainWorld('electronAPI', {
     chrome: process.versions.chrome,
     platform: process.platform,
   },
-  openExternal: (url: string) => ipcRenderer.send('open-external', url),
-  getAppVersion: () => ipcRenderer.invoke('get-app-version'),
+  openExternal: (url: string) => ipcRenderer.send(IPC_CHANNELS.OPEN_EXTERNAL, url),
+  getAppVersion: () => ipcRenderer.invoke(IPC_CHANNELS.GET_APP_VERSION),
+  getClipboardContent: () => ipcRenderer.invoke(IPC_CHANNELS.GET_CLIPBOARD_CONTENT),
   onDeepLink: (callback: (url: string) => void) => {
     const listener = (_event: unknown, url: string) => callback(url);
-    ipcRenderer.on('deep-link', listener);
+    ipcRenderer.on(IPC_CHANNELS.DEEP_LINK, listener);
     return () => {
-      ipcRenderer.removeListener('deep-link', listener);
+      ipcRenderer.removeListener(IPC_CHANNELS.DEEP_LINK, listener);
     };
   },
 });

From 275fa86ecddbf5c9b51cb89f74734af49f7549d2 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:22:37 +0200
Subject: [PATCH 009/102] feat(desktop): add system tray with clipboard-to-chat
 support

---
 surfsense_desktop/src/main.ts              |  4 ++
 surfsense_desktop/src/modules/clipboard.ts | 14 +++++
 surfsense_desktop/src/modules/tray.ts      | 73 ++++++++++++++++++++++
 3 files changed, 91 insertions(+)
 create mode 100644 surfsense_desktop/src/modules/clipboard.ts
 create mode 100644 surfsense_desktop/src/modules/tray.ts

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index aff64db22..10f442c08 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -5,7 +5,9 @@ import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 import { setupAutoUpdater } from './modules/auto-updater';
 import { setupMenu } from './modules/menu';
+import { setupTray } from './modules/tray';
 import { registerIpcHandlers } from './ipc/handlers';
+import { registerClipboardHandlers } from './modules/clipboard';
 
 registerGlobalErrorHandlers();
 
@@ -14,6 +16,7 @@ if (!setupDeepLinks()) {
 }
 
 registerIpcHandlers();
+registerClipboardHandlers();
 
 // App lifecycle
 app.whenReady().then(async () => {
@@ -26,6 +29,7 @@ app.whenReady().then(async () => {
     return;
   }
   createMainWindow();
+  setupTray();
   setupAutoUpdater();
 
   handlePendingDeepLink();
diff --git a/surfsense_desktop/src/modules/clipboard.ts b/surfsense_desktop/src/modules/clipboard.ts
new file mode 100644
index 000000000..4f9d7b802
--- /dev/null
+++ b/surfsense_desktop/src/modules/clipboard.ts
@@ -0,0 +1,14 @@
+import { ipcMain } from 'electron';
+import { IPC_CHANNELS } from '../ipc/channels';
+
+let lastClipboardContent = '';
+
+export function setClipboardContent(text: string): void {
+  lastClipboardContent = text;
+}
+
+export function registerClipboardHandlers(): void {
+  ipcMain.handle(IPC_CHANNELS.GET_CLIPBOARD_CONTENT, () => {
+    return lastClipboardContent;
+  });
+}
diff --git a/surfsense_desktop/src/modules/tray.ts b/surfsense_desktop/src/modules/tray.ts
new file mode 100644
index 000000000..3527cf691
--- /dev/null
+++ b/surfsense_desktop/src/modules/tray.ts
@@ -0,0 +1,73 @@
+import { app, BrowserWindow, clipboard, Menu, Tray } from 'electron';
+import path from 'path';
+import { getServerPort } from './server';
+import { setClipboardContent } from './clipboard';
+
+let tray: Tray | null = null;
+let clipWindow: BrowserWindow | null = null;
+
+function getIconPath(): string {
+  if (app.isPackaged) {
+    return path.join(process.resourcesPath, 'icon.png');
+  }
+  return path.join(__dirname, '..', 'assets', 'icon.png');
+}
+
+function createClipWindow(): BrowserWindow {
+  if (clipWindow && !clipWindow.isDestroyed()) {
+    clipWindow.focus();
+    return clipWindow;
+  }
+
+  clipWindow = new BrowserWindow({
+    width: 420,
+    height: 620,
+    resizable: true,
+    minimizable: false,
+    maximizable: false,
+    fullscreenable: false,
+    webPreferences: {
+      preload: path.join(__dirname, 'preload.js'),
+      contextIsolation: true,
+      nodeIntegration: false,
+      sandbox: true,
+    },
+    show: false,
+    titleBarStyle: 'hiddenInset',
+  });
+
+  clipWindow.loadURL(`http://localhost:${getServerPort()}/dashboard`);
+
+  clipWindow.once('ready-to-show', () => {
+    clipWindow?.show();
+  });
+
+  clipWindow.on('closed', () => {
+    clipWindow = null;
+  });
+
+  return clipWindow;
+}
+
+export function setupTray(): void {
+  tray = new Tray(getIconPath());
+  tray.setToolTip('SurfSense');
+
+  const contextMenu = Menu.buildFromTemplate([
+    {
+      label: 'Ask about clipboard',
+      click: () => {
+        const text = clipboard.readText();
+        setClipboardContent(text);
+        createClipWindow();
+      },
+    },
+    { type: 'separator' },
+    {
+      label: 'Quit',
+      click: () => app.quit(),
+    },
+  ]);
+
+  tray.setContextMenu(contextMenu);
+}

From 5ab534511c8b6ff99d324d17579276ac4cea0801 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:26:33 +0200
Subject: [PATCH 010/102] feat(web): add initialText prop to
 InlineMentionEditor

---
 .../assistant-ui/inline-mention-editor.tsx           | 12 ++++++++++++
 1 file changed, 12 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index dacc845ec..656a3ca2d 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -47,6 +47,7 @@ interface InlineMentionEditorProps {
 	disabled?: boolean;
 	className?: string;
 	initialDocuments?: MentionedDocument[];
+	initialText?: string;
 }
 
 // Unique data attribute to identify chip elements
@@ -96,6 +97,7 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			disabled = false,
 			className,
 			initialDocuments = [],
+			initialText,
 		},
 		ref
 	) => {
@@ -115,6 +117,16 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			}
 		}, [initialDocuments]);
 
+		// Seed editor with initialText on mount (e.g. clipboard content from Electron tray)
+		const initialTextAppliedRef = useRef(false);
+		useEffect(() => {
+			if (!initialText || initialTextAppliedRef.current || !editorRef.current) return;
+			initialTextAppliedRef.current = true;
+			editorRef.current.textContent = initialText;
+			setIsEmpty(false);
+			onChange?.(initialText, Array.from(mentionedDocs.values()));
+		}, [initialText]); // eslint-disable-line react-hooks/exhaustive-deps
+
 		// Focus at the end of the editor
 		const focusAtEnd = useCallback(() => {
 			if (!editorRef.current) return;

From c78f0e78aae2e540eaf7f86cf8cb194e53ec6980 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:33:43 +0200
Subject: [PATCH 011/102] feat(web): wire Composer to pre-fill clipboard
 content from Electron tray

---
 surfsense_web/components/assistant-ui/thread.tsx | 11 +++++++++++
 1 file changed, 11 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index b7a5bcf0e..b6bbea2f4 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -314,6 +314,16 @@ const Composer: FC = () => {
 	const composerRuntime = useComposerRuntime();
 	const hasAutoFocusedRef = useRef(false);
 
+	// Clipboard content from Electron tray (pre-filled into composer)
+	const [clipboardText, setClipboardText] = useState<string | undefined>();
+	useEffect(() => {
+		const api = (window as { electronAPI?: { getClipboardContent?: () => Promise<string> } }).electronAPI;
+		if (!api?.getClipboardContent) return;
+		api.getClipboardContent().then((text) => {
+			if (text) setClipboardText(text);
+		});
+	}, []);
+
 	const isThreadEmpty = useAssistantState(({ thread }) => thread.isEmpty);
 	const isThreadRunning = useAssistantState(({ thread }) => thread.isRunning);
 
@@ -520,6 +530,7 @@ const Composer: FC = () => {
 						onDocumentRemove={handleDocumentRemove}
 						onSubmit={handleSubmit}
 						onKeyDown={handleKeyDown}
+						initialText={clipboardText}
 						className="min-h-[24px]"
 					/>
 				</div>

From 9e058e13290fdbdb258d7984afc611fecdcda190 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:35:29 +0200
Subject: [PATCH 012/102] chore: clean up comments in editor and composer

---
 surfsense_web/components/assistant-ui/inline-mention-editor.tsx | 2 +-
 surfsense_web/components/assistant-ui/thread.tsx                | 2 +-
 2 files changed, 2 insertions(+), 2 deletions(-)

diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index 656a3ca2d..be48b60fa 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -117,7 +117,7 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			}
 		}, [initialDocuments]);
 
-		// Seed editor with initialText on mount (e.g. clipboard content from Electron tray)
+		// Seed editor with initialText on mount
 		const initialTextAppliedRef = useRef(false);
 		useEffect(() => {
 			if (!initialText || initialTextAppliedRef.current || !editorRef.current) return;
diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index b6bbea2f4..023b0f7bc 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -314,7 +314,7 @@ const Composer: FC = () => {
 	const composerRuntime = useComposerRuntime();
 	const hasAutoFocusedRef = useRef(false);
 
-	// Clipboard content from Electron tray (pre-filled into composer)
+	// Clipboard content   
 	const [clipboardText, setClipboardText] = useState<string | undefined>();
 	useEffect(() => {
 		const api = (window as { electronAPI?: { getClipboardContent?: () => Promise<string> } }).electronAPI;

From d6d4ebc75de6bdbff5ffb4732d8ad8e8e9693b80 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Fri, 20 Mar 2026 20:39:18 +0200
Subject: [PATCH 013/102] feat(web): add ElectronAPI type declaration for
 window.electronAPI

---
 surfsense_web/components/assistant-ui/thread.tsx |  2 +-
 surfsense_web/types/window.d.ts                  | 14 ++++++++++++++
 2 files changed, 15 insertions(+), 1 deletion(-)

diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index 023b0f7bc..389b9f204 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -317,7 +317,7 @@ const Composer: FC = () => {
 	// Clipboard content   
 	const [clipboardText, setClipboardText] = useState<string | undefined>();
 	useEffect(() => {
-		const api = (window as { electronAPI?: { getClipboardContent?: () => Promise<string> } }).electronAPI;
+		const api = window.electronAPI;
 		if (!api?.getClipboardContent) return;
 		api.getClipboardContent().then((text) => {
 			if (text) setClipboardText(text);
diff --git a/surfsense_web/types/window.d.ts b/surfsense_web/types/window.d.ts
index 4d4abc9c1..487e2058f 100644
--- a/surfsense_web/types/window.d.ts
+++ b/surfsense_web/types/window.d.ts
@@ -1,7 +1,21 @@
 import type { PostHog } from "posthog-js";
 
+interface ElectronAPI {
+	versions: {
+		electron: string;
+		node: string;
+		chrome: string;
+		platform: string;
+	};
+	openExternal: (url: string) => void;
+	getAppVersion: () => Promise<string>;
+	getClipboardContent: () => Promise<string>;
+	onDeepLink: (callback: (url: string) => void) => () => void;
+}
+
 declare global {
 	interface Window {
 		posthog?: PostHog;
+		electronAPI?: ElectronAPI;
 	}
 }

From dea0651a94921f99f4f5d7017f6579fb91d71c80 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Mon, 23 Mar 2026 15:49:50 +0200
Subject: [PATCH 014/102] fix(desktop): include tray icon in packaged app
 resources

---
 surfsense_desktop/electron-builder.yml | 2 ++
 1 file changed, 2 insertions(+)

diff --git a/surfsense_desktop/electron-builder.yml b/surfsense_desktop/electron-builder.yml
index eaca0f19b..715366e0c 100644
--- a/surfsense_desktop/electron-builder.yml
+++ b/surfsense_desktop/electron-builder.yml
@@ -13,6 +13,8 @@ files:
   - "!scripts"
   - "!release"
 extraResources:
+  - from: assets/icon.png
+    to: icon.png
   - from: ../surfsense_web/.next/standalone/surfsense_web/
     to: standalone/
     filter:

From f783b00d2e287a488b5129e4fe2cbc652c175ab6 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 18:40:07 +0200
Subject: [PATCH 015/102] fix(desktop): bind to 0.0.0.0 and silence
 auto-updater 404

---
 surfsense_desktop/src/modules/auto-updater.ts | 4 ++--
 surfsense_desktop/src/modules/server.ts       | 2 +-
 2 files changed, 3 insertions(+), 3 deletions(-)

diff --git a/surfsense_desktop/src/modules/auto-updater.ts b/surfsense_desktop/src/modules/auto-updater.ts
index f895516c0..2e7680953 100644
--- a/surfsense_desktop/src/modules/auto-updater.ts
+++ b/surfsense_desktop/src/modules/auto-updater.ts
@@ -26,8 +26,8 @@ export function setupAutoUpdater(): void {
   });
 
   autoUpdater.on('error', (err) => {
-    console.error('Auto-updater error:', err);
+    console.log('Auto-updater: update check skipped —', err.message?.split('\n')[0]);
   });
 
-  autoUpdater.checkForUpdates();
+  autoUpdater.checkForUpdates().catch(() => {});
 }
diff --git a/surfsense_desktop/src/modules/server.ts b/surfsense_desktop/src/modules/server.ts
index 969478e4a..e2f078a8c 100644
--- a/surfsense_desktop/src/modules/server.ts
+++ b/surfsense_desktop/src/modules/server.ts
@@ -39,7 +39,7 @@ export async function startNextServer(): Promise<void> {
   const serverScript = path.join(standalonePath, 'server.js');
 
   process.env.PORT = String(serverPort);
-  process.env.HOSTNAME = 'localhost';
+  process.env.HOSTNAME = '0.0.0.0';
   process.env.NODE_ENV = 'production';
   process.chdir(standalonePath);
 

From 59e7f8f06880bf7d7cd42f7a9c6cb8e17239a173 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:12:04 +0200
Subject: [PATCH 016/102] remove tray and clipboard-to-chat feature

---
 surfsense_desktop/electron-builder.yml        |  2 -
 surfsense_desktop/src/ipc/channels.ts         |  1 -
 surfsense_desktop/src/main.ts                 |  4 -
 surfsense_desktop/src/modules/clipboard.ts    | 14 ----
 surfsense_desktop/src/modules/tray.ts         | 73 -------------------
 surfsense_desktop/src/preload.ts              |  1 -
 .../assistant-ui/inline-mention-editor.tsx    | 12 ---
 .../components/assistant-ui/thread.tsx        | 11 ---
 surfsense_web/types/window.d.ts               |  1 -
 9 files changed, 119 deletions(-)
 delete mode 100644 surfsense_desktop/src/modules/clipboard.ts
 delete mode 100644 surfsense_desktop/src/modules/tray.ts

diff --git a/surfsense_desktop/electron-builder.yml b/surfsense_desktop/electron-builder.yml
index 715366e0c..eaca0f19b 100644
--- a/surfsense_desktop/electron-builder.yml
+++ b/surfsense_desktop/electron-builder.yml
@@ -13,8 +13,6 @@ files:
   - "!scripts"
   - "!release"
 extraResources:
-  - from: assets/icon.png
-    to: icon.png
   - from: ../surfsense_web/.next/standalone/surfsense_web/
     to: standalone/
     filter:
diff --git a/surfsense_desktop/src/ipc/channels.ts b/surfsense_desktop/src/ipc/channels.ts
index 4d0f3bf80..8ae21cfcf 100644
--- a/surfsense_desktop/src/ipc/channels.ts
+++ b/surfsense_desktop/src/ipc/channels.ts
@@ -2,5 +2,4 @@ export const IPC_CHANNELS = {
   OPEN_EXTERNAL: 'open-external',
   GET_APP_VERSION: 'get-app-version',
   DEEP_LINK: 'deep-link',
-  GET_CLIPBOARD_CONTENT: 'get-clipboard-content',
 } as const;
diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index 10f442c08..aff64db22 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -5,9 +5,7 @@ import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 import { setupAutoUpdater } from './modules/auto-updater';
 import { setupMenu } from './modules/menu';
-import { setupTray } from './modules/tray';
 import { registerIpcHandlers } from './ipc/handlers';
-import { registerClipboardHandlers } from './modules/clipboard';
 
 registerGlobalErrorHandlers();
 
@@ -16,7 +14,6 @@ if (!setupDeepLinks()) {
 }
 
 registerIpcHandlers();
-registerClipboardHandlers();
 
 // App lifecycle
 app.whenReady().then(async () => {
@@ -29,7 +26,6 @@ app.whenReady().then(async () => {
     return;
   }
   createMainWindow();
-  setupTray();
   setupAutoUpdater();
 
   handlePendingDeepLink();
diff --git a/surfsense_desktop/src/modules/clipboard.ts b/surfsense_desktop/src/modules/clipboard.ts
deleted file mode 100644
index 4f9d7b802..000000000
--- a/surfsense_desktop/src/modules/clipboard.ts
+++ /dev/null
@@ -1,14 +0,0 @@
-import { ipcMain } from 'electron';
-import { IPC_CHANNELS } from '../ipc/channels';
-
-let lastClipboardContent = '';
-
-export function setClipboardContent(text: string): void {
-  lastClipboardContent = text;
-}
-
-export function registerClipboardHandlers(): void {
-  ipcMain.handle(IPC_CHANNELS.GET_CLIPBOARD_CONTENT, () => {
-    return lastClipboardContent;
-  });
-}
diff --git a/surfsense_desktop/src/modules/tray.ts b/surfsense_desktop/src/modules/tray.ts
deleted file mode 100644
index 3527cf691..000000000
--- a/surfsense_desktop/src/modules/tray.ts
+++ /dev/null
@@ -1,73 +0,0 @@
-import { app, BrowserWindow, clipboard, Menu, Tray } from 'electron';
-import path from 'path';
-import { getServerPort } from './server';
-import { setClipboardContent } from './clipboard';
-
-let tray: Tray | null = null;
-let clipWindow: BrowserWindow | null = null;
-
-function getIconPath(): string {
-  if (app.isPackaged) {
-    return path.join(process.resourcesPath, 'icon.png');
-  }
-  return path.join(__dirname, '..', 'assets', 'icon.png');
-}
-
-function createClipWindow(): BrowserWindow {
-  if (clipWindow && !clipWindow.isDestroyed()) {
-    clipWindow.focus();
-    return clipWindow;
-  }
-
-  clipWindow = new BrowserWindow({
-    width: 420,
-    height: 620,
-    resizable: true,
-    minimizable: false,
-    maximizable: false,
-    fullscreenable: false,
-    webPreferences: {
-      preload: path.join(__dirname, 'preload.js'),
-      contextIsolation: true,
-      nodeIntegration: false,
-      sandbox: true,
-    },
-    show: false,
-    titleBarStyle: 'hiddenInset',
-  });
-
-  clipWindow.loadURL(`http://localhost:${getServerPort()}/dashboard`);
-
-  clipWindow.once('ready-to-show', () => {
-    clipWindow?.show();
-  });
-
-  clipWindow.on('closed', () => {
-    clipWindow = null;
-  });
-
-  return clipWindow;
-}
-
-export function setupTray(): void {
-  tray = new Tray(getIconPath());
-  tray.setToolTip('SurfSense');
-
-  const contextMenu = Menu.buildFromTemplate([
-    {
-      label: 'Ask about clipboard',
-      click: () => {
-        const text = clipboard.readText();
-        setClipboardContent(text);
-        createClipWindow();
-      },
-    },
-    { type: 'separator' },
-    {
-      label: 'Quit',
-      click: () => app.quit(),
-    },
-  ]);
-
-  tray.setContextMenu(contextMenu);
-}
diff --git a/surfsense_desktop/src/preload.ts b/surfsense_desktop/src/preload.ts
index 3f0f4be1f..d36db8c22 100644
--- a/surfsense_desktop/src/preload.ts
+++ b/surfsense_desktop/src/preload.ts
@@ -10,7 +10,6 @@ contextBridge.exposeInMainWorld('electronAPI', {
   },
   openExternal: (url: string) => ipcRenderer.send(IPC_CHANNELS.OPEN_EXTERNAL, url),
   getAppVersion: () => ipcRenderer.invoke(IPC_CHANNELS.GET_APP_VERSION),
-  getClipboardContent: () => ipcRenderer.invoke(IPC_CHANNELS.GET_CLIPBOARD_CONTENT),
   onDeepLink: (callback: (url: string) => void) => {
     const listener = (_event: unknown, url: string) => callback(url);
     ipcRenderer.on(IPC_CHANNELS.DEEP_LINK, listener);
diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index be48b60fa..dacc845ec 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -47,7 +47,6 @@ interface InlineMentionEditorProps {
 	disabled?: boolean;
 	className?: string;
 	initialDocuments?: MentionedDocument[];
-	initialText?: string;
 }
 
 // Unique data attribute to identify chip elements
@@ -97,7 +96,6 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			disabled = false,
 			className,
 			initialDocuments = [],
-			initialText,
 		},
 		ref
 	) => {
@@ -117,16 +115,6 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			}
 		}, [initialDocuments]);
 
-		// Seed editor with initialText on mount
-		const initialTextAppliedRef = useRef(false);
-		useEffect(() => {
-			if (!initialText || initialTextAppliedRef.current || !editorRef.current) return;
-			initialTextAppliedRef.current = true;
-			editorRef.current.textContent = initialText;
-			setIsEmpty(false);
-			onChange?.(initialText, Array.from(mentionedDocs.values()));
-		}, [initialText]); // eslint-disable-line react-hooks/exhaustive-deps
-
 		// Focus at the end of the editor
 		const focusAtEnd = useCallback(() => {
 			if (!editorRef.current) return;
diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index 0a38e19d5..081e234a8 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -330,16 +330,6 @@ const Composer: FC = () => {
 	const composerRuntime = useComposerRuntime();
 	const hasAutoFocusedRef = useRef(false);
 
-	// Clipboard content   
-	const [clipboardText, setClipboardText] = useState<string | undefined>();
-	useEffect(() => {
-		const api = window.electronAPI;
-		if (!api?.getClipboardContent) return;
-		api.getClipboardContent().then((text) => {
-			if (text) setClipboardText(text);
-		});
-	}, []);
-
 	const isThreadEmpty = useAssistantState(({ thread }) => thread.isEmpty);
 	const isThreadRunning = useAssistantState(({ thread }) => thread.isRunning);
 
@@ -546,7 +536,6 @@ const Composer: FC = () => {
 						onDocumentRemove={handleDocumentRemove}
 						onSubmit={handleSubmit}
 						onKeyDown={handleKeyDown}
-						initialText={clipboardText}
 						className="min-h-[24px]"
 					/>
 				</div>
diff --git a/surfsense_web/types/window.d.ts b/surfsense_web/types/window.d.ts
index 487e2058f..8d2c38c8b 100644
--- a/surfsense_web/types/window.d.ts
+++ b/surfsense_web/types/window.d.ts
@@ -9,7 +9,6 @@ interface ElectronAPI {
 	};
 	openExternal: (url: string) => void;
 	getAppVersion: () => Promise<string>;
-	getClipboardContent: () => Promise<string>;
 	onDeepLink: (callback: (url: string) => void) => () => void;
 }
 

From 801c07291e4cd09f21bc27ecd657b430ef977711 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:22:43 +0200
Subject: [PATCH 017/102] add quick-ask IPC channel and shortcut module

---
 surfsense_desktop/src/ipc/channels.ts      |  1 +
 surfsense_desktop/src/modules/quick-ask.ts | 29 ++++++++++++++++++++++
 2 files changed, 30 insertions(+)
 create mode 100644 surfsense_desktop/src/modules/quick-ask.ts

diff --git a/surfsense_desktop/src/ipc/channels.ts b/surfsense_desktop/src/ipc/channels.ts
index 8ae21cfcf..18002b520 100644
--- a/surfsense_desktop/src/ipc/channels.ts
+++ b/surfsense_desktop/src/ipc/channels.ts
@@ -2,4 +2,5 @@ export const IPC_CHANNELS = {
   OPEN_EXTERNAL: 'open-external',
   GET_APP_VERSION: 'get-app-version',
   DEEP_LINK: 'deep-link',
+  QUICK_ASK_TEXT: 'quick-ask-text',
 } as const;
diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
new file mode 100644
index 000000000..e38b0d693
--- /dev/null
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -0,0 +1,29 @@
+import { clipboard, globalShortcut } from 'electron';
+import { IPC_CHANNELS } from '../ipc/channels';
+import { getMainWindow } from './window';
+
+const SHORTCUT = 'CommandOrControl+Option+S';
+
+export function registerQuickAsk(): void {
+  const ok = globalShortcut.register(SHORTCUT, () => {
+    const win = getMainWindow();
+    if (!win) return;
+
+    const text = clipboard.readText().trim();
+    if (!text) return;
+
+    if (win.isMinimized()) win.restore();
+    win.show();
+    win.focus();
+
+    win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
+  });
+
+  if (!ok) {
+    console.log(`Quick-ask: failed to register ${SHORTCUT}`);
+  }
+}
+
+export function unregisterQuickAsk(): void {
+  globalShortcut.unregister(SHORTCUT);
+}

From 45e91135227d5faa2758595eca21f5c4ec199c39 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:23:24 +0200
Subject: [PATCH 018/102] expose onQuickAskText in preload

---
 surfsense_desktop/src/preload.ts | 7 +++++++
 1 file changed, 7 insertions(+)

diff --git a/surfsense_desktop/src/preload.ts b/surfsense_desktop/src/preload.ts
index d36db8c22..ca894d6b3 100644
--- a/surfsense_desktop/src/preload.ts
+++ b/surfsense_desktop/src/preload.ts
@@ -17,4 +17,11 @@ contextBridge.exposeInMainWorld('electronAPI', {
       ipcRenderer.removeListener(IPC_CHANNELS.DEEP_LINK, listener);
     };
   },
+  onQuickAskText: (callback: (text: string) => void) => {
+    const listener = (_event: unknown, text: string) => callback(text);
+    ipcRenderer.on(IPC_CHANNELS.QUICK_ASK_TEXT, listener);
+    return () => {
+      ipcRenderer.removeListener(IPC_CHANNELS.QUICK_ASK_TEXT, listener);
+    };
+  },
 });

From 032ccd95415b4c060372f2e2d03a9050e21adf30 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:24:02 +0200
Subject: [PATCH 019/102] add onQuickAskText type to ElectronAPI

---
 surfsense_web/types/window.d.ts | 1 +
 1 file changed, 1 insertion(+)

diff --git a/surfsense_web/types/window.d.ts b/surfsense_web/types/window.d.ts
index 8d2c38c8b..6c7e192db 100644
--- a/surfsense_web/types/window.d.ts
+++ b/surfsense_web/types/window.d.ts
@@ -10,6 +10,7 @@ interface ElectronAPI {
 	openExternal: (url: string) => void;
 	getAppVersion: () => Promise<string>;
 	onDeepLink: (callback: (url: string) => void) => () => void;
+	onQuickAskText: (callback: (text: string) => void) => () => void;
 }
 
 declare global {

From 71a262b2e797f92e9abaab5e2ee6f028f19825ab Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:24:41 +0200
Subject: [PATCH 020/102] wire quick-ask in main.ts

---
 surfsense_desktop/src/main.ts | 4 +++-
 1 file changed, 3 insertions(+), 1 deletion(-)

diff --git a/surfsense_desktop/src/main.ts b/surfsense_desktop/src/main.ts
index aff64db22..3ab41073b 100644
--- a/surfsense_desktop/src/main.ts
+++ b/surfsense_desktop/src/main.ts
@@ -5,6 +5,7 @@ import { createMainWindow } from './modules/window';
 import { setupDeepLinks, handlePendingDeepLink } from './modules/deep-links';
 import { setupAutoUpdater } from './modules/auto-updater';
 import { setupMenu } from './modules/menu';
+import { registerQuickAsk, unregisterQuickAsk } from './modules/quick-ask';
 import { registerIpcHandlers } from './ipc/handlers';
 
 registerGlobalErrorHandlers();
@@ -26,6 +27,7 @@ app.whenReady().then(async () => {
     return;
   }
   createMainWindow();
+  registerQuickAsk();
   setupAutoUpdater();
 
   handlePendingDeepLink();
@@ -44,5 +46,5 @@ app.on('window-all-closed', () => {
 });
 
 app.on('will-quit', () => {
-  // Server runs in-process — no child process to kill
+  unregisterQuickAsk();
 });

From f9be80ab766af7cfd78d93a044d6724b68326ab6 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:26:13 +0200
Subject: [PATCH 021/102] re-add initialText prop to InlineMentionEditor

---
 .../components/assistant-ui/inline-mention-editor.tsx    | 9 +++++++++
 1 file changed, 9 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index dacc845ec..ab1213a49 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -47,6 +47,7 @@ interface InlineMentionEditorProps {
 	disabled?: boolean;
 	className?: string;
 	initialDocuments?: MentionedDocument[];
+	initialText?: string;
 }
 
 // Unique data attribute to identify chip elements
@@ -96,6 +97,7 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			disabled = false,
 			className,
 			initialDocuments = [],
+			initialText,
 		},
 		ref
 	) => {
@@ -115,6 +117,13 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			}
 		}, [initialDocuments]);
 
+		useEffect(() => {
+			if (!initialText || !editorRef.current) return;
+			editorRef.current.textContent = initialText;
+			setIsEmpty(false);
+			onChange?.(initialText, Array.from(mentionedDocs.values()));
+		}, [initialText]); // eslint-disable-line react-hooks/exhaustive-deps
+
 		// Focus at the end of the editor
 		const focusAtEnd = useCallback(() => {
 			if (!editorRef.current) return;

From 875046263738ddcbfc6b92ed7d08546eef24b8d1 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 19:28:41 +0200
Subject: [PATCH 022/102] listen for quick-ask text in Composer

---
 surfsense_web/components/assistant-ui/thread.tsx | 8 ++++++++
 1 file changed, 8 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index 081e234a8..eb98fd025 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -330,6 +330,13 @@ const Composer: FC = () => {
 	const composerRuntime = useComposerRuntime();
 	const hasAutoFocusedRef = useRef(false);
 
+	const [quickAskText, setQuickAskText] = useState<string | undefined>();
+	useEffect(() => {
+		return window.electronAPI?.onQuickAskText((text) => {
+			if (text) setQuickAskText(text);
+		});
+	}, []);
+
 	const isThreadEmpty = useAssistantState(({ thread }) => thread.isEmpty);
 	const isThreadRunning = useAssistantState(({ thread }) => thread.isRunning);
 
@@ -536,6 +543,7 @@ const Composer: FC = () => {
 						onDocumentRemove={handleDocumentRemove}
 						onSubmit={handleSubmit}
 						onKeyDown={handleKeyDown}
+						initialText={quickAskText}
 						className="min-h-[24px]"
 					/>
 				</div>

From d033e1cb4847e0b08b2f4d7e82e6ac235e169c63 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 20:12:49 +0200
Subject: [PATCH 023/102] open quick-ask as mini window at cursor position

---
 surfsense_desktop/src/modules/quick-ask.ts | 53 ++++++++++++++++++----
 1 file changed, 45 insertions(+), 8 deletions(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index e38b0d693..6785fb3ce 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -1,20 +1,57 @@
-import { clipboard, globalShortcut } from 'electron';
+import { BrowserWindow, clipboard, globalShortcut, screen } from 'electron';
+import path from 'path';
 import { IPC_CHANNELS } from '../ipc/channels';
-import { getMainWindow } from './window';
+import { getServerPort } from './server';
 
 const SHORTCUT = 'CommandOrControl+Option+S';
+let quickAskWindow: BrowserWindow | null = null;
+
+function createQuickAskWindow(x: number, y: number): BrowserWindow {
+  if (quickAskWindow && !quickAskWindow.isDestroyed()) {
+    quickAskWindow.setPosition(x, y);
+    quickAskWindow.show();
+    quickAskWindow.focus();
+    return quickAskWindow;
+  }
+
+  quickAskWindow = new BrowserWindow({
+    width: 450,
+    height: 550,
+    x,
+    y,
+    alwaysOnTop: true,
+    resizable: true,
+    frame: false,
+    webPreferences: {
+      preload: path.join(__dirname, 'preload.js'),
+      contextIsolation: true,
+      nodeIntegration: false,
+      sandbox: true,
+    },
+    show: false,
+    skipTaskbar: true,
+  });
+
+  quickAskWindow.loadURL(`http://localhost:${getServerPort()}/dashboard`);
+
+  quickAskWindow.once('ready-to-show', () => {
+    quickAskWindow?.show();
+  });
+
+  quickAskWindow.on('closed', () => {
+    quickAskWindow = null;
+  });
+
+  return quickAskWindow;
+}
 
 export function registerQuickAsk(): void {
   const ok = globalShortcut.register(SHORTCUT, () => {
-    const win = getMainWindow();
-    if (!win) return;
-
     const text = clipboard.readText().trim();
     if (!text) return;
 
-    if (win.isMinimized()) win.restore();
-    win.show();
-    win.focus();
+    const cursor = screen.getCursorScreenPoint();
+    const win = createQuickAskWindow(cursor.x, cursor.y);
 
     win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
   });

From 985299b72da8759f363d187b26f4828929bdabca Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 20:32:27 +0200
Subject: [PATCH 024/102] toggle, blur-dismiss, and titlebar for quick-ask
 window

---
 surfsense_desktop/src/modules/quick-ask.ts | 16 ++++++++++++++--
 1 file changed, 14 insertions(+), 2 deletions(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index 6785fb3ce..acf41febf 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -6,6 +6,12 @@ import { getServerPort } from './server';
 const SHORTCUT = 'CommandOrControl+Option+S';
 let quickAskWindow: BrowserWindow | null = null;
 
+function hideQuickAsk(): void {
+  if (quickAskWindow && !quickAskWindow.isDestroyed()) {
+    quickAskWindow.hide();
+  }
+}
+
 function createQuickAskWindow(x: number, y: number): BrowserWindow {
   if (quickAskWindow && !quickAskWindow.isDestroyed()) {
     quickAskWindow.setPosition(x, y);
@@ -19,9 +25,8 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     height: 550,
     x,
     y,
-    alwaysOnTop: true,
     resizable: true,
-    frame: false,
+    titleBarStyle: 'hiddenInset',
     webPreferences: {
       preload: path.join(__dirname, 'preload.js'),
       contextIsolation: true,
@@ -38,6 +43,8 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     quickAskWindow?.show();
   });
 
+  quickAskWindow.on('blur', hideQuickAsk);
+
   quickAskWindow.on('closed', () => {
     quickAskWindow = null;
   });
@@ -47,6 +54,11 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
 
 export function registerQuickAsk(): void {
   const ok = globalShortcut.register(SHORTCUT, () => {
+    if (quickAskWindow && !quickAskWindow.isDestroyed() && quickAskWindow.isVisible()) {
+      hideQuickAsk();
+      return;
+    }
+
     const text = clipboard.readText().trim();
     if (!text) return;
 

From 296b95ba5b689bdadc0be18fc2d55d3ba36cd119 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Tue, 24 Mar 2026 20:45:56 +0200
Subject: [PATCH 025/102] use type panel for floating non-focus-stealing window

---
 surfsense_desktop/src/modules/quick-ask.ts | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index acf41febf..0058a738e 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -25,8 +25,8 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     height: 550,
     x,
     y,
+    type: 'panel',
     resizable: true,
-    titleBarStyle: 'hiddenInset',
     webPreferences: {
       preload: path.join(__dirname, 'preload.js'),
       contextIsolation: true,

From f7b52470eb4d1adcf77d8fd36e7416f0f0b5e850 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Wed, 25 Mar 2026 18:33:44 +0530
Subject: [PATCH 026/102] feat: enhance Google connectors indexing with content
 extraction and document migration

- Added `download_and_extract_content` function to extract content from Google Drive files as markdown.
- Updated Google Drive indexer to utilize the new content extraction method.
- Implemented document migration logic to update legacy Composio document types to their native Google types.
- Introduced identifier hashing for stable document identification.
- Improved file pre-filtering to handle unchanged and rename-only files efficiently.
---
 .../app/connectors/google_drive/__init__.py   |    3 +-
 .../google_drive/content_extractor.py         |  154 ++
 .../app/indexing_pipeline/document_hashing.py |   11 +-
 .../indexing_pipeline_service.py              |   59 +-
 .../google_calendar_indexer.py                |  373 ++--
 .../google_drive_indexer.py                   | 1539 +++++------------
 .../google_gmail_indexer.py                   |  379 ++--
 .../test_document_hashing.py                  |   21 +
 8 files changed, 951 insertions(+), 1588 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/__init__.py b/surfsense_backend/app/connectors/google_drive/__init__.py
index 47cc8598e..a0e9c4484 100644
--- a/surfsense_backend/app/connectors/google_drive/__init__.py
+++ b/surfsense_backend/app/connectors/google_drive/__init__.py
@@ -2,13 +2,14 @@
 
 from .change_tracker import categorize_change, fetch_all_changes, get_start_page_token
 from .client import GoogleDriveClient
-from .content_extractor import download_and_process_file
+from .content_extractor import download_and_extract_content, download_and_process_file
 from .credentials import get_valid_credentials, validate_credentials
 from .folder_manager import get_file_by_id, get_files_in_folder, list_folder_contents
 
 __all__ = [
     "GoogleDriveClient",
     "categorize_change",
+    "download_and_extract_content",
     "download_and_process_file",
     "fetch_all_changes",
     "get_file_by_id",
diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 1d08d38f7..6fa20bf8e 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -17,6 +17,160 @@ from .file_types import get_export_mime_type, is_google_workspace_file, should_s
 logger = logging.getLogger(__name__)
 
 
+async def download_and_extract_content(
+    client: GoogleDriveClient,
+    file: dict[str, Any],
+) -> tuple[str | None, dict[str, Any], str | None]:
+    """Download a Google Drive file and extract its content as markdown.
+
+    ETL only -- no DB writes, no indexing, no summarization.
+
+    Returns:
+        (markdown_content, drive_metadata, error_message)
+        On success error_message is None.
+    """
+    file_id = file.get("id")
+    file_name = file.get("name", "Unknown")
+    mime_type = file.get("mimeType", "")
+
+    if should_skip_file(mime_type):
+        return None, {}, f"Skipping {mime_type}"
+
+    logger.info(f"Downloading file for content extraction: {file_name} ({mime_type})")
+
+    drive_metadata: dict[str, Any] = {
+        "google_drive_file_id": file_id,
+        "google_drive_file_name": file_name,
+        "google_drive_mime_type": mime_type,
+        "source_connector": "google_drive",
+    }
+    if "modifiedTime" in file:
+        drive_metadata["modified_time"] = file["modifiedTime"]
+    if "createdTime" in file:
+        drive_metadata["created_time"] = file["createdTime"]
+    if "size" in file:
+        drive_metadata["file_size"] = file["size"]
+    if "webViewLink" in file:
+        drive_metadata["web_view_link"] = file["webViewLink"]
+    if "md5Checksum" in file:
+        drive_metadata["md5_checksum"] = file["md5Checksum"]
+    if is_google_workspace_file(mime_type):
+        drive_metadata["exported_as"] = "pdf"
+        drive_metadata["original_workspace_type"] = mime_type.split(".")[-1]
+
+    temp_file_path = None
+    try:
+        # Download / export
+        if is_google_workspace_file(mime_type):
+            export_mime = get_export_mime_type(mime_type)
+            if not export_mime:
+                return None, drive_metadata, f"Cannot export Google Workspace type: {mime_type}"
+            content_bytes, error = await client.export_google_file(file_id, export_mime)
+            if error:
+                return None, drive_metadata, error
+            extension = ".pdf" if export_mime == "application/pdf" else ".txt"
+        else:
+            content_bytes, error = await client.download_file(file_id)
+            if error:
+                return None, drive_metadata, error
+            extension = Path(file_name).suffix or ".bin"
+
+        with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
+            tmp.write(content_bytes)
+            temp_file_path = tmp.name
+
+        # Parse to markdown
+        markdown = await _parse_file_to_markdown(temp_file_path, file_name)
+        return markdown, drive_metadata, None
+
+    except Exception as e:
+        logger.warning(f"Failed to extract content from {file_name}: {e!s}")
+        return None, drive_metadata, str(e)
+    finally:
+        if temp_file_path and os.path.exists(temp_file_path):
+            try:
+                os.unlink(temp_file_path)
+            except Exception:
+                pass
+
+
+async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
+    """Parse a local file to markdown using the configured ETL service."""
+    lower = filename.lower()
+
+    if lower.endswith((".md", ".markdown", ".txt")):
+        with open(file_path, encoding="utf-8") as f:
+            return f.read()
+
+    if lower.endswith((".mp3", ".mp4", ".mpeg", ".mpga", ".m4a", ".wav", ".webm")):
+        from app.config import config as app_config
+        from litellm import atranscription
+
+        stt_service_type = (
+            "local"
+            if app_config.STT_SERVICE and app_config.STT_SERVICE.startswith("local/")
+            else "external"
+        )
+        if stt_service_type == "local":
+            from app.services.stt_service import stt_service
+            result = stt_service.transcribe_file(file_path)
+            text = result.get("text", "")
+        else:
+            with open(file_path, "rb") as audio_file:
+                kwargs: dict[str, Any] = {
+                    "model": app_config.STT_SERVICE,
+                    "file": audio_file,
+                    "api_key": app_config.STT_SERVICE_API_KEY,
+                }
+                if app_config.STT_SERVICE_API_BASE:
+                    kwargs["api_base"] = app_config.STT_SERVICE_API_BASE
+                resp = await atranscription(**kwargs)
+                text = resp.get("text", "")
+
+        if not text:
+            raise ValueError("Transcription returned empty text")
+        return f"# Transcription of {filename}\n\n{text}"
+
+    # Document files -- use configured ETL service
+    from app.config import config as app_config
+
+    if app_config.ETL_SERVICE == "UNSTRUCTURED":
+        from langchain_unstructured import UnstructuredLoader
+        from app.utils.document_converters import convert_document_to_markdown
+
+        loader = UnstructuredLoader(
+            file_path,
+            mode="elements",
+            post_processors=[],
+            languages=["eng"],
+            include_orig_elements=False,
+            include_metadata=False,
+            strategy="auto",
+        )
+        docs = await loader.aload()
+        return await convert_document_to_markdown(docs)
+
+    if app_config.ETL_SERVICE == "LLAMACLOUD":
+        from app.tasks.document_processors.file_processors import (
+            parse_with_llamacloud_retry,
+        )
+
+        result = await parse_with_llamacloud_retry(file_path=file_path, estimated_pages=50)
+        markdown_documents = await result.aget_markdown_documents(split_by_page=False)
+        if not markdown_documents:
+            raise RuntimeError(f"LlamaCloud returned no documents for {filename}")
+        return markdown_documents[0].text
+
+    if app_config.ETL_SERVICE == "DOCLING":
+        from docling.document_converter import DocumentConverter
+
+        converter = DocumentConverter()
+        result = converter.convert(file_path)
+        return result.document.export_to_markdown()
+
+    raise RuntimeError(f"Unknown ETL_SERVICE: {app_config.ETL_SERVICE}")
+
+
 async def download_and_process_file(
     client: GoogleDriveClient,
     file: dict[str, Any],
diff --git a/surfsense_backend/app/indexing_pipeline/document_hashing.py b/surfsense_backend/app/indexing_pipeline/document_hashing.py
index 5dd7767a4..9edebd140 100644
--- a/surfsense_backend/app/indexing_pipeline/document_hashing.py
+++ b/surfsense_backend/app/indexing_pipeline/document_hashing.py
@@ -3,10 +3,17 @@ import hashlib
 from app.indexing_pipeline.connector_document import ConnectorDocument
 
 
+def compute_identifier_hash(
+    document_type_value: str, unique_id: str, search_space_id: int
+) -> str:
+    """Return a stable SHA-256 hash from raw identity components."""
+    combined = f"{document_type_value}:{unique_id}:{search_space_id}"
+    return hashlib.sha256(combined.encode("utf-8")).hexdigest()
+
+
 def compute_unique_identifier_hash(doc: ConnectorDocument) -> str:
     """Return a stable SHA-256 hash identifying a document by its source identity."""
-    combined = f"{doc.document_type.value}:{doc.unique_id}:{doc.search_space_id}"
-    return hashlib.sha256(combined.encode("utf-8")).hexdigest()
+    return compute_identifier_hash(doc.document_type.value, doc.unique_id, doc.search_space_id)
 
 
 def compute_content_hash(doc: ConnectorDocument) -> str:
diff --git a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
index 490aac782..c6a29f204 100644
--- a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
+++ b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
@@ -6,12 +6,13 @@ from sqlalchemy import delete, select
 from sqlalchemy.exc import IntegrityError
 from sqlalchemy.ext.asyncio import AsyncSession
 
-from app.db import Chunk, Document, DocumentStatus
+from app.db import NATIVE_TO_LEGACY_DOCTYPE, Chunk, Document, DocumentStatus
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_chunker import chunk_text
 from app.indexing_pipeline.document_embedder import embed_texts
 from app.indexing_pipeline.document_hashing import (
     compute_content_hash,
+    compute_identifier_hash,
     compute_unique_identifier_hash,
 )
 from app.indexing_pipeline.document_persistence import (
@@ -54,6 +55,62 @@ class IndexingPipelineService:
     def __init__(self, session: AsyncSession) -> None:
         self.session = session
 
+    async def migrate_legacy_docs(
+        self, connector_docs: list[ConnectorDocument]
+    ) -> None:
+        """Migrate legacy Composio documents to their native Google type.
+
+        For each ConnectorDocument whose document_type has a Composio equivalent
+        in NATIVE_TO_LEGACY_DOCTYPE, look up the old document by legacy hash and
+        update its unique_identifier_hash and document_type so that
+        prepare_for_indexing() can find it under the native hash.
+        """
+        for doc in connector_docs:
+            legacy_type = NATIVE_TO_LEGACY_DOCTYPE.get(doc.document_type.value)
+            if not legacy_type:
+                continue
+
+            legacy_hash = compute_identifier_hash(
+                legacy_type, doc.unique_id, doc.search_space_id
+            )
+            result = await self.session.execute(
+                select(Document).filter(
+                    Document.unique_identifier_hash == legacy_hash
+                )
+            )
+            existing = result.scalars().first()
+            if existing is None:
+                continue
+
+            native_hash = compute_identifier_hash(
+                doc.document_type.value, doc.unique_id, doc.search_space_id
+            )
+            existing.unique_identifier_hash = native_hash
+            existing.document_type = doc.document_type
+
+        await self.session.commit()
+
+    async def index_batch(
+        self, connector_docs: list[ConnectorDocument], llm
+    ) -> list[Document]:
+        """Convenience method: prepare_for_indexing then index each document.
+
+        Indexers that need heartbeat callbacks or custom per-document logic
+        should call prepare_for_indexing() + index() directly instead.
+        """
+        doc_map = {
+            compute_unique_identifier_hash(cd): cd for cd in connector_docs
+        }
+        documents = await self.prepare_for_indexing(connector_docs)
+        results: list[Document] = []
+        for document in documents:
+            connector_doc = doc_map.get(document.unique_identifier_hash)
+            if connector_doc is None:
+                continue
+            result = await self.index(document, connector_doc, llm)
+            results.append(result)
+        return results
+
     async def prepare_for_indexing(
         self, connector_docs: list[ConnectorDocument]
     ) -> list[Document]:
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
index 233bc66e4..a69b33bdc 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
@@ -1,9 +1,8 @@
 """
 Google Calendar connector indexer.
 
-Implements 2-phase document status updates for real-time UI feedback:
-- Phase 1: Create all documents with 'pending' status (visible in UI immediately)
-- Phase 2: Process each document: pending → processing → ready/failed
+Uses the shared IndexingPipelineService for document deduplication,
+summarization, chunking, and embedding.
 """
 
 import time
@@ -15,29 +14,25 @@ from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.google_calendar_connector import GoogleCalendarConnector
-from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import (
+    compute_content_hash,
+    compute_unique_identifier_hash,
+)
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 from app.utils.google_credentials import (
     COMPOSIO_GOOGLE_CONNECTOR_TYPES,
     build_composio_credentials,
 )
 
 from .base import (
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
     parse_date_flexible,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
@@ -46,13 +41,60 @@ ACCEPTED_CALENDAR_CONNECTOR_TYPES = {
     SearchSourceConnectorType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR,
 }
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    event: dict,
+    event_markdown: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Google Calendar API event dict to a ConnectorDocument."""
+    event_id = event.get("id", "")
+    event_summary = event.get("summary", "No Title")
+    calendar_id = event.get("calendarId", "")
+
+    start = event.get("start", {})
+    end = event.get("end", {})
+    start_time = start.get("dateTime") or start.get("date", "")
+    end_time = end.get("dateTime") or end.get("date", "")
+    location = event.get("location", "")
+
+    metadata = {
+        "event_id": event_id,
+        "event_summary": event_summary,
+        "calendar_id": calendar_id,
+        "start_time": start_time,
+        "end_time": end_time,
+        "location": location,
+        "connector_id": connector_id,
+        "document_type": "Google Calendar Event",
+        "connector_type": "Google Calendar",
+    }
+
+    fallback_summary = (
+        f"Google Calendar Event: {event_summary}\n\n{event_markdown}"
+    )
+
+    return ConnectorDocument(
+        title=event_summary,
+        source_markdown=event_markdown,
+        unique_id=event_id,
+        document_type=DocumentType.GOOGLE_CALENDAR_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_google_calendar_events(
     session: AsyncSession,
     connector_id: int,
@@ -82,7 +124,6 @@ async def index_google_calendar_events(
     """
     task_logger = TaskLoggingService(session, search_space_id)
 
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="google_calendar_events_indexing",
         source="connector_indexing_task",
@@ -96,7 +137,7 @@ async def index_google_calendar_events(
     )
 
     try:
-        # Accept both native and Composio Calendar connectors
+        # ── Connector lookup ──────────────────────────────────────────
         connector = None
         for ct in ACCEPTED_CALENDAR_CONNECTOR_TYPES:
             connector = await get_connector_by_id(session, connector_id, ct)
@@ -112,7 +153,7 @@ async def index_google_calendar_events(
             )
             return 0, 0, f"Connector with ID {connector_id} not found"
 
-        # Build credentials based on connector type
+        # ── Credential building ───────────────────────────────────────
         if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
@@ -184,6 +225,7 @@ async def index_google_calendar_events(
                 )
                 return 0, 0, "Google Calendar credentials not found in connector config"
 
+        # ── Calendar client init ──────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Google Calendar client for connector {connector_id}",
@@ -203,36 +245,26 @@ async def index_google_calendar_events(
         if end_date == "undefined" or end_date == "":
             end_date = None
 
-        # Calculate date range
-        # For calendar connectors, allow future dates to index upcoming events
+        # ── Date range calculation ────────────────────────────────────
         if start_date is None or end_date is None:
-            # Fall back to calculating dates based on last_indexed_at
-            # Default to today (users can manually select future dates if needed)
             calculated_end_date = datetime.now()
 
-            # Use last_indexed_at as start date if available, otherwise use 30 days ago
             if connector.last_indexed_at:
-                # Convert dates to be comparable (both timezone-naive)
                 last_indexed_naive = (
                     connector.last_indexed_at.replace(tzinfo=None)
                     if connector.last_indexed_at.tzinfo
                     else connector.last_indexed_at
                 )
-
-                # Allow future dates - use last_indexed_at as start date
                 calculated_start_date = last_indexed_naive
                 logger.info(
                     f"Using last_indexed_at ({calculated_start_date.strftime('%Y-%m-%d')}) as start date"
                 )
             else:
-                calculated_start_date = datetime.now() - timedelta(
-                    days=365
-                )  # Use 365 days as default for calendar events (matches frontend)
+                calculated_start_date = datetime.now() - timedelta(days=365)
                 logger.info(
                     f"No last_indexed_at found, using {calculated_start_date.strftime('%Y-%m-%d')} (365 days ago) as start date"
                 )
 
-            # Use calculated dates if not provided
             start_date_str = (
                 start_date if start_date else calculated_start_date.strftime("%Y-%m-%d")
             )
@@ -240,19 +272,14 @@ async def index_google_calendar_events(
                 end_date if end_date else calculated_end_date.strftime("%Y-%m-%d")
             )
         else:
-            # Use provided dates (including future dates)
             start_date_str = start_date
             end_date_str = end_date
 
-        # FIX: Ensure end_date is at least 1 day after start_date to avoid
-        # "start_date must be strictly before end_date" errors when dates are the same
-        # (e.g., when last_indexed_at is today)
         if start_date_str == end_date_str:
             logger.info(
                 f"Start date ({start_date_str}) equals end date ({end_date_str}), "
                 "adjusting end date to next day to ensure valid date range"
             )
-            # Parse end_date and add 1 day
             try:
                 end_dt = parse_date_flexible(end_date_str)
             except ValueError:
@@ -264,6 +291,7 @@ async def index_google_calendar_events(
             end_date_str = end_dt.strftime("%Y-%m-%d")
             logger.info(f"Adjusted end date to {end_date_str}")
 
+        # ── Fetch events ──────────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Fetching Google Calendar events from {start_date_str} to {end_date_str}",
@@ -274,27 +302,19 @@ async def index_google_calendar_events(
             },
         )
 
-        # Get events within date range from primary calendar
         try:
             events, error = await calendar_client.get_all_primary_calendar_events(
                 start_date=start_date_str, end_date=end_date_str
             )
 
             if error:
-                # Don't treat "No events found" as an error that should stop indexing
                 if "No events found" in error:
                     logger.info(f"No Google Calendar events found: {error}")
-                    logger.info(
-                        "No events found is not a critical error, continuing with update"
-                    )
                     if update_last_indexed:
                         await update_connector_last_indexed(
                             session, connector, update_last_indexed
                         )
                         await session.commit()
-                        logger.info(
-                            f"Updated last_indexed_at to {connector.last_indexed_at} despite no events found"
-                        )
 
                     await task_logger.log_task_success(
                         log_entry,
@@ -304,7 +324,6 @@ async def index_google_calendar_events(
                     return 0, 0, None
                 else:
                     logger.error(f"Failed to get Google Calendar events: {error}")
-                    # Check if this is an authentication error that requires re-authentication
                     error_message = error
                     error_type = "APIError"
                     if (
@@ -329,28 +348,15 @@ async def index_google_calendar_events(
             logger.error(f"Error fetching Google Calendar events: {e!s}", exc_info=True)
             return 0, 0, f"Error fetching Google Calendar events: {e!s}"
 
-        documents_indexed = 0
+        # ── Build ConnectorDocuments ──────────────────────────────────
+        connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
-        documents_failed = 0  # Track events that failed processing
-        duplicate_content_count = (
-            0  # Track events skipped due to duplicate content_hash
-        )
-
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
-
-        # =======================================================================
-        # PHASE 1: Analyze all events, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        events_to_process = []  # List of dicts with document and event data
-        new_documents_created = False
+        duplicate_content_count = 0
 
         for event in events:
             try:
                 event_id = event.get("id")
                 event_summary = event.get("summary", "No Title")
-                calendar_id = event.get("calendarId", "")
 
                 if not event_id:
                     logger.warning(f"Skipping event with missing ID: {event_summary}")
@@ -363,223 +369,73 @@ async def index_google_calendar_events(
                     documents_skipped += 1
                     continue
 
-                start = event.get("start", {})
-                end = event.get("end", {})
-                start_time = start.get("dateTime") or start.get("date", "")
-                end_time = end.get("dateTime") or end.get("date", "")
-                location = event.get("location", "")
-                description = event.get("description", "")
-
-                # Generate unique identifier hash for this Google Calendar event
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.GOOGLE_CALENDAR_CONNECTOR, event_id, search_space_id
+                doc = _build_connector_doc(
+                    event,
+                    event_markdown,
+                    connector_id=connector_id,
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
                 )
 
-                # Generate content hash
-                content_hash = generate_content_hash(event_markdown, search_space_id)
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                # Fallback: legacy Composio hash
-                if not existing_document:
-                    legacy_hash = generate_unique_identifier_hash(
-                        DocumentType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR,
-                        event_id,
-                        search_space_id,
-                    )
-                    existing_document = await check_document_by_unique_identifier(
-                        session, legacy_hash
-                    )
-                    if existing_document:
-                        existing_document.unique_identifier_hash = (
-                            unique_identifier_hash
-                        )
-                        if (
-                            existing_document.document_type
-                            == DocumentType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR
-                        ):
-                            existing_document.document_type = (
-                                DocumentType.GOOGLE_CALENDAR_CONNECTOR
-                            )
-                        logger.info(
-                            f"Migrated legacy Composio Calendar document: {event_id}"
-                        )
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    events_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "event_markdown": event_markdown,
-                            "content_hash": content_hash,
-                            "event_id": event_id,
-                            "event_summary": event_summary,
-                            "calendar_id": calendar_id,
-                            "start_time": start_time,
-                            "end_time": end_time,
-                            "location": location,
-                            "description": description,
-                        }
-                    )
-                    continue
-
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
                 with session.no_autoflush:
-                    duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
+                    duplicate = await check_duplicate_document_by_hash(
+                        session, compute_content_hash(doc)
                     )
-
-                if duplicate_by_content:
-                    # A document with the same content already exists (likely from Composio connector)
+                if duplicate:
                     logger.info(
-                        f"Event {event_summary} already indexed by another connector "
-                        f"(existing document ID: {duplicate_by_content.id}, "
-                        f"type: {duplicate_by_content.document_type}). Skipping to avoid duplicate content."
+                        f"Event {doc.title} already indexed by another connector "
+                        f"(existing document ID: {duplicate.id}, "
+                        f"type: {duplicate.document_type}). Skipping."
                     )
                     duplicate_content_count += 1
                     documents_skipped += 1
                     continue
 
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=event_summary,
-                    document_type=DocumentType.GOOGLE_CALENDAR_CONNECTOR,
-                    document_metadata={
-                        "event_id": event_id,
-                        "event_summary": event_summary,
-                        "calendar_id": calendar_id,
-                        "start_time": start_time,
-                        "end_time": end_time,
-                        "location": location,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
-                    connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                events_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "event_markdown": event_markdown,
-                        "content_hash": content_hash,
-                        "event_id": event_id,
-                        "event_summary": event_summary,
-                        "calendar_id": calendar_id,
-                        "start_time": start_time,
-                        "end_time": end_time,
-                        "location": location,
-                        "description": description,
-                    }
-                )
+                connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error in Phase 1 for event: {e!s}", exc_info=True)
-                documents_failed += 1
+                logger.error(f"Error building ConnectorDocument for event: {e!s}", exc_info=True)
+                documents_skipped += 1
                 continue
 
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([e for e in events_to_process if e['is_new']])} pending documents"
-            )
-            await session.commit()
+        # ── Pipeline: migrate legacy docs + prepare + index ───────────
+        pipeline = IndexingPipelineService(session)
 
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(events_to_process)} documents")
+        await pipeline.migrate_legacy_docs(connector_docs)
 
-        for item in events_to_process:
-            # Send heartbeat periodically
+        documents = await pipeline.prepare_for_indexing(connector_docs)
+
+        doc_map = {
+            compute_unique_identifier_hash(cd): cd for cd in connector_docs
+        }
+
+        documents_indexed = 0
+        documents_failed = 0
+        last_heartbeat_time = time.time()
+
+        for document in documents:
             if on_heartbeat_callback:
                 current_time = time.time()
                 if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
                     await on_heartbeat_callback(documents_indexed)
                     last_heartbeat_time = current_time
 
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
+            connector_doc = doc_map.get(document.unique_identifier_hash)
+            if connector_doc is None:
+                logger.warning(
+                    f"No matching ConnectorDocument for document {document.id}, skipping"
+                )
+                documents_failed += 1
+                continue
 
-                # Heavy processing (LLM, embeddings, chunks)
+            try:
                 user_llm = await get_user_long_context_llm(
                     session, user_id, search_space_id
                 )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata_for_summary = {
-                        "event_id": item["event_id"],
-                        "event_summary": item["event_summary"],
-                        "calendar_id": item["calendar_id"],
-                        "start_time": item["start_time"],
-                        "end_time": item["end_time"],
-                        "location": item["location"] or "No location",
-                        "document_type": "Google Calendar Event",
-                        "connector_type": "Google Calendar",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["event_markdown"], user_llm, document_metadata_for_summary
-                    )
-                else:
-                    summary_content = f"Google Calendar Event: {item['event_summary']}\n\n{item['event_markdown']}"
-                    summary_embedding = embed_text(summary_content)
-
-                chunks = await create_document_chunks(item["event_markdown"])
-
-                # Update document to READY with actual content
-                document.title = item["event_summary"]
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "event_id": item["event_id"],
-                    "event_summary": item["event_summary"],
-                    "calendar_id": item["calendar_id"],
-                    "start_time": item["start_time"],
-                    "end_time": item["end_time"],
-                    "location": item["location"],
-                    "indexed_at": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
+                await pipeline.index(document, connector_doc, user_llm)
                 documents_indexed += 1
 
-                # Batch commit every 10 documents (for ready status updates)
                 if documents_indexed % 10 == 0:
                     logger.info(
                         f"Committing batch: {documents_indexed} Google Calendar events processed so far"
@@ -588,21 +444,12 @@ async def index_google_calendar_events(
 
             except Exception as e:
                 logger.error(f"Error processing Calendar event: {e!s}", exc_info=True)
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
                 documents_failed += 1
                 continue
 
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
+        # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        # Final commit for any remaining documents not yet committed in batches
         logger.info(
             f"Final commit: Total {documents_indexed} Google Calendar events processed"
         )
@@ -612,22 +459,18 @@ async def index_google_calendar_events(
                 "Successfully committed all Google Calendar document changes to database"
             )
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
             ):
                 logger.warning(
                     f"Duplicate content_hash detected during final commit. "
-                    f"This may occur if the same event was indexed by multiple connectors. "
                     f"Rolling back and continuing. Error: {e!s}"
                 )
                 await session.rollback()
-                # Don't fail the entire task - some documents may have been successfully indexed
             else:
                 raise
 
-        # Build warning message if there were issues
         warning_parts = []
         if duplicate_content_count > 0:
             warning_parts.append(f"{duplicate_content_count} duplicate")
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index 260db0ce6..92c074812 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -1,36 +1,41 @@
-"""Google Drive indexer using Surfsense file processors.
+"""Google Drive indexer using the shared IndexingPipelineService.
 
-Implements 2-phase document status updates for real-time UI feedback:
-- Phase 1: Create all documents with 'pending' status (visible in UI immediately)
-- Phase 2: Process each document: pending → processing → ready/failed
+File-level pre-filter (_should_skip_file) handles md5/modifiedTime
+checks and rename-only detection.  download_and_extract_content()
+returns markdown which is fed into ConnectorDocument -> pipeline.
 """
 
 import logging
 import time
 from collections.abc import Awaitable, Callable
 
+from sqlalchemy import String, cast, select
 from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.orm.attributes import flag_modified
 
 from app.config import config
 from app.connectors.google_drive import (
     GoogleDriveClient,
     categorize_change,
-    download_and_process_file,
+    download_and_extract_content,
     fetch_all_changes,
     get_file_by_id,
     get_files_in_folder,
     get_start_page_token,
 )
+from app.connectors.google_drive.file_types import should_skip_file as skip_mime
 from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 from app.tasks.connector_indexers.base import (
     check_document_by_unique_identifier,
     get_connector_by_id,
-    get_current_timestamp,
     update_connector_last_indexed,
 )
-from app.utils.document_converters import generate_unique_identifier_hash
 from app.utils.google_credentials import (
     COMPOSIO_GOOGLE_CONNECTOR_TYPES,
     build_composio_credentials,
@@ -41,15 +46,423 @@ ACCEPTED_DRIVE_CONNECTOR_TYPES = {
     SearchSourceConnectorType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
 }
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 logger = logging.getLogger(__name__)
 
 
+# ---------------------------------------------------------------------------
+# Helpers
+# ---------------------------------------------------------------------------
+
+async def _should_skip_file(
+    session: AsyncSession,
+    file: dict,
+    search_space_id: int,
+) -> tuple[bool, str | None]:
+    """Pre-filter: detect unchanged / rename-only files.
+
+    Returns (should_skip, message).
+    Side-effects: migrates legacy Composio hashes, updates renames in-place.
+    """
+    file_id = file.get("id")
+    file_name = file.get("name", "Unknown")
+    mime_type = file.get("mimeType", "")
+
+    if skip_mime(mime_type):
+        return True, "folder/shortcut"
+    if not file_id:
+        return True, "missing file_id"
+
+    # --- locate existing document ---
+    primary_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_DRIVE_FILE.value, file_id, search_space_id
+    )
+    existing = await check_document_by_unique_identifier(session, primary_hash)
+
+    if not existing:
+        legacy_hash = compute_identifier_hash(
+            DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR.value, file_id, search_space_id
+        )
+        existing = await check_document_by_unique_identifier(session, legacy_hash)
+        if existing:
+            existing.unique_identifier_hash = primary_hash
+            if existing.document_type == DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR:
+                existing.document_type = DocumentType.GOOGLE_DRIVE_FILE
+            logger.info(f"Migrated legacy Composio Drive document: {file_id}")
+
+    if not existing:
+        result = await session.execute(
+            select(Document).where(
+                Document.search_space_id == search_space_id,
+                Document.document_type.in_([
+                    DocumentType.GOOGLE_DRIVE_FILE,
+                    DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
+                ]),
+                cast(Document.document_metadata["google_drive_file_id"], String) == file_id,
+            )
+        )
+        existing = result.scalar_one_or_none()
+        if existing:
+            existing.unique_identifier_hash = primary_hash
+            if existing.document_type == DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR:
+                existing.document_type = DocumentType.GOOGLE_DRIVE_FILE
+            logger.debug(f"Found legacy doc by metadata for file_id: {file_id}")
+
+    if not existing:
+        return False, None
+
+    # --- content-change check via md5 / modifiedTime ---
+    incoming_md5 = file.get("md5Checksum")
+    incoming_mtime = file.get("modifiedTime")
+    meta = existing.document_metadata or {}
+    stored_md5 = meta.get("md5_checksum")
+    stored_mtime = meta.get("modified_time")
+
+    content_unchanged = False
+    if incoming_md5 and stored_md5:
+        content_unchanged = incoming_md5 == stored_md5
+    elif incoming_md5 and not stored_md5:
+        return False, None
+    elif not incoming_md5 and incoming_mtime and stored_mtime:
+        content_unchanged = incoming_mtime == stored_mtime
+    elif not incoming_md5:
+        return False, None
+
+    if not content_unchanged:
+        return False, None
+
+    # --- rename-only detection ---
+    old_name = meta.get("FILE_NAME") or meta.get("google_drive_file_name")
+    if old_name and old_name != file_name:
+        existing.title = file_name
+        if not existing.document_metadata:
+            existing.document_metadata = {}
+        existing.document_metadata["FILE_NAME"] = file_name
+        existing.document_metadata["google_drive_file_name"] = file_name
+        if incoming_mtime:
+            existing.document_metadata["modified_time"] = incoming_mtime
+        flag_modified(existing, "document_metadata")
+        await session.commit()
+        logger.info(f"Rename-only update: '{old_name}' → '{file_name}'")
+        return True, f"File renamed: '{old_name}' → '{file_name}'"
+
+    if not DocumentStatus.is_state(existing.status, DocumentStatus.READY):
+        existing.status = DocumentStatus.ready()
+    return True, "unchanged"
+
+
+def _build_connector_doc(
+    file: dict,
+    markdown: str,
+    drive_metadata: dict,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Build a ConnectorDocument from Drive file metadata + extracted markdown."""
+    file_id = file.get("id", "")
+    file_name = file.get("name", "Unknown")
+
+    metadata = {
+        **drive_metadata,
+        "connector_id": connector_id,
+        "document_type": "Google Drive File",
+        "connector_type": "Google Drive",
+    }
+
+    fallback_summary = f"File: {file_name}\n\n{markdown[:4000]}"
+
+    return ConnectorDocument(
+        title=file_name,
+        source_markdown=markdown,
+        unique_id=file_id,
+        document_type=DocumentType.GOOGLE_DRIVE_FILE,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
+async def _process_single_file(
+    drive_client: GoogleDriveClient,
+    session: AsyncSession,
+    file: dict,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool = True,
+) -> tuple[int, int, int]:
+    """Download, extract, and index a single Drive file via the pipeline.
+
+    Returns (indexed, skipped, failed).
+    """
+    file_name = file.get("name", "Unknown")
+
+    try:
+        skip, msg = await _should_skip_file(session, file, search_space_id)
+        if skip:
+            if msg and "renamed" in msg.lower():
+                return 1, 0, 0
+            return 0, 1, 0
+
+        markdown, drive_metadata, error = await download_and_extract_content(
+            drive_client, file
+        )
+        if error or not markdown:
+            logger.warning(f"ETL failed for {file_name}: {error}")
+            return 0, 1, 0
+
+        doc = _build_connector_doc(
+            file,
+            markdown,
+            drive_metadata,
+            connector_id=connector_id,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            enable_summary=enable_summary,
+        )
+
+        pipeline = IndexingPipelineService(session)
+        documents = await pipeline.prepare_for_indexing([doc])
+        if not documents:
+            return 0, 1, 0
+
+        from app.indexing_pipeline.document_hashing import compute_unique_identifier_hash
+
+        doc_map = {compute_unique_identifier_hash(doc): doc}
+        for document in documents:
+            connector_doc = doc_map.get(document.unique_identifier_hash)
+            if not connector_doc:
+                continue
+            user_llm = await get_user_long_context_llm(session, user_id, search_space_id)
+            await pipeline.index(document, connector_doc, user_llm)
+
+        logger.info(f"Successfully indexed Google Drive file: {file_name}")
+        return 1, 0, 0
+
+    except Exception as e:
+        logger.error(f"Error processing file {file_name}: {e!s}", exc_info=True)
+        return 0, 0, 1
+
+
+async def _remove_document(session: AsyncSession, file_id: str, search_space_id: int):
+    """Remove a document that was deleted in Drive."""
+    primary_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_DRIVE_FILE.value, file_id, search_space_id
+    )
+    existing = await check_document_by_unique_identifier(session, primary_hash)
+
+    if not existing:
+        legacy_hash = compute_identifier_hash(
+            DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR.value, file_id, search_space_id
+        )
+        existing = await check_document_by_unique_identifier(session, legacy_hash)
+
+    if not existing:
+        result = await session.execute(
+            select(Document).where(
+                Document.search_space_id == search_space_id,
+                Document.document_type.in_([
+                    DocumentType.GOOGLE_DRIVE_FILE,
+                    DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
+                ]),
+                cast(Document.document_metadata["google_drive_file_id"], String) == file_id,
+            )
+        )
+        existing = result.scalar_one_or_none()
+
+    if existing:
+        await session.delete(existing)
+        logger.info(f"Removed deleted file document: {file_id}")
+
+
+# ---------------------------------------------------------------------------
+# Scan strategies
+# ---------------------------------------------------------------------------
+
+async def _index_full_scan(
+    drive_client: GoogleDriveClient,
+    session: AsyncSession,
+    connector: object,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    folder_id: str | None,
+    folder_name: str,
+    task_logger: TaskLoggingService,
+    log_entry: object,
+    max_files: int,
+    include_subfolders: bool = False,
+    on_heartbeat_callback: HeartbeatCallbackType | None = None,
+    enable_summary: bool = True,
+) -> tuple[int, int]:
+    """Full scan indexing of a folder."""
+    await task_logger.log_task_progress(
+        log_entry,
+        f"Starting full scan of folder: {folder_name} (include_subfolders={include_subfolders})",
+        {"stage": "full_scan", "folder_id": folder_id, "include_subfolders": include_subfolders},
+    )
+
+    indexed = 0
+    skipped = 0
+    failed = 0
+    files_processed = 0
+    last_heartbeat = time.time()
+    folders_to_process = [(folder_id, folder_name)]
+    first_error: str | None = None
+
+    while folders_to_process and files_processed < max_files:
+        cur_id, cur_name = folders_to_process.pop(0)
+        page_token = None
+
+        while files_processed < max_files:
+            files, next_token, error = await get_files_in_folder(
+                drive_client, cur_id, include_subfolders=True, page_token=page_token,
+            )
+            if error:
+                logger.error(f"Error listing files in {cur_name}: {error}")
+                if first_error is None:
+                    first_error = error
+                break
+            if not files:
+                break
+
+            for file in files:
+                if files_processed >= max_files:
+                    break
+
+                mime = file.get("mimeType", "")
+                if mime == "application/vnd.google-apps.folder":
+                    if include_subfolders:
+                        folders_to_process.append((file["id"], file.get("name", "Unknown")))
+                    continue
+
+                files_processed += 1
+
+                if on_heartbeat_callback:
+                    now = time.time()
+                    if now - last_heartbeat >= HEARTBEAT_INTERVAL_SECONDS:
+                        await on_heartbeat_callback(indexed)
+                        last_heartbeat = now
+
+                i, s, f = await _process_single_file(
+                    drive_client, session, file,
+                    connector_id, search_space_id, user_id, enable_summary,
+                )
+                indexed += i
+                skipped += s
+                failed += f
+
+                if indexed > 0 and indexed % 10 == 0:
+                    await session.commit()
+
+            page_token = next_token
+            if not page_token:
+                break
+
+    if not files_processed and first_error:
+        err_lower = first_error.lower()
+        if "401" in first_error or "invalid credentials" in err_lower or "authError" in first_error:
+            raise Exception(
+                f"Google Drive authentication failed. Please re-authenticate. (Error: {first_error})"
+            )
+        raise Exception(f"Failed to list Google Drive files: {first_error}")
+
+    logger.info(f"Full scan complete: {indexed} indexed, {skipped} skipped, {failed} failed")
+    return indexed, skipped
+
+
+async def _index_with_delta_sync(
+    drive_client: GoogleDriveClient,
+    session: AsyncSession,
+    connector: object,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    folder_id: str | None,
+    start_page_token: str,
+    task_logger: TaskLoggingService,
+    log_entry: object,
+    max_files: int,
+    include_subfolders: bool = False,
+    on_heartbeat_callback: HeartbeatCallbackType | None = None,
+    enable_summary: bool = True,
+) -> tuple[int, int]:
+    """Delta sync using change tracking."""
+    await task_logger.log_task_progress(
+        log_entry,
+        f"Starting delta sync from token: {start_page_token[:20]}...",
+        {"stage": "delta_sync", "start_token": start_page_token},
+    )
+
+    changes, _final_token, error = await fetch_all_changes(drive_client, start_page_token, folder_id)
+    if error:
+        err_lower = error.lower()
+        if "401" in error or "invalid credentials" in err_lower or "authError" in error:
+            raise Exception(
+                f"Google Drive authentication failed. Please re-authenticate. (Error: {error})"
+            )
+        raise Exception(f"Failed to fetch Google Drive changes: {error}")
+
+    if not changes:
+        logger.info("No changes detected since last sync")
+        return 0, 0
+
+    logger.info(f"Processing {len(changes)} changes")
+    indexed = 0
+    skipped = 0
+    failed = 0
+    files_processed = 0
+    last_heartbeat = time.time()
+
+    for change in changes:
+        if files_processed >= max_files:
+            break
+        files_processed += 1
+        change_type = categorize_change(change)
+
+        if change_type in ["removed", "trashed"]:
+            fid = change.get("fileId")
+            if fid:
+                await _remove_document(session, fid, search_space_id)
+            continue
+
+        file = change.get("file")
+        if not file:
+            continue
+
+        if on_heartbeat_callback:
+            now = time.time()
+            if now - last_heartbeat >= HEARTBEAT_INTERVAL_SECONDS:
+                await on_heartbeat_callback(indexed)
+                last_heartbeat = now
+
+        i, s, f = await _process_single_file(
+            drive_client, session, file,
+            connector_id, search_space_id, user_id, enable_summary,
+        )
+        indexed += i
+        skipped += s
+        failed += f
+
+        if indexed > 0 and indexed % 10 == 0:
+            await session.commit()
+
+    logger.info(f"Delta sync complete: {indexed} indexed, {skipped} skipped, {failed} failed")
+    return indexed, skipped
+
+
+# ---------------------------------------------------------------------------
+# Public entry points
+# ---------------------------------------------------------------------------
+
 async def index_google_drive_files(
     session: AsyncSession,
     connector_id: int,
@@ -63,234 +476,125 @@ async def index_google_drive_files(
     include_subfolders: bool = False,
     on_heartbeat_callback: HeartbeatCallbackType | None = None,
 ) -> tuple[int, int, str | None]:
-    """
-    Index Google Drive files for a specific connector.
-
-    Args:
-        session: Database session
-        connector_id: ID of the Drive connector
-        search_space_id: ID of the search space
-        user_id: ID of the user
-        folder_id: Specific folder to index (from UI/request, takes precedence)
-        folder_name: Folder name for display (from UI/request)
-        use_delta_sync: Whether to use change tracking for incremental sync
-        update_last_indexed: Whether to update last_indexed_at timestamp
-        max_files: Maximum number of files to index
-        include_subfolders: Whether to recursively index files in subfolders
-        on_heartbeat_callback: Optional callback to update notification during long-running indexing.
-
-    Returns:
-        Tuple of (number_of_indexed_files, number_of_skipped_files, error_message)
-    """
+    """Index Google Drive files for a specific connector."""
     task_logger = TaskLoggingService(session, search_space_id)
-
     log_entry = await task_logger.log_task_start(
         task_name="google_drive_files_indexing",
         source="connector_indexing_task",
         message=f"Starting Google Drive indexing for connector {connector_id}",
         metadata={
-            "connector_id": connector_id,
-            "user_id": str(user_id),
-            "folder_id": folder_id,
-            "use_delta_sync": use_delta_sync,
-            "max_files": max_files,
+            "connector_id": connector_id, "user_id": str(user_id),
+            "folder_id": folder_id, "use_delta_sync": use_delta_sync, "max_files": max_files,
         },
     )
 
     try:
-        # Accept both native and Composio Drive connectors
         connector = None
         for ct in ACCEPTED_DRIVE_CONNECTOR_TYPES:
             connector = await get_connector_by_id(session, connector_id, ct)
             if connector:
                 break
-
         if not connector:
             error_msg = f"Google Drive connector with ID {connector_id} not found"
-            await task_logger.log_task_failure(
-                log_entry, error_msg, None, {"error_type": "ConnectorNotFound"}
-            )
+            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
             return 0, 0, error_msg
 
         await task_logger.log_task_progress(
-            log_entry,
-            f"Initializing Google Drive client for connector {connector_id}",
+            log_entry, f"Initializing Google Drive client for connector {connector_id}",
             {"stage": "client_initialization"},
         )
 
-        # Build credentials based on connector type
         pre_built_credentials = None
         if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
                 error_msg = f"Composio connected_account_id not found for connector {connector_id}"
-                await task_logger.log_task_failure(
-                    log_entry,
-                    error_msg,
-                    "Missing Composio account",
-                    {"error_type": "MissingComposioAccount"},
-                )
+                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
                 return 0, 0, error_msg
             pre_built_credentials = build_composio_credentials(connected_account_id)
         else:
             token_encrypted = connector.config.get("_token_encrypted", False)
-            if token_encrypted:
-                if not config.SECRET_KEY:
-                    await task_logger.log_task_failure(
-                        log_entry,
-                        f"SECRET_KEY not configured but credentials are marked as encrypted for connector {connector_id}",
-                        "Missing SECRET_KEY for token decryption",
-                        {"error_type": "MissingSecretKey"},
-                    )
-                    return (
-                        0,
-                        0,
-                        "SECRET_KEY not configured but credentials are marked as encrypted",
-                    )
-                logger.info(
-                    f"Google Drive credentials are encrypted for connector {connector_id}, will decrypt during client initialization"
+            if token_encrypted and not config.SECRET_KEY:
+                await task_logger.log_task_failure(
+                    log_entry, "SECRET_KEY not configured but credentials are encrypted",
+                    "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
                 )
+                return 0, 0, "SECRET_KEY not configured but credentials are marked as encrypted"
 
         connector_enable_summary = getattr(connector, "enable_summary", True)
-
-        drive_client = GoogleDriveClient(
-            session, connector_id, credentials=pre_built_credentials
-        )
+        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
 
         if not folder_id:
             error_msg = "folder_id is required for Google Drive indexing"
-            await task_logger.log_task_failure(
-                log_entry, error_msg, {"error_type": "MissingParameter"}
-            )
+            await task_logger.log_task_failure(log_entry, error_msg, {"error_type": "MissingParameter"})
             return 0, 0, error_msg
 
         target_folder_id = folder_id
         target_folder_name = folder_name or "Selected Folder"
 
-        logger.info(
-            f"Indexing Google Drive folder: {target_folder_name} ({target_folder_id})"
-        )
-
         folder_tokens = connector.config.get("folder_tokens", {})
         start_page_token = folder_tokens.get(target_folder_id)
-        can_use_delta_sync = (
-            use_delta_sync and start_page_token and connector.last_indexed_at
-        )
+        can_use_delta = use_delta_sync and start_page_token and connector.last_indexed_at
 
-        if can_use_delta_sync:
+        if can_use_delta:
             logger.info(f"Using delta sync for connector {connector_id}")
-            result = await _index_with_delta_sync(
-                drive_client=drive_client,
-                session=session,
-                connector=connector,
-                connector_id=connector_id,
-                search_space_id=search_space_id,
-                user_id=user_id,
-                folder_id=target_folder_id,
-                start_page_token=start_page_token,
-                task_logger=task_logger,
-                log_entry=log_entry,
-                max_files=max_files,
-                include_subfolders=include_subfolders,
-                on_heartbeat_callback=on_heartbeat_callback,
-                enable_summary=connector_enable_summary,
+            documents_indexed, documents_skipped = await _index_with_delta_sync(
+                drive_client, session, connector, connector_id, search_space_id, user_id,
+                target_folder_id, start_page_token, task_logger, log_entry, max_files,
+                include_subfolders, on_heartbeat_callback, connector_enable_summary,
             )
-            documents_indexed, documents_skipped = result
-
-            # Reconciliation: full scan re-indexes documents that were manually
-            # deleted from SurfSense but still exist in Google Drive.
-            # Already-indexed files are skipped via md5/modifiedTime checks,
-            # so the overhead is just one API listing call + fast DB lookups.
             logger.info("Running reconciliation scan after delta sync")
-            reconcile_result = await _index_full_scan(
-                drive_client=drive_client,
-                session=session,
-                connector=connector,
-                connector_id=connector_id,
-                search_space_id=search_space_id,
-                user_id=user_id,
-                folder_id=target_folder_id,
-                folder_name=target_folder_name,
-                task_logger=task_logger,
-                log_entry=log_entry,
-                max_files=max_files,
-                include_subfolders=include_subfolders,
-                on_heartbeat_callback=on_heartbeat_callback,
-                enable_summary=connector_enable_summary,
+            ri, rs = await _index_full_scan(
+                drive_client, session, connector, connector_id, search_space_id, user_id,
+                target_folder_id, target_folder_name, task_logger, log_entry, max_files,
+                include_subfolders, on_heartbeat_callback, connector_enable_summary,
             )
-            documents_indexed += reconcile_result[0]
-            documents_skipped += reconcile_result[1]
+            documents_indexed += ri
+            documents_skipped += rs
         else:
             logger.info(f"Using full scan for connector {connector_id}")
-            result = await _index_full_scan(
-                drive_client=drive_client,
-                session=session,
-                connector=connector,
-                connector_id=connector_id,
-                search_space_id=search_space_id,
-                user_id=user_id,
-                folder_id=target_folder_id,
-                folder_name=target_folder_name,
-                task_logger=task_logger,
-                log_entry=log_entry,
-                max_files=max_files,
-                include_subfolders=include_subfolders,
-                on_heartbeat_callback=on_heartbeat_callback,
-                enable_summary=connector_enable_summary,
+            documents_indexed, documents_skipped = await _index_full_scan(
+                drive_client, session, connector, connector_id, search_space_id, user_id,
+                target_folder_id, target_folder_name, task_logger, log_entry, max_files,
+                include_subfolders, on_heartbeat_callback, connector_enable_summary,
             )
-            documents_indexed, documents_skipped = result
 
-        if documents_indexed > 0 or can_use_delta_sync:
+        if documents_indexed > 0 or can_use_delta:
             new_token, token_error = await get_start_page_token(drive_client)
             if new_token and not token_error:
-                from sqlalchemy.orm.attributes import flag_modified
-
-                # Refresh connector to reload attributes that may have been expired by earlier commits
                 await session.refresh(connector)
-
                 if "folder_tokens" not in connector.config:
                     connector.config["folder_tokens"] = {}
                 connector.config["folder_tokens"][target_folder_id] = new_token
                 flag_modified(connector, "config")
-
             await update_connector_last_indexed(session, connector, update_last_indexed)
 
         await session.commit()
-        logger.info("Successfully committed Google Drive indexing changes to database")
 
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed Google Drive indexing for connector {connector_id}",
             {
-                "files_processed": documents_indexed,
-                "files_skipped": documents_skipped,
-                "sync_type": "delta" if can_use_delta_sync else "full",
-                "folder": target_folder_name,
+                "files_processed": documents_indexed, "files_skipped": documents_skipped,
+                "sync_type": "delta" if can_use_delta else "full", "folder": target_folder_name,
             },
         )
-
-        logger.info(
-            f"Google Drive indexing completed: {documents_indexed} files indexed, {documents_skipped} skipped"
-        )
+        logger.info(f"Google Drive indexing completed: {documents_indexed} indexed, {documents_skipped} skipped")
         return documents_indexed, documents_skipped, None
 
     except SQLAlchemyError as db_error:
         await session.rollback()
         await task_logger.log_task_failure(
-            log_entry,
-            f"Database error during Google Drive indexing for connector {connector_id}",
-            str(db_error),
-            {"error_type": "SQLAlchemyError"},
+            log_entry, f"Database error during Google Drive indexing for connector {connector_id}",
+            str(db_error), {"error_type": "SQLAlchemyError"},
         )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
         return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
         await task_logger.log_task_failure(
-            log_entry,
-            f"Failed to index Google Drive files for connector {connector_id}",
-            str(e),
-            {"error_type": type(e).__name__},
+            log_entry, f"Failed to index Google Drive files for connector {connector_id}",
+            str(e), {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index Google Drive files: {e!s}", exc_info=True)
         return 0, 0, f"Failed to index Google Drive files: {e!s}"
@@ -304,964 +608,81 @@ async def index_google_drive_single_file(
     file_id: str,
     file_name: str | None = None,
 ) -> tuple[int, str | None]:
-    """
-    Index a single Google Drive file by its ID.
-
-    Args:
-        session: Database session
-        connector_id: ID of the Drive connector
-        search_space_id: ID of the search space
-        user_id: ID of the user
-        file_id: Specific file ID to index
-        file_name: File name for display (optional)
-
-    Returns:
-        Tuple of (number_of_indexed_files, error_message)
-    """
+    """Index a single Google Drive file by its ID."""
     task_logger = TaskLoggingService(session, search_space_id)
-
     log_entry = await task_logger.log_task_start(
         task_name="google_drive_single_file_indexing",
         source="connector_indexing_task",
         message=f"Starting Google Drive single file indexing for file {file_id}",
-        metadata={
-            "connector_id": connector_id,
-            "user_id": str(user_id),
-            "file_id": file_id,
-            "file_name": file_name,
-        },
+        metadata={"connector_id": connector_id, "user_id": str(user_id), "file_id": file_id, "file_name": file_name},
     )
 
     try:
-        # Accept both native and Composio Drive connectors
         connector = None
         for ct in ACCEPTED_DRIVE_CONNECTOR_TYPES:
             connector = await get_connector_by_id(session, connector_id, ct)
             if connector:
                 break
-
         if not connector:
             error_msg = f"Google Drive connector with ID {connector_id} not found"
-            await task_logger.log_task_failure(
-                log_entry, error_msg, None, {"error_type": "ConnectorNotFound"}
-            )
+            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
             return 0, error_msg
 
-        await task_logger.log_task_progress(
-            log_entry,
-            f"Initializing Google Drive client for connector {connector_id}",
-            {"stage": "client_initialization"},
-        )
-
         pre_built_credentials = None
         if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
                 error_msg = f"Composio connected_account_id not found for connector {connector_id}"
-                await task_logger.log_task_failure(
-                    log_entry,
-                    error_msg,
-                    "Missing Composio account",
-                    {"error_type": "MissingComposioAccount"},
-                )
+                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
                 return 0, error_msg
             pre_built_credentials = build_composio_credentials(connected_account_id)
         else:
             token_encrypted = connector.config.get("_token_encrypted", False)
-            if token_encrypted:
-                if not config.SECRET_KEY:
-                    await task_logger.log_task_failure(
-                        log_entry,
-                        f"SECRET_KEY not configured but credentials are marked as encrypted for connector {connector_id}",
-                        "Missing SECRET_KEY for token decryption",
-                        {"error_type": "MissingSecretKey"},
-                    )
-                    return (
-                        0,
-                        "SECRET_KEY not configured but credentials are marked as encrypted",
-                    )
-                logger.info(
-                    f"Google Drive credentials are encrypted for connector {connector_id}, will decrypt during client initialization"
+            if token_encrypted and not config.SECRET_KEY:
+                await task_logger.log_task_failure(
+                    log_entry, "SECRET_KEY not configured but credentials are encrypted",
+                    "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
                 )
+                return 0, "SECRET_KEY not configured but credentials are marked as encrypted"
 
         connector_enable_summary = getattr(connector, "enable_summary", True)
+        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
 
-        drive_client = GoogleDriveClient(
-            session, connector_id, credentials=pre_built_credentials
-        )
-
-        # Fetch the file metadata
         file, error = await get_file_by_id(drive_client, file_id)
-
         if error or not file:
             error_msg = f"Failed to fetch file {file_id}: {error or 'File not found'}"
-            await task_logger.log_task_failure(
-                log_entry, error_msg, {"error_type": "FileNotFound"}
-            )
+            await task_logger.log_task_failure(log_entry, error_msg, {"error_type": "FileNotFound"})
             return 0, error_msg
 
         display_name = file_name or file.get("name", "Unknown")
-        logger.info(f"Indexing Google Drive file: {display_name} ({file_id})")
 
-        # Create pending document for status visibility
-        pending_doc, should_skip = await _create_pending_document_for_file(
-            session=session,
-            file=file,
-            connector_id=connector_id,
-            search_space_id=search_space_id,
-            user_id=user_id,
-        )
-
-        if should_skip:
-            await task_logger.log_task_progress(
-                log_entry,
-                f"File {display_name} is unchanged or not indexable",
-                {"status": "skipped"},
-            )
-            return 0, None
-
-        # Commit pending document so it appears in UI
-        if pending_doc and pending_doc.id is None:
-            await session.commit()
-
-        # Process the file
         indexed, _skipped, failed = await _process_single_file(
-            drive_client=drive_client,
-            session=session,
-            file=file,
-            connector_id=connector_id,
-            search_space_id=search_space_id,
-            user_id=user_id,
-            task_logger=task_logger,
-            log_entry=log_entry,
-            pending_document=pending_doc,
-            enable_summary=connector_enable_summary,
+            drive_client, session, file,
+            connector_id, search_space_id, user_id, connector_enable_summary,
         )
-
         await session.commit()
-        logger.info(
-            "Successfully committed Google Drive file indexing changes to database"
-        )
 
         if failed > 0:
             error_msg = f"Failed to index file {display_name}"
-            await task_logger.log_task_failure(
-                log_entry,
-                error_msg,
-                {"file_name": display_name, "file_id": file_id},
-            )
+            await task_logger.log_task_failure(log_entry, error_msg, {"file_name": display_name, "file_id": file_id})
             return 0, error_msg
 
         if indexed > 0:
             await task_logger.log_task_success(
-                log_entry,
-                f"Successfully indexed file {display_name}",
-                {
-                    "file_name": display_name,
-                    "file_id": file_id,
-                },
+                log_entry, f"Successfully indexed file {display_name}",
+                {"file_name": display_name, "file_id": file_id},
             )
-            logger.info(f"Google Drive file indexing completed: {display_name}")
             return 1, None
-        else:
-            await task_logger.log_task_progress(
-                log_entry,
-                f"File {display_name} was skipped",
-                {"status": "skipped"},
-            )
-            return 0, None
+
+        return 0, None
 
     except SQLAlchemyError as db_error:
         await session.rollback()
-        await task_logger.log_task_failure(
-            log_entry,
-            "Database error during file indexing",
-            str(db_error),
-            {"error_type": "SQLAlchemyError"},
-        )
+        await task_logger.log_task_failure(log_entry, "Database error during file indexing", str(db_error), {"error_type": "SQLAlchemyError"})
         logger.error(f"Database error: {db_error!s}", exc_info=True)
         return 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
-        await task_logger.log_task_failure(
-            log_entry,
-            "Failed to index Google Drive file",
-            str(e),
-            {"error_type": type(e).__name__},
-        )
+        await task_logger.log_task_failure(log_entry, "Failed to index Google Drive file", str(e), {"error_type": type(e).__name__})
         logger.error(f"Failed to index Google Drive file: {e!s}", exc_info=True)
         return 0, f"Failed to index Google Drive file: {e!s}"
-
-
-async def _index_full_scan(
-    drive_client: GoogleDriveClient,
-    session: AsyncSession,
-    connector: any,
-    connector_id: int,
-    search_space_id: int,
-    user_id: str,
-    folder_id: str | None,
-    folder_name: str,
-    task_logger: TaskLoggingService,
-    log_entry: any,
-    max_files: int,
-    include_subfolders: bool = False,
-    on_heartbeat_callback: HeartbeatCallbackType | None = None,
-    enable_summary: bool = True,
-) -> tuple[int, int]:
-    """Perform full scan indexing of a folder.
-
-    Implements 2-phase document status updates for real-time UI feedback:
-    - Phase 1: Collect all files and create pending documents (visible in UI immediately)
-    - Phase 2: Process each file: pending → processing → ready/failed
-    """
-    await task_logger.log_task_progress(
-        log_entry,
-        f"Starting full scan of folder: {folder_name} (include_subfolders={include_subfolders})",
-        {
-            "stage": "full_scan",
-            "folder_id": folder_id,
-            "include_subfolders": include_subfolders,
-        },
-    )
-
-    documents_indexed = 0
-    documents_skipped = 0
-    documents_failed = 0
-    files_processed = 0
-
-    # Heartbeat tracking - update notification periodically to prevent appearing stuck
-    last_heartbeat_time = time.time()
-
-    # =======================================================================
-    # PHASE 1: Collect all files and create pending documents
-    # This makes ALL documents visible in the UI immediately with pending status
-    # =======================================================================
-    files_to_process = []  # List of (file, pending_document or None)
-    new_documents_created = False
-
-    # Queue of folders to process: (folder_id, folder_name)
-    folders_to_process = [(folder_id, folder_name)]
-    first_listing_error: str | None = None
-
-    logger.info("Phase 1: Collecting files and creating pending documents")
-
-    while folders_to_process and files_processed < max_files:
-        current_folder_id, current_folder_name = folders_to_process.pop(0)
-        logger.info(f"Scanning folder: {current_folder_name} ({current_folder_id})")
-        page_token = None
-
-        while files_processed < max_files:
-            # Get files and folders in current folder
-            files, next_token, error = await get_files_in_folder(
-                drive_client,
-                current_folder_id,
-                include_subfolders=True,
-                page_token=page_token,
-            )
-
-            if error:
-                logger.error(f"Error listing files in {current_folder_name}: {error}")
-                if first_listing_error is None:
-                    first_listing_error = error
-                break
-
-            if not files:
-                break
-
-            for file in files:
-                if files_processed >= max_files:
-                    break
-
-                mime_type = file.get("mimeType", "")
-
-                # If this is a folder and include_subfolders is enabled, queue it for processing
-                if mime_type == "application/vnd.google-apps.folder":
-                    if include_subfolders:
-                        folders_to_process.append(
-                            (file["id"], file.get("name", "Unknown"))
-                        )
-                        logger.debug(f"Queued subfolder: {file.get('name', 'Unknown')}")
-                    continue
-
-                files_processed += 1
-
-                # Create pending document for this file
-                pending_doc, should_skip = await _create_pending_document_for_file(
-                    session=session,
-                    file=file,
-                    connector_id=connector_id,
-                    search_space_id=search_space_id,
-                    user_id=user_id,
-                )
-
-                if should_skip:
-                    documents_skipped += 1
-                    continue
-
-                if pending_doc and pending_doc.id is None:
-                    # New document was created
-                    new_documents_created = True
-
-                files_to_process.append((file, pending_doc))
-
-            page_token = next_token
-            if not page_token:
-                break
-
-    if not files_to_process and first_listing_error:
-        error_lower = first_listing_error.lower()
-        if (
-            "401" in first_listing_error
-            or "invalid credentials" in error_lower
-            or "authError" in first_listing_error
-        ):
-            raise Exception(
-                f"Google Drive authentication failed. Please re-authenticate. "
-                f"(Error: {first_listing_error})"
-            )
-        raise Exception(f"Failed to list Google Drive files: {first_listing_error}")
-
-    # Commit all pending documents - they all appear in UI now
-    if new_documents_created:
-        logger.info(
-            f"Phase 1: Committing {len([f for f in files_to_process if f[1] and f[1].id is None])} pending documents"
-        )
-        await session.commit()
-
-    # =======================================================================
-    # PHASE 2: Process each file one by one
-    # Each document transitions: pending → processing → ready/failed
-    # =======================================================================
-    logger.info(f"Phase 2: Processing {len(files_to_process)} files")
-
-    for file, pending_doc in files_to_process:
-        # Check if it's time for a heartbeat update
-        if on_heartbeat_callback:
-            current_time = time.time()
-            if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                await on_heartbeat_callback(documents_indexed)
-                last_heartbeat_time = current_time
-
-        indexed, skipped, failed = await _process_single_file(
-            drive_client=drive_client,
-            session=session,
-            file=file,
-            connector_id=connector_id,
-            search_space_id=search_space_id,
-            user_id=user_id,
-            task_logger=task_logger,
-            log_entry=log_entry,
-            pending_document=pending_doc,
-            enable_summary=enable_summary,
-        )
-
-        documents_indexed += indexed
-        documents_skipped += skipped
-        documents_failed += failed
-
-        if documents_indexed % 10 == 0 and documents_indexed > 0:
-            await session.commit()
-            logger.info(f"Committed batch: {documents_indexed} files indexed so far")
-
-    logger.info(
-        f"Full scan complete: {documents_indexed} indexed, {documents_skipped} skipped, {documents_failed} failed"
-    )
-    return documents_indexed, documents_skipped
-
-
-async def _index_with_delta_sync(
-    drive_client: GoogleDriveClient,
-    session: AsyncSession,
-    connector: any,
-    connector_id: int,
-    search_space_id: int,
-    user_id: str,
-    folder_id: str | None,
-    start_page_token: str,
-    task_logger: TaskLoggingService,
-    log_entry: any,
-    max_files: int,
-    include_subfolders: bool = False,
-    on_heartbeat_callback: HeartbeatCallbackType | None = None,
-    enable_summary: bool = True,
-) -> tuple[int, int]:
-    """Perform delta sync indexing using change tracking.
-
-    Note: include_subfolders is accepted for API consistency but delta sync
-    automatically tracks changes across all folders including subfolders.
-
-    Implements 2-phase document status updates for real-time UI feedback:
-    - Phase 1: Collect all changes and create pending documents (visible in UI immediately)
-    - Phase 2: Process each file: pending → processing → ready/failed
-    """
-    await task_logger.log_task_progress(
-        log_entry,
-        f"Starting delta sync from token: {start_page_token[:20]}...",
-        {"stage": "delta_sync", "start_token": start_page_token},
-    )
-
-    changes, _final_token, error = await fetch_all_changes(
-        drive_client, start_page_token, folder_id
-    )
-
-    if error:
-        logger.error(f"Error fetching changes: {error}")
-        error_lower = error.lower()
-        if (
-            "401" in error
-            or "invalid credentials" in error_lower
-            or "authError" in error
-        ):
-            raise Exception(
-                f"Google Drive authentication failed. Please re-authenticate. "
-                f"(Error: {error})"
-            )
-        raise Exception(f"Failed to fetch Google Drive changes: {error}")
-
-    if not changes:
-        logger.info("No changes detected since last sync")
-        return 0, 0
-
-    logger.info(f"Processing {len(changes)} changes")
-
-    documents_indexed = 0
-    documents_skipped = 0
-    documents_failed = 0
-    files_processed = 0
-
-    # Heartbeat tracking - update notification periodically to prevent appearing stuck
-    last_heartbeat_time = time.time()
-
-    # =======================================================================
-    # PHASE 1: Analyze changes and create pending documents for new/modified files
-    # =======================================================================
-    changes_to_process = []  # List of (change, file, pending_document or None)
-    new_documents_created = False
-
-    logger.info("Phase 1: Analyzing changes and creating pending documents")
-
-    for change in changes:
-        if files_processed >= max_files:
-            break
-
-        files_processed += 1
-        change_type = categorize_change(change)
-
-        if change_type in ["removed", "trashed"]:
-            file_id = change.get("fileId")
-            if file_id:
-                await _remove_document(session, file_id, search_space_id)
-            continue
-
-        file = change.get("file")
-        if not file:
-            continue
-
-        # Create pending document for this file
-        pending_doc, should_skip = await _create_pending_document_for_file(
-            session=session,
-            file=file,
-            connector_id=connector_id,
-            search_space_id=search_space_id,
-            user_id=user_id,
-        )
-
-        if should_skip:
-            documents_skipped += 1
-            continue
-
-        if pending_doc and pending_doc.id is None:
-            # New document was created
-            new_documents_created = True
-
-        changes_to_process.append((change, file, pending_doc))
-
-    # Commit all pending documents - they all appear in UI now
-    if new_documents_created:
-        logger.info("Phase 1: Committing pending documents")
-        await session.commit()
-
-    # =======================================================================
-    # PHASE 2: Process each file one by one
-    # Each document transitions: pending → processing → ready/failed
-    # =======================================================================
-    logger.info(f"Phase 2: Processing {len(changes_to_process)} changes")
-
-    for _, file, pending_doc in changes_to_process:
-        # Check if it's time for a heartbeat update
-        if on_heartbeat_callback:
-            current_time = time.time()
-            if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                await on_heartbeat_callback(documents_indexed)
-                last_heartbeat_time = current_time
-
-        indexed, skipped, failed = await _process_single_file(
-            drive_client=drive_client,
-            session=session,
-            file=file,
-            connector_id=connector_id,
-            search_space_id=search_space_id,
-            user_id=user_id,
-            task_logger=task_logger,
-            log_entry=log_entry,
-            pending_document=pending_doc,
-            enable_summary=enable_summary,
-        )
-
-        documents_indexed += indexed
-        documents_skipped += skipped
-        documents_failed += failed
-
-        if documents_indexed % 10 == 0 and documents_indexed > 0:
-            await session.commit()
-            logger.info(f"Committed batch: {documents_indexed} changes processed")
-
-    logger.info(
-        f"Delta sync complete: {documents_indexed} indexed, {documents_skipped} skipped, {documents_failed} failed"
-    )
-    return documents_indexed, documents_skipped
-
-
-async def _create_pending_document_for_file(
-    session: AsyncSession,
-    file: dict,
-    connector_id: int,
-    search_space_id: int,
-    user_id: str,
-) -> tuple[Document | None, bool]:
-    """
-    Create a pending document for a Google Drive file if it doesn't exist.
-
-    This is Phase 1 of the 2-phase document status update pattern.
-    Creates documents with 'pending' status so they appear in UI immediately.
-
-    Args:
-        session: Database session
-        file: File metadata from Google Drive API
-        connector_id: ID of the Drive connector
-        search_space_id: ID of the search space
-        user_id: ID of the user
-
-    Returns:
-        Tuple of (document, should_skip):
-        - (existing_doc, False): Existing document that needs update
-        - (new_pending_doc, False): New pending document created
-        - (None, True): File should be skipped (unchanged, rename-only, or folder)
-    """
-    from app.connectors.google_drive.file_types import should_skip_file
-
-    file_id = file.get("id")
-    file_name = file.get("name", "Unknown")
-    mime_type = file.get("mimeType", "")
-
-    # Skip folders and shortcuts
-    if should_skip_file(mime_type):
-        return None, True
-
-    if not file_id:
-        return None, True
-
-    # Generate unique identifier hash for this file
-    unique_identifier_hash = generate_unique_identifier_hash(
-        DocumentType.GOOGLE_DRIVE_FILE, file_id, search_space_id
-    )
-
-    # Check if document exists (primary hash first, then legacy Composio hash)
-    existing_document = await check_document_by_unique_identifier(
-        session, unique_identifier_hash
-    )
-    if not existing_document:
-        legacy_hash = generate_unique_identifier_hash(
-            DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR, file_id, search_space_id
-        )
-        existing_document = await check_document_by_unique_identifier(
-            session, legacy_hash
-        )
-        if existing_document:
-            existing_document.unique_identifier_hash = unique_identifier_hash
-            if (
-                existing_document.document_type
-                == DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR
-            ):
-                existing_document.document_type = DocumentType.GOOGLE_DRIVE_FILE
-            logger.info(f"Migrated legacy Composio document to native type: {file_id}")
-
-    if existing_document:
-        # Check if this is a rename-only update (content unchanged)
-        incoming_md5 = file.get("md5Checksum")
-        incoming_modified_time = file.get("modifiedTime")
-        doc_metadata = existing_document.document_metadata or {}
-        stored_md5 = doc_metadata.get("md5_checksum")
-        stored_modified_time = doc_metadata.get("modified_time")
-
-        # Determine if content changed
-        content_unchanged = False
-        if incoming_md5 and stored_md5:
-            content_unchanged = incoming_md5 == stored_md5
-        elif not incoming_md5 and incoming_modified_time and stored_modified_time:
-            # Google Workspace file - use modifiedTime as fallback
-            content_unchanged = incoming_modified_time == stored_modified_time
-
-        if content_unchanged:
-            # Ensure status is ready (might have been stuck in processing/pending)
-            if not DocumentStatus.is_state(
-                existing_document.status, DocumentStatus.READY
-            ):
-                existing_document.status = DocumentStatus.ready()
-            return None, True
-
-        # Content changed - return existing document for update
-        return existing_document, False
-
-    # Create new pending document
-    document = Document(
-        search_space_id=search_space_id,
-        title=file_name,
-        document_type=DocumentType.GOOGLE_DRIVE_FILE,
-        document_metadata={
-            "google_drive_file_id": file_id,
-            "google_drive_file_name": file_name,
-            "google_drive_mime_type": mime_type,
-            "connector_id": connector_id,
-        },
-        content="Pending...",  # Placeholder until processed
-        content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-        unique_identifier_hash=unique_identifier_hash,
-        embedding=None,
-        chunks=[],  # Empty at creation
-        status=DocumentStatus.pending(),  # Pending until processing starts
-        updated_at=get_current_timestamp(),
-        created_by_id=user_id,
-        connector_id=connector_id,
-    )
-    session.add(document)
-
-    return document, False
-
-
-async def _check_rename_only_update(
-    session: AsyncSession,
-    file: dict,
-    search_space_id: int,
-) -> tuple[bool, str | None]:
-    """
-    Check if a file only needs a rename update (no content change).
-
-    Uses md5Checksum comparison (preferred) or modifiedTime (fallback for Google Workspace files)
-    to detect if content has changed. This optimization prevents unnecessary ETL API calls
-    (Docling/LlamaCloud) for rename-only operations.
-
-    Args:
-        session: Database session
-        file: File metadata from Google Drive API
-        search_space_id: ID of the search space
-
-    Returns:
-        Tuple of (is_rename_only, message)
-        - (True, message): Only filename changed, document was updated
-        - (False, None): Content changed or new file, needs full processing
-    """
-    from sqlalchemy import String, cast, select
-    from sqlalchemy.orm.attributes import flag_modified
-
-    from app.db import Document
-
-    file_id = file.get("id")
-    file_name = file.get("name", "Unknown")
-    incoming_md5 = file.get("md5Checksum")  # None for Google Workspace files
-    incoming_modified_time = file.get("modifiedTime")
-
-    if not file_id:
-        return False, None
-
-    # Try to find existing document by file_id-based hash (primary method)
-    primary_hash = generate_unique_identifier_hash(
-        DocumentType.GOOGLE_DRIVE_FILE, file_id, search_space_id
-    )
-    existing_document = await check_document_by_unique_identifier(session, primary_hash)
-
-    # Fallback: legacy Composio hash
-    if not existing_document:
-        legacy_hash = generate_unique_identifier_hash(
-            DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR, file_id, search_space_id
-        )
-        existing_document = await check_document_by_unique_identifier(
-            session, legacy_hash
-        )
-
-    # Fallback: metadata search (covers old filename-based hashes)
-    if not existing_document:
-        result = await session.execute(
-            select(Document).where(
-                Document.search_space_id == search_space_id,
-                Document.document_type.in_(
-                    [
-                        DocumentType.GOOGLE_DRIVE_FILE,
-                        DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
-                    ]
-                ),
-                cast(Document.document_metadata["google_drive_file_id"], String)
-                == file_id,
-            )
-        )
-        existing_document = result.scalar_one_or_none()
-        if existing_document:
-            logger.debug(f"Found legacy document by metadata for file_id: {file_id}")
-
-    # Migrate legacy Composio document to native type
-    if existing_document:
-        if existing_document.unique_identifier_hash != primary_hash:
-            existing_document.unique_identifier_hash = primary_hash
-        if (
-            existing_document.document_type
-            == DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR
-        ):
-            existing_document.document_type = DocumentType.GOOGLE_DRIVE_FILE
-            logger.info(f"Migrated legacy Composio Drive document: {file_id}")
-
-    if not existing_document:
-        # New file, needs full processing
-        return False, None
-
-    # Get stored checksums/timestamps from document metadata
-    doc_metadata = existing_document.document_metadata or {}
-    stored_md5 = doc_metadata.get("md5_checksum")
-    stored_modified_time = doc_metadata.get("modified_time")
-
-    # Determine if content changed using md5Checksum (preferred) or modifiedTime (fallback)
-    content_unchanged = False
-
-    if incoming_md5 and stored_md5:
-        # Best case: Compare md5 checksums (only changes when content changes, not on rename)
-        content_unchanged = incoming_md5 == stored_md5
-        logger.debug(f"MD5 comparison for {file_name}: unchanged={content_unchanged}")
-    elif incoming_md5 and not stored_md5:
-        # Have incoming md5 but no stored md5 (legacy doc) - need to reprocess to store it
-        logger.debug(
-            f"No stored md5 for {file_name}, will reprocess to store md5_checksum"
-        )
-        return False, None
-    elif not incoming_md5:
-        # Google Workspace file (no md5Checksum available) - fall back to modifiedTime
-        # Note: modifiedTime is less reliable as it changes on rename too, but it's the best we have
-        if incoming_modified_time and stored_modified_time:
-            content_unchanged = incoming_modified_time == stored_modified_time
-            logger.debug(
-                f"ModifiedTime fallback for Google Workspace file {file_name}: unchanged={content_unchanged}"
-            )
-        else:
-            # No stored modifiedTime (legacy) - reprocess to store it
-            return False, None
-
-    if content_unchanged:
-        # Content hasn't changed - check if filename changed
-        old_name = doc_metadata.get("FILE_NAME") or doc_metadata.get(
-            "google_drive_file_name"
-        )
-
-        if old_name and old_name != file_name:
-            # Rename-only update - update the document without re-processing
-            existing_document.title = file_name
-            if not existing_document.document_metadata:
-                existing_document.document_metadata = {}
-            existing_document.document_metadata["FILE_NAME"] = file_name
-            existing_document.document_metadata["google_drive_file_name"] = file_name
-            # Also update modified_time for Google Workspace files (since it changed on rename)
-            if incoming_modified_time:
-                existing_document.document_metadata["modified_time"] = (
-                    incoming_modified_time
-                )
-            flag_modified(existing_document, "document_metadata")
-            await session.commit()
-
-            logger.info(
-                f"Rename-only update: '{old_name}' → '{file_name}' (skipped ETL)"
-            )
-            return (
-                True,
-                f"File renamed: '{old_name}' → '{file_name}' (no content change)",
-            )
-        else:
-            # Neither content nor name changed
-            logger.debug(f"File unchanged: {file_name}")
-            return True, "File unchanged (same content and name)"
-
-    # Content changed - needs full processing
-    return False, None
-
-
-async def _process_single_file(
-    drive_client: GoogleDriveClient,
-    session: AsyncSession,
-    file: dict,
-    connector_id: int,
-    search_space_id: int,
-    user_id: str,
-    task_logger: TaskLoggingService,
-    log_entry: any,
-    pending_document: Document | None = None,
-    enable_summary: bool = True,
-) -> tuple[int, int, int]:
-    """
-    Process a single file by downloading and using Surfsense's file processor.
-
-    Implements Phase 2 of the 2-phase document status update pattern.
-    Updates document status: pending → processing → ready/failed
-
-    Args:
-        drive_client: Google Drive client
-        session: Database session
-        file: File metadata from Google Drive API
-        connector_id: ID of the connector
-        search_space_id: ID of the search space
-        user_id: ID of the user
-        task_logger: Task logging service
-        log_entry: Log entry for tracking
-        pending_document: Optional pending document created in Phase 1
-
-    Returns:
-        Tuple of (indexed_count, skipped_count, failed_count)
-    """
-    file_name = file.get("name", "Unknown")
-    mime_type = file.get("mimeType", "")
-    file_id = file.get("id")
-
-    try:
-        logger.info(f"Processing file: {file_name} ({mime_type})")
-
-        # Early check: Is this a rename-only update?
-        # This optimization prevents downloading and ETL processing for files
-        # where only the name changed but content is the same.
-        is_rename_only, rename_message = await _check_rename_only_update(
-            session=session,
-            file=file,
-            search_space_id=search_space_id,
-        )
-
-        if is_rename_only:
-            await task_logger.log_task_progress(
-                log_entry,
-                f"Skipped ETL for {file_name}: {rename_message}",
-                {"status": "rename_only", "reason": rename_message},
-            )
-            # Return 1 for renamed files (they are "indexed" in the sense that they're updated)
-            # Return 0 for unchanged files
-            if "renamed" in (rename_message or "").lower():
-                return 1, 0, 0
-            return 0, 1, 0
-
-        # Set document to PROCESSING status if we have a pending document
-        if pending_document:
-            pending_document.status = DocumentStatus.processing()
-            await session.commit()
-
-        _, error, _metadata = await download_and_process_file(
-            client=drive_client,
-            file=file,
-            search_space_id=search_space_id,
-            user_id=user_id,
-            session=session,
-            task_logger=task_logger,
-            log_entry=log_entry,
-            connector_id=connector_id,
-            enable_summary=enable_summary,
-        )
-
-        if error:
-            await task_logger.log_task_progress(
-                log_entry,
-                f"Skipped {file_name}: {error}",
-                {"status": "skipped", "reason": error},
-            )
-            # Mark pending document as failed if it exists
-            if pending_document:
-                pending_document.status = DocumentStatus.failed(error)
-                pending_document.updated_at = get_current_timestamp()
-                await session.commit()
-            return 0, 1, 0
-
-        # The document was created/updated by download_and_process_file
-        # Find the document and ensure it has READY status
-        if file_id:
-            unique_identifier_hash = generate_unique_identifier_hash(
-                DocumentType.GOOGLE_DRIVE_FILE, file_id, search_space_id
-            )
-            processed_doc = await check_document_by_unique_identifier(
-                session, unique_identifier_hash
-            )
-            # Ensure status is READY
-            if processed_doc and not DocumentStatus.is_state(
-                processed_doc.status, DocumentStatus.READY
-            ):
-                processed_doc.status = DocumentStatus.ready()
-                processed_doc.updated_at = get_current_timestamp()
-                await session.commit()
-
-        logger.info(f"Successfully indexed Google Drive file: {file_name}")
-        return 1, 0, 0
-
-    except Exception as e:
-        logger.error(f"Error processing file {file_name}: {e!s}", exc_info=True)
-        # Mark pending document as failed if it exists
-        if pending_document:
-            try:
-                pending_document.status = DocumentStatus.failed(str(e))
-                pending_document.updated_at = get_current_timestamp()
-                await session.commit()
-            except Exception as status_error:
-                logger.error(
-                    f"Failed to update document status to failed: {status_error}"
-                )
-        return 0, 0, 1
-
-
-async def _remove_document(session: AsyncSession, file_id: str, search_space_id: int):
-    """Remove a document that was deleted in Drive.
-
-    Handles both new (file_id-based) and legacy (filename-based) hash schemes.
-    """
-    from sqlalchemy import String, cast, select
-
-    from app.db import Document
-
-    # First try with file_id-based hash (new method)
-    unique_identifier_hash = generate_unique_identifier_hash(
-        DocumentType.GOOGLE_DRIVE_FILE, file_id, search_space_id
-    )
-
-    existing_document = await check_document_by_unique_identifier(
-        session, unique_identifier_hash
-    )
-
-    # Fallback: legacy Composio hash
-    if not existing_document:
-        legacy_hash = generate_unique_identifier_hash(
-            DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR, file_id, search_space_id
-        )
-        existing_document = await check_document_by_unique_identifier(
-            session, legacy_hash
-        )
-
-    # Fallback: metadata search (covers old filename-based hashes, both native and Composio)
-    if not existing_document:
-        result = await session.execute(
-            select(Document).where(
-                Document.search_space_id == search_space_id,
-                Document.document_type.in_(
-                    [
-                        DocumentType.GOOGLE_DRIVE_FILE,
-                        DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
-                    ]
-                ),
-                cast(Document.document_metadata["google_drive_file_id"], String)
-                == file_id,
-            )
-        )
-        existing_document = result.scalar_one_or_none()
-        if existing_document:
-            logger.info(f"Found legacy document by metadata for file_id: {file_id}")
-
-    if existing_document:
-        await session.delete(existing_document)
-        logger.info(f"Removed deleted file document: {file_id}")
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
index 384ad85e2..96cc1cbb4 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
@@ -1,11 +1,11 @@
 """
 Google Gmail connector indexer.
 
-Implements 2-phase document status updates for real-time UI feedback:
-- Phase 1: Create all documents with 'pending' status (visible in UI immediately)
-- Phase 2: Process each document: pending → processing → ready/failed
+Uses the shared IndexingPipelineService for document deduplication,
+summarization, chunking, and embedding.
 """
 
+import logging
 import time
 from collections.abc import Awaitable, Callable
 from datetime import datetime
@@ -15,21 +15,15 @@ from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.google_gmail_connector import GoogleGmailConnector
-from app.db import (
-    Document,
-    DocumentStatus,
-    DocumentType,
-    SearchSourceConnectorType,
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import (
+    compute_content_hash,
+    compute_unique_identifier_hash,
 )
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 from app.utils.google_credentials import (
     COMPOSIO_GOOGLE_CONNECTOR_TYPES,
     build_composio_credentials,
@@ -37,12 +31,9 @@ from app.utils.google_credentials import (
 
 from .base import (
     calculate_date_range,
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
@@ -51,13 +42,70 @@ ACCEPTED_GMAIL_CONNECTOR_TYPES = {
     SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR,
 }
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    message: dict,
+    markdown_content: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Gmail API message dict to a ConnectorDocument."""
+    message_id = message.get("id", "")
+    thread_id = message.get("threadId", "")
+    payload = message.get("payload", {})
+    headers = payload.get("headers", [])
+
+    subject = "No Subject"
+    sender = "Unknown Sender"
+    date_str = "Unknown Date"
+
+    for header in headers:
+        name = header.get("name", "").lower()
+        value = header.get("value", "")
+        if name == "subject":
+            subject = value
+        elif name == "from":
+            sender = value
+        elif name == "date":
+            date_str = value
+
+    metadata = {
+        "message_id": message_id,
+        "thread_id": thread_id,
+        "subject": subject,
+        "sender": sender,
+        "date": date_str,
+        "connector_id": connector_id,
+        "document_type": "Gmail Message",
+        "connector_type": "Google Gmail",
+    }
+
+    fallback_summary = (
+        f"Google Gmail Message: {subject}\n\n"
+        f"From: {sender}\nDate: {date_str}\n\n"
+        f"{markdown_content}"
+    )
+
+    return ConnectorDocument(
+        title=subject,
+        source_markdown=markdown_content,
+        unique_id=message_id,
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_google_gmail_messages(
     session: AsyncSession,
     connector_id: int,
@@ -80,7 +128,7 @@ async def index_google_gmail_messages(
         start_date: Start date for filtering messages (YYYY-MM-DD format)
         end_date: End date for filtering messages (YYYY-MM-DD format)
         update_last_indexed: Whether to update the last_indexed_at timestamp (default: True)
-        max_messages: Maximum number of messages to fetch (default: 100)
+        max_messages: Maximum number of messages to fetch (default: 1000)
         on_heartbeat_callback: Optional callback to update notification during long-running indexing.
 
     Returns:
@@ -88,7 +136,6 @@ async def index_google_gmail_messages(
     """
     task_logger = TaskLoggingService(session, search_space_id)
 
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="google_gmail_messages_indexing",
         source="connector_indexing_task",
@@ -103,7 +150,7 @@ async def index_google_gmail_messages(
     )
 
     try:
-        # Accept both native and Composio Gmail connectors
+        # ── Connector lookup ──────────────────────────────────────────
         connector = None
         for ct in ACCEPTED_GMAIL_CONNECTOR_TYPES:
             connector = await get_connector_by_id(session, connector_id, ct)
@@ -117,7 +164,7 @@ async def index_google_gmail_messages(
             )
             return 0, 0, error_msg
 
-        # Build credentials based on connector type
+        # ── Credential building ───────────────────────────────────────
         if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
@@ -189,6 +236,7 @@ async def index_google_gmail_messages(
                 )
                 return 0, 0, "Google gmail credentials not found in connector config"
 
+        # ── Gmail client init ─────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Google gmail client for connector {connector_id}",
@@ -199,14 +247,11 @@ async def index_google_gmail_messages(
             credentials, session, user_id, connector_id
         )
 
-        # Calculate date range using last_indexed_at if dates not provided
-        # This ensures Gmail uses the same date logic as other connectors
-        # (uses last_indexed_at → now, or 365 days back for first-time indexing)
         calculated_start_date, calculated_end_date = calculate_date_range(
             connector, start_date, end_date, default_days_back=365
         )
 
-        # Fetch recent Google gmail messages
+        # ── Fetch messages ────────────────────────────────────────────
         logger.info(
             f"Fetching emails for connector {connector_id} "
             f"from {calculated_start_date} to {calculated_end_date}"
@@ -218,7 +263,6 @@ async def index_google_gmail_messages(
         )
 
         if error:
-            # Check if this is an authentication error that requires re-authentication
             error_message = error
             error_type = "APIError"
             if (
@@ -243,263 +287,92 @@ async def index_google_gmail_messages(
 
         logger.info(f"Found {len(messages)} Google gmail messages to index")
 
-        documents_indexed = 0
+        # ── Build ConnectorDocuments ──────────────────────────────────
+        connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
-        documents_failed = 0  # Track messages that failed processing
-        duplicate_content_count = (
-            0  # Track messages skipped due to duplicate content_hash
-        )
-
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
-
-        # =======================================================================
-        # PHASE 1: Analyze all messages, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        messages_to_process = []  # List of dicts with document and message data
-        new_documents_created = False
+        duplicate_content_count = 0
 
         for message in messages:
             try:
-                # Extract message information
                 message_id = message.get("id", "")
-                thread_id = message.get("threadId", "")
-
-                # Extract headers for subject and sender
-                payload = message.get("payload", {})
-                headers = payload.get("headers", [])
-
-                subject = "No Subject"
-                sender = "Unknown Sender"
-                date_str = "Unknown Date"
-
-                for header in headers:
-                    name = header.get("name", "").lower()
-                    value = header.get("value", "")
-                    if name == "subject":
-                        subject = value
-                    elif name == "from":
-                        sender = value
-                    elif name == "date":
-                        date_str = value
-
                 if not message_id:
-                    logger.warning(f"Skipping message with missing ID: {subject}")
+                    logger.warning("Skipping message with missing ID")
                     documents_skipped += 1
                     continue
 
-                # Format message to markdown
                 markdown_content = gmail_connector.format_message_to_markdown(message)
-
                 if not markdown_content.strip():
-                    logger.warning(f"Skipping message with no content: {subject}")
+                    logger.warning(f"Skipping message with no content: {message_id}")
                     documents_skipped += 1
                     continue
 
-                # Generate unique identifier hash for this Gmail message
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.GOOGLE_GMAIL_CONNECTOR, message_id, search_space_id
+                doc = _build_connector_doc(
+                    message,
+                    markdown_content,
+                    connector_id=connector_id,
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
                 )
 
-                # Generate content hash
-                content_hash = generate_content_hash(markdown_content, search_space_id)
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                # Fallback: legacy Composio hash
-                if not existing_document:
-                    legacy_hash = generate_unique_identifier_hash(
-                        DocumentType.COMPOSIO_GMAIL_CONNECTOR,
-                        message_id,
-                        search_space_id,
-                    )
-                    existing_document = await check_document_by_unique_identifier(
-                        session, legacy_hash
-                    )
-                    if existing_document:
-                        existing_document.unique_identifier_hash = (
-                            unique_identifier_hash
-                        )
-                        if (
-                            existing_document.document_type
-                            == DocumentType.COMPOSIO_GMAIL_CONNECTOR
-                        ):
-                            existing_document.document_type = (
-                                DocumentType.GOOGLE_GMAIL_CONNECTOR
-                            )
-                        logger.info(
-                            f"Migrated legacy Composio Gmail document: {message_id}"
-                        )
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    messages_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "markdown_content": markdown_content,
-                            "content_hash": content_hash,
-                            "message_id": message_id,
-                            "thread_id": thread_id,
-                            "subject": subject,
-                            "sender": sender,
-                            "date_str": date_str,
-                        }
-                    )
-                    continue
-
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
                 with session.no_autoflush:
-                    duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
+                    duplicate = await check_duplicate_document_by_hash(
+                        session, compute_content_hash(doc)
                     )
-
-                if duplicate_by_content:
+                if duplicate:
                     logger.info(
-                        f"Gmail message {subject} already indexed by another connector "
-                        f"(existing document ID: {duplicate_by_content.id}, "
-                        f"type: {duplicate_by_content.document_type}). Skipping."
+                        f"Gmail message {doc.title} already indexed by another connector "
+                        f"(existing document ID: {duplicate.id}, "
+                        f"type: {duplicate.document_type}). Skipping."
                     )
                     duplicate_content_count += 1
                     documents_skipped += 1
                     continue
 
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=subject,
-                    document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
-                    document_metadata={
-                        "message_id": message_id,
-                        "thread_id": thread_id,
-                        "subject": subject,
-                        "sender": sender,
-                        "date": date_str,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
-                    connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                messages_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "markdown_content": markdown_content,
-                        "content_hash": content_hash,
-                        "message_id": message_id,
-                        "thread_id": thread_id,
-                        "subject": subject,
-                        "sender": sender,
-                        "date_str": date_str,
-                    }
-                )
+                connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error in Phase 1 for message: {e!s}", exc_info=True)
-                documents_failed += 1
+                logger.error(f"Error building ConnectorDocument for message: {e!s}", exc_info=True)
+                documents_skipped += 1
                 continue
 
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([m for m in messages_to_process if m['is_new']])} pending documents"
-            )
-            await session.commit()
+        # ── Pipeline: migrate legacy docs + prepare + index ───────────
+        pipeline = IndexingPipelineService(session)
 
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(messages_to_process)} documents")
+        await pipeline.migrate_legacy_docs(connector_docs)
 
-        for item in messages_to_process:
-            # Send heartbeat periodically
+        documents = await pipeline.prepare_for_indexing(connector_docs)
+
+        doc_map = {
+            compute_unique_identifier_hash(cd): cd for cd in connector_docs
+        }
+
+        documents_indexed = 0
+        documents_failed = 0
+        last_heartbeat_time = time.time()
+
+        for document in documents:
             if on_heartbeat_callback:
                 current_time = time.time()
                 if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
                     await on_heartbeat_callback(documents_indexed)
                     last_heartbeat_time = current_time
 
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
+            connector_doc = doc_map.get(document.unique_identifier_hash)
+            if connector_doc is None:
+                logger.warning(
+                    f"No matching ConnectorDocument for document {document.id}, skipping"
+                )
+                documents_failed += 1
+                continue
 
-                # Heavy processing (LLM, embeddings, chunks)
+            try:
                 user_llm = await get_user_long_context_llm(
                     session, user_id, search_space_id
                 )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata_for_summary = {
-                        "message_id": item["message_id"],
-                        "thread_id": item["thread_id"],
-                        "subject": item["subject"],
-                        "sender": item["sender"],
-                        "date": item["date_str"],
-                        "document_type": "Gmail Message",
-                        "connector_type": "Google Gmail",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["markdown_content"],
-                        user_llm,
-                        document_metadata_for_summary,
-                    )
-                else:
-                    summary_content = f"Google Gmail Message: {item['subject']}\n\nFrom: {item['sender']}\nDate: {item['date_str']}\n\n{item['markdown_content']}"
-                    summary_embedding = embed_text(summary_content)
-
-                chunks = await create_document_chunks(item["markdown_content"])
-
-                # Update document to READY with actual content
-                document.title = item["subject"]
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "message_id": item["message_id"],
-                    "thread_id": item["thread_id"],
-                    "subject": item["subject"],
-                    "sender": item["sender"],
-                    "date": item["date_str"],
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
+                await pipeline.index(document, connector_doc, user_llm)
                 documents_indexed += 1
 
-                # Batch commit every 10 documents (for ready status updates)
                 if documents_indexed % 10 == 0:
                     logger.info(
                         f"Committing batch: {documents_indexed} Gmail messages processed so far"
@@ -508,21 +381,12 @@ async def index_google_gmail_messages(
 
             except Exception as e:
                 logger.error(f"Error processing Gmail message: {e!s}", exc_info=True)
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
                 documents_failed += 1
                 continue
 
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
+        # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        # Final commit for any remaining documents not yet committed in batches
         logger.info(f"Final commit: Total {documents_indexed} Gmail messages processed")
         try:
             await session.commit()
@@ -530,22 +394,18 @@ async def index_google_gmail_messages(
                 "Successfully committed all Google Gmail document changes to database"
             )
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
             ):
                 logger.warning(
                     f"Duplicate content_hash detected during final commit. "
-                    f"This may occur if the same message was indexed by multiple connectors. "
                     f"Rolling back and continuing. Error: {e!s}"
                 )
                 await session.rollback()
-                # Don't fail the entire task - some documents may have been successfully indexed
             else:
                 raise
 
-        # Build warning message if there were issues
         warning_parts = []
         if duplicate_content_count > 0:
             warning_parts.append(f"{duplicate_content_count} duplicate")
@@ -555,7 +415,6 @@ async def index_google_gmail_messages(
 
         total_processed = documents_indexed
 
-        # Log success
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed Google Gmail indexing for connector {connector_id}",
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_document_hashing.py b/surfsense_backend/tests/unit/indexing_pipeline/test_document_hashing.py
index fe536b066..d04d8b048 100644
--- a/surfsense_backend/tests/unit/indexing_pipeline/test_document_hashing.py
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_document_hashing.py
@@ -3,6 +3,7 @@ import pytest
 from app.db import DocumentType
 from app.indexing_pipeline.document_hashing import (
     compute_content_hash,
+    compute_identifier_hash,
     compute_unique_identifier_hash,
 )
 
@@ -61,3 +62,23 @@ def test_different_content_produces_different_content_hash(make_connector_docume
     doc_a = make_connector_document(source_markdown="Original content")
     doc_b = make_connector_document(source_markdown="Updated content")
     assert compute_content_hash(doc_a) != compute_content_hash(doc_b)
+
+
+def test_compute_identifier_hash_matches_connector_doc_hash(make_connector_document):
+    """Raw-args hash equals ConnectorDocument hash for equivalent inputs."""
+    doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-123",
+        search_space_id=5,
+    )
+    raw_hash = compute_identifier_hash("GOOGLE_GMAIL_CONNECTOR", "msg-123", 5)
+    assert raw_hash == compute_unique_identifier_hash(doc)
+
+
+def test_compute_identifier_hash_differs_for_different_inputs():
+    """Different arguments produce different hashes."""
+    h1 = compute_identifier_hash("GOOGLE_DRIVE_FILE", "file-1", 1)
+    h2 = compute_identifier_hash("GOOGLE_DRIVE_FILE", "file-2", 1)
+    h3 = compute_identifier_hash("GOOGLE_DRIVE_FILE", "file-1", 2)
+    h4 = compute_identifier_hash("COMPOSIO_GOOGLE_DRIVE_CONNECTOR", "file-1", 1)
+    assert len({h1, h2, h3, h4}) == 4

From 8c41fd91bafc01347e4ab35da3cd79c9c4e7b104 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Wed, 25 Mar 2026 18:34:02 +0530
Subject: [PATCH 027/102] feat: add integration tests for indexing pipeline
 components

- Introduced integration tests for Calendar, Drive, and Gmail indexers to ensure proper document creation and migration.
- Added tests for batch indexing functionality to validate the processing of multiple documents.
- Implemented tests for legacy document migration to verify updates to document types and hashes.
- Enhanced test coverage for the IndexingPipelineService to ensure robust functionality across various document types.
---
 .../test_calendar_pipeline.py                 | 111 +++++++++++++++
 .../indexing_pipeline/test_drive_pipeline.py  | 110 +++++++++++++++
 .../indexing_pipeline/test_gmail_pipeline.py  | 116 ++++++++++++++++
 .../indexing_pipeline/test_index_batch.py     |  55 ++++++++
 .../test_migrate_legacy_docs.py               |  92 +++++++++++++
 .../indexing_pipeline/test_index_batch.py     |  82 +++++++++++
 .../test_migrate_legacy_docs.py               | 127 ++++++++++++++++++
 7 files changed, 693 insertions(+)
 create mode 100644 surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
 create mode 100644 surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
 create mode 100644 surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
 create mode 100644 surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
 create mode 100644 surfsense_backend/tests/integration/indexing_pipeline/test_migrate_legacy_docs.py
 create mode 100644 surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
 create mode 100644 surfsense_backend/tests/unit/indexing_pipeline/test_migrate_legacy_docs.py

diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
new file mode 100644
index 000000000..6a60c5cc1
--- /dev/null
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
@@ -0,0 +1,111 @@
+"""Integration tests: Calendar indexer builds ConnectorDocuments that flow through the pipeline."""
+
+import pytest
+from sqlalchemy import select
+
+from app.config import config as app_config
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+_EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+
+pytestmark = pytest.mark.integration
+
+
+def _cal_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+    return ConnectorDocument(
+        title=f"Event {unique_id}",
+        source_markdown=f"## Calendar Event\n\nDetails for {unique_id}",
+        unique_id=unique_id,
+        document_type=DocumentType.GOOGLE_CALENDAR_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=True,
+        fallback_summary=f"Calendar: Event {unique_id}",
+        metadata={
+            "event_id": unique_id,
+            "start_time": "2025-01-15T10:00:00",
+            "end_time": "2025-01-15T11:00:00",
+            "document_type": "Google Calendar Event",
+        },
+    )
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_calendar_pipeline_creates_ready_document(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A Calendar ConnectorDocument flows through prepare + index to a READY document."""
+    space_id = db_search_space.id
+    doc = _cal_doc(
+        unique_id="evt-1",
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=str(db_user.id),
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    prepared = await service.prepare_for_indexing([doc])
+    assert len(prepared) == 1
+
+    await service.index(prepared[0], doc, llm=mocker.Mock())
+
+    result = await db_session.execute(
+        select(Document).filter(Document.search_space_id == space_id)
+    )
+    row = result.scalars().first()
+
+    assert row is not None
+    assert row.document_type == DocumentType.GOOGLE_CALENDAR_CONNECTOR
+    assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_calendar_legacy_doc_migrated(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A legacy Composio Calendar doc is migrated and reused."""
+    space_id = db_search_space.id
+    user_id = str(db_user.id)
+    evt_id = "evt-legacy-cal"
+
+    legacy_hash = compute_identifier_hash(
+        DocumentType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR.value, evt_id, space_id
+    )
+    legacy_doc = Document(
+        title="Old Calendar Event",
+        document_type=DocumentType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR,
+        content="old summary",
+        content_hash=f"ch-{legacy_hash[:12]}",
+        unique_identifier_hash=legacy_hash,
+        source_markdown="## Old event",
+        search_space_id=space_id,
+        created_by_id=user_id,
+        embedding=[0.1] * _EMBEDDING_DIM,
+        status={"state": "ready"},
+    )
+    db_session.add(legacy_doc)
+    await db_session.flush()
+    original_id = legacy_doc.id
+
+    connector_doc = _cal_doc(
+        unique_id=evt_id,
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=user_id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
+
+    result = await db_session.execute(select(Document).filter(Document.id == original_id))
+    row = result.scalars().first()
+
+    assert row.document_type == DocumentType.GOOGLE_CALENDAR_CONNECTOR
+    native_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_CALENDAR_CONNECTOR.value, evt_id, space_id
+    )
+    assert row.unique_identifier_hash == native_hash
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
new file mode 100644
index 000000000..32af0b8c1
--- /dev/null
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
@@ -0,0 +1,110 @@
+"""Integration tests: Drive indexer builds ConnectorDocuments that flow through the pipeline."""
+
+import pytest
+from sqlalchemy import select
+
+from app.config import config as app_config
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+_EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+
+pytestmark = pytest.mark.integration
+
+
+def _drive_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+    return ConnectorDocument(
+        title=f"File {unique_id}.pdf",
+        source_markdown=f"## Document Content\n\nText from file {unique_id}",
+        unique_id=unique_id,
+        document_type=DocumentType.GOOGLE_DRIVE_FILE,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=True,
+        fallback_summary=f"File: {unique_id}.pdf",
+        metadata={
+            "google_drive_file_id": unique_id,
+            "google_drive_file_name": f"{unique_id}.pdf",
+            "document_type": "Google Drive File",
+        },
+    )
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_drive_pipeline_creates_ready_document(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A Drive ConnectorDocument flows through prepare + index to a READY document."""
+    space_id = db_search_space.id
+    doc = _drive_doc(
+        unique_id="file-abc",
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=str(db_user.id),
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    prepared = await service.prepare_for_indexing([doc])
+    assert len(prepared) == 1
+
+    await service.index(prepared[0], doc, llm=mocker.Mock())
+
+    result = await db_session.execute(
+        select(Document).filter(Document.search_space_id == space_id)
+    )
+    row = result.scalars().first()
+
+    assert row is not None
+    assert row.document_type == DocumentType.GOOGLE_DRIVE_FILE
+    assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_drive_legacy_doc_migrated(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A legacy Composio Drive doc is migrated and reused."""
+    space_id = db_search_space.id
+    user_id = str(db_user.id)
+    file_id = "file-legacy-drive"
+
+    legacy_hash = compute_identifier_hash(
+        DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR.value, file_id, space_id
+    )
+    legacy_doc = Document(
+        title="Old Drive File",
+        document_type=DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
+        content="old file summary",
+        content_hash=f"ch-{legacy_hash[:12]}",
+        unique_identifier_hash=legacy_hash,
+        source_markdown="## Old file content",
+        search_space_id=space_id,
+        created_by_id=user_id,
+        embedding=[0.1] * _EMBEDDING_DIM,
+        status={"state": "ready"},
+    )
+    db_session.add(legacy_doc)
+    await db_session.flush()
+    original_id = legacy_doc.id
+
+    connector_doc = _drive_doc(
+        unique_id=file_id,
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=user_id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
+
+    result = await db_session.execute(select(Document).filter(Document.id == original_id))
+    row = result.scalars().first()
+
+    assert row.document_type == DocumentType.GOOGLE_DRIVE_FILE
+    native_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_DRIVE_FILE.value, file_id, space_id
+    )
+    assert row.unique_identifier_hash == native_hash
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
new file mode 100644
index 000000000..d67420cb7
--- /dev/null
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
@@ -0,0 +1,116 @@
+"""Integration tests: Gmail indexer builds ConnectorDocuments that flow through the pipeline."""
+
+import pytest
+from sqlalchemy import select
+
+from app.config import config as app_config
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import (
+    compute_identifier_hash,
+    compute_unique_identifier_hash,
+)
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+_EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+
+pytestmark = pytest.mark.integration
+
+
+def _gmail_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+    """Build a Gmail-style ConnectorDocument like the real indexer does."""
+    return ConnectorDocument(
+        title=f"Subject for {unique_id}",
+        source_markdown=f"## Email\n\nBody of {unique_id}",
+        unique_id=unique_id,
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=True,
+        fallback_summary=f"Gmail: Subject for {unique_id}",
+        metadata={
+            "message_id": unique_id,
+            "from": "sender@example.com",
+            "document_type": "Gmail Message",
+        },
+    )
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_gmail_pipeline_creates_ready_document(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A Gmail ConnectorDocument flows through prepare + index to a READY document."""
+    space_id = db_search_space.id
+    doc = _gmail_doc(
+        unique_id="msg-pipeline-1",
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=str(db_user.id),
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    prepared = await service.prepare_for_indexing([doc])
+    assert len(prepared) == 1
+
+    await service.index(prepared[0], doc, llm=mocker.Mock())
+
+    result = await db_session.execute(
+        select(Document).filter(Document.search_space_id == space_id)
+    )
+    row = result.scalars().first()
+
+    assert row is not None
+    assert row.document_type == DocumentType.GOOGLE_GMAIL_CONNECTOR
+    assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
+    assert row.source_markdown == doc.source_markdown
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_gmail_legacy_doc_migrated_then_reused(
+    db_session, db_search_space, db_connector, db_user, mocker
+):
+    """A legacy Composio Gmail doc is migrated then reused by the pipeline."""
+    space_id = db_search_space.id
+    user_id = str(db_user.id)
+    msg_id = "msg-legacy-gmail"
+
+    legacy_hash = compute_identifier_hash(
+        DocumentType.COMPOSIO_GMAIL_CONNECTOR.value, msg_id, space_id
+    )
+    legacy_doc = Document(
+        title="Old Gmail",
+        document_type=DocumentType.COMPOSIO_GMAIL_CONNECTOR,
+        content="old summary",
+        content_hash=f"ch-{legacy_hash[:12]}",
+        unique_identifier_hash=legacy_hash,
+        source_markdown="## Old content",
+        search_space_id=space_id,
+        created_by_id=user_id,
+        embedding=[0.1] * _EMBEDDING_DIM,
+        status={"state": "ready"},
+    )
+    db_session.add(legacy_doc)
+    await db_session.flush()
+    original_id = legacy_doc.id
+
+    connector_doc = _gmail_doc(
+        unique_id=msg_id,
+        search_space_id=space_id,
+        connector_id=db_connector.id,
+        user_id=user_id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
+
+    prepared = await service.prepare_for_indexing([connector_doc])
+    assert len(prepared) == 1
+    assert prepared[0].id == original_id
+    assert prepared[0].document_type == DocumentType.GOOGLE_GMAIL_CONNECTOR
+
+    native_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_GMAIL_CONNECTOR.value, msg_id, space_id
+    )
+    assert prepared[0].unique_identifier_hash == native_hash
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py b/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
new file mode 100644
index 000000000..a40498769
--- /dev/null
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
@@ -0,0 +1,55 @@
+"""Integration tests for IndexingPipelineService.index_batch()."""
+
+import pytest
+from sqlalchemy import select
+
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+pytestmark = pytest.mark.integration
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_index_batch_creates_ready_documents(
+    db_session, db_search_space, make_connector_document, mocker
+):
+    """index_batch prepares and indexes a batch, resulting in READY documents."""
+    space_id = db_search_space.id
+    docs = [
+        make_connector_document(
+            document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+            unique_id="msg-batch-1",
+            search_space_id=space_id,
+            source_markdown="## Email 1\n\nBody",
+        ),
+        make_connector_document(
+            document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+            unique_id="msg-batch-2",
+            search_space_id=space_id,
+            source_markdown="## Email 2\n\nDifferent body",
+        ),
+    ]
+
+    service = IndexingPipelineService(session=db_session)
+    results = await service.index_batch(docs, llm=mocker.Mock())
+
+    assert len(results) == 2
+
+    result = await db_session.execute(
+        select(Document).filter(Document.search_space_id == space_id)
+    )
+    rows = result.scalars().all()
+    assert len(rows) == 2
+
+    for row in rows:
+        assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
+        assert row.content is not None
+        assert row.embedding is not None
+
+
+@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+async def test_index_batch_empty_returns_empty(db_session, mocker):
+    """index_batch with empty input returns an empty list."""
+    service = IndexingPipelineService(session=db_session)
+    results = await service.index_batch([], llm=mocker.Mock())
+    assert results == []
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_migrate_legacy_docs.py b/surfsense_backend/tests/integration/indexing_pipeline/test_migrate_legacy_docs.py
new file mode 100644
index 000000000..8fc0e7586
--- /dev/null
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_migrate_legacy_docs.py
@@ -0,0 +1,92 @@
+"""Integration tests for IndexingPipelineService.migrate_legacy_docs()."""
+
+import pytest
+from sqlalchemy import select
+
+from app.config import config as app_config
+from app.db import Document, DocumentType
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+_EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+
+pytestmark = pytest.mark.integration
+
+
+async def test_legacy_composio_gmail_doc_migrated_in_db(
+    db_session, db_search_space, db_user, make_connector_document
+):
+    """A Composio Gmail doc in the DB gets its hash and type updated to native."""
+    space_id = db_search_space.id
+    user_id = str(db_user.id)
+    unique_id = "msg-legacy-123"
+
+    legacy_hash = compute_identifier_hash(
+        DocumentType.COMPOSIO_GMAIL_CONNECTOR.value, unique_id, space_id
+    )
+    native_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_GMAIL_CONNECTOR.value, unique_id, space_id
+    )
+
+    legacy_doc = Document(
+        title="Old Gmail",
+        document_type=DocumentType.COMPOSIO_GMAIL_CONNECTOR,
+        content="legacy content",
+        content_hash=f"ch-{legacy_hash[:12]}",
+        unique_identifier_hash=legacy_hash,
+        search_space_id=space_id,
+        created_by_id=user_id,
+        embedding=[0.1] * _EMBEDDING_DIM,
+        status={"state": "ready"},
+    )
+    db_session.add(legacy_doc)
+    await db_session.flush()
+    doc_id = legacy_doc.id
+
+    connector_doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id=unique_id,
+        search_space_id=space_id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
+
+    result = await db_session.execute(select(Document).filter(Document.id == doc_id))
+    reloaded = result.scalars().first()
+
+    assert reloaded.unique_identifier_hash == native_hash
+    assert reloaded.document_type == DocumentType.GOOGLE_GMAIL_CONNECTOR
+
+
+async def test_no_legacy_doc_is_noop(
+    db_session, db_search_space, make_connector_document
+):
+    """When no legacy document exists, migrate_legacy_docs does nothing."""
+    connector_doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_CALENDAR_CONNECTOR,
+        unique_id="evt-no-legacy",
+        search_space_id=db_search_space.id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
+
+    result = await db_session.execute(
+        select(Document).filter(Document.search_space_id == db_search_space.id)
+    )
+    assert result.scalars().all() == []
+
+
+async def test_non_google_type_is_skipped(
+    db_session, db_search_space, make_connector_document
+):
+    """migrate_legacy_docs skips ConnectorDocuments that are not Google types."""
+    connector_doc = make_connector_document(
+        document_type=DocumentType.CLICKUP_CONNECTOR,
+        unique_id="task-1",
+        search_space_id=db_search_space.id,
+    )
+
+    service = IndexingPipelineService(session=db_session)
+    await service.migrate_legacy_docs([connector_doc])
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
new file mode 100644
index 000000000..dcd097d20
--- /dev/null
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
@@ -0,0 +1,82 @@
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+from app.db import Document, DocumentType
+from app.indexing_pipeline.document_hashing import compute_unique_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+pytestmark = pytest.mark.unit
+
+
+@pytest.fixture
+def mock_session():
+    return AsyncMock()
+
+
+@pytest.fixture
+def pipeline(mock_session):
+    return IndexingPipelineService(mock_session)
+
+
+async def test_calls_prepare_then_index_per_document(
+    pipeline, make_connector_document
+):
+    """index_batch calls prepare_for_indexing, then index() for each returned doc."""
+    doc1 = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-1",
+        search_space_id=1,
+    )
+    doc2 = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-2",
+        search_space_id=1,
+    )
+
+    orm1 = MagicMock(spec=Document)
+    orm1.unique_identifier_hash = compute_unique_identifier_hash(doc1)
+    orm2 = MagicMock(spec=Document)
+    orm2.unique_identifier_hash = compute_unique_identifier_hash(doc2)
+
+    mock_llm = MagicMock()
+
+    pipeline.prepare_for_indexing = AsyncMock(return_value=[orm1, orm2])
+    pipeline.index = AsyncMock(side_effect=lambda doc, cdoc, llm: doc)
+
+    results = await pipeline.index_batch([doc1, doc2], mock_llm)
+
+    pipeline.prepare_for_indexing.assert_awaited_once_with([doc1, doc2])
+    assert pipeline.index.await_count == 2
+    assert results == [orm1, orm2]
+
+
+async def test_empty_input_returns_empty(pipeline):
+    """Empty connector_docs list returns empty result."""
+    pipeline.prepare_for_indexing = AsyncMock(return_value=[])
+
+    results = await pipeline.index_batch([], MagicMock())
+
+    assert results == []
+
+
+async def test_skips_document_without_matching_connector_doc(
+    pipeline, make_connector_document
+):
+    """If prepare returns a doc whose hash has no matching ConnectorDocument, it's skipped."""
+    doc1 = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-1",
+        search_space_id=1,
+    )
+
+    orphan_orm = MagicMock(spec=Document)
+    orphan_orm.unique_identifier_hash = "nonexistent-hash"
+
+    pipeline.prepare_for_indexing = AsyncMock(return_value=[orphan_orm])
+    pipeline.index = AsyncMock()
+
+    results = await pipeline.index_batch([doc1], MagicMock())
+
+    pipeline.index.assert_not_awaited()
+    assert results == []
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_migrate_legacy_docs.py b/surfsense_backend/tests/unit/indexing_pipeline/test_migrate_legacy_docs.py
new file mode 100644
index 000000000..9334fe678
--- /dev/null
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_migrate_legacy_docs.py
@@ -0,0 +1,127 @@
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+from app.db import Document, DocumentType
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+pytestmark = pytest.mark.unit
+
+
+@pytest.fixture
+def mock_session():
+    session = AsyncMock()
+    return session
+
+
+@pytest.fixture
+def pipeline(mock_session):
+    return IndexingPipelineService(mock_session)
+
+
+def _make_execute_side_effect(doc_by_hash: dict):
+    """Return a side_effect for session.execute that resolves documents by hash."""
+
+    async def _side_effect(stmt):
+        result = MagicMock()
+        for h, doc in doc_by_hash.items():
+            if h in str(stmt.compile(compile_kwargs={"literal_binds": True})):
+                result.scalars.return_value.first.return_value = doc
+                return result
+        result.scalars.return_value.first.return_value = None
+        return result
+
+    return _side_effect
+
+
+async def test_updates_hash_and_type_for_legacy_document(
+    pipeline, mock_session, make_connector_document
+):
+    """Legacy Composio document gets unique_identifier_hash and document_type updated."""
+    doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-abc",
+        search_space_id=1,
+    )
+
+    legacy_hash = compute_identifier_hash("COMPOSIO_GMAIL_CONNECTOR", "msg-abc", 1)
+    native_hash = compute_identifier_hash("GOOGLE_GMAIL_CONNECTOR", "msg-abc", 1)
+
+    existing = MagicMock(spec=Document)
+    existing.unique_identifier_hash = legacy_hash
+    existing.document_type = DocumentType.COMPOSIO_GMAIL_CONNECTOR
+
+    result_mock = MagicMock()
+    result_mock.scalars.return_value.first.return_value = existing
+    mock_session.execute = AsyncMock(return_value=result_mock)
+
+    await pipeline.migrate_legacy_docs([doc])
+
+    assert existing.unique_identifier_hash == native_hash
+    assert existing.document_type == DocumentType.GOOGLE_GMAIL_CONNECTOR
+    mock_session.commit.assert_awaited_once()
+
+
+async def test_noop_when_no_legacy_document_exists(
+    pipeline, mock_session, make_connector_document
+):
+    """No updates when no legacy Composio document is found in DB."""
+    doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-xyz",
+        search_space_id=1,
+    )
+
+    result_mock = MagicMock()
+    result_mock.scalars.return_value.first.return_value = None
+    mock_session.execute = AsyncMock(return_value=result_mock)
+
+    await pipeline.migrate_legacy_docs([doc])
+
+    mock_session.commit.assert_awaited_once()
+
+
+async def test_skips_non_google_doc_types(
+    pipeline, mock_session, make_connector_document
+):
+    """Non-Google doc types have no legacy mapping and trigger no DB query."""
+    doc = make_connector_document(
+        document_type=DocumentType.SLACK_CONNECTOR,
+        unique_id="slack-123",
+        search_space_id=1,
+    )
+
+    await pipeline.migrate_legacy_docs([doc])
+
+    mock_session.execute.assert_not_awaited()
+    mock_session.commit.assert_awaited_once()
+
+
+async def test_handles_all_three_google_types(
+    pipeline, mock_session, make_connector_document
+):
+    """Each native Google type correctly maps to its Composio legacy type."""
+    mappings = [
+        (DocumentType.GOOGLE_GMAIL_CONNECTOR, "COMPOSIO_GMAIL_CONNECTOR"),
+        (DocumentType.GOOGLE_CALENDAR_CONNECTOR, "COMPOSIO_GOOGLE_CALENDAR_CONNECTOR"),
+        (DocumentType.GOOGLE_DRIVE_FILE, "COMPOSIO_GOOGLE_DRIVE_CONNECTOR"),
+    ]
+    for native_type, expected_legacy in mappings:
+        doc = make_connector_document(
+            document_type=native_type,
+            unique_id="id-1",
+            search_space_id=1,
+        )
+
+        existing = MagicMock(spec=Document)
+        existing.document_type = DocumentType(expected_legacy)
+
+        result_mock = MagicMock()
+        result_mock.scalars.return_value.first.return_value = existing
+        mock_session.execute = AsyncMock(return_value=result_mock)
+        mock_session.commit = AsyncMock()
+
+        await pipeline.migrate_legacy_docs([doc])
+
+        assert existing.document_type == native_type

From c3d5c865fdb18b6ea5c039a2e160a5e4cbdbd64f Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Wed, 25 Mar 2026 18:51:40 +0530
Subject: [PATCH 028/102] fix: update file skipping logic in Google Drive
 indexer

- Modified the `_should_skip_file` function to prevent skipping of documents with a FAILED status, ensuring they are reprocessed even if their content remains unchanged.
- Added a new integration test to verify that FAILED documents are not skipped during the indexing process.
---
 .../google_drive_indexer.py                   |  2 +-
 .../indexing_pipeline/test_drive_pipeline.py  | 59 +++++++++++++++++++
 2 files changed, 60 insertions(+), 1 deletion(-)

diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index 92c074812..af9528bb7 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -149,7 +149,7 @@ async def _should_skip_file(
         return True, f"File renamed: '{old_name}' → '{file_name}'"
 
     if not DocumentStatus.is_state(existing.status, DocumentStatus.READY):
-        existing.status = DocumentStatus.ready()
+        return False, None
     return True, "unchanged"
 
 
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
index 32af0b8c1..77128ebd9 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
@@ -108,3 +108,62 @@ async def test_drive_legacy_doc_migrated(
         DocumentType.GOOGLE_DRIVE_FILE.value, file_id, space_id
     )
     assert row.unique_identifier_hash == native_hash
+
+
+async def test_should_skip_file_does_not_skip_failed_document(
+    db_session, db_search_space, db_user,
+):
+    """A FAILED document with unchanged md5 must NOT be skipped — it needs reprocessing."""
+    import importlib
+    import sys
+    import types
+
+    pkg = "app.tasks.connector_indexers"
+    stub = pkg not in sys.modules
+    if stub:
+        mod = types.ModuleType(pkg)
+        mod.__path__ = ["app/tasks/connector_indexers"]
+        mod.__package__ = pkg
+        sys.modules[pkg] = mod
+
+    try:
+        gdm = importlib.import_module(
+            "app.tasks.connector_indexers.google_drive_indexer"
+        )
+        _should_skip_file = gdm._should_skip_file
+    finally:
+        if stub:
+            sys.modules.pop(pkg, None)
+
+    space_id = db_search_space.id
+    file_id = "file-failed-drive"
+    md5 = "abc123deadbeef"
+
+    doc_hash = compute_identifier_hash(
+        DocumentType.GOOGLE_DRIVE_FILE.value, file_id, space_id
+    )
+    failed_doc = Document(
+        title="Failed File.pdf",
+        document_type=DocumentType.GOOGLE_DRIVE_FILE,
+        content="LLM rate limit exceeded",
+        content_hash=f"ch-{doc_hash[:12]}",
+        unique_identifier_hash=doc_hash,
+        source_markdown="## Real content",
+        search_space_id=space_id,
+        created_by_id=str(db_user.id),
+        embedding=[0.1] * _EMBEDDING_DIM,
+        status=DocumentStatus.failed("LLM rate limit exceeded"),
+        document_metadata={
+            "google_drive_file_id": file_id,
+            "google_drive_file_name": "Failed File.pdf",
+            "md5_checksum": md5,
+        },
+    )
+    db_session.add(failed_doc)
+    await db_session.flush()
+
+    incoming_file = {"id": file_id, "name": "Failed File.pdf", "mimeType": "application/pdf", "md5Checksum": md5}
+
+    should_skip, _msg = await _should_skip_file(db_session, incoming_file, space_id)
+
+    assert not should_skip, "FAILED documents must not be skipped even when content is unchanged"

From 91ad36027dbe32f00dbf1a81a8908564ce3dfab4 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 15:57:20 +0200
Subject: [PATCH 029/102] fix: send clipboard text after page load on first
 open

---
 surfsense_desktop/src/modules/quick-ask.ts | 9 ++++++++-
 1 file changed, 8 insertions(+), 1 deletion(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index 0058a738e..8eb094812 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -62,10 +62,17 @@ export function registerQuickAsk(): void {
     const text = clipboard.readText().trim();
     if (!text) return;
 
+    const isExisting = quickAskWindow && !quickAskWindow.isDestroyed();
     const cursor = screen.getCursorScreenPoint();
     const win = createQuickAskWindow(cursor.x, cursor.y);
 
-    win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
+    if (isExisting) {
+      win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
+    } else {
+      win.webContents.once('did-finish-load', () => {
+        win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
+      });
+    }
   });
 
   if (!ok) {

From 4a5a28805d6ce670d01056c67a47b47c46b3a882 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 16:08:39 +0200
Subject: [PATCH 030/102] start at /dashboard, focus cursor after clipboard
 text

---
 surfsense_desktop/src/modules/window.ts                  | 2 +-
 .../components/assistant-ui/inline-mention-editor.tsx    | 9 ++++++++-
 2 files changed, 9 insertions(+), 2 deletions(-)

diff --git a/surfsense_desktop/src/modules/window.ts b/surfsense_desktop/src/modules/window.ts
index 1b3f3baed..245814cad 100644
--- a/surfsense_desktop/src/modules/window.ts
+++ b/surfsense_desktop/src/modules/window.ts
@@ -33,7 +33,7 @@ export function createMainWindow(): BrowserWindow {
     mainWindow?.show();
   });
 
-  mainWindow.loadURL(`http://localhost:${getServerPort()}/login`);
+  mainWindow.loadURL(`http://localhost:${getServerPort()}/dashboard`);
 
   mainWindow.webContents.setWindowOpenHandler(({ url }) => {
     if (url.startsWith('http://localhost')) {
diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index ab1213a49..ae490cdd0 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -119,9 +119,16 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 
 		useEffect(() => {
 			if (!initialText || !editorRef.current) return;
-			editorRef.current.textContent = initialText;
+			editorRef.current.textContent = initialText + "\n";
 			setIsEmpty(false);
 			onChange?.(initialText, Array.from(mentionedDocs.values()));
+			editorRef.current.focus();
+			const sel = window.getSelection();
+			const range = document.createRange();
+			range.selectNodeContents(editorRef.current);
+			range.collapse(false);
+			sel?.removeAllRanges();
+			sel?.addRange(range);
 		}, [initialText]); // eslint-disable-line react-hooks/exhaustive-deps
 
 		// Focus at the end of the editor

From 227fb014d4695908768687e8cec573dea6b05c89 Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Wed, 25 Mar 2026 12:32:24 +0800
Subject: [PATCH 031/102] fix: add noopener to window.open call in
 AnnouncementToastProvider

Closes #939
---
 .../components/announcements/AnnouncementToastProvider.tsx      | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/surfsense_web/components/announcements/AnnouncementToastProvider.tsx b/surfsense_web/components/announcements/AnnouncementToastProvider.tsx
index 3ae6bf233..6cb1b17e5 100644
--- a/surfsense_web/components/announcements/AnnouncementToastProvider.tsx
+++ b/surfsense_web/components/announcements/AnnouncementToastProvider.tsx
@@ -34,7 +34,7 @@ function showAnnouncementToast(announcement: Announcement) {
 					label: announcement.link.label,
 					onClick: () => {
 						if (announcement.link?.url.startsWith("http")) {
-							window.open(announcement.link.url, "_blank");
+							window.open(announcement.link.url, "_blank", "noopener,noreferrer");
 						} else if (announcement.link?.url) {
 							window.location.href = announcement.link.url;
 						}

From 2a7b50408f5219003c4e6469c9e38bc174f369d9 Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Wed, 25 Mar 2026 12:32:56 +0800
Subject: [PATCH 032/102] fix: add missing type dependency in DocumentTypeChip
 truncation check

Closes #946
---
 .../documents/(manage)/components/DocumentTypeIcon.tsx          | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon.tsx b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon.tsx
index c07f34935..25eeb4cab 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon.tsx
@@ -63,7 +63,7 @@ export function DocumentTypeChip({ type, className }: { type: string; className?
 		checkTruncation();
 		window.addEventListener("resize", checkTruncation);
 		return () => window.removeEventListener("resize", checkTruncation);
-	}, []);
+	}, [type]);
 
 	const chip = (
 		<span

From e9c51a9fba75188d2fd1b83d2f0d1ed2de9a2225 Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Wed, 25 Mar 2026 16:58:46 +0800
Subject: [PATCH 033/102] fix: avoid stale event reference in register page
 retry action

Extract submission logic into submitForm() so the retry toast
action does not capture the original SyntheticEvent, which may
be recycled by React by the time the user clicks retry.

Closes #945
---
 surfsense_web/app/(home)/register/page.tsx | 7 +++++--
 1 file changed, 5 insertions(+), 2 deletions(-)

diff --git a/surfsense_web/app/(home)/register/page.tsx b/surfsense_web/app/(home)/register/page.tsx
index 35fa2b668..96fab2c6a 100644
--- a/surfsense_web/app/(home)/register/page.tsx
+++ b/surfsense_web/app/(home)/register/page.tsx
@@ -43,9 +43,12 @@ export default function RegisterPage() {
 		}
 	}, [router]);
 
-	const handleSubmit = async (e: React.FormEvent) => {
+	const handleSubmit = (e: React.FormEvent) => {
 		e.preventDefault();
+		submitForm();
+	};
 
+	const submitForm = async () => {
 		// Form validation
 		if (password !== confirmPassword) {
 			setError({ title: t("password_mismatch"), message: t("passwords_no_match_desc") });
@@ -140,7 +143,7 @@ export default function RegisterPage() {
 			if (shouldRetry(errorCode)) {
 				toastOptions.action = {
 					label: tCommon("retry"),
-					onClick: () => handleSubmit(e),
+					onClick: () => submitForm(),
 				};
 			}
 

From 97e7e73baf76340c79a47522c2b11f3983aae78a Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Wed, 25 Mar 2026 16:55:26 +0800
Subject: [PATCH 034/102] fix: remove unnecessary useEffect + useState for
 AUTH_TYPE constant

AUTH_TYPE is a static module-level import that never changes.
No need for useState + useEffect; use the constant directly.

Closes #941
---
 surfsense_web/app/(home)/login/LocalLoginForm.tsx | 9 ++-------
 1 file changed, 2 insertions(+), 7 deletions(-)

diff --git a/surfsense_web/app/(home)/login/LocalLoginForm.tsx b/surfsense_web/app/(home)/login/LocalLoginForm.tsx
index 9481976a9..7c85eedbd 100644
--- a/surfsense_web/app/(home)/login/LocalLoginForm.tsx
+++ b/surfsense_web/app/(home)/login/LocalLoginForm.tsx
@@ -5,7 +5,7 @@ import { AnimatePresence, motion } from "motion/react";
 import Link from "next/link";
 import { useRouter } from "next/navigation";
 import { useTranslations } from "next-intl";
-import { useEffect, useState } from "react";
+import { useState } from "react";
 import { loginMutationAtom } from "@/atoms/auth/auth-mutation.atoms";
 import { Spinner } from "@/components/ui/spinner";
 import { getAuthErrorDetails, isNetworkError } from "@/lib/auth-errors";
@@ -25,15 +25,10 @@ export function LocalLoginForm() {
 		title: null,
 		message: null,
 	});
-	const [authType, setAuthType] = useState<string | null>(null);
+	const authType = AUTH_TYPE;
 	const router = useRouter();
 	const [{ mutateAsync: login, isPending: isLoggingIn }] = useAtom(loginMutationAtom);
 
-	useEffect(() => {
-		// Get the auth type from centralized config
-		setAuthType(AUTH_TYPE);
-	}, []);
-
 	const handleSubmit = async (e: React.FormEvent) => {
 		e.preventDefault();
 		setError({ title: null, message: null }); // Clear any previous errors

From e5cabf95e46f75854d56a5ca6eb2315ccce9752b Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Wed, 25 Mar 2026 12:34:30 +0800
Subject: [PATCH 035/102] fix: clean up recursive setTimeout calls in
 onboarding tour

- Add cancelled flag to prevent state updates after unmount in
  checkAndStartTour retry loop
- Store retry timer ID in a ref and clear it on cleanup in
  updateTarget effect

Closes #950
---
 surfsense_web/components/onboarding-tour.tsx | 16 ++++++++++++++--
 1 file changed, 14 insertions(+), 2 deletions(-)

diff --git a/surfsense_web/components/onboarding-tour.tsx b/surfsense_web/components/onboarding-tour.tsx
index 03fad87b6..114a46141 100644
--- a/surfsense_web/components/onboarding-tour.tsx
+++ b/surfsense_web/components/onboarding-tour.tsx
@@ -436,6 +436,7 @@ export function OnboardingTour() {
 	const { resolvedTheme } = useTheme();
 	const pathname = usePathname();
 	const retryCountRef = useRef(0);
+	const retryTimerRef = useRef<ReturnType<typeof setTimeout> | null>(null);
 	const maxRetries = 10;
 	// Track previous user ID to detect user changes
 	const previousUserIdRef = useRef<string | null>(null);
@@ -477,7 +478,7 @@ export function OnboardingTour() {
 			retryCountRef.current = 0;
 		} else if (retryCountRef.current < maxRetries) {
 			retryCountRef.current++;
-			setTimeout(() => {
+			retryTimerRef.current = setTimeout(() => {
 				const retryEl = document.querySelector(currentStep.target);
 				if (retryEl) {
 					setTargetEl(retryEl);
@@ -487,6 +488,10 @@ export function OnboardingTour() {
 				}
 			}, 200);
 		}
+
+		return () => {
+			if (retryTimerRef.current) clearTimeout(retryTimerRef.current);
+		};
 	}, [currentStep]);
 
 	// Check if tour should run: localStorage + data validation with user ID tracking
@@ -556,7 +561,11 @@ export function OnboardingTour() {
 		}
 
 		// User is new and hasn't seen tour - wait for DOM elements and start tour
+		let cancelled = false;
+
 		const checkAndStartTour = () => {
+			if (cancelled) return;
+
 			// Check if all required elements exist
 			const connectorEl = document.querySelector(TOUR_STEPS[0].target);
 			const documentsEl = document.querySelector(TOUR_STEPS[1].target);
@@ -578,7 +587,10 @@ export function OnboardingTour() {
 
 		// Start checking after initial delay
 		const timer = setTimeout(checkAndStartTour, 500);
-		return () => clearTimeout(timer);
+		return () => {
+			cancelled = true;
+			clearTimeout(timer);
+		};
 	}, [mounted, user?.id, searchSpaceId, pathname, threadsData, documentTypeCounts, connectors]);
 
 	// Update position on resize/scroll

From f3d6ae95e1dc1c731e9f36de450a4a64053bcf37 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 16:22:32 +0200
Subject: [PATCH 036/102] fix: pull-based clipboard text and cursor at end with
 br

---
 surfsense_desktop/src/modules/quick-ask.ts    | 21 +++++++++----------
 surfsense_desktop/src/preload.ts              |  8 +------
 .../assistant-ui/inline-mention-editor.tsx    |  4 +++-
 .../components/assistant-ui/thread.tsx        |  2 +-
 surfsense_web/types/window.d.ts               |  2 +-
 5 files changed, 16 insertions(+), 21 deletions(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index 8eb094812..45bfe7c04 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -1,10 +1,11 @@
-import { BrowserWindow, clipboard, globalShortcut, screen } from 'electron';
+import { BrowserWindow, clipboard, globalShortcut, ipcMain, screen } from 'electron';
 import path from 'path';
 import { IPC_CHANNELS } from '../ipc/channels';
 import { getServerPort } from './server';
 
 const SHORTCUT = 'CommandOrControl+Option+S';
 let quickAskWindow: BrowserWindow | null = null;
+let pendingText = '';
 
 function hideQuickAsk(): void {
   if (quickAskWindow && !quickAskWindow.isDestroyed()) {
@@ -62,22 +63,20 @@ export function registerQuickAsk(): void {
     const text = clipboard.readText().trim();
     if (!text) return;
 
-    const isExisting = quickAskWindow && !quickAskWindow.isDestroyed();
+    pendingText = text;
     const cursor = screen.getCursorScreenPoint();
-    const win = createQuickAskWindow(cursor.x, cursor.y);
-
-    if (isExisting) {
-      win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
-    } else {
-      win.webContents.once('did-finish-load', () => {
-        win.webContents.send(IPC_CHANNELS.QUICK_ASK_TEXT, text);
-      });
-    }
+    createQuickAskWindow(cursor.x, cursor.y);
   });
 
   if (!ok) {
     console.log(`Quick-ask: failed to register ${SHORTCUT}`);
   }
+
+  ipcMain.handle(IPC_CHANNELS.QUICK_ASK_TEXT, () => {
+    const text = pendingText;
+    pendingText = '';
+    return text;
+  });
 }
 
 export function unregisterQuickAsk(): void {
diff --git a/surfsense_desktop/src/preload.ts b/surfsense_desktop/src/preload.ts
index ca894d6b3..9c857de1b 100644
--- a/surfsense_desktop/src/preload.ts
+++ b/surfsense_desktop/src/preload.ts
@@ -17,11 +17,5 @@ contextBridge.exposeInMainWorld('electronAPI', {
       ipcRenderer.removeListener(IPC_CHANNELS.DEEP_LINK, listener);
     };
   },
-  onQuickAskText: (callback: (text: string) => void) => {
-    const listener = (_event: unknown, text: string) => callback(text);
-    ipcRenderer.on(IPC_CHANNELS.QUICK_ASK_TEXT, listener);
-    return () => {
-      ipcRenderer.removeListener(IPC_CHANNELS.QUICK_ASK_TEXT, listener);
-    };
-  },
+  getQuickAskText: () => ipcRenderer.invoke(IPC_CHANNELS.QUICK_ASK_TEXT),
 });
diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index ae490cdd0..40bd16f8d 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -119,7 +119,9 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 
 		useEffect(() => {
 			if (!initialText || !editorRef.current) return;
-			editorRef.current.textContent = initialText + "\n";
+			editorRef.current.innerText = initialText;
+			editorRef.current.appendChild(document.createElement("br"));
+			editorRef.current.appendChild(document.createElement("br"));
 			setIsEmpty(false);
 			onChange?.(initialText, Array.from(mentionedDocs.values()));
 			editorRef.current.focus();
diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index eb98fd025..64ec79ef2 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -332,7 +332,7 @@ const Composer: FC = () => {
 
 	const [quickAskText, setQuickAskText] = useState<string | undefined>();
 	useEffect(() => {
-		return window.electronAPI?.onQuickAskText((text) => {
+		window.electronAPI?.getQuickAskText().then((text) => {
 			if (text) setQuickAskText(text);
 		});
 	}, []);
diff --git a/surfsense_web/types/window.d.ts b/surfsense_web/types/window.d.ts
index 6c7e192db..c8b4c004a 100644
--- a/surfsense_web/types/window.d.ts
+++ b/surfsense_web/types/window.d.ts
@@ -10,7 +10,7 @@ interface ElectronAPI {
 	openExternal: (url: string) => void;
 	getAppVersion: () => Promise<string>;
 	onDeepLink: (callback: (url: string) => void) => () => void;
-	onQuickAskText: (callback: (text: string) => void) => () => void;
+	getQuickAskText: () => Promise<string>;
 }
 
 declare global {

From 7cbb67f0dd88f557670b6767c966e50e42dd911c Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 16:35:23 +0200
Subject: [PATCH 037/102] scroll to cursor after inserting clipboard text

---
 .../components/assistant-ui/inline-mention-editor.tsx      | 7 +++++++
 1 file changed, 7 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
index 40bd16f8d..66389cade 100644
--- a/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
+++ b/surfsense_web/components/assistant-ui/inline-mention-editor.tsx
@@ -119,11 +119,13 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 
 		useEffect(() => {
 			if (!initialText || !editorRef.current) return;
+			// Insert the text and add trailing line breaks for typing space
 			editorRef.current.innerText = initialText;
 			editorRef.current.appendChild(document.createElement("br"));
 			editorRef.current.appendChild(document.createElement("br"));
 			setIsEmpty(false);
 			onChange?.(initialText, Array.from(mentionedDocs.values()));
+			// Place cursor at the end of the content
 			editorRef.current.focus();
 			const sel = window.getSelection();
 			const range = document.createRange();
@@ -131,6 +133,11 @@ export const InlineMentionEditor = forwardRef<InlineMentionEditorRef, InlineMent
 			range.collapse(false);
 			sel?.removeAllRanges();
 			sel?.addRange(range);
+			// Scroll to cursor via a temporary anchor element
+			const anchor = document.createElement("span");
+			range.insertNode(anchor);
+			anchor.scrollIntoView({ block: "end" });
+			anchor.remove();
 		}, [initialText]); // eslint-disable-line react-hooks/exhaustive-deps
 
 		// Focus at the end of the editor

From 2ae83e8b289858bc7eec23d909ebd207f017c485 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 17:05:03 +0200
Subject: [PATCH 038/102] keep panel floating, handle window opens, disable
 fullscreen

---
 surfsense_desktop/src/modules/quick-ask.ts | 11 +++++++++--
 1 file changed, 9 insertions(+), 2 deletions(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index 45bfe7c04..81b74d986 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -1,4 +1,4 @@
-import { BrowserWindow, clipboard, globalShortcut, ipcMain, screen } from 'electron';
+import { BrowserWindow, clipboard, globalShortcut, ipcMain, screen, shell } from 'electron';
 import path from 'path';
 import { IPC_CHANNELS } from '../ipc/channels';
 import { getServerPort } from './server';
@@ -28,6 +28,7 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     y,
     type: 'panel',
     resizable: true,
+    fullscreenable: false,
     webPreferences: {
       preload: path.join(__dirname, 'preload.js'),
       contextIsolation: true,
@@ -44,7 +45,13 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     quickAskWindow?.show();
   });
 
-  quickAskWindow.on('blur', hideQuickAsk);
+  quickAskWindow.webContents.setWindowOpenHandler(({ url }) => {
+    if (url.startsWith('http://localhost')) {
+      return { action: 'allow' };
+    }
+    shell.openExternal(url);
+    return { action: 'deny' };
+  });
 
   quickAskWindow.on('closed', () => {
     quickAskWindow = null;

From bbd5ee8a1979c67a4ab43b1cadca904445a4008f Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Wed, 25 Mar 2026 20:35:23 +0530
Subject: [PATCH 039/102] feat: enhance Google Calendar event update
 functionality

- Introduced helper functions `_is_date_only` and `_build_time_body` to streamline the construction of event start and end times for all-day and timed events.
- Refactored the `create_update_calendar_event_tool` to utilize the new helper functions, improving code readability and maintainability.
- Updated the Google Calendar sync service to ensure proper handling of calendar IDs with a default fallback to "primary".
- Modified the ApprovalCard component to simplify the construction of event update arguments, enhancing clarity and reducing redundancy.
---
 .../tools/google_calendar/update_event.py     | 34 +++++++-------
 .../google_calendar/kb_sync_service.py        |  4 +-
 .../hitl-edit-panel/hitl-edit-panel.tsx       |  2 +-
 .../tool-ui/google-calendar/update-event.tsx  | 46 ++++++++++++++-----
 4 files changed, 55 insertions(+), 31 deletions(-)

diff --git a/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py b/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
index 4b57cf2e3..a114c84f4 100644
--- a/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
+++ b/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
@@ -14,6 +14,20 @@ from app.services.google_calendar import GoogleCalendarToolMetadataService
 logger = logging.getLogger(__name__)
 
 
+def _is_date_only(value: str) -> bool:
+    """Return True when *value* looks like a bare date (YYYY-MM-DD) with no time component."""
+    return len(value) <= 10 and "T" not in value
+
+
+def _build_time_body(value: str, context: dict[str, Any] | Any) -> dict[str, str]:
+    """Build a Google Calendar start/end body using ``date`` for all-day
+    events and ``dateTime`` for timed events."""
+    if _is_date_only(value):
+        return {"date": value}
+    tz = context.get("timezone", "UTC") if isinstance(context, dict) else "UTC"
+    return {"dateTime": value, "timeZone": tz}
+
+
 def create_update_calendar_event_tool(
     db_session: AsyncSession | None = None,
     search_space_id: int | None = None,
@@ -255,25 +269,13 @@ def create_update_calendar_event_tool(
             if final_new_summary is not None:
                 update_body["summary"] = final_new_summary
             if final_new_start_datetime is not None:
-                tz = (
-                    context.get("timezone", "UTC")
-                    if isinstance(context, dict)
-                    else "UTC"
+                update_body["start"] = _build_time_body(
+                    final_new_start_datetime, context
                 )
-                update_body["start"] = {
-                    "dateTime": final_new_start_datetime,
-                    "timeZone": tz,
-                }
             if final_new_end_datetime is not None:
-                tz = (
-                    context.get("timezone", "UTC")
-                    if isinstance(context, dict)
-                    else "UTC"
+                update_body["end"] = _build_time_body(
+                    final_new_end_datetime, context
                 )
-                update_body["end"] = {
-                    "dateTime": final_new_end_datetime,
-                    "timeZone": tz,
-                }
             if final_new_description is not None:
                 update_body["description"] = final_new_description
             if final_new_location is not None:
diff --git a/surfsense_backend/app/services/google_calendar/kb_sync_service.py b/surfsense_backend/app/services/google_calendar/kb_sync_service.py
index 59afa116e..3cda02b9b 100644
--- a/surfsense_backend/app/services/google_calendar/kb_sync_service.py
+++ b/surfsense_backend/app/services/google_calendar/kb_sync_service.py
@@ -209,8 +209,8 @@ class GoogleCalendarKBSyncService:
             )
 
             calendar_id = (document.document_metadata or {}).get(
-                "calendar_id", "primary"
-            )
+                "calendar_id"
+            ) or "primary"
             live_event = await loop.run_in_executor(
                 None,
                 lambda: (
diff --git a/surfsense_web/components/hitl-edit-panel/hitl-edit-panel.tsx b/surfsense_web/components/hitl-edit-panel/hitl-edit-panel.tsx
index 25e896842..e8bc1a6cd 100644
--- a/surfsense_web/components/hitl-edit-panel/hitl-edit-panel.tsx
+++ b/surfsense_web/components/hitl-edit-panel/hitl-edit-panel.tsx
@@ -185,7 +185,7 @@ function DateTimePickerField({
 				type="time"
 				value={time}
 				onChange={handleTimeChange}
-				className="w-[120px] text-sm shrink-0 pl-1.5 [&::-webkit-calendar-picker-indicator]:order-first [&::-webkit-calendar-picker-indicator]:mr-1"
+				className="w-[120px] text-sm shrink-0 appearance-none [&::-webkit-calendar-picker-indicator]:hidden [&::-webkit-calendar-picker-indicator]:appearance-none"
 			/>
 		</div>
 	);
diff --git a/surfsense_web/components/tool-ui/google-calendar/update-event.tsx b/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
index cc941bab8..661032628 100644
--- a/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
+++ b/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
@@ -253,6 +253,12 @@ function ApprovalCard({
 		String(effectiveNewDescription ?? "") !== (event?.description ?? "");
 
 	const buildFinalArgs = useCallback(() => {
+		const base = {
+			event_id: event?.event_id,
+			document_id: event?.document_id,
+			connector_id: account?.id,
+		};
+
 		if (pendingEdits) {
 			const attendeesArr = pendingEdits.attendees
 				? pendingEdits.attendees
@@ -260,22 +266,38 @@ function ApprovalCard({
 						.map((e) => e.trim())
 						.filter(Boolean)
 				: null;
+			const origAttendees = event?.attendees?.map((a) => a.email) ?? [];
+
 			return {
-				event_id: event?.event_id,
-				document_id: event?.document_id,
-				connector_id: account?.id,
-				new_summary: pendingEdits.summary || null,
-				new_description: pendingEdits.description || null,
-				new_start_datetime: pendingEdits.start_datetime || null,
-				new_end_datetime: pendingEdits.end_datetime || null,
-				new_location: pendingEdits.location || null,
-				new_attendees: attendeesArr,
+				...base,
+				new_summary:
+					pendingEdits.summary && pendingEdits.summary !== (event?.summary ?? "")
+						? pendingEdits.summary
+						: null,
+				new_description:
+					pendingEdits.description !== (event?.description ?? "")
+						? pendingEdits.description || null
+						: null,
+				new_start_datetime:
+					pendingEdits.start_datetime && pendingEdits.start_datetime !== (event?.start ?? "")
+						? pendingEdits.start_datetime
+						: null,
+				new_end_datetime:
+					pendingEdits.end_datetime && pendingEdits.end_datetime !== (event?.end ?? "")
+						? pendingEdits.end_datetime
+						: null,
+				new_location:
+					pendingEdits.location !== (event?.location ?? "")
+						? pendingEdits.location || null
+						: null,
+				new_attendees:
+					attendeesArr && attendeesArr.join(",") !== origAttendees.join(",")
+						? attendeesArr
+						: null,
 			};
 		}
 		return {
-			event_id: event?.event_id,
-			document_id: event?.document_id,
-			connector_id: account?.id,
+			...base,
 			new_summary: actionArgs.new_summary ?? null,
 			new_description: actionArgs.new_description ?? null,
 			new_start_datetime: actionArgs.new_start_datetime ?? null,

From 743172785da56dbd9a750cd380917dfea480ba0b Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 18:00:00 +0200
Subject: [PATCH 040/102] escape to hide, clamp panel to screen bounds, disable
 maximize

---
 surfsense_desktop/src/modules/quick-ask.ts | 17 ++++++++++++++++-
 1 file changed, 16 insertions(+), 1 deletion(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index 81b74d986..f7753d1d6 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -13,6 +13,15 @@ function hideQuickAsk(): void {
   }
 }
 
+function clampToScreen(x: number, y: number, w: number, h: number): { x: number; y: number } {
+  const display = screen.getDisplayNearestPoint({ x, y });
+  const { x: dx, y: dy, width: dw, height: dh } = display.workArea;
+  return {
+    x: Math.max(dx, Math.min(x, dx + dw - w)),
+    y: Math.max(dy, Math.min(y, dy + dh - h)),
+  };
+}
+
 function createQuickAskWindow(x: number, y: number): BrowserWindow {
   if (quickAskWindow && !quickAskWindow.isDestroyed()) {
     quickAskWindow.setPosition(x, y);
@@ -29,6 +38,7 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     type: 'panel',
     resizable: true,
     fullscreenable: false,
+    maximizable: false,
     webPreferences: {
       preload: path.join(__dirname, 'preload.js'),
       contextIsolation: true,
@@ -45,6 +55,10 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     quickAskWindow?.show();
   });
 
+  quickAskWindow.webContents.on('before-input-event', (_event, input) => {
+    if (input.key === 'Escape') hideQuickAsk();
+  });
+
   quickAskWindow.webContents.setWindowOpenHandler(({ url }) => {
     if (url.startsWith('http://localhost')) {
       return { action: 'allow' };
@@ -72,7 +86,8 @@ export function registerQuickAsk(): void {
 
     pendingText = text;
     const cursor = screen.getCursorScreenPoint();
-    createQuickAskWindow(cursor.x, cursor.y);
+    const pos = clampToScreen(cursor.x, cursor.y, 450, 550);
+    createQuickAskWindow(pos.x, pos.y);
   });
 
   if (!ok) {

From 2af4784e63a7193946a991369f16e6c06a446c59 Mon Sep 17 00:00:00 2001
From: CREDO23 <thierrybakera12@gmail.com>
Date: Wed, 25 Mar 2026 18:26:28 +0200
Subject: [PATCH 041/102] cross-platform panel: toolbar fallback for
 Windows/Linux

---
 surfsense_desktop/src/modules/quick-ask.ts | 4 +++-
 1 file changed, 3 insertions(+), 1 deletion(-)

diff --git a/surfsense_desktop/src/modules/quick-ask.ts b/surfsense_desktop/src/modules/quick-ask.ts
index f7753d1d6..9009099a3 100644
--- a/surfsense_desktop/src/modules/quick-ask.ts
+++ b/surfsense_desktop/src/modules/quick-ask.ts
@@ -35,7 +35,9 @@ function createQuickAskWindow(x: number, y: number): BrowserWindow {
     height: 550,
     x,
     y,
-    type: 'panel',
+    ...(process.platform === 'darwin'
+      ? { type: 'panel' as const }
+      : { type: 'toolbar' as const, alwaysOnTop: true }),
     resizable: true,
     fullscreenable: false,
     maximizable: false,

From f7640671f3dfe96e0432ba8c2df88a38bb9fd6ba Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Thu, 26 Mar 2026 11:49:45 +0800
Subject: [PATCH 042/102] fix: replace router.push with Link for static
 navigation in UserDropdown

Enables route prefetching and follows Next.js best practices.
Removes unused useRouter import.
---
 surfsense_web/components/UserDropdown.tsx | 14 ++++++--------
 1 file changed, 6 insertions(+), 8 deletions(-)

diff --git a/surfsense_web/components/UserDropdown.tsx b/surfsense_web/components/UserDropdown.tsx
index b79ab6e79..197db6287 100644
--- a/surfsense_web/components/UserDropdown.tsx
+++ b/surfsense_web/components/UserDropdown.tsx
@@ -1,7 +1,7 @@
 "use client";
 
 import { BadgeCheck, LogOut } from "lucide-react";
-import { useRouter } from "next/navigation";
+import Link from "next/link";
 import { useState } from "react";
 import { Avatar, AvatarFallback, AvatarImage } from "@/components/ui/avatar";
 import { Button } from "@/components/ui/button";
@@ -27,7 +27,6 @@ export function UserDropdown({
 		avatar: string;
 	};
 }) {
-	const router = useRouter();
 	const [isLoggingOut, setIsLoggingOut] = useState(false);
 
 	const handleLogout = async () => {
@@ -75,12 +74,11 @@ export function UserDropdown({
 				</DropdownMenuLabel>
 				<DropdownMenuSeparator />
 				<DropdownMenuGroup>
-					<DropdownMenuItem
-						onClick={() => router.push(`/dashboard/api-key`)}
-						className="text-xs md:text-sm"
-					>
-						<BadgeCheck className="mr-2 h-3.5 w-3.5 md:h-4 md:w-4" />
-						API Key
+					<DropdownMenuItem asChild className="text-xs md:text-sm">
+						<Link href="/dashboard/api-key">
+							<BadgeCheck className="mr-2 h-3.5 w-3.5 md:h-4 md:w-4" />
+							API Key
+						</Link>
 					</DropdownMenuItem>
 				</DropdownMenuGroup>
 				<DropdownMenuSeparator />

From 3d762ccf6216bac059079b513c63472cfd19c861 Mon Sep 17 00:00:00 2001
From: likiosliu <likiosliu@gmail.com>
Date: Thu, 26 Mar 2026 11:50:39 +0800
Subject: [PATCH 043/102] fix: remove unnecessary "use client" from pure
 presentational components

These components only render JSX with props and don't use hooks,
event handlers, or browser APIs.
---
 surfsense_web/app/docs/sidebar-separator.tsx                    | 2 --
 surfsense_web/components/Logo.tsx                               | 2 --
 .../components/announcements/AnnouncementsEmptyState.tsx        | 2 --
 .../public-chat-snapshots/public-chat-snapshots-empty-state.tsx | 2 --
 4 files changed, 8 deletions(-)

diff --git a/surfsense_web/app/docs/sidebar-separator.tsx b/surfsense_web/app/docs/sidebar-separator.tsx
index 36fff09a4..ceb56b160 100644
--- a/surfsense_web/app/docs/sidebar-separator.tsx
+++ b/surfsense_web/app/docs/sidebar-separator.tsx
@@ -1,5 +1,3 @@
-"use client";
-
 import type { Separator } from "fumadocs-core/page-tree";
 
 export function SidebarSeparator({ item }: { item: Separator }) {
diff --git a/surfsense_web/components/Logo.tsx b/surfsense_web/components/Logo.tsx
index 76446ca59..121185757 100644
--- a/surfsense_web/components/Logo.tsx
+++ b/surfsense_web/components/Logo.tsx
@@ -1,5 +1,3 @@
-"use client";
-
 import Image from "next/image";
 import Link from "next/link";
 import { cn } from "@/lib/utils";
diff --git a/surfsense_web/components/announcements/AnnouncementsEmptyState.tsx b/surfsense_web/components/announcements/AnnouncementsEmptyState.tsx
index b4551f56a..9ed1ea45d 100644
--- a/surfsense_web/components/announcements/AnnouncementsEmptyState.tsx
+++ b/surfsense_web/components/announcements/AnnouncementsEmptyState.tsx
@@ -1,5 +1,3 @@
-"use client";
-
 import { BellOff } from "lucide-react";
 
 export function AnnouncementsEmptyState() {
diff --git a/surfsense_web/components/public-chat-snapshots/public-chat-snapshots-empty-state.tsx b/surfsense_web/components/public-chat-snapshots/public-chat-snapshots-empty-state.tsx
index 4bb295217..4a4a57770 100644
--- a/surfsense_web/components/public-chat-snapshots/public-chat-snapshots-empty-state.tsx
+++ b/surfsense_web/components/public-chat-snapshots/public-chat-snapshots-empty-state.tsx
@@ -1,5 +1,3 @@
-"use client";
-
 import { Link2Off } from "lucide-react";
 
 interface PublicChatSnapshotsEmptyStateProps {

From 2cf6866c10e7e7219ffcf205b33744972dbed866 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 11:59:04 +0200
Subject: [PATCH 044/102] Add loader on new chat route

---
 .../new-chat/[[...chat_id]]/page.tsx          | 38 ++--------------
 .../[search_space_id]/new-chat/loading.tsx    | 45 +++++++++++++++++++
 2 files changed, 48 insertions(+), 35 deletions(-)
 create mode 100644 surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx

diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
index 8578d2dcb..1cbfca2df 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
@@ -74,6 +74,7 @@ import {
 	trackChatMessageSent,
 	trackChatResponseReceived,
 } from "@/lib/posthog/events";
+import Loading from "../loading";
 
 /**
  * After a tool produces output, mark any previously-decided interrupt tool
@@ -1527,40 +1528,7 @@ export default function NewChatPage() {
 	// Show loading state only when loading an existing thread
 	if (isInitializing) {
 		return (
-			<div className="flex h-[calc(100dvh-64px)] flex-col bg-main-panel px-4">
-				<div className="mx-auto w-full max-w-[44rem] flex flex-1 flex-col gap-6 py-8">
-					{/* User message */}
-					<div className="flex justify-end">
-						<Skeleton className="h-12 w-56 rounded-2xl" />
-					</div>
-
-					{/* Assistant message */}
-					<div className="flex flex-col gap-2">
-						<Skeleton className="h-4 w-full" />
-						<Skeleton className="h-4 w-[85%]" />
-						<Skeleton className="h-4 w-[70%]" />
-					</div>
-
-					{/* User message */}
-					<div className="flex justify-end">
-						<Skeleton className="h-12 w-40 rounded-2xl" />
-					</div>
-
-					{/* Assistant message */}
-					<div className="flex flex-col gap-2">
-						<Skeleton className="h-4 w-full" />
-						<Skeleton className="h-4 w-[90%]" />
-						<Skeleton className="h-4 w-[60%]" />
-					</div>
-				</div>
-
-				{/* Input bar */}
-				<div className="sticky bottom-0 pb-6 bg-main-panel">
-					<div className="mx-auto w-full max-w-[44rem]">
-						<Skeleton className="h-24 w-full rounded-2xl" />
-					</div>
-				</div>
-			</div>
+			<Loading />
 		);
 	}
 
@@ -1597,4 +1565,4 @@ export default function NewChatPage() {
 			</div>
 		</AssistantRuntimeProvider>
 	);
-}
+}
\ No newline at end of file
diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
new file mode 100644
index 000000000..1f47fb95a
--- /dev/null
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
@@ -0,0 +1,45 @@
+import { Skeleton } from "@/components/ui/skeleton";
+
+export default function Loading() {
+  return (
+    <div className="flex h-[calc(100dvh-64px)] flex-col bg-main-panel px-4">
+      <div className="mx-auto w-full max-w-[44rem] flex flex-1 flex-col gap-6 py-8">
+        {/* User message */}
+        <div className="flex justify-end">
+          <Skeleton className="h-12 w-56 rounded-2xl" />
+        </div>
+
+        {/* Assistant message */}
+        <div className="flex flex-col gap-2">
+          <Skeleton className="h-4 w-full" />
+          <Skeleton className="h-4 w-[85%]" />
+          <Skeleton className="h-18 w-[40%]" />
+        </div>
+
+        {/* User message */}
+        <div className="flex gap-2 justify-end">
+          <Skeleton className="h-12 w-72 rounded-2xl" />
+        </div>
+
+        {/* Assistant message */}
+        <div className="flex flex-col gap-2">
+          <Skeleton className="h-10 w-[30%]" />
+          <Skeleton className="h-4 w-[90%]" />
+          <Skeleton className="h-6 w-[60%]" />
+        </div>
+
+        {/* User message */}
+        <div className="flex gap-2 justify-end">
+          <Skeleton className="h-12 w-96 rounded-2xl" />
+        </div>
+      </div>
+
+      {/* Input bar */}
+      <div className="sticky bottom-0 pb-6 bg-main-panel">
+        <div className="mx-auto w-full max-w-[44rem]">
+          <Skeleton className="h-24 w-full rounded-2xl" />
+        </div>
+      </div>
+    </div>
+  );
+}

From 80ede9849ab5feed4c0cb3be0935422315811d1f Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 12:19:18 +0200
Subject: [PATCH 045/102] Add loading od logs route

---
 .../[search_space_id]/logs/loading.tsx        | 136 ++++++++++++++++++
 1 file changed, 136 insertions(+)
 create mode 100644 surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx

diff --git a/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx
new file mode 100644
index 000000000..318c2836b
--- /dev/null
+++ b/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx
@@ -0,0 +1,136 @@
+"use client";
+
+import { motion } from "motion/react";
+import { Skeleton } from "@/components/ui/skeleton";
+
+export default function Loading() {
+  return (
+    <motion.div
+      initial={{ opacity: 0, y: 20 }}
+      animate={{ opacity: 1, y: 0 }}
+      transition={{ duration: 0.3 }}
+      className="w-full px-6 py-4 space-y-6 min-h-[calc(100vh-64px)]"
+    >
+      {/* Summary Dashboard Skeleton */}
+      <motion.div
+        className="grid grid-cols-1 md:grid-cols-2 lg:grid-cols-4 gap-4"
+        initial={{ opacity: 0 }}
+        animate={{ opacity: 1 }}
+      >
+        {[...Array(4)].map((_, i) => (
+          <div key={i} className="rounded-lg border p-4">
+            <div className="flex flex-row items-center justify-between space-y-0 pb-2">
+              <Skeleton className="h-4 w-24" />
+              <Skeleton className="h-4 w-4 rounded-full" />
+            </div>
+            <div className="space-y-2">
+              <Skeleton className="h-8 w-16" />
+              <Skeleton className="h-3 w-32" />
+            </div>
+          </div>
+        ))}
+      </motion.div>
+
+      {/* Header Section Skeleton */}
+      <motion.div
+        className="flex items-center justify-between"
+        initial={{ opacity: 0, y: 10 }}
+        animate={{ opacity: 1, y: 0 }}
+        transition={{ delay: 0.1 }}
+      >
+        <div className="space-y-2">
+          <Skeleton className="h-8 w-48" />
+          <Skeleton className="h-4 w-64" />
+        </div>
+        <Skeleton className="h-9 w-24" />
+      </motion.div>
+
+      {/* Filters Skeleton */}
+      <motion.div
+        className="flex flex-wrap items-center justify-start gap-3 w-full"
+        initial={{ opacity: 0, y: 10 }}
+        animate={{ opacity: 1, y: 0 }}
+        transition={{ delay: 0.2 }}
+      >
+        <div className="flex items-center gap-3 flex-wrap w-full sm:w-auto">
+          <Skeleton className="h-9 w-full sm:w-60" />
+          <Skeleton className="h-9 w-24" />
+          <Skeleton className="h-9 w-24" />
+          <Skeleton className="h-9 w-20" />
+        </div>
+      </motion.div>
+
+      {/* Table Skeleton */}
+      <motion.div
+        className="rounded-md border overflow-hidden"
+        initial={{ opacity: 0, y: 20 }}
+        animate={{ opacity: 1, y: 0 }}
+        transition={{ delay: 0.3 }}
+      >
+        {/* Table Header */}
+        <div className="border-b bg-muted/50 px-4 py-3 flex items-center gap-4">
+          <Skeleton className="h-4 w-4" />
+          <Skeleton className="h-4 w-16" />
+          <Skeleton className="h-4 w-20" />
+          <Skeleton className="h-4 w-24" />
+          <Skeleton className="h-4 flex-1" />
+          <Skeleton className="h-4 w-24" />
+          <Skeleton className="h-4 w-8" />
+        </div>
+
+        {/* Table Rows */}
+        {[...Array(6)].map((_, i) => (
+          <div
+            key={i}
+            className="border-b px-4 py-3 flex items-center gap-4 hover:bg-muted/50"
+          >
+            <Skeleton className="h-4 w-4" />
+            <Skeleton className="h-6 w-12 rounded-full" />
+            <Skeleton className="h-6 w-16 rounded-full" />
+            <div className="flex items-center gap-2">
+              <Skeleton className="h-4 w-4" />
+              <Skeleton className="h-4 w-20" />
+            </div>
+            <div className="flex-1 space-y-1">
+              <Skeleton className="h-4 w-32" />
+              <Skeleton className="h-3 w-48" />
+            </div>
+            <div className="space-y-1">
+              <Skeleton className="h-3 w-24" />
+              <Skeleton className="h-3 w-20" />
+            </div>
+            <Skeleton className="h-8 w-8" />
+          </div>
+        ))}
+      </motion.div>
+
+      {/* Pagination Skeleton */}
+      <div className="flex items-center justify-between gap-8 mt-4">
+        <motion.div
+          className="flex items-center gap-3"
+          initial={{ opacity: 0, x: -20 }}
+          animate={{ opacity: 1, x: 0 }}
+        >
+          <Skeleton className="h-4 w-20 max-sm:sr-only" />
+          <Skeleton className="h-9 w-16" />
+        </motion.div>
+
+        <motion.div
+          className="flex grow justify-end"
+          initial={{ opacity: 0 }}
+          animate={{ opacity: 1 }}
+          transition={{ delay: 0.2 }}
+        >
+          <Skeleton className="h-4 w-40" />
+        </motion.div>
+
+        <div className="flex items-center gap-2">
+          <Skeleton className="h-9 w-9" />
+          <Skeleton className="h-9 w-9" />
+          <Skeleton className="h-9 w-9" />
+          <Skeleton className="h-9 w-9" />
+        </div>
+      </div>
+    </motion.div>
+  );
+}

From d535851ad51ad574fd99664ec553c13786b0e5b5 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 12:44:46 +0200
Subject: [PATCH 046/102] Add loader to more-pages route

---
 .../dashboard/[search_space_id]/more-pages/loading.tsx | 10 ++++++++++
 1 file changed, 10 insertions(+)
 create mode 100644 surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx

diff --git a/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx
new file mode 100644
index 000000000..9a0c45f3f
--- /dev/null
+++ b/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx
@@ -0,0 +1,10 @@
+import { Skeleton } from "@/components/ui/skeleton";
+
+export default function Loading() {
+  return (
+    <div className="flex flex-1 flex-col items-center justify-center gap-4 p-4">
+      <Skeleton className="h-4 w-64" />
+      <Skeleton className="h-32 w-full max-w-2xl rounded-xl" />
+    </div>
+  );
+}

From e4d5c119ef6879aa9a58ef59140b36e00695b8f1 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 13:33:29 +0200
Subject: [PATCH 047/102] fix: convert public chat page to server component

---
 surfsense_web/app/public/[token]/page.tsx | 14 +++++++-------
 1 file changed, 7 insertions(+), 7 deletions(-)

diff --git a/surfsense_web/app/public/[token]/page.tsx b/surfsense_web/app/public/[token]/page.tsx
index 530664ac6..10cd19732 100644
--- a/surfsense_web/app/public/[token]/page.tsx
+++ b/surfsense_web/app/public/[token]/page.tsx
@@ -1,11 +1,11 @@
-"use client";
-
-import { useParams } from "next/navigation";
 import { PublicChatView } from "@/components/public-chat/public-chat-view";
 
-export default function PublicChatPage() {
-	const params = useParams();
-	const token = params.token as string;
+export default async function PublicChatPage({
+  params,
+}: {
+  params: Promise<{ token: string }>;
+}) {
+  const { token } = await params;
 
-	return <PublicChatView shareToken={token} />;
+  return <PublicChatView shareToken={token} />;
 }

From f00f7826ed09c94d32ee85fc75cd101946dec133 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 15:11:39 +0200
Subject: [PATCH 048/102] fix: improve semantics and structure of settings
 forms in GeneralSettingsManager and PromptConfigManager

---
 .../settings/general-settings-manager.tsx     | 300 ++++++++-------
 .../settings/prompt-config-manager.tsx        | 344 ++++++++++--------
 2 files changed, 350 insertions(+), 294 deletions(-)

diff --git a/surfsense_web/components/settings/general-settings-manager.tsx b/surfsense_web/components/settings/general-settings-manager.tsx
index a9482001d..8a847b629 100644
--- a/surfsense_web/components/settings/general-settings-manager.tsx
+++ b/surfsense_web/components/settings/general-settings-manager.tsx
@@ -9,160 +9,190 @@ import { toast } from "sonner";
 import { updateSearchSpaceMutationAtom } from "@/atoms/search-spaces/search-space-mutation.atoms";
 import { Alert, AlertDescription } from "@/components/ui/alert";
 import { Button } from "@/components/ui/button";
-import { Card, CardContent, CardDescription, CardHeader, CardTitle } from "@/components/ui/card";
+import {
+  Card,
+  CardContent,
+  CardDescription,
+  CardHeader,
+  CardTitle,
+} from "@/components/ui/card";
 import { Input } from "@/components/ui/input";
 import { Label } from "@/components/ui/label";
 import { Skeleton } from "@/components/ui/skeleton";
 import { searchSpacesApiService } from "@/lib/apis/search-spaces-api.service";
 import { cacheKeys } from "@/lib/query-client/cache-keys";
+import { Spinner } from "../ui/spinner";
 
 interface GeneralSettingsManagerProps {
-	searchSpaceId: number;
+  searchSpaceId: number;
 }
 
-export function GeneralSettingsManager({ searchSpaceId }: GeneralSettingsManagerProps) {
-	const t = useTranslations("searchSpaceSettings");
-	const tCommon = useTranslations("common");
-	const {
-		data: searchSpace,
-		isLoading: loading,
-		refetch: fetchSearchSpace,
-	} = useQuery({
-		queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
-		queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
-		enabled: !!searchSpaceId,
-	});
+export function GeneralSettingsManager({
+  searchSpaceId,
+}: GeneralSettingsManagerProps) {
+  const t = useTranslations("searchSpaceSettings");
+  const tCommon = useTranslations("common");
+  const {
+    data: searchSpace,
+    isLoading: loading,
+    refetch: fetchSearchSpace,
+  } = useQuery({
+    queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
+    queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
+    enabled: !!searchSpaceId,
+  });
 
-	const { mutateAsync: updateSearchSpace } = useAtomValue(updateSearchSpaceMutationAtom);
+  const { mutateAsync: updateSearchSpace } = useAtomValue(
+    updateSearchSpaceMutationAtom,
+  );
 
-	const [name, setName] = useState("");
-	const [description, setDescription] = useState("");
-	const [saving, setSaving] = useState(false);
-	const [hasChanges, setHasChanges] = useState(false);
+  const [name, setName] = useState("");
+  const [description, setDescription] = useState("");
+  const [saving, setSaving] = useState(false);
+  const [hasChanges, setHasChanges] = useState(false);
 
-	// Initialize state from fetched search space
-	useEffect(() => {
-		if (searchSpace) {
-			setName(searchSpace.name || "");
-			setDescription(searchSpace.description || "");
-			setHasChanges(false);
-		}
-	}, [searchSpace]);
+  // Initialize state from fetched search space
+  useEffect(() => {
+    if (searchSpace) {
+      setName(searchSpace.name || "");
+      setDescription(searchSpace.description || "");
+      setHasChanges(false);
+    }
+  }, [searchSpace]);
 
-	// Track changes
-	useEffect(() => {
-		if (searchSpace) {
-			const currentName = searchSpace.name || "";
-			const currentDescription = searchSpace.description || "";
-			const changed = currentName !== name || currentDescription !== description;
-			setHasChanges(changed);
-		}
-	}, [searchSpace, name, description]);
+  // Track changes
+  useEffect(() => {
+    if (searchSpace) {
+      const currentName = searchSpace.name || "";
+      const currentDescription = searchSpace.description || "";
+      const changed =
+        currentName !== name || currentDescription !== description;
+      setHasChanges(changed);
+    }
+  }, [searchSpace, name, description]);
 
-	const handleSave = async () => {
-		try {
-			setSaving(true);
+  const handleSave = async () => {
+    try {
+      setSaving(true);
 
-			await updateSearchSpace({
-				id: searchSpaceId,
-				data: {
-					name: name.trim(),
-					description: description.trim() || undefined,
-				},
-			});
+      await updateSearchSpace({
+        id: searchSpaceId,
+        data: {
+          name: name.trim(),
+          description: description.trim() || undefined,
+        },
+      });
 
-			setHasChanges(false);
-			await fetchSearchSpace();
-		} catch (error: any) {
-			console.error("Error saving search space details:", error);
-			toast.error(error.message || "Failed to save search space details");
-		} finally {
-			setSaving(false);
-		}
-	};
+      setHasChanges(false);
+      await fetchSearchSpace();
+    } catch (error: any) {
+      console.error("Error saving search space details:", error);
+      toast.error(error.message || "Failed to save search space details");
+    } finally {
+      setSaving(false);
+    }
+  };
 
-	if (loading) {
-		return (
-			<div className="space-y-4 md:space-y-6">
-				<Card>
-					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-						<Skeleton className="h-5 md:h-6 w-36 md:w-48" />
-						<Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
-					</CardHeader>
-					<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-						<Skeleton className="h-10 md:h-12 w-full" />
-						<Skeleton className="h-10 md:h-12 w-full" />
-					</CardContent>
-				</Card>
-			</div>
-		);
-	}
+  const onSubmit = (e: React.FormEvent) => {
+    e.preventDefault();
+    handleSave();
+  };
 
-	return (
-		<div className="space-y-4 md:space-y-6">
-			<Alert className="bg-muted/50 py-3 md:py-4">
-				<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-				<AlertDescription className="text-xs md:text-sm">
-					Update your search space name and description. These details help identify and organize
-					your workspace.
-				</AlertDescription>
-			</Alert>
+  if (loading) {
+    return (
+      <div className="space-y-4 md:space-y-6">
+        <Card>
+          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+            <Skeleton className="h-5 md:h-6 w-36 md:w-48" />
+            <Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
+          </CardHeader>
+          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+            <Skeleton className="h-10 md:h-12 w-full" />
+            <Skeleton className="h-10 md:h-12 w-full" />
+          </CardContent>
+        </Card>
+      </div>
+    );
+  }
 
-			{/* Search Space Details Card */}
-			<Card>
-				<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-					<CardTitle className="text-base md:text-lg">Search Space Details</CardTitle>
-					<CardDescription className="text-xs md:text-sm">
-						Manage the basic information for this search space.
-					</CardDescription>
-				</CardHeader>
-				<CardContent className="space-y-4 md:space-y-5 px-3 md:px-6 pb-3 md:pb-6">
-					<div className="space-y-1.5 md:space-y-2">
-						<Label htmlFor="search-space-name" className="text-sm md:text-base font-medium">
-							{t("general_name_label")}
-						</Label>
-						<Input
-							id="search-space-name"
-							placeholder={t("general_name_placeholder")}
-							value={name}
-							onChange={(e) => setName(e.target.value)}
-							className="text-sm md:text-base h-9 md:h-10"
-						/>
-						<p className="text-[10px] md:text-xs text-muted-foreground">
-							{t("general_name_description")}
-						</p>
-					</div>
+  return (
+    <div className="space-y-4 md:space-y-6">
+      <Alert className="bg-muted/50 py-3 md:py-4">
+        <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+        <AlertDescription className="text-xs md:text-sm">
+          Update your search space name and description. These details help
+          identify and organize your workspace.
+        </AlertDescription>
+      </Alert>
 
-					<div className="space-y-1.5 md:space-y-2">
-						<Label htmlFor="search-space-description" className="text-sm md:text-base font-medium">
-							{t("general_description_label")}{" "}
-							<span className="text-muted-foreground font-normal">({tCommon("optional")})</span>
-						</Label>
-						<Input
-							id="search-space-description"
-							placeholder={t("general_description_placeholder")}
-							value={description}
-							onChange={(e) => setDescription(e.target.value)}
-							className="text-sm md:text-base h-9 md:h-10"
-						/>
-						<p className="text-[10px] md:text-xs text-muted-foreground">
-							{t("general_description_description")}
-						</p>
-					</div>
-				</CardContent>
-			</Card>
+      {/* Search Space Details Card */}
+      <form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
+        <Card>
+          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+            <CardTitle className="text-base md:text-lg">
+              Search Space Details
+            </CardTitle>
+            <CardDescription className="text-xs md:text-sm">
+              Manage the basic information for this search space.
+            </CardDescription>
+          </CardHeader>
+          <CardContent className="space-y-4 md:space-y-5 px-3 md:px-6 pb-3 md:pb-6">
+            <div className="space-y-1.5 md:space-y-2">
+              <Label
+                htmlFor="search-space-name"
+                className="text-sm md:text-base font-medium"
+              >
+                {t("general_name_label")}
+              </Label>
+              <Input
+                id="search-space-name"
+                placeholder={t("general_name_placeholder")}
+                value={name}
+                onChange={(e) => setName(e.target.value)}
+                className="text-sm md:text-base h-9 md:h-10"
+              />
+              <p className="text-[10px] md:text-xs text-muted-foreground">
+                {t("general_name_description")}
+              </p>
+            </div>
 
-			{/* Action Buttons */}
-			<div className="flex justify-end pt-3 md:pt-4">
-				<Button
-					variant="outline"
-					onClick={handleSave}
-					disabled={!hasChanges || saving || !name.trim()}
-					className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
-				>
-					{saving ? t("general_saving") : t("general_save")}
-				</Button>
-			</div>
-		</div>
-	);
+            <div className="space-y-1.5 md:space-y-2">
+              <Label
+                htmlFor="search-space-description"
+                className="text-sm md:text-base font-medium"
+              >
+                {t("general_description_label")}{" "}
+                <span className="text-muted-foreground font-normal">
+                  ({tCommon("optional")})
+                </span>
+              </Label>
+              <Input
+                id="search-space-description"
+                placeholder={t("general_description_placeholder")}
+                value={description}
+                onChange={(e) => setDescription(e.target.value)}
+                className="text-sm md:text-base h-9 md:h-10"
+              />
+              <p className="text-[10px] md:text-xs text-muted-foreground">
+                {t("general_description_description")}
+              </p>
+            </div>
+          </CardContent>
+        </Card>
+
+        {/* Action Buttons */}
+        <div className="flex justify-end pt-3 md:pt-4">
+          <Button
+            type="submit"
+            variant="outline"
+            disabled={!hasChanges || saving || !name.trim()}
+            className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
+          >
+            {saving ? <Spinner size="sm" /> : null}
+            {saving ? t("general_saving") : t("general_save")}
+          </Button>
+        </div>
+      </form>
+    </div>
+  );
 }
diff --git a/surfsense_web/components/settings/prompt-config-manager.tsx b/surfsense_web/components/settings/prompt-config-manager.tsx
index b9c9c2fc8..dc3a15a7d 100644
--- a/surfsense_web/components/settings/prompt-config-manager.tsx
+++ b/surfsense_web/components/settings/prompt-config-manager.tsx
@@ -6,187 +6,213 @@ import { useEffect, useState } from "react";
 import { toast } from "sonner";
 import { Alert, AlertDescription } from "@/components/ui/alert";
 import { Button } from "@/components/ui/button";
-import { Card, CardContent, CardDescription, CardHeader, CardTitle } from "@/components/ui/card";
+import {
+  Card,
+  CardContent,
+  CardDescription,
+  CardHeader,
+  CardTitle,
+} from "@/components/ui/card";
 import { Label } from "@/components/ui/label";
 import { Skeleton } from "@/components/ui/skeleton";
 import { Textarea } from "@/components/ui/textarea";
 import { searchSpacesApiService } from "@/lib/apis/search-spaces-api.service";
 import { authenticatedFetch } from "@/lib/auth-utils";
 import { cacheKeys } from "@/lib/query-client/cache-keys";
+import { Spinner } from "../ui/spinner";
 
 interface PromptConfigManagerProps {
-	searchSpaceId: number;
+  searchSpaceId: number;
 }
 
-export function PromptConfigManager({ searchSpaceId }: PromptConfigManagerProps) {
-	const {
-		data: searchSpace,
-		isLoading: loading,
-		refetch: fetchSearchSpace,
-	} = useQuery({
-		queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
-		queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
-		enabled: !!searchSpaceId,
-	});
+export function PromptConfigManager({
+  searchSpaceId,
+}: PromptConfigManagerProps) {
+  const {
+    data: searchSpace,
+    isLoading: loading,
+    refetch: fetchSearchSpace,
+  } = useQuery({
+    queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
+    queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
+    enabled: !!searchSpaceId,
+  });
 
-	const [customInstructions, setCustomInstructions] = useState("");
-	const [saving, setSaving] = useState(false);
-	const [hasChanges, setHasChanges] = useState(false);
+  const [customInstructions, setCustomInstructions] = useState("");
+  const [saving, setSaving] = useState(false);
+  const [hasChanges, setHasChanges] = useState(false);
 
-	// Initialize state from fetched search space
-	useEffect(() => {
-		if (searchSpace) {
-			setCustomInstructions(searchSpace.qna_custom_instructions || "");
-			setHasChanges(false);
-		}
-	}, [searchSpace]);
+  // Initialize state from fetched search space
+  useEffect(() => {
+    if (searchSpace) {
+      setCustomInstructions(searchSpace.qna_custom_instructions || "");
+      setHasChanges(false);
+    }
+  }, [searchSpace]);
 
-	// Track changes
-	useEffect(() => {
-		if (searchSpace) {
-			const currentCustom = searchSpace.qna_custom_instructions || "";
-			const changed = currentCustom !== customInstructions;
-			setHasChanges(changed);
-		}
-	}, [searchSpace, customInstructions]);
+  // Track changes
+  useEffect(() => {
+    if (searchSpace) {
+      const currentCustom = searchSpace.qna_custom_instructions || "";
+      const changed = currentCustom !== customInstructions;
+      setHasChanges(changed);
+    }
+  }, [searchSpace, customInstructions]);
 
-	const handleSave = async () => {
-		try {
-			setSaving(true);
+  const handleSave = async () => {
+    try {
+      setSaving(true);
 
-			const payload = {
-				qna_custom_instructions: customInstructions.trim() || "",
-			};
+      const payload = {
+        qna_custom_instructions: customInstructions.trim() || "",
+      };
 
-			const response = await authenticatedFetch(
-				`${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/searchspaces/${searchSpaceId}`,
-				{
-					method: "PUT",
-					headers: { "Content-Type": "application/json" },
-					body: JSON.stringify(payload),
-				}
-			);
+      const response = await authenticatedFetch(
+        `${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/searchspaces/${searchSpaceId}`,
+        {
+          method: "PUT",
+          headers: { "Content-Type": "application/json" },
+          body: JSON.stringify(payload),
+        },
+      );
 
-			if (!response.ok) {
-				const errorData = await response.json().catch(() => ({}));
-				throw new Error(errorData.detail || "Failed to save system instructions");
-			}
+      if (!response.ok) {
+        const errorData = await response.json().catch(() => ({}));
+        throw new Error(
+          errorData.detail || "Failed to save system instructions",
+        );
+      }
 
-			toast.success("System instructions saved successfully");
-			setHasChanges(false);
-			await fetchSearchSpace();
-		} catch (error: any) {
-			console.error("Error saving system instructions:", error);
-			toast.error(error.message || "Failed to save system instructions");
-		} finally {
-			setSaving(false);
-		}
-	};
+      toast.success("System instructions saved successfully");
+      setHasChanges(false);
+      await fetchSearchSpace();
+    } catch (error: any) {
+      console.error("Error saving system instructions:", error);
+      toast.error(error.message || "Failed to save system instructions");
+    } finally {
+      setSaving(false);
+    }
+  };
 
-	if (loading) {
-		return (
-			<div className="space-y-4 md:space-y-6">
-				<Card>
-					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-						<Skeleton className="h-5 md:h-6 w-36 md:w-48" />
-						<Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
-					</CardHeader>
-					<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-						<Skeleton className="h-16 md:h-20 w-full" />
-						<Skeleton className="h-24 md:h-32 w-full" />
-					</CardContent>
-				</Card>
-			</div>
-		);
-	}
+  const onSubmit = (e: React.FormEvent) => {
+    e.preventDefault();
+    handleSave();
+  };
 
-	return (
-		<div className="space-y-4 md:space-y-6">
-			{/* Work in Progress Notice */}
-			<Alert
-				variant="default"
-				className="bg-amber-50 dark:bg-amber-950/30 border-amber-300 dark:border-amber-700 py-3 md:py-4"
-			>
-				<AlertTriangle className="h-3 w-3 md:h-4 md:w-4 text-amber-600 dark:text-amber-500 shrink-0" />
-				<AlertDescription className="text-amber-800 dark:text-amber-300 text-xs md:text-sm">
-					<span className="font-semibold">Work in Progress:</span> This functionality is currently
-					under development and not yet connected to the backend. Your instructions will be saved
-					but won't affect AI behavior until the feature is fully implemented.
-				</AlertDescription>
-			</Alert>
+  if (loading) {
+    return (
+      <div className="space-y-4 md:space-y-6">
+        <Card>
+          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+            <Skeleton className="h-5 md:h-6 w-36 md:w-48" />
+            <Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
+          </CardHeader>
+          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+            <Skeleton className="h-16 md:h-20 w-full" />
+            <Skeleton className="h-24 md:h-32 w-full" />
+          </CardContent>
+        </Card>
+      </div>
+    );
+  }
 
-			<Alert className="bg-muted/50 py-3 md:py-4">
-				<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-				<AlertDescription className="text-xs md:text-sm">
-					System instructions apply to all AI interactions in this search space. They guide how the
-					AI responds, its tone, focus areas, and behavior patterns.
-				</AlertDescription>
-			</Alert>
+  return (
+    <div className="space-y-4 md:space-y-6">
+      {/* Work in Progress Notice */}
+      <Alert
+        variant="default"
+        className="bg-amber-50 dark:bg-amber-950/30 border-amber-300 dark:border-amber-700 py-3 md:py-4"
+      >
+        <AlertTriangle className="h-3 w-3 md:h-4 md:w-4 text-amber-600 dark:text-amber-500 shrink-0" />
+        <AlertDescription className="text-amber-800 dark:text-amber-300 text-xs md:text-sm">
+          <span className="font-semibold">Work in Progress:</span> This
+          functionality is currently under development and not yet connected to
+          the backend. Your instructions will be saved but won't affect AI
+          behavior until the feature is fully implemented.
+        </AlertDescription>
+      </Alert>
 
-			{/* System Instructions Card */}
-			<Card>
-				<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-					<CardTitle className="text-base md:text-lg">Custom System Instructions</CardTitle>
-					<CardDescription className="text-xs md:text-sm">
-						Provide specific guidelines for how you want the AI to respond. These instructions will
-						be applied to all answers in this search space.
-					</CardDescription>
-				</CardHeader>
-				<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-					<div className="space-y-1.5 md:space-y-2">
-						<Label
-							htmlFor="custom-instructions-settings"
-							className="text-sm md:text-base font-medium"
-						>
-							Your Instructions
-						</Label>
-						<Textarea
-							id="custom-instructions-settings"
-							placeholder="E.g., Always provide practical examples, be concise, focus on technical details, use simple language, respond in a specific format..."
-							value={customInstructions}
-							onChange={(e) => setCustomInstructions(e.target.value)}
-							rows={10}
-							className="resize-none font-mono text-xs md:text-sm"
-						/>
-						<div className="flex items-center justify-between">
-							<p className="text-[10px] md:text-xs text-muted-foreground">
-								{customInstructions.length} characters
-							</p>
-							{customInstructions.length > 0 && (
-								<Button
-									variant="ghost"
-									size="sm"
-									onClick={() => setCustomInstructions("")}
-									className="h-auto py-0.5 md:py-1 px-1.5 md:px-2 text-[10px] md:text-xs"
-								>
-									Clear
-								</Button>
-							)}
-						</div>
-					</div>
+      <Alert className="bg-muted/50 py-3 md:py-4">
+        <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+        <AlertDescription className="text-xs md:text-sm">
+          System instructions apply to all AI interactions in this search space.
+          They guide how the AI responds, its tone, focus areas, and behavior
+          patterns.
+        </AlertDescription>
+      </Alert>
 
-					{customInstructions.trim().length === 0 && (
-						<Alert className="py-2 md:py-3">
-							<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-							<AlertDescription className="text-xs md:text-sm">
-								No system instructions are currently set. The AI will use default behavior.
-							</AlertDescription>
-						</Alert>
-					)}
-				</CardContent>
-			</Card>
+      {/* System Instructions Card */}
+      <form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
+        <Card>
+          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+            <CardTitle className="text-base md:text-lg">
+              Custom System Instructions
+            </CardTitle>
+            <CardDescription className="text-xs md:text-sm">
+              Provide specific guidelines for how you want the AI to respond.
+              These instructions will be applied to all answers in this search
+              space.
+            </CardDescription>
+          </CardHeader>
+          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+            <div className="space-y-1.5 md:space-y-2">
+              <Label
+                htmlFor="custom-instructions-settings"
+                className="text-sm md:text-base font-medium"
+              >
+                Your Instructions
+              </Label>
+              <Textarea
+                id="custom-instructions-settings"
+                placeholder="E.g., Always provide practical examples, be concise, focus on technical details, use simple language, respond in a specific format..."
+                value={customInstructions}
+                onChange={(e) => setCustomInstructions(e.target.value)}
+                rows={10}
+                className="resize-none font-mono text-xs md:text-sm"
+              />
+              <div className="flex items-center justify-between">
+                <p className="text-[10px] md:text-xs text-muted-foreground">
+                  {customInstructions.length} characters
+                </p>
+                {customInstructions.length > 0 && (
+                  <Button
+                    type="button"
+                    variant="ghost"
+                    size="sm"
+                    onClick={() => setCustomInstructions("")}
+                    className="h-auto py-0.5 md:py-1 px-1.5 md:px-2 text-[10px] md:text-xs"
+                  >
+                    Clear
+                  </Button>
+                )}
+              </div>
+            </div>
 
-			{/* Action Buttons */}
-			<div className="flex justify-end pt-3 md:pt-4">
-				<Button
-					variant="outline"
-					onClick={handleSave}
-					disabled={!hasChanges || saving}
-					className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
-				>
-					{saving ? "Saving" : "Save Instructions"}
-				</Button>
-			</div>
-		</div>
-	);
+            {customInstructions.trim().length === 0 && (
+              <Alert className="py-2 md:py-3">
+                <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+                <AlertDescription className="text-xs md:text-sm">
+                  No system instructions are currently set. The AI will use
+                  default behavior.
+                </AlertDescription>
+              </Alert>
+            )}
+          </CardContent>
+        </Card>
+
+        {/* Action Buttons */}
+        <div className="flex justify-end pt-3 md:pt-4">
+          <Button
+            type="submit"
+            variant="outline"
+            disabled={!hasChanges || saving}
+            className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
+          >
+            {saving ? <Spinner size="sm" /> : null}
+            {saving ? "Saving" : "Save Instructions"}
+          </Button>
+        </div>
+      </form>
+    </div>
+  );
 }

From 4febeef8ea131b507e6a84c27886574dfd82866c Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 15:38:44 +0200
Subject: [PATCH 049/102] fix: convert search space navigation to server-side
 redirection

---
 .../app/dashboard/[search_space_id]/page.tsx  | 21 +++++++------------
 1 file changed, 8 insertions(+), 13 deletions(-)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/page.tsx
index 52aadf0f4..516d7610b 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/page.tsx
@@ -1,15 +1,10 @@
-"use client";
+import { redirect } from "next/navigation";
 
-import { useParams, useRouter } from "next/navigation";
-import { useEffect } from "react";
-
-export default function SearchSpaceDashboardPage() {
-	const router = useRouter();
-	const { search_space_id } = useParams();
-
-	useEffect(() => {
-		router.push(`/dashboard/${search_space_id}/new-chat`);
-	}, [router, search_space_id]);
-
-	return <></>;
+export default async function SearchSpaceDashboardPage({
+  params,
+}: {
+  params: Promise<{ search_space_id: string }>;
+}) {
+  const { search_space_id } = await params;
+  redirect(`/dashboard/${search_space_id}/new-chat`);
 }

From e5cb6bfacf8c43f14372c058e5507cc7ab537771 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Thu, 26 Mar 2026 19:33:49 +0530
Subject: [PATCH 050/102] feat: implement parallel document indexing in
 IndexingPipelineService

- Added `index_batch_parallel` method to enable concurrent indexing of documents with bounded concurrency, improving performance and efficiency.
- Refactored existing indexing logic to utilize `asyncio.to_thread` for non-blocking execution of embedding and chunking functions.
- Introduced unit tests to validate the functionality of the new parallel indexing method, ensuring robustness and error handling during document processing.
---
 .../indexing_pipeline_service.py              |  6 +-
 .../test_index_batch_parallel.py              | 70 +++++++++++++++++++
 surfsense_web/contracts/enums/toolIcons.tsx   |  4 +-
 3 files changed, 76 insertions(+), 4 deletions(-)
 create mode 100644 surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py

diff --git a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
index c6a29f204..1a61e779e 100644
--- a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
+++ b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
@@ -1,3 +1,4 @@
+import asyncio
 import contextlib
 import time
 from datetime import UTC, datetime
@@ -257,13 +258,14 @@ class IndexingPipelineService:
             )
 
             t_step = time.perf_counter()
-            chunk_texts = chunk_text(
+            chunk_texts = await asyncio.to_thread(
+                chunk_text,
                 connector_doc.source_markdown,
                 use_code_chunker=connector_doc.should_use_code_chunker,
             )
 
             texts_to_embed = [content, *chunk_texts]
-            embeddings = embed_texts(texts_to_embed)
+            embeddings = await asyncio.to_thread(embed_texts, texts_to_embed)
             summary_embedding, *chunk_embeddings = embeddings
 
             chunks = [
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
new file mode 100644
index 000000000..7e23383ac
--- /dev/null
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
@@ -0,0 +1,70 @@
+import asyncio
+from unittest.mock import AsyncMock, MagicMock, patch
+
+import pytest
+
+from app.config import config as app_config
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.document_hashing import compute_unique_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+_EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+
+pytestmark = pytest.mark.unit
+
+
+@pytest.fixture
+def mock_session():
+    session = AsyncMock()
+    session.refresh = AsyncMock()
+    return session
+
+
+@pytest.fixture
+def pipeline(mock_session):
+    return IndexingPipelineService(mock_session)
+
+
+async def test_index_calls_embed_and_chunk_via_to_thread(
+    pipeline, make_connector_document, monkeypatch
+):
+    """index() runs embed_texts and chunk_text via asyncio.to_thread, not blocking the loop."""
+    to_thread_calls = []
+    original_to_thread = asyncio.to_thread
+
+    async def tracking_to_thread(func, *args, **kwargs):
+        to_thread_calls.append(func.__name__)
+        return await original_to_thread(func, *args, **kwargs)
+
+    monkeypatch.setattr(asyncio, "to_thread", tracking_to_thread)
+
+    monkeypatch.setattr(
+        "app.indexing_pipeline.indexing_pipeline_service.summarize_document",
+        AsyncMock(return_value="Summary."),
+    )
+    mock_chunk = MagicMock(return_value=["chunk1"])
+    mock_chunk.__name__ = "chunk_text"
+    monkeypatch.setattr(
+        "app.indexing_pipeline.indexing_pipeline_service.chunk_text",
+        mock_chunk,
+    )
+    mock_embed = MagicMock(side_effect=lambda texts: [[0.1] * _EMBEDDING_DIM for _ in texts])
+    mock_embed.__name__ = "embed_texts"
+    monkeypatch.setattr(
+        "app.indexing_pipeline.indexing_pipeline_service.embed_texts",
+        mock_embed,
+    )
+
+    connector_doc = make_connector_document(
+        document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+        unique_id="msg-1",
+        search_space_id=1,
+    )
+    document = MagicMock(spec=Document)
+    document.id = 1
+    document.status = DocumentStatus.pending()
+
+    await pipeline.index(document, connector_doc, llm=MagicMock())
+
+    assert "chunk_text" in to_thread_calls
+    assert "embed_texts" in to_thread_calls
diff --git a/surfsense_web/contracts/enums/toolIcons.tsx b/surfsense_web/contracts/enums/toolIcons.tsx
index 90ec7a544..6ca6550b5 100644
--- a/surfsense_web/contracts/enums/toolIcons.tsx
+++ b/surfsense_web/contracts/enums/toolIcons.tsx
@@ -5,10 +5,10 @@ import {
 	FileText,
 	Film,
 	Globe,
+	ImageIcon,
 	type LucideIcon,
 	Podcast,
 	ScanLine,
-	Sparkles,
 	Wrench,
 } from "lucide-react";
 
@@ -17,7 +17,7 @@ const TOOL_ICONS: Record<string, LucideIcon> = {
 	generate_podcast: Podcast,
 	generate_video_presentation: Film,
 	generate_report: FileText,
-	generate_image: Sparkles,
+	generate_image: ImageIcon,
 	scrape_webpage: ScanLine,
 	web_search: Globe,
 	search_surfsense_docs: BookOpen,

From 4fd776e7ef9ef6cc5786194494fe20012d1c7046 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Thu, 26 Mar 2026 19:34:04 +0530
Subject: [PATCH 051/102] feat: implement parallel indexing for Google Calendar
 and Gmail connectors

- Refactored Google Calendar and Gmail indexers to utilize the new `index_batch_parallel` method for concurrent document indexing, enhancing performance.
- Updated the indexing logic to replace serial processing with parallel execution, allowing for improved efficiency in handling multiple documents.
- Adjusted logging and error handling to accommodate the new parallel processing approach, ensuring robust operation during indexing.
- Enhanced unit tests to validate the functionality of the parallel indexing method and its integration with existing workflows.
---
 .../indexing_pipeline_service.py              | 104 ++++++++++++++++
 .../google_calendar_indexer.py                |  58 ++-------
 .../google_gmail_indexer.py                   |  59 ++-------
 .../test_index_batch_parallel.py              | 116 ++++++++++++++++++
 4 files changed, 242 insertions(+), 95 deletions(-)

diff --git a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
index 1a61e779e..bd6086892 100644
--- a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
+++ b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
@@ -1,6 +1,8 @@
 import asyncio
 import contextlib
+import logging
 import time
+from collections.abc import Awaitable, Callable
 from datetime import UTC, datetime
 
 from sqlalchemy import delete, select
@@ -327,3 +329,105 @@ class IndexingPipelineService:
             await self.session.refresh(document)
 
         return document
+
+    async def index_batch_parallel(
+        self,
+        connector_docs: list[ConnectorDocument],
+        get_llm: Callable[[AsyncSession], Awaitable],
+        *,
+        max_concurrency: int = 4,
+        on_heartbeat: Callable[[int], Awaitable[None]] | None = None,
+        heartbeat_interval: float = 30.0,
+    ) -> tuple[list[Document], int, int]:
+        """Index documents in parallel with bounded concurrency.
+
+        Phase 1 (serial): prepare_for_indexing using self.session.
+        Phase 2 (parallel): index each document in an isolated session,
+        bounded by a semaphore to avoid overwhelming APIs/DB.
+        """
+        logger = logging.getLogger(__name__)
+
+        doc_map = {
+            compute_unique_identifier_hash(cd): cd for cd in connector_docs
+        }
+        documents = await self.prepare_for_indexing(connector_docs)
+
+        if not documents:
+            return [], 0, 0
+
+        from app.tasks.celery_tasks import get_celery_session_maker
+
+        sem = asyncio.Semaphore(max_concurrency)
+        lock = asyncio.Lock()
+        indexed_count = 0
+        failed_count = 0
+        results: list[Document] = []
+        last_heartbeat = time.time()
+
+        async def _index_one(document: Document) -> Document | Exception:
+            nonlocal indexed_count, failed_count, last_heartbeat
+
+            connector_doc = doc_map.get(document.unique_identifier_hash)
+            if connector_doc is None:
+                logger.warning(
+                    "No matching ConnectorDocument for document %s, skipping",
+                    document.id,
+                )
+                async with lock:
+                    failed_count += 1
+                return document
+
+            async with sem:
+                session_maker = get_celery_session_maker()
+                async with session_maker() as isolated_session:
+                    try:
+                        refetched = await isolated_session.get(
+                            Document, document.id
+                        )
+                        if refetched is None:
+                            async with lock:
+                                failed_count += 1
+                            return document
+
+                        llm = await get_llm(isolated_session)
+                        iso_pipeline = IndexingPipelineService(isolated_session)
+                        result = await iso_pipeline.index(
+                            refetched, connector_doc, llm
+                        )
+
+                        async with lock:
+                            if DocumentStatus.is_state(
+                                result.status, DocumentStatus.READY
+                            ):
+                                indexed_count += 1
+                            else:
+                                failed_count += 1
+
+                            if on_heartbeat:
+                                now = time.time()
+                                if now - last_heartbeat >= heartbeat_interval:
+                                    await on_heartbeat(indexed_count)
+                                    last_heartbeat = now
+
+                        return result
+                    except Exception as exc:
+                        logger.error(
+                            "Parallel index failed for doc %s: %s",
+                            document.id,
+                            exc,
+                            exc_info=True,
+                        )
+                        async with lock:
+                            failed_count += 1
+                        return exc
+
+        tasks = [_index_one(doc) for doc in documents]
+        outcomes = await asyncio.gather(*tasks, return_exceptions=True)
+
+        for outcome in outcomes:
+            if isinstance(outcome, Document):
+                results.append(outcome)
+            elif isinstance(outcome, Exception):
+                pass
+
+        return results, indexed_count, failed_count
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
index a69b33bdc..61b1ccb2b 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
@@ -5,7 +5,6 @@ Uses the shared IndexingPipelineService for document deduplication,
 summarization, chunking, and embedding.
 """
 
-import time
 from collections.abc import Awaitable, Callable
 from datetime import datetime, timedelta
 
@@ -16,10 +15,7 @@ from sqlalchemy.ext.asyncio import AsyncSession
 from app.connectors.google_calendar_connector import GoogleCalendarConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
-from app.indexing_pipeline.document_hashing import (
-    compute_content_hash,
-    compute_unique_identifier_hash,
-)
+from app.indexing_pipeline.document_hashing import compute_content_hash
 from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
@@ -399,53 +395,21 @@ async def index_google_calendar_events(
                 documents_skipped += 1
                 continue
 
-        # ── Pipeline: migrate legacy docs + prepare + index ───────────
+        # ── Pipeline: migrate legacy docs + parallel index ─────────────
         pipeline = IndexingPipelineService(session)
 
         await pipeline.migrate_legacy_docs(connector_docs)
 
-        documents = await pipeline.prepare_for_indexing(connector_docs)
+        async def _get_llm(s):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
 
-        doc_map = {
-            compute_unique_identifier_hash(cd): cd for cd in connector_docs
-        }
-
-        documents_indexed = 0
-        documents_failed = 0
-        last_heartbeat_time = time.time()
-
-        for document in documents:
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
-
-            connector_doc = doc_map.get(document.unique_identifier_hash)
-            if connector_doc is None:
-                logger.warning(
-                    f"No matching ConnectorDocument for document {document.id}, skipping"
-                )
-                documents_failed += 1
-                continue
-
-            try:
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
-                )
-                await pipeline.index(document, connector_doc, user_llm)
-                documents_indexed += 1
-
-                if documents_indexed % 10 == 0:
-                    logger.info(
-                        f"Committing batch: {documents_indexed} Google Calendar events processed so far"
-                    )
-                    await session.commit()
-
-            except Exception as e:
-                logger.error(f"Error processing Calendar event: {e!s}", exc_info=True)
-                documents_failed += 1
-                continue
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
 
         # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
index 96cc1cbb4..0d77ad3cd 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
@@ -5,8 +5,6 @@ Uses the shared IndexingPipelineService for document deduplication,
 summarization, chunking, and embedding.
 """
 
-import logging
-import time
 from collections.abc import Awaitable, Callable
 from datetime import datetime
 
@@ -17,10 +15,7 @@ from sqlalchemy.ext.asyncio import AsyncSession
 from app.connectors.google_gmail_connector import GoogleGmailConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
-from app.indexing_pipeline.document_hashing import (
-    compute_content_hash,
-    compute_unique_identifier_hash,
-)
+from app.indexing_pipeline.document_hashing import compute_content_hash
 from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
@@ -336,53 +331,21 @@ async def index_google_gmail_messages(
                 documents_skipped += 1
                 continue
 
-        # ── Pipeline: migrate legacy docs + prepare + index ───────────
+        # ── Pipeline: migrate legacy docs + parallel index ─────────────
         pipeline = IndexingPipelineService(session)
 
         await pipeline.migrate_legacy_docs(connector_docs)
 
-        documents = await pipeline.prepare_for_indexing(connector_docs)
+        async def _get_llm(s):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
 
-        doc_map = {
-            compute_unique_identifier_hash(cd): cd for cd in connector_docs
-        }
-
-        documents_indexed = 0
-        documents_failed = 0
-        last_heartbeat_time = time.time()
-
-        for document in documents:
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
-
-            connector_doc = doc_map.get(document.unique_identifier_hash)
-            if connector_doc is None:
-                logger.warning(
-                    f"No matching ConnectorDocument for document {document.id}, skipping"
-                )
-                documents_failed += 1
-                continue
-
-            try:
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
-                )
-                await pipeline.index(document, connector_doc, user_llm)
-                documents_indexed += 1
-
-                if documents_indexed % 10 == 0:
-                    logger.info(
-                        f"Committing batch: {documents_indexed} Gmail messages processed so far"
-                    )
-                    await session.commit()
-
-            except Exception as e:
-                logger.error(f"Error processing Gmail message: {e!s}", exc_info=True)
-                documents_failed += 1
-                continue
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
 
         # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
index 7e23383ac..3148812f8 100644
--- a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
@@ -25,6 +25,15 @@ def pipeline(mock_session):
     return IndexingPipelineService(mock_session)
 
 
+def _make_orm_doc(connector_doc, doc_id):
+    """Create a MagicMock Document bound to a ConnectorDocument's hash."""
+    doc = MagicMock(spec=Document)
+    doc.id = doc_id
+    doc.unique_identifier_hash = compute_unique_identifier_hash(connector_doc)
+    doc.status = DocumentStatus.pending()
+    return doc
+
+
 async def test_index_calls_embed_and_chunk_via_to_thread(
     pipeline, make_connector_document, monkeypatch
 ):
@@ -68,3 +77,110 @@ async def test_index_calls_embed_and_chunk_via_to_thread(
 
     assert "chunk_text" in to_thread_calls
     assert "embed_texts" in to_thread_calls
+
+
+def _mock_session_factory(orm_docs_by_id):
+    """Replace get_celery_session_maker with a two-level callable.
+
+    get_celery_session_maker() -> session_maker
+    session_maker()            -> async context manager yielding a mock session
+    """
+
+    def _get_maker():
+        def _make_session():
+            session = MagicMock()
+            session.get = AsyncMock(
+                side_effect=lambda model, doc_id: orm_docs_by_id.get(doc_id)
+            )
+            ctx = MagicMock()
+            ctx.__aenter__ = AsyncMock(return_value=session)
+            ctx.__aexit__ = AsyncMock(return_value=False)
+            return ctx
+
+        return _make_session
+
+    return _get_maker
+
+
+async def test_batch_parallel_indexes_all_documents(
+    pipeline, make_connector_document, monkeypatch
+):
+    """index_batch_parallel indexes all documents and returns correct counts."""
+    docs = [
+        make_connector_document(
+            document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+            unique_id=f"msg-{i}",
+            search_space_id=1,
+        )
+        for i in range(3)
+    ]
+
+    orm_docs = [_make_orm_doc(cd, doc_id=i + 1) for i, cd in enumerate(docs)]
+    pipeline.prepare_for_indexing = AsyncMock(return_value=orm_docs)
+
+    orm_by_id = {d.id: d for d in orm_docs}
+    monkeypatch.setattr(
+        "app.tasks.celery_tasks.get_celery_session_maker",
+        _mock_session_factory(orm_by_id),
+    )
+
+    index_calls = []
+
+    async def fake_index(self, document, connector_doc, llm):
+        index_calls.append(document.id)
+        document.status = DocumentStatus.ready()
+        return document
+
+    monkeypatch.setattr(IndexingPipelineService, "index", fake_index)
+
+    async def mock_get_llm(session):
+        return MagicMock()
+
+    _, indexed, failed = await pipeline.index_batch_parallel(
+        docs, mock_get_llm, max_concurrency=2
+    )
+
+    assert indexed == 3
+    assert failed == 0
+    assert sorted(index_calls) == [1, 2, 3]
+
+
+async def test_batch_parallel_one_failure_does_not_affect_others(
+    pipeline, make_connector_document, monkeypatch
+):
+    """One document failure doesn't prevent other documents from being indexed."""
+    docs = [
+        make_connector_document(
+            document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+            unique_id=f"msg-{i}",
+            search_space_id=1,
+        )
+        for i in range(3)
+    ]
+
+    orm_docs = [_make_orm_doc(cd, doc_id=i + 1) for i, cd in enumerate(docs)]
+    pipeline.prepare_for_indexing = AsyncMock(return_value=orm_docs)
+
+    orm_by_id = {d.id: d for d in orm_docs}
+    monkeypatch.setattr(
+        "app.tasks.celery_tasks.get_celery_session_maker",
+        _mock_session_factory(orm_by_id),
+    )
+
+    async def failing_index(self, document, connector_doc, llm):
+        if document.id == 2:
+            raise RuntimeError("LLM exploded")
+        document.status = DocumentStatus.ready()
+        return document
+
+    monkeypatch.setattr(IndexingPipelineService, "index", failing_index)
+
+    async def mock_get_llm(session):
+        return MagicMock()
+
+    _, indexed, failed = await pipeline.index_batch_parallel(
+        docs, mock_get_llm, max_concurrency=4
+    )
+
+    assert indexed == 2
+    assert failed == 1

From 5d9751bcd5356251c5f8143a8ce5dc4e53965b17 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 16:19:43 +0200
Subject: [PATCH 052/102] fix: enhance GlobalError component with improved UI
 and error handling

---
 surfsense_web/app/global-error.tsx | 45 +++++++++++++++++++-----------
 1 file changed, 28 insertions(+), 17 deletions(-)

diff --git a/surfsense_web/app/global-error.tsx b/surfsense_web/app/global-error.tsx
index 8e6f1e445..9ef177d90 100644
--- a/surfsense_web/app/global-error.tsx
+++ b/surfsense_web/app/global-error.tsx
@@ -1,28 +1,39 @@
 "use client";
 
+import "./globals.css";
+
 import NextError from "next/error";
 import posthog from "posthog-js";
 import { useEffect } from "react";
+import { Button } from "@/components/ui/button";
+
+export const metadata = {
+  title: "SurfSense - Error",
+  description: "SurfSense Error Page",
+};
 
 export default function GlobalError({
-	error,
-	reset,
+  error,
+  reset,
 }: {
-	error: Error & { digest?: string };
-	reset: () => void;
+  error: Error & { digest?: string };
+  reset: () => void;
 }) {
-	useEffect(() => {
-		posthog.captureException(error);
-	}, [error]);
+  useEffect(() => {
+    posthog.captureException(error);
+  }, [error]);
 
-	return (
-		<html lang="en">
-			<body>
-				<NextError statusCode={0} />
-				<button type="button" onClick={reset}>
-					Try again
-				</button>
-			</body>
-		</html>
-	);
+  return (
+    <html lang="en">
+      <body>
+        <div className="flex min-h-screen flex-col items-center justify-center gap-4 p-4">
+          <h2 className="text-xl font-semibold">Something went wrong</h2>
+          <p className="text-sm text-muted-foreground">
+            An unexpected error occurred.
+          </p>
+          <Button onClick={reset}>Try again</Button>
+        </div>
+      </body>
+    </html>
+  );
 }

From 1b79729136c4f07e2bb8015e1bb03d0d783df2e0 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 18:09:26 +0200
Subject: [PATCH 053/102] feat: Add global error page with PostHog error
 reporting and reset functionality.

---
 surfsense_web/app/global-error.tsx | 5 -----
 1 file changed, 5 deletions(-)

diff --git a/surfsense_web/app/global-error.tsx b/surfsense_web/app/global-error.tsx
index 9ef177d90..9c9541396 100644
--- a/surfsense_web/app/global-error.tsx
+++ b/surfsense_web/app/global-error.tsx
@@ -7,11 +7,6 @@ import posthog from "posthog-js";
 import { useEffect } from "react";
 import { Button } from "@/components/ui/button";
 
-export const metadata = {
-  title: "SurfSense - Error",
-  description: "SurfSense Error Page",
-};
-
 export default function GlobalError({
   error,
   reset,

From 0e19d1ff20d2eb0af89c7542318c355ec99118a2 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Thu, 26 Mar 2026 18:14:20 +0200
Subject: [PATCH 054/102] feat: Add global error handling

---
 surfsense_web/app/global-error.tsx | 2 --
 1 file changed, 2 deletions(-)

diff --git a/surfsense_web/app/global-error.tsx b/surfsense_web/app/global-error.tsx
index 9c9541396..6707d8dea 100644
--- a/surfsense_web/app/global-error.tsx
+++ b/surfsense_web/app/global-error.tsx
@@ -1,8 +1,6 @@
 "use client";
 
 import "./globals.css";
-
-import NextError from "next/error";
 import posthog from "posthog-js";
 import { useEffect } from "react";
 import { Button } from "@/components/ui/button";

From bd6e335cb3d0f227bc59e70877297b1ea8221a10 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Thu, 26 Mar 2026 23:10:49 +0530
Subject: [PATCH 055/102] feat: enhance performance logging in indexing
 pipeline

- Added performance logging to the `index_batch_parallel` method, capturing metrics for document indexing duration and concurrency.
- Introduced timing measurements for both the overall indexing process and the parallel document gathering phase, improving observability of the indexing workflow.
- Updated logging statements to provide detailed insights into the number of documents processed, indexed, and failed during the indexing operation.
---
 .../indexing_pipeline_service.py              | 21 +++++++++++++++++++
 1 file changed, 21 insertions(+)

diff --git a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
index bd6086892..9a945dd25 100644
--- a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
+++ b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
@@ -346,6 +346,8 @@ class IndexingPipelineService:
         bounded by a semaphore to avoid overwhelming APIs/DB.
         """
         logger = logging.getLogger(__name__)
+        perf = get_perf_logger()
+        t_total = time.perf_counter()
 
         doc_map = {
             compute_unique_identifier_hash(cd): cd for cd in connector_docs
@@ -422,7 +424,17 @@ class IndexingPipelineService:
                         return exc
 
         tasks = [_index_one(doc) for doc in documents]
+        t_parallel = time.perf_counter()
         outcomes = await asyncio.gather(*tasks, return_exceptions=True)
+        perf.info(
+            "[indexing] index_batch_parallel gather docs=%d concurrency=%d "
+            "indexed=%d failed=%d in %.3fs",
+            len(documents),
+            max_concurrency,
+            indexed_count,
+            failed_count,
+            time.perf_counter() - t_parallel,
+        )
 
         for outcome in outcomes:
             if isinstance(outcome, Document):
@@ -430,4 +442,13 @@ class IndexingPipelineService:
             elif isinstance(outcome, Exception):
                 pass
 
+        perf.info(
+            "[indexing] index_batch_parallel TOTAL input=%d prepared=%d "
+            "indexed=%d failed=%d in %.3fs",
+            len(connector_docs),
+            len(documents),
+            indexed_count,
+            failed_count,
+            time.perf_counter() - t_total,
+        )
         return results, indexed_count, failed_count

From c0169620641e30758a0211150a5a8cb6e64c2db3 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Thu, 26 Mar 2026 23:53:26 +0530
Subject: [PATCH 056/102] feat: implement parallel file downloading and
 indexing in Google Drive indexer

- Added `_download_files_parallel` function to enable concurrent downloading of files from Google Drive, improving efficiency in document processing.
- Introduced `_download_and_index` function to handle the parallel downloading and indexing phases, streamlining the overall workflow.
- Updated `_index_full_scan` and `_index_with_delta_sync` methods to utilize the new parallel downloading functionality, enhancing performance.
- Added unit tests to validate the new parallel downloading and indexing logic, ensuring robustness and error handling during document processing.
---
 .../google_drive_indexer.py                   | 187 +++++--
 .../tests/unit/connector_indexers/__init__.py |   0
 .../tests/unit/connector_indexers/conftest.py |  34 ++
 .../test_google_drive_parallel.py             | 466 ++++++++++++++++++
 4 files changed, 652 insertions(+), 35 deletions(-)
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/__init__.py
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/conftest.py
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py

diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index af9528bb7..8ba08533f 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -5,6 +5,7 @@ checks and rename-only detection.  download_and_extract_content()
 returns markdown which is fed into ConnectorDocument -> pipeline.
 """
 
+import asyncio
 import logging
 import time
 from collections.abc import Awaitable, Callable
@@ -190,6 +191,68 @@ def _build_connector_doc(
     )
 
 
+async def _download_files_parallel(
+    drive_client: GoogleDriveClient,
+    files: list[dict],
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+    max_concurrency: int = 5,
+    on_heartbeat: HeartbeatCallbackType | None = None,
+) -> tuple[list[ConnectorDocument], int]:
+    """Download and ETL files in parallel, returning ConnectorDocuments.
+
+    Returns (connector_docs, download_failed_count).
+    """
+    results: list[ConnectorDocument] = []
+    sem = asyncio.Semaphore(max_concurrency)
+    last_heartbeat = time.time()
+    completed_count = 0
+    hb_lock = asyncio.Lock()
+
+    async def _download_one(file: dict) -> ConnectorDocument | None:
+        nonlocal last_heartbeat, completed_count
+        async with sem:
+            markdown, drive_metadata, error = await download_and_extract_content(
+                drive_client, file
+            )
+            if error or not markdown:
+                return None
+            doc = _build_connector_doc(
+                file,
+                markdown,
+                drive_metadata,
+                connector_id=connector_id,
+                search_space_id=search_space_id,
+                user_id=user_id,
+                enable_summary=enable_summary,
+            )
+            async with hb_lock:
+                completed_count += 1
+                if on_heartbeat:
+                    now = time.time()
+                    if now - last_heartbeat >= HEARTBEAT_INTERVAL_SECONDS:
+                        await on_heartbeat(completed_count)
+                        last_heartbeat = now
+            return doc
+
+    tasks = [_download_one(f) for f in files]
+    outcomes = await asyncio.gather(*tasks, return_exceptions=True)
+
+    failed = 0
+    for outcome in outcomes:
+        if isinstance(outcome, Exception):
+            failed += 1
+        elif outcome is None:
+            failed += 1
+        else:
+            results.append(outcome)
+
+    return results, failed
+
+
 async def _process_single_file(
     drive_client: GoogleDriveClient,
     session: AsyncSession,
@@ -283,6 +346,47 @@ async def _remove_document(session: AsyncSession, file_id: str, search_space_id:
         logger.info(f"Removed deleted file document: {file_id}")
 
 
+async def _download_and_index(
+    drive_client: GoogleDriveClient,
+    session: AsyncSession,
+    files: list[dict],
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+    on_heartbeat: HeartbeatCallbackType | None = None,
+) -> tuple[int, int]:
+    """Phase 2+3: parallel download then parallel indexing.
+
+    Returns (batch_indexed, total_failed).
+    """
+    connector_docs, download_failed = await _download_files_parallel(
+        drive_client,
+        files,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+        enable_summary=enable_summary,
+        on_heartbeat=on_heartbeat,
+    )
+
+    batch_indexed = 0
+    batch_failed = 0
+    if connector_docs:
+        pipeline = IndexingPipelineService(session)
+
+        async def _get_llm(s):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
+
+        _, batch_indexed, batch_failed = await pipeline.index_batch_parallel(
+            connector_docs, _get_llm, max_concurrency=3,
+            on_heartbeat=on_heartbeat,
+        )
+
+    return batch_indexed, download_failed + batch_failed
+
+
 # ---------------------------------------------------------------------------
 # Scan strategies
 # ---------------------------------------------------------------------------
@@ -310,11 +414,13 @@ async def _index_full_scan(
         {"stage": "full_scan", "folder_id": folder_id, "include_subfolders": include_subfolders},
     )
 
-    indexed = 0
+    # ------------------------------------------------------------------
+    # Phase 1 (serial): collect files, run skip checks, track renames
+    # ------------------------------------------------------------------
+    renamed_count = 0
     skipped = 0
-    failed = 0
     files_processed = 0
-    last_heartbeat = time.time()
+    files_to_download: list[dict] = []
     folders_to_process = [(folder_id, folder_name)]
     first_error: str | None = None
 
@@ -346,22 +452,15 @@ async def _index_full_scan(
 
                 files_processed += 1
 
-                if on_heartbeat_callback:
-                    now = time.time()
-                    if now - last_heartbeat >= HEARTBEAT_INTERVAL_SECONDS:
-                        await on_heartbeat_callback(indexed)
-                        last_heartbeat = now
+                skip, msg = await _should_skip_file(session, file, search_space_id)
+                if skip:
+                    if msg and "renamed" in msg.lower():
+                        renamed_count += 1
+                    else:
+                        skipped += 1
+                    continue
 
-                i, s, f = await _process_single_file(
-                    drive_client, session, file,
-                    connector_id, search_space_id, user_id, enable_summary,
-                )
-                indexed += i
-                skipped += s
-                failed += f
-
-                if indexed > 0 and indexed % 10 == 0:
-                    await session.commit()
+                files_to_download.append(file)
 
             page_token = next_token
             if not page_token:
@@ -375,6 +474,17 @@ async def _index_full_scan(
             )
         raise Exception(f"Failed to list Google Drive files: {first_error}")
 
+    # ------------------------------------------------------------------
+    # Phase 2+3 (parallel): download, ETL, index
+    # ------------------------------------------------------------------
+    batch_indexed, failed = await _download_and_index(
+        drive_client, session, files_to_download,
+        connector_id=connector_id, search_space_id=search_space_id,
+        user_id=user_id, enable_summary=enable_summary,
+        on_heartbeat=on_heartbeat_callback,
+    )
+
+    indexed = renamed_count + batch_indexed
     logger.info(f"Full scan complete: {indexed} indexed, {skipped} skipped, {failed} failed")
     return indexed, skipped
 
@@ -416,11 +526,14 @@ async def _index_with_delta_sync(
         return 0, 0
 
     logger.info(f"Processing {len(changes)} changes")
-    indexed = 0
+
+    # ------------------------------------------------------------------
+    # Phase 1 (serial): handle removals, collect files for download
+    # ------------------------------------------------------------------
+    renamed_count = 0
     skipped = 0
-    failed = 0
+    files_to_download: list[dict] = []
     files_processed = 0
-    last_heartbeat = time.time()
 
     for change in changes:
         if files_processed >= max_files:
@@ -438,23 +551,27 @@ async def _index_with_delta_sync(
         if not file:
             continue
 
-        if on_heartbeat_callback:
-            now = time.time()
-            if now - last_heartbeat >= HEARTBEAT_INTERVAL_SECONDS:
-                await on_heartbeat_callback(indexed)
-                last_heartbeat = now
+        skip, msg = await _should_skip_file(session, file, search_space_id)
+        if skip:
+            if msg and "renamed" in msg.lower():
+                renamed_count += 1
+            else:
+                skipped += 1
+            continue
 
-        i, s, f = await _process_single_file(
-            drive_client, session, file,
-            connector_id, search_space_id, user_id, enable_summary,
-        )
-        indexed += i
-        skipped += s
-        failed += f
+        files_to_download.append(file)
 
-        if indexed > 0 and indexed % 10 == 0:
-            await session.commit()
+    # ------------------------------------------------------------------
+    # Phase 2+3 (parallel): download, ETL, index
+    # ------------------------------------------------------------------
+    batch_indexed, failed = await _download_and_index(
+        drive_client, session, files_to_download,
+        connector_id=connector_id, search_space_id=search_space_id,
+        user_id=user_id, enable_summary=enable_summary,
+        on_heartbeat=on_heartbeat_callback,
+    )
 
+    indexed = renamed_count + batch_indexed
     logger.info(f"Delta sync complete: {indexed} indexed, {skipped} skipped, {failed} failed")
     return indexed, skipped
 
diff --git a/surfsense_backend/tests/unit/connector_indexers/__init__.py b/surfsense_backend/tests/unit/connector_indexers/__init__.py
new file mode 100644
index 000000000..e69de29bb
diff --git a/surfsense_backend/tests/unit/connector_indexers/conftest.py b/surfsense_backend/tests/unit/connector_indexers/conftest.py
new file mode 100644
index 000000000..3e27eaf74
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/conftest.py
@@ -0,0 +1,34 @@
+"""Pre-register the connector_indexers package to bypass a circular import
+in its ``__init__.py`` (airtable_indexer -> routes -> connector_indexers).
+
+This lets tests import individual indexer modules (e.g.
+``google_drive_indexer``) without triggering the full package init.
+"""
+
+import sys
+import types
+from pathlib import Path
+
+_BACKEND = Path(__file__).resolve().parents[3]
+
+
+def _stub_package(dotted: str, fs_dir: Path) -> None:
+    if dotted not in sys.modules:
+        mod = types.ModuleType(dotted)
+        mod.__path__ = [str(fs_dir)]
+        mod.__package__ = dotted
+        sys.modules[dotted] = mod
+
+    parts = dotted.split(".")
+    if len(parts) > 1:
+        parent_dotted = ".".join(parts[:-1])
+        parent = sys.modules.get(parent_dotted)
+        if parent is not None:
+            setattr(parent, parts[-1], sys.modules[dotted])
+
+
+_stub_package("app.tasks", _BACKEND / "app" / "tasks")
+_stub_package(
+    "app.tasks.connector_indexers",
+    _BACKEND / "app" / "tasks" / "connector_indexers",
+)
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
new file mode 100644
index 000000000..22e900406
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
@@ -0,0 +1,466 @@
+"""Tests for parallel download + indexing in the Google Drive indexer."""
+
+import asyncio
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+from app.tasks.connector_indexers.google_drive_indexer import (
+    _download_files_parallel,
+    _index_full_scan,
+    _index_with_delta_sync,
+)
+
+pytestmark = pytest.mark.unit
+
+_USER_ID = "00000000-0000-0000-0000-000000000001"
+_CONNECTOR_ID = 42
+_SEARCH_SPACE_ID = 1
+
+
+def _make_file_dict(file_id: str, name: str, mime: str = "text/plain") -> dict:
+    return {"id": file_id, "name": name, "mimeType": mime}
+
+
+def _mock_extract_ok(file_id: str, file_name: str):
+    """Return a successful (markdown, metadata, None) tuple."""
+    return (
+        f"# Content of {file_name}",
+        {"google_drive_file_id": file_id, "google_drive_file_name": file_name},
+        None,
+    )
+
+
+@pytest.fixture
+def mock_drive_client():
+    return MagicMock()
+
+
+@pytest.fixture
+def patch_extract(monkeypatch):
+    """Provide a helper to set the download_and_extract_content mock."""
+    def _patch(side_effect=None, return_value=None):
+        mock = AsyncMock(side_effect=side_effect, return_value=return_value)
+        monkeypatch.setattr(
+            "app.tasks.connector_indexers.google_drive_indexer.download_and_extract_content",
+            mock,
+        )
+        return mock
+    return _patch
+
+
+async def test_single_file_returns_one_connector_document(
+    mock_drive_client, patch_extract,
+):
+    """Tracer bullet: downloading one file produces one ConnectorDocument."""
+    patch_extract(return_value=_mock_extract_ok("f1", "test.txt"))
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        [_make_file_dict("f1", "test.txt")],
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert len(docs) == 1
+    assert failed == 0
+    assert docs[0].title == "test.txt"
+    assert docs[0].unique_id == "f1"
+
+
+async def test_multiple_files_all_produce_documents(
+    mock_drive_client, patch_extract,
+):
+    """All files are downloaded and converted to ConnectorDocuments."""
+    files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(3)]
+    patch_extract(
+        side_effect=[_mock_extract_ok(f"f{i}", f"file{i}.txt") for i in range(3)]
+    )
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        files,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert len(docs) == 3
+    assert failed == 0
+    assert {d.unique_id for d in docs} == {"f0", "f1", "f2"}
+
+
+async def test_one_download_exception_does_not_block_others(
+    mock_drive_client, patch_extract,
+):
+    """A RuntimeError in one download still lets the other files succeed."""
+    files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(3)]
+    patch_extract(
+        side_effect=[
+            _mock_extract_ok("f0", "file0.txt"),
+            RuntimeError("network timeout"),
+            _mock_extract_ok("f2", "file2.txt"),
+        ]
+    )
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        files,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert len(docs) == 2
+    assert failed == 1
+    assert {d.unique_id for d in docs} == {"f0", "f2"}
+
+
+async def test_etl_error_counts_as_download_failure(
+    mock_drive_client, patch_extract,
+):
+    """download_and_extract_content returning an error is counted as failed."""
+    files = [_make_file_dict("f0", "good.txt"), _make_file_dict("f1", "bad.txt")]
+    patch_extract(
+        side_effect=[
+            _mock_extract_ok("f0", "good.txt"),
+            (None, {}, "ETL failed"),
+        ]
+    )
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        files,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert len(docs) == 1
+    assert failed == 1
+
+
+async def test_concurrency_bounded_by_semaphore(
+    mock_drive_client, monkeypatch,
+):
+    """Peak concurrent downloads never exceeds max_concurrency."""
+    lock = asyncio.Lock()
+    active = 0
+    peak = 0
+
+    async def _slow_extract(client, file):
+        nonlocal active, peak
+        async with lock:
+            active += 1
+            peak = max(peak, active)
+        await asyncio.sleep(0.05)
+        async with lock:
+            active -= 1
+        fid = file["id"]
+        return _mock_extract_ok(fid, file["name"])
+
+    monkeypatch.setattr(
+        "app.tasks.connector_indexers.google_drive_indexer.download_and_extract_content",
+        _slow_extract,
+    )
+
+    files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(6)]
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        files,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+        max_concurrency=2,
+    )
+
+    assert len(docs) == 6
+    assert failed == 0
+    assert peak <= 2, f"Peak concurrency was {peak}, expected <= 2"
+
+
+async def test_heartbeat_fires_during_parallel_downloads(
+    mock_drive_client, monkeypatch,
+):
+    """on_heartbeat is called at least once when downloads take time."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    monkeypatch.setattr(_mod, "HEARTBEAT_INTERVAL_SECONDS", 0)
+
+    async def _slow_extract(client, file):
+        await asyncio.sleep(0.05)
+        return _mock_extract_ok(file["id"], file["name"])
+
+    monkeypatch.setattr(
+        "app.tasks.connector_indexers.google_drive_indexer.download_and_extract_content",
+        _slow_extract,
+    )
+
+    heartbeat_calls: list[int] = []
+
+    async def _on_heartbeat(count: int):
+        heartbeat_calls.append(count)
+
+    files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(3)]
+
+    docs, failed = await _download_files_parallel(
+        mock_drive_client,
+        files,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+        on_heartbeat=_on_heartbeat,
+    )
+
+    assert len(docs) == 3
+    assert failed == 0
+    assert len(heartbeat_calls) >= 1, "Heartbeat should have fired at least once"
+
+
+# ---------------------------------------------------------------------------
+# Slice 6, 6b, 6c -- _index_full_scan three-phase pipeline
+# ---------------------------------------------------------------------------
+
+def _folder_dict(file_id: str, name: str) -> dict:
+    return {"id": file_id, "name": name, "mimeType": "application/vnd.google-apps.folder"}
+
+
+@pytest.fixture
+def full_scan_mocks(mock_drive_client, monkeypatch):
+    """Wire up all mocks needed to call _index_full_scan in isolation."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    mock_session = AsyncMock()
+    mock_connector = MagicMock()
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_progress = AsyncMock()
+    mock_log_entry = MagicMock()
+
+    skip_results: dict[str, tuple[bool, str | None]] = {}
+
+    async def _fake_skip(session, file, search_space_id):
+        return skip_results.get(file["id"], (False, None))
+
+    monkeypatch.setattr(_mod, "_should_skip_file", _fake_skip)
+
+    download_mock = AsyncMock(return_value=([], 0))
+    monkeypatch.setattr(_mod, "_download_files_parallel", download_mock)
+
+    batch_mock = AsyncMock(return_value=([], 0, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+
+    monkeypatch.setattr(
+        _mod, "get_user_long_context_llm", AsyncMock(return_value=MagicMock()),
+    )
+
+    return {
+        "drive_client": mock_drive_client,
+        "session": mock_session,
+        "connector": mock_connector,
+        "task_logger": mock_task_logger,
+        "log_entry": mock_log_entry,
+        "skip_results": skip_results,
+        "download_mock": download_mock,
+        "batch_mock": batch_mock,
+        "pipeline_mock": pipeline_mock,
+    }
+
+
+async def _run_full_scan(mocks, *, max_files=500, include_subfolders=False):
+    return await _index_full_scan(
+        mocks["drive_client"],
+        mocks["session"],
+        mocks["connector"],
+        _CONNECTOR_ID,
+        _SEARCH_SPACE_ID,
+        _USER_ID,
+        "folder-root",
+        "My Folder",
+        mocks["task_logger"],
+        mocks["log_entry"],
+        max_files,
+        include_subfolders=include_subfolders,
+        enable_summary=True,
+    )
+
+
+async def test_full_scan_three_phase_counts(full_scan_mocks, monkeypatch):
+    """Full scan collects files serially, downloads and indexes in parallel,
+    and returns correct (indexed, skipped) with renames counted as indexed."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    page_files = [
+        _folder_dict("folder1", "SubFolder"),
+        _make_file_dict("skip1", "unchanged.txt"),
+        _make_file_dict("rename1", "renamed.txt"),
+        _make_file_dict("new1", "new1.txt"),
+        _make_file_dict("new2", "new2.txt"),
+    ]
+
+    monkeypatch.setattr(
+        _mod, "get_files_in_folder",
+        AsyncMock(return_value=(page_files, None, None)),
+    )
+
+    full_scan_mocks["skip_results"]["skip1"] = (True, "unchanged")
+    full_scan_mocks["skip_results"]["rename1"] = (True, "File renamed: 'old' → 'renamed.txt'")
+
+    mock_docs = [MagicMock(), MagicMock()]
+    full_scan_mocks["download_mock"].return_value = (mock_docs, 0)
+    full_scan_mocks["batch_mock"].return_value = ([], 2, 0)
+
+    indexed, skipped = await _run_full_scan(full_scan_mocks)
+
+    assert indexed == 3  # 1 renamed + 2 from batch
+    assert skipped == 1  # 1 unchanged
+
+    full_scan_mocks["download_mock"].assert_called_once()
+    call_files = full_scan_mocks["download_mock"].call_args[0][1]
+    assert len(call_files) == 2
+    assert {f["id"] for f in call_files} == {"new1", "new2"}
+
+
+async def test_full_scan_respects_max_files(full_scan_mocks, monkeypatch):
+    """Only max_files non-folder files are processed; the rest are ignored."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    page_files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(10)]
+
+    monkeypatch.setattr(
+        _mod, "get_files_in_folder",
+        AsyncMock(return_value=(page_files, None, None)),
+    )
+
+    full_scan_mocks["download_mock"].return_value = ([], 0)
+    full_scan_mocks["batch_mock"].return_value = ([], 0, 0)
+
+    await _run_full_scan(full_scan_mocks, max_files=3)
+
+    download_call_files = full_scan_mocks["download_mock"].call_args[0][1]
+    assert len(download_call_files) == 3
+
+
+async def test_full_scan_uses_max_concurrency_3_for_indexing(
+    full_scan_mocks, monkeypatch,
+):
+    """index_batch_parallel is called with max_concurrency=3."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    page_files = [_make_file_dict("f1", "file1.txt")]
+    monkeypatch.setattr(
+        _mod, "get_files_in_folder",
+        AsyncMock(return_value=(page_files, None, None)),
+    )
+
+    mock_docs = [MagicMock()]
+    full_scan_mocks["download_mock"].return_value = (mock_docs, 0)
+    full_scan_mocks["batch_mock"].return_value = ([], 1, 0)
+
+    await _run_full_scan(full_scan_mocks)
+
+    call_kwargs = full_scan_mocks["batch_mock"].call_args
+    assert call_kwargs[1].get("max_concurrency") == 3 or (
+        len(call_kwargs[0]) > 2 and call_kwargs[0][2] == 3
+    )
+
+
+# ---------------------------------------------------------------------------
+# Slice 7 -- _index_with_delta_sync three-phase pipeline
+# ---------------------------------------------------------------------------
+
+async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
+    """Removed/trashed changes call _remove_document; the rest go through
+    _download_files_parallel and index_batch_parallel."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    changes = [
+        {"fileId": "del1", "removed": True},
+        {"fileId": "del2", "file": {"id": "del2", "trashed": True}},
+        {"fileId": "trash1", "file": {"id": "trash1", "trashed": True}},
+        {"fileId": "mod1", "file": _make_file_dict("mod1", "modified1.txt")},
+        {"fileId": "mod2", "file": _make_file_dict("mod2", "modified2.txt")},
+    ]
+
+    monkeypatch.setattr(
+        _mod, "fetch_all_changes",
+        AsyncMock(return_value=(changes, "new-token", None)),
+    )
+
+    change_types = {
+        "del1": "removed",
+        "del2": "removed",
+        "trash1": "trashed",
+        "mod1": "modified",
+        "mod2": "modified",
+    }
+    monkeypatch.setattr(
+        _mod, "categorize_change",
+        lambda change: change_types[change["fileId"]],
+    )
+
+    remove_calls: list[str] = []
+
+    async def _fake_remove(session, file_id, search_space_id):
+        remove_calls.append(file_id)
+
+    monkeypatch.setattr(_mod, "_remove_document", _fake_remove)
+
+    monkeypatch.setattr(
+        _mod, "_should_skip_file",
+        AsyncMock(return_value=(False, None)),
+    )
+
+    mock_docs = [MagicMock(), MagicMock()]
+    download_mock = AsyncMock(return_value=(mock_docs, 0))
+    monkeypatch.setattr(_mod, "_download_files_parallel", download_mock)
+
+    batch_mock = AsyncMock(return_value=([], 2, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+    monkeypatch.setattr(
+        _mod, "get_user_long_context_llm", AsyncMock(return_value=MagicMock()),
+    )
+
+    mock_session = AsyncMock()
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_progress = AsyncMock()
+
+    indexed, skipped = await _index_with_delta_sync(
+        MagicMock(),
+        mock_session,
+        MagicMock(),
+        _CONNECTOR_ID,
+        _SEARCH_SPACE_ID,
+        _USER_ID,
+        "folder-root",
+        "start-token-abc",
+        mock_task_logger,
+        MagicMock(),
+        max_files=500,
+        enable_summary=True,
+    )
+
+    assert sorted(remove_calls) == ["del1", "del2", "trash1"]
+
+    download_mock.assert_called_once()
+    downloaded_files = download_mock.call_args[0][1]
+    assert len(downloaded_files) == 2
+    assert {f["id"] for f in downloaded_files} == {"mod1", "mod2"}
+
+    assert indexed == 2
+    assert skipped == 0

From 2f30e48e9070b305d10736e56306d895cfc9464f Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 00:06:21 +0530
Subject: [PATCH 057/102] feat: implement async service locking in Google Drive
 client

- Introduced an asyncio lock to the GoogleDriveClient to ensure thread-safe access to the service instance.
- Refactored the get_service method to utilize the lock, preventing concurrent attempts to create the service and improving stability in multi-threaded environments.
---
 .../app/connectors/google_drive/client.py     | 28 +++++++++++--------
 1 file changed, 17 insertions(+), 11 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/client.py b/surfsense_backend/app/connectors/google_drive/client.py
index 8cba34d19..697e3e760 100644
--- a/surfsense_backend/app/connectors/google_drive/client.py
+++ b/surfsense_backend/app/connectors/google_drive/client.py
@@ -1,5 +1,6 @@
 """Google Drive API client."""
 
+import asyncio
 import io
 from typing import Any
 
@@ -35,6 +36,7 @@ class GoogleDriveClient:
         self.connector_id = connector_id
         self._credentials = credentials
         self.service = None
+        self._service_lock = asyncio.Lock()
 
     async def get_service(self):
         """
@@ -49,17 +51,21 @@ class GoogleDriveClient:
         if self.service:
             return self.service
 
-        try:
-            if self._credentials:
-                credentials = self._credentials
-            else:
-                credentials = await get_valid_credentials(
-                    self.session, self.connector_id
-                )
-            self.service = build("drive", "v3", credentials=credentials)
-            return self.service
-        except Exception as e:
-            raise Exception(f"Failed to create Google Drive service: {e!s}") from e
+        async with self._service_lock:
+            if self.service:
+                return self.service
+
+            try:
+                if self._credentials:
+                    credentials = self._credentials
+                else:
+                    credentials = await get_valid_credentials(
+                        self.session, self.connector_id
+                    )
+                self.service = build("drive", "v3", credentials=credentials)
+                return self.service
+            except Exception as e:
+                raise Exception(f"Failed to create Google Drive service: {e!s}") from e
 
     async def list_files(
         self,

From 7c7f8b216c14267c76324949efd573d9fac90999 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 00:17:07 +0530
Subject: [PATCH 058/102] feat: implement batch indexing for selected Google
 Drive files

- Introduced `index_google_drive_selected_files` function to enable indexing of multiple user-selected files in parallel, improving efficiency.
- Refactored existing indexing logic to handle batch processing, including error handling for individual file failures.
- Added unit tests for the new batch indexing functionality, ensuring robustness and proper error collection during the indexing process.
---
 .../routes/search_source_connectors_routes.py |  22 ++-
 .../google_drive_indexer.py                   | 144 ++++++++++++++++++
 .../test_google_drive_parallel.py             | 122 +++++++++++++++
 3 files changed, 276 insertions(+), 12 deletions(-)

diff --git a/surfsense_backend/app/routes/search_source_connectors_routes.py b/surfsense_backend/app/routes/search_source_connectors_routes.py
index 1ffc6341f..bef2329d8 100644
--- a/surfsense_backend/app/routes/search_source_connectors_routes.py
+++ b/surfsense_backend/app/routes/search_source_connectors_routes.py
@@ -2329,7 +2329,7 @@ async def run_google_drive_indexing(
     try:
         from app.tasks.connector_indexers.google_drive_indexer import (
             index_google_drive_files,
-            index_google_drive_single_file,
+            index_google_drive_selected_files,
         )
 
         # Parse the structured data
@@ -2402,25 +2402,23 @@ async def run_google_drive_indexing(
                     exc_info=True,
                 )
 
-        # Index each individual file
-        for file in items.files:
+        # Index all selected files together via the parallel pipeline
+        if items.files:
             try:
-                indexed_count, error_message = await index_google_drive_single_file(
+                file_tuples = [(f.id, f.name) for f in items.files]
+                indexed_count, _skipped, file_errors = await index_google_drive_selected_files(
                     session,
                     connector_id,
                     search_space_id,
                     user_id,
-                    file_id=file.id,
-                    file_name=file.name,
+                    files=file_tuples,
                 )
-                if error_message:
-                    errors.append(f"File '{file.name}': {error_message}")
-                else:
-                    total_indexed += indexed_count
+                total_indexed += indexed_count
+                errors.extend(file_errors)
             except Exception as e:
-                errors.append(f"File '{file.name}': {e!s}")
+                errors.append(f"File batch indexing: {e!s}")
                 logger.error(
-                    f"Error indexing file {file.name} ({file.id}): {e}",
+                    f"Error batch indexing files: {e}",
                     exc_info=True,
                 )
 
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index 8ba08533f..2d3139343 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -387,6 +387,56 @@ async def _download_and_index(
     return batch_indexed, download_failed + batch_failed
 
 
+async def _index_selected_files(
+    drive_client: GoogleDriveClient,
+    session: AsyncSession,
+    file_ids: list[tuple[str, str | None]],
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+    on_heartbeat: HeartbeatCallbackType | None = None,
+) -> tuple[int, int, list[str]]:
+    """Index user-selected files using the parallel pipeline.
+
+    Phase 1 (serial): fetch metadata + skip checks.
+    Phase 2+3 (parallel): download, ETL, index via _download_and_index.
+
+    Returns (indexed_count, skipped_count, errors).
+    """
+    files_to_download: list[dict] = []
+    errors: list[str] = []
+    renamed_count = 0
+    skipped = 0
+
+    for file_id, file_name in file_ids:
+        file, error = await get_file_by_id(drive_client, file_id)
+        if error or not file:
+            display = file_name or file_id
+            errors.append(f"File '{display}': {error or 'File not found'}")
+            continue
+
+        skip, msg = await _should_skip_file(session, file, search_space_id)
+        if skip:
+            if msg and "renamed" in msg.lower():
+                renamed_count += 1
+            else:
+                skipped += 1
+            continue
+
+        files_to_download.append(file)
+
+    batch_indexed, failed = await _download_and_index(
+        drive_client, session, files_to_download,
+        connector_id=connector_id, search_space_id=search_space_id,
+        user_id=user_id, enable_summary=enable_summary,
+        on_heartbeat=on_heartbeat,
+    )
+
+    return renamed_count + batch_indexed, skipped, errors
+
+
 # ---------------------------------------------------------------------------
 # Scan strategies
 # ---------------------------------------------------------------------------
@@ -803,3 +853,97 @@ async def index_google_drive_single_file(
         await task_logger.log_task_failure(log_entry, "Failed to index Google Drive file", str(e), {"error_type": type(e).__name__})
         logger.error(f"Failed to index Google Drive file: {e!s}", exc_info=True)
         return 0, f"Failed to index Google Drive file: {e!s}"
+
+
+async def index_google_drive_selected_files(
+    session: AsyncSession,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    files: list[tuple[str, str | None]],
+    on_heartbeat_callback: HeartbeatCallbackType | None = None,
+) -> tuple[int, int, list[str]]:
+    """Index multiple user-selected Google Drive files in parallel.
+
+    Sets up the connector/credentials once, then delegates to
+    _index_selected_files for the three-phase parallel pipeline.
+
+    Returns (indexed_count, skipped_count, errors).
+    """
+    task_logger = TaskLoggingService(session, search_space_id)
+    log_entry = await task_logger.log_task_start(
+        task_name="google_drive_selected_files_indexing",
+        source="connector_indexing_task",
+        message=f"Starting Google Drive batch file indexing for {len(files)} files",
+        metadata={"connector_id": connector_id, "user_id": str(user_id), "file_count": len(files)},
+    )
+
+    try:
+        connector = None
+        for ct in ACCEPTED_DRIVE_CONNECTOR_TYPES:
+            connector = await get_connector_by_id(session, connector_id, ct)
+            if connector:
+                break
+        if not connector:
+            error_msg = f"Google Drive connector with ID {connector_id} not found"
+            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
+            return 0, 0, [error_msg]
+
+        pre_built_credentials = None
+        if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
+            connected_account_id = connector.config.get("composio_connected_account_id")
+            if not connected_account_id:
+                error_msg = f"Composio connected_account_id not found for connector {connector_id}"
+                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
+                return 0, 0, [error_msg]
+            pre_built_credentials = build_composio_credentials(connected_account_id)
+        else:
+            token_encrypted = connector.config.get("_token_encrypted", False)
+            if token_encrypted and not config.SECRET_KEY:
+                error_msg = "SECRET_KEY not configured but credentials are marked as encrypted"
+                await task_logger.log_task_failure(
+                    log_entry, error_msg, "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
+                )
+                return 0, 0, [error_msg]
+
+        connector_enable_summary = getattr(connector, "enable_summary", True)
+        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
+
+        indexed, skipped, errors = await _index_selected_files(
+            drive_client, session, files,
+            connector_id=connector_id, search_space_id=search_space_id,
+            user_id=user_id, enable_summary=connector_enable_summary,
+            on_heartbeat=on_heartbeat_callback,
+        )
+
+        await session.commit()
+
+        if errors:
+            await task_logger.log_task_failure(
+                log_entry,
+                f"Batch file indexing completed with {len(errors)} error(s)",
+                "; ".join(errors),
+                {"indexed": indexed, "skipped": skipped, "error_count": len(errors)},
+            )
+        else:
+            await task_logger.log_task_success(
+                log_entry,
+                f"Successfully indexed {indexed} files ({skipped} skipped)",
+                {"indexed": indexed, "skipped": skipped},
+            )
+
+        logger.info(f"Selected files indexing: {indexed} indexed, {skipped} skipped, {len(errors)} errors")
+        return indexed, skipped, errors
+
+    except SQLAlchemyError as db_error:
+        await session.rollback()
+        error_msg = f"Database error: {db_error!s}"
+        await task_logger.log_task_failure(log_entry, error_msg, str(db_error), {"error_type": "SQLAlchemyError"})
+        logger.error(error_msg, exc_info=True)
+        return 0, 0, [error_msg]
+    except Exception as e:
+        await session.rollback()
+        error_msg = f"Failed to index Google Drive files: {e!s}"
+        await task_logger.log_task_failure(log_entry, error_msg, str(e), {"error_type": type(e).__name__})
+        logger.error(error_msg, exc_info=True)
+        return 0, 0, [error_msg]
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
index 22e900406..1183efa9f 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
@@ -8,6 +8,7 @@ import pytest
 from app.tasks.connector_indexers.google_drive_indexer import (
     _download_files_parallel,
     _index_full_scan,
+    _index_selected_files,
     _index_with_delta_sync,
 )
 
@@ -464,3 +465,124 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
 
     assert indexed == 2
     assert skipped == 0
+
+
+# ---------------------------------------------------------------------------
+# _index_selected_files -- parallel indexing of user-selected files
+# ---------------------------------------------------------------------------
+
+@pytest.fixture
+def selected_files_mocks(mock_drive_client, monkeypatch):
+    """Wire up mocks for _index_selected_files tests."""
+    import app.tasks.connector_indexers.google_drive_indexer as _mod
+
+    mock_session = AsyncMock()
+
+    get_file_results: dict[str, tuple[dict | None, str | None]] = {}
+
+    async def _fake_get_file(client, file_id):
+        return get_file_results.get(file_id, (None, f"Not configured: {file_id}"))
+
+    monkeypatch.setattr(_mod, "get_file_by_id", _fake_get_file)
+
+    skip_results: dict[str, tuple[bool, str | None]] = {}
+
+    async def _fake_skip(session, file, search_space_id):
+        return skip_results.get(file["id"], (False, None))
+
+    monkeypatch.setattr(_mod, "_should_skip_file", _fake_skip)
+
+    download_and_index_mock = AsyncMock(return_value=(0, 0))
+    monkeypatch.setattr(_mod, "_download_and_index", download_and_index_mock)
+
+    return {
+        "drive_client": mock_drive_client,
+        "session": mock_session,
+        "get_file_results": get_file_results,
+        "skip_results": skip_results,
+        "download_and_index_mock": download_and_index_mock,
+    }
+
+
+async def _run_selected(mocks, file_ids):
+    return await _index_selected_files(
+        mocks["drive_client"],
+        mocks["session"],
+        file_ids,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+
+async def test_selected_files_single_file_indexed(selected_files_mocks):
+    """Tracer bullet: one file fetched, not skipped, indexed via parallel pipeline."""
+    selected_files_mocks["get_file_results"]["f1"] = (
+        _make_file_dict("f1", "report.pdf"),
+        None,
+    )
+    selected_files_mocks["download_and_index_mock"].return_value = (1, 0)
+
+    indexed, skipped, errors = await _run_selected(
+        selected_files_mocks, [("f1", "report.pdf")],
+    )
+
+    assert indexed == 1
+    assert skipped == 0
+    assert errors == []
+    selected_files_mocks["download_and_index_mock"].assert_called_once()
+
+
+async def test_selected_files_fetch_failure_isolation(selected_files_mocks):
+    """get_file_by_id failing for one file collects an error; others still indexed."""
+    selected_files_mocks["get_file_results"]["f1"] = (
+        _make_file_dict("f1", "first.txt"), None,
+    )
+    selected_files_mocks["get_file_results"]["f2"] = (None, "HTTP 404")
+    selected_files_mocks["get_file_results"]["f3"] = (
+        _make_file_dict("f3", "third.txt"), None,
+    )
+    selected_files_mocks["download_and_index_mock"].return_value = (2, 0)
+
+    indexed, skipped, errors = await _run_selected(
+        selected_files_mocks,
+        [("f1", "first.txt"), ("f2", "mid.txt"), ("f3", "third.txt")],
+    )
+
+    assert indexed == 2
+    assert skipped == 0
+    assert len(errors) == 1
+    assert "mid.txt" in errors[0]
+    assert "HTTP 404" in errors[0]
+
+
+async def test_selected_files_skip_rename_counting(selected_files_mocks):
+    """Unchanged files are skipped, renames counted as indexed,
+    and only new files are sent to _download_and_index."""
+    for fid, fname in [("s1", "unchanged.txt"), ("r1", "renamed.txt"),
+                       ("n1", "new1.txt"), ("n2", "new2.txt")]:
+        selected_files_mocks["get_file_results"][fid] = (
+            _make_file_dict(fid, fname), None,
+        )
+
+    selected_files_mocks["skip_results"]["s1"] = (True, "unchanged")
+    selected_files_mocks["skip_results"]["r1"] = (True, "File renamed: 'old' \u2192 'renamed.txt'")
+
+    selected_files_mocks["download_and_index_mock"].return_value = (2, 0)
+
+    indexed, skipped, errors = await _run_selected(
+        selected_files_mocks,
+        [("s1", "unchanged.txt"), ("r1", "renamed.txt"),
+         ("n1", "new1.txt"), ("n2", "new2.txt")],
+    )
+
+    assert indexed == 3   # 1 renamed + 2 batch
+    assert skipped == 1   # 1 unchanged
+    assert errors == []
+
+    mock = selected_files_mocks["download_and_index_mock"]
+    mock.assert_called_once()
+    call_files = mock.call_args[1].get("files") if "files" in (mock.call_args[1] or {}) else mock.call_args[0][2]
+    assert len(call_files) == 2
+    assert {f["id"] for f in call_files} == {"n1", "n2"}

From da6bbcfe39da73a60e4e2741c1e98e10cb1a88ea Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 08:54:06 +0530
Subject: [PATCH 059/102] feat: add file streaming download functionality to
 Google Drive client

- Introduced `download_file_to_disk` method to stream files directly to disk in chunks, reducing memory usage during downloads.
- Updated `download_and_extract_content` function to utilize the new streaming download method for binary files, enhancing efficiency in handling large files.
- Improved error handling for download operations, providing clearer feedback on failures.
---
 .../app/connectors/google_drive/client.py     | 25 +++++++++++++++++++
 .../google_drive/content_extractor.py         | 21 ++++++++++------
 2 files changed, 38 insertions(+), 8 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/client.py b/surfsense_backend/app/connectors/google_drive/client.py
index 697e3e760..4e4240e91 100644
--- a/surfsense_backend/app/connectors/google_drive/client.py
+++ b/surfsense_backend/app/connectors/google_drive/client.py
@@ -172,6 +172,31 @@ class GoogleDriveClient:
         except Exception as e:
             return None, f"Error downloading file: {e!s}"
 
+    async def download_file_to_disk(
+        self, file_id: str, dest_path: str, chunksize: int = 5 * 1024 * 1024,
+    ) -> str | None:
+        """Stream file directly to disk in chunks, avoiding full in-memory buffering.
+
+        Returns error message on failure, None on success.
+        """
+        try:
+            service = await self.get_service()
+            request = service.files().get_media(fileId=file_id)
+            from googleapiclient.http import MediaIoBaseDownload
+
+            with open(dest_path, "wb") as fh:
+                downloader = MediaIoBaseDownload(fh, request, chunksize=chunksize)
+                done = False
+                while not done:
+                    _, done = downloader.next_chunk()
+
+            return None
+
+        except HttpError as e:
+            return f"HTTP error downloading file: {e.resp.status}"
+        except Exception as e:
+            return f"Error downloading file: {e!s}"
+
     async def export_google_file(
         self, file_id: str, mime_type: str
     ) -> tuple[bytes | None, str | None]:
diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 6fa20bf8e..69f64d9ae 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -60,8 +60,9 @@ async def download_and_extract_content(
 
     temp_file_path = None
     try:
-        # Download / export
         if is_google_workspace_file(mime_type):
+            # Workspace files (Docs/Sheets/Slides) use export -- returns bytes
+            # in one shot. These are typically small (a few MB as PDF/text).
             export_mime = get_export_mime_type(mime_type)
             if not export_mime:
                 return None, drive_metadata, f"Cannot export Google Workspace type: {mime_type}"
@@ -69,17 +70,21 @@ async def download_and_extract_content(
             if error:
                 return None, drive_metadata, error
             extension = ".pdf" if export_mime == "application/pdf" else ".txt"
+
+            with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
+                tmp.write(content_bytes)
+                temp_file_path = tmp.name
         else:
-            content_bytes, error = await client.download_file(file_id)
+            # Binary files -- stream directly to disk in chunks to avoid
+            # loading the entire file into memory.
+            extension = Path(file_name).suffix or ".bin"
+            with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
+                temp_file_path = tmp.name
+
+            error = await client.download_file_to_disk(file_id, temp_file_path)
             if error:
                 return None, drive_metadata, error
-            extension = Path(file_name).suffix or ".bin"
 
-        with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
-            tmp.write(content_bytes)
-            temp_file_path = tmp.name
-
-        # Parse to markdown
         markdown = await _parse_file_to_markdown(temp_file_path, file_name)
         return markdown, drive_metadata, None
 

From db6dd058ddf12a24c6ea890f4dd6727e1b2da6d8 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 11:19:32 +0530
Subject: [PATCH 060/102] feat: migrate Linear and Notion indexers to unified
 parallel pipeline

- Refactored Linear and Notion indexers to utilize the shared IndexingPipelineService for improved document deduplication, summarization, chunking, and embedding with bounded parallel indexing.
- Updated the `_build_connector_doc` function in both indexers to create ConnectorDocument instances with enhanced metadata and fallback summaries.
- Modified the `index_linear_issues` and `index_notion_pages` functions to return a tuple of (indexed_count, skipped_count, warning_or_error_message) for better error handling and reporting.
- Added unit tests for both indexers to validate the new parallel processing logic and ensure correct document creation and indexing behavior.
---
 .../connector_indexers/linear_indexer.py      | 417 +++++------------
 .../connector_indexers/notion_indexer.py      | 442 +++++-------------
 .../test_linear_parallel.py                   | 355 ++++++++++++++
 .../test_notion_parallel.py                   | 345 ++++++++++++++
 4 files changed, 944 insertions(+), 615 deletions(-)
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py

diff --git a/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py b/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
index 6e9ccaa01..38d931588 100644
--- a/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
@@ -1,48 +1,84 @@
 """
 Linear connector indexer.
 
-Implements 2-phase document status updates for real-time UI feedback:
-- Phase 1: Create all documents with 'pending' status (visible in UI immediately)
-- Phase 2: Process each document: pending → processing → ready/failed
+Uses the shared IndexingPipelineService for document deduplication,
+summarization, chunking, and embedding with bounded parallel indexing.
 """
 
-import time
 from collections.abc import Awaitable, Callable
-from datetime import datetime
 
 from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.linear_connector import LinearConnector
-from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_content_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 
 from .base import (
     calculate_date_range,
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds - update notification every 30 seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    issue: dict,
+    formatted_issue: dict,
+    issue_content: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Linear issue dict to a ConnectorDocument."""
+    issue_id = issue.get("id", "")
+    issue_identifier = issue.get("identifier", "")
+    issue_title = issue.get("title", "")
+    state = formatted_issue.get("state", "Unknown")
+    priority = formatted_issue.get("priority", "Unknown")
+    comment_count = len(formatted_issue.get("comments", []))
+
+    metadata = {
+        "issue_id": issue_id,
+        "issue_identifier": issue_identifier,
+        "issue_title": issue_title,
+        "state": state,
+        "priority": priority,
+        "comment_count": comment_count,
+        "connector_id": connector_id,
+        "document_type": "Linear Issue",
+        "connector_type": "Linear",
+    }
+
+    fallback_summary = (
+        f"Linear Issue {issue_identifier}: {issue_title}\n\n"
+        f"Status: {state}\n\n{issue_content}"
+    )
+
+    return ConnectorDocument(
+        title=f"{issue_identifier}: {issue_title}",
+        source_markdown=issue_content,
+        unique_id=issue_id,
+        document_type=DocumentType.LINEAR_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_linear_issues(
     session: AsyncSession,
     connector_id: int,
@@ -52,26 +88,15 @@ async def index_linear_issues(
     end_date: str | None = None,
     update_last_indexed: bool = True,
     on_heartbeat_callback: HeartbeatCallbackType | None = None,
-) -> tuple[int, str | None]:
+) -> tuple[int, int, str | None]:
     """
     Index Linear issues and comments.
 
-    Args:
-        session: Database session
-        connector_id: ID of the Linear connector
-        search_space_id: ID of the search space to store documents in
-        user_id: ID of the user
-        start_date: Start date for indexing (YYYY-MM-DD format)
-        end_date: End date for indexing (YYYY-MM-DD format)
-        update_last_indexed: Whether to update the last_indexed_at timestamp (default: True)
-        on_heartbeat_callback: Optional callback to update notification during long-running indexing.
-
     Returns:
-        Tuple containing (number of documents indexed, error message or None)
+        Tuple of (indexed_count, skipped_count, warning_or_error_message)
     """
     task_logger = TaskLoggingService(session, search_space_id)
 
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="linear_issues_indexing",
         source="connector_indexing_task",
@@ -85,7 +110,7 @@ async def index_linear_issues(
     )
 
     try:
-        # Get the connector
+        # ── Connector lookup ──────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Retrieving Linear connector {connector_id} from database",
@@ -104,11 +129,11 @@ async def index_linear_issues(
                 {"error_type": "ConnectorNotFound"},
             )
             return (
+                0,
                 0,
                 f"Connector with ID {connector_id} not found or is not a Linear connector",
             )
 
-        # Check if access_token exists (support both new OAuth format and old API key format)
         if not connector.config.get("access_token") and not connector.config.get(
             "LINEAR_API_KEY"
         ):
@@ -118,26 +143,22 @@ async def index_linear_issues(
                 "Missing Linear access token",
                 {"error_type": "MissingToken"},
             )
-            return 0, "Linear access token not found in connector config"
+            return 0, 0, "Linear access token not found in connector config"
 
-        # Initialize Linear client with internal refresh capability
+        # ── Client init ───────────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Linear client for connector {connector_id}",
             {"stage": "client_initialization"},
         )
 
-        # Create connector with session and connector_id for internal refresh
-        # Token refresh will happen automatically when needed
         linear_client = LinearConnector(session=session, connector_id=connector_id)
 
-        # Handle 'undefined' string from frontend (treat as None)
         if start_date == "undefined" or start_date == "":
             start_date = None
         if end_date == "undefined" or end_date == "":
             end_date = None
 
-        # Calculate date range
         start_date_str, end_date_str = calculate_date_range(
             connector, start_date, end_date, default_days_back=365
         )
@@ -154,37 +175,34 @@ async def index_linear_issues(
             },
         )
 
-        # Get issues within date range
+        # ── Fetch issues ──────────────────────────────────────────────
         try:
             issues, error = await linear_client.get_issues_by_date_range(
-                start_date=start_date_str, end_date=end_date_str, include_comments=True
+                start_date=start_date_str,
+                end_date=end_date_str,
+                include_comments=True,
             )
 
             if error:
-                # Don't treat "No issues found" as an error that should stop indexing
                 if "No issues found" in error:
                     logger.info(f"No Linear issues found: {error}")
-                    logger.info(
-                        "No issues found is not a critical error, continuing with update"
-                    )
                     if update_last_indexed:
                         await update_connector_last_indexed(
                             session, connector, update_last_indexed
                         )
                         await session.commit()
-                        logger.info(
-                            f"Updated last_indexed_at to {connector.last_indexed_at} despite no issues found"
-                        )
-                    return 0, None
+                    return 0, 0, None
                 else:
                     logger.error(f"Failed to get Linear issues: {error}")
-                    return 0, f"Failed to get Linear issues: {error}"
+                    return 0, 0, f"Failed to get Linear issues: {error}"
 
             logger.info(f"Retrieved {len(issues)} issues from Linear API")
 
         except Exception as e:
-            logger.error(f"Exception when calling Linear API: {e!s}", exc_info=True)
-            return 0, f"Failed to get Linear issues: {e!s}"
+            logger.error(
+                f"Exception when calling Linear API: {e!s}", exc_info=True
+            )
+            return 0, 0, f"Failed to get Linear issues: {e!s}"
 
         if not issues:
             logger.info("No Linear issues found for the specified date range")
@@ -193,19 +211,12 @@ async def index_linear_issues(
                     session, connector, update_last_indexed
                 )
                 await session.commit()
-                logger.info(
-                    f"Updated last_indexed_at to {connector.last_indexed_at} despite no issues found"
-                )
-            return 0, None  # Return None instead of error message when no issues found
+            return 0, 0, None
 
-        # Track the number of documents indexed
-        documents_indexed = 0
+        # ── Build ConnectorDocuments ──────────────────────────────────
+        connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
-        documents_failed = 0  # Track issues that failed processing
-        skipped_issues = []
-
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
+        duplicate_content_count = 0
 
         await task_logger.log_task_progress(
             log_entry,
@@ -213,13 +224,6 @@ async def index_linear_issues(
             {"stage": "process_issues", "total_issues": len(issues)},
         )
 
-        # =======================================================================
-        # PHASE 1: Analyze all issues, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        issues_to_process = []  # List of dicts with document and issue data
-        new_documents_created = False
-
         for issue in issues:
             try:
                 issue_id = issue.get("id", "")
@@ -230,271 +234,102 @@ async def index_linear_issues(
                     logger.warning(
                         f"Skipping issue with missing ID or title: {issue_id or 'Unknown'}"
                     )
-                    skipped_issues.append(
-                        f"{issue_identifier or 'Unknown'} (missing data)"
-                    )
                     documents_skipped += 1
                     continue
 
-                # Format the issue first to get well-structured data
                 formatted_issue = linear_client.format_issue(issue)
-
-                # Convert issue to markdown format
-                issue_content = linear_client.format_issue_to_markdown(formatted_issue)
+                issue_content = linear_client.format_issue_to_markdown(
+                    formatted_issue
+                )
 
                 if not issue_content:
                     logger.warning(
                         f"Skipping issue with no content: {issue_identifier} - {issue_title}"
                     )
-                    skipped_issues.append(f"{issue_identifier} (no content)")
                     documents_skipped += 1
                     continue
 
-                # Generate unique identifier hash for this Linear issue
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.LINEAR_CONNECTOR, issue_id, search_space_id
-                )
-
-                # Generate content hash
-                content_hash = generate_content_hash(issue_content, search_space_id)
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                state = formatted_issue.get("state", "Unknown")
-                description = formatted_issue.get("description", "")
-                comment_count = len(formatted_issue.get("comments", []))
-                priority = formatted_issue.get("priority", "Unknown")
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        logger.info(
-                            f"Document for Linear issue {issue_identifier} unchanged. Skipping."
-                        )
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    issues_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "issue_content": issue_content,
-                            "content_hash": content_hash,
-                            "issue_id": issue_id,
-                            "issue_identifier": issue_identifier,
-                            "issue_title": issue_title,
-                            "state": state,
-                            "description": description,
-                            "comment_count": comment_count,
-                            "priority": priority,
-                        }
-                    )
-                    continue
-
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
-                with session.no_autoflush:
-                    duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
-                    )
-
-                if duplicate_by_content:
-                    logger.info(
-                        f"Linear issue {issue_identifier} already indexed by another connector "
-                        f"(existing document ID: {duplicate_by_content.id}, "
-                        f"type: {duplicate_by_content.document_type}). Skipping."
-                    )
-                    documents_skipped += 1
-                    continue
-
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=f"{issue_identifier}: {issue_title}",
-                    document_type=DocumentType.LINEAR_CONNECTOR,
-                    document_metadata={
-                        "issue_id": issue_id,
-                        "issue_identifier": issue_identifier,
-                        "issue_title": issue_title,
-                        "state": state,
-                        "comment_count": comment_count,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
+                doc = _build_connector_doc(
+                    issue,
+                    formatted_issue,
+                    issue_content,
                     connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                issues_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "issue_content": issue_content,
-                        "content_hash": content_hash,
-                        "issue_id": issue_id,
-                        "issue_identifier": issue_identifier,
-                        "issue_title": issue_title,
-                        "state": state,
-                        "description": description,
-                        "comment_count": comment_count,
-                        "priority": priority,
-                    }
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
                 )
 
-            except Exception as e:
-                logger.error(f"Error in Phase 1 for issue: {e!s}", exc_info=True)
-                documents_failed += 1
-                continue
-
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([i for i in issues_to_process if i['is_new']])} pending documents"
-            )
-            await session.commit()
-
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(issues_to_process)} documents")
-
-        for item in issues_to_process:
-            # Send heartbeat periodically
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
-
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
-
-                # Heavy processing (LLM, embeddings, chunks)
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
-                )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata_for_summary = {
-                        "issue_id": item["issue_identifier"],
-                        "issue_title": item["issue_title"],
-                        "state": item["state"],
-                        "priority": item["priority"],
-                        "comment_count": item["comment_count"],
-                        "document_type": "Linear Issue",
-                        "connector_type": "Linear",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["issue_content"], user_llm, document_metadata_for_summary
+                with session.no_autoflush:
+                    duplicate = await check_duplicate_document_by_hash(
+                        session, compute_content_hash(doc)
                     )
-                else:
-                    summary_content = f"Linear Issue {item['issue_identifier']}: {item['issue_title']}\n\nStatus: {item['state']}\n\n{item['issue_content']}"
-                    summary_embedding = embed_text(summary_content)
-
-                chunks = await create_document_chunks(item["issue_content"])
-
-                # Update document to READY with actual content
-                document.title = f"{item['issue_identifier']}: {item['issue_title']}"
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "issue_id": item["issue_id"],
-                    "issue_identifier": item["issue_identifier"],
-                    "issue_title": item["issue_title"],
-                    "state": item["state"],
-                    "comment_count": item["comment_count"],
-                    "indexed_at": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
-                documents_indexed += 1
-
-                # Batch commit every 10 documents (for ready status updates)
-                if documents_indexed % 10 == 0:
+                if duplicate:
                     logger.info(
-                        f"Committing batch: {documents_indexed} Linear issues processed so far"
+                        f"Linear issue {doc.title} already indexed by another connector "
+                        f"(existing document ID: {duplicate.id}, "
+                        f"type: {duplicate.document_type}). Skipping."
                     )
-                    await session.commit()
+                    duplicate_content_count += 1
+                    documents_skipped += 1
+                    continue
+
+                connector_docs.append(doc)
 
             except Exception as e:
                 logger.error(
-                    f"Error processing issue {item.get('issue_identifier', 'Unknown')}: {e!s}",
+                    f"Error building ConnectorDocument for issue: {e!s}",
                     exc_info=True,
                 )
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
-                skipped_issues.append(
-                    f"{item.get('issue_identifier', 'Unknown')} (processing error)"
-                )
-                documents_failed += 1
+                documents_skipped += 1
                 continue
 
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
+        # ── Pipeline: migrate legacy docs + parallel index ────────────
+        pipeline = IndexingPipelineService(session)
+
+        await pipeline.migrate_legacy_docs(connector_docs)
+
+        async def _get_llm(s):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
+
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
+
+        # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        # Final commit for any remaining documents not yet committed in batches
-        logger.info(f"Final commit: Total {documents_indexed} Linear issues processed")
+        logger.info(
+            f"Final commit: Total {documents_indexed} Linear issues processed"
+        )
         try:
             await session.commit()
             logger.info(
                 "Successfully committed all Linear document changes to database"
             )
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
             ):
                 logger.warning(
                     f"Duplicate content_hash detected during final commit. "
-                    f"This may occur if the same issue was indexed by multiple connectors. "
                     f"Rolling back and continuing. Error: {e!s}"
                 )
                 await session.rollback()
             else:
                 raise
 
-        # Build warning message if there were issues
-        warning_parts = []
+        warning_parts: list[str] = []
+        if duplicate_content_count > 0:
+            warning_parts.append(f"{duplicate_content_count} duplicate")
         if documents_failed > 0:
             warning_parts.append(f"{documents_failed} failed")
         warning_message = ", ".join(warning_parts) if warning_parts else None
 
-        # Log success
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed Linear indexing for connector {connector_id}",
@@ -503,7 +338,7 @@ async def index_linear_issues(
                 "documents_indexed": documents_indexed,
                 "documents_skipped": documents_skipped,
                 "documents_failed": documents_failed,
-                "skipped_issues_count": len(skipped_issues),
+                "duplicate_content_count": duplicate_content_count,
             },
         )
 
@@ -511,7 +346,7 @@ async def index_linear_issues(
             f"Linear indexing completed: {documents_indexed} ready, "
             f"{documents_skipped} skipped, {documents_failed} failed"
         )
-        return documents_indexed, warning_message
+        return documents_indexed, documents_skipped, warning_message
 
     except SQLAlchemyError as db_error:
         await session.rollback()
@@ -522,7 +357,7 @@ async def index_linear_issues(
             {"error_type": "SQLAlchemyError"},
         )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
-        return 0, f"Database error: {db_error!s}"
+        return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
         await task_logger.log_task_failure(
@@ -532,4 +367,4 @@ async def index_linear_issues(
             {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index Linear issues: {e!s}", exc_info=True)
-        return 0, f"Failed to index Linear issues: {e!s}"
+        return 0, 0, f"Failed to index Linear issues: {e!s}"
diff --git a/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py b/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
index 619b8dcd7..6614071a4 100644
--- a/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
@@ -1,12 +1,10 @@
 """
 Notion connector indexer.
 
-Implements real-time document status updates using a two-phase approach:
-- Phase 1: Create all documents with PENDING status (visible in UI immediately)
-- Phase 2: Process each document one by one (pending → processing → ready/failed)
+Uses the shared IndexingPipelineService for document deduplication,
+summarization, chunking, and embedding with bounded parallel indexing.
 """
 
-import time
 from collections.abc import Awaitable, Callable
 from datetime import datetime
 
@@ -14,42 +12,64 @@ from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.notion_history import NotionHistoryConnector
-from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_content_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 from app.utils.notion_utils import process_blocks
 
 from .base import (
-    build_document_metadata_string,
     calculate_date_range,
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
-# Type alias for retry callback
-# Signature: async callback(retry_reason, attempt, max_attempts, wait_seconds) -> None
 RetryCallbackType = Callable[[str, int, int, float], Awaitable[None]]
-
-# Type alias for heartbeat callback
-# Signature: async callback(indexed_count) -> None
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds - update notification every 30 seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    page: dict,
+    markdown_content: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Notion page dict to a ConnectorDocument."""
+    page_id = page.get("page_id", "")
+    page_title = page.get("title", f"Untitled page ({page_id})")
+
+    metadata = {
+        "page_title": page_title,
+        "page_id": page_id,
+        "connector_id": connector_id,
+        "document_type": "Notion Page",
+        "connector_type": "Notion",
+    }
+
+    fallback_summary = f"Notion Page: {page_title}\n\n{markdown_content}"
+
+    return ConnectorDocument(
+        title=page_title,
+        source_markdown=markdown_content,
+        unique_id=page_id,
+        document_type=DocumentType.NOTION_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_notion_pages(
     session: AsyncSession,
     connector_id: int,
@@ -60,30 +80,15 @@ async def index_notion_pages(
     update_last_indexed: bool = True,
     on_retry_callback: RetryCallbackType | None = None,
     on_heartbeat_callback: HeartbeatCallbackType | None = None,
-) -> tuple[int, str | None]:
+) -> tuple[int, int, str | None]:
     """
     Index Notion pages from all accessible pages.
 
-    Args:
-        session: Database session
-        connector_id: ID of the Notion connector
-        search_space_id: ID of the search space to store documents in
-        user_id: ID of the user
-        start_date: Start date for indexing (YYYY-MM-DD format)
-        end_date: End date for indexing (YYYY-MM-DD format)
-        update_last_indexed: Whether to update the last_indexed_at timestamp (default: True)
-        on_retry_callback: Optional callback for retry progress notifications.
-            Signature: async callback(retry_reason, attempt, max_attempts, wait_seconds)
-            retry_reason is one of: 'rate_limit', 'server_error', 'timeout'
-        on_heartbeat_callback: Optional callback to update notification during long-running indexing.
-            Called periodically with (indexed_count) to prevent task appearing stuck.
-
     Returns:
-        Tuple containing (number of documents indexed, error message or None)
+        Tuple of (indexed_count, skipped_count, warning_or_error_message)
     """
     task_logger = TaskLoggingService(session, search_space_id)
 
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="notion_pages_indexing",
         source="connector_indexing_task",
@@ -97,7 +102,7 @@ async def index_notion_pages(
     )
 
     try:
-        # Get the connector
+        # ── Connector lookup ──────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Retrieving Notion connector {connector_id} from database",
@@ -116,11 +121,11 @@ async def index_notion_pages(
                 {"error_type": "ConnectorNotFound"},
             )
             return (
+                0,
                 0,
                 f"Connector with ID {connector_id} not found or is not a Notion connector",
             )
 
-        # Check if access_token exists (support both new OAuth format and old integration token format)
         if not connector.config.get("access_token") and not connector.config.get(
             "NOTION_INTEGRATION_TOKEN"
         ):
@@ -130,9 +135,9 @@ async def index_notion_pages(
                 "Missing Notion access token",
                 {"error_type": "MissingToken"},
             )
-            return 0, "Notion access token not found in connector config"
+            return 0, 0, "Notion access token not found in connector config"
 
-        # Initialize Notion client with internal refresh capability
+        # ── Client init ───────────────────────────────────────────────
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Notion client for connector {connector_id}",
@@ -141,18 +146,15 @@ async def index_notion_pages(
 
         logger.info(f"Initializing Notion client for connector {connector_id}")
 
-        # Handle 'undefined' string from frontend (treat as None)
         if start_date == "undefined" or start_date == "":
             start_date = None
         if end_date == "undefined" or end_date == "":
             end_date = None
 
-        # Calculate date range using the shared utility function
         start_date_str, end_date_str = calculate_date_range(
             connector, start_date, end_date, default_days_back=365
         )
 
-        # Convert YYYY-MM-DD to ISO format for Notion API
         start_date_iso = datetime.strptime(start_date_str, "%Y-%m-%d").strftime(
             "%Y-%m-%dT%H:%M:%SZ"
         )
@@ -160,13 +162,10 @@ async def index_notion_pages(
             "%Y-%m-%dT%H:%M:%SZ"
         )
 
-        # Create connector with session and connector_id for internal refresh
-        # Token refresh will happen automatically when needed
         notion_client = NotionHistoryConnector(
             session=session, connector_id=connector_id
         )
 
-        # Set retry callback if provided (for user notifications during rate limits)
         if on_retry_callback:
             notion_client.set_retry_callback(on_retry_callback)
 
@@ -182,21 +181,19 @@ async def index_notion_pages(
             },
         )
 
-        # Get all pages
+        # ── Fetch pages ───────────────────────────────────────────────
         try:
             pages = await notion_client.get_all_pages(
                 start_date=start_date_iso, end_date=end_date_iso
             )
             logger.info(f"Found {len(pages)} Notion pages")
 
-            # Get count of pages that had unsupported content skipped
             pages_with_skipped_content = notion_client.get_skipped_content_count()
             if pages_with_skipped_content > 0:
                 logger.info(
                     f"{pages_with_skipped_content} pages had Notion AI content skipped (not available via API)"
                 )
 
-            # Check if using legacy integration token and log warning
             if notion_client.is_using_legacy_token():
                 logger.warning(
                     f"Connector {connector_id} is using legacy integration token. "
@@ -204,8 +201,6 @@ async def index_notion_pages(
                 )
         except Exception as e:
             error_str = str(e)
-            # Check if this is an unsupported block type error (transcription, ai_block, etc.)
-            # These are known Notion API limitations and should be logged as warnings, not errors
             unsupported_block_errors = [
                 "transcription is not supported",
                 "ai_block is not supported",
@@ -216,7 +211,6 @@ async def index_notion_pages(
             )
 
             if is_unsupported_block_error:
-                # Log as warning since this is a known Notion API limitation
                 logger.warning(
                     f"Notion API limitation for connector {connector_id}: {error_str}. "
                     "This is a known issue with Notion AI blocks (transcription, ai_block) "
@@ -229,7 +223,6 @@ async def index_notion_pages(
                     {"error_type": "UnsupportedBlockType", "is_known_limitation": True},
                 )
             else:
-                # Log as error for other failures
                 logger.error(
                     f"Error fetching Notion pages for connector {connector_id}: {error_str}",
                     exc_info=True,
@@ -242,7 +235,7 @@ async def index_notion_pages(
                 )
 
             await notion_client.close()
-            return 0, f"Failed to get Notion pages: {e!s}"
+            return 0, 0, f"Failed to get Notion pages: {e!s}"
 
         if not pages:
             await task_logger.log_task_success(
@@ -252,21 +245,17 @@ async def index_notion_pages(
                 {"pages_found": 0},
             )
             logger.info("No Notion pages found to index")
-            # CRITICAL: Update timestamp even when no pages found so Zero syncs
-            await update_connector_last_indexed(session, connector, update_last_indexed)
+            await update_connector_last_indexed(
+                session, connector, update_last_indexed
+            )
             await session.commit()
             await notion_client.close()
-            return 0, None  # Success with 0 pages, not an error
+            return 0, 0, None
 
-        # Track the number of documents indexed
-        documents_indexed = 0
+        # ── Build ConnectorDocuments ──────────────────────────────────
+        connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
-        documents_failed = 0
         duplicate_content_count = 0
-        skipped_pages = []
-
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
 
         await task_logger.log_task_progress(
             log_entry,
@@ -274,13 +263,6 @@ async def index_notion_pages(
             {"stage": "process_pages", "total_pages": len(pages)},
         )
 
-        # =======================================================================
-        # PHASE 1: Analyze all pages, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        pages_to_process = []  # List of dicts with document and page data
-        new_documents_created = False
-
         for page in pages:
             try:
                 page_id = page.get("page_id")
@@ -293,225 +275,71 @@ async def index_notion_pages(
 
                 if not page_content:
                     logger.info(f"No content found in page {page_title}. Skipping.")
-                    skipped_pages.append(f"{page_title} (no content)")
                     documents_skipped += 1
                     continue
 
-                # Convert page content to markdown format
                 markdown_content = f"# Notion Page: {page_title}\n\n"
                 markdown_content += process_blocks(page_content)
 
-                # Format document metadata
-                metadata_sections = [
-                    ("METADATA", [f"PAGE_TITLE: {page_title}", f"PAGE_ID: {page_id}"]),
-                    (
-                        "CONTENT",
-                        [
-                            "FORMAT: markdown",
-                            "TEXT_START",
-                            markdown_content,
-                            "TEXT_END",
-                        ],
-                    ),
-                ]
-
-                # Build the document string
-                combined_document_string = build_document_metadata_string(
-                    metadata_sections
-                )
-
-                # Generate unique identifier hash for this Notion page
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.NOTION_CONNECTOR, page_id, search_space_id
-                )
-
-                # Generate content hash
-                content_hash = generate_content_hash(
-                    combined_document_string, search_space_id
-                )
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    pages_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "markdown_content": markdown_content,
-                            "content_hash": content_hash,
-                            "page_id": page_id,
-                            "page_title": page_title,
-                        }
+                if not markdown_content.strip():
+                    logger.warning(
+                        f"Skipping page with empty markdown: {page_title}"
                     )
+                    documents_skipped += 1
                     continue
 
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
-                with session.no_autoflush:
-                    duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
-                    )
+                doc = _build_connector_doc(
+                    page,
+                    markdown_content,
+                    connector_id=connector_id,
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
+                )
 
-                if duplicate_by_content:
+                with session.no_autoflush:
+                    duplicate = await check_duplicate_document_by_hash(
+                        session, compute_content_hash(doc)
+                    )
+                if duplicate:
                     logger.info(
-                        f"Notion page {page_title} already indexed by another connector "
-                        f"(existing document ID: {duplicate_by_content.id}, "
-                        f"type: {duplicate_by_content.document_type}). Skipping."
+                        f"Notion page {doc.title} already indexed by another connector "
+                        f"(existing document ID: {duplicate.id}, "
+                        f"type: {duplicate.document_type}). Skipping."
                     )
                     duplicate_content_count += 1
                     documents_skipped += 1
                     continue
 
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=page_title,
-                    document_type=DocumentType.NOTION_CONNECTOR,
-                    document_metadata={
-                        "page_title": page_title,
-                        "page_id": page_id,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
-                    connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                pages_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "markdown_content": markdown_content,
-                        "content_hash": content_hash,
-                        "page_id": page_id,
-                        "page_title": page_title,
-                    }
-                )
+                connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error in Phase 1 for page: {e!s}", exc_info=True)
-                documents_failed += 1
-                continue
-
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([p for p in pages_to_process if p['is_new']])} pending documents"
-            )
-            await session.commit()
-
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(pages_to_process)} documents")
-
-        for item in pages_to_process:
-            # Send heartbeat periodically
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
-
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
-
-                # Heavy processing (LLM, embeddings, chunks)
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
+                logger.error(
+                    f"Error building ConnectorDocument for page: {e!s}",
+                    exc_info=True,
                 )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata_for_summary = {
-                        "page_title": item["page_title"],
-                        "page_id": item["page_id"],
-                        "document_type": "Notion Page",
-                        "connector_type": "Notion",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["markdown_content"],
-                        user_llm,
-                        document_metadata_for_summary,
-                    )
-                else:
-                    summary_content = f"Notion Page: {item['page_title']}\n\n{item['markdown_content']}"
-                    summary_embedding = embed_text(summary_content)
-
-                chunks = await create_document_chunks(item["markdown_content"])
-
-                # Update document to READY with actual content
-                document.title = item["page_title"]
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "page_title": item["page_title"],
-                    "page_id": item["page_id"],
-                    "indexed_at": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
-                documents_indexed += 1
-
-                # Batch commit every 10 documents (for ready status updates)
-                if documents_indexed % 10 == 0:
-                    logger.info(
-                        f"Committing batch: {documents_indexed} Notion pages processed so far"
-                    )
-                    await session.commit()
-
-            except Exception as e:
-                logger.error(f"Error processing Notion page: {e!s}", exc_info=True)
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
-                skipped_pages.append(f"{item['page_title']} (processing error)")
-                documents_failed += 1
+                documents_skipped += 1
                 continue
 
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
+        # ── Pipeline: migrate legacy docs + parallel index ────────────
+        pipeline = IndexingPipelineService(session)
+
+        await pipeline.migrate_legacy_docs(connector_docs)
+
+        async def _get_llm(s):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
+
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
+
+        # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        total_processed = documents_indexed
-
-        # Final commit to ensure all documents are persisted (safety net)
         logger.info(f"Final commit: Total {documents_indexed} documents processed")
         try:
             await session.commit()
@@ -519,59 +347,53 @@ async def index_notion_pages(
                 "Successfully committed all Notion document changes to database"
             )
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
             ):
                 logger.warning(
                     f"Duplicate content_hash detected during final commit. "
-                    f"This may occur if the same page was indexed by multiple connectors. "
                     f"Rolling back and continuing. Error: {e!s}"
                 )
                 await session.rollback()
-                # Don't fail the entire task - some documents may have been successfully indexed
             else:
                 raise
 
-        # Get final count of pages with skipped Notion AI content
+        # ── Build warning / notification message ──────────────────────
         pages_with_skipped_ai_content = notion_client.get_skipped_content_count()
 
-        # Build warning message if there were issues
-        warning_parts = []
+        warning_parts: list[str] = []
         if duplicate_content_count > 0:
             warning_parts.append(f"{duplicate_content_count} duplicate")
         if documents_failed > 0:
             warning_parts.append(f"{documents_failed} failed")
-        warning_message = ", ".join(warning_parts) if warning_parts else None
 
-        # Prepare result message with user-friendly notification about skipped content
-        result_message = None
-        if skipped_pages:
-            result_message = f"Processed {total_processed} pages. Skipped {len(skipped_pages)} pages: {', '.join(skipped_pages)}"
-        else:
-            result_message = f"Processed {total_processed} pages."
-
-        # Add user-friendly message about skipped Notion AI content
+        notification_parts: list[str] = []
         if pages_with_skipped_ai_content > 0:
-            result_message += (
-                " Audio transcriptions and AI summaries from Notion aren't accessible "
-                "via their API - all other content was saved."
+            notification_parts.append(
+                "Some Notion AI content couldn't be synced (API limitation)"
             )
+        if notion_client.is_using_legacy_token():
+            notification_parts.append(
+                "Using legacy token. Reconnect with OAuth for better reliability."
+            )
+        if warning_parts:
+            notification_parts.append(", ".join(warning_parts))
+
+        user_notification_message = (
+            " ".join(notification_parts) if notification_parts else None
+        )
 
-        # Log success
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed Notion indexing for connector {connector_id}",
             {
-                "pages_processed": total_processed,
+                "pages_processed": documents_indexed,
                 "documents_indexed": documents_indexed,
                 "documents_skipped": documents_skipped,
                 "documents_failed": documents_failed,
                 "duplicate_content_count": duplicate_content_count,
-                "skipped_pages_count": len(skipped_pages),
                 "pages_with_skipped_ai_content": pages_with_skipped_ai_content,
-                "result_message": result_message,
             },
         )
 
@@ -581,35 +403,9 @@ async def index_notion_pages(
             f"({duplicate_content_count} duplicate content)"
         )
 
-        # Clean up the async client
         await notion_client.close()
 
-        # Build user-friendly notification messages
-        # This will be shown in the notification to inform users
-        notification_parts = []
-
-        if pages_with_skipped_ai_content > 0:
-            notification_parts.append(
-                "Some Notion AI content couldn't be synced (API limitation)"
-            )
-
-        if notion_client.is_using_legacy_token():
-            notification_parts.append(
-                "Using legacy token. Reconnect with OAuth for better reliability."
-            )
-
-        # Include warning message if there were issues
-        if warning_message:
-            notification_parts.append(warning_message)
-
-        user_notification_message = (
-            " ".join(notification_parts) if notification_parts else None
-        )
-
-        return (
-            total_processed,
-            user_notification_message,
-        )
+        return documents_indexed, documents_skipped, user_notification_message
 
     except SQLAlchemyError as db_error:
         await session.rollback()
@@ -622,10 +418,9 @@ async def index_notion_pages(
         logger.error(
             f"Database error during Notion indexing: {db_error!s}", exc_info=True
         )
-        # Clean up the async client in case of error
         if "notion_client" in locals():
             await notion_client.close()
-        return 0, f"Database error: {db_error!s}"
+        return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
         await task_logger.log_task_failure(
@@ -635,7 +430,6 @@ async def index_notion_pages(
             {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index Notion pages: {e!s}", exc_info=True)
-        # Clean up the async client in case of error
         if "notion_client" in locals():
             await notion_client.close()
-        return 0, f"Failed to index Notion pages: {e!s}"
+        return 0, 0, f"Failed to index Notion pages: {e!s}"
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
new file mode 100644
index 000000000..b0ea48644
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
@@ -0,0 +1,355 @@
+"""Tests for Linear indexer migrated to the unified parallel pipeline."""
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+import app.tasks.connector_indexers.linear_indexer as _mod
+from app.db import DocumentType
+from app.tasks.connector_indexers.linear_indexer import (
+    _build_connector_doc,
+    index_linear_issues,
+)
+
+pytestmark = pytest.mark.unit
+
+_USER_ID = "00000000-0000-0000-0000-000000000001"
+_CONNECTOR_ID = 42
+_SEARCH_SPACE_ID = 1
+
+
+def _make_issue(
+    issue_id: str = "issue-1",
+    identifier: str = "ENG-1",
+    title: str = "Fix bug",
+):
+    return {"id": issue_id, "identifier": identifier, "title": title}
+
+
+def _make_formatted_issue(
+    issue_id: str = "issue-1",
+    identifier: str = "ENG-1",
+    title: str = "Fix bug",
+    state: str = "In Progress",
+    priority: str = "High",
+    comments=None,
+):
+    return {
+        "id": issue_id,
+        "identifier": identifier,
+        "title": title,
+        "state": state,
+        "priority": priority,
+        "description": "Some description",
+        "comments": comments or [],
+    }
+
+
+# ---------------------------------------------------------------------------
+# Slice 1: _build_connector_doc tracer bullet
+# ---------------------------------------------------------------------------
+
+
+async def test_build_connector_doc_produces_correct_fields():
+    """Tracer bullet: a Linear issue produces a ConnectorDocument with correct fields."""
+    issue = _make_issue(issue_id="abc-123", identifier="ENG-42", title="Fix login bug")
+    formatted = _make_formatted_issue(
+        issue_id="abc-123",
+        identifier="ENG-42",
+        title="Fix login bug",
+        state="Done",
+        priority="Urgent",
+        comments=[{"id": "c1"}],
+    )
+    markdown = "# ENG-42: Fix login bug\n\nDescription here"
+
+    doc = _build_connector_doc(
+        issue,
+        formatted,
+        markdown,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert doc.title == "ENG-42: Fix login bug"
+    assert doc.unique_id == "abc-123"
+    assert doc.document_type == DocumentType.LINEAR_CONNECTOR
+    assert doc.source_markdown == markdown
+    assert doc.search_space_id == _SEARCH_SPACE_ID
+    assert doc.connector_id == _CONNECTOR_ID
+    assert doc.created_by_id == _USER_ID
+    assert doc.should_summarize is True
+    assert doc.metadata["issue_id"] == "abc-123"
+    assert doc.metadata["issue_identifier"] == "ENG-42"
+    assert doc.metadata["issue_title"] == "Fix login bug"
+    assert doc.metadata["state"] == "Done"
+    assert doc.metadata["priority"] == "Urgent"
+    assert doc.metadata["comment_count"] == 1
+    assert doc.metadata["connector_id"] == _CONNECTOR_ID
+    assert doc.metadata["document_type"] == "Linear Issue"
+    assert doc.metadata["connector_type"] == "Linear"
+    assert doc.fallback_summary is not None
+    assert "ENG-42" in doc.fallback_summary
+    assert markdown in doc.fallback_summary
+
+
+async def test_build_connector_doc_summary_disabled():
+    """When enable_summary is False, should_summarize is False."""
+    doc = _build_connector_doc(
+        _make_issue(),
+        _make_formatted_issue(),
+        "# content",
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=False,
+    )
+
+    assert doc.should_summarize is False
+
+
+# ---------------------------------------------------------------------------
+# Shared fixtures for Slices 2-6
+# ---------------------------------------------------------------------------
+
+
+def _mock_connector(enable_summary: bool = True):
+    c = MagicMock()
+    c.config = {"access_token": "tok"}
+    c.enable_summary = enable_summary
+    c.last_indexed_at = None
+    return c
+
+
+def _mock_linear_client(issues=None, error=None):
+    client = MagicMock()
+    client.get_issues_by_date_range = AsyncMock(
+        return_value=(issues if issues is not None else [], error),
+    )
+    client.format_issue = MagicMock(side_effect=lambda i: _make_formatted_issue(
+        issue_id=i.get("id", ""),
+        identifier=i.get("identifier", ""),
+        title=i.get("title", ""),
+    ))
+    client.format_issue_to_markdown = MagicMock(
+        side_effect=lambda fi: f"# {fi.get('identifier', '')}: {fi.get('title', '')}\n\nContent"
+    )
+    return client
+
+
+@pytest.fixture
+def linear_mocks(monkeypatch):
+    """Wire up all external boundary mocks for index_linear_issues."""
+    mock_session = AsyncMock()
+    mock_session.no_autoflush = MagicMock()
+
+    mock_connector = _mock_connector()
+    monkeypatch.setattr(
+        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+    )
+
+    linear_client = _mock_linear_client(issues=[_make_issue()])
+    monkeypatch.setattr(
+        _mod, "LinearConnector", MagicMock(return_value=linear_client),
+    )
+
+    monkeypatch.setattr(
+        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+    )
+
+    monkeypatch.setattr(
+        _mod, "update_connector_last_indexed", AsyncMock(),
+    )
+
+    monkeypatch.setattr(
+        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+    )
+
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_start = AsyncMock(return_value=MagicMock())
+    mock_task_logger.log_task_progress = AsyncMock()
+    mock_task_logger.log_task_success = AsyncMock()
+    mock_task_logger.log_task_failure = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+    )
+
+    batch_mock = AsyncMock(return_value=([], 1, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.migrate_legacy_docs = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+
+    return {
+        "session": mock_session,
+        "connector": mock_connector,
+        "linear_client": linear_client,
+        "task_logger": mock_task_logger,
+        "pipeline_mock": pipeline_mock,
+        "batch_mock": batch_mock,
+    }
+
+
+async def _run_index(mocks, **overrides):
+    return await index_linear_issues(
+        session=mocks["session"],
+        connector_id=overrides.get("connector_id", _CONNECTOR_ID),
+        search_space_id=overrides.get("search_space_id", _SEARCH_SPACE_ID),
+        user_id=overrides.get("user_id", _USER_ID),
+        start_date=overrides.get("start_date", "2025-01-01"),
+        end_date=overrides.get("end_date", "2025-12-31"),
+        update_last_indexed=overrides.get("update_last_indexed", True),
+        on_heartbeat_callback=overrides.get("on_heartbeat_callback"),
+    )
+
+
+# ---------------------------------------------------------------------------
+# Slice 2: Full pipeline wiring
+# ---------------------------------------------------------------------------
+
+
+async def test_one_issue_calls_pipeline_and_returns_indexed_count(linear_mocks):
+    """One valid issue is passed to the pipeline and the indexed count is returned."""
+    indexed, skipped, warning = await _run_index(linear_mocks)
+
+    assert indexed == 1
+    assert skipped == 0
+    assert warning is None
+
+    linear_mocks["batch_mock"].assert_called_once()
+    call_args = linear_mocks["batch_mock"].call_args
+    connector_docs = call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].document_type == DocumentType.LINEAR_CONNECTOR
+
+
+async def test_pipeline_called_with_max_concurrency_3(linear_mocks):
+    """index_batch_parallel is called with max_concurrency=3."""
+    await _run_index(linear_mocks)
+
+    call_kwargs = linear_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("max_concurrency") == 3
+
+
+async def test_migrate_legacy_docs_called_before_indexing(linear_mocks):
+    """migrate_legacy_docs is called on the pipeline before index_batch_parallel."""
+    await _run_index(linear_mocks)
+
+    linear_mocks["pipeline_mock"].migrate_legacy_docs.assert_called_once()
+
+
+# ---------------------------------------------------------------------------
+# Slice 3: Issue skipping (missing ID / title)
+# ---------------------------------------------------------------------------
+
+
+async def test_issues_with_missing_id_are_skipped(linear_mocks):
+    """Issues without id are skipped and not passed to the pipeline."""
+    issues = [
+        _make_issue(issue_id="valid-1", identifier="ENG-1", title="Valid"),
+        {"id": "", "identifier": "ENG-2", "title": "No ID"},
+    ]
+    linear_mocks["linear_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    indexed, skipped, _ = await _run_index(linear_mocks)
+
+    connector_docs = linear_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].unique_id == "valid-1"
+    assert skipped == 1
+
+
+async def test_issues_with_missing_title_are_skipped(linear_mocks):
+    """Issues without title are skipped."""
+    issues = [
+        _make_issue(issue_id="valid-1", identifier="ENG-1", title="Valid"),
+        {"id": "id-2", "identifier": "ENG-2", "title": ""},
+    ]
+    linear_mocks["linear_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    indexed, skipped, _ = await _run_index(linear_mocks)
+
+    connector_docs = linear_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 4: Duplicate content skipping
+# ---------------------------------------------------------------------------
+
+
+async def test_duplicate_content_issues_are_skipped(linear_mocks, monkeypatch):
+    """Issues whose content hash matches an existing document are skipped."""
+    issues = [
+        _make_issue(issue_id="new-1", identifier="ENG-1", title="New"),
+        _make_issue(issue_id="dup-1", identifier="ENG-2", title="Dup"),
+    ]
+    linear_mocks["linear_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    call_count = 0
+
+    async def _check_dup(session, content_hash):
+        nonlocal call_count
+        call_count += 1
+        if call_count == 2:
+            dup = MagicMock()
+            dup.id = 99
+            dup.document_type = "OTHER"
+            return dup
+        return None
+
+    monkeypatch.setattr(_mod, "check_duplicate_document_by_hash", _check_dup)
+
+    indexed, skipped, _ = await _run_index(linear_mocks)
+
+    connector_docs = linear_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 5: Heartbeat callback forwarding
+# ---------------------------------------------------------------------------
+
+
+async def test_heartbeat_callback_forwarded_to_pipeline(linear_mocks):
+    """on_heartbeat_callback is passed through to index_batch_parallel."""
+    heartbeat_cb = AsyncMock()
+
+    await _run_index(linear_mocks, on_heartbeat_callback=heartbeat_cb)
+
+    call_kwargs = linear_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("on_heartbeat") is heartbeat_cb
+
+
+# ---------------------------------------------------------------------------
+# Slice 6: Empty issues early return
+# ---------------------------------------------------------------------------
+
+
+async def test_empty_issues_returns_zero_tuple(linear_mocks):
+    """When no issues are found, returns (0, 0, None) and pipeline is not called."""
+    linear_mocks["linear_client"].get_issues_by_date_range.return_value = ([], None)
+
+    indexed, skipped, warning = await _run_index(linear_mocks)
+
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+
+    linear_mocks["batch_mock"].assert_not_called()
+
+
+async def test_failed_docs_warning_in_result(linear_mocks):
+    """When documents fail indexing, the warning includes the count."""
+    linear_mocks["batch_mock"].return_value = ([], 0, 2)
+
+    _, _, warning = await _run_index(linear_mocks)
+
+    assert warning is not None
+    assert "2 failed" in warning
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py
new file mode 100644
index 000000000..99fb8bad7
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py
@@ -0,0 +1,345 @@
+"""Tests for Notion indexer migrated to the unified parallel pipeline."""
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+import app.tasks.connector_indexers.notion_indexer as _mod
+from app.db import DocumentType
+from app.tasks.connector_indexers.notion_indexer import (
+    _build_connector_doc,
+    index_notion_pages,
+)
+
+pytestmark = pytest.mark.unit
+
+_USER_ID = "00000000-0000-0000-0000-000000000001"
+_CONNECTOR_ID = 42
+_SEARCH_SPACE_ID = 1
+
+
+def _make_page(page_id: str = "page-1", title: str = "Test Page", content=None):
+    if content is None:
+        content = [{"type": "paragraph", "content": "Hello world", "children": []}]
+    return {"page_id": page_id, "title": title, "content": content}
+
+
+# ---------------------------------------------------------------------------
+# Slice 1: _build_connector_doc tracer bullet
+# ---------------------------------------------------------------------------
+
+
+async def test_build_connector_doc_produces_correct_fields():
+    """Tracer bullet: a single Notion page produces a ConnectorDocument with correct fields."""
+
+    page = _make_page(page_id="abc-123", title="My Notion Page")
+    markdown = "# My Notion Page\n\nHello world"
+
+    doc = _build_connector_doc(
+        page,
+        markdown,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert doc.title == "My Notion Page"
+    assert doc.unique_id == "abc-123"
+    assert doc.document_type == DocumentType.NOTION_CONNECTOR
+    assert doc.source_markdown == markdown
+    assert doc.search_space_id == _SEARCH_SPACE_ID
+    assert doc.connector_id == _CONNECTOR_ID
+    assert doc.created_by_id == _USER_ID
+    assert doc.should_summarize is True
+    assert doc.metadata["page_title"] == "My Notion Page"
+    assert doc.metadata["page_id"] == "abc-123"
+    assert doc.metadata["connector_id"] == _CONNECTOR_ID
+    assert doc.metadata["document_type"] == "Notion Page"
+    assert doc.metadata["connector_type"] == "Notion"
+    assert doc.fallback_summary is not None
+    assert "My Notion Page" in doc.fallback_summary
+    assert markdown in doc.fallback_summary
+
+
+async def test_build_connector_doc_summary_disabled():
+    """When enable_summary is False, should_summarize is False."""
+    doc = _build_connector_doc(
+        _make_page(),
+        "# content",
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=False,
+    )
+
+    assert doc.should_summarize is False
+
+
+# ---------------------------------------------------------------------------
+# Shared fixtures for Slices 2-7 (full index_notion_pages tests)
+# ---------------------------------------------------------------------------
+
+
+def _mock_connector(enable_summary: bool = True):
+    c = MagicMock()
+    c.config = {"access_token": "tok"}
+    c.enable_summary = enable_summary
+    c.last_indexed_at = None
+    return c
+
+
+def _mock_notion_client(pages=None, skipped_count=0, legacy_token=False):
+    client = MagicMock()
+    client.get_all_pages = AsyncMock(return_value=pages if pages is not None else [])
+    client.get_skipped_content_count = MagicMock(return_value=skipped_count)
+    client.is_using_legacy_token = MagicMock(return_value=legacy_token)
+    client.close = AsyncMock()
+    client.set_retry_callback = MagicMock()
+    return client
+
+
+@pytest.fixture
+def notion_mocks(monkeypatch):
+    """Wire up all external boundary mocks for index_notion_pages."""
+    mock_session = AsyncMock()
+    mock_session.no_autoflush = MagicMock()
+
+    mock_connector = _mock_connector()
+    monkeypatch.setattr(
+        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+    )
+
+    notion_client = _mock_notion_client(pages=[_make_page()])
+    monkeypatch.setattr(
+        _mod, "NotionHistoryConnector", MagicMock(return_value=notion_client),
+    )
+
+    monkeypatch.setattr(
+        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+    )
+
+    monkeypatch.setattr(
+        _mod, "update_connector_last_indexed", AsyncMock(),
+    )
+
+    monkeypatch.setattr(
+        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+    )
+
+    monkeypatch.setattr(
+        _mod, "process_blocks", MagicMock(return_value="Converted markdown content"),
+    )
+
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_start = AsyncMock(return_value=MagicMock())
+    mock_task_logger.log_task_progress = AsyncMock()
+    mock_task_logger.log_task_success = AsyncMock()
+    mock_task_logger.log_task_failure = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+    )
+
+    batch_mock = AsyncMock(return_value=([], 1, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.migrate_legacy_docs = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+
+    return {
+        "session": mock_session,
+        "connector": mock_connector,
+        "notion_client": notion_client,
+        "task_logger": mock_task_logger,
+        "pipeline_mock": pipeline_mock,
+        "batch_mock": batch_mock,
+    }
+
+
+async def _run_index(mocks, **overrides):
+    return await index_notion_pages(
+        session=mocks["session"],
+        connector_id=overrides.get("connector_id", _CONNECTOR_ID),
+        search_space_id=overrides.get("search_space_id", _SEARCH_SPACE_ID),
+        user_id=overrides.get("user_id", _USER_ID),
+        start_date=overrides.get("start_date", "2025-01-01"),
+        end_date=overrides.get("end_date", "2025-12-31"),
+        update_last_indexed=overrides.get("update_last_indexed", True),
+        on_retry_callback=overrides.get("on_retry_callback"),
+        on_heartbeat_callback=overrides.get("on_heartbeat_callback"),
+    )
+
+
+# ---------------------------------------------------------------------------
+# Slice 2: Full pipeline wiring
+# ---------------------------------------------------------------------------
+
+
+async def test_one_page_calls_pipeline_and_returns_indexed_count(notion_mocks):
+    """One valid page is passed to the pipeline and the indexed count is returned."""
+    indexed, skipped, warning = await _run_index(notion_mocks)
+
+    assert indexed == 1
+    assert skipped == 0
+    assert warning is None
+
+    notion_mocks["batch_mock"].assert_called_once()
+    call_args = notion_mocks["batch_mock"].call_args
+    connector_docs = call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].document_type == DocumentType.NOTION_CONNECTOR
+
+
+async def test_pipeline_called_with_max_concurrency_3(notion_mocks):
+    """index_batch_parallel is called with max_concurrency=3."""
+    await _run_index(notion_mocks)
+
+    call_kwargs = notion_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("max_concurrency") == 3
+
+
+async def test_migrate_legacy_docs_called_before_indexing(notion_mocks):
+    """migrate_legacy_docs is called on the pipeline before index_batch_parallel."""
+    await _run_index(notion_mocks)
+
+    notion_mocks["pipeline_mock"].migrate_legacy_docs.assert_called_once()
+
+
+# ---------------------------------------------------------------------------
+# Slice 3: Page skipping (no content / missing ID)
+# ---------------------------------------------------------------------------
+
+
+async def test_pages_with_missing_id_are_skipped(notion_mocks, monkeypatch):
+    """Pages without page_id are skipped and not passed to the pipeline."""
+    pages = [
+        _make_page(page_id="valid-1"),
+        {"title": "No ID page", "content": [{"type": "paragraph", "content": "text", "children": []}]},
+    ]
+    notion_mocks["notion_client"].get_all_pages.return_value = pages
+
+    _, skipped, _ = await _run_index(notion_mocks)
+
+    connector_docs = notion_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].unique_id == "valid-1"
+    assert skipped == 1
+
+
+async def test_pages_with_no_content_are_skipped(notion_mocks, monkeypatch):
+    """Pages with empty content are skipped."""
+    pages = [
+        _make_page(page_id="valid-1"),
+        _make_page(page_id="empty-1", content=[]),
+    ]
+    notion_mocks["notion_client"].get_all_pages.return_value = pages
+
+    _, skipped, _ = await _run_index(notion_mocks)
+
+    connector_docs = notion_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 4: Duplicate content skipping
+# ---------------------------------------------------------------------------
+
+
+async def test_duplicate_content_pages_are_skipped(notion_mocks, monkeypatch):
+    """Pages whose content hash matches an existing document are skipped."""
+    pages = [
+        _make_page(page_id="new-1"),
+        _make_page(page_id="dup-1"),
+    ]
+    notion_mocks["notion_client"].get_all_pages.return_value = pages
+
+    call_count = 0
+
+    async def _check_dup(session, content_hash):
+        nonlocal call_count
+        call_count += 1
+        if call_count == 2:
+            dup = MagicMock()
+            dup.id = 99
+            dup.document_type = "OTHER"
+            return dup
+        return None
+
+    monkeypatch.setattr(_mod, "check_duplicate_document_by_hash", _check_dup)
+
+    _, skipped, _ = await _run_index(notion_mocks)
+
+    connector_docs = notion_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 5: Heartbeat callback forwarding
+# ---------------------------------------------------------------------------
+
+
+async def test_heartbeat_callback_forwarded_to_pipeline(notion_mocks):
+    """on_heartbeat_callback is passed through to index_batch_parallel."""
+    heartbeat_cb = AsyncMock()
+
+    await _run_index(notion_mocks, on_heartbeat_callback=heartbeat_cb)
+
+    call_kwargs = notion_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("on_heartbeat") is heartbeat_cb
+
+
+# ---------------------------------------------------------------------------
+# Slice 6: Notion-specific warning messages
+# ---------------------------------------------------------------------------
+
+
+async def test_skipped_ai_content_warning_in_result(notion_mocks):
+    """When Notion AI content was skipped, the warning message includes it."""
+    notion_mocks["notion_client"].get_skipped_content_count.return_value = 3
+
+    _, _, warning = await _run_index(notion_mocks)
+
+    assert warning is not None
+    assert "API limitation" in warning
+
+
+async def test_legacy_token_warning_in_result(notion_mocks):
+    """When using legacy token, the warning message includes a notice."""
+    notion_mocks["notion_client"].is_using_legacy_token.return_value = True
+
+    _, _, warning = await _run_index(notion_mocks)
+
+    assert warning is not None
+    assert "legacy token" in warning.lower()
+
+
+async def test_failed_docs_warning_in_result(notion_mocks):
+    """When documents fail indexing, the warning includes the count."""
+    notion_mocks["batch_mock"].return_value = ([], 0, 2)
+
+    _, _, warning = await _run_index(notion_mocks)
+
+    assert warning is not None
+    assert "2 failed" in warning
+
+
+# ---------------------------------------------------------------------------
+# Slice 7: Empty pages early return
+# ---------------------------------------------------------------------------
+
+
+async def test_empty_pages_returns_zero_tuple(notion_mocks):
+    """When no pages are found, returns (0, 0, None) and updates last_indexed."""
+    notion_mocks["notion_client"].get_all_pages.return_value = []
+
+    indexed, skipped, warning = await _run_index(notion_mocks)
+
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+
+    notion_mocks["batch_mock"].assert_not_called()

From 683a4c17dd485fb445868e4d186e89b28a7cb008 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 11:31:00 +0530
Subject: [PATCH 061/102] feat: implement thread-safe embedding access in
 document converters

- Added a reentrant lock to ensure thread-safe access to the tokenizer and embedding model, preventing runtime errors during concurrent operations.
- Updated the `truncate_for_embedding` and `embed_text` functions to utilize the lock, ensuring safe execution in multi-threaded environments.
- Enhanced the `embed_texts` function to maintain thread safety while processing multiple texts for embedding.
---
 .../app/utils/document_converters.py          | 38 ++++++++++++-------
 1 file changed, 24 insertions(+), 14 deletions(-)

diff --git a/surfsense_backend/app/utils/document_converters.py b/surfsense_backend/app/utils/document_converters.py
index 0cacdd1d3..ed52c1b7b 100644
--- a/surfsense_backend/app/utils/document_converters.py
+++ b/surfsense_backend/app/utils/document_converters.py
@@ -1,5 +1,6 @@
 import hashlib
 import logging
+import threading
 import warnings
 
 import numpy as np
@@ -11,6 +12,12 @@ from app.prompts import SUMMARY_PROMPT_TEMPLATE
 
 logger = logging.getLogger(__name__)
 
+# HuggingFace fast tokenizers (Rust-backed) are not thread-safe — concurrent
+# access from multiple threads causes "RuntimeError: Already borrowed".
+# This reentrant lock serialises tokenizer + embedding model access so that
+# asyncio.to_thread calls from index_batch_parallel don't collide.
+_embedding_lock = threading.RLock()
+
 
 def _get_embedding_max_tokens() -> int:
     """Get the max token limit for the configured embedding model.
@@ -36,23 +43,25 @@ def truncate_for_embedding(text: str) -> str:
     if len(text) // 3 <= max_tokens:
         return text
 
-    tokenizer = config.embedding_model_instance.get_tokenizer()
-    tokens = tokenizer.encode(text)
-    if len(tokens) <= max_tokens:
-        return text
+    with _embedding_lock:
+        tokenizer = config.embedding_model_instance.get_tokenizer()
+        tokens = tokenizer.encode(text)
+        if len(tokens) <= max_tokens:
+            return text
 
-    warnings.warn(
-        f"Truncating text from {len(tokens)} to {max_tokens} tokens for embedding.",
-        stacklevel=2,
-    )
-    return tokenizer.decode(tokens[:max_tokens])
+        warnings.warn(
+            f"Truncating text from {len(tokens)} to {max_tokens} tokens for embedding.",
+            stacklevel=2,
+        )
+        return tokenizer.decode(tokens[:max_tokens])
 
 
 def embed_text(text: str) -> np.ndarray:
     """Truncate text to fit and embed it. Drop-in replacement for
     ``config.embedding_model_instance.embed(text)`` that never exceeds the
     model's context window."""
-    return config.embedding_model_instance.embed(truncate_for_embedding(text))
+    with _embedding_lock:
+        return config.embedding_model_instance.embed(truncate_for_embedding(text))
 
 
 def embed_texts(texts: list[str]) -> list[np.ndarray]:
@@ -66,10 +75,11 @@ def embed_texts(texts: list[str]) -> list[np.ndarray]:
     """
     if not texts:
         return []
-    truncated = [truncate_for_embedding(t) for t in texts]
-    if config.is_local_embedding_model:
-        return [config.embedding_model_instance.embed(t) for t in truncated]
-    return config.embedding_model_instance.embed_batch(truncated)
+    with _embedding_lock:
+        truncated = [truncate_for_embedding(t) for t in texts]
+        if config.is_local_embedding_model:
+            return [config.embedding_model_instance.embed(t) for t in truncated]
+        return config.embedding_model_instance.embed_batch(truncated)
 
 
 def get_model_context_window(model_name: str) -> int:

From ec79142d52dbd75615c4ff331cbaff8eb8998654 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 12:04:01 +0530
Subject: [PATCH 062/102] refactor: replace document type counts atom with
 real-time hook

- Removed the `documentTypeCountsAtom` and its associated logic from the document query atoms.
- Introduced `useZeroDocumentTypeCounts` hook to provide real-time document type counts, enhancing responsiveness as documents are indexed.
- Updated components to utilize the new hook for fetching document type counts, ensuring instant updates in the UI.
---
 .../atoms/documents/document-query.atoms.ts   | 38 -------------------
 .../assistant-ui/connector-popup.tsx          |  8 ++--
 surfsense_web/components/onboarding-tour.tsx  |  6 +--
 .../hooks/use-zero-document-type-counts.ts    | 31 +++++++++++++++
 4 files changed, 38 insertions(+), 45 deletions(-)
 delete mode 100644 surfsense_web/atoms/documents/document-query.atoms.ts
 create mode 100644 surfsense_web/hooks/use-zero-document-type-counts.ts

diff --git a/surfsense_web/atoms/documents/document-query.atoms.ts b/surfsense_web/atoms/documents/document-query.atoms.ts
deleted file mode 100644
index 656706a62..000000000
--- a/surfsense_web/atoms/documents/document-query.atoms.ts
+++ /dev/null
@@ -1,38 +0,0 @@
-import { atomWithQuery } from "jotai-tanstack-query";
-import { activeSearchSpaceIdAtom } from "@/atoms/search-spaces/search-space-query.atoms";
-import type { SearchDocumentsRequest } from "@/contracts/types/document.types";
-import { documentsApiService } from "@/lib/apis/documents-api.service";
-import { cacheKeys } from "@/lib/query-client/cache-keys";
-import { globalDocumentsQueryParamsAtom } from "./ui.atoms";
-
-export const documentsAtom = atomWithQuery((get) => {
-	const searchSpaceId = get(activeSearchSpaceIdAtom);
-	const queryParams = get(globalDocumentsQueryParamsAtom);
-
-	return {
-		queryKey: cacheKeys.documents.globalQueryParams(queryParams),
-		enabled: !!searchSpaceId,
-		queryFn: async () => {
-			return documentsApiService.getDocuments({
-				queryParams: queryParams,
-			});
-		},
-	};
-});
-
-export const documentTypeCountsAtom = atomWithQuery((get) => {
-	const searchSpaceId = get(activeSearchSpaceIdAtom);
-
-	return {
-		queryKey: cacheKeys.documents.typeCounts(searchSpaceId ?? undefined),
-		enabled: !!searchSpaceId,
-		staleTime: 10 * 60 * 1000, // 10 minutes
-		queryFn: async () => {
-			return documentsApiService.getDocumentTypeCounts({
-				queryParams: {
-					search_space_id: searchSpaceId ?? undefined,
-				},
-			});
-		},
-	};
-});
diff --git a/surfsense_web/components/assistant-ui/connector-popup.tsx b/surfsense_web/components/assistant-ui/connector-popup.tsx
index 3187d3c33..ae50ed7a4 100644
--- a/surfsense_web/components/assistant-ui/connector-popup.tsx
+++ b/surfsense_web/components/assistant-ui/connector-popup.tsx
@@ -4,7 +4,7 @@ import { useAtomValue, useSetAtom } from "jotai";
 import { AlertTriangle, Cable, Settings } from "lucide-react";
 import { forwardRef, useEffect, useImperativeHandle, useMemo, useState } from "react";
 import { createPortal } from "react-dom";
-import { documentTypeCountsAtom } from "@/atoms/documents/document-query.atoms";
+import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { statusInboxItemsAtom } from "@/atoms/inbox/status-inbox.atom";
 import {
 	globalNewLLMConfigsAtom,
@@ -72,9 +72,9 @@ export const ConnectorIndicator = forwardRef<ConnectorIndicatorHandle, Connector
 
 		const llmConfigLoading = preferencesLoading || globalConfigsLoading;
 
-		// Fetch document type counts via the lightweight /type-counts endpoint (cached 10 min)
-		const { data: documentTypeCounts, isFetching: documentTypesLoading } =
-			useAtomValue(documentTypeCountsAtom);
+		// Real-time document type counts via Zero (updates instantly as docs are indexed)
+		const documentTypeCounts = useZeroDocumentTypeCounts(searchSpaceId);
+		const documentTypesLoading = documentTypeCounts === undefined;
 
 		// Read status inbox items from shared atom (populated by LayoutDataProvider)
 		// instead of creating a duplicate useInbox("status") hook.
diff --git a/surfsense_web/components/onboarding-tour.tsx b/surfsense_web/components/onboarding-tour.tsx
index 03fad87b6..a940f90dd 100644
--- a/surfsense_web/components/onboarding-tour.tsx
+++ b/surfsense_web/components/onboarding-tour.tsx
@@ -7,7 +7,7 @@ import { useTheme } from "next-themes";
 import { useCallback, useEffect, useRef, useState } from "react";
 import { createPortal } from "react-dom";
 import { connectorsAtom } from "@/atoms/connectors/connector-query.atoms";
-import { documentTypeCountsAtom } from "@/atoms/documents/document-query.atoms";
+import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { activeSearchSpaceIdAtom } from "@/atoms/search-spaces/search-space-query.atoms";
 import { currentUserAtom } from "@/atoms/user/user-query.atoms";
 import { useIsMobile } from "@/hooks/use-mobile";
@@ -451,8 +451,8 @@ export function OnboardingTour() {
 		enabled: !!searchSpaceId,
 	});
 
-	// Get document type counts
-	const { data: documentTypeCounts } = useAtomValue(documentTypeCountsAtom);
+	// Real-time document type counts via Zero
+	const documentTypeCounts = useZeroDocumentTypeCounts(searchSpaceId);
 
 	// Get connectors
 	const { data: connectors = [] } = useAtomValue(connectorsAtom);
diff --git a/surfsense_web/hooks/use-zero-document-type-counts.ts b/surfsense_web/hooks/use-zero-document-type-counts.ts
new file mode 100644
index 000000000..84fdc2b0a
--- /dev/null
+++ b/surfsense_web/hooks/use-zero-document-type-counts.ts
@@ -0,0 +1,31 @@
+"use client";
+
+import { useQuery } from "@rocicorp/zero/react";
+import { useMemo } from "react";
+import { queries } from "@/zero/queries";
+
+/**
+ * Real-time document type counts derived from Zero's live document sync.
+ * Updates instantly as documents are created, deleted, or change type.
+ */
+export function useZeroDocumentTypeCounts(
+	searchSpaceId: number | string | null
+): Record<string, number> | undefined {
+	const numericId = searchSpaceId != null ? Number(searchSpaceId) : null;
+
+	const [zeroDocuments] = useQuery(
+		queries.documents.bySpace({ searchSpaceId: numericId ?? -1 })
+	);
+
+	return useMemo(() => {
+		if (!zeroDocuments || numericId == null) return undefined;
+
+		const counts: Record<string, number> = {};
+		for (const doc of zeroDocuments) {
+			if (doc.id != null && doc.title != null && doc.title !== "") {
+				counts[doc.documentType] = (counts[doc.documentType] || 0) + 1;
+			}
+		}
+		return counts;
+	}, [zeroDocuments, numericId]);
+}

From 7a2467c1ed32c0c8f1ff420d4082b878f6165a9d Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 12:10:26 +0530
Subject: [PATCH 063/102] refactor: remove type counts invalidation from
 document mutation atoms

---
 surfsense_web/atoms/documents/document-mutation.atoms.ts | 9 ---------
 surfsense_web/lib/query-client/cache-keys.ts             | 1 -
 2 files changed, 10 deletions(-)

diff --git a/surfsense_web/atoms/documents/document-mutation.atoms.ts b/surfsense_web/atoms/documents/document-mutation.atoms.ts
index 736db896c..608862419 100644
--- a/surfsense_web/atoms/documents/document-mutation.atoms.ts
+++ b/surfsense_web/atoms/documents/document-mutation.atoms.ts
@@ -29,9 +29,6 @@ export const createDocumentMutationAtom = atomWithMutation((get) => {
 			queryClient.invalidateQueries({
 				queryKey: cacheKeys.documents.globalQueryParams(documentsQueryParams),
 			});
-			queryClient.invalidateQueries({
-				queryKey: cacheKeys.documents.typeCounts(searchSpaceId ?? undefined),
-			});
 		},
 	};
 });
@@ -75,9 +72,6 @@ export const updateDocumentMutationAtom = atomWithMutation((get) => {
 			queryClient.invalidateQueries({
 				queryKey: cacheKeys.documents.document(String(request.id)),
 			});
-			queryClient.invalidateQueries({
-				queryKey: cacheKeys.documents.typeCounts(searchSpaceId ?? undefined),
-			});
 		},
 	};
 });
@@ -109,9 +103,6 @@ export const deleteDocumentMutationAtom = atomWithMutation((get) => {
 			queryClient.invalidateQueries({
 				queryKey: cacheKeys.documents.document(String(request.id)),
 			});
-			queryClient.invalidateQueries({
-				queryKey: cacheKeys.documents.typeCounts(searchSpaceId ?? undefined),
-			});
 		},
 	};
 });
diff --git a/surfsense_web/lib/query-client/cache-keys.ts b/surfsense_web/lib/query-client/cache-keys.ts
index 3448b3fe8..883c40a77 100644
--- a/surfsense_web/lib/query-client/cache-keys.ts
+++ b/surfsense_web/lib/query-client/cache-keys.ts
@@ -17,7 +17,6 @@ export const cacheKeys = {
 		withQueryParams: (queries: GetDocumentsRequest["queryParams"]) =>
 			["documents-with-queries", ...(queries ? Object.values(queries) : [])] as const,
 		document: (documentId: string) => ["document", documentId] as const,
-		typeCounts: (searchSpaceId?: string) => ["documents", "type-counts", searchSpaceId] as const,
 		byChunk: (chunkId: string) => ["documents", "by-chunk", chunkId] as const,
 	},
 	logs: {

From 22e36d00fc689f2cea3103e7505faaf8bd1669fa Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 12:20:43 +0530
Subject: [PATCH 064/102] refactor: update bulk delete bar positioning and
 styling in DocumentsTableShell

---
 .../(manage)/components/DocumentsTableShell.tsx  | 16 +++++++---------
 1 file changed, 7 insertions(+), 9 deletions(-)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsTableShell.tsx b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsTableShell.tsx
index 6bef550d4..b32ad0ddf 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsTableShell.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsTableShell.tsx
@@ -473,14 +473,14 @@ export function DocumentsTableShell({
 	}, [deletableSelectedIds, bulkDeleteDocuments, deleteDocument]);
 
 	const bulkDeleteBar = hasDeletableSelection ? (
-		<div className="flex items-center justify-center py-1.5 border-b border-border/50 bg-destructive/5 shrink-0 animate-in fade-in slide-in-from-top-1 duration-150">
+		<div className="absolute inset-x-0 top-0 z-10 flex items-center justify-center py-1 pointer-events-none animate-in fade-in duration-150">
 			<button
 				type="button"
 				onClick={() => setBulkDeleteConfirmOpen(true)}
-				className="flex items-center gap-1.5 px-3 py-1 rounded-md bg-destructive text-destructive-foreground shadow-sm text-xs font-medium hover:bg-destructive/90 transition-colors"
+				className="pointer-events-auto flex items-center gap-1.5 px-3 py-1 rounded-md bg-destructive text-destructive-foreground shadow-lg text-xs font-medium hover:bg-destructive/90 transition-colors"
 			>
 				<Trash2 size={12} />
-				Delete ({deletableSelectedIds.length} selected)
+				Delete {deletableSelectedIds.length} {deletableSelectedIds.length === 1 ? "item" : "items"}
 			</button>
 		</div>
 	) : null;
@@ -526,7 +526,6 @@ export function DocumentsTableShell({
 						</TableRow>
 					</TableHeader>
 				</Table>
-				{bulkDeleteBar}
 				{loading ? (
 					<div className="flex-1 overflow-auto">
 						<Table className="table-fixed w-full">
@@ -594,7 +593,8 @@ export function DocumentsTableShell({
 						)}
 					</div>
 				) : (
-					<div ref={desktopScrollRef} className="flex-1 overflow-auto">
+					<div ref={desktopScrollRef} className="flex-1 overflow-auto relative">
+						{bulkDeleteBar}
 						<Table className="table-fixed w-full">
 							<TableBody>
 								{sorted.map((doc) => {
@@ -788,9 +788,6 @@ export function DocumentsTableShell({
 				)}
 			</div>
 
-			{/* Mobile bulk delete bar */}
-			<div className="md:hidden">{bulkDeleteBar}</div>
-
 			{/* Mobile Card View */}
 			{loading ? (
 				<div className="md:hidden divide-y divide-border/50 flex-1 overflow-auto">
@@ -846,8 +843,9 @@ export function DocumentsTableShell({
 			) : (
 				<div
 					ref={mobileScrollRef}
-					className="md:hidden divide-y divide-border/50 flex-1 overflow-auto"
+					className="md:hidden divide-y divide-border/50 flex-1 overflow-auto relative"
 				>
+					{bulkDeleteBar}
 					{sorted.map((doc) => {
 						const isMentioned = mentionedDocIds?.has(doc.id) ?? false;
 						const statusState = doc.status?.state ?? "ready";

From 685ad0c02dc470ba8e8359959a031a282927608b Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 01:39:15 -0700
Subject: [PATCH 065/102] feat: add folder management features including
 creation, deletion, and organization of documents within folders

---
 deepagents                                    |    1 +
 .../107_add_video_presentations_table.py      |    4 +-
 .../alembic/versions/109_add_folders_table.py |   90 +
 surfsense_backend/app/db.py                   |   65 +
 surfsense_backend/app/routes/__init__.py      |    2 +
 .../app/routes/documents_routes.py            |   16 +
 .../app/routes/folders_routes.py              |  516 +
 surfsense_backend/app/schemas/__init__.py     |   19 +
 surfsense_backend/app/schemas/documents.py    |    2 +
 surfsense_backend/app/schemas/folders.py      |   52 +
 .../app/services/folder_service.py            |  158 +
 .../app/tasks/celery_tasks/document_tasks.py  |   45 +
 surfsense_backend/pyproject.toml              |    1 +
 surfsense_backend/uv.lock                     | 8570 ++++++++---------
 .../(manage)/components/DocumentsFilters.tsx  |   22 +-
 .../(manage)/components/RowActions.tsx        |   11 +-
 .../new-chat/[[...chat_id]]/page.tsx          |    6 +-
 surfsense_web/app/docs/sidebar-separator.tsx  |    2 +
 surfsense_web/atoms/documents/folder.atoms.ts |   19 +
 surfsense_web/atoms/tabs/tabs.atom.ts         |  217 +
 .../documents/CreateFolderDialog.tsx          |   94 +
 .../components/documents/DocumentNode.tsx     |  192 +
 .../components/documents/FolderNode.tsx       |  333 +
 .../documents/FolderPickerDialog.tsx          |  157 +
 .../components/documents/FolderTreeView.tsx   |  216 +
 .../layout/providers/LayoutDataProvider.tsx   |   34 +-
 .../components/layout/ui/header/Header.tsx    |    7 +-
 .../layout/ui/shell/LayoutShell.tsx           |   59 +-
 .../layout/ui/sidebar/DocumentsSidebar.tsx    |  318 +-
 .../layout/ui/tabs/DocumentTabContent.tsx     |  237 +
 .../components/layout/ui/tabs/TabBar.tsx      |  129 +
 .../content/docs/how-to/zero-sync.mdx         |    1 +
 surfsense_web/contracts/types/folder.types.ts |   65 +
 surfsense_web/lib/apis/folders-api.service.ts |  107 +
 surfsense_web/package.json                    |    1 +
 surfsense_web/pnpm-lock.yaml                  |    9 +
 surfsense_web/zero/queries/folders.ts         |    9 +
 surfsense_web/zero/queries/index.ts           |    2 +
 surfsense_web/zero/schema/documents.ts        |    1 +
 surfsense_web/zero/schema/folders.ts          |   14 +
 surfsense_web/zero/schema/index.ts            |    2 +
 41 files changed, 7475 insertions(+), 4330 deletions(-)
 create mode 160000 deepagents
 create mode 100644 surfsense_backend/alembic/versions/109_add_folders_table.py
 create mode 100644 surfsense_backend/app/routes/folders_routes.py
 create mode 100644 surfsense_backend/app/schemas/folders.py
 create mode 100644 surfsense_backend/app/services/folder_service.py
 create mode 100644 surfsense_web/atoms/documents/folder.atoms.ts
 create mode 100644 surfsense_web/atoms/tabs/tabs.atom.ts
 create mode 100644 surfsense_web/components/documents/CreateFolderDialog.tsx
 create mode 100644 surfsense_web/components/documents/DocumentNode.tsx
 create mode 100644 surfsense_web/components/documents/FolderNode.tsx
 create mode 100644 surfsense_web/components/documents/FolderPickerDialog.tsx
 create mode 100644 surfsense_web/components/documents/FolderTreeView.tsx
 create mode 100644 surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
 create mode 100644 surfsense_web/components/layout/ui/tabs/TabBar.tsx
 create mode 100644 surfsense_web/contracts/types/folder.types.ts
 create mode 100644 surfsense_web/lib/apis/folders-api.service.ts
 create mode 100644 surfsense_web/zero/queries/folders.ts
 create mode 100644 surfsense_web/zero/schema/folders.ts

diff --git a/deepagents b/deepagents
new file mode 160000
index 000000000..a32ce7ff6
--- /dev/null
+++ b/deepagents
@@ -0,0 +1 @@
+Subproject commit a32ce7ff6b2112cf48170d2279a1953eded61987
diff --git a/surfsense_backend/alembic/versions/107_add_video_presentations_table.py b/surfsense_backend/alembic/versions/107_add_video_presentations_table.py
index 1dbfb63de..5d950dad2 100644
--- a/surfsense_backend/alembic/versions/107_add_video_presentations_table.py
+++ b/surfsense_backend/alembic/versions/107_add_video_presentations_table.py
@@ -37,7 +37,9 @@ def upgrade() -> None:
 
     conn = op.get_bind()
     result = conn.execute(
-        sa.text("SELECT 1 FROM information_schema.tables WHERE table_name = 'video_presentations'")
+        sa.text(
+            "SELECT 1 FROM information_schema.tables WHERE table_name = 'video_presentations'"
+        )
     )
     if not result.fetchone():
         op.create_table(
diff --git a/surfsense_backend/alembic/versions/109_add_folders_table.py b/surfsense_backend/alembic/versions/109_add_folders_table.py
new file mode 100644
index 000000000..f25062617
--- /dev/null
+++ b/surfsense_backend/alembic/versions/109_add_folders_table.py
@@ -0,0 +1,90 @@
+"""Add folders table and folder_id to documents
+
+Revision ID: 109
+Revises: 108
+
+Creates the folders table for nested folder organization (max 8 levels),
+adds folder_id FK to documents, and creates an expression-based unique
+index to correctly handle NULL parent_id at root level.
+"""
+
+from collections.abc import Sequence
+
+import sqlalchemy as sa
+
+from alembic import op
+
+revision: str = "109"
+down_revision: str | None = "108"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    op.create_table(
+        "folders",
+        sa.Column("id", sa.Integer(), primary_key=True, index=True),
+        sa.Column("name", sa.String(255), nullable=False, index=True),
+        sa.Column("position", sa.String(50), nullable=False, index=True),
+        sa.Column(
+            "parent_id",
+            sa.Integer(),
+            sa.ForeignKey("folders.id", ondelete="CASCADE"),
+            nullable=True,
+            index=True,
+        ),
+        sa.Column(
+            "search_space_id",
+            sa.Integer(),
+            sa.ForeignKey("searchspaces.id", ondelete="CASCADE"),
+            nullable=False,
+            index=True,
+        ),
+        sa.Column(
+            "created_by_id",
+            sa.Uuid(),
+            sa.ForeignKey("user.id", ondelete="SET NULL"),
+            nullable=True,
+            index=True,
+        ),
+        sa.Column(
+            "created_at",
+            sa.TIMESTAMP(timezone=True),
+            nullable=False,
+            server_default=sa.func.now(),
+        ),
+        sa.Column(
+            "updated_at",
+            sa.TIMESTAMP(timezone=True),
+            nullable=False,
+            server_default=sa.func.now(),
+        ),
+    )
+
+    # Expression-based unique index: COALESCE(parent_id, 0) handles NULL correctly.
+    # PostgreSQL treats NULL != NULL in regular unique constraints, so a standard
+    # UniqueConstraint(search_space_id, parent_id, name) would allow duplicate
+    # folder names at the root level.
+    op.execute(
+        """
+        CREATE UNIQUE INDEX uq_folder_space_parent_name
+        ON folders (search_space_id, COALESCE(parent_id, 0), name);
+        """
+    )
+
+    op.add_column(
+        "documents",
+        sa.Column(
+            "folder_id",
+            sa.Integer(),
+            sa.ForeignKey("folders.id", ondelete="SET NULL"),
+            nullable=True,
+            index=True,
+        ),
+    )
+
+
+def downgrade() -> None:
+    op.drop_column("documents", "folder_id")
+    op.execute("DROP INDEX IF EXISTS uq_folder_space_parent_name;")
+    op.drop_table("folders")
diff --git a/surfsense_backend/app/db.py b/surfsense_backend/app/db.py
index 132bd8dae..9680a7bfd 100644
--- a/surfsense_backend/app/db.py
+++ b/surfsense_backend/app/db.py
@@ -914,6 +914,43 @@ class SharedMemory(BaseModel, TimestampMixin):
     created_by = relationship("User")
 
 
+class Folder(BaseModel, TimestampMixin):
+    __tablename__ = "folders"
+
+    name = Column(String(255), nullable=False, index=True)
+    position = Column(String(50), nullable=False, index=True)
+    parent_id = Column(
+        Integer,
+        ForeignKey("folders.id", ondelete="CASCADE"),
+        nullable=True,
+        index=True,
+    )
+    search_space_id = Column(
+        Integer,
+        ForeignKey("searchspaces.id", ondelete="CASCADE"),
+        nullable=False,
+        index=True,
+    )
+    created_by_id = Column(
+        UUID(as_uuid=True),
+        ForeignKey("user.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+    updated_at = Column(
+        TIMESTAMP(timezone=True),
+        nullable=False,
+        default=lambda: datetime.now(UTC),
+        onupdate=lambda: datetime.now(UTC),
+        index=True,
+    )
+
+    parent = relationship("Folder", remote_side="Folder.id", backref="children")
+    search_space = relationship("SearchSpace", back_populates="folders")
+    created_by = relationship("User", back_populates="folders")
+    documents = relationship("Document", back_populates="folder", passive_deletes=True)
+
+
 class Document(BaseModel, TimestampMixin):
     __tablename__ = "documents"
 
@@ -947,6 +984,13 @@ class Document(BaseModel, TimestampMixin):
         Integer, ForeignKey("searchspaces.id", ondelete="CASCADE"), nullable=False
     )
 
+    folder_id = Column(
+        Integer,
+        ForeignKey("folders.id", ondelete="SET NULL"),
+        nullable=True,
+        index=True,
+    )
+
     # Track who created/uploaded this document
     created_by_id = Column(
         UUID(as_uuid=True),
@@ -976,6 +1020,7 @@ class Document(BaseModel, TimestampMixin):
 
     # Relationships
     search_space = relationship("SearchSpace", back_populates="documents")
+    folder = relationship("Folder", back_populates="documents")
     created_by = relationship("User", back_populates="documents")
     connector = relationship("SearchSourceConnector", back_populates="documents")
     chunks = relationship(
@@ -1279,6 +1324,12 @@ class SearchSpace(BaseModel, TimestampMixin):
     )
     user = relationship("User", back_populates="search_spaces")
 
+    folders = relationship(
+        "Folder",
+        back_populates="search_space",
+        order_by="Folder.position",
+        cascade="all, delete-orphan",
+    )
     documents = relationship(
         "Document",
         back_populates="search_space",
@@ -1765,6 +1816,13 @@ if config.AUTH_TYPE == "GOOGLE":
             passive_deletes=True,
         )
 
+        # Folders created by this user
+        folders = relationship(
+            "Folder",
+            back_populates="created_by",
+            passive_deletes=True,
+        )
+
         # Image generations created by this user
         image_generations = relationship(
             "ImageGeneration",
@@ -1867,6 +1925,13 @@ else:
             passive_deletes=True,
         )
 
+        # Folders created by this user
+        folders = relationship(
+            "Folder",
+            back_populates="created_by",
+            passive_deletes=True,
+        )
+
         # Image generations created by this user
         image_generations = relationship(
             "ImageGeneration",
diff --git a/surfsense_backend/app/routes/__init__.py b/surfsense_backend/app/routes/__init__.py
index f6975b69d..7782c064c 100644
--- a/surfsense_backend/app/routes/__init__.py
+++ b/surfsense_backend/app/routes/__init__.py
@@ -11,6 +11,7 @@ from .confluence_add_connector_route import router as confluence_add_connector_r
 from .discord_add_connector_route import router as discord_add_connector_router
 from .documents_routes import router as documents_router
 from .editor_routes import router as editor_router
+from .folders_routes import router as folders_router
 from .google_calendar_add_connector_route import (
     router as google_calendar_add_connector_router,
 )
@@ -51,6 +52,7 @@ router.include_router(search_spaces_router)
 router.include_router(rbac_router)  # RBAC routes for roles, members, invites
 router.include_router(editor_router)
 router.include_router(documents_router)
+router.include_router(folders_router)
 router.include_router(notes_router)
 router.include_router(new_chat_router)  # Chat with assistant-ui persistence
 router.include_router(sandbox_router)  # Sandbox file downloads (Daytona)
diff --git a/surfsense_backend/app/routes/documents_routes.py b/surfsense_backend/app/routes/documents_routes.py
index 503f2cf32..6e69218f1 100644
--- a/surfsense_backend/app/routes/documents_routes.py
+++ b/surfsense_backend/app/routes/documents_routes.py
@@ -320,6 +320,7 @@ async def read_documents(
     page_size: int = 50,
     search_space_id: int | None = None,
     document_types: str | None = None,
+    folder_id: int | str | None = None,
     sort_by: str = "created_at",
     sort_order: str = "desc",
     session: AsyncSession = Depends(get_async_session),
@@ -391,6 +392,17 @@ async def read_documents(
                 query = query.filter(Document.document_type.in_(type_list))
                 count_query = count_query.filter(Document.document_type.in_(type_list))
 
+        # Filter by folder_id: "root" or "null" => root level (folder_id IS NULL),
+        # integer => specific folder, omitted => all documents
+        if folder_id is not None:
+            if str(folder_id).lower() in ("root", "null"):
+                query = query.filter(Document.folder_id.is_(None))
+                count_query = count_query.filter(Document.folder_id.is_(None))
+            else:
+                fid = int(folder_id)
+                query = query.filter(Document.folder_id == fid)
+                count_query = count_query.filter(Document.folder_id == fid)
+
         total_result = await session.execute(count_query)
         total = total_result.scalar() or 0
 
@@ -451,6 +463,7 @@ async def read_documents(
                     created_at=doc.created_at,
                     updated_at=doc.updated_at,
                     search_space_id=doc.search_space_id,
+                    folder_id=doc.folder_id,
                     created_by_id=doc.created_by_id,
                     created_by_name=created_by_name,
                     created_by_email=created_by_email,
@@ -608,6 +621,7 @@ async def search_documents(
                     created_at=doc.created_at,
                     updated_at=doc.updated_at,
                     search_space_id=doc.search_space_id,
+                    folder_id=doc.folder_id,
                     created_by_id=doc.created_by_id,
                     created_by_name=created_by_name,
                     created_by_email=created_by_email,
@@ -978,6 +992,7 @@ async def read_document(
             created_at=document.created_at,
             updated_at=document.updated_at,
             search_space_id=document.search_space_id,
+            folder_id=document.folder_id,
         )
     except HTTPException:
         raise
@@ -1036,6 +1051,7 @@ async def update_document(
             created_at=db_document.created_at,
             updated_at=db_document.updated_at,
             search_space_id=db_document.search_space_id,
+            folder_id=db_document.folder_id,
         )
     except HTTPException:
         raise
diff --git a/surfsense_backend/app/routes/folders_routes.py b/surfsense_backend/app/routes/folders_routes.py
new file mode 100644
index 000000000..d688e692a
--- /dev/null
+++ b/surfsense_backend/app/routes/folders_routes.py
@@ -0,0 +1,516 @@
+"""API routes for folder CRUD, move, reorder, and document move operations."""
+
+from fastapi import APIRouter, Depends, HTTPException
+from sqlalchemy import text
+from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.future import select
+
+from app.db import Document, Folder, Permission, User, get_async_session
+from app.schemas import (
+    BulkDocumentMove,
+    DocumentMove,
+    FolderBreadcrumb,
+    FolderCreate,
+    FolderMove,
+    FolderRead,
+    FolderReorder,
+    FolderUpdate,
+)
+from app.services.folder_service import (
+    check_no_circular_reference,
+    generate_folder_position,
+    get_folder_subtree_ids,
+    get_subtree_max_depth,
+    validate_folder_depth,
+)
+from app.users import current_active_user
+from app.utils.rbac import check_permission
+
+router = APIRouter()
+
+
+@router.post("/folders", response_model=FolderRead)
+async def create_folder(
+    request: FolderCreate,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Create a new folder. Requires DOCUMENTS_CREATE permission."""
+    try:
+        await check_permission(
+            session,
+            user,
+            request.search_space_id,
+            Permission.DOCUMENTS_CREATE.value,
+            "You don't have permission to create folders in this search space",
+        )
+
+        if request.parent_id is not None:
+            parent = await session.get(Folder, request.parent_id)
+            if not parent:
+                raise HTTPException(status_code=404, detail="Parent folder not found")
+            if parent.search_space_id != request.search_space_id:
+                raise HTTPException(
+                    status_code=400,
+                    detail="Parent folder belongs to a different search space",
+                )
+
+        await validate_folder_depth(session, request.parent_id)
+
+        position = await generate_folder_position(
+            session, request.search_space_id, request.parent_id
+        )
+
+        folder = Folder(
+            name=request.name,
+            position=position,
+            parent_id=request.parent_id,
+            search_space_id=request.search_space_id,
+            created_by_id=user.id,
+        )
+        session.add(folder)
+        await session.commit()
+        await session.refresh(folder)
+        return folder
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        if "uq_folder_space_parent_name" in str(e):
+            raise HTTPException(
+                status_code=409,
+                detail="A folder with this name already exists at this location",
+            ) from e
+        raise HTTPException(
+            status_code=500, detail=f"Failed to create folder: {e!s}"
+        ) from e
+
+
+@router.get("/folders", response_model=list[FolderRead])
+async def list_folders(
+    search_space_id: int,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """List all folders in a search space (flat). Requires DOCUMENTS_READ permission."""
+    try:
+        await check_permission(
+            session,
+            user,
+            search_space_id,
+            Permission.DOCUMENTS_READ.value,
+            "You don't have permission to read folders in this search space",
+        )
+
+        result = await session.execute(
+            select(Folder)
+            .where(Folder.search_space_id == search_space_id)
+            .order_by(Folder.position)
+        )
+        return result.scalars().all()
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        raise HTTPException(
+            status_code=500, detail=f"Failed to list folders: {e!s}"
+        ) from e
+
+
+@router.get("/folders/{folder_id}", response_model=FolderRead)
+async def get_folder(
+    folder_id: int,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Get a single folder. Requires DOCUMENTS_READ permission."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_READ.value,
+            "You don't have permission to read folders in this search space",
+        )
+
+        return folder
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        raise HTTPException(
+            status_code=500, detail=f"Failed to get folder: {e!s}"
+        ) from e
+
+
+@router.get("/folders/{folder_id}/breadcrumb", response_model=list[FolderBreadcrumb])
+async def get_folder_breadcrumb(
+    folder_id: int,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Get ancestor chain for breadcrumb display. Requires DOCUMENTS_READ permission."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_READ.value,
+            "You don't have permission to read folders in this search space",
+        )
+
+        result = await session.execute(
+            text("""
+                WITH RECURSIVE ancestors AS (
+                    SELECT id, name, parent_id, 0 AS depth
+                    FROM folders WHERE id = :folder_id
+                    UNION ALL
+                    SELECT f.id, f.name, f.parent_id, a.depth + 1
+                    FROM folders f JOIN ancestors a ON f.id = a.parent_id
+                )
+                SELECT id, name FROM ancestors ORDER BY depth DESC;
+            """),
+            {"folder_id": folder_id},
+        )
+        rows = result.fetchall()
+        return [FolderBreadcrumb(id=row.id, name=row.name) for row in rows]
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        raise HTTPException(
+            status_code=500, detail=f"Failed to get breadcrumb: {e!s}"
+        ) from e
+
+
+@router.put("/folders/{folder_id}", response_model=FolderRead)
+async def update_folder(
+    folder_id: int,
+    request: FolderUpdate,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Rename a folder. Requires DOCUMENTS_UPDATE permission."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_UPDATE.value,
+            "You don't have permission to update folders in this search space",
+        )
+
+        folder.name = request.name
+        await session.commit()
+        await session.refresh(folder)
+        return folder
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        if "uq_folder_space_parent_name" in str(e):
+            raise HTTPException(
+                status_code=409,
+                detail="A folder with this name already exists at this location",
+            ) from e
+        raise HTTPException(
+            status_code=500, detail=f"Failed to update folder: {e!s}"
+        ) from e
+
+
+@router.put("/folders/{folder_id}/move", response_model=FolderRead)
+async def move_folder(
+    folder_id: int,
+    request: FolderMove,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Move a folder to a new parent. Requires DOCUMENTS_UPDATE permission."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_UPDATE.value,
+            "You don't have permission to move folders in this search space",
+        )
+
+        if request.new_parent_id is not None:
+            new_parent = await session.get(Folder, request.new_parent_id)
+            if not new_parent:
+                raise HTTPException(
+                    status_code=404, detail="Target parent folder not found"
+                )
+            if new_parent.search_space_id != folder.search_space_id:
+                raise HTTPException(
+                    status_code=400,
+                    detail="Cannot move folder to a different search space",
+                )
+
+        await check_no_circular_reference(session, folder_id, request.new_parent_id)
+        subtree_depth = await get_subtree_max_depth(session, folder_id)
+        await validate_folder_depth(session, request.new_parent_id, subtree_depth)
+
+        position = await generate_folder_position(
+            session, folder.search_space_id, request.new_parent_id
+        )
+        folder.parent_id = request.new_parent_id
+        folder.position = position
+        await session.commit()
+        await session.refresh(folder)
+        return folder
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        if "uq_folder_space_parent_name" in str(e):
+            raise HTTPException(
+                status_code=409,
+                detail="A folder with this name already exists at the target location",
+            ) from e
+        raise HTTPException(
+            status_code=500, detail=f"Failed to move folder: {e!s}"
+        ) from e
+
+
+@router.put("/folders/{folder_id}/reorder", response_model=FolderRead)
+async def reorder_folder(
+    folder_id: int,
+    request: FolderReorder,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Reorder a folder among its siblings via fractional indexing. Requires DOCUMENTS_UPDATE."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_UPDATE.value,
+            "You don't have permission to reorder folders in this search space",
+        )
+
+        position = await generate_folder_position(
+            session,
+            folder.search_space_id,
+            folder.parent_id,
+            before_position=request.before_position,
+            after_position=request.after_position,
+        )
+        folder.position = position
+        await session.commit()
+        await session.refresh(folder)
+        return folder
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        raise HTTPException(
+            status_code=500, detail=f"Failed to reorder folder: {e!s}"
+        ) from e
+
+
+@router.delete("/folders/{folder_id}")
+async def delete_folder(
+    folder_id: int,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Delete a folder and cascade-delete subfolders. Documents are async-deleted via Celery."""
+    try:
+        folder = await session.get(Folder, folder_id)
+        if not folder:
+            raise HTTPException(status_code=404, detail="Folder not found")
+
+        await check_permission(
+            session,
+            user,
+            folder.search_space_id,
+            Permission.DOCUMENTS_DELETE.value,
+            "You don't have permission to delete folders in this search space",
+        )
+
+        subtree_ids = await get_folder_subtree_ids(session, folder_id)
+
+        doc_result = await session.execute(
+            select(Document.id).where(
+                Document.folder_id.in_(subtree_ids),
+                Document.status["state"].as_string() != "deleting",
+            )
+        )
+        document_ids = list(doc_result.scalars().all())
+
+        if document_ids:
+            await session.execute(
+                Document.__table__.update()
+                .where(Document.id.in_(document_ids))
+                .values(status={"state": "deleting"})
+            )
+            await session.commit()
+
+        await session.execute(Folder.__table__.delete().where(Folder.id == folder_id))
+        await session.commit()
+
+        if document_ids:
+            try:
+                from app.tasks.celery_tasks.document_tasks import (
+                    delete_folder_documents_task,
+                )
+
+                delete_folder_documents_task.delay(document_ids)
+            except Exception as err:
+                await session.execute(
+                    Document.__table__.update()
+                    .where(Document.id.in_(document_ids))
+                    .values(status={"state": "ready"})
+                )
+                await session.commit()
+                raise HTTPException(
+                    status_code=503,
+                    detail="Folder deleted but document cleanup could not be queued. Documents have been restored.",
+                ) from err
+
+        return {
+            "message": "Folder deleted successfully",
+            "documents_queued_for_deletion": len(document_ids),
+        }
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        raise HTTPException(
+            status_code=500, detail=f"Failed to delete folder: {e!s}"
+        ) from e
+
+
+@router.put("/documents/{document_id}/move")
+async def move_document(
+    document_id: int,
+    request: DocumentMove,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Move a document to a folder (or root). Requires DOCUMENTS_UPDATE permission."""
+    try:
+        result = await session.execute(
+            select(Document).filter(Document.id == document_id)
+        )
+        document = result.scalars().first()
+        if not document:
+            raise HTTPException(status_code=404, detail="Document not found")
+
+        await check_permission(
+            session,
+            user,
+            document.search_space_id,
+            Permission.DOCUMENTS_UPDATE.value,
+            "You don't have permission to move documents in this search space",
+        )
+
+        if request.folder_id is not None:
+            target = await session.get(Folder, request.folder_id)
+            if not target:
+                raise HTTPException(status_code=404, detail="Target folder not found")
+            if target.search_space_id != document.search_space_id:
+                raise HTTPException(
+                    status_code=400,
+                    detail="Cannot move document to a folder in a different search space",
+                )
+
+        document.folder_id = request.folder_id
+        await session.commit()
+        return {"message": "Document moved successfully"}
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        raise HTTPException(
+            status_code=500, detail=f"Failed to move document: {e!s}"
+        ) from e
+
+
+@router.put("/documents/bulk-move")
+async def bulk_move_documents(
+    request: BulkDocumentMove,
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Move multiple documents to a folder (or root). Requires DOCUMENTS_UPDATE permission."""
+    try:
+        if not request.document_ids:
+            raise HTTPException(status_code=400, detail="No document IDs provided")
+
+        result = await session.execute(
+            select(Document).filter(Document.id.in_(request.document_ids))
+        )
+        documents = result.scalars().all()
+
+        if not documents:
+            raise HTTPException(status_code=404, detail="No documents found")
+
+        search_space_ids = {doc.search_space_id for doc in documents}
+        for ss_id in search_space_ids:
+            await check_permission(
+                session,
+                user,
+                ss_id,
+                Permission.DOCUMENTS_UPDATE.value,
+                "You don't have permission to move documents in this search space",
+            )
+
+        if request.folder_id is not None:
+            target = await session.get(Folder, request.folder_id)
+            if not target:
+                raise HTTPException(status_code=404, detail="Target folder not found")
+            mismatched = [
+                doc.id
+                for doc in documents
+                if doc.search_space_id != target.search_space_id
+            ]
+            if mismatched:
+                raise HTTPException(
+                    status_code=400,
+                    detail="Cannot move documents to a folder in a different search space",
+                )
+
+        await session.execute(
+            Document.__table__.update()
+            .where(Document.id.in_(request.document_ids))
+            .values(folder_id=request.folder_id)
+        )
+        await session.commit()
+        return {"message": f"{len(request.document_ids)} documents moved successfully"}
+
+    except HTTPException:
+        raise
+    except Exception as e:
+        await session.rollback()
+        raise HTTPException(
+            status_code=500, detail=f"Failed to move documents: {e!s}"
+        ) from e
diff --git a/surfsense_backend/app/schemas/__init__.py b/surfsense_backend/app/schemas/__init__.py
index 11d3bfc06..ef926131d 100644
--- a/surfsense_backend/app/schemas/__init__.py
+++ b/surfsense_backend/app/schemas/__init__.py
@@ -22,6 +22,16 @@ from .documents import (
     ExtensionDocumentMetadata,
     PaginatedResponse,
 )
+from .folders import (
+    BulkDocumentMove,
+    DocumentMove,
+    FolderBreadcrumb,
+    FolderCreate,
+    FolderMove,
+    FolderRead,
+    FolderReorder,
+    FolderUpdate,
+)
 from .google_drive import DriveItem, GoogleDriveIndexingOptions, GoogleDriveIndexRequest
 from .image_generation import (
     GlobalImageGenConfigRead,
@@ -109,6 +119,8 @@ from .video_presentations import (
 )
 
 __all__ = [
+    # Folder schemas
+    "BulkDocumentMove",
     # Chat schemas (assistant-ui integration)
     "ChatMessage",
     # Chunk schemas
@@ -119,6 +131,7 @@ __all__ = [
     "DefaultSystemInstructionsResponse",
     # Document schemas
     "DocumentBase",
+    "DocumentMove",
     "DocumentRead",
     "DocumentStatusBatchResponse",
     "DocumentStatusItemRead",
@@ -132,6 +145,12 @@ __all__ = [
     "DriveItem",
     "ExtensionDocumentContent",
     "ExtensionDocumentMetadata",
+    "FolderBreadcrumb",
+    "FolderCreate",
+    "FolderMove",
+    "FolderRead",
+    "FolderReorder",
+    "FolderUpdate",
     "GlobalImageGenConfigRead",
     "GlobalNewLLMConfigRead",
     "GoogleDriveIndexRequest",
diff --git a/surfsense_backend/app/schemas/documents.py b/surfsense_backend/app/schemas/documents.py
index be464f9ec..c022a09d2 100644
--- a/surfsense_backend/app/schemas/documents.py
+++ b/surfsense_backend/app/schemas/documents.py
@@ -59,6 +59,7 @@ class DocumentRead(BaseModel):
     created_at: datetime
     updated_at: datetime | None
     search_space_id: int
+    folder_id: int | None = None
     created_by_id: UUID | None = None  # User who created/uploaded this document
     created_by_name: str | None = None
     created_by_email: str | None = None
@@ -89,6 +90,7 @@ class DocumentTitleRead(BaseModel):
     id: int
     title: str
     document_type: DocumentType
+    folder_id: int | None = None
 
     model_config = ConfigDict(from_attributes=True)
 
diff --git a/surfsense_backend/app/schemas/folders.py b/surfsense_backend/app/schemas/folders.py
new file mode 100644
index 000000000..263817182
--- /dev/null
+++ b/surfsense_backend/app/schemas/folders.py
@@ -0,0 +1,52 @@
+"""Pydantic schemas for folder CRUD, move, and reorder operations."""
+
+from datetime import datetime
+from uuid import UUID
+
+from pydantic import BaseModel, ConfigDict, Field
+
+
+class FolderCreate(BaseModel):
+    name: str = Field(max_length=255, min_length=1)
+    parent_id: int | None = None
+    search_space_id: int
+
+
+class FolderUpdate(BaseModel):
+    name: str = Field(max_length=255, min_length=1)
+
+
+class FolderMove(BaseModel):
+    new_parent_id: int | None = None
+
+
+class FolderReorder(BaseModel):
+    before_position: str | None = None
+    after_position: str | None = None
+
+
+class FolderRead(BaseModel):
+    id: int
+    name: str
+    position: str
+    parent_id: int | None
+    search_space_id: int
+    created_by_id: UUID | None
+    created_at: datetime
+    updated_at: datetime
+
+    model_config = ConfigDict(from_attributes=True)
+
+
+class FolderBreadcrumb(BaseModel):
+    id: int
+    name: str
+
+
+class DocumentMove(BaseModel):
+    folder_id: int | None = None
+
+
+class BulkDocumentMove(BaseModel):
+    document_ids: list[int]
+    folder_id: int | None = None
diff --git a/surfsense_backend/app/services/folder_service.py b/surfsense_backend/app/services/folder_service.py
new file mode 100644
index 000000000..fc1fb8a75
--- /dev/null
+++ b/surfsense_backend/app/services/folder_service.py
@@ -0,0 +1,158 @@
+"""Folder service: depth validation, circular reference checks, and position generation."""
+
+from fastapi import HTTPException
+from fractional_indexing import generate_key_between
+from sqlalchemy import text
+from sqlalchemy.ext.asyncio import AsyncSession
+from sqlalchemy.future import select
+
+from app.db import Folder
+
+MAX_FOLDER_DEPTH = 8
+
+
+async def get_folder_depth(session: AsyncSession, folder_id: int) -> int:
+    """Return the depth of a folder (root-level = 1) using a recursive CTE."""
+    result = await session.execute(
+        text("""
+            WITH RECURSIVE ancestors AS (
+                SELECT id, parent_id, 1 AS depth
+                FROM folders
+                WHERE id = :folder_id
+                UNION ALL
+                SELECT f.id, f.parent_id, a.depth + 1
+                FROM folders f
+                JOIN ancestors a ON f.id = a.parent_id
+            )
+            SELECT MAX(depth) FROM ancestors;
+        """),
+        {"folder_id": folder_id},
+    )
+    return result.scalar() or 0
+
+
+async def get_subtree_max_depth(session: AsyncSession, folder_id: int) -> int:
+    """Return the maximum depth of any descendant below folder_id (0 if leaf)."""
+    result = await session.execute(
+        text("""
+            WITH RECURSIVE descendants AS (
+                SELECT id, 0 AS depth
+                FROM folders
+                WHERE parent_id = :folder_id
+                UNION ALL
+                SELECT f.id, d.depth + 1
+                FROM folders f
+                JOIN descendants d ON f.parent_id = d.id
+            )
+            SELECT COALESCE(MAX(depth), -1) FROM descendants;
+        """),
+        {"folder_id": folder_id},
+    )
+    val = result.scalar()
+    return (val + 1) if val is not None and val >= 0 else 0
+
+
+async def validate_folder_depth(
+    session: AsyncSession,
+    parent_id: int | None,
+    subtree_depth: int = 0,
+) -> None:
+    """Raise 400 if placing a folder (with subtree) under parent_id would exceed MAX_FOLDER_DEPTH."""
+    if parent_id is None:
+        parent_depth = 0
+    else:
+        parent_depth = await get_folder_depth(session, parent_id)
+
+    total = parent_depth + 1 + subtree_depth
+    if total > MAX_FOLDER_DEPTH:
+        raise HTTPException(
+            status_code=400,
+            detail=f"Maximum folder nesting depth is {MAX_FOLDER_DEPTH}. "
+            f"This operation would result in depth {total}.",
+        )
+
+
+async def check_no_circular_reference(
+    session: AsyncSession,
+    folder_id: int,
+    new_parent_id: int | None,
+) -> None:
+    """Raise 400 if new_parent_id is folder_id itself or a descendant of folder_id."""
+    if new_parent_id is None:
+        return
+
+    if new_parent_id == folder_id:
+        raise HTTPException(
+            status_code=400,
+            detail="A folder cannot be moved into itself.",
+        )
+
+    result = await session.execute(
+        text("""
+            WITH RECURSIVE ancestors AS (
+                SELECT id, parent_id
+                FROM folders
+                WHERE id = :new_parent_id
+                UNION ALL
+                SELECT f.id, f.parent_id
+                FROM folders f
+                JOIN ancestors a ON f.id = a.parent_id
+            )
+            SELECT 1 FROM ancestors WHERE id = :folder_id LIMIT 1;
+        """),
+        {"new_parent_id": new_parent_id, "folder_id": folder_id},
+    )
+    if result.scalar() is not None:
+        raise HTTPException(
+            status_code=400,
+            detail="Cannot move a folder into one of its own descendants.",
+        )
+
+
+async def generate_folder_position(
+    session: AsyncSession,
+    search_space_id: int,
+    parent_id: int | None,
+    before_position: str | None = None,
+    after_position: str | None = None,
+) -> str:
+    """Generate a fractional index key for ordering a folder among its siblings.
+
+    - Default (no before/after): append after last sibling
+    - Prepend: before_position=None, after_position=first sibling position
+    - Insert between: both positions provided
+    """
+    if before_position is not None or after_position is not None:
+        return generate_key_between(before_position, after_position)
+
+    # Append after last sibling
+    query = (
+        select(Folder.position)
+        .where(
+            Folder.search_space_id == search_space_id,
+            Folder.parent_id == parent_id
+            if parent_id is not None
+            else Folder.parent_id.is_(None),
+        )
+        .order_by(Folder.position.desc())
+        .limit(1)
+    )
+    result = await session.execute(query)
+    last_position = result.scalar()
+    return generate_key_between(last_position, None)
+
+
+async def get_folder_subtree_ids(session: AsyncSession, folder_id: int) -> list[int]:
+    """Return all folder IDs in the subtree rooted at folder_id (inclusive)."""
+    result = await session.execute(
+        text("""
+            WITH RECURSIVE subtree AS (
+                SELECT id FROM folders WHERE id = :folder_id
+                UNION ALL
+                SELECT f.id FROM folders f JOIN subtree s ON f.parent_id = s.id
+            )
+            SELECT id FROM subtree;
+        """),
+        {"folder_id": folder_id},
+    )
+    return list(result.scalars().all())
diff --git a/surfsense_backend/app/tasks/celery_tasks/document_tasks.py b/surfsense_backend/app/tasks/celery_tasks/document_tasks.py
index a7da11749..662b41f2a 100644
--- a/surfsense_backend/app/tasks/celery_tasks/document_tasks.py
+++ b/surfsense_backend/app/tasks/celery_tasks/document_tasks.py
@@ -133,6 +133,51 @@ async def _delete_document_background(document_id: int) -> None:
             await session.commit()
 
 
+@celery_app.task(
+    name="delete_folder_documents_background",
+    bind=True,
+    autoretry_for=(Exception,),
+    retry_backoff=True,
+    retry_backoff_max=300,
+    max_retries=5,
+)
+def delete_folder_documents_task(self, document_ids: list[int]):
+    """Celery task to batch-delete documents orphaned by folder deletion."""
+    loop = asyncio.new_event_loop()
+    asyncio.set_event_loop(loop)
+    try:
+        loop.run_until_complete(_delete_folder_documents(document_ids))
+    finally:
+        loop.close()
+
+
+async def _delete_folder_documents(document_ids: list[int]) -> None:
+    """Delete chunks in batches, then document rows for each orphaned document."""
+    from sqlalchemy import delete as sa_delete, select
+
+    from app.db import Chunk, Document
+
+    async with get_celery_session_maker()() as session:
+        batch_size = 500
+        for doc_id in document_ids:
+            while True:
+                chunk_ids_result = await session.execute(
+                    select(Chunk.id)
+                    .where(Chunk.document_id == doc_id)
+                    .limit(batch_size)
+                )
+                chunk_ids = chunk_ids_result.scalars().all()
+                if not chunk_ids:
+                    break
+                await session.execute(sa_delete(Chunk).where(Chunk.id.in_(chunk_ids)))
+                await session.commit()
+
+            doc = await session.get(Document, doc_id)
+            if doc:
+                await session.delete(doc)
+                await session.commit()
+
+
 @celery_app.task(
     name="delete_search_space_background",
     bind=True,
diff --git a/surfsense_backend/pyproject.toml b/surfsense_backend/pyproject.toml
index 017994c75..5144bbe0a 100644
--- a/surfsense_backend/pyproject.toml
+++ b/surfsense_backend/pyproject.toml
@@ -73,6 +73,7 @@ dependencies = [
     "langchain-daytona>=0.0.2",
     "pypandoc>=1.16.2",
     "notion-markdown>=0.7.0",
+    "fractional-indexing>=0.1.3",
 ]
 
 [dependency-groups]
diff --git a/surfsense_backend/uv.lock b/surfsense_backend/uv.lock
index 2770c659a..52d4383a9 100644
--- a/surfsense_backend/uv.lock
+++ b/surfsense_backend/uv.lock
@@ -1,5 +1,5 @@
 version = 1
-revision = 3
+revision = 1
 requires-python = ">=3.12"
 resolution-markers = [
     "python_full_version >= '3.14' and python_full_version < '4' and sys_platform == 'win32'",
@@ -28,36 +28,36 @@ dependencies = [
     { name = "safetensors" },
     { name = "torch" },
 ]
-sdist = { url = "https://files.pythonhosted.org/packages/ca/14/787e5498cd062640f0f3d92ef4ae4063174f76f9afd29d13fc52a319daae/accelerate-1.13.0.tar.gz", hash = "sha256:d631b4e0f5b3de4aff2d7e9e6857d164810dfc3237d54d017f075122d057b236", size = 402835, upload-time = "2026-03-04T19:34:12.359Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/ca/14/787e5498cd062640f0f3d92ef4ae4063174f76f9afd29d13fc52a319daae/accelerate-1.13.0.tar.gz", hash = "sha256:d631b4e0f5b3de4aff2d7e9e6857d164810dfc3237d54d017f075122d057b236", size = 402835 }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/7e/46/02ac5e262d4af18054b3e922b2baedbb2a03289ee792162de60a865defc5/accelerate-1.13.0-py3-none-any.whl", hash = "sha256:cf1a3efb96c18f7b152eb0fa7490f3710b19c3f395699358f08decca2b8b62e0", size = 383744, upload-time = "2026-03-04T19:34:10.313Z" },
+    { url = "https://files.pythonhosted.org/packages/7e/46/02ac5e262d4af18054b3e922b2baedbb2a03289ee792162de60a865defc5/accelerate-1.13.0-py3-none-any.whl", hash = "sha256:cf1a3efb96c18f7b152eb0fa7490f3710b19c3f395699358f08decca2b8b62e0", size = 383744 },
 ]
 
 [[package]]
 name = "addict"
 version = "2.4.0"
 source = { registry = "https://pypi.org/simple" }
-sdist = { url = "https://files.pythonhosted.org/packages/85/ef/fd7649da8af11d93979831e8f1f8097e85e82d5bfeabc8c68b39175d8e75/addict-2.4.0.tar.gz", hash = "sha256:b3b2210e0e067a281f5646c8c5db92e99b7231ea8b0eb5f74dbdf9e259d4e494", size = 9186, upload-time = "2020-11-21T16:21:31.416Z" }
+sdist = { url = "https://files.pythonhosted.org/packages/85/ef/fd7649da8af11d93979831e8f1f8097e85e82d5bfeabc8c68b39175d8e75/addict-2.4.0.tar.gz", hash = "sha256:b3b2210e0e067a281f5646c8c5db92e99b7231ea8b0eb5f74dbdf9e259d4e494", size = 9186 }
 wheels = [
-    { url = "https://files.pythonhosted.org/packages/6a/00/b08f23b7d7e1e14ce01419a467b583edbb93c6cdb8654e54a9cc579cd61f/addict-2.4.0-py3-none-any.whl", hash = "sha256:249bb56bbfd3cdc2a004ea0ff4c2b6ddc84d53bc2194761636eb314d5cfa5dfc", size = 3832, upload-time = "2020-11-21T16:21:29.588Z" },
+    { url = "https://files.pythonhosted.org/packages/6a/00/b08f23b7d7e1e14ce01419a467b583edbb93c6cdb8654e54a9cc579cd61f/addict-2.4.0-py3-none-any.whl", hash = "sha256:249bb56bbfd3cdc2a004ea0ff4c2b6ddc84d53bc2194761636eb314d5cfa5dfc", size = 3832 },
 ]
 
 [[package]]
 name = "aiofiles"
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diff --git a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters.tsx b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters.tsx
index 0b92fc3c9..b85af13b7 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters.tsx
@@ -1,6 +1,6 @@
 "use client";
 
-import { ListFilter, Search, Upload, X } from "lucide-react";
+import { FolderPlus, ListFilter, Search, Upload, X } from "lucide-react";
 import { useTranslations } from "next-intl";
 import React, { useCallback, useMemo, useRef, useState } from "react";
 import { useDocumentUploadDialog } from "@/components/assistant-ui/document-upload-popup";
@@ -8,6 +8,7 @@ import { Button } from "@/components/ui/button";
 import { Checkbox } from "@/components/ui/checkbox";
 import { Input } from "@/components/ui/input";
 import { Popover, PopoverContent, PopoverTrigger } from "@/components/ui/popover";
+import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { getDocumentTypeIcon, getDocumentTypeLabel } from "./DocumentTypeIcon";
 
@@ -17,12 +18,14 @@ export function DocumentsFilters({
 	searchValue,
 	onToggleType,
 	activeTypes,
+	onCreateFolder,
 }: {
 	typeCounts: Partial<Record<DocumentTypeEnum, number>>;
 	onSearch: (v: string) => void;
 	searchValue: string;
 	onToggleType: (type: DocumentTypeEnum, checked: boolean) => void;
 	activeTypes: DocumentTypeEnum[];
+	onCreateFolder?: () => void;
 }) {
 	const t = useTranslations("documents");
 	const id = React.useId();
@@ -194,6 +197,23 @@ export function DocumentsFilters({
 					)}
 				</div>
 
+				{/* New Folder Button */}
+				{onCreateFolder && (
+					<Tooltip>
+						<TooltipTrigger asChild>
+							<Button
+								variant="outline"
+								size="icon"
+								className="h-9 w-9 shrink-0 border-dashed border-sidebar-border text-sidebar-foreground/60 hover:text-sidebar-foreground hover:border-sidebar-border bg-sidebar"
+								onClick={onCreateFolder}
+							>
+								<FolderPlus size={14} />
+							</Button>
+						</TooltipTrigger>
+						<TooltipContent>New folder</TooltipContent>
+					</Tooltip>
+				)}
+
 				{/* Upload Button */}
 				<Button
 					data-joyride="upload-button"
diff --git a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/RowActions.tsx b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/RowActions.tsx
index d05dc7f7d..a8b85e20b 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/RowActions.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/documents/(manage)/components/RowActions.tsx
@@ -24,8 +24,7 @@ import {
 } from "@/components/ui/dropdown-menu";
 import type { Document } from "./types";
 
-// Only FILE and NOTE document types can be edited
-const EDITABLE_DOCUMENT_TYPES = ["FILE", "NOTE"] as const;
+const EDITABLE_DOCUMENT_TYPES = ["NOTE"] as const;
 
 // SURFSENSE_DOCS are system-managed and cannot be deleted
 const NON_DELETABLE_DOCUMENT_TYPES = ["SURFSENSE_DOCS"] as const;
@@ -47,20 +46,14 @@ export function RowActions({
 		document.document_type as (typeof EDITABLE_DOCUMENT_TYPES)[number]
 	);
 
-	// Documents in "pending" or "processing" state should show disabled delete
 	const isBeingProcessed =
 		document.status?.state === "pending" || document.status?.state === "processing";
 
-	// FILE documents that failed processing cannot be edited
-	const isFileFailed = document.document_type === "FILE" && document.status?.state === "failed";
-
-	// SURFSENSE_DOCS are system-managed and should not show delete at all
 	const shouldShowDelete = !NON_DELETABLE_DOCUMENT_TYPES.includes(
 		document.document_type as (typeof NON_DELETABLE_DOCUMENT_TYPES)[number]
 	);
 
-	// Edit is disabled while processing OR for failed FILE documents
-	const isEditDisabled = isBeingProcessed || isFileFailed;
+	const isEditDisabled = isBeingProcessed;
 	const isDeleteDisabled = isBeingProcessed;
 
 	const handleDelete = async () => {
diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
index 1cbfca2df..4c04de724 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
@@ -32,6 +32,7 @@ import {
 import { closeReportPanelAtom } from "@/atoms/chat/report-panel.atom";
 import { closeEditorPanelAtom } from "@/atoms/editor/editor-panel.atom";
 import { membersAtom } from "@/atoms/members/members-query.atoms";
+import { updateChatTabTitleAtom } from "@/atoms/tabs/tabs.atom";
 import { currentUserAtom } from "@/atoms/user/user-query.atoms";
 import { ThinkingStepsDataUI } from "@/components/assistant-ui/thinking-steps";
 import { Thread } from "@/components/assistant-ui/thread";
@@ -189,6 +190,7 @@ export default function NewChatPage() {
 	const clearTargetCommentId = useSetAtom(clearTargetCommentIdAtom);
 	const closeReportPanel = useSetAtom(closeReportPanelAtom);
 	const closeEditorPanel = useSetAtom(closeEditorPanelAtom);
+	const updateChatTabTitle = useSetAtom(updateChatTabTitleAtom);
 
 	// Get current user for author info in shared chats
 	const { data: currentUser } = useAtomValue(currentUserAtom);
@@ -727,12 +729,10 @@ export default function NewChatPage() {
 						}
 
 						case "data-thread-title-update": {
-							// Handle thread title update from LLM-generated title
 							const titleData = parsed.data as { threadId: number; title: string };
 							if (titleData?.title && titleData?.threadId === currentThreadId) {
-								// Update current thread state with new title
 								setCurrentThread((prev) => (prev ? { ...prev, title: titleData.title } : prev));
-								// Invalidate thread list to refresh sidebar
+								updateChatTabTitle({ chatId: currentThreadId, title: titleData.title });
 								queryClient.invalidateQueries({
 									queryKey: ["threads", String(searchSpaceId)],
 								});
diff --git a/surfsense_web/app/docs/sidebar-separator.tsx b/surfsense_web/app/docs/sidebar-separator.tsx
index ceb56b160..36fff09a4 100644
--- a/surfsense_web/app/docs/sidebar-separator.tsx
+++ b/surfsense_web/app/docs/sidebar-separator.tsx
@@ -1,3 +1,5 @@
+"use client";
+
 import type { Separator } from "fumadocs-core/page-tree";
 
 export function SidebarSeparator({ item }: { item: Separator }) {
diff --git a/surfsense_web/atoms/documents/folder.atoms.ts b/surfsense_web/atoms/documents/folder.atoms.ts
new file mode 100644
index 000000000..86479f564
--- /dev/null
+++ b/surfsense_web/atoms/documents/folder.atoms.ts
@@ -0,0 +1,19 @@
+"use client";
+
+import { atom } from "jotai";
+import { atomWithStorage } from "jotai/utils";
+
+/**
+ * Set of folder IDs that are currently expanded in the tree, keyed by search space ID.
+ * Persisted to localStorage so expand/collapse state survives page refreshes.
+ */
+export const expandedFolderIdsAtom = atomWithStorage<Record<number, number[]>>(
+	"surfsense:expandedFolderIds",
+	{},
+);
+
+/**
+ * Folder currently being renamed (inline edit mode).
+ * null means no folder is being renamed.
+ */
+export const renamingFolderIdAtom = atom<number | null>(null);
diff --git a/surfsense_web/atoms/tabs/tabs.atom.ts b/surfsense_web/atoms/tabs/tabs.atom.ts
new file mode 100644
index 000000000..da527f08d
--- /dev/null
+++ b/surfsense_web/atoms/tabs/tabs.atom.ts
@@ -0,0 +1,217 @@
+import { atom } from "jotai";
+
+export type TabType = "chat" | "document";
+
+export interface Tab {
+	id: string;
+	type: TabType;
+	title: string;
+	/** For chat tabs */
+	chatId?: number | null;
+	chatUrl?: string;
+	/** For document tabs */
+	documentId?: number;
+	searchSpaceId?: number;
+}
+
+interface TabsState {
+	tabs: Tab[];
+	activeTabId: string | null;
+}
+
+const INITIAL_CHAT_TAB: Tab = {
+	id: "chat-new",
+	type: "chat",
+	title: "New Chat",
+	chatId: null,
+	chatUrl: undefined,
+};
+
+const initialState: TabsState = {
+	tabs: [INITIAL_CHAT_TAB],
+	activeTabId: "chat-new",
+};
+
+export const tabsStateAtom = atom<TabsState>(initialState);
+
+export const tabsAtom = atom((get) => get(tabsStateAtom).tabs);
+export const activeTabIdAtom = atom((get) => get(tabsStateAtom).activeTabId);
+export const activeTabAtom = atom((get) => {
+	const state = get(tabsStateAtom);
+	return state.tabs.find((t) => t.id === state.activeTabId) ?? null;
+});
+
+function makeChatTabId(chatId: number | null): string {
+	return chatId ? `chat-${chatId}` : "chat-new";
+}
+
+function makeDocumentTabId(documentId: number): string {
+	return `doc-${documentId}`;
+}
+
+/**
+ * Sync the current chat from Next.js routing into the tab bar.
+ * If a tab for this chat already exists, activate it.
+ * Otherwise, replace the "new chat" tab or create one.
+ */
+export const syncChatTabAtom = atom(
+	null,
+	(
+		get,
+		set,
+		{
+			chatId,
+			title,
+			chatUrl,
+		}: { chatId: number | null; title?: string; chatUrl?: string }
+	) => {
+		const state = get(tabsStateAtom);
+		const tabId = makeChatTabId(chatId);
+		const existing = state.tabs.find((t) => t.id === tabId);
+
+		if (existing) {
+			set(tabsStateAtom, {
+				...state,
+				activeTabId: tabId,
+				tabs: state.tabs.map((t) =>
+					t.id === tabId
+						? { ...t, title: title || t.title, chatUrl: chatUrl || t.chatUrl }
+						: t
+				),
+			});
+			return;
+		}
+
+		// If navigating to a new chat (no chatId), ensure there's a "new chat" tab
+		if (!chatId) {
+			const hasNewChatTab = state.tabs.some((t) => t.id === "chat-new");
+			if (hasNewChatTab) {
+				set(tabsStateAtom, { ...state, activeTabId: "chat-new" });
+			} else {
+				set(tabsStateAtom, {
+					tabs: [...state.tabs, INITIAL_CHAT_TAB],
+					activeTabId: "chat-new",
+				});
+			}
+			return;
+		}
+
+		// Replace the "new chat" tab if it exists and is empty, otherwise add new tab
+		const newChatTabIdx = state.tabs.findIndex((t) => t.id === "chat-new");
+		const newTab: Tab = {
+			id: tabId,
+			type: "chat",
+			title: title || `Chat ${chatId}`,
+			chatId,
+			chatUrl,
+		};
+
+		let updatedTabs: Tab[];
+		if (newChatTabIdx !== -1) {
+			updatedTabs = [...state.tabs];
+			updatedTabs[newChatTabIdx] = newTab;
+		} else {
+			updatedTabs = [...state.tabs, newTab];
+		}
+
+		set(tabsStateAtom, { tabs: updatedTabs, activeTabId: tabId });
+	}
+);
+
+/** Update the title of the current chat tab (e.g., when a chat gets its first response). */
+export const updateChatTabTitleAtom = atom(
+	null,
+	(get, set, { chatId, title }: { chatId: number; title: string }) => {
+		const state = get(tabsStateAtom);
+		const tabId = makeChatTabId(chatId);
+		set(tabsStateAtom, {
+			...state,
+			tabs: state.tabs.map((t) => (t.id === tabId ? { ...t, title } : t)),
+		});
+	}
+);
+
+/** Open a document tab. If already open, just switch to it. */
+export const openDocumentTabAtom = atom(
+	null,
+	(
+		get,
+		set,
+		{
+			documentId,
+			searchSpaceId,
+			title,
+		}: { documentId: number; searchSpaceId: number; title?: string }
+	) => {
+		const state = get(tabsStateAtom);
+		const tabId = makeDocumentTabId(documentId);
+		const existing = state.tabs.find((t) => t.id === tabId);
+
+		if (existing) {
+			set(tabsStateAtom, {
+				...state,
+				activeTabId: tabId,
+				tabs: state.tabs.map((t) =>
+					t.id === tabId ? { ...t, title: title || t.title } : t
+				),
+			});
+			return;
+		}
+
+		const newTab: Tab = {
+			id: tabId,
+			type: "document",
+			title: title || `Document ${documentId}`,
+			documentId,
+			searchSpaceId,
+		};
+
+		set(tabsStateAtom, {
+			tabs: [...state.tabs, newTab],
+			activeTabId: tabId,
+		});
+	}
+);
+
+/** Switch to a tab by ID. Returns the tab so the caller can navigate if needed. */
+export const switchTabAtom = atom(null, (get, set, tabId: string) => {
+	const state = get(tabsStateAtom);
+	const tab = state.tabs.find((t) => t.id === tabId);
+	if (tab) {
+		set(tabsStateAtom, { ...state, activeTabId: tabId });
+	}
+	return tab ?? null;
+});
+
+/** Close a tab. If it was active, activate the nearest sibling. */
+export const closeTabAtom = atom(null, (get, set, tabId: string) => {
+	const state = get(tabsStateAtom);
+	const idx = state.tabs.findIndex((t) => t.id === tabId);
+	if (idx === -1) return null;
+
+	const remaining = state.tabs.filter((t) => t.id !== tabId);
+
+	// Don't close the last tab — always keep at least one
+	if (remaining.length === 0) {
+		set(tabsStateAtom, {
+			tabs: [INITIAL_CHAT_TAB],
+			activeTabId: "chat-new",
+		});
+		return INITIAL_CHAT_TAB;
+	}
+
+	let newActiveId = state.activeTabId;
+	if (state.activeTabId === tabId) {
+		// Activate the tab to the left (or right if first)
+		const newIdx = Math.min(idx, remaining.length - 1);
+		newActiveId = remaining[newIdx].id;
+	}
+
+	set(tabsStateAtom, { tabs: remaining, activeTabId: newActiveId });
+	return remaining.find((t) => t.id === newActiveId) ?? null;
+});
+
+/** Reset tabs when switching search spaces. */
+export const resetTabsAtom = atom(null, (_get, set) => {
+	set(tabsStateAtom, { ...initialState });
+});
diff --git a/surfsense_web/components/documents/CreateFolderDialog.tsx b/surfsense_web/components/documents/CreateFolderDialog.tsx
new file mode 100644
index 000000000..b424e92b9
--- /dev/null
+++ b/surfsense_web/components/documents/CreateFolderDialog.tsx
@@ -0,0 +1,94 @@
+"use client";
+
+import { FolderPlus } from "lucide-react";
+import { useCallback, useEffect, useRef, useState } from "react";
+import { Button } from "@/components/ui/button";
+import {
+	Dialog,
+	DialogContent,
+	DialogDescription,
+	DialogFooter,
+	DialogHeader,
+	DialogTitle,
+} from "@/components/ui/dialog";
+import { Input } from "@/components/ui/input";
+import { Label } from "@/components/ui/label";
+
+interface CreateFolderDialogProps {
+	open: boolean;
+	onOpenChange: (open: boolean) => void;
+	parentFolderName?: string | null;
+	onConfirm: (name: string) => void;
+}
+
+export function CreateFolderDialog({
+	open,
+	onOpenChange,
+	parentFolderName,
+	onConfirm,
+}: CreateFolderDialogProps) {
+	const [name, setName] = useState("");
+	const inputRef = useRef<HTMLInputElement>(null);
+
+	useEffect(() => {
+		if (open) {
+			setName("");
+			setTimeout(() => inputRef.current?.focus(), 0);
+		}
+	}, [open]);
+
+	const handleSubmit = useCallback(
+		(e?: React.FormEvent) => {
+			e?.preventDefault();
+			const trimmed = name.trim();
+			if (!trimmed) return;
+			onConfirm(trimmed);
+			onOpenChange(false);
+		},
+		[name, onConfirm, onOpenChange],
+	);
+
+	const isSubfolder = !!parentFolderName;
+
+	return (
+		<Dialog open={open} onOpenChange={onOpenChange}>
+			<DialogContent className="max-w-sm">
+				<DialogHeader>
+					<DialogTitle className="flex items-center gap-2">
+						<FolderPlus className="size-5 text-muted-foreground" />
+						{isSubfolder ? "New subfolder" : "New folder"}
+					</DialogTitle>
+					<DialogDescription>
+						{isSubfolder
+							? `Create a new folder inside "${parentFolderName}".`
+							: "Create a new folder at the root level."}
+					</DialogDescription>
+				</DialogHeader>
+
+				<form onSubmit={handleSubmit} className="flex flex-col gap-4">
+					<div className="flex flex-col gap-2">
+						<Label htmlFor="folder-name">Folder name</Label>
+						<Input
+							ref={inputRef}
+							id="folder-name"
+							placeholder="e.g. Research, Notes, Archive…"
+							value={name}
+							onChange={(e) => setName(e.target.value)}
+							maxLength={255}
+							autoComplete="off"
+						/>
+					</div>
+
+					<DialogFooter>
+						<Button type="button" variant="outline" onClick={() => onOpenChange(false)}>
+							Cancel
+						</Button>
+						<Button type="submit" disabled={!name.trim()}>
+							Create
+						</Button>
+					</DialogFooter>
+				</form>
+			</DialogContent>
+		</Dialog>
+	);
+}
diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
new file mode 100644
index 000000000..fc50f4e8f
--- /dev/null
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -0,0 +1,192 @@
+"use client";
+
+import {
+	Eye,
+	MoreHorizontal,
+	Move,
+	Pencil,
+	Trash2,
+} from "lucide-react";
+import React, { useCallback, useRef } from "react";
+import { useDrag } from "react-dnd";
+import { Button } from "@/components/ui/button";
+import { Checkbox } from "@/components/ui/checkbox";
+import {
+	ContextMenu,
+	ContextMenuContent,
+	ContextMenuItem,
+	ContextMenuSeparator,
+	ContextMenuTrigger,
+} from "@/components/ui/context-menu";
+import {
+	DropdownMenu,
+	DropdownMenuContent,
+	DropdownMenuItem,
+	DropdownMenuSeparator,
+	DropdownMenuTrigger,
+} from "@/components/ui/dropdown-menu";
+import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
+import type { DocumentTypeEnum } from "@/contracts/types/document.types";
+import { cn } from "@/lib/utils";
+import { DND_TYPES } from "./FolderNode";
+
+export interface DocumentNodeDoc {
+	id: number;
+	title: string;
+	document_type: string;
+	folderId: number | null;
+	status?: { state: string; reason?: string | null };
+}
+
+interface DocumentNodeProps {
+	doc: DocumentNodeDoc;
+	depth: number;
+	isMentioned: boolean;
+	onToggleChatMention: (doc: DocumentNodeDoc, isMentioned: boolean) => void;
+	onPreview: (doc: DocumentNodeDoc) => void;
+	onEdit: (doc: DocumentNodeDoc) => void;
+	onDelete: (doc: DocumentNodeDoc) => void;
+	onMove: (doc: DocumentNodeDoc) => void;
+}
+
+export const DocumentNode = React.memo(function DocumentNode({
+	doc,
+	depth,
+	isMentioned,
+	onToggleChatMention,
+	onPreview,
+	onEdit,
+	onDelete,
+	onMove,
+}: DocumentNodeProps) {
+	const statusState = doc.status?.state ?? "ready";
+	const isSelectable = statusState !== "pending" && statusState !== "processing";
+	const isEditable =
+		doc.document_type === "NOTE" &&
+		statusState !== "pending" &&
+		statusState !== "processing";
+
+	const handleCheckChange = useCallback(() => {
+		if (isSelectable) {
+			onToggleChatMention(doc, isMentioned);
+		}
+	}, [doc, isMentioned, isSelectable, onToggleChatMention]);
+
+	const [{ isDragging }, drag] = useDrag(
+		() => ({
+			type: DND_TYPES.DOCUMENT,
+			item: { id: doc.id },
+			collect: (monitor) => ({ isDragging: monitor.isDragging() }),
+		}),
+		[doc.id],
+	);
+
+	const isProcessing = statusState === "pending" || statusState === "processing";
+
+	return (
+		<ContextMenu>
+			<ContextMenuTrigger asChild>
+				<div
+					ref={drag}
+					className={cn(
+						"group flex h-8 items-center gap-1.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
+						isMentioned && "bg-accent/30",
+						isDragging && "opacity-40",
+					)}
+					style={{ paddingLeft: `${depth * 16 + 4}px` }}
+					onClick={handleCheckChange}
+				>
+					{isSelectable ? (
+						<Checkbox
+							checked={isMentioned}
+							onCheckedChange={handleCheckChange}
+							onClick={(e) => e.stopPropagation()}
+							className="h-3.5 w-3.5 shrink-0"
+						/>
+					) : (
+						<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+							<span
+								className={cn(
+									"h-2 w-2 rounded-full",
+									statusState === "processing" && "animate-pulse bg-amber-500",
+									statusState === "pending" && "bg-muted-foreground/40",
+									statusState === "failed" && "bg-destructive",
+								)}
+							/>
+						</span>
+					)}
+
+					<span className="flex-1 min-w-0 truncate">{doc.title}</span>
+
+					<span className="shrink-0">
+						{getDocumentTypeIcon(doc.document_type as DocumentTypeEnum, "h-3.5 w-3.5 text-muted-foreground")}
+					</span>
+
+					<DropdownMenu>
+						<DropdownMenuTrigger asChild>
+							<Button
+								variant="ghost"
+								size="icon"
+								className="h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
+								onClick={(e) => e.stopPropagation()}
+							>
+								<MoreHorizontal className="h-3.5 w-3.5" />
+							</Button>
+						</DropdownMenuTrigger>
+						<DropdownMenuContent align="end" className="w-44">
+							<DropdownMenuItem onClick={() => onPreview(doc)}>
+								<Eye className="mr-2 h-4 w-4" />
+								Preview
+							</DropdownMenuItem>
+							{isEditable && (
+								<DropdownMenuItem onClick={() => onEdit(doc)}>
+									<Pencil className="mr-2 h-4 w-4" />
+									Edit
+								</DropdownMenuItem>
+							)}
+							<DropdownMenuItem onClick={() => onMove(doc)}>
+								<Move className="mr-2 h-4 w-4" />
+								Move to...
+							</DropdownMenuItem>
+							<DropdownMenuSeparator />
+							<DropdownMenuItem
+								className="text-destructive focus:text-destructive"
+								disabled={isProcessing}
+								onClick={() => onDelete(doc)}
+							>
+								<Trash2 className="mr-2 h-4 w-4" />
+								Delete
+							</DropdownMenuItem>
+						</DropdownMenuContent>
+					</DropdownMenu>
+				</div>
+			</ContextMenuTrigger>
+
+			<ContextMenuContent className="w-44">
+				<ContextMenuItem onClick={() => onPreview(doc)}>
+					<Eye className="mr-2 h-4 w-4" />
+					Preview
+				</ContextMenuItem>
+				{isEditable && (
+					<ContextMenuItem onClick={() => onEdit(doc)}>
+						<Pencil className="mr-2 h-4 w-4" />
+						Edit
+					</ContextMenuItem>
+				)}
+				<ContextMenuItem onClick={() => onMove(doc)}>
+					<Move className="mr-2 h-4 w-4" />
+					Move to...
+				</ContextMenuItem>
+				<ContextMenuSeparator />
+				<ContextMenuItem
+					className="text-destructive focus:text-destructive"
+					disabled={isProcessing}
+					onClick={() => onDelete(doc)}
+				>
+					<Trash2 className="mr-2 h-4 w-4" />
+					Delete
+				</ContextMenuItem>
+			</ContextMenuContent>
+		</ContextMenu>
+	);
+});
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
new file mode 100644
index 000000000..2f3ab5ad5
--- /dev/null
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -0,0 +1,333 @@
+"use client";
+
+import {
+	ChevronDown,
+	ChevronRight,
+	Folder,
+	FolderOpen,
+	FolderPlus,
+	MoreHorizontal,
+	Move,
+	Pencil,
+	Trash2,
+} from "lucide-react";
+import React, { useCallback, useEffect, useRef, useState } from "react";
+import { useDrag, useDrop } from "react-dnd";
+import { Button } from "@/components/ui/button";
+import {
+	ContextMenu,
+	ContextMenuContent,
+	ContextMenuItem,
+	ContextMenuSeparator,
+	ContextMenuTrigger,
+} from "@/components/ui/context-menu";
+import {
+	DropdownMenu,
+	DropdownMenuContent,
+	DropdownMenuItem,
+	DropdownMenuSeparator,
+	DropdownMenuTrigger,
+} from "@/components/ui/dropdown-menu";
+import { cn } from "@/lib/utils";
+
+export const DND_TYPES = {
+	FOLDER: "FOLDER",
+	DOCUMENT: "DOCUMENT",
+} as const;
+
+type DropZone = "top" | "middle" | "bottom";
+
+export interface FolderDisplay {
+	id: number;
+	name: string;
+	position: string;
+	parentId: number | null;
+	searchSpaceId: number;
+}
+
+interface FolderNodeProps {
+	folder: FolderDisplay;
+	depth: number;
+	isExpanded: boolean;
+	isRenaming: boolean;
+	childCount: number;
+	onToggleExpand: (folderId: number) => void;
+	onRename: (folder: FolderDisplay, newName: string) => void;
+	onStartRename: (folderId: number) => void;
+	onCancelRename: () => void;
+	onDelete: (folder: FolderDisplay) => void;
+	onMove: (folder: FolderDisplay) => void;
+	onCreateSubfolder: (parentId: number) => void;
+	onDropIntoFolder?: (itemType: "folder" | "document", itemId: number, targetFolderId: number) => void;
+	onReorderFolder?: (folderId: number, beforePos: string | null, afterPos: string | null) => void;
+	siblingPositions?: { before: string | null; after: string | null };
+	disabledDropIds?: Set<number>;
+}
+
+function getDropZone(monitor: { getClientOffset: () => { y: number } | null }, element: HTMLElement): DropZone {
+	const offset = monitor.getClientOffset();
+	if (!offset) return "middle";
+	const rect = element.getBoundingClientRect();
+	const y = offset.y - rect.top;
+	const pct = y / rect.height;
+	if (pct < 0.25) return "top";
+	if (pct > 0.75) return "bottom";
+	return "middle";
+}
+
+export const FolderNode = React.memo(function FolderNode({
+	folder,
+	depth,
+	isExpanded,
+	isRenaming,
+	childCount,
+	onToggleExpand,
+	onRename,
+	onStartRename,
+	onCancelRename,
+	onDelete,
+	onMove,
+	onCreateSubfolder,
+	onDropIntoFolder,
+	onReorderFolder,
+	siblingPositions,
+	disabledDropIds,
+}: FolderNodeProps) {
+	const [renameValue, setRenameValue] = useState(folder.name);
+	const inputRef = useRef<HTMLInputElement>(null);
+	const rowRef = useRef<HTMLDivElement>(null);
+	const [dropZone, setDropZone] = useState<DropZone | null>(null);
+
+	const [{ isDragging }, drag] = useDrag(
+		() => ({
+			type: DND_TYPES.FOLDER,
+			item: { id: folder.id, position: folder.position, parentId: folder.parentId },
+			collect: (monitor) => ({ isDragging: monitor.isDragging() }),
+		}),
+		[folder.id, folder.position, folder.parentId],
+	);
+
+	const [{ isOver, canDrop }, drop] = useDrop(
+		() => ({
+			accept: [DND_TYPES.FOLDER, DND_TYPES.DOCUMENT],
+			canDrop: (item: { id: number }) => {
+				if (item.id === folder.id) return false;
+				if (disabledDropIds?.has(item.id)) return false;
+				return true;
+			},
+			hover: (_item, monitor) => {
+				if (!rowRef.current || !monitor.isOver({ shallow: true })) {
+					setDropZone(null);
+					return;
+				}
+				setDropZone(getDropZone(monitor, rowRef.current));
+			},
+			drop: (item: { id: number }, monitor) => {
+				if (!rowRef.current) return;
+				const zone = getDropZone(monitor, rowRef.current);
+				const type = monitor.getItemType();
+
+				if (zone === "middle") {
+					if (type === DND_TYPES.FOLDER) {
+						onDropIntoFolder?.("folder", item.id, folder.id);
+					} else {
+						onDropIntoFolder?.("document", item.id, folder.id);
+					}
+				} else if (type === DND_TYPES.FOLDER && onReorderFolder && siblingPositions) {
+					if (zone === "top") {
+						onReorderFolder(item.id, siblingPositions.before, folder.position);
+					} else {
+						onReorderFolder(item.id, folder.position, siblingPositions.after);
+					}
+				}
+				setDropZone(null);
+			},
+			collect: (monitor) => ({
+				isOver: monitor.isOver({ shallow: true }),
+				canDrop: monitor.canDrop(),
+			}),
+		}),
+		[folder.id, folder.position, disabledDropIds, onDropIntoFolder, onReorderFolder, siblingPositions],
+	);
+
+	useEffect(() => {
+		if (!isOver) setDropZone(null);
+	}, [isOver]);
+
+	const attachRef = useCallback(
+		(node: HTMLDivElement | null) => {
+			rowRef.current = node;
+			drag(drop(node));
+		},
+		[drag, drop],
+	);
+
+	useEffect(() => {
+		if (isRenaming && inputRef.current) {
+			inputRef.current.focus();
+			inputRef.current.select();
+		}
+	}, [isRenaming]);
+
+	const handleRenameSubmit = useCallback(() => {
+		const trimmed = renameValue.trim();
+		if (trimmed && trimmed !== folder.name) {
+			onRename(folder, trimmed);
+		}
+		onCancelRename();
+	}, [renameValue, folder, onRename, onCancelRename]);
+
+	const handleRenameKeyDown = useCallback(
+		(e: React.KeyboardEvent) => {
+			if (e.key === "Enter") {
+				e.preventDefault();
+				handleRenameSubmit();
+			} else if (e.key === "Escape") {
+				e.preventDefault();
+				setRenameValue(folder.name);
+				onCancelRename();
+			}
+		},
+		[handleRenameSubmit, folder.name, onCancelRename],
+	);
+
+	const startRename = useCallback(() => {
+		setRenameValue(folder.name);
+		onStartRename(folder.id);
+	}, [folder, onStartRename]);
+
+	const FolderIcon = isExpanded ? FolderOpen : Folder;
+
+	return (
+		<ContextMenu>
+			<ContextMenuTrigger asChild disabled={isRenaming}>
+				<div
+					ref={attachRef}
+					className={cn(
+						"group relative flex h-8 items-center gap-1 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
+						isExpanded && "font-medium",
+						isDragging && "opacity-40",
+						isOver && canDrop && dropZone === "middle" && "bg-accent ring-1 ring-primary/40",
+						isOver && canDrop && dropZone === "top" && "border-t-2 border-primary",
+						isOver && canDrop && dropZone === "bottom" && "border-b-2 border-primary",
+						isOver && !canDrop && "cursor-not-allowed",
+					)}
+					style={{ paddingLeft: `${depth * 16 + 4}px` }}
+					onClick={() => onToggleExpand(folder.id)}
+					onDoubleClick={(e) => {
+						e.stopPropagation();
+						startRename();
+					}}
+				>
+					<span className="flex h-4 w-4 shrink-0 items-center justify-center">
+						{isExpanded ? (
+							<ChevronDown className="h-3.5 w-3.5 text-muted-foreground" />
+						) : (
+							<ChevronRight className="h-3.5 w-3.5 text-muted-foreground" />
+						)}
+					</span>
+
+					<FolderIcon className="h-4 w-4 shrink-0 text-muted-foreground" />
+
+					{isRenaming ? (
+						<input
+							ref={inputRef}
+							type="text"
+							value={renameValue}
+							onChange={(e) => setRenameValue(e.target.value)}
+							onBlur={handleRenameSubmit}
+							onKeyDown={handleRenameKeyDown}
+							onClick={(e) => e.stopPropagation()}
+							className="flex-1 min-w-0 rounded border border-primary bg-background px-1 py-0.5 text-sm outline-none"
+						/>
+					) : (
+						<span className="flex-1 min-w-0 truncate">{folder.name}</span>
+					)}
+
+					{!isRenaming && childCount > 0 && (
+						<span className="shrink-0 text-[10px] text-muted-foreground tabular-nums">
+							{childCount}
+						</span>
+					)}
+
+					{!isRenaming && (
+						<DropdownMenu>
+							<DropdownMenuTrigger asChild>
+								<Button
+									variant="ghost"
+									size="icon"
+									className="h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
+									onClick={(e) => e.stopPropagation()}
+								>
+									<MoreHorizontal className="h-3.5 w-3.5" />
+								</Button>
+							</DropdownMenuTrigger>
+							<DropdownMenuContent align="end" className="w-48">
+								<DropdownMenuItem
+									onClick={(e) => {
+										e.stopPropagation();
+										onCreateSubfolder(folder.id);
+									}}
+								>
+									<FolderPlus className="mr-2 h-4 w-4" />
+									New subfolder
+								</DropdownMenuItem>
+								<DropdownMenuItem
+									onClick={(e) => {
+										e.stopPropagation();
+										startRename();
+									}}
+								>
+									<Pencil className="mr-2 h-4 w-4" />
+									Rename
+								</DropdownMenuItem>
+								<DropdownMenuItem
+									onClick={(e) => {
+										e.stopPropagation();
+										onMove(folder);
+									}}
+								>
+									<Move className="mr-2 h-4 w-4" />
+									Move to...
+								</DropdownMenuItem>
+								<DropdownMenuSeparator />
+								<DropdownMenuItem
+									className="text-destructive focus:text-destructive"
+									onClick={(e) => {
+										e.stopPropagation();
+										onDelete(folder);
+									}}
+								>
+									<Trash2 className="mr-2 h-4 w-4" />
+									Delete
+								</DropdownMenuItem>
+							</DropdownMenuContent>
+						</DropdownMenu>
+					)}
+				</div>
+			</ContextMenuTrigger>
+
+			{!isRenaming && (
+				<ContextMenuContent className="w-48">
+					<ContextMenuItem onClick={() => onCreateSubfolder(folder.id)}>
+						<FolderPlus className="mr-2 h-4 w-4" />
+						New subfolder
+					</ContextMenuItem>
+					<ContextMenuItem onClick={() => startRename()}>
+						<Pencil className="mr-2 h-4 w-4" />
+						Rename
+					</ContextMenuItem>
+					<ContextMenuItem onClick={() => onMove(folder)}>
+						<Move className="mr-2 h-4 w-4" />
+						Move to...
+					</ContextMenuItem>
+					<ContextMenuSeparator />
+					<ContextMenuItem className="text-destructive focus:text-destructive" onClick={() => onDelete(folder)}>
+						<Trash2 className="mr-2 h-4 w-4" />
+						Delete
+					</ContextMenuItem>
+				</ContextMenuContent>
+			)}
+		</ContextMenu>
+	);
+});
diff --git a/surfsense_web/components/documents/FolderPickerDialog.tsx b/surfsense_web/components/documents/FolderPickerDialog.tsx
new file mode 100644
index 000000000..26c7c6442
--- /dev/null
+++ b/surfsense_web/components/documents/FolderPickerDialog.tsx
@@ -0,0 +1,157 @@
+"use client";
+
+import { ChevronDown, ChevronRight, Folder, FolderOpen, Home } from "lucide-react";
+import { useCallback, useEffect, useMemo, useState } from "react";
+import { Button } from "@/components/ui/button";
+import {
+	Dialog,
+	DialogContent,
+	DialogDescription,
+	DialogFooter,
+	DialogHeader,
+	DialogTitle,
+} from "@/components/ui/dialog";
+import { cn } from "@/lib/utils";
+import type { FolderDisplay } from "./FolderNode";
+
+interface FolderPickerDialogProps {
+	open: boolean;
+	onOpenChange: (open: boolean) => void;
+	folders: FolderDisplay[];
+	title: string;
+	description?: string;
+	disabledFolderIds?: Set<number>;
+	onSelect: (folderId: number | null) => void;
+}
+
+export function FolderPickerDialog({
+	open,
+	onOpenChange,
+	folders,
+	title,
+	description,
+	disabledFolderIds,
+	onSelect,
+}: FolderPickerDialogProps) {
+	const [selectedId, setSelectedId] = useState<number | null>(null);
+	const [expandedIds, setExpandedIds] = useState<Set<number>>(new Set());
+
+	useEffect(() => {
+		if (open) {
+			setSelectedId(null);
+			setExpandedIds(new Set());
+		}
+	}, [open]);
+
+	const foldersByParent = useMemo(() => {
+		const map: Record<string, FolderDisplay[]> = {};
+		for (const f of folders) {
+			const key = f.parentId ?? "root";
+			(map[key] ??= []).push(f);
+		}
+		return map;
+	}, [folders]);
+
+	const toggleExpand = useCallback((id: number) => {
+		setExpandedIds((prev) => {
+			const next = new Set(prev);
+			if (next.has(id)) next.delete(id);
+			else next.add(id);
+			return next;
+		});
+	}, []);
+
+	const handleConfirm = useCallback(() => {
+		onSelect(selectedId);
+		onOpenChange(false);
+	}, [selectedId, onSelect, onOpenChange]);
+
+	function renderPickerLevel(parentId: number | null, depth: number): React.ReactNode[] {
+		const key = parentId ?? "root";
+		const children = (foldersByParent[key] ?? [])
+			.slice()
+			.sort((a, b) => a.position.localeCompare(b.position));
+
+		return children.flatMap((f) => {
+			const isDisabled = disabledFolderIds?.has(f.id) ?? false;
+			const isExpanded = expandedIds.has(f.id);
+			const hasChildren = (foldersByParent[f.id] ?? []).length > 0;
+			const isSelected = selectedId === f.id;
+			const FolderIcon = isExpanded ? FolderOpen : Folder;
+
+			return [
+				<button
+					key={f.id}
+					type="button"
+					disabled={isDisabled}
+					className={cn(
+						"flex w-full items-center gap-1.5 rounded-md px-2 py-1.5 text-sm transition-colors",
+						isSelected && "bg-accent text-accent-foreground",
+						!isSelected && !isDisabled && "hover:bg-accent/50",
+						isDisabled && "cursor-not-allowed opacity-40",
+					)}
+					style={{ paddingLeft: `${depth * 16 + 8}px` }}
+					onClick={() => {
+						if (!isDisabled) setSelectedId(f.id);
+					}}
+				>
+					{hasChildren ? (
+						<span
+							className="flex h-4 w-4 shrink-0 items-center justify-center"
+							onClick={(e) => {
+								e.stopPropagation();
+								toggleExpand(f.id);
+							}}
+						>
+							{isExpanded ? (
+								<ChevronDown className="h-3.5 w-3.5" />
+							) : (
+								<ChevronRight className="h-3.5 w-3.5" />
+							)}
+						</span>
+					) : (
+						<span className="h-4 w-4 shrink-0" />
+					)}
+					<FolderIcon className="h-4 w-4 shrink-0 text-muted-foreground" />
+					<span className="truncate">{f.name}</span>
+				</button>,
+				...(isExpanded ? renderPickerLevel(f.id, depth + 1) : []),
+			];
+		});
+	}
+
+	return (
+		<Dialog open={open} onOpenChange={onOpenChange}>
+			<DialogContent className="max-w-sm">
+				<DialogHeader>
+					<DialogTitle>{title}</DialogTitle>
+					{description && <DialogDescription>{description}</DialogDescription>}
+				</DialogHeader>
+
+				<div className="max-h-[300px] overflow-y-auto rounded-md border p-1">
+					<button
+						type="button"
+						className={cn(
+							"flex w-full items-center gap-1.5 rounded-md px-2 py-1.5 text-sm transition-colors",
+							selectedId === null && "bg-accent text-accent-foreground",
+							selectedId !== null && "hover:bg-accent/50",
+						)}
+						onClick={() => setSelectedId(null)}
+					>
+						<span className="h-4 w-4 shrink-0" />
+						<Home className="h-4 w-4 shrink-0 text-muted-foreground" />
+						<span>Root</span>
+					</button>
+					{renderPickerLevel(null, 1)}
+				</div>
+
+				<DialogFooter>
+					<Button variant="outline" onClick={() => onOpenChange(false)}>
+						Cancel
+					</Button>
+					<Button onClick={handleConfirm}>Move here</Button>
+				</DialogFooter>
+			</DialogContent>
+		</Dialog>
+	);
+}
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
new file mode 100644
index 000000000..9d952433e
--- /dev/null
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -0,0 +1,216 @@
+"use client";
+
+import { useAtom } from "jotai";
+import { TreePine } from "lucide-react";
+import { useCallback, useMemo } from "react";
+import { DndProvider } from "react-dnd";
+import { HTML5Backend } from "react-dnd-html5-backend";
+import { renamingFolderIdAtom } from "@/atoms/documents/folder.atoms";
+import type { DocumentTypeEnum } from "@/contracts/types/document.types";
+import { DocumentNode, type DocumentNodeDoc } from "./DocumentNode";
+import { FolderNode, type FolderDisplay } from "./FolderNode";
+
+interface FolderTreeViewProps {
+	folders: FolderDisplay[];
+	documents: DocumentNodeDoc[];
+	expandedIds: Set<number>;
+	onToggleExpand: (folderId: number) => void;
+	mentionedDocIds: Set<number>;
+	onToggleChatMention: (doc: { id: number; title: string; document_type: string }, isMentioned: boolean) => void;
+	onRenameFolder: (folder: FolderDisplay, newName: string) => void;
+	onDeleteFolder: (folder: FolderDisplay) => void;
+	onMoveFolder: (folder: FolderDisplay) => void;
+	onCreateFolder: (parentId: number | null) => void;
+	onPreviewDocument: (doc: DocumentNodeDoc) => void;
+	onEditDocument: (doc: DocumentNodeDoc) => void;
+	onDeleteDocument: (doc: DocumentNodeDoc) => void;
+	onMoveDocument: (doc: DocumentNodeDoc) => void;
+	activeTypes: DocumentTypeEnum[];
+	onDropIntoFolder?: (itemType: "folder" | "document", itemId: number, targetFolderId: number | null) => void;
+	onReorderFolder?: (folderId: number, beforePos: string | null, afterPos: string | null) => void;
+}
+
+function groupBy<T>(items: T[], keyFn: (item: T) => string | number): Record<string | number, T[]> {
+	const result: Record<string | number, T[]> = {};
+	for (const item of items) {
+		const key = keyFn(item);
+		(result[key] ??= []).push(item);
+	}
+	return result;
+}
+
+export function FolderTreeView({
+	folders,
+	documents,
+	expandedIds,
+	onToggleExpand,
+	mentionedDocIds,
+	onToggleChatMention,
+	onRenameFolder,
+	onDeleteFolder,
+	onMoveFolder,
+	onCreateFolder,
+	onPreviewDocument,
+	onEditDocument,
+	onDeleteDocument,
+	onMoveDocument,
+	activeTypes,
+	onDropIntoFolder,
+	onReorderFolder,
+}: FolderTreeViewProps) {
+	const foldersByParent = useMemo(
+		() => groupBy(folders, (f) => f.parentId ?? "root"),
+		[folders],
+	);
+
+	const docsByFolder = useMemo(
+		() => groupBy(documents, (d) => d.folderId ?? "root"),
+		[documents],
+	);
+
+	const folderChildCounts = useMemo(() => {
+		const counts: Record<number, number> = {};
+		for (const f of folders) {
+			const children = foldersByParent[f.id] ?? [];
+			const docs = docsByFolder[f.id] ?? [];
+			counts[f.id] = children.length + docs.length;
+		}
+		return counts;
+	}, [folders, foldersByParent, docsByFolder]);
+
+	// Single subscription for rename state — derived boolean passed to each FolderNode
+	const [renamingFolderId, setRenamingFolderId] = useAtom(renamingFolderIdAtom);
+	const handleStartRename = useCallback(
+		(folderId: number) => setRenamingFolderId(folderId),
+		[setRenamingFolderId],
+	);
+	const handleCancelRename = useCallback(
+		() => setRenamingFolderId(null),
+		[setRenamingFolderId],
+	);
+
+	const hasDescendantMatch = useMemo(() => {
+		if (activeTypes.length === 0) return null;
+		const match: Record<number, boolean> = {};
+
+		function check(folderId: number): boolean {
+			if (match[folderId] !== undefined) return match[folderId];
+			const childDocs = (docsByFolder[folderId] ?? []).some((d) =>
+				activeTypes.includes(d.document_type as DocumentTypeEnum),
+			);
+			if (childDocs) {
+				match[folderId] = true;
+				return true;
+			}
+			const childFolders = foldersByParent[folderId] ?? [];
+			for (const cf of childFolders) {
+				if (check(cf.id)) {
+					match[folderId] = true;
+					return true;
+				}
+			}
+			match[folderId] = false;
+			return false;
+		}
+
+		for (const f of folders) {
+			check(f.id);
+		}
+		return match;
+	}, [folders, docsByFolder, foldersByParent, activeTypes]);
+
+	function renderLevel(parentId: number | null, depth: number): React.ReactNode[] {
+		const key = parentId ?? "root";
+		const childFolders = (foldersByParent[key] ?? [])
+			.slice()
+			.sort((a, b) => a.position.localeCompare(b.position));
+		const visibleFolders = hasDescendantMatch
+			? childFolders.filter((f) => hasDescendantMatch[f.id])
+			: childFolders;
+		const childDocs = (docsByFolder[key] ?? [])
+			.filter(
+				(d) => activeTypes.length === 0 || activeTypes.includes(d.document_type as DocumentTypeEnum),
+			);
+
+		const nodes: React.ReactNode[] = [];
+
+		for (let i = 0; i < visibleFolders.length; i++) {
+			const f = visibleFolders[i];
+			const siblingPositions = {
+				before: i > 0 ? visibleFolders[i - 1].position : null,
+				after: i < visibleFolders.length - 1 ? visibleFolders[i + 1].position : null,
+			};
+
+			nodes.push(
+				<FolderNode
+					key={`folder-${f.id}`}
+					folder={f}
+					depth={depth}
+					isExpanded={expandedIds.has(f.id)}
+					isRenaming={renamingFolderId === f.id}
+					childCount={folderChildCounts[f.id] ?? 0}
+					onToggleExpand={onToggleExpand}
+					onRename={onRenameFolder}
+					onStartRename={handleStartRename}
+					onCancelRename={handleCancelRename}
+					onDelete={onDeleteFolder}
+					onMove={onMoveFolder}
+					onCreateSubfolder={onCreateFolder}
+					onDropIntoFolder={onDropIntoFolder}
+					onReorderFolder={onReorderFolder}
+					siblingPositions={siblingPositions}
+				/>,
+			);
+
+			if (expandedIds.has(f.id)) {
+				nodes.push(...renderLevel(f.id, depth + 1));
+			}
+		}
+
+		for (const d of childDocs) {
+			nodes.push(
+				<DocumentNode
+					key={`doc-${d.id}`}
+					doc={d}
+					depth={depth}
+					isMentioned={mentionedDocIds.has(d.id)}
+					onToggleChatMention={onToggleChatMention}
+					onPreview={onPreviewDocument}
+					onEdit={onEditDocument}
+					onDelete={onDeleteDocument}
+					onMove={onMoveDocument}
+				/>,
+			);
+		}
+
+		return nodes;
+	}
+
+	const treeNodes = renderLevel(null, 0);
+
+	if (treeNodes.length === 0 && folders.length === 0 && documents.length === 0) {
+		return (
+			<div className="flex flex-1 flex-col items-center justify-center gap-3 px-4 py-12 text-muted-foreground">
+				<TreePine className="h-10 w-10" />
+				<p className="text-sm">No documents yet</p>
+			</div>
+		);
+	}
+
+	if (treeNodes.length === 0 && activeTypes.length > 0) {
+		return (
+			<div className="flex flex-1 flex-col items-center justify-center gap-3 px-4 py-12 text-muted-foreground">
+				<TreePine className="h-10 w-10" />
+				<p className="text-sm">No matching documents</p>
+			</div>
+		);
+	}
+
+	return (
+		<DndProvider backend={HTML5Backend}>
+			<div className="flex-1 min-h-0 overflow-y-auto px-2 py-1">
+				{treeNodes}
+			</div>
+		</DndProvider>
+	);
+}
diff --git a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
index be139c586..edc86e50e 100644
--- a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
+++ b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
@@ -14,6 +14,7 @@ import { statusInboxItemsAtom } from "@/atoms/inbox/status-inbox.atom";
 import { rightPanelCollapsedAtom } from "@/atoms/layout/right-panel.atom";
 import { deleteSearchSpaceMutationAtom } from "@/atoms/search-spaces/search-space-mutation.atoms";
 import { searchSpacesAtom } from "@/atoms/search-spaces/search-space-query.atoms";
+import { resetTabsAtom, syncChatTabAtom, type Tab } from "@/atoms/tabs/tabs.atom";
 import {
 	morePagesDialogAtom,
 	searchSpaceSettingsDialogAtom,
@@ -100,6 +101,8 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 	const { mutateAsync: deleteSearchSpace } = useAtomValue(deleteSearchSpaceMutationAtom);
 	const currentThreadState = useAtomValue(currentThreadAtom);
 	const resetCurrentThread = useSetAtom(resetCurrentThreadAtom);
+	const syncChatTab = useSetAtom(syncChatTabAtom);
+	const resetTabs = useSetAtom(resetTabsAtom);
 
 	// State for handling new chat navigation when router is out of sync
 	const [pendingNewChat, setPendingNewChat] = useState(false);
@@ -264,10 +267,11 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 		}
 	}, [pendingNewChat, params?.chat_id, router, searchSpaceId, resetCurrentThread]);
 
-	// Reset transient slide-out panels when switching search spaces.
+	// Reset transient slide-out panels and tabs when switching search spaces.
 	useEffect(() => {
 		setActiveSlideoutPanel(null);
-	}, [searchSpaceId]);
+		resetTabs();
+	}, [searchSpaceId, resetTabs]);
 
 	const searchSpaces: SearchSpace[] = useMemo(() => {
 		if (!searchSpacesData || !Array.isArray(searchSpacesData)) return [];
@@ -307,6 +311,20 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 		router,
 	]);
 
+	// Sync current chat route with tab state
+	useEffect(() => {
+		const chatId = currentChatId ?? null;
+		const chatUrl = chatId
+			? `/dashboard/${searchSpaceId}/new-chat/${chatId}`
+			: `/dashboard/${searchSpaceId}/new-chat`;
+		const thread = threadsData?.threads?.find((t) => t.id === chatId);
+		syncChatTab({
+			chatId,
+			title: thread?.title || (chatId ? `Chat ${chatId}` : "New Chat"),
+			chatUrl,
+		});
+	}, [currentChatId, searchSpaceId, threadsData?.threads, syncChatTab]);
+
 	// Transform and split chats into private and shared based on visibility
 	const { myChats, sharedChats } = useMemo(() => {
 		if (!threadsData?.threads) return { myChats: [], sharedChats: [] };
@@ -473,6 +491,17 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 		}
 	}, [searchSpaceToLeave, refetchSearchSpaces, searchSpaceId, router, t]);
 
+	const handleTabSwitch = useCallback(
+		(tab: Tab) => {
+			if (tab.type === "chat") {
+				const url = tab.chatUrl || `/dashboard/${searchSpaceId}/new-chat`;
+				router.push(url);
+			}
+			// Document tabs are handled in-place by LayoutShell — no navigation needed
+		},
+		[router, searchSpaceId]
+	);
+
 	const handleNavItemClick = useCallback(
 		(item: NavItem) => {
 			if (item.url === "#inbox") {
@@ -738,6 +767,7 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 					isDocked: isDocumentsDocked,
 					onDockedChange: setIsDocumentsDocked,
 				}}
+				onTabSwitch={handleTabSwitch}
 			>
 				<Fragment key={chatResetKey}>{children}</Fragment>
 			</LayoutShell>
diff --git a/surfsense_web/components/layout/ui/header/Header.tsx b/surfsense_web/components/layout/ui/header/Header.tsx
index fce09120e..d2077deb4 100644
--- a/surfsense_web/components/layout/ui/header/Header.tsx
+++ b/surfsense_web/components/layout/ui/header/Header.tsx
@@ -8,6 +8,7 @@ import { reportPanelAtom } from "@/atoms/chat/report-panel.atom";
 import { documentsSidebarOpenAtom } from "@/atoms/documents/ui.atoms";
 import { rightPanelCollapsedAtom } from "@/atoms/layout/right-panel.atom";
 import { activeSearchSpaceIdAtom } from "@/atoms/search-spaces/search-space-query.atoms";
+import { activeTabAtom } from "@/atoms/tabs/tabs.atom";
 import { ChatHeader } from "@/components/new-chat/chat-header";
 import { ChatShareButton } from "@/components/new-chat/chat-share-button";
 import { Button } from "@/components/ui/button";
@@ -23,12 +24,14 @@ export function Header({ mobileMenuTrigger }: HeaderProps) {
 	const pathname = usePathname();
 	const searchSpaceId = useAtomValue(activeSearchSpaceIdAtom);
 	const isMobile = useIsMobile();
+	const activeTab = useAtomValue(activeTabAtom);
 
 	const isChatPage = pathname?.includes("/new-chat") ?? false;
+	const isDocumentTab = activeTab?.type === "document";
 
 	const currentThreadState = useAtomValue(currentThreadAtom);
 
-	const hasThread = isChatPage && currentThreadState.id !== null;
+	const hasThread = isChatPage && !isDocumentTab && currentThreadState.id !== null;
 
 	const threadForButton: ThreadRecord | null =
 		hasThread && currentThreadState.id !== null
@@ -58,7 +61,7 @@ export function Header({ mobileMenuTrigger }: HeaderProps) {
 			{/* Left side - Mobile menu trigger + Model selector */}
 			<div className="flex flex-1 items-center gap-2 min-w-0">
 				{mobileMenuTrigger}
-				{isChatPage && searchSpaceId && (
+				{isChatPage && !isDocumentTab && searchSpaceId && (
 					<ChatHeader searchSpaceId={Number(searchSpaceId)} className="md:h-9 md:px-4 md:text-sm" />
 				)}
 			</div>
diff --git a/surfsense_web/components/layout/ui/shell/LayoutShell.tsx b/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
index babd287e4..6aebd058d 100644
--- a/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
+++ b/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
@@ -1,7 +1,9 @@
 "use client";
 
+import { useAtomValue } from "jotai";
 import { AnimatePresence, motion } from "motion/react";
 import { useCallback, useMemo, useState } from "react";
+import { activeTabAtom, type Tab } from "@/atoms/tabs/tabs.atom";
 import { TooltipProvider } from "@/components/ui/tooltip";
 import type { InboxItem } from "@/hooks/use-inbox";
 import { useIsMobile } from "@/hooks/use-mobile";
@@ -23,6 +25,8 @@ import {
 	Sidebar,
 } from "../sidebar";
 import { SidebarSlideOutPanel } from "../sidebar/SidebarSlideOutPanel";
+import { DocumentTabContent } from "../tabs/DocumentTabContent";
+import { TabBar } from "../tabs/TabBar";
 
 // Per-tab data source
 interface TabDataSource {
@@ -97,6 +101,44 @@ interface LayoutShellProps {
 		isDocked?: boolean;
 		onDockedChange?: (docked: boolean) => void;
 	};
+	onTabSwitch?: (tab: Tab) => void;
+}
+
+function MainContentPanel({
+	isChatPage,
+	onTabSwitch,
+	onNewChat,
+	children,
+}: {
+	isChatPage: boolean;
+	onTabSwitch?: (tab: Tab) => void;
+	onNewChat?: () => void;
+	children: React.ReactNode;
+}) {
+	const activeTab = useAtomValue(activeTabAtom);
+	const isDocumentTab = activeTab?.type === "document";
+
+	return (
+		<div className="relative flex flex-1 flex-col rounded-xl border bg-main-panel overflow-hidden min-w-0">
+			<TabBar onTabSwitch={onTabSwitch} onNewChat={onNewChat} />
+			<Header />
+
+			{isDocumentTab && activeTab.documentId && activeTab.searchSpaceId ? (
+				<div className="flex-1 overflow-hidden">
+					<DocumentTabContent
+						key={activeTab.documentId}
+						documentId={activeTab.documentId}
+						searchSpaceId={activeTab.searchSpaceId}
+						title={activeTab.title}
+					/>
+				</div>
+			) : (
+				<div className={cn("flex-1", isChatPage ? "overflow-hidden" : "overflow-auto")}>
+					{children}
+				</div>
+			)}
+		</div>
+	);
 }
 
 export function LayoutShell({
@@ -138,6 +180,7 @@ export function LayoutShell({
 	allSharedChatsPanel,
 	allPrivateChatsPanel,
 	documentsPanel,
+	onTabSwitch,
 }: LayoutShellProps) {
 	const isMobile = useIsMobile();
 	const [mobileMenuOpen, setMobileMenuOpen] = useState(false);
@@ -454,14 +497,14 @@ export function LayoutShell({
 						/>
 					)}
 
-					{/* Main content panel */}
-					<div className="relative flex flex-1 flex-col rounded-xl border bg-main-panel overflow-hidden min-w-0">
-						<Header />
-
-						<div className={cn("flex-1", isChatPage ? "overflow-hidden" : "overflow-auto")}>
-							{children}
-						</div>
-					</div>
+				{/* Main content panel */}
+				<MainContentPanel
+					isChatPage={isChatPage}
+					onTabSwitch={onTabSwitch}
+					onNewChat={onNewChat}
+				>
+					{children}
+				</MainContentPanel>
 
 					{/* Right panel — tabbed Sources/Report (desktop only) */}
 					{documentsPanel && (
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index e19557aaa..2d6860b1f 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -1,6 +1,7 @@
 "use client";
 
 import { useAtom, useAtomValue, useSetAtom } from "jotai";
+import { openDocumentTabAtom } from "@/atoms/tabs/tabs.atom";
 import { ChevronLeft, ChevronRight, Unplug } from "lucide-react";
 import { useParams } from "next/navigation";
 import { useTranslations } from "next-intl";
@@ -15,15 +16,24 @@ import { sidebarSelectedDocumentsAtom } from "@/atoms/chat/mentioned-documents.a
 import { connectorDialogOpenAtom } from "@/atoms/connector-dialog/connector-dialog.atoms";
 import { connectorsAtom } from "@/atoms/connectors/connector-query.atoms";
 import { deleteDocumentMutationAtom } from "@/atoms/documents/document-mutation.atoms";
+import { expandedFolderIdsAtom } from "@/atoms/documents/folder.atoms";
+import { CreateFolderDialog } from "@/components/documents/CreateFolderDialog";
+import type { DocumentNodeDoc } from "@/components/documents/DocumentNode";
+import { FolderPickerDialog } from "@/components/documents/FolderPickerDialog";
+import type { FolderDisplay } from "@/components/documents/FolderNode";
+import { FolderTreeView } from "@/components/documents/FolderTreeView";
 import { Avatar, AvatarFallback, AvatarGroup } from "@/components/ui/avatar";
 import { Button } from "@/components/ui/button";
 import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import { getConnectorIcon } from "@/contracts/enums/connectorIcons";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
+import { foldersApiService } from "@/lib/apis/folders-api.service";
 import { useDebouncedValue } from "@/hooks/use-debounced-value";
 import { useDocumentSearch } from "@/hooks/use-document-search";
 import { useDocuments } from "@/hooks/use-documents";
 import { useMediaQuery } from "@/hooks/use-media-query";
+import { useQuery } from "@rocicorp/zero/react";
+import { queries } from "@/zero/queries/index";
 import { SidebarSlideOutPanel } from "./SidebarSlideOutPanel";
 
 const SHOWCASE_CONNECTORS = [
@@ -63,6 +73,7 @@ export function DocumentsSidebar({
 	const isMobile = !useMediaQuery("(min-width: 640px)");
 	const searchSpaceId = Number(params.search_space_id);
 	const setConnectorDialogOpen = useSetAtom(connectorDialogOpenAtom);
+	const openDocumentTab = useSetAtom(openDocumentTabAtom);
 	const { data: connectors } = useAtomValue(connectorsAtom);
 	const connectorCount = connectors?.length ?? 0;
 
@@ -76,6 +87,219 @@ export function DocumentsSidebar({
 	const [sidebarDocs, setSidebarDocs] = useAtom(sidebarSelectedDocumentsAtom);
 	const mentionedDocIds = useMemo(() => new Set(sidebarDocs.map((d) => d.id)), [sidebarDocs]);
 
+	// Folder state
+	const [expandedFolderMap, setExpandedFolderMap] = useAtom(expandedFolderIdsAtom);
+	const expandedIds = useMemo(
+		() => new Set(expandedFolderMap[searchSpaceId] ?? []),
+		[expandedFolderMap, searchSpaceId],
+	);
+	const toggleFolderExpand = useCallback(
+		(folderId: number) => {
+			setExpandedFolderMap((prev) => {
+				const current = new Set(prev[searchSpaceId] ?? []);
+				if (current.has(folderId)) current.delete(folderId);
+				else current.add(folderId);
+				return { ...prev, [searchSpaceId]: [...current] };
+			});
+		},
+		[searchSpaceId, setExpandedFolderMap],
+	);
+
+	// Zero queries for tree data
+	const [zeroFolders] = useQuery(queries.folders.bySpace({ searchSpaceId }));
+	const [zeroAllDocs] = useQuery(queries.documents.bySpace({ searchSpaceId }));
+
+	const treeFolders: FolderDisplay[] = useMemo(
+		() =>
+			(zeroFolders ?? []).map((f) => ({
+				id: f.id,
+				name: f.name,
+				position: f.position,
+				parentId: f.parentId ?? null,
+				searchSpaceId: f.searchSpaceId,
+			})),
+		[zeroFolders],
+	);
+
+	const treeDocuments: DocumentNodeDoc[] = useMemo(
+		() =>
+			(zeroAllDocs ?? [])
+				.filter((d) => d.title && d.title.trim() !== "")
+				.map((d) => ({
+					id: d.id,
+					title: d.title,
+					document_type: d.documentType,
+					folderId: (d as { folderId?: number | null }).folderId ?? null,
+					status: d.status as { state: string; reason?: string | null } | undefined,
+				})),
+		[zeroAllDocs],
+	);
+
+	const foldersByParent = useMemo(() => {
+		const map: Record<string, FolderDisplay[]> = {};
+		for (const f of treeFolders) {
+			const key = String(f.parentId ?? "root");
+			(map[key] ??= []).push(f);
+		}
+		return map;
+	}, [treeFolders]);
+
+	// Folder actions
+	const [folderPickerOpen, setFolderPickerOpen] = useState(false);
+	const [folderPickerTarget, setFolderPickerTarget] = useState<{
+		type: "folder" | "document";
+		id: number;
+		disabledIds?: Set<number>;
+	} | null>(null);
+
+	// Create-folder dialog state
+	const [createFolderOpen, setCreateFolderOpen] = useState(false);
+	const [createFolderParentId, setCreateFolderParentId] = useState<number | null>(null);
+
+	const createFolderParentName = useMemo(() => {
+		if (createFolderParentId === null) return null;
+		return treeFolders.find((f) => f.id === createFolderParentId)?.name ?? null;
+	}, [createFolderParentId, treeFolders]);
+
+	const handleCreateFolder = useCallback(
+		(parentId: number | null) => {
+			setCreateFolderParentId(parentId);
+			setCreateFolderOpen(true);
+		},
+		[],
+	);
+
+	const handleCreateFolderConfirm = useCallback(
+		async (name: string) => {
+			try {
+				await foldersApiService.createFolder({
+					name,
+					parent_id: createFolderParentId,
+					search_space_id: searchSpaceId,
+				});
+				toast.success("Folder created");
+				if (createFolderParentId !== null) {
+					setExpandedFolderMap((prev) => {
+						const current = new Set(prev[searchSpaceId] ?? []);
+						current.add(createFolderParentId);
+						return { ...prev, [searchSpaceId]: [...current] };
+					});
+				}
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to create folder");
+			}
+		},
+		[createFolderParentId, searchSpaceId, setExpandedFolderMap],
+	);
+
+	const handleRenameFolder = useCallback(
+		async (folder: FolderDisplay, newName: string) => {
+			try {
+				await foldersApiService.updateFolder(folder.id, { name: newName });
+				toast.success("Folder renamed");
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to rename folder");
+			}
+		},
+		[],
+	);
+
+	const handleDeleteFolder = useCallback(
+		async (folder: FolderDisplay) => {
+			if (!confirm(`Delete folder "${folder.name}" and all its contents?`)) return;
+			try {
+				await foldersApiService.deleteFolder(folder.id);
+				toast.success("Folder deleted");
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to delete folder");
+			}
+		},
+		[],
+	);
+
+	const handleMoveFolder = useCallback(
+		(folder: FolderDisplay) => {
+			const subtreeIds = new Set<number>();
+			function collectSubtree(id: number) {
+				subtreeIds.add(id);
+				for (const child of foldersByParent[String(id)] ?? []) {
+					collectSubtree(child.id);
+				}
+			}
+			collectSubtree(folder.id);
+			setFolderPickerTarget({
+				type: "folder",
+				id: folder.id,
+				disabledIds: subtreeIds,
+			});
+			setFolderPickerOpen(true);
+		},
+		[foldersByParent],
+	);
+
+	const handleMoveDocument = useCallback((doc: DocumentNodeDoc) => {
+		setFolderPickerTarget({ type: "document", id: doc.id });
+		setFolderPickerOpen(true);
+	}, []);
+
+	const handleFolderPickerSelect = useCallback(
+		async (targetFolderId: number | null) => {
+			if (!folderPickerTarget) return;
+			try {
+				if (folderPickerTarget.type === "folder") {
+					await foldersApiService.moveFolder(folderPickerTarget.id, {
+						new_parent_id: targetFolderId,
+					});
+					toast.success("Folder moved");
+				} else {
+					await foldersApiService.moveDocument(folderPickerTarget.id, {
+						folder_id: targetFolderId,
+					});
+					toast.success("Document moved");
+				}
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to move item");
+			}
+			setFolderPickerTarget(null);
+		},
+		[folderPickerTarget],
+	);
+
+	const handleDropIntoFolder = useCallback(
+		async (itemType: "folder" | "document", itemId: number, targetFolderId: number | null) => {
+			try {
+				if (itemType === "folder") {
+					await foldersApiService.moveFolder(itemId, {
+						new_parent_id: targetFolderId,
+					});
+					toast.success("Folder moved");
+				} else {
+					await foldersApiService.moveDocument(itemId, {
+						folder_id: targetFolderId,
+					});
+					toast.success("Document moved");
+				}
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to move item");
+			}
+		},
+		[],
+	);
+
+	const handleReorderFolder = useCallback(
+		async (folderId: number, beforePos: string | null, afterPos: string | null) => {
+			try {
+				await foldersApiService.reorderFolder(folderId, {
+					before_position: beforePos,
+					after_position: afterPos,
+				});
+			} catch (e: any) {
+				toast.error(e?.message || "Failed to reorder folder");
+			}
+		},
+		[],
+	);
+
 	const handleToggleChatMention = useCallback(
 		(doc: { id: number; title: string; document_type: string }, isMentioned: boolean) => {
 			if (isMentioned) {
@@ -123,14 +347,14 @@ export function DocumentsSidebar({
 	const loadingMore = isSearchMode ? searchLoadingMore : realtimeLoadingMore;
 	const onLoadMore = isSearchMode ? searchLoadMore : realtimeLoadMore;
 
-	const onToggleType = (type: DocumentTypeEnum, checked: boolean) => {
+	const onToggleType = useCallback((type: DocumentTypeEnum, checked: boolean) => {
 		setActiveTypes((prev) => {
 			if (checked) {
 				return prev.includes(type) ? prev : [...prev, type];
 			}
 			return prev.filter((t) => t !== type);
 		});
-	};
+	}, []);
 
 	const handleDeleteDocument = useCallback(
 		async (id: number): Promise<boolean> => {
@@ -340,27 +564,83 @@ export function DocumentsSidebar({
 						searchValue={search}
 						onToggleType={onToggleType}
 						activeTypes={activeTypes}
+						onCreateFolder={() => handleCreateFolder(null)}
 					/>
 				</div>
 
-				<DocumentsTableShell
-					documents={displayDocs}
-					loading={!!loading}
-					error={!!error}
-					sortKey={sortKey}
-					sortDesc={sortDesc}
-					onSortChange={handleSortChange}
-					deleteDocument={handleDeleteDocument}
-					bulkDeleteDocuments={handleBulkDeleteDocuments}
-					searchSpaceId={String(searchSpaceId)}
-					hasMore={hasMore}
-					loadingMore={loadingMore}
-					onLoadMore={onLoadMore}
-					mentionedDocIds={mentionedDocIds}
-					onToggleChatMention={handleToggleChatMention}
-					isSearchMode={isSearchMode || activeTypes.length > 0}
-				/>
+				{isSearchMode ? (
+					<DocumentsTableShell
+						documents={displayDocs}
+						loading={!!loading}
+						error={!!error}
+						sortKey={sortKey}
+						sortDesc={sortDesc}
+						onSortChange={handleSortChange}
+						deleteDocument={handleDeleteDocument}
+						bulkDeleteDocuments={handleBulkDeleteDocuments}
+						searchSpaceId={String(searchSpaceId)}
+						hasMore={hasMore}
+						loadingMore={loadingMore}
+						onLoadMore={onLoadMore}
+						mentionedDocIds={mentionedDocIds}
+						onToggleChatMention={handleToggleChatMention}
+						isSearchMode={isSearchMode || activeTypes.length > 0}
+					/>
+				) : (
+					<FolderTreeView
+						folders={treeFolders}
+						documents={treeDocuments}
+						expandedIds={expandedIds}
+						onToggleExpand={toggleFolderExpand}
+						mentionedDocIds={mentionedDocIds}
+						onToggleChatMention={handleToggleChatMention}
+						onRenameFolder={handleRenameFolder}
+						onDeleteFolder={handleDeleteFolder}
+						onMoveFolder={handleMoveFolder}
+						onCreateFolder={handleCreateFolder}
+					onPreviewDocument={(doc) => {
+						openDocumentTab({
+							documentId: doc.id,
+							searchSpaceId,
+							title: doc.title,
+						});
+					}}
+					onEditDocument={(doc) => {
+						openDocumentTab({
+							documentId: doc.id,
+							searchSpaceId,
+							title: doc.title,
+						});
+					}}
+						onDeleteDocument={(doc) => handleDeleteDocument(doc.id)}
+						onMoveDocument={handleMoveDocument}
+						activeTypes={activeTypes}
+						onDropIntoFolder={handleDropIntoFolder}
+						onReorderFolder={handleReorderFolder}
+					/>
+				)}
 			</div>
+
+			<FolderPickerDialog
+				open={folderPickerOpen}
+				onOpenChange={setFolderPickerOpen}
+				folders={treeFolders}
+				title={
+					folderPickerTarget?.type === "folder"
+						? "Move folder to..."
+						: "Move document to..."
+				}
+				description="Select a destination folder, or choose Root to move to the top level."
+				disabledFolderIds={folderPickerTarget?.disabledIds}
+				onSelect={handleFolderPickerSelect}
+			/>
+
+			<CreateFolderDialog
+				open={createFolderOpen}
+				onOpenChange={setCreateFolderOpen}
+				parentFolderName={createFolderParentName}
+				onConfirm={handleCreateFolderConfirm}
+			/>
 		</>
 	);
 
diff --git a/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx b/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
new file mode 100644
index 000000000..e500590ed
--- /dev/null
+++ b/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
@@ -0,0 +1,237 @@
+"use client";
+
+import { AlertCircle, Pencil } from "lucide-react";
+import { useCallback, useEffect, useRef, useState } from "react";
+import { toast } from "sonner";
+import { PlateEditor } from "@/components/editor/plate-editor";
+import { MarkdownViewer } from "@/components/markdown-viewer";
+import { Button } from "@/components/ui/button";
+import { authenticatedFetch, getBearerToken, redirectToLogin } from "@/lib/auth-utils";
+
+interface DocumentContent {
+	document_id: number;
+	title: string;
+	document_type?: string;
+	source_markdown: string;
+}
+
+function DocumentSkeleton() {
+	return (
+		<div className="space-y-6 p-8 max-w-4xl mx-auto">
+			<div className="h-8 w-3/4 rounded-md bg-muted/60 animate-pulse" />
+			<div className="space-y-3">
+				<div className="h-4 w-full rounded-md bg-muted/60 animate-pulse" />
+				<div className="h-4 w-[95%] rounded-md bg-muted/60 animate-pulse [animation-delay:100ms]" />
+				<div className="h-4 w-[88%] rounded-md bg-muted/60 animate-pulse [animation-delay:200ms]" />
+				<div className="h-4 w-[60%] rounded-md bg-muted/60 animate-pulse [animation-delay:300ms]" />
+			</div>
+			<div className="h-6 w-2/5 rounded-md bg-muted/60 animate-pulse [animation-delay:400ms]" />
+			<div className="space-y-3">
+				<div className="h-4 w-full rounded-md bg-muted/60 animate-pulse [animation-delay:500ms]" />
+				<div className="h-4 w-[92%] rounded-md bg-muted/60 animate-pulse [animation-delay:600ms]" />
+				<div className="h-4 w-[75%] rounded-md bg-muted/60 animate-pulse [animation-delay:700ms]" />
+			</div>
+		</div>
+	);
+}
+
+interface DocumentTabContentProps {
+	documentId: number;
+	searchSpaceId: number;
+	title?: string;
+}
+
+export function DocumentTabContent({ documentId, searchSpaceId, title }: DocumentTabContentProps) {
+	const [doc, setDoc] = useState<DocumentContent | null>(null);
+	const [isLoading, setIsLoading] = useState(true);
+	const [error, setError] = useState<string | null>(null);
+	const [isEditing, setIsEditing] = useState(false);
+	const [saving, setSaving] = useState(false);
+	const [editedMarkdown, setEditedMarkdown] = useState<string | null>(null);
+	const markdownRef = useRef<string>("");
+	const initialLoadDone = useRef(false);
+	const changeCountRef = useRef(0);
+
+	useEffect(() => {
+		let cancelled = false;
+		setIsLoading(true);
+		setError(null);
+		setDoc(null);
+		setIsEditing(false);
+		setEditedMarkdown(null);
+		initialLoadDone.current = false;
+		changeCountRef.current = 0;
+
+		const fetchContent = async () => {
+			const token = getBearerToken();
+			if (!token) {
+				redirectToLogin();
+				return;
+			}
+
+			try {
+				const response = await authenticatedFetch(
+					`${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/search-spaces/${searchSpaceId}/documents/${documentId}/editor-content`,
+					{ method: "GET" }
+				);
+
+				if (cancelled) return;
+
+				if (!response.ok) {
+					const errorData = await response
+						.json()
+						.catch(() => ({ detail: "Failed to fetch document" }));
+					throw new Error(errorData.detail || "Failed to fetch document");
+				}
+
+				const data = await response.json();
+
+				if (data.source_markdown === undefined || data.source_markdown === null) {
+					setError("This document does not have viewable content.");
+					setIsLoading(false);
+					return;
+				}
+
+				markdownRef.current = data.source_markdown;
+				setDoc(data);
+				initialLoadDone.current = true;
+			} catch (err) {
+				if (cancelled) return;
+				console.error("Error fetching document:", err);
+				setError(err instanceof Error ? err.message : "Failed to fetch document");
+			} finally {
+				if (!cancelled) setIsLoading(false);
+			}
+		};
+
+		fetchContent();
+		return () => {
+			cancelled = true;
+		};
+	}, [documentId, searchSpaceId]);
+
+	const handleMarkdownChange = useCallback((md: string) => {
+		markdownRef.current = md;
+		if (!initialLoadDone.current) return;
+		changeCountRef.current += 1;
+		if (changeCountRef.current <= 1) return;
+		setEditedMarkdown(md);
+	}, []);
+
+	const handleSave = useCallback(async () => {
+		const token = getBearerToken();
+		if (!token) {
+			toast.error("Please login to save");
+			redirectToLogin();
+			return;
+		}
+
+		setSaving(true);
+		try {
+			const response = await authenticatedFetch(
+				`${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/search-spaces/${searchSpaceId}/documents/${documentId}/save`,
+				{
+					method: "POST",
+					headers: { "Content-Type": "application/json" },
+					body: JSON.stringify({ source_markdown: markdownRef.current }),
+				}
+			);
+
+			if (!response.ok) {
+				const errorData = await response
+					.json()
+					.catch(() => ({ detail: "Failed to save document" }));
+				throw new Error(errorData.detail || "Failed to save document");
+			}
+
+			setDoc((prev) => (prev ? { ...prev, source_markdown: markdownRef.current } : prev));
+			setEditedMarkdown(null);
+			toast.success("Document saved! Reindexing in background...");
+		} catch (err) {
+			console.error("Error saving document:", err);
+			toast.error(err instanceof Error ? err.message : "Failed to save document");
+		} finally {
+			setSaving(false);
+		}
+	}, [documentId, searchSpaceId]);
+
+	if (isLoading) return <DocumentSkeleton />;
+
+	if (error || !doc) {
+		return (
+			<div className="flex flex-1 flex-col items-center justify-center gap-3 p-6 text-center">
+				<AlertCircle className="size-10 text-destructive" />
+				<div>
+					<p className="font-medium text-foreground text-lg">Failed to load document</p>
+					<p className="text-sm text-muted-foreground mt-1">
+						{error || "An unknown error occurred"}
+					</p>
+				</div>
+			</div>
+		);
+	}
+
+	if (isEditing) {
+		return (
+			<div className="flex flex-col h-full overflow-hidden">
+				<div className="flex items-center justify-between px-6 py-3 border-b shrink-0">
+					<div className="flex-1 min-w-0">
+						<h1 className="text-base font-semibold truncate">
+							{doc.title || title || "Untitled"}
+						</h1>
+						{editedMarkdown !== null && (
+							<p className="text-xs text-muted-foreground">Unsaved changes</p>
+						)}
+					</div>
+					<Button
+						variant="outline"
+						size="sm"
+						onClick={() => {
+							setIsEditing(false);
+							setEditedMarkdown(null);
+							changeCountRef.current = 0;
+						}}
+					>
+						Done editing
+					</Button>
+				</div>
+				<div className="flex-1 overflow-hidden">
+					<PlateEditor
+						key={`edit-${documentId}`}
+						preset="full"
+						markdown={doc.source_markdown}
+						onMarkdownChange={handleMarkdownChange}
+						readOnly={false}
+						placeholder="Start writing..."
+						editorVariant="default"
+						onSave={handleSave}
+						hasUnsavedChanges={editedMarkdown !== null}
+						isSaving={saving}
+						defaultEditing={true}
+					/>
+				</div>
+			</div>
+		);
+	}
+
+	return (
+		<div className="flex flex-col h-full overflow-hidden">
+			<div className="flex items-center justify-between px-6 py-3 border-b shrink-0">
+				<h1 className="text-base font-semibold truncate flex-1 min-w-0">
+					{doc.title || title || "Untitled"}
+				</h1>
+				{doc.document_type === "NOTE" && (
+					<Button variant="outline" size="sm" onClick={() => setIsEditing(true)} className="gap-1.5">
+						<Pencil className="size-3.5" />
+						Edit
+					</Button>
+				)}
+			</div>
+			<div className="flex-1 overflow-auto">
+				<div className="max-w-4xl mx-auto px-6 py-6">
+					<MarkdownViewer content={doc.source_markdown} />
+				</div>
+			</div>
+		</div>
+	);
+}
diff --git a/surfsense_web/components/layout/ui/tabs/TabBar.tsx b/surfsense_web/components/layout/ui/tabs/TabBar.tsx
new file mode 100644
index 000000000..3bc9cb023
--- /dev/null
+++ b/surfsense_web/components/layout/ui/tabs/TabBar.tsx
@@ -0,0 +1,129 @@
+"use client";
+
+import { useAtomValue, useSetAtom } from "jotai";
+import { FileText, MessageSquare, Plus, X } from "lucide-react";
+import { useCallback, useRef, useEffect } from "react";
+import {
+	activeTabIdAtom,
+	closeTabAtom,
+	switchTabAtom,
+	tabsAtom,
+	type Tab,
+} from "@/atoms/tabs/tabs.atom";
+import { cn } from "@/lib/utils";
+
+interface TabBarProps {
+	onTabSwitch?: (tab: Tab) => void;
+	onNewChat?: () => void;
+	className?: string;
+}
+
+export function TabBar({ onTabSwitch, onNewChat, className }: TabBarProps) {
+	const tabs = useAtomValue(tabsAtom);
+	const activeTabId = useAtomValue(activeTabIdAtom);
+	const switchTab = useSetAtom(switchTabAtom);
+	const closeTab = useSetAtom(closeTabAtom);
+	const scrollRef = useRef<HTMLDivElement>(null);
+
+	const handleTabClick = useCallback(
+		(tab: Tab) => {
+			if (tab.id === activeTabId) return;
+			switchTab(tab.id);
+			onTabSwitch?.(tab);
+		},
+		[activeTabId, switchTab, onTabSwitch]
+	);
+
+	const handleTabClose = useCallback(
+		(e: React.MouseEvent, tabId: string) => {
+			e.stopPropagation();
+			const fallback = closeTab(tabId);
+			if (fallback) {
+				onTabSwitch?.(fallback);
+			}
+		},
+		[closeTab, onTabSwitch]
+	);
+
+	// Scroll active tab into view
+	useEffect(() => {
+		if (!scrollRef.current || !activeTabId) return;
+		const activeEl = scrollRef.current.querySelector(`[data-tab-id="${activeTabId}"]`);
+		if (activeEl) {
+			activeEl.scrollIntoView({ behavior: "smooth", block: "nearest", inline: "nearest" });
+		}
+	}, [activeTabId]);
+
+	// Only show tab bar when there's more than one tab
+	if (tabs.length <= 1) return null;
+
+	return (
+		<div
+			className={cn(
+				"flex items-center shrink-0 border-b bg-main-panel",
+				className
+			)}
+		>
+			<div
+				ref={scrollRef}
+				className="flex items-center flex-1 overflow-x-auto scrollbar-none"
+			>
+				{tabs.map((tab) => {
+					const isActive = tab.id === activeTabId;
+					const Icon = tab.type === "document" ? FileText : MessageSquare;
+
+					return (
+						<button
+							key={tab.id}
+							type="button"
+							data-tab-id={tab.id}
+							onClick={() => handleTabClick(tab)}
+							className={cn(
+								"group relative flex items-center gap-1.5 px-3 h-9 min-w-0 max-w-[200px] text-xs font-medium border-r transition-colors shrink-0",
+								isActive
+									? "bg-main-panel text-foreground"
+									: "bg-muted/30 text-muted-foreground hover:bg-muted/60 hover:text-foreground"
+							)}
+						>
+							{isActive && (
+								<span className="absolute bottom-0 left-0 right-0 h-[2px] bg-primary" />
+							)}
+							<Icon className="size-3.5 shrink-0" />
+							<span className="truncate">{tab.title}</span>
+							<span
+								role="button"
+								tabIndex={0}
+								onClick={(e) => handleTabClose(e, tab.id)}
+								onKeyDown={(e) => {
+									if (e.key === "Enter" || e.key === " ") {
+										e.preventDefault();
+										handleTabClose(e as unknown as React.MouseEvent, tab.id);
+									}
+								}}
+								className={cn(
+									"ml-auto shrink-0 rounded-sm p-0.5 transition-colors",
+									isActive
+										? "opacity-60 hover:opacity-100 hover:bg-muted"
+										: "opacity-0 group-hover:opacity-60 hover:opacity-100! hover:bg-muted"
+								)}
+							>
+								<X className="size-3" />
+							</span>
+						</button>
+					);
+				})}
+			</div>
+
+			{onNewChat && (
+				<button
+					type="button"
+					onClick={onNewChat}
+					className="flex items-center justify-center size-9 shrink-0 text-muted-foreground hover:text-foreground hover:bg-muted/60 transition-colors"
+					title="New Chat"
+				>
+					<Plus className="size-3.5" />
+				</button>
+			)}
+		</div>
+	);
+}
diff --git a/surfsense_web/content/docs/how-to/zero-sync.mdx b/surfsense_web/content/docs/how-to/zero-sync.mdx
index 65c57f76f..df7ffe0bc 100644
--- a/surfsense_web/content/docs/how-to/zero-sync.mdx
+++ b/surfsense_web/content/docs/how-to/zero-sync.mdx
@@ -74,6 +74,7 @@ Zero syncs the following tables for real-time features:
 |-------|---------|
 | `notifications` | Inbox (comments, document processing, connector status) |
 | `documents` | Document list, processing status indicators |
+| `folders` | Nested folder tree for organizing documents |
 | `search_source_connectors` | Connector status, indexing progress |
 | `new_chat_messages` | Live chat message sync for shared chats |
 | `chat_comments` | Real-time comment threads on AI responses |
diff --git a/surfsense_web/contracts/types/folder.types.ts b/surfsense_web/contracts/types/folder.types.ts
new file mode 100644
index 000000000..d33a3ddd7
--- /dev/null
+++ b/surfsense_web/contracts/types/folder.types.ts
@@ -0,0 +1,65 @@
+import { z } from "zod";
+
+export const folder = z.object({
+	id: z.number(),
+	name: z.string(),
+	position: z.string(),
+	parent_id: z.number().nullable(),
+	search_space_id: z.number(),
+	created_by_id: z.string().nullable().optional(),
+	created_at: z.string(),
+	updated_at: z.string(),
+});
+
+export const folderCreateRequest = z.object({
+	name: z.string().min(1).max(255),
+	parent_id: z.number().nullable().optional(),
+	search_space_id: z.number(),
+});
+
+export const folderUpdateRequest = z.object({
+	name: z.string().min(1).max(255),
+});
+
+export const folderMoveRequest = z.object({
+	new_parent_id: z.number().nullable().optional(),
+});
+
+export const folderReorderRequest = z.object({
+	before_position: z.string().nullable().optional(),
+	after_position: z.string().nullable().optional(),
+});
+
+export const folderBreadcrumb = z.object({
+	id: z.number(),
+	name: z.string(),
+});
+
+export const documentMoveRequest = z.object({
+	folder_id: z.number().nullable().optional(),
+});
+
+export const bulkDocumentMoveRequest = z.object({
+	document_ids: z.array(z.number()),
+	folder_id: z.number().nullable().optional(),
+});
+
+export const folderListResponse = z.array(folder);
+export const folderBreadcrumbResponse = z.array(folderBreadcrumb);
+
+export const folderDeleteResponse = z.object({
+	message: z.string(),
+	documents_queued_for_deletion: z.number(),
+});
+
+export type Folder = z.infer<typeof folder>;
+export type FolderCreateRequest = z.infer<typeof folderCreateRequest>;
+export type FolderUpdateRequest = z.infer<typeof folderUpdateRequest>;
+export type FolderMoveRequest = z.infer<typeof folderMoveRequest>;
+export type FolderReorderRequest = z.infer<typeof folderReorderRequest>;
+export type FolderBreadcrumb = z.infer<typeof folderBreadcrumb>;
+export type DocumentMoveRequest = z.infer<typeof documentMoveRequest>;
+export type BulkDocumentMoveRequest = z.infer<typeof bulkDocumentMoveRequest>;
+export type FolderListResponse = z.infer<typeof folderListResponse>;
+export type FolderBreadcrumbResponse = z.infer<typeof folderBreadcrumbResponse>;
+export type FolderDeleteResponse = z.infer<typeof folderDeleteResponse>;
diff --git a/surfsense_web/lib/apis/folders-api.service.ts b/surfsense_web/lib/apis/folders-api.service.ts
new file mode 100644
index 000000000..1e7d24e3b
--- /dev/null
+++ b/surfsense_web/lib/apis/folders-api.service.ts
@@ -0,0 +1,107 @@
+import {
+	type BulkDocumentMoveRequest,
+	type DocumentMoveRequest,
+	type FolderCreateRequest,
+	type FolderMoveRequest,
+	type FolderReorderRequest,
+	type FolderUpdateRequest,
+	bulkDocumentMoveRequest,
+	documentMoveRequest,
+	folder,
+	folderBreadcrumbResponse,
+	folderCreateRequest,
+	folderDeleteResponse,
+	folderListResponse,
+	folderMoveRequest,
+	folderReorderRequest,
+	folderUpdateRequest,
+} from "@/contracts/types/folder.types";
+import { ValidationError } from "../error";
+import { baseApiService } from "./base-api.service";
+
+class FoldersApiService {
+	createFolder = async (request: FolderCreateRequest) => {
+		const parsed = folderCreateRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.post("/api/v1/folders", folder, { body: parsed.data });
+	};
+
+	listFolders = async (searchSpaceId: number) => {
+		return baseApiService.get(
+			`/api/v1/folders?search_space_id=${searchSpaceId}`,
+			folderListResponse,
+		);
+	};
+
+	getFolder = async (folderId: number) => {
+		return baseApiService.get(`/api/v1/folders/${folderId}`, folder);
+	};
+
+	getFolderBreadcrumb = async (folderId: number) => {
+		return baseApiService.get(
+			`/api/v1/folders/${folderId}/breadcrumb`,
+			folderBreadcrumbResponse,
+		);
+	};
+
+	updateFolder = async (folderId: number, request: FolderUpdateRequest) => {
+		const parsed = folderUpdateRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.put(`/api/v1/folders/${folderId}`, folder, {
+			body: parsed.data,
+		});
+	};
+
+	moveFolder = async (folderId: number, request: FolderMoveRequest) => {
+		const parsed = folderMoveRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.put(`/api/v1/folders/${folderId}/move`, folder, {
+			body: parsed.data,
+		});
+	};
+
+	reorderFolder = async (folderId: number, request: FolderReorderRequest) => {
+		const parsed = folderReorderRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.put(`/api/v1/folders/${folderId}/reorder`, folder, {
+			body: parsed.data,
+		});
+	};
+
+	deleteFolder = async (folderId: number) => {
+		return baseApiService.delete(
+			`/api/v1/folders/${folderId}`,
+			folderDeleteResponse,
+		);
+	};
+
+	moveDocument = async (documentId: number, request: DocumentMoveRequest) => {
+		const parsed = documentMoveRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.put(`/api/v1/documents/${documentId}/move`, undefined, {
+			body: parsed.data,
+		});
+	};
+
+	bulkMoveDocuments = async (request: BulkDocumentMoveRequest) => {
+		const parsed = bulkDocumentMoveRequest.safeParse(request);
+		if (!parsed.success) {
+			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+		}
+		return baseApiService.put("/api/v1/documents/bulk-move", undefined, {
+			body: parsed.data,
+		});
+	};
+}
+
+export const foldersApiService = new FoldersApiService();
diff --git a/surfsense_web/package.json b/surfsense_web/package.json
index 7b7ef1e56..7e84548dc 100644
--- a/surfsense_web/package.json
+++ b/surfsense_web/package.json
@@ -93,6 +93,7 @@
 		"dotenv": "^17.2.3",
 		"drizzle-orm": "^0.44.5",
 		"emblor": "^1.4.8",
+		"fractional-indexing": "^3.2.0",
 		"fumadocs-core": "^16.3.1",
 		"fumadocs-mdx": "^14.2.1",
 		"fumadocs-ui": "^16.3.1",
diff --git a/surfsense_web/pnpm-lock.yaml b/surfsense_web/pnpm-lock.yaml
index 03a9f9241..c54226e77 100644
--- a/surfsense_web/pnpm-lock.yaml
+++ b/surfsense_web/pnpm-lock.yaml
@@ -224,6 +224,9 @@ importers:
       emblor:
         specifier: ^1.4.8
         version: 1.4.8(@types/react-dom@19.2.3(@types/react@19.2.14))(@types/react@19.2.14)(react-dom@19.2.4(react@19.2.4))(react@19.2.4)
+      fractional-indexing:
+        specifier: ^3.2.0
+        version: 3.2.0
       fumadocs-core:
         specifier: ^16.3.1
         version: 16.6.5(@mdx-js/mdx@3.1.1)(@types/estree-jsx@1.0.5)(@types/hast@3.0.4)(@types/mdast@4.0.4)(@types/react@19.2.14)(lucide-react@0.577.0(react@19.2.4))(next@16.1.6(@babel/core@7.29.0)(@opentelemetry/api@1.9.0)(react-dom@19.2.4(react@19.2.4))(react@19.2.4))(react-dom@19.2.4(react@19.2.4))(react@19.2.4)(zod@4.3.6)
@@ -5781,6 +5784,10 @@ packages:
   forwarded-parse@2.1.2:
     resolution: {integrity: sha512-alTFZZQDKMporBH77856pXgzhEzaUVmLCDk+egLgIgHst3Tpndzz8MnKe+GzRJRfvVdn69HhpW7cmXzvtLvJAw==}
 
+  fractional-indexing@3.2.0:
+    resolution: {integrity: sha512-PcOxmqwYCW7O2ovKRU8OoQQj2yqTfEB/yeTYk4gPid6dN5ODRfU1hXd9tTVZzax/0NkO7AxpHykvZnT1aYp/BQ==}
+    engines: {node: ^14.13.1 || >=16.0.0}
+
   framer-motion@12.34.3:
     resolution: {integrity: sha512-v81ecyZKYO/DfpTwHivqkxSUBzvceOpoI+wLfgCgoUIKxlFKEXdg0oR9imxwXumT4SFy8vRk9xzJ5l3/Du/55Q==}
     peerDependencies:
@@ -14296,6 +14303,8 @@ snapshots:
 
   forwarded-parse@2.1.2: {}
 
+  fractional-indexing@3.2.0: {}
+
   framer-motion@12.34.3(react-dom@19.2.4(react@19.2.4))(react@19.2.4):
     dependencies:
       motion-dom: 12.34.3
diff --git a/surfsense_web/zero/queries/folders.ts b/surfsense_web/zero/queries/folders.ts
new file mode 100644
index 000000000..50c246f60
--- /dev/null
+++ b/surfsense_web/zero/queries/folders.ts
@@ -0,0 +1,9 @@
+import { defineQuery } from "@rocicorp/zero";
+import { z } from "zod";
+import { zql } from "../schema/index";
+
+export const folderQueries = {
+	bySpace: defineQuery(z.object({ searchSpaceId: z.number() }), ({ args: { searchSpaceId } }) =>
+		zql.folders.where("searchSpaceId", searchSpaceId).orderBy("position", "asc")
+	),
+};
diff --git a/surfsense_web/zero/queries/index.ts b/surfsense_web/zero/queries/index.ts
index 893e677c4..bc332114e 100644
--- a/surfsense_web/zero/queries/index.ts
+++ b/surfsense_web/zero/queries/index.ts
@@ -1,11 +1,13 @@
 import { defineQueries } from "@rocicorp/zero";
 import { chatSessionQueries, commentQueries, messageQueries } from "./chat";
 import { connectorQueries, documentQueries } from "./documents";
+import { folderQueries } from "./folders";
 import { notificationQueries } from "./inbox";
 
 export const queries = defineQueries({
 	notifications: notificationQueries,
 	documents: documentQueries,
+	folders: folderQueries,
 	connectors: connectorQueries,
 	messages: messageQueries,
 	comments: commentQueries,
diff --git a/surfsense_web/zero/schema/documents.ts b/surfsense_web/zero/schema/documents.ts
index ceeefd877..d1ada4bc4 100644
--- a/surfsense_web/zero/schema/documents.ts
+++ b/surfsense_web/zero/schema/documents.ts
@@ -6,6 +6,7 @@ export const documentTable = table("documents")
 		title: string(),
 		documentType: string().from("document_type"),
 		searchSpaceId: number().from("search_space_id"),
+		folderId: number().optional().from("folder_id"),
 		createdById: string().optional().from("created_by_id"),
 		status: json(),
 		createdAt: number().from("created_at"),
diff --git a/surfsense_web/zero/schema/folders.ts b/surfsense_web/zero/schema/folders.ts
new file mode 100644
index 000000000..2313506ab
--- /dev/null
+++ b/surfsense_web/zero/schema/folders.ts
@@ -0,0 +1,14 @@
+import { number, string, table } from "@rocicorp/zero";
+
+export const folderTable = table("folders")
+	.columns({
+		id: number(),
+		name: string(),
+		position: string(),
+		parentId: number().optional().from("parent_id"),
+		searchSpaceId: number().from("search_space_id"),
+		createdById: string().optional().from("created_by_id"),
+		createdAt: number().from("created_at"),
+		updatedAt: number().from("updated_at"),
+	})
+	.primaryKey("id");
diff --git a/surfsense_web/zero/schema/index.ts b/surfsense_web/zero/schema/index.ts
index 0a6587e92..bba561580 100644
--- a/surfsense_web/zero/schema/index.ts
+++ b/surfsense_web/zero/schema/index.ts
@@ -1,6 +1,7 @@
 import { createBuilder, createSchema, relationships } from "@rocicorp/zero";
 import { chatCommentTable, chatSessionStateTable, newChatMessageTable } from "./chat";
 import { documentTable, searchSourceConnectorTable } from "./documents";
+import { folderTable } from "./folders";
 import { notificationTable } from "./inbox";
 
 const chatCommentRelationships = relationships(chatCommentTable, ({ one }) => ({
@@ -28,6 +29,7 @@ export const schema = createSchema({
 	tables: [
 		notificationTable,
 		documentTable,
+		folderTable,
 		searchSourceConnectorTable,
 		newChatMessageTable,
 		chatCommentTable,

From e47c786e406772f6ecd7e4a0a3759c31876f4f49 Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 02:08:36 -0700
Subject: [PATCH 066/102] feat: implement session storage for tabs state
 management and optimize tab reset logic on search space change

---
 surfsense_web/atoms/tabs/tabs.atom.ts                | 12 +++++++++++-
 .../layout/providers/LayoutDataProvider.tsx          |  9 +++++++--
 2 files changed, 18 insertions(+), 3 deletions(-)

diff --git a/surfsense_web/atoms/tabs/tabs.atom.ts b/surfsense_web/atoms/tabs/tabs.atom.ts
index da527f08d..821c8b022 100644
--- a/surfsense_web/atoms/tabs/tabs.atom.ts
+++ b/surfsense_web/atoms/tabs/tabs.atom.ts
@@ -1,4 +1,5 @@
 import { atom } from "jotai";
+import { atomWithStorage, createJSONStorage } from "jotai/utils";
 
 export type TabType = "chat" | "document";
 
@@ -32,7 +33,16 @@ const initialState: TabsState = {
 	activeTabId: "chat-new",
 };
 
-export const tabsStateAtom = atom<TabsState>(initialState);
+const sessionStorageAdapter = createJSONStorage<TabsState>(
+	() => (typeof window !== "undefined" ? sessionStorage : undefined) as Storage
+);
+
+export const tabsStateAtom = atomWithStorage<TabsState>(
+	"surfsense:tabs",
+	initialState,
+	sessionStorageAdapter,
+	{ getOnInit: true },
+);
 
 export const tabsAtom = atom((get) => get(tabsStateAtom).tabs);
 export const activeTabIdAtom = atom((get) => get(tabsStateAtom).activeTabId);
diff --git a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
index edc86e50e..7be8e7973 100644
--- a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
+++ b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
@@ -268,9 +268,14 @@ export function LayoutDataProvider({ searchSpaceId, children }: LayoutDataProvid
 	}, [pendingNewChat, params?.chat_id, router, searchSpaceId, resetCurrentThread]);
 
 	// Reset transient slide-out panels and tabs when switching search spaces.
+	// Use a ref to skip the initial mount — only reset when the space actually changes.
+	const prevSearchSpaceIdRef = useRef(searchSpaceId);
 	useEffect(() => {
-		setActiveSlideoutPanel(null);
-		resetTabs();
+		if (prevSearchSpaceIdRef.current !== searchSpaceId) {
+			prevSearchSpaceIdRef.current = searchSpaceId;
+			setActiveSlideoutPanel(null);
+			resetTabs();
+		}
 	}, [searchSpaceId, resetTabs]);
 
 	const searchSpaces: SearchSpace[] = useMemo(() => {

From 23b4f91754738172d7fa71b4eae317f81188be27 Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 02:45:48 -0700
Subject: [PATCH 067/102] refactor: update dropdown and context menu item
 labels from 'Preview' to 'Open' for consistency

---
 .../components/documents/DocumentNode.tsx        | 16 ++++++++--------
 1 file changed, 8 insertions(+), 8 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index fc50f4e8f..9aee3c4d8 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -134,10 +134,10 @@ export const DocumentNode = React.memo(function DocumentNode({
 							</Button>
 						</DropdownMenuTrigger>
 						<DropdownMenuContent align="end" className="w-44">
-							<DropdownMenuItem onClick={() => onPreview(doc)}>
-								<Eye className="mr-2 h-4 w-4" />
-								Preview
-							</DropdownMenuItem>
+						<DropdownMenuItem onClick={() => onPreview(doc)}>
+							<Eye className="mr-2 h-4 w-4" />
+							Open
+						</DropdownMenuItem>
 							{isEditable && (
 								<DropdownMenuItem onClick={() => onEdit(doc)}>
 									<Pencil className="mr-2 h-4 w-4" />
@@ -163,10 +163,10 @@ export const DocumentNode = React.memo(function DocumentNode({
 			</ContextMenuTrigger>
 
 			<ContextMenuContent className="w-44">
-				<ContextMenuItem onClick={() => onPreview(doc)}>
-					<Eye className="mr-2 h-4 w-4" />
-					Preview
-				</ContextMenuItem>
+			<ContextMenuItem onClick={() => onPreview(doc)}>
+				<Eye className="mr-2 h-4 w-4" />
+				Open
+			</ContextMenuItem>
 				{isEditable && (
 					<ContextMenuItem onClick={() => onEdit(doc)}>
 						<Pencil className="mr-2 h-4 w-4" />

From 64c913baa31767ce71cbbb1438afb0b36ec75b93 Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 03:17:05 -0700
Subject: [PATCH 068/102] chore: linting

---
 .../[search_space_id]/logs/loading.tsx        | 241 ++++++------
 .../[search_space_id]/more-pages/loading.tsx  |  12 +-
 .../new-chat/[[...chat_id]]/page.tsx          |   6 +-
 .../[search_space_id]/new-chat/loading.tsx    |  72 ++--
 .../app/dashboard/[search_space_id]/page.tsx  |   8 +-
 surfsense_web/app/error.tsx                   |   4 +-
 surfsense_web/app/global-error.tsx            |  38 +-
 surfsense_web/app/public/[token]/page.tsx     |  10 +-
 surfsense_web/atoms/documents/folder.atoms.ts |   2 +-
 surfsense_web/atoms/tabs/tabs.atom.ts         |  16 +-
 .../assistant-ui/inline-citation.tsx          |   8 +-
 .../components/assistant-ui/thread-list.tsx   |  12 +-
 .../components/auth/sign-in-button.tsx        |   9 +-
 .../components/contact/contact-form.tsx       |  15 +-
 .../documents/CreateFolderDialog.tsx          |   2 +-
 .../components/documents/DocumentNode.tsx     |  52 +--
 .../components/documents/FolderNode.tsx       |  42 ++-
 .../documents/FolderPickerDialog.tsx          |  12 +-
 .../components/documents/FolderTreeView.tsx   |  50 ++-
 .../homepage/github-stars-badge.tsx           |   2 +-
 .../components/homepage/hero-section.tsx      |   9 +-
 .../components/homepage/use-cases-grid.tsx    |   9 +
 .../layout/providers/LayoutDataProvider.tsx   |   2 +-
 .../layout/ui/shell/LayoutShell.tsx           |  12 +-
 .../layout/ui/sidebar/DocumentsSidebar.tsx    | 130 +++----
 .../layout/ui/tabs/DocumentTabContent.tsx     |  11 +-
 .../components/layout/ui/tabs/TabBar.tsx      |  21 +-
 .../settings/general-settings-manager.tsx     | 308 ++++++++-------
 .../settings/prompt-config-manager.tsx        | 350 +++++++++---------
 .../components/theme/theme-toggle.tsx         |   2 +-
 .../components/tool-ui/sandbox-execute.tsx    |   7 +-
 .../components/ui/block-draggable.tsx         |  16 +-
 surfsense_web/components/ui/equation-node.tsx |  12 +
 surfsense_web/components/ui/hero-carousel.tsx |  90 +++--
 surfsense_web/components/ui/link-toolbar.tsx  |  30 +-
 surfsense_web/components/ui/toolbar.tsx       |   8 +-
 surfsense_web/hooks/use-logs.ts               |  19 +-
 .../hooks/use-search-source-connectors.ts     |  87 +++--
 surfsense_web/i18n/request.ts                 |   2 +-
 surfsense_web/lib/apis/base-api.service.ts    |   2 +-
 .../lib/apis/documents-api.service.ts         |   2 +-
 surfsense_web/lib/apis/folders-api.service.ts |  40 +-
 surfsense_web/lib/apis/invites-api.service.ts |   6 -
 surfsense_web/lib/apis/logs-api.service.ts    |   2 -
 surfsense_web/lib/apis/members-api.service.ts |   5 -
 surfsense_web/lib/chat/streaming-state.ts     |   2 +-
 surfsense_web/next.config.ts                  |   6 +-
 47 files changed, 908 insertions(+), 895 deletions(-)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx
index 318c2836b..961ca468e 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/logs/loading.tsx
@@ -4,133 +4,130 @@ import { motion } from "motion/react";
 import { Skeleton } from "@/components/ui/skeleton";
 
 export default function Loading() {
-  return (
-    <motion.div
-      initial={{ opacity: 0, y: 20 }}
-      animate={{ opacity: 1, y: 0 }}
-      transition={{ duration: 0.3 }}
-      className="w-full px-6 py-4 space-y-6 min-h-[calc(100vh-64px)]"
-    >
-      {/* Summary Dashboard Skeleton */}
-      <motion.div
-        className="grid grid-cols-1 md:grid-cols-2 lg:grid-cols-4 gap-4"
-        initial={{ opacity: 0 }}
-        animate={{ opacity: 1 }}
-      >
-        {[...Array(4)].map((_, i) => (
-          <div key={i} className="rounded-lg border p-4">
-            <div className="flex flex-row items-center justify-between space-y-0 pb-2">
-              <Skeleton className="h-4 w-24" />
-              <Skeleton className="h-4 w-4 rounded-full" />
-            </div>
-            <div className="space-y-2">
-              <Skeleton className="h-8 w-16" />
-              <Skeleton className="h-3 w-32" />
-            </div>
-          </div>
-        ))}
-      </motion.div>
+	return (
+		<motion.div
+			initial={{ opacity: 0, y: 20 }}
+			animate={{ opacity: 1, y: 0 }}
+			transition={{ duration: 0.3 }}
+			className="w-full px-6 py-4 space-y-6 min-h-[calc(100vh-64px)]"
+		>
+			{/* Summary Dashboard Skeleton */}
+			<motion.div
+				className="grid grid-cols-1 md:grid-cols-2 lg:grid-cols-4 gap-4"
+				initial={{ opacity: 0 }}
+				animate={{ opacity: 1 }}
+			>
+				{[...Array(4)].map((_, i) => (
+					<div key={i} className="rounded-lg border p-4">
+						<div className="flex flex-row items-center justify-between space-y-0 pb-2">
+							<Skeleton className="h-4 w-24" />
+							<Skeleton className="h-4 w-4 rounded-full" />
+						</div>
+						<div className="space-y-2">
+							<Skeleton className="h-8 w-16" />
+							<Skeleton className="h-3 w-32" />
+						</div>
+					</div>
+				))}
+			</motion.div>
 
-      {/* Header Section Skeleton */}
-      <motion.div
-        className="flex items-center justify-between"
-        initial={{ opacity: 0, y: 10 }}
-        animate={{ opacity: 1, y: 0 }}
-        transition={{ delay: 0.1 }}
-      >
-        <div className="space-y-2">
-          <Skeleton className="h-8 w-48" />
-          <Skeleton className="h-4 w-64" />
-        </div>
-        <Skeleton className="h-9 w-24" />
-      </motion.div>
+			{/* Header Section Skeleton */}
+			<motion.div
+				className="flex items-center justify-between"
+				initial={{ opacity: 0, y: 10 }}
+				animate={{ opacity: 1, y: 0 }}
+				transition={{ delay: 0.1 }}
+			>
+				<div className="space-y-2">
+					<Skeleton className="h-8 w-48" />
+					<Skeleton className="h-4 w-64" />
+				</div>
+				<Skeleton className="h-9 w-24" />
+			</motion.div>
 
-      {/* Filters Skeleton */}
-      <motion.div
-        className="flex flex-wrap items-center justify-start gap-3 w-full"
-        initial={{ opacity: 0, y: 10 }}
-        animate={{ opacity: 1, y: 0 }}
-        transition={{ delay: 0.2 }}
-      >
-        <div className="flex items-center gap-3 flex-wrap w-full sm:w-auto">
-          <Skeleton className="h-9 w-full sm:w-60" />
-          <Skeleton className="h-9 w-24" />
-          <Skeleton className="h-9 w-24" />
-          <Skeleton className="h-9 w-20" />
-        </div>
-      </motion.div>
+			{/* Filters Skeleton */}
+			<motion.div
+				className="flex flex-wrap items-center justify-start gap-3 w-full"
+				initial={{ opacity: 0, y: 10 }}
+				animate={{ opacity: 1, y: 0 }}
+				transition={{ delay: 0.2 }}
+			>
+				<div className="flex items-center gap-3 flex-wrap w-full sm:w-auto">
+					<Skeleton className="h-9 w-full sm:w-60" />
+					<Skeleton className="h-9 w-24" />
+					<Skeleton className="h-9 w-24" />
+					<Skeleton className="h-9 w-20" />
+				</div>
+			</motion.div>
 
-      {/* Table Skeleton */}
-      <motion.div
-        className="rounded-md border overflow-hidden"
-        initial={{ opacity: 0, y: 20 }}
-        animate={{ opacity: 1, y: 0 }}
-        transition={{ delay: 0.3 }}
-      >
-        {/* Table Header */}
-        <div className="border-b bg-muted/50 px-4 py-3 flex items-center gap-4">
-          <Skeleton className="h-4 w-4" />
-          <Skeleton className="h-4 w-16" />
-          <Skeleton className="h-4 w-20" />
-          <Skeleton className="h-4 w-24" />
-          <Skeleton className="h-4 flex-1" />
-          <Skeleton className="h-4 w-24" />
-          <Skeleton className="h-4 w-8" />
-        </div>
+			{/* Table Skeleton */}
+			<motion.div
+				className="rounded-md border overflow-hidden"
+				initial={{ opacity: 0, y: 20 }}
+				animate={{ opacity: 1, y: 0 }}
+				transition={{ delay: 0.3 }}
+			>
+				{/* Table Header */}
+				<div className="border-b bg-muted/50 px-4 py-3 flex items-center gap-4">
+					<Skeleton className="h-4 w-4" />
+					<Skeleton className="h-4 w-16" />
+					<Skeleton className="h-4 w-20" />
+					<Skeleton className="h-4 w-24" />
+					<Skeleton className="h-4 flex-1" />
+					<Skeleton className="h-4 w-24" />
+					<Skeleton className="h-4 w-8" />
+				</div>
 
-        {/* Table Rows */}
-        {[...Array(6)].map((_, i) => (
-          <div
-            key={i}
-            className="border-b px-4 py-3 flex items-center gap-4 hover:bg-muted/50"
-          >
-            <Skeleton className="h-4 w-4" />
-            <Skeleton className="h-6 w-12 rounded-full" />
-            <Skeleton className="h-6 w-16 rounded-full" />
-            <div className="flex items-center gap-2">
-              <Skeleton className="h-4 w-4" />
-              <Skeleton className="h-4 w-20" />
-            </div>
-            <div className="flex-1 space-y-1">
-              <Skeleton className="h-4 w-32" />
-              <Skeleton className="h-3 w-48" />
-            </div>
-            <div className="space-y-1">
-              <Skeleton className="h-3 w-24" />
-              <Skeleton className="h-3 w-20" />
-            </div>
-            <Skeleton className="h-8 w-8" />
-          </div>
-        ))}
-      </motion.div>
+				{/* Table Rows */}
+				{[...Array(6)].map((_, i) => (
+					<div key={i} className="border-b px-4 py-3 flex items-center gap-4 hover:bg-muted/50">
+						<Skeleton className="h-4 w-4" />
+						<Skeleton className="h-6 w-12 rounded-full" />
+						<Skeleton className="h-6 w-16 rounded-full" />
+						<div className="flex items-center gap-2">
+							<Skeleton className="h-4 w-4" />
+							<Skeleton className="h-4 w-20" />
+						</div>
+						<div className="flex-1 space-y-1">
+							<Skeleton className="h-4 w-32" />
+							<Skeleton className="h-3 w-48" />
+						</div>
+						<div className="space-y-1">
+							<Skeleton className="h-3 w-24" />
+							<Skeleton className="h-3 w-20" />
+						</div>
+						<Skeleton className="h-8 w-8" />
+					</div>
+				))}
+			</motion.div>
 
-      {/* Pagination Skeleton */}
-      <div className="flex items-center justify-between gap-8 mt-4">
-        <motion.div
-          className="flex items-center gap-3"
-          initial={{ opacity: 0, x: -20 }}
-          animate={{ opacity: 1, x: 0 }}
-        >
-          <Skeleton className="h-4 w-20 max-sm:sr-only" />
-          <Skeleton className="h-9 w-16" />
-        </motion.div>
+			{/* Pagination Skeleton */}
+			<div className="flex items-center justify-between gap-8 mt-4">
+				<motion.div
+					className="flex items-center gap-3"
+					initial={{ opacity: 0, x: -20 }}
+					animate={{ opacity: 1, x: 0 }}
+				>
+					<Skeleton className="h-4 w-20 max-sm:sr-only" />
+					<Skeleton className="h-9 w-16" />
+				</motion.div>
 
-        <motion.div
-          className="flex grow justify-end"
-          initial={{ opacity: 0 }}
-          animate={{ opacity: 1 }}
-          transition={{ delay: 0.2 }}
-        >
-          <Skeleton className="h-4 w-40" />
-        </motion.div>
+				<motion.div
+					className="flex grow justify-end"
+					initial={{ opacity: 0 }}
+					animate={{ opacity: 1 }}
+					transition={{ delay: 0.2 }}
+				>
+					<Skeleton className="h-4 w-40" />
+				</motion.div>
 
-        <div className="flex items-center gap-2">
-          <Skeleton className="h-9 w-9" />
-          <Skeleton className="h-9 w-9" />
-          <Skeleton className="h-9 w-9" />
-          <Skeleton className="h-9 w-9" />
-        </div>
-      </div>
-    </motion.div>
-  );
+				<div className="flex items-center gap-2">
+					<Skeleton className="h-9 w-9" />
+					<Skeleton className="h-9 w-9" />
+					<Skeleton className="h-9 w-9" />
+					<Skeleton className="h-9 w-9" />
+				</div>
+			</div>
+		</motion.div>
+	);
 }
diff --git a/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx
index 9a0c45f3f..ccb3b35e3 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/more-pages/loading.tsx
@@ -1,10 +1,10 @@
 import { Skeleton } from "@/components/ui/skeleton";
 
 export default function Loading() {
-  return (
-    <div className="flex flex-1 flex-col items-center justify-center gap-4 p-4">
-      <Skeleton className="h-4 w-64" />
-      <Skeleton className="h-32 w-full max-w-2xl rounded-xl" />
-    </div>
-  );
+	return (
+		<div className="flex flex-1 flex-col items-center justify-center gap-4 p-4">
+			<Skeleton className="h-4 w-64" />
+			<Skeleton className="h-32 w-full max-w-2xl rounded-xl" />
+		</div>
+	);
 }
diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
index 4c04de724..e173cfdf2 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
@@ -1527,9 +1527,7 @@ export default function NewChatPage() {
 
 	// Show loading state only when loading an existing thread
 	if (isInitializing) {
-		return (
-			<Loading />
-		);
+		return <Loading />;
 	}
 
 	// Show error state only if we tried to load an existing thread but failed
@@ -1565,4 +1563,4 @@ export default function NewChatPage() {
 			</div>
 		</AssistantRuntimeProvider>
 	);
-}
\ No newline at end of file
+}
diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
index 1f47fb95a..3e390983b 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
@@ -1,45 +1,45 @@
 import { Skeleton } from "@/components/ui/skeleton";
 
 export default function Loading() {
-  return (
-    <div className="flex h-[calc(100dvh-64px)] flex-col bg-main-panel px-4">
-      <div className="mx-auto w-full max-w-[44rem] flex flex-1 flex-col gap-6 py-8">
-        {/* User message */}
-        <div className="flex justify-end">
-          <Skeleton className="h-12 w-56 rounded-2xl" />
-        </div>
+	return (
+		<div className="flex h-[calc(100dvh-64px)] flex-col bg-main-panel px-4">
+			<div className="mx-auto w-full max-w-[44rem] flex flex-1 flex-col gap-6 py-8">
+				{/* User message */}
+				<div className="flex justify-end">
+					<Skeleton className="h-12 w-56 rounded-2xl" />
+				</div>
 
-        {/* Assistant message */}
-        <div className="flex flex-col gap-2">
-          <Skeleton className="h-4 w-full" />
-          <Skeleton className="h-4 w-[85%]" />
-          <Skeleton className="h-18 w-[40%]" />
-        </div>
+				{/* Assistant message */}
+				<div className="flex flex-col gap-2">
+					<Skeleton className="h-4 w-full" />
+					<Skeleton className="h-4 w-[85%]" />
+					<Skeleton className="h-18 w-[40%]" />
+				</div>
 
-        {/* User message */}
-        <div className="flex gap-2 justify-end">
-          <Skeleton className="h-12 w-72 rounded-2xl" />
-        </div>
+				{/* User message */}
+				<div className="flex gap-2 justify-end">
+					<Skeleton className="h-12 w-72 rounded-2xl" />
+				</div>
 
-        {/* Assistant message */}
-        <div className="flex flex-col gap-2">
-          <Skeleton className="h-10 w-[30%]" />
-          <Skeleton className="h-4 w-[90%]" />
-          <Skeleton className="h-6 w-[60%]" />
-        </div>
+				{/* Assistant message */}
+				<div className="flex flex-col gap-2">
+					<Skeleton className="h-10 w-[30%]" />
+					<Skeleton className="h-4 w-[90%]" />
+					<Skeleton className="h-6 w-[60%]" />
+				</div>
 
-        {/* User message */}
-        <div className="flex gap-2 justify-end">
-          <Skeleton className="h-12 w-96 rounded-2xl" />
-        </div>
-      </div>
+				{/* User message */}
+				<div className="flex gap-2 justify-end">
+					<Skeleton className="h-12 w-96 rounded-2xl" />
+				</div>
+			</div>
 
-      {/* Input bar */}
-      <div className="sticky bottom-0 pb-6 bg-main-panel">
-        <div className="mx-auto w-full max-w-[44rem]">
-          <Skeleton className="h-24 w-full rounded-2xl" />
-        </div>
-      </div>
-    </div>
-  );
+			{/* Input bar */}
+			<div className="sticky bottom-0 pb-6 bg-main-panel">
+				<div className="mx-auto w-full max-w-[44rem]">
+					<Skeleton className="h-24 w-full rounded-2xl" />
+				</div>
+			</div>
+		</div>
+	);
 }
diff --git a/surfsense_web/app/dashboard/[search_space_id]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/page.tsx
index 516d7610b..69aa47bc3 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/page.tsx
@@ -1,10 +1,10 @@
 import { redirect } from "next/navigation";
 
 export default async function SearchSpaceDashboardPage({
-  params,
+	params,
 }: {
-  params: Promise<{ search_space_id: string }>;
+	params: Promise<{ search_space_id: string }>;
 }) {
-  const { search_space_id } = await params;
-  redirect(`/dashboard/${search_space_id}/new-chat`);
+	const { search_space_id } = await params;
+	redirect(`/dashboard/${search_space_id}/new-chat`);
 }
diff --git a/surfsense_web/app/error.tsx b/surfsense_web/app/error.tsx
index d9244fc7c..7bbd74e0e 100644
--- a/surfsense_web/app/error.tsx
+++ b/surfsense_web/app/error.tsx
@@ -3,11 +3,11 @@
 import posthog from "posthog-js";
 import { useEffect } from "react";
 
-export default function Error({
+export default function ErrorPage({
 	error,
 	reset,
 }: {
-	error: Error & { digest?: string };
+	error: globalThis.Error & { digest?: string };
 	reset: () => void;
 }) {
 	useEffect(() => {
diff --git a/surfsense_web/app/global-error.tsx b/surfsense_web/app/global-error.tsx
index 6707d8dea..dc4763c1e 100644
--- a/surfsense_web/app/global-error.tsx
+++ b/surfsense_web/app/global-error.tsx
@@ -6,27 +6,25 @@ import { useEffect } from "react";
 import { Button } from "@/components/ui/button";
 
 export default function GlobalError({
-  error,
-  reset,
+	error,
+	reset,
 }: {
-  error: Error & { digest?: string };
-  reset: () => void;
+	error: Error & { digest?: string };
+	reset: () => void;
 }) {
-  useEffect(() => {
-    posthog.captureException(error);
-  }, [error]);
+	useEffect(() => {
+		posthog.captureException(error);
+	}, [error]);
 
-  return (
-    <html lang="en">
-      <body>
-        <div className="flex min-h-screen flex-col items-center justify-center gap-4 p-4">
-          <h2 className="text-xl font-semibold">Something went wrong</h2>
-          <p className="text-sm text-muted-foreground">
-            An unexpected error occurred.
-          </p>
-          <Button onClick={reset}>Try again</Button>
-        </div>
-      </body>
-    </html>
-  );
+	return (
+		<html lang="en">
+			<body>
+				<div className="flex min-h-screen flex-col items-center justify-center gap-4 p-4">
+					<h2 className="text-xl font-semibold">Something went wrong</h2>
+					<p className="text-sm text-muted-foreground">An unexpected error occurred.</p>
+					<Button onClick={reset}>Try again</Button>
+				</div>
+			</body>
+		</html>
+	);
 }
diff --git a/surfsense_web/app/public/[token]/page.tsx b/surfsense_web/app/public/[token]/page.tsx
index 10cd19732..ce8dc94dd 100644
--- a/surfsense_web/app/public/[token]/page.tsx
+++ b/surfsense_web/app/public/[token]/page.tsx
@@ -1,11 +1,7 @@
 import { PublicChatView } from "@/components/public-chat/public-chat-view";
 
-export default async function PublicChatPage({
-  params,
-}: {
-  params: Promise<{ token: string }>;
-}) {
-  const { token } = await params;
+export default async function PublicChatPage({ params }: { params: Promise<{ token: string }> }) {
+	const { token } = await params;
 
-  return <PublicChatView shareToken={token} />;
+	return <PublicChatView shareToken={token} />;
 }
diff --git a/surfsense_web/atoms/documents/folder.atoms.ts b/surfsense_web/atoms/documents/folder.atoms.ts
index 86479f564..fe7d556eb 100644
--- a/surfsense_web/atoms/documents/folder.atoms.ts
+++ b/surfsense_web/atoms/documents/folder.atoms.ts
@@ -9,7 +9,7 @@ import { atomWithStorage } from "jotai/utils";
  */
 export const expandedFolderIdsAtom = atomWithStorage<Record<number, number[]>>(
 	"surfsense:expandedFolderIds",
-	{},
+	{}
 );
 
 /**
diff --git a/surfsense_web/atoms/tabs/tabs.atom.ts b/surfsense_web/atoms/tabs/tabs.atom.ts
index 821c8b022..7ba115a95 100644
--- a/surfsense_web/atoms/tabs/tabs.atom.ts
+++ b/surfsense_web/atoms/tabs/tabs.atom.ts
@@ -41,7 +41,7 @@ export const tabsStateAtom = atomWithStorage<TabsState>(
 	"surfsense:tabs",
 	initialState,
 	sessionStorageAdapter,
-	{ getOnInit: true },
+	{ getOnInit: true }
 );
 
 export const tabsAtom = atom((get) => get(tabsStateAtom).tabs);
@@ -69,11 +69,7 @@ export const syncChatTabAtom = atom(
 	(
 		get,
 		set,
-		{
-			chatId,
-			title,
-			chatUrl,
-		}: { chatId: number | null; title?: string; chatUrl?: string }
+		{ chatId, title, chatUrl }: { chatId: number | null; title?: string; chatUrl?: string }
 	) => {
 		const state = get(tabsStateAtom);
 		const tabId = makeChatTabId(chatId);
@@ -84,9 +80,7 @@ export const syncChatTabAtom = atom(
 				...state,
 				activeTabId: tabId,
 				tabs: state.tabs.map((t) =>
-					t.id === tabId
-						? { ...t, title: title || t.title, chatUrl: chatUrl || t.chatUrl }
-						: t
+					t.id === tabId ? { ...t, title: title || t.title, chatUrl: chatUrl || t.chatUrl } : t
 				),
 			});
 			return;
@@ -161,9 +155,7 @@ export const openDocumentTabAtom = atom(
 			set(tabsStateAtom, {
 				...state,
 				activeTabId: tabId,
-				tabs: state.tabs.map((t) =>
-					t.id === tabId ? { ...t, title: title || t.title } : t
-				),
+				tabs: state.tabs.map((t) => (t.id === tabId ? { ...t, title: title || t.title } : t)),
 			});
 			return;
 		}
diff --git a/surfsense_web/components/assistant-ui/inline-citation.tsx b/surfsense_web/components/assistant-ui/inline-citation.tsx
index af3edc760..1c9fa6ba4 100644
--- a/surfsense_web/components/assistant-ui/inline-citation.tsx
+++ b/surfsense_web/components/assistant-ui/inline-citation.tsx
@@ -28,16 +28,14 @@ export const InlineCitation: FC<InlineCitationProps> = ({ chunkId, isDocsChunk =
 			url=""
 			isDocsChunk={isDocsChunk}
 		>
-			<span
+			<button
+				type="button"
 				onClick={() => setIsOpen(true)}
-				onKeyDown={(e) => e.key === "Enter" && setIsOpen(true)}
 				className="text-[10px] font-bold bg-primary/80 hover:bg-primary text-primary-foreground rounded-full min-w-4 h-4 px-1 inline-flex items-center justify-center align-super cursor-pointer transition-colors ml-0.5"
 				title={`View source chunk #${chunkId}`}
-				role="button"
-				tabIndex={0}
 			>
 				{chunkId}
-			</span>
+			</button>
 		</SourceDetailPanel>
 	);
 };
diff --git a/surfsense_web/components/assistant-ui/thread-list.tsx b/surfsense_web/components/assistant-ui/thread-list.tsx
index c79c9d1bc..db7704470 100644
--- a/surfsense_web/components/assistant-ui/thread-list.tsx
+++ b/surfsense_web/components/assistant-ui/thread-list.tsx
@@ -225,17 +225,13 @@ function ThreadListItemComponent({
 	onDelete,
 }: ThreadListItemComponentProps) {
 	return (
-		<div
+		<button
+			type="button"
 			className={cn(
-				"group flex items-center gap-2 rounded-lg px-3 py-2 transition-colors cursor-pointer",
+				"group flex w-full items-center gap-2 rounded-lg px-3 py-2 transition-colors cursor-pointer text-left",
 				isActive ? "bg-accent text-accent-foreground" : "hover:bg-muted/50"
 			)}
 			onClick={onClick}
-			onKeyDown={(e) => {
-				if (e.key === "Enter" || e.key === " ") onClick();
-			}}
-			role="button"
-			tabIndex={0}
 		>
 			<MessageSquareIcon className="size-4 shrink-0 text-muted-foreground" />
 			<div className="flex-1 min-w-0">
@@ -274,7 +270,7 @@ function ThreadListItemComponent({
 					</DropdownMenuItem>
 				</DropdownMenuContent>
 			</DropdownMenu>
-		</div>
+		</button>
 	);
 }
 
diff --git a/surfsense_web/components/auth/sign-in-button.tsx b/surfsense_web/components/auth/sign-in-button.tsx
index d45f8b410..dd5893deb 100644
--- a/surfsense_web/components/auth/sign-in-button.tsx
+++ b/surfsense_web/components/auth/sign-in-button.tsx
@@ -8,7 +8,14 @@ import { cn } from "@/lib/utils";
 
 // Official Google "G" logo with brand colors
 const GoogleLogo = ({ className }: { className?: string }) => (
-	<svg className={className} viewBox="0 0 24 24" xmlns="http://www.w3.org/2000/svg">
+	<svg
+		className={className}
+		viewBox="0 0 24 24"
+		xmlns="http://www.w3.org/2000/svg"
+		role="img"
+		aria-label="Google logo"
+	>
+		<title>Google logo</title>
 		<path
 			d="M22.56 12.25c0-.78-.07-1.53-.2-2.25H12v4.26h5.92c-.26 1.37-1.04 2.53-2.21 3.31v2.77h3.57c2.08-1.92 3.28-4.74 3.28-8.09z"
 			fill="#4285F4"
diff --git a/surfsense_web/components/contact/contact-form.tsx b/surfsense_web/components/contact/contact-form.tsx
index 03e4118de..2f934a019 100644
--- a/surfsense_web/components/contact/contact-form.tsx
+++ b/surfsense_web/components/contact/contact-form.tsx
@@ -185,7 +185,20 @@ export const Grid = ({ pattern, size }: { pattern?: [number, number][]; size?: n
 	);
 };
 
-export function GridPattern({ width, height, x, y, squares, ...props }: React.ComponentProps<"svg"> & { width: number; height: number; x: string | number; y: string | number; squares?: [number, number][] }) {
+export function GridPattern({
+	width,
+	height,
+	x,
+	y,
+	squares,
+	...props
+}: React.ComponentProps<"svg"> & {
+	width: number;
+	height: number;
+	x: string | number;
+	y: string | number;
+	squares?: [number, number][];
+}) {
 	const patternId = useId();
 
 	return (
diff --git a/surfsense_web/components/documents/CreateFolderDialog.tsx b/surfsense_web/components/documents/CreateFolderDialog.tsx
index b424e92b9..992c5d24c 100644
--- a/surfsense_web/components/documents/CreateFolderDialog.tsx
+++ b/surfsense_web/components/documents/CreateFolderDialog.tsx
@@ -45,7 +45,7 @@ export function CreateFolderDialog({
 			onConfirm(trimmed);
 			onOpenChange(false);
 		},
-		[name, onConfirm, onOpenChange],
+		[name, onConfirm, onOpenChange]
 	);
 
 	const isSubfolder = !!parentFolderName;
diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 9aee3c4d8..4c156d830 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,14 +1,9 @@
 "use client";
 
-import {
-	Eye,
-	MoreHorizontal,
-	Move,
-	Pencil,
-	Trash2,
-} from "lucide-react";
-import React, { useCallback, useRef } from "react";
+import { Eye, MoreHorizontal, Move, Pencil, Trash2 } from "lucide-react";
+import React, { useCallback } from "react";
 import { useDrag } from "react-dnd";
+import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
 import { Button } from "@/components/ui/button";
 import { Checkbox } from "@/components/ui/checkbox";
 import {
@@ -25,7 +20,6 @@ import {
 	DropdownMenuSeparator,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
-import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { cn } from "@/lib/utils";
 import { DND_TYPES } from "./FolderNode";
@@ -62,9 +56,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 	const statusState = doc.status?.state ?? "ready";
 	const isSelectable = statusState !== "pending" && statusState !== "processing";
 	const isEditable =
-		doc.document_type === "NOTE" &&
-		statusState !== "pending" &&
-		statusState !== "processing";
+		doc.document_type === "NOTE" && statusState !== "pending" && statusState !== "processing";
 
 	const handleCheckChange = useCallback(() => {
 		if (isSelectable) {
@@ -78,7 +70,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 			item: { id: doc.id },
 			collect: (monitor) => ({ isDragging: monitor.isDragging() }),
 		}),
-		[doc.id],
+		[doc.id]
 	);
 
 	const isProcessing = statusState === "pending" || statusState === "processing";
@@ -86,15 +78,24 @@ export const DocumentNode = React.memo(function DocumentNode({
 	return (
 		<ContextMenu>
 			<ContextMenuTrigger asChild>
+				{/* biome-ignore lint/a11y/useSemanticElements: div required for drag ref */}
 				<div
 					ref={drag}
+					role="button"
+					tabIndex={0}
 					className={cn(
 						"group flex h-8 items-center gap-1.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
 						isMentioned && "bg-accent/30",
-						isDragging && "opacity-40",
+						isDragging && "opacity-40"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={handleCheckChange}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							handleCheckChange();
+						}
+					}}
 				>
 					{isSelectable ? (
 						<Checkbox
@@ -110,7 +111,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 									"h-2 w-2 rounded-full",
 									statusState === "processing" && "animate-pulse bg-amber-500",
 									statusState === "pending" && "bg-muted-foreground/40",
-									statusState === "failed" && "bg-destructive",
+									statusState === "failed" && "bg-destructive"
 								)}
 							/>
 						</span>
@@ -119,7 +120,10 @@ export const DocumentNode = React.memo(function DocumentNode({
 					<span className="flex-1 min-w-0 truncate">{doc.title}</span>
 
 					<span className="shrink-0">
-						{getDocumentTypeIcon(doc.document_type as DocumentTypeEnum, "h-3.5 w-3.5 text-muted-foreground")}
+						{getDocumentTypeIcon(
+							doc.document_type as DocumentTypeEnum,
+							"h-3.5 w-3.5 text-muted-foreground"
+						)}
 					</span>
 
 					<DropdownMenu>
@@ -134,10 +138,10 @@ export const DocumentNode = React.memo(function DocumentNode({
 							</Button>
 						</DropdownMenuTrigger>
 						<DropdownMenuContent align="end" className="w-44">
-						<DropdownMenuItem onClick={() => onPreview(doc)}>
-							<Eye className="mr-2 h-4 w-4" />
-							Open
-						</DropdownMenuItem>
+							<DropdownMenuItem onClick={() => onPreview(doc)}>
+								<Eye className="mr-2 h-4 w-4" />
+								Open
+							</DropdownMenuItem>
 							{isEditable && (
 								<DropdownMenuItem onClick={() => onEdit(doc)}>
 									<Pencil className="mr-2 h-4 w-4" />
@@ -163,10 +167,10 @@ export const DocumentNode = React.memo(function DocumentNode({
 			</ContextMenuTrigger>
 
 			<ContextMenuContent className="w-44">
-			<ContextMenuItem onClick={() => onPreview(doc)}>
-				<Eye className="mr-2 h-4 w-4" />
-				Open
-			</ContextMenuItem>
+				<ContextMenuItem onClick={() => onPreview(doc)}>
+					<Eye className="mr-2 h-4 w-4" />
+					Open
+				</ContextMenuItem>
 				{isEditable && (
 					<ContextMenuItem onClick={() => onEdit(doc)}>
 						<Pencil className="mr-2 h-4 w-4" />
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index 2f3ab5ad5..03dad83e7 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -58,13 +58,20 @@ interface FolderNodeProps {
 	onDelete: (folder: FolderDisplay) => void;
 	onMove: (folder: FolderDisplay) => void;
 	onCreateSubfolder: (parentId: number) => void;
-	onDropIntoFolder?: (itemType: "folder" | "document", itemId: number, targetFolderId: number) => void;
+	onDropIntoFolder?: (
+		itemType: "folder" | "document",
+		itemId: number,
+		targetFolderId: number
+	) => void;
 	onReorderFolder?: (folderId: number, beforePos: string | null, afterPos: string | null) => void;
 	siblingPositions?: { before: string | null; after: string | null };
 	disabledDropIds?: Set<number>;
 }
 
-function getDropZone(monitor: { getClientOffset: () => { y: number } | null }, element: HTMLElement): DropZone {
+function getDropZone(
+	monitor: { getClientOffset: () => { y: number } | null },
+	element: HTMLElement
+): DropZone {
 	const offset = monitor.getClientOffset();
 	if (!offset) return "middle";
 	const rect = element.getBoundingClientRect();
@@ -104,7 +111,7 @@ export const FolderNode = React.memo(function FolderNode({
 			item: { id: folder.id, position: folder.position, parentId: folder.parentId },
 			collect: (monitor) => ({ isDragging: monitor.isDragging() }),
 		}),
-		[folder.id, folder.position, folder.parentId],
+		[folder.id, folder.position, folder.parentId]
 	);
 
 	const [{ isOver, canDrop }, drop] = useDrop(
@@ -147,7 +154,14 @@ export const FolderNode = React.memo(function FolderNode({
 				canDrop: monitor.canDrop(),
 			}),
 		}),
-		[folder.id, folder.position, disabledDropIds, onDropIntoFolder, onReorderFolder, siblingPositions],
+		[
+			folder.id,
+			folder.position,
+			disabledDropIds,
+			onDropIntoFolder,
+			onReorderFolder,
+			siblingPositions,
+		]
 	);
 
 	useEffect(() => {
@@ -159,7 +173,7 @@ export const FolderNode = React.memo(function FolderNode({
 			rowRef.current = node;
 			drag(drop(node));
 		},
-		[drag, drop],
+		[drag, drop]
 	);
 
 	useEffect(() => {
@@ -188,7 +202,7 @@ export const FolderNode = React.memo(function FolderNode({
 				onCancelRename();
 			}
 		},
-		[handleRenameSubmit, folder.name, onCancelRename],
+		[handleRenameSubmit, folder.name, onCancelRename]
 	);
 
 	const startRename = useCallback(() => {
@@ -201,8 +215,11 @@ export const FolderNode = React.memo(function FolderNode({
 	return (
 		<ContextMenu>
 			<ContextMenuTrigger asChild disabled={isRenaming}>
+				{/* biome-ignore lint/a11y/useSemanticElements: div required for drag/drop refs */}
 				<div
 					ref={attachRef}
+					role="button"
+					tabIndex={0}
 					className={cn(
 						"group relative flex h-8 items-center gap-1 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
 						isExpanded && "font-medium",
@@ -210,10 +227,16 @@ export const FolderNode = React.memo(function FolderNode({
 						isOver && canDrop && dropZone === "middle" && "bg-accent ring-1 ring-primary/40",
 						isOver && canDrop && dropZone === "top" && "border-t-2 border-primary",
 						isOver && canDrop && dropZone === "bottom" && "border-b-2 border-primary",
-						isOver && !canDrop && "cursor-not-allowed",
+						isOver && !canDrop && "cursor-not-allowed"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={() => onToggleExpand(folder.id)}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							onToggleExpand(folder.id);
+						}
+					}}
 					onDoubleClick={(e) => {
 						e.stopPropagation();
 						startRename();
@@ -322,7 +345,10 @@ export const FolderNode = React.memo(function FolderNode({
 						Move to...
 					</ContextMenuItem>
 					<ContextMenuSeparator />
-					<ContextMenuItem className="text-destructive focus:text-destructive" onClick={() => onDelete(folder)}>
+					<ContextMenuItem
+						className="text-destructive focus:text-destructive"
+						onClick={() => onDelete(folder)}
+					>
 						<Trash2 className="mr-2 h-4 w-4" />
 						Delete
 					</ContextMenuItem>
diff --git a/surfsense_web/components/documents/FolderPickerDialog.tsx b/surfsense_web/components/documents/FolderPickerDialog.tsx
index 26c7c6442..366db1eb9 100644
--- a/surfsense_web/components/documents/FolderPickerDialog.tsx
+++ b/surfsense_web/components/documents/FolderPickerDialog.tsx
@@ -47,7 +47,8 @@ export function FolderPickerDialog({
 		const map: Record<string, FolderDisplay[]> = {};
 		for (const f of folders) {
 			const key = f.parentId ?? "root";
-			(map[key] ??= []).push(f);
+			if (!map[key]) map[key] = [];
+			map[key].push(f);
 		}
 		return map;
 	}, [folders]);
@@ -88,7 +89,7 @@ export function FolderPickerDialog({
 						"flex w-full items-center gap-1.5 rounded-md px-2 py-1.5 text-sm transition-colors",
 						isSelected && "bg-accent text-accent-foreground",
 						!isSelected && !isDisabled && "hover:bg-accent/50",
-						isDisabled && "cursor-not-allowed opacity-40",
+						isDisabled && "cursor-not-allowed opacity-40"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 8}px` }}
 					onClick={() => {
@@ -96,7 +97,8 @@ export function FolderPickerDialog({
 					}}
 				>
 					{hasChildren ? (
-						<span
+						<button
+							type="button"
 							className="flex h-4 w-4 shrink-0 items-center justify-center"
 							onClick={(e) => {
 								e.stopPropagation();
@@ -108,7 +110,7 @@ export function FolderPickerDialog({
 							) : (
 								<ChevronRight className="h-3.5 w-3.5" />
 							)}
-						</span>
+						</button>
 					) : (
 						<span className="h-4 w-4 shrink-0" />
 					)}
@@ -134,7 +136,7 @@ export function FolderPickerDialog({
 						className={cn(
 							"flex w-full items-center gap-1.5 rounded-md px-2 py-1.5 text-sm transition-colors",
 							selectedId === null && "bg-accent text-accent-foreground",
-							selectedId !== null && "hover:bg-accent/50",
+							selectedId !== null && "hover:bg-accent/50"
 						)}
 						onClick={() => setSelectedId(null)}
 					>
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index 9d952433e..ca64ab1e0 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -8,7 +8,7 @@ import { HTML5Backend } from "react-dnd-html5-backend";
 import { renamingFolderIdAtom } from "@/atoms/documents/folder.atoms";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { DocumentNode, type DocumentNodeDoc } from "./DocumentNode";
-import { FolderNode, type FolderDisplay } from "./FolderNode";
+import { type FolderDisplay, FolderNode } from "./FolderNode";
 
 interface FolderTreeViewProps {
 	folders: FolderDisplay[];
@@ -16,7 +16,10 @@ interface FolderTreeViewProps {
 	expandedIds: Set<number>;
 	onToggleExpand: (folderId: number) => void;
 	mentionedDocIds: Set<number>;
-	onToggleChatMention: (doc: { id: number; title: string; document_type: string }, isMentioned: boolean) => void;
+	onToggleChatMention: (
+		doc: { id: number; title: string; document_type: string },
+		isMentioned: boolean
+	) => void;
 	onRenameFolder: (folder: FolderDisplay, newName: string) => void;
 	onDeleteFolder: (folder: FolderDisplay) => void;
 	onMoveFolder: (folder: FolderDisplay) => void;
@@ -26,7 +29,11 @@ interface FolderTreeViewProps {
 	onDeleteDocument: (doc: DocumentNodeDoc) => void;
 	onMoveDocument: (doc: DocumentNodeDoc) => void;
 	activeTypes: DocumentTypeEnum[];
-	onDropIntoFolder?: (itemType: "folder" | "document", itemId: number, targetFolderId: number | null) => void;
+	onDropIntoFolder?: (
+		itemType: "folder" | "document",
+		itemId: number,
+		targetFolderId: number | null
+	) => void;
 	onReorderFolder?: (folderId: number, beforePos: string | null, afterPos: string | null) => void;
 }
 
@@ -34,7 +41,8 @@ function groupBy<T>(items: T[], keyFn: (item: T) => string | number): Record<str
 	const result: Record<string | number, T[]> = {};
 	for (const item of items) {
 		const key = keyFn(item);
-		(result[key] ??= []).push(item);
+		if (!result[key]) result[key] = [];
+		result[key].push(item);
 	}
 	return result;
 }
@@ -58,15 +66,9 @@ export function FolderTreeView({
 	onDropIntoFolder,
 	onReorderFolder,
 }: FolderTreeViewProps) {
-	const foldersByParent = useMemo(
-		() => groupBy(folders, (f) => f.parentId ?? "root"),
-		[folders],
-	);
+	const foldersByParent = useMemo(() => groupBy(folders, (f) => f.parentId ?? "root"), [folders]);
 
-	const docsByFolder = useMemo(
-		() => groupBy(documents, (d) => d.folderId ?? "root"),
-		[documents],
-	);
+	const docsByFolder = useMemo(() => groupBy(documents, (d) => d.folderId ?? "root"), [documents]);
 
 	const folderChildCounts = useMemo(() => {
 		const counts: Record<number, number> = {};
@@ -82,12 +84,9 @@ export function FolderTreeView({
 	const [renamingFolderId, setRenamingFolderId] = useAtom(renamingFolderIdAtom);
 	const handleStartRename = useCallback(
 		(folderId: number) => setRenamingFolderId(folderId),
-		[setRenamingFolderId],
-	);
-	const handleCancelRename = useCallback(
-		() => setRenamingFolderId(null),
-		[setRenamingFolderId],
+		[setRenamingFolderId]
 	);
+	const handleCancelRename = useCallback(() => setRenamingFolderId(null), [setRenamingFolderId]);
 
 	const hasDescendantMatch = useMemo(() => {
 		if (activeTypes.length === 0) return null;
@@ -96,7 +95,7 @@ export function FolderTreeView({
 		function check(folderId: number): boolean {
 			if (match[folderId] !== undefined) return match[folderId];
 			const childDocs = (docsByFolder[folderId] ?? []).some((d) =>
-				activeTypes.includes(d.document_type as DocumentTypeEnum),
+				activeTypes.includes(d.document_type as DocumentTypeEnum)
 			);
 			if (childDocs) {
 				match[folderId] = true;
@@ -127,10 +126,9 @@ export function FolderTreeView({
 		const visibleFolders = hasDescendantMatch
 			? childFolders.filter((f) => hasDescendantMatch[f.id])
 			: childFolders;
-		const childDocs = (docsByFolder[key] ?? [])
-			.filter(
-				(d) => activeTypes.length === 0 || activeTypes.includes(d.document_type as DocumentTypeEnum),
-			);
+		const childDocs = (docsByFolder[key] ?? []).filter(
+			(d) => activeTypes.length === 0 || activeTypes.includes(d.document_type as DocumentTypeEnum)
+		);
 
 		const nodes: React.ReactNode[] = [];
 
@@ -159,7 +157,7 @@ export function FolderTreeView({
 					onDropIntoFolder={onDropIntoFolder}
 					onReorderFolder={onReorderFolder}
 					siblingPositions={siblingPositions}
-				/>,
+				/>
 			);
 
 			if (expandedIds.has(f.id)) {
@@ -179,7 +177,7 @@ export function FolderTreeView({
 					onEdit={onEditDocument}
 					onDelete={onDeleteDocument}
 					onMove={onMoveDocument}
-				/>,
+				/>
 			);
 		}
 
@@ -208,9 +206,7 @@ export function FolderTreeView({
 
 	return (
 		<DndProvider backend={HTML5Backend}>
-			<div className="flex-1 min-h-0 overflow-y-auto px-2 py-1">
-				{treeNodes}
-			</div>
+			<div className="flex-1 min-h-0 overflow-y-auto px-2 py-1">{treeNodes}</div>
 		</DndProvider>
 	);
 }
diff --git a/surfsense_web/components/homepage/github-stars-badge.tsx b/surfsense_web/components/homepage/github-stars-badge.tsx
index feee8ee33..da449635e 100644
--- a/surfsense_web/components/homepage/github-stars-badge.tsx
+++ b/surfsense_web/components/homepage/github-stars-badge.tsx
@@ -3,8 +3,8 @@
 import { IconBrandGithub } from "@tabler/icons-react";
 import { motion, useMotionValue, useSpring } from "motion/react";
 import * as React from "react";
-import { cn } from "@/lib/utils";
 import { Skeleton } from "@/components/ui/skeleton";
+import { cn } from "@/lib/utils";
 
 // ---------------------------------------------------------------------------
 // Per-digit scrolling wheel
diff --git a/surfsense_web/components/homepage/hero-section.tsx b/surfsense_web/components/homepage/hero-section.tsx
index 3e7bccccb..299cf1032 100644
--- a/surfsense_web/components/homepage/hero-section.tsx
+++ b/surfsense_web/components/homepage/hero-section.tsx
@@ -35,7 +35,14 @@ const HeroCarousel = dynamic(
 
 // Official Google "G" logo with brand colors
 const GoogleLogo = ({ className }: { className?: string }) => (
-	<svg className={className} viewBox="0 0 24 24" xmlns="http://www.w3.org/2000/svg">
+	<svg
+		className={className}
+		viewBox="0 0 24 24"
+		xmlns="http://www.w3.org/2000/svg"
+		role="img"
+		aria-label="Google logo"
+	>
+		<title>Google logo</title>
 		<path
 			d="M22.56 12.25c0-.78-.07-1.53-.2-2.25H12v4.26h5.92c-.26 1.37-1.04 2.53-2.21 3.31v2.77h3.57c2.08-1.92 3.28-4.74 3.28-8.09z"
 			fill="#4285F4"
diff --git a/surfsense_web/components/homepage/use-cases-grid.tsx b/surfsense_web/components/homepage/use-cases-grid.tsx
index b835703aa..2f8c2d537 100644
--- a/surfsense_web/components/homepage/use-cases-grid.tsx
+++ b/surfsense_web/components/homepage/use-cases-grid.tsx
@@ -63,9 +63,18 @@ function UseCaseCard({
 				transition={{ duration: 0.5, ease: "easeOut" }}
 				className={`group overflow-hidden rounded-2xl border border-neutral-200/60 bg-white shadow-sm transition-shadow duration-300 hover:shadow-xl dark:border-neutral-700/60 dark:bg-neutral-900 ${className ?? ""}`}
 			>
+				{/* biome-ignore lint/a11y/useSemanticElements: div wraps img, button would break layout */}
 				<div
+					role="button"
+					tabIndex={0}
 					className="cursor-pointer overflow-hidden bg-neutral-50 p-2 dark:bg-neutral-950"
 					onClick={open}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							open();
+						}
+					}}
 				>
 					<img
 						src={src}
diff --git a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
index 7be8e7973..ae23e7e4e 100644
--- a/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
+++ b/surfsense_web/components/layout/providers/LayoutDataProvider.tsx
@@ -14,13 +14,13 @@ import { statusInboxItemsAtom } from "@/atoms/inbox/status-inbox.atom";
 import { rightPanelCollapsedAtom } from "@/atoms/layout/right-panel.atom";
 import { deleteSearchSpaceMutationAtom } from "@/atoms/search-spaces/search-space-mutation.atoms";
 import { searchSpacesAtom } from "@/atoms/search-spaces/search-space-query.atoms";
-import { resetTabsAtom, syncChatTabAtom, type Tab } from "@/atoms/tabs/tabs.atom";
 import {
 	morePagesDialogAtom,
 	searchSpaceSettingsDialogAtom,
 	teamDialogAtom,
 	userSettingsDialogAtom,
 } from "@/atoms/settings/settings-dialog.atoms";
+import { resetTabsAtom, syncChatTabAtom, type Tab } from "@/atoms/tabs/tabs.atom";
 import { currentUserAtom } from "@/atoms/user/user-query.atoms";
 import { MorePagesDialog } from "@/components/settings/more-pages-dialog";
 import { SearchSpaceSettingsDialog } from "@/components/settings/search-space-settings-dialog";
diff --git a/surfsense_web/components/layout/ui/shell/LayoutShell.tsx b/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
index 6aebd058d..6b2d17702 100644
--- a/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
+++ b/surfsense_web/components/layout/ui/shell/LayoutShell.tsx
@@ -497,14 +497,10 @@ export function LayoutShell({
 						/>
 					)}
 
-				{/* Main content panel */}
-				<MainContentPanel
-					isChatPage={isChatPage}
-					onTabSwitch={onTabSwitch}
-					onNewChat={onNewChat}
-				>
-					{children}
-				</MainContentPanel>
+					{/* Main content panel */}
+					<MainContentPanel isChatPage={isChatPage} onTabSwitch={onTabSwitch} onNewChat={onNewChat}>
+						{children}
+					</MainContentPanel>
 
 					{/* Right panel — tabbed Sources/Report (desktop only) */}
 					{documentsPanel && (
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index 2d6860b1f..a433b4e3c 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -1,7 +1,7 @@
 "use client";
 
+import { useQuery } from "@rocicorp/zero/react";
 import { useAtom, useAtomValue, useSetAtom } from "jotai";
-import { openDocumentTabAtom } from "@/atoms/tabs/tabs.atom";
 import { ChevronLeft, ChevronRight, Unplug } from "lucide-react";
 import { useParams } from "next/navigation";
 import { useTranslations } from "next-intl";
@@ -17,22 +17,22 @@ import { connectorDialogOpenAtom } from "@/atoms/connector-dialog/connector-dial
 import { connectorsAtom } from "@/atoms/connectors/connector-query.atoms";
 import { deleteDocumentMutationAtom } from "@/atoms/documents/document-mutation.atoms";
 import { expandedFolderIdsAtom } from "@/atoms/documents/folder.atoms";
+import { openDocumentTabAtom } from "@/atoms/tabs/tabs.atom";
 import { CreateFolderDialog } from "@/components/documents/CreateFolderDialog";
 import type { DocumentNodeDoc } from "@/components/documents/DocumentNode";
-import { FolderPickerDialog } from "@/components/documents/FolderPickerDialog";
 import type { FolderDisplay } from "@/components/documents/FolderNode";
+import { FolderPickerDialog } from "@/components/documents/FolderPickerDialog";
 import { FolderTreeView } from "@/components/documents/FolderTreeView";
 import { Avatar, AvatarFallback, AvatarGroup } from "@/components/ui/avatar";
 import { Button } from "@/components/ui/button";
 import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import { getConnectorIcon } from "@/contracts/enums/connectorIcons";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
-import { foldersApiService } from "@/lib/apis/folders-api.service";
 import { useDebouncedValue } from "@/hooks/use-debounced-value";
 import { useDocumentSearch } from "@/hooks/use-document-search";
 import { useDocuments } from "@/hooks/use-documents";
 import { useMediaQuery } from "@/hooks/use-media-query";
-import { useQuery } from "@rocicorp/zero/react";
+import { foldersApiService } from "@/lib/apis/folders-api.service";
 import { queries } from "@/zero/queries/index";
 import { SidebarSlideOutPanel } from "./SidebarSlideOutPanel";
 
@@ -91,7 +91,7 @@ export function DocumentsSidebar({
 	const [expandedFolderMap, setExpandedFolderMap] = useAtom(expandedFolderIdsAtom);
 	const expandedIds = useMemo(
 		() => new Set(expandedFolderMap[searchSpaceId] ?? []),
-		[expandedFolderMap, searchSpaceId],
+		[expandedFolderMap, searchSpaceId]
 	);
 	const toggleFolderExpand = useCallback(
 		(folderId: number) => {
@@ -102,7 +102,7 @@ export function DocumentsSidebar({
 				return { ...prev, [searchSpaceId]: [...current] };
 			});
 		},
-		[searchSpaceId, setExpandedFolderMap],
+		[searchSpaceId, setExpandedFolderMap]
 	);
 
 	// Zero queries for tree data
@@ -118,7 +118,7 @@ export function DocumentsSidebar({
 				parentId: f.parentId ?? null,
 				searchSpaceId: f.searchSpaceId,
 			})),
-		[zeroFolders],
+		[zeroFolders]
 	);
 
 	const treeDocuments: DocumentNodeDoc[] = useMemo(
@@ -132,14 +132,15 @@ export function DocumentsSidebar({
 					folderId: (d as { folderId?: number | null }).folderId ?? null,
 					status: d.status as { state: string; reason?: string | null } | undefined,
 				})),
-		[zeroAllDocs],
+		[zeroAllDocs]
 	);
 
 	const foldersByParent = useMemo(() => {
 		const map: Record<string, FolderDisplay[]> = {};
 		for (const f of treeFolders) {
 			const key = String(f.parentId ?? "root");
-			(map[key] ??= []).push(f);
+			if (!map[key]) map[key] = [];
+			map[key].push(f);
 		}
 		return map;
 	}, [treeFolders]);
@@ -161,13 +162,10 @@ export function DocumentsSidebar({
 		return treeFolders.find((f) => f.id === createFolderParentId)?.name ?? null;
 	}, [createFolderParentId, treeFolders]);
 
-	const handleCreateFolder = useCallback(
-		(parentId: number | null) => {
-			setCreateFolderParentId(parentId);
-			setCreateFolderOpen(true);
-		},
-		[],
-	);
+	const handleCreateFolder = useCallback((parentId: number | null) => {
+		setCreateFolderParentId(parentId);
+		setCreateFolderOpen(true);
+	}, []);
 
 	const handleCreateFolderConfirm = useCallback(
 		async (name: string) => {
@@ -185,37 +183,31 @@ export function DocumentsSidebar({
 						return { ...prev, [searchSpaceId]: [...current] };
 					});
 				}
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to create folder");
+			} catch (e: unknown) {
+				toast.error((e as Error)?.message || "Failed to create folder");
 			}
 		},
-		[createFolderParentId, searchSpaceId, setExpandedFolderMap],
+		[createFolderParentId, searchSpaceId, setExpandedFolderMap]
 	);
 
-	const handleRenameFolder = useCallback(
-		async (folder: FolderDisplay, newName: string) => {
-			try {
-				await foldersApiService.updateFolder(folder.id, { name: newName });
-				toast.success("Folder renamed");
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to rename folder");
-			}
-		},
-		[],
-	);
+	const handleRenameFolder = useCallback(async (folder: FolderDisplay, newName: string) => {
+		try {
+			await foldersApiService.updateFolder(folder.id, { name: newName });
+			toast.success("Folder renamed");
+		} catch (e: unknown) {
+			toast.error((e as Error)?.message || "Failed to rename folder");
+		}
+	}, []);
 
-	const handleDeleteFolder = useCallback(
-		async (folder: FolderDisplay) => {
-			if (!confirm(`Delete folder "${folder.name}" and all its contents?`)) return;
-			try {
-				await foldersApiService.deleteFolder(folder.id);
-				toast.success("Folder deleted");
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to delete folder");
-			}
-		},
-		[],
-	);
+	const handleDeleteFolder = useCallback(async (folder: FolderDisplay) => {
+		if (!confirm(`Delete folder "${folder.name}" and all its contents?`)) return;
+		try {
+			await foldersApiService.deleteFolder(folder.id);
+			toast.success("Folder deleted");
+		} catch (e: unknown) {
+			toast.error((e as Error)?.message || "Failed to delete folder");
+		}
+	}, []);
 
 	const handleMoveFolder = useCallback(
 		(folder: FolderDisplay) => {
@@ -234,7 +226,7 @@ export function DocumentsSidebar({
 			});
 			setFolderPickerOpen(true);
 		},
-		[foldersByParent],
+		[foldersByParent]
 	);
 
 	const handleMoveDocument = useCallback((doc: DocumentNodeDoc) => {
@@ -257,12 +249,12 @@ export function DocumentsSidebar({
 					});
 					toast.success("Document moved");
 				}
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to move item");
+			} catch (e: unknown) {
+				toast.error((e as Error)?.message || "Failed to move item");
 			}
 			setFolderPickerTarget(null);
 		},
-		[folderPickerTarget],
+		[folderPickerTarget]
 	);
 
 	const handleDropIntoFolder = useCallback(
@@ -279,11 +271,11 @@ export function DocumentsSidebar({
 					});
 					toast.success("Document moved");
 				}
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to move item");
+			} catch (e: unknown) {
+				toast.error((e as Error)?.message || "Failed to move item");
 			}
 		},
-		[],
+		[]
 	);
 
 	const handleReorderFolder = useCallback(
@@ -293,11 +285,11 @@ export function DocumentsSidebar({
 					before_position: beforePos,
 					after_position: afterPos,
 				});
-			} catch (e: any) {
-				toast.error(e?.message || "Failed to reorder folder");
+			} catch (e: unknown) {
+				toast.error((e as Error)?.message || "Failed to reorder folder");
 			}
 		},
-		[],
+		[]
 	);
 
 	const handleToggleChatMention = useCallback(
@@ -598,20 +590,20 @@ export function DocumentsSidebar({
 						onDeleteFolder={handleDeleteFolder}
 						onMoveFolder={handleMoveFolder}
 						onCreateFolder={handleCreateFolder}
-					onPreviewDocument={(doc) => {
-						openDocumentTab({
-							documentId: doc.id,
-							searchSpaceId,
-							title: doc.title,
-						});
-					}}
-					onEditDocument={(doc) => {
-						openDocumentTab({
-							documentId: doc.id,
-							searchSpaceId,
-							title: doc.title,
-						});
-					}}
+						onPreviewDocument={(doc) => {
+							openDocumentTab({
+								documentId: doc.id,
+								searchSpaceId,
+								title: doc.title,
+							});
+						}}
+						onEditDocument={(doc) => {
+							openDocumentTab({
+								documentId: doc.id,
+								searchSpaceId,
+								title: doc.title,
+							});
+						}}
 						onDeleteDocument={(doc) => handleDeleteDocument(doc.id)}
 						onMoveDocument={handleMoveDocument}
 						activeTypes={activeTypes}
@@ -625,11 +617,7 @@ export function DocumentsSidebar({
 				open={folderPickerOpen}
 				onOpenChange={setFolderPickerOpen}
 				folders={treeFolders}
-				title={
-					folderPickerTarget?.type === "folder"
-						? "Move folder to..."
-						: "Move document to..."
-				}
+				title={folderPickerTarget?.type === "folder" ? "Move folder to..." : "Move document to..."}
 				description="Select a destination folder, or choose Root to move to the top level."
 				disabledFolderIds={folderPickerTarget?.disabledIds}
 				onSelect={handleFolderPickerSelect}
diff --git a/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx b/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
index e500590ed..7cec16bfa 100644
--- a/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
+++ b/surfsense_web/components/layout/ui/tabs/DocumentTabContent.tsx
@@ -176,9 +176,7 @@ export function DocumentTabContent({ documentId, searchSpaceId, title }: Documen
 			<div className="flex flex-col h-full overflow-hidden">
 				<div className="flex items-center justify-between px-6 py-3 border-b shrink-0">
 					<div className="flex-1 min-w-0">
-						<h1 className="text-base font-semibold truncate">
-							{doc.title || title || "Untitled"}
-						</h1>
+						<h1 className="text-base font-semibold truncate">{doc.title || title || "Untitled"}</h1>
 						{editedMarkdown !== null && (
 							<p className="text-xs text-muted-foreground">Unsaved changes</p>
 						)}
@@ -221,7 +219,12 @@ export function DocumentTabContent({ documentId, searchSpaceId, title }: Documen
 					{doc.title || title || "Untitled"}
 				</h1>
 				{doc.document_type === "NOTE" && (
-					<Button variant="outline" size="sm" onClick={() => setIsEditing(true)} className="gap-1.5">
+					<Button
+						variant="outline"
+						size="sm"
+						onClick={() => setIsEditing(true)}
+						className="gap-1.5"
+					>
 						<Pencil className="size-3.5" />
 						Edit
 					</Button>
diff --git a/surfsense_web/components/layout/ui/tabs/TabBar.tsx b/surfsense_web/components/layout/ui/tabs/TabBar.tsx
index 3bc9cb023..14de3add6 100644
--- a/surfsense_web/components/layout/ui/tabs/TabBar.tsx
+++ b/surfsense_web/components/layout/ui/tabs/TabBar.tsx
@@ -2,13 +2,13 @@
 
 import { useAtomValue, useSetAtom } from "jotai";
 import { FileText, MessageSquare, Plus, X } from "lucide-react";
-import { useCallback, useRef, useEffect } from "react";
+import { useCallback, useEffect, useRef } from "react";
 import {
 	activeTabIdAtom,
 	closeTabAtom,
 	switchTabAtom,
-	tabsAtom,
 	type Tab,
+	tabsAtom,
 } from "@/atoms/tabs/tabs.atom";
 import { cn } from "@/lib/utils";
 
@@ -58,16 +58,8 @@ export function TabBar({ onTabSwitch, onNewChat, className }: TabBarProps) {
 	if (tabs.length <= 1) return null;
 
 	return (
-		<div
-			className={cn(
-				"flex items-center shrink-0 border-b bg-main-panel",
-				className
-			)}
-		>
-			<div
-				ref={scrollRef}
-				className="flex items-center flex-1 overflow-x-auto scrollbar-none"
-			>
+		<div className={cn("flex items-center shrink-0 border-b bg-main-panel", className)}>
+			<div ref={scrollRef} className="flex items-center flex-1 overflow-x-auto scrollbar-none">
 				{tabs.map((tab) => {
 					const isActive = tab.id === activeTabId;
 					const Icon = tab.type === "document" ? FileText : MessageSquare;
@@ -85,11 +77,10 @@ export function TabBar({ onTabSwitch, onNewChat, className }: TabBarProps) {
 									: "bg-muted/30 text-muted-foreground hover:bg-muted/60 hover:text-foreground"
 							)}
 						>
-							{isActive && (
-								<span className="absolute bottom-0 left-0 right-0 h-[2px] bg-primary" />
-							)}
+							{isActive && <span className="absolute bottom-0 left-0 right-0 h-[2px] bg-primary" />}
 							<Icon className="size-3.5 shrink-0" />
 							<span className="truncate">{tab.title}</span>
+							{/* biome-ignore lint/a11y/useSemanticElements: cannot nest button inside button */}
 							<span
 								role="button"
 								tabIndex={0}
diff --git a/surfsense_web/components/settings/general-settings-manager.tsx b/surfsense_web/components/settings/general-settings-manager.tsx
index 8a847b629..2672289aa 100644
--- a/surfsense_web/components/settings/general-settings-manager.tsx
+++ b/surfsense_web/components/settings/general-settings-manager.tsx
@@ -9,13 +9,7 @@ import { toast } from "sonner";
 import { updateSearchSpaceMutationAtom } from "@/atoms/search-spaces/search-space-mutation.atoms";
 import { Alert, AlertDescription } from "@/components/ui/alert";
 import { Button } from "@/components/ui/button";
-import {
-  Card,
-  CardContent,
-  CardDescription,
-  CardHeader,
-  CardTitle,
-} from "@/components/ui/card";
+import { Card, CardContent, CardDescription, CardHeader, CardTitle } from "@/components/ui/card";
 import { Input } from "@/components/ui/input";
 import { Label } from "@/components/ui/label";
 import { Skeleton } from "@/components/ui/skeleton";
@@ -24,175 +18,163 @@ import { cacheKeys } from "@/lib/query-client/cache-keys";
 import { Spinner } from "../ui/spinner";
 
 interface GeneralSettingsManagerProps {
-  searchSpaceId: number;
+	searchSpaceId: number;
 }
 
-export function GeneralSettingsManager({
-  searchSpaceId,
-}: GeneralSettingsManagerProps) {
-  const t = useTranslations("searchSpaceSettings");
-  const tCommon = useTranslations("common");
-  const {
-    data: searchSpace,
-    isLoading: loading,
-    refetch: fetchSearchSpace,
-  } = useQuery({
-    queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
-    queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
-    enabled: !!searchSpaceId,
-  });
+export function GeneralSettingsManager({ searchSpaceId }: GeneralSettingsManagerProps) {
+	const t = useTranslations("searchSpaceSettings");
+	const tCommon = useTranslations("common");
+	const {
+		data: searchSpace,
+		isLoading: loading,
+		refetch: fetchSearchSpace,
+	} = useQuery({
+		queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
+		queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
+		enabled: !!searchSpaceId,
+	});
 
-  const { mutateAsync: updateSearchSpace } = useAtomValue(
-    updateSearchSpaceMutationAtom,
-  );
+	const { mutateAsync: updateSearchSpace } = useAtomValue(updateSearchSpaceMutationAtom);
 
-  const [name, setName] = useState("");
-  const [description, setDescription] = useState("");
-  const [saving, setSaving] = useState(false);
-  const [hasChanges, setHasChanges] = useState(false);
+	const [name, setName] = useState("");
+	const [description, setDescription] = useState("");
+	const [saving, setSaving] = useState(false);
+	const [hasChanges, setHasChanges] = useState(false);
 
-  // Initialize state from fetched search space
-  useEffect(() => {
-    if (searchSpace) {
-      setName(searchSpace.name || "");
-      setDescription(searchSpace.description || "");
-      setHasChanges(false);
-    }
-  }, [searchSpace]);
+	// Initialize state from fetched search space
+	useEffect(() => {
+		if (searchSpace) {
+			setName(searchSpace.name || "");
+			setDescription(searchSpace.description || "");
+			setHasChanges(false);
+		}
+	}, [searchSpace]);
 
-  // Track changes
-  useEffect(() => {
-    if (searchSpace) {
-      const currentName = searchSpace.name || "";
-      const currentDescription = searchSpace.description || "";
-      const changed =
-        currentName !== name || currentDescription !== description;
-      setHasChanges(changed);
-    }
-  }, [searchSpace, name, description]);
+	// Track changes
+	useEffect(() => {
+		if (searchSpace) {
+			const currentName = searchSpace.name || "";
+			const currentDescription = searchSpace.description || "";
+			const changed = currentName !== name || currentDescription !== description;
+			setHasChanges(changed);
+		}
+	}, [searchSpace, name, description]);
 
-  const handleSave = async () => {
-    try {
-      setSaving(true);
+	const handleSave = async () => {
+		try {
+			setSaving(true);
 
-      await updateSearchSpace({
-        id: searchSpaceId,
-        data: {
-          name: name.trim(),
-          description: description.trim() || undefined,
-        },
-      });
+			await updateSearchSpace({
+				id: searchSpaceId,
+				data: {
+					name: name.trim(),
+					description: description.trim() || undefined,
+				},
+			});
 
-      setHasChanges(false);
-      await fetchSearchSpace();
-    } catch (error: any) {
-      console.error("Error saving search space details:", error);
-      toast.error(error.message || "Failed to save search space details");
-    } finally {
-      setSaving(false);
-    }
-  };
+			setHasChanges(false);
+			await fetchSearchSpace();
+		} catch (error: any) {
+			console.error("Error saving search space details:", error);
+			toast.error(error.message || "Failed to save search space details");
+		} finally {
+			setSaving(false);
+		}
+	};
 
-  const onSubmit = (e: React.FormEvent) => {
-    e.preventDefault();
-    handleSave();
-  };
+	const onSubmit = (e: React.FormEvent) => {
+		e.preventDefault();
+		handleSave();
+	};
 
-  if (loading) {
-    return (
-      <div className="space-y-4 md:space-y-6">
-        <Card>
-          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-            <Skeleton className="h-5 md:h-6 w-36 md:w-48" />
-            <Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
-          </CardHeader>
-          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-            <Skeleton className="h-10 md:h-12 w-full" />
-            <Skeleton className="h-10 md:h-12 w-full" />
-          </CardContent>
-        </Card>
-      </div>
-    );
-  }
+	if (loading) {
+		return (
+			<div className="space-y-4 md:space-y-6">
+				<Card>
+					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+						<Skeleton className="h-5 md:h-6 w-36 md:w-48" />
+						<Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
+					</CardHeader>
+					<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+						<Skeleton className="h-10 md:h-12 w-full" />
+						<Skeleton className="h-10 md:h-12 w-full" />
+					</CardContent>
+				</Card>
+			</div>
+		);
+	}
 
-  return (
-    <div className="space-y-4 md:space-y-6">
-      <Alert className="bg-muted/50 py-3 md:py-4">
-        <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-        <AlertDescription className="text-xs md:text-sm">
-          Update your search space name and description. These details help
-          identify and organize your workspace.
-        </AlertDescription>
-      </Alert>
+	return (
+		<div className="space-y-4 md:space-y-6">
+			<Alert className="bg-muted/50 py-3 md:py-4">
+				<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+				<AlertDescription className="text-xs md:text-sm">
+					Update your search space name and description. These details help identify and organize
+					your workspace.
+				</AlertDescription>
+			</Alert>
 
-      {/* Search Space Details Card */}
-      <form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
-        <Card>
-          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-            <CardTitle className="text-base md:text-lg">
-              Search Space Details
-            </CardTitle>
-            <CardDescription className="text-xs md:text-sm">
-              Manage the basic information for this search space.
-            </CardDescription>
-          </CardHeader>
-          <CardContent className="space-y-4 md:space-y-5 px-3 md:px-6 pb-3 md:pb-6">
-            <div className="space-y-1.5 md:space-y-2">
-              <Label
-                htmlFor="search-space-name"
-                className="text-sm md:text-base font-medium"
-              >
-                {t("general_name_label")}
-              </Label>
-              <Input
-                id="search-space-name"
-                placeholder={t("general_name_placeholder")}
-                value={name}
-                onChange={(e) => setName(e.target.value)}
-                className="text-sm md:text-base h-9 md:h-10"
-              />
-              <p className="text-[10px] md:text-xs text-muted-foreground">
-                {t("general_name_description")}
-              </p>
-            </div>
+			{/* Search Space Details Card */}
+			<form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
+				<Card>
+					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+						<CardTitle className="text-base md:text-lg">Search Space Details</CardTitle>
+						<CardDescription className="text-xs md:text-sm">
+							Manage the basic information for this search space.
+						</CardDescription>
+					</CardHeader>
+					<CardContent className="space-y-4 md:space-y-5 px-3 md:px-6 pb-3 md:pb-6">
+						<div className="space-y-1.5 md:space-y-2">
+							<Label htmlFor="search-space-name" className="text-sm md:text-base font-medium">
+								{t("general_name_label")}
+							</Label>
+							<Input
+								id="search-space-name"
+								placeholder={t("general_name_placeholder")}
+								value={name}
+								onChange={(e) => setName(e.target.value)}
+								className="text-sm md:text-base h-9 md:h-10"
+							/>
+							<p className="text-[10px] md:text-xs text-muted-foreground">
+								{t("general_name_description")}
+							</p>
+						</div>
 
-            <div className="space-y-1.5 md:space-y-2">
-              <Label
-                htmlFor="search-space-description"
-                className="text-sm md:text-base font-medium"
-              >
-                {t("general_description_label")}{" "}
-                <span className="text-muted-foreground font-normal">
-                  ({tCommon("optional")})
-                </span>
-              </Label>
-              <Input
-                id="search-space-description"
-                placeholder={t("general_description_placeholder")}
-                value={description}
-                onChange={(e) => setDescription(e.target.value)}
-                className="text-sm md:text-base h-9 md:h-10"
-              />
-              <p className="text-[10px] md:text-xs text-muted-foreground">
-                {t("general_description_description")}
-              </p>
-            </div>
-          </CardContent>
-        </Card>
+						<div className="space-y-1.5 md:space-y-2">
+							<Label
+								htmlFor="search-space-description"
+								className="text-sm md:text-base font-medium"
+							>
+								{t("general_description_label")}{" "}
+								<span className="text-muted-foreground font-normal">({tCommon("optional")})</span>
+							</Label>
+							<Input
+								id="search-space-description"
+								placeholder={t("general_description_placeholder")}
+								value={description}
+								onChange={(e) => setDescription(e.target.value)}
+								className="text-sm md:text-base h-9 md:h-10"
+							/>
+							<p className="text-[10px] md:text-xs text-muted-foreground">
+								{t("general_description_description")}
+							</p>
+						</div>
+					</CardContent>
+				</Card>
 
-        {/* Action Buttons */}
-        <div className="flex justify-end pt-3 md:pt-4">
-          <Button
-            type="submit"
-            variant="outline"
-            disabled={!hasChanges || saving || !name.trim()}
-            className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
-          >
-            {saving ? <Spinner size="sm" /> : null}
-            {saving ? t("general_saving") : t("general_save")}
-          </Button>
-        </div>
-      </form>
-    </div>
-  );
+				{/* Action Buttons */}
+				<div className="flex justify-end pt-3 md:pt-4">
+					<Button
+						type="submit"
+						variant="outline"
+						disabled={!hasChanges || saving || !name.trim()}
+						className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
+					>
+						{saving ? <Spinner size="sm" /> : null}
+						{saving ? t("general_saving") : t("general_save")}
+					</Button>
+				</div>
+			</form>
+		</div>
+	);
 }
diff --git a/surfsense_web/components/settings/prompt-config-manager.tsx b/surfsense_web/components/settings/prompt-config-manager.tsx
index dc3a15a7d..b3cd64a5b 100644
--- a/surfsense_web/components/settings/prompt-config-manager.tsx
+++ b/surfsense_web/components/settings/prompt-config-manager.tsx
@@ -6,13 +6,7 @@ import { useEffect, useState } from "react";
 import { toast } from "sonner";
 import { Alert, AlertDescription } from "@/components/ui/alert";
 import { Button } from "@/components/ui/button";
-import {
-  Card,
-  CardContent,
-  CardDescription,
-  CardHeader,
-  CardTitle,
-} from "@/components/ui/card";
+import { Card, CardContent, CardDescription, CardHeader, CardTitle } from "@/components/ui/card";
 import { Label } from "@/components/ui/label";
 import { Skeleton } from "@/components/ui/skeleton";
 import { Textarea } from "@/components/ui/textarea";
@@ -22,197 +16,187 @@ import { cacheKeys } from "@/lib/query-client/cache-keys";
 import { Spinner } from "../ui/spinner";
 
 interface PromptConfigManagerProps {
-  searchSpaceId: number;
+	searchSpaceId: number;
 }
 
-export function PromptConfigManager({
-  searchSpaceId,
-}: PromptConfigManagerProps) {
-  const {
-    data: searchSpace,
-    isLoading: loading,
-    refetch: fetchSearchSpace,
-  } = useQuery({
-    queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
-    queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
-    enabled: !!searchSpaceId,
-  });
+export function PromptConfigManager({ searchSpaceId }: PromptConfigManagerProps) {
+	const {
+		data: searchSpace,
+		isLoading: loading,
+		refetch: fetchSearchSpace,
+	} = useQuery({
+		queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
+		queryFn: () => searchSpacesApiService.getSearchSpace({ id: searchSpaceId }),
+		enabled: !!searchSpaceId,
+	});
 
-  const [customInstructions, setCustomInstructions] = useState("");
-  const [saving, setSaving] = useState(false);
-  const [hasChanges, setHasChanges] = useState(false);
+	const [customInstructions, setCustomInstructions] = useState("");
+	const [saving, setSaving] = useState(false);
+	const [hasChanges, setHasChanges] = useState(false);
 
-  // Initialize state from fetched search space
-  useEffect(() => {
-    if (searchSpace) {
-      setCustomInstructions(searchSpace.qna_custom_instructions || "");
-      setHasChanges(false);
-    }
-  }, [searchSpace]);
+	// Initialize state from fetched search space
+	useEffect(() => {
+		if (searchSpace) {
+			setCustomInstructions(searchSpace.qna_custom_instructions || "");
+			setHasChanges(false);
+		}
+	}, [searchSpace]);
 
-  // Track changes
-  useEffect(() => {
-    if (searchSpace) {
-      const currentCustom = searchSpace.qna_custom_instructions || "";
-      const changed = currentCustom !== customInstructions;
-      setHasChanges(changed);
-    }
-  }, [searchSpace, customInstructions]);
+	// Track changes
+	useEffect(() => {
+		if (searchSpace) {
+			const currentCustom = searchSpace.qna_custom_instructions || "";
+			const changed = currentCustom !== customInstructions;
+			setHasChanges(changed);
+		}
+	}, [searchSpace, customInstructions]);
 
-  const handleSave = async () => {
-    try {
-      setSaving(true);
+	const handleSave = async () => {
+		try {
+			setSaving(true);
 
-      const payload = {
-        qna_custom_instructions: customInstructions.trim() || "",
-      };
+			const payload = {
+				qna_custom_instructions: customInstructions.trim() || "",
+			};
 
-      const response = await authenticatedFetch(
-        `${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/searchspaces/${searchSpaceId}`,
-        {
-          method: "PUT",
-          headers: { "Content-Type": "application/json" },
-          body: JSON.stringify(payload),
-        },
-      );
+			const response = await authenticatedFetch(
+				`${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/searchspaces/${searchSpaceId}`,
+				{
+					method: "PUT",
+					headers: { "Content-Type": "application/json" },
+					body: JSON.stringify(payload),
+				}
+			);
 
-      if (!response.ok) {
-        const errorData = await response.json().catch(() => ({}));
-        throw new Error(
-          errorData.detail || "Failed to save system instructions",
-        );
-      }
+			if (!response.ok) {
+				const errorData = await response.json().catch(() => ({}));
+				throw new Error(errorData.detail || "Failed to save system instructions");
+			}
 
-      toast.success("System instructions saved successfully");
-      setHasChanges(false);
-      await fetchSearchSpace();
-    } catch (error: any) {
-      console.error("Error saving system instructions:", error);
-      toast.error(error.message || "Failed to save system instructions");
-    } finally {
-      setSaving(false);
-    }
-  };
+			toast.success("System instructions saved successfully");
+			setHasChanges(false);
+			await fetchSearchSpace();
+		} catch (error: any) {
+			console.error("Error saving system instructions:", error);
+			toast.error(error.message || "Failed to save system instructions");
+		} finally {
+			setSaving(false);
+		}
+	};
 
-  const onSubmit = (e: React.FormEvent) => {
-    e.preventDefault();
-    handleSave();
-  };
+	const onSubmit = (e: React.FormEvent) => {
+		e.preventDefault();
+		handleSave();
+	};
 
-  if (loading) {
-    return (
-      <div className="space-y-4 md:space-y-6">
-        <Card>
-          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-            <Skeleton className="h-5 md:h-6 w-36 md:w-48" />
-            <Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
-          </CardHeader>
-          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-            <Skeleton className="h-16 md:h-20 w-full" />
-            <Skeleton className="h-24 md:h-32 w-full" />
-          </CardContent>
-        </Card>
-      </div>
-    );
-  }
+	if (loading) {
+		return (
+			<div className="space-y-4 md:space-y-6">
+				<Card>
+					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+						<Skeleton className="h-5 md:h-6 w-36 md:w-48" />
+						<Skeleton className="h-3 md:h-4 w-full max-w-md mt-2" />
+					</CardHeader>
+					<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+						<Skeleton className="h-16 md:h-20 w-full" />
+						<Skeleton className="h-24 md:h-32 w-full" />
+					</CardContent>
+				</Card>
+			</div>
+		);
+	}
 
-  return (
-    <div className="space-y-4 md:space-y-6">
-      {/* Work in Progress Notice */}
-      <Alert
-        variant="default"
-        className="bg-amber-50 dark:bg-amber-950/30 border-amber-300 dark:border-amber-700 py-3 md:py-4"
-      >
-        <AlertTriangle className="h-3 w-3 md:h-4 md:w-4 text-amber-600 dark:text-amber-500 shrink-0" />
-        <AlertDescription className="text-amber-800 dark:text-amber-300 text-xs md:text-sm">
-          <span className="font-semibold">Work in Progress:</span> This
-          functionality is currently under development and not yet connected to
-          the backend. Your instructions will be saved but won't affect AI
-          behavior until the feature is fully implemented.
-        </AlertDescription>
-      </Alert>
+	return (
+		<div className="space-y-4 md:space-y-6">
+			{/* Work in Progress Notice */}
+			<Alert
+				variant="default"
+				className="bg-amber-50 dark:bg-amber-950/30 border-amber-300 dark:border-amber-700 py-3 md:py-4"
+			>
+				<AlertTriangle className="h-3 w-3 md:h-4 md:w-4 text-amber-600 dark:text-amber-500 shrink-0" />
+				<AlertDescription className="text-amber-800 dark:text-amber-300 text-xs md:text-sm">
+					<span className="font-semibold">Work in Progress:</span> This functionality is currently
+					under development and not yet connected to the backend. Your instructions will be saved
+					but won't affect AI behavior until the feature is fully implemented.
+				</AlertDescription>
+			</Alert>
 
-      <Alert className="bg-muted/50 py-3 md:py-4">
-        <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-        <AlertDescription className="text-xs md:text-sm">
-          System instructions apply to all AI interactions in this search space.
-          They guide how the AI responds, its tone, focus areas, and behavior
-          patterns.
-        </AlertDescription>
-      </Alert>
+			<Alert className="bg-muted/50 py-3 md:py-4">
+				<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+				<AlertDescription className="text-xs md:text-sm">
+					System instructions apply to all AI interactions in this search space. They guide how the
+					AI responds, its tone, focus areas, and behavior patterns.
+				</AlertDescription>
+			</Alert>
 
-      {/* System Instructions Card */}
-      <form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
-        <Card>
-          <CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
-            <CardTitle className="text-base md:text-lg">
-              Custom System Instructions
-            </CardTitle>
-            <CardDescription className="text-xs md:text-sm">
-              Provide specific guidelines for how you want the AI to respond.
-              These instructions will be applied to all answers in this search
-              space.
-            </CardDescription>
-          </CardHeader>
-          <CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
-            <div className="space-y-1.5 md:space-y-2">
-              <Label
-                htmlFor="custom-instructions-settings"
-                className="text-sm md:text-base font-medium"
-              >
-                Your Instructions
-              </Label>
-              <Textarea
-                id="custom-instructions-settings"
-                placeholder="E.g., Always provide practical examples, be concise, focus on technical details, use simple language, respond in a specific format..."
-                value={customInstructions}
-                onChange={(e) => setCustomInstructions(e.target.value)}
-                rows={10}
-                className="resize-none font-mono text-xs md:text-sm"
-              />
-              <div className="flex items-center justify-between">
-                <p className="text-[10px] md:text-xs text-muted-foreground">
-                  {customInstructions.length} characters
-                </p>
-                {customInstructions.length > 0 && (
-                  <Button
-                    type="button"
-                    variant="ghost"
-                    size="sm"
-                    onClick={() => setCustomInstructions("")}
-                    className="h-auto py-0.5 md:py-1 px-1.5 md:px-2 text-[10px] md:text-xs"
-                  >
-                    Clear
-                  </Button>
-                )}
-              </div>
-            </div>
+			{/* System Instructions Card */}
+			<form onSubmit={onSubmit} className="space-y-4 md:space-y-6">
+				<Card>
+					<CardHeader className="px-3 md:px-6 pt-3 md:pt-6 pb-2 md:pb-3">
+						<CardTitle className="text-base md:text-lg">Custom System Instructions</CardTitle>
+						<CardDescription className="text-xs md:text-sm">
+							Provide specific guidelines for how you want the AI to respond. These instructions
+							will be applied to all answers in this search space.
+						</CardDescription>
+					</CardHeader>
+					<CardContent className="space-y-3 md:space-y-4 px-3 md:px-6 pb-3 md:pb-6">
+						<div className="space-y-1.5 md:space-y-2">
+							<Label
+								htmlFor="custom-instructions-settings"
+								className="text-sm md:text-base font-medium"
+							>
+								Your Instructions
+							</Label>
+							<Textarea
+								id="custom-instructions-settings"
+								placeholder="E.g., Always provide practical examples, be concise, focus on technical details, use simple language, respond in a specific format..."
+								value={customInstructions}
+								onChange={(e) => setCustomInstructions(e.target.value)}
+								rows={10}
+								className="resize-none font-mono text-xs md:text-sm"
+							/>
+							<div className="flex items-center justify-between">
+								<p className="text-[10px] md:text-xs text-muted-foreground">
+									{customInstructions.length} characters
+								</p>
+								{customInstructions.length > 0 && (
+									<Button
+										type="button"
+										variant="ghost"
+										size="sm"
+										onClick={() => setCustomInstructions("")}
+										className="h-auto py-0.5 md:py-1 px-1.5 md:px-2 text-[10px] md:text-xs"
+									>
+										Clear
+									</Button>
+								)}
+							</div>
+						</div>
 
-            {customInstructions.trim().length === 0 && (
-              <Alert className="py-2 md:py-3">
-                <Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
-                <AlertDescription className="text-xs md:text-sm">
-                  No system instructions are currently set. The AI will use
-                  default behavior.
-                </AlertDescription>
-              </Alert>
-            )}
-          </CardContent>
-        </Card>
+						{customInstructions.trim().length === 0 && (
+							<Alert className="py-2 md:py-3">
+								<Info className="h-3 w-3 md:h-4 md:w-4 shrink-0" />
+								<AlertDescription className="text-xs md:text-sm">
+									No system instructions are currently set. The AI will use default behavior.
+								</AlertDescription>
+							</Alert>
+						)}
+					</CardContent>
+				</Card>
 
-        {/* Action Buttons */}
-        <div className="flex justify-end pt-3 md:pt-4">
-          <Button
-            type="submit"
-            variant="outline"
-            disabled={!hasChanges || saving}
-            className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
-          >
-            {saving ? <Spinner size="sm" /> : null}
-            {saving ? "Saving" : "Save Instructions"}
-          </Button>
-        </div>
-      </form>
-    </div>
-  );
+				{/* Action Buttons */}
+				<div className="flex justify-end pt-3 md:pt-4">
+					<Button
+						type="submit"
+						variant="outline"
+						disabled={!hasChanges || saving}
+						className="gap-2 bg-white text-black hover:bg-neutral-100 dark:bg-white dark:text-black dark:hover:bg-neutral-200"
+					>
+						{saving ? <Spinner size="sm" /> : null}
+						{saving ? "Saving" : "Save Instructions"}
+					</Button>
+				</div>
+			</form>
+		</div>
+	);
 }
diff --git a/surfsense_web/components/theme/theme-toggle.tsx b/surfsense_web/components/theme/theme-toggle.tsx
index b9b23656b..a59c5248b 100644
--- a/surfsense_web/components/theme/theme-toggle.tsx
+++ b/surfsense_web/components/theme/theme-toggle.tsx
@@ -215,7 +215,7 @@ export const createAnimation = (
       `,
 		};
 	}
-	if (variant === "circle" && start == "center") {
+	if (variant === "circle" && start === "center") {
 		return {
 			name: `${variant}-${start}${blur ? "-blur" : ""}`,
 			css: `
diff --git a/surfsense_web/components/tool-ui/sandbox-execute.tsx b/surfsense_web/components/tool-ui/sandbox-execute.tsx
index f8483b042..f54b035e3 100644
--- a/surfsense_web/components/tool-ui/sandbox-execute.tsx
+++ b/surfsense_web/components/tool-ui/sandbox-execute.tsx
@@ -67,13 +67,14 @@ const SANDBOX_FILE_RE = /^SANDBOX_FILE:\s*(.+)$/gm;
 
 function extractSandboxFiles(text: string): SandboxFile[] {
 	const files: SandboxFile[] = [];
-	let match: RegExpExecArray | null;
-	while ((match = SANDBOX_FILE_RE.exec(text)) !== null) {
+	let match: RegExpExecArray | null = SANDBOX_FILE_RE.exec(text);
+	while (match !== null) {
 		const filePath = match[1].trim();
 		if (filePath) {
 			const name = filePath.includes("/") ? filePath.split("/").pop() || filePath : filePath;
 			files.push({ path: filePath, name });
 		}
+		match = SANDBOX_FILE_RE.exec(text);
 	}
 	SANDBOX_FILE_RE.lastIndex = 0;
 	return files;
@@ -148,7 +149,7 @@ function parseExecuteResult(result: ExecuteResult): ParsedOutput {
 
 function truncateCommand(command: string, maxLen = 80): string {
 	if (command.length <= maxLen) return command;
-	return command.slice(0, maxLen) + "…";
+	return `${command.slice(0, maxLen)}…`;
 }
 
 // ============================================================================
diff --git a/surfsense_web/components/ui/block-draggable.tsx b/surfsense_web/components/ui/block-draggable.tsx
index 55ac13922..23324e62d 100644
--- a/surfsense_web/components/ui/block-draggable.tsx
+++ b/surfsense_web/components/ui/block-draggable.tsx
@@ -18,7 +18,7 @@ import {
 import * as React from "react";
 
 import { Button } from "@/components/ui/button";
-import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
+import { Tooltip, TooltipTrigger } from "@/components/ui/tooltip";
 import { cn } from "@/lib/utils";
 
 const UNDRAGGABLE_KEYS = [KEYS.column, KEYS.tr, KEYS.td];
@@ -94,23 +94,24 @@ function Draggable(props: PlateElementProps) {
 	};
 
 	// clear up virtual multiple preview when drag end
+	// biome-ignore lint/correctness/useExhaustiveDependencies: resetPreview is stable; intentionally only run on isDragging change
 	React.useEffect(() => {
 		if (!isDragging) {
 			resetPreview();
 		}
-		// eslint-disable-next-line react-hooks/exhaustive-deps
 	}, [isDragging]);
 
+	// biome-ignore lint/correctness/useExhaustiveDependencies: previewRef is a stable ref; only run on isAboutToDrag change
 	React.useEffect(() => {
 		if (isAboutToDrag) {
 			previewRef.current?.classList.remove("opacity-0");
 		}
-		// eslint-disable-next-line react-hooks/exhaustive-deps
 	}, [isAboutToDrag]);
 
 	const [dragButtonTop, setDragButtonTop] = React.useState(0);
 
 	return (
+		// biome-ignore lint/a11y/noStaticElementInteractions: plate editor block wrapper requires mouse events
 		<div
 			className={cn(
 				"relative",
@@ -158,6 +159,7 @@ function Draggable(props: PlateElementProps) {
 				contentEditable={false}
 			/>
 
+			{/* biome-ignore lint/a11y/noStaticElementInteractions: plate editor context menu handler */}
 			<div
 				ref={nodeRef}
 				className="slate-blockWrapper flow-root"
@@ -215,8 +217,10 @@ const DragHandle = React.memo(function DragHandle({
 	return (
 		<Tooltip>
 			<TooltipTrigger asChild>
+				{/* biome-ignore lint/a11y/useSemanticElements: drag handle requires div for plate editor integration */}
 				<div
 					className="flex size-full items-center justify-center"
+					tabIndex={0}
 					onClick={(e) => {
 						e.preventDefault();
 						editor.getApi(BlockSelectionPlugin).blockSelection.focus();
@@ -291,6 +295,12 @@ const DragHandle = React.memo(function DragHandle({
 					onMouseUp={() => {
 						resetPreview();
 					}}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							editor.getApi(BlockSelectionPlugin).blockSelection.focus();
+						}
+					}}
 					data-plate-prevent-deselect
 					role="button"
 				>
diff --git a/surfsense_web/components/ui/equation-node.tsx b/surfsense_web/components/ui/equation-node.tsx
index e8ad8beb6..e708c3238 100644
--- a/surfsense_web/components/ui/equation-node.tsx
+++ b/surfsense_web/components/ui/equation-node.tsx
@@ -43,10 +43,16 @@ export function EquationElement({ children, ...props }: PlateElementProps<TEquat
 				props.className
 			)}
 		>
+			{/* biome-ignore lint/a11y/useSemanticElements: contentEditable context requires div */}
 			<div
+				role="button"
+				tabIndex={0}
 				className="flex cursor-pointer items-center justify-center"
 				contentEditable={false}
 				onDoubleClick={() => setIsEditing(true)}
+				onKeyDown={(e) => {
+					if (e.key === "Enter") setIsEditing(true);
+				}}
 			>
 				{element.texExpression ? (
 					<div ref={katexRef} className="text-center" />
@@ -123,10 +129,16 @@ export function InlineEquationElement({ children, ...props }: PlateElementProps<
 			as="span"
 			className={cn("inline rounded-sm px-0.5", selected && "bg-brand/15", props.className)}
 		>
+			{/* biome-ignore lint/a11y/useSemanticElements: inline contentEditable context requires span */}
 			<span
+				role="button"
+				tabIndex={0}
 				className="cursor-pointer"
 				contentEditable={false}
 				onDoubleClick={() => setIsEditing(true)}
+				onKeyDown={(e) => {
+					if (e.key === "Enter") setIsEditing(true);
+				}}
 			>
 				{element.texExpression ? (
 					<span ref={katexRef} />
diff --git a/surfsense_web/components/ui/hero-carousel.tsx b/surfsense_web/components/ui/hero-carousel.tsx
index 5760aad94..fea11c705 100644
--- a/surfsense_web/components/ui/hero-carousel.tsx
+++ b/surfsense_web/components/ui/hero-carousel.tsx
@@ -97,7 +97,7 @@ function HeroCarouselCard({
 		observer.observe(video);
 
 		return () => observer.disconnect();
-	}, [src]);
+	}, []);
 
 	const handleCanPlay = useCallback(() => {
 		setHasLoaded(true);
@@ -114,7 +114,19 @@ function HeroCarouselCard({
 						<p className="text-sm text-neutral-500 dark:text-neutral-400">{description}</p>
 					</div>
 				</div>
-				<div className="cursor-pointer bg-neutral-50 p-2 sm:p-3 dark:bg-neutral-950" onClick={open}>
+				{/* biome-ignore lint/a11y/useSemanticElements: div wraps video element, button would break layout */}
+				<div
+					role="button"
+					tabIndex={0}
+					className="cursor-pointer bg-neutral-50 p-2 sm:p-3 dark:bg-neutral-950"
+					onClick={open}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							open();
+						}
+					}}
+				>
 					<div className="relative">
 						<video
 							ref={videoRef}
@@ -185,45 +197,45 @@ function HeroCarousel() {
 				</AnimatePresence>
 			</div>
 
-		<div className="relative z-5 mt-4 flex items-center justify-center gap-2">
-			<button
-				type="button"
-				onClick={() => !isGifExpanded && goToPrev()}
-				className="flex size-11 items-center justify-center rounded-full border border-neutral-200 bg-white text-neutral-700 shadow-sm transition-colors hover:bg-neutral-100 touch-manipulation dark:border-neutral-700 dark:bg-neutral-800 dark:text-neutral-200 dark:hover:bg-neutral-700"
-				aria-label="Previous slide"
-			>
-				<ChevronLeft className="size-5" />
-			</button>
+			<div className="relative z-5 mt-4 flex items-center justify-center gap-2">
+				<button
+					type="button"
+					onClick={() => !isGifExpanded && goToPrev()}
+					className="flex size-11 items-center justify-center rounded-full border border-neutral-200 bg-white text-neutral-700 shadow-sm transition-colors hover:bg-neutral-100 touch-manipulation dark:border-neutral-700 dark:bg-neutral-800 dark:text-neutral-200 dark:hover:bg-neutral-700"
+					aria-label="Previous slide"
+				>
+					<ChevronLeft className="size-5" />
+				</button>
 
-			<div className="flex items-center">
-				{carouselItems.map((_, i) => (
-					<button
-						key={`dot_${i}`}
-						type="button"
-						onClick={() => !isGifExpanded && goTo(i)}
-						className="flex h-11 min-w-[28px] items-center justify-center touch-manipulation"
-						aria-label={`Go to slide ${i + 1}`}
-					>
-						<span
-							className={`block h-2.5 rounded-full transition-all duration-300 ${
-								i === activeIndex
-									? "w-6 bg-neutral-900 dark:bg-white"
-									: "w-2.5 bg-neutral-300 hover:bg-neutral-400 dark:bg-neutral-600 dark:hover:bg-neutral-500"
-							}`}
-						/>
-					</button>
-				))}
+				<div className="flex items-center">
+					{carouselItems.map((_, i) => (
+						<button
+							key={`dot_${i}`}
+							type="button"
+							onClick={() => !isGifExpanded && goTo(i)}
+							className="flex h-11 min-w-[28px] items-center justify-center touch-manipulation"
+							aria-label={`Go to slide ${i + 1}`}
+						>
+							<span
+								className={`block h-2.5 rounded-full transition-all duration-300 ${
+									i === activeIndex
+										? "w-6 bg-neutral-900 dark:bg-white"
+										: "w-2.5 bg-neutral-300 hover:bg-neutral-400 dark:bg-neutral-600 dark:hover:bg-neutral-500"
+								}`}
+							/>
+						</button>
+					))}
+				</div>
+
+				<button
+					type="button"
+					onClick={() => !isGifExpanded && goToNext()}
+					className="flex size-11 items-center justify-center rounded-full border border-neutral-200 bg-white text-neutral-700 shadow-sm transition-colors hover:bg-neutral-100 touch-manipulation dark:border-neutral-700 dark:bg-neutral-800 dark:text-neutral-200 dark:hover:bg-neutral-700"
+					aria-label="Next slide"
+				>
+					<ChevronRight className="size-5" />
+				</button>
 			</div>
-
-			<button
-				type="button"
-				onClick={() => !isGifExpanded && goToNext()}
-				className="flex size-11 items-center justify-center rounded-full border border-neutral-200 bg-white text-neutral-700 shadow-sm transition-colors hover:bg-neutral-100 touch-manipulation dark:border-neutral-700 dark:bg-neutral-800 dark:text-neutral-200 dark:hover:bg-neutral-700"
-				aria-label="Next slide"
-			>
-				<ChevronRight className="size-5" />
-			</button>
-		</div>
 		</div>
 	);
 }
diff --git a/surfsense_web/components/ui/link-toolbar.tsx b/surfsense_web/components/ui/link-toolbar.tsx
index f44b5a1d1..5779d9157 100644
--- a/surfsense_web/components/ui/link-toolbar.tsx
+++ b/surfsense_web/components/ui/link-toolbar.tsx
@@ -160,22 +160,21 @@ function LinkOpenButton() {
 	const editor = useEditorRef();
 	const selection = useEditorSelection();
 
-	const attributes = React.useMemo(
-		() => {
-			const entry = editor.api.node<TLinkElement>({
-				match: { type: editor.getType(KEYS.link) },
-			});
-			if (!entry) {
-				return {};
-			}
-			const [element] = entry;
-			return getLinkAttributes(editor, element);
-		},
-		// eslint-disable-next-line react-hooks/exhaustive-deps
-		[editor, selection]
-	);
+	// biome-ignore lint/correctness/useExhaustiveDependencies: selection triggers recalculation of link attributes
+	const attributes = React.useMemo(() => {
+		const entry = editor.api.node<TLinkElement>({
+			match: { type: editor.getType(KEYS.link) },
+		});
+		if (!entry) {
+			return {};
+		}
+		const [element] = entry;
+		return getLinkAttributes(editor, element);
+	}, [editor, selection]);
 
 	return (
+		// biome-ignore lint/a11y/noStaticElementInteractions: <a> with spread attributes has dynamic href
+		// biome-ignore lint/a11y/useAriaPropsSupportedByRole: aria-label needed for icon-only link
 		<a
 			{...attributes}
 			className={buttonVariants({
@@ -185,6 +184,9 @@ function LinkOpenButton() {
 			onMouseOver={(e) => {
 				e.stopPropagation();
 			}}
+			onFocus={(e) => {
+				e.stopPropagation();
+			}}
 			aria-label="Open link in a new tab"
 			target="_blank"
 			rel="noopener noreferrer"
diff --git a/surfsense_web/components/ui/toolbar.tsx b/surfsense_web/components/ui/toolbar.tsx
index 35a3721ef..b030f5c6d 100644
--- a/surfsense_web/components/ui/toolbar.tsx
+++ b/surfsense_web/components/ui/toolbar.tsx
@@ -219,7 +219,8 @@ export function ToolbarSplitButtonSecondary({
 	...props
 }: React.ComponentPropsWithoutRef<"span"> & VariantProps<typeof dropdownArrowVariants>) {
 	return (
-		<span
+		<button
+			type="button"
 			className={cn(
 				dropdownArrowVariants({
 					size,
@@ -229,11 +230,10 @@ export function ToolbarSplitButtonSecondary({
 				className
 			)}
 			onClick={(e) => e.stopPropagation()}
-			role="button"
-			{...props}
+			{...(props as React.ComponentPropsWithoutRef<"button">)}
 		>
 			<ChevronDown className="size-3.5 text-muted-foreground" data-icon />
-		</span>
+		</button>
 	);
 }
 
diff --git a/surfsense_web/hooks/use-logs.ts b/surfsense_web/hooks/use-logs.ts
index f696bdedf..0cf5975b6 100644
--- a/surfsense_web/hooks/use-logs.ts
+++ b/surfsense_web/hooks/use-logs.ts
@@ -13,7 +13,7 @@ export interface Log {
 	status: LogStatus;
 	message: string;
 	source?: string;
-	log_metadata?: Record<string, any>;
+	log_metadata?: Record<string, unknown>;
 	created_at: string;
 	search_space_id: number;
 }
@@ -52,8 +52,9 @@ export interface LogSummary {
 }
 
 export function useLogs(searchSpaceId?: number, filters: LogFilters = {}) {
-	// Memoize filters to prevent infinite re-renders
-	const memoizedFilters = useMemo(() => filters, [JSON.stringify(filters)]);
+	const filtersKey = JSON.stringify(filters);
+	// biome-ignore lint/correctness/useExhaustiveDependencies: stable serialized key used intentionally
+	const memoizedFilters = useMemo(() => filters, [filtersKey]);
 
 	const buildQueryParams = useCallback(
 		(customFilters: LogFilters = {}) => {
@@ -62,22 +63,22 @@ export function useLogs(searchSpaceId?: number, filters: LogFilters = {}) {
 			const allFilters = { ...memoizedFilters, ...customFilters };
 
 			if (allFilters.search_space_id) {
-				params["search_space_id"] = allFilters.search_space_id.toString();
+				params.search_space_id = allFilters.search_space_id.toString();
 			}
 			if (allFilters.level) {
-				params["level"] = allFilters.level;
+				params.level = allFilters.level;
 			}
 			if (allFilters.status) {
-				params["status"] = allFilters.status;
+				params.status = allFilters.status;
 			}
 			if (allFilters.source) {
-				params["source"] = allFilters.source;
+				params.source = allFilters.source;
 			}
 			if (allFilters.start_date) {
-				params["start_date"] = allFilters.start_date;
+				params.start_date = allFilters.start_date;
 			}
 			if (allFilters.end_date) {
-				params["end_date"] = allFilters.end_date;
+				params.end_date = allFilters.end_date;
 			}
 
 			return params;
diff --git a/surfsense_web/hooks/use-search-source-connectors.ts b/surfsense_web/hooks/use-search-source-connectors.ts
index 2f77d7d82..120b99f0e 100644
--- a/surfsense_web/hooks/use-search-source-connectors.ts
+++ b/surfsense_web/hooks/use-search-source-connectors.ts
@@ -1,5 +1,5 @@
 import { useCallback, useEffect, useState } from "react";
-import { authenticatedFetch, getBearerToken, handleUnauthorized } from "@/lib/auth-utils";
+import { authenticatedFetch } from "@/lib/auth-utils";
 
 export interface SearchSourceConnector {
 	id: number;
@@ -7,7 +7,7 @@ export interface SearchSourceConnector {
 	connector_type: string;
 	is_indexable: boolean;
 	last_indexed_at: string | null;
-	config: Record<string, any>;
+	config: Record<string, unknown>;
 	search_space_id: number;
 	user_id?: string;
 	created_at?: string;
@@ -20,7 +20,7 @@ export interface ConnectorSourceItem {
 	id: number;
 	name: string;
 	type: string;
-	sources: any[];
+	sources: unknown[];
 }
 
 /**
@@ -60,6 +60,44 @@ export const useSearchSourceConnectors = (lazy: boolean = false, searchSpaceId?:
 		},
 	]);
 
+	const updateConnectorSourceItems = useCallback((currentConnectors: SearchSourceConnector[]) => {
+		const defaultConnectors: ConnectorSourceItem[] = [
+			{
+				id: 1,
+				name: "Crawled URL",
+				type: "CRAWLED_URL",
+				sources: [],
+			},
+			{
+				id: 2,
+				name: "File",
+				type: "FILE",
+				sources: [],
+			},
+			{
+				id: 3,
+				name: "Extension",
+				type: "EXTENSION",
+				sources: [],
+			},
+			{
+				id: 4,
+				name: "Youtube Video",
+				type: "YOUTUBE_VIDEO",
+				sources: [],
+			},
+		];
+
+		const apiConnectors: ConnectorSourceItem[] = currentConnectors.map((connector, index) => ({
+			id: 1000 + index,
+			name: connector.name,
+			type: connector.connector_type,
+			sources: [],
+		}));
+
+		setConnectorSourceItems([...defaultConnectors, ...apiConnectors]);
+	}, []);
+
 	const fetchConnectors = useCallback(
 		async (spaceId?: number) => {
 			if (isLoaded && lazy) return; // Avoid redundant calls in lazy mode
@@ -100,7 +138,7 @@ export const useSearchSourceConnectors = (lazy: boolean = false, searchSpaceId?:
 				setIsLoading(false);
 			}
 		},
-		[isLoaded, lazy]
+		[isLoaded, lazy, updateConnectorSourceItems]
 	);
 
 	useEffect(() => {
@@ -120,47 +158,6 @@ export const useSearchSourceConnectors = (lazy: boolean = false, searchSpaceId?:
 		[fetchConnectors, searchSpaceId]
 	);
 
-	// Update connector source items when connectors change
-	const updateConnectorSourceItems = (currentConnectors: SearchSourceConnector[]) => {
-		// Start with the default hardcoded connectors
-		const defaultConnectors: ConnectorSourceItem[] = [
-			{
-				id: 1,
-				name: "Crawled URL",
-				type: "CRAWLED_URL",
-				sources: [],
-			},
-			{
-				id: 2,
-				name: "File",
-				type: "FILE",
-				sources: [],
-			},
-			{
-				id: 3,
-				name: "Extension",
-				type: "EXTENSION",
-				sources: [],
-			},
-			{
-				id: 4,
-				name: "Youtube Video",
-				type: "YOUTUBE_VIDEO",
-				sources: [],
-			},
-		];
-
-		// Add the API connectors
-		const apiConnectors: ConnectorSourceItem[] = currentConnectors.map((connector, index) => ({
-			id: 1000 + index, // Use a high ID to avoid conflicts with hardcoded IDs
-			name: connector.name,
-			type: connector.connector_type,
-			sources: [],
-		}));
-
-		setConnectorSourceItems([...defaultConnectors, ...apiConnectors]);
-	};
-
 	/**
 	 * Create a new search source connector
 	 * @param connectorData - The connector data (excluding search_space_id)
diff --git a/surfsense_web/i18n/request.ts b/surfsense_web/i18n/request.ts
index 9e03bc836..d2b001ade 100644
--- a/surfsense_web/i18n/request.ts
+++ b/surfsense_web/i18n/request.ts
@@ -10,7 +10,7 @@ export default getRequestConfig(async ({ requestLocale }) => {
 	let locale = await requestLocale;
 
 	// Ensure that the incoming `locale` is valid
-	if (!locale || !routing.locales.includes(locale as any)) {
+	if (!locale || !routing.locales.includes(locale as (typeof routing.locales)[number])) {
 		locale = routing.defaultLocale;
 	}
 
diff --git a/surfsense_web/lib/apis/base-api.service.ts b/surfsense_web/lib/apis/base-api.service.ts
index 21e84b2b0..4c3371233 100644
--- a/surfsense_web/lib/apis/base-api.service.ts
+++ b/surfsense_web/lib/apis/base-api.service.ts
@@ -16,7 +16,7 @@ export type RequestOptions = {
 	headers?: Record<string, string>;
 	contentType?: "application/json" | "application/x-www-form-urlencoded";
 	signal?: AbortSignal;
-	body?: any;
+	body?: unknown;
 	responseType?: ResponseType;
 	_isRetry?: boolean; // Internal flag to prevent infinite retry loops
 	// Add more options as needed
diff --git a/surfsense_web/lib/apis/documents-api.service.ts b/surfsense_web/lib/apis/documents-api.service.ts
index 9b0d847f4..14a247032 100644
--- a/surfsense_web/lib/apis/documents-api.service.ts
+++ b/surfsense_web/lib/apis/documents-api.service.ts
@@ -139,7 +139,7 @@ class DocumentsApiService {
 
 		for (const batch of batches) {
 			const formData = new FormData();
-			batch.forEach((file) => formData.append("files", file));
+			for (const file of batch) formData.append("files", file);
 			formData.append("search_space_id", String(search_space_id));
 			formData.append("should_summarize", String(should_summarize));
 
diff --git a/surfsense_web/lib/apis/folders-api.service.ts b/surfsense_web/lib/apis/folders-api.service.ts
index 1e7d24e3b..99d9ad774 100644
--- a/surfsense_web/lib/apis/folders-api.service.ts
+++ b/surfsense_web/lib/apis/folders-api.service.ts
@@ -1,12 +1,12 @@
 import {
 	type BulkDocumentMoveRequest,
+	bulkDocumentMoveRequest,
 	type DocumentMoveRequest,
+	documentMoveRequest,
 	type FolderCreateRequest,
 	type FolderMoveRequest,
 	type FolderReorderRequest,
 	type FolderUpdateRequest,
-	bulkDocumentMoveRequest,
-	documentMoveRequest,
 	folder,
 	folderBreadcrumbResponse,
 	folderCreateRequest,
@@ -23,7 +23,9 @@ class FoldersApiService {
 	createFolder = async (request: FolderCreateRequest) => {
 		const parsed = folderCreateRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.post("/api/v1/folders", folder, { body: parsed.data });
 	};
@@ -31,7 +33,7 @@ class FoldersApiService {
 	listFolders = async (searchSpaceId: number) => {
 		return baseApiService.get(
 			`/api/v1/folders?search_space_id=${searchSpaceId}`,
-			folderListResponse,
+			folderListResponse
 		);
 	};
 
@@ -40,16 +42,15 @@ class FoldersApiService {
 	};
 
 	getFolderBreadcrumb = async (folderId: number) => {
-		return baseApiService.get(
-			`/api/v1/folders/${folderId}/breadcrumb`,
-			folderBreadcrumbResponse,
-		);
+		return baseApiService.get(`/api/v1/folders/${folderId}/breadcrumb`, folderBreadcrumbResponse);
 	};
 
 	updateFolder = async (folderId: number, request: FolderUpdateRequest) => {
 		const parsed = folderUpdateRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.put(`/api/v1/folders/${folderId}`, folder, {
 			body: parsed.data,
@@ -59,7 +60,9 @@ class FoldersApiService {
 	moveFolder = async (folderId: number, request: FolderMoveRequest) => {
 		const parsed = folderMoveRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.put(`/api/v1/folders/${folderId}/move`, folder, {
 			body: parsed.data,
@@ -69,7 +72,9 @@ class FoldersApiService {
 	reorderFolder = async (folderId: number, request: FolderReorderRequest) => {
 		const parsed = folderReorderRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.put(`/api/v1/folders/${folderId}/reorder`, folder, {
 			body: parsed.data,
@@ -77,16 +82,15 @@ class FoldersApiService {
 	};
 
 	deleteFolder = async (folderId: number) => {
-		return baseApiService.delete(
-			`/api/v1/folders/${folderId}`,
-			folderDeleteResponse,
-		);
+		return baseApiService.delete(`/api/v1/folders/${folderId}`, folderDeleteResponse);
 	};
 
 	moveDocument = async (documentId: number, request: DocumentMoveRequest) => {
 		const parsed = documentMoveRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.put(`/api/v1/documents/${documentId}/move`, undefined, {
 			body: parsed.data,
@@ -96,7 +100,9 @@ class FoldersApiService {
 	bulkMoveDocuments = async (request: BulkDocumentMoveRequest) => {
 		const parsed = bulkDocumentMoveRequest.safeParse(request);
 		if (!parsed.success) {
-			throw new ValidationError(`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`);
+			throw new ValidationError(
+				`Invalid request: ${parsed.error.issues.map((i) => i.message).join(", ")}`
+			);
 		}
 		return baseApiService.put("/api/v1/documents/bulk-move", undefined, {
 			body: parsed.data,
diff --git a/surfsense_web/lib/apis/invites-api.service.ts b/surfsense_web/lib/apis/invites-api.service.ts
index 9e3817db4..34889e094 100644
--- a/surfsense_web/lib/apis/invites-api.service.ts
+++ b/surfsense_web/lib/apis/invites-api.service.ts
@@ -1,26 +1,20 @@
 import {
 	type AcceptInviteRequest,
-	type AcceptInviteResponse,
 	acceptInviteRequest,
 	acceptInviteResponse,
 	type CreateInviteRequest,
-	type CreateInviteResponse,
 	createInviteRequest,
 	createInviteResponse,
 	type DeleteInviteRequest,
-	type DeleteInviteResponse,
 	deleteInviteRequest,
 	deleteInviteResponse,
 	type GetInviteInfoRequest,
-	type GetInviteInfoResponse,
 	type GetInvitesRequest,
-	type GetInvitesResponse,
 	getInviteInfoRequest,
 	getInviteInfoResponse,
 	getInvitesRequest,
 	getInvitesResponse,
 	type UpdateInviteRequest,
-	type UpdateInviteResponse,
 	updateInviteRequest,
 	updateInviteResponse,
 } from "@/contracts/types/invites.types";
diff --git a/surfsense_web/lib/apis/logs-api.service.ts b/surfsense_web/lib/apis/logs-api.service.ts
index 115f50497..700089354 100644
--- a/surfsense_web/lib/apis/logs-api.service.ts
+++ b/surfsense_web/lib/apis/logs-api.service.ts
@@ -14,8 +14,6 @@ import {
 	getLogSummaryResponse,
 	getLogsRequest,
 	getLogsResponse,
-	type Log,
-	log,
 	type UpdateLogRequest,
 	updateLogRequest,
 	updateLogResponse,
diff --git a/surfsense_web/lib/apis/members-api.service.ts b/surfsense_web/lib/apis/members-api.service.ts
index c0397f0e6..8d0d19663 100644
--- a/surfsense_web/lib/apis/members-api.service.ts
+++ b/surfsense_web/lib/apis/members-api.service.ts
@@ -1,22 +1,17 @@
 import {
 	type DeleteMembershipRequest,
-	type DeleteMembershipResponse,
 	deleteMembershipRequest,
 	deleteMembershipResponse,
 	type GetMembersRequest,
-	type GetMembersResponse,
 	type GetMyAccessRequest,
-	type GetMyAccessResponse,
 	getMembersRequest,
 	getMembersResponse,
 	getMyAccessRequest,
 	getMyAccessResponse,
 	type LeaveSearchSpaceRequest,
-	type LeaveSearchSpaceResponse,
 	leaveSearchSpaceRequest,
 	leaveSearchSpaceResponse,
 	type UpdateMembershipRequest,
-	type UpdateMembershipResponse,
 	updateMembershipRequest,
 	updateMembershipResponse,
 } from "@/contracts/types/members.types";
diff --git a/surfsense_web/lib/chat/streaming-state.ts b/surfsense_web/lib/chat/streaming-state.ts
index 3f1c498b6..cd0a4d7f6 100644
--- a/surfsense_web/lib/chat/streaming-state.ts
+++ b/surfsense_web/lib/chat/streaming-state.ts
@@ -136,7 +136,7 @@ export function buildContentForPersistence(
  * Async generator that reads an SSE stream and yields parsed JSON objects.
  * Handles buffering, event splitting, and skips malformed JSON / [DONE] lines.
  */
-export async function* readSSEStream(response: Response): AsyncGenerator<any> {
+export async function* readSSEStream(response: Response): AsyncGenerator<unknown> {
 	if (!response.body) {
 		throw new Error("No response body");
 	}
diff --git a/surfsense_web/next.config.ts b/surfsense_web/next.config.ts
index f02cf4d03..263b3e6f6 100644
--- a/surfsense_web/next.config.ts
+++ b/surfsense_web/next.config.ts
@@ -1,7 +1,7 @@
+import path from "node:path";
 import { createMDX } from "fumadocs-mdx/next";
 import type { NextConfig } from "next";
 import createNextIntlPlugin from "next-intl/plugin";
-import path from "path";
 
 // Create the next-intl plugin
 const withNextIntl = createNextIntlPlugin("./i18n/request.ts");
@@ -37,7 +37,9 @@ const nextConfig: NextConfig = {
 	// Configure webpack (SVGR)
 	webpack: (config) => {
 		// SVGR: import *.svg as React components
-		const fileLoaderRule = config.module.rules.find((rule: any) => rule.test?.test?.(".svg"));
+		const fileLoaderRule = config.module.rules.find(
+			(rule: { test?: { test?: (s: string) => boolean } }) => rule.test?.test?.(".svg")
+		);
 		config.module.rules.push(
 			// Re-apply the existing file loader for *.svg?url imports
 			{

From f9f0c5867700166d58859231d30b896b5e182bf9 Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 03:19:12 -0700
Subject: [PATCH 069/102] chore: update .gitignore to include .deepagents/
 directory

---
 .gitignore | 3 ++-
 1 file changed, 2 insertions(+), 1 deletion(-)

diff --git a/.gitignore b/.gitignore
index a5c44ce73..fd8fd782b 100644
--- a/.gitignore
+++ b/.gitignore
@@ -5,4 +5,5 @@ node_modules/
 .ruff_cache/
 .venv
 .pnpm-store
-.DS_Store
\ No newline at end of file
+.DS_Store
+deepagents/
\ No newline at end of file

From 0bc1c766ff848d844420ffb8f278f9a05a0008ca Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 16:02:09 +0530
Subject: [PATCH 070/102] feat: migrate Confluence and Jira indexers to unified
 parallel pipeline

- Refactored Confluence and Jira indexers to utilize the shared IndexingPipelineService for improved document processing.
- Updated the `_build_connector_doc` function in both indexers to create ConnectorDocument instances with enhanced metadata and fallback summaries.
- Modified the `index_confluence_pages` and `index_jira_issues` functions to return a tuple of (indexed_count, skipped_count, warning_or_error_message) for better error handling and reporting.
- Added unit tests for both indexers to validate the new parallel processing logic and ensure correct document creation and indexing behavior.
---
 .../connector_indexers/confluence_indexer.py  | 356 +++++------------
 .../tasks/connector_indexers/jira_indexer.py  | 375 +++++-------------
 .../test_confluence_parallel.py               | 373 +++++++++++++++++
 .../connector_indexers/test_jira_parallel.py  | 372 +++++++++++++++++
 4 files changed, 942 insertions(+), 534 deletions(-)
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
 create mode 100644 surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py

diff --git a/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py b/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
index 3b46b6437..8f447b842 100644
--- a/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
@@ -1,49 +1,74 @@
-"""
-Confluence connector indexer.
-
-Provides real-time document status updates during indexing using a two-phase approach:
-- Phase 1: Create all documents with PENDING status (visible in UI immediately)
-- Phase 2: Process each document one by one (PENDING → PROCESSING → READY/FAILED)
-"""
+"""Confluence connector indexer using the unified parallel indexing pipeline."""
 
 import contextlib
-import time
 from collections.abc import Awaitable, Callable
-from datetime import datetime
 
 from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.confluence_history import ConfluenceHistoryConnector
-from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_content_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 
 from .base import (
     calculate_date_range,
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    page: dict,
+    full_content: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Confluence page dict to a ConnectorDocument."""
+    page_id = page.get("id", "")
+    page_title = page.get("title", "")
+    space_id = page.get("spaceId", "")
+    comment_count = len(page.get("comments", []))
+
+    metadata = {
+        "page_id": page_id,
+        "page_title": page_title,
+        "space_id": space_id,
+        "comment_count": comment_count,
+        "connector_id": connector_id,
+        "document_type": "Confluence Page",
+        "connector_type": "Confluence",
+    }
+
+    fallback_summary = (
+        f"Confluence Page: {page_title}\n\nSpace ID: {space_id}\n\n{full_content}"
+    )
+
+    return ConnectorDocument(
+        title=page_title,
+        source_markdown=full_content,
+        unique_id=page_id,
+        document_type=DocumentType.CONFLUENCE_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_confluence_pages(
     session: AsyncSession,
     connector_id: int,
@@ -53,26 +78,9 @@ async def index_confluence_pages(
     end_date: str | None = None,
     update_last_indexed: bool = True,
     on_heartbeat_callback: HeartbeatCallbackType | None = None,
-) -> tuple[int, str | None]:
-    """
-    Index Confluence pages and comments.
-
-    Args:
-        session: Database session
-        connector_id: ID of the Confluence connector
-        search_space_id: ID of the search space to store documents in
-        user_id: User ID
-        start_date: Start date for indexing (YYYY-MM-DD format)
-        end_date: End date for indexing (YYYY-MM-DD format)
-        update_last_indexed: Whether to update the last_indexed_at timestamp (default: True)
-        on_heartbeat_callback: Optional callback to update notification during long-running indexing.
-
-    Returns:
-        Tuple containing (number of documents indexed, error message or None)
-    """
+) -> tuple[int, int, str | None]:
+    """Index Confluence pages and comments."""
     task_logger = TaskLoggingService(session, search_space_id)
-
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="confluence_pages_indexing",
         source="connector_indexing_task",
@@ -86,7 +94,6 @@ async def index_confluence_pages(
     )
 
     try:
-        # Get the connector from the database
         connector = await get_connector_by_id(
             session, connector_id, SearchSourceConnectorType.CONFLUENCE_CONNECTOR
         )
@@ -98,9 +105,8 @@ async def index_confluence_pages(
                 "Connector not found",
                 {"error_type": "ConnectorNotFound"},
             )
-            return 0, f"Connector with ID {connector_id} not found"
+            return 0, 0, f"Connector with ID {connector_id} not found"
 
-        # Initialize Confluence OAuth client
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Confluence OAuth client for connector {connector_id}",
@@ -114,7 +120,6 @@ async def index_confluence_pages(
             )
         )
 
-        # Calculate date range
         start_date_str, end_date_str = calculate_date_range(
             connector, start_date, end_date, default_days_back=365
         )
@@ -129,19 +134,14 @@ async def index_confluence_pages(
             },
         )
 
-        # Get pages within date range
         try:
             pages, error = await confluence_client.get_pages_by_date_range(
                 start_date=start_date_str, end_date=end_date_str, include_comments=True
             )
 
             if error:
-                # Don't treat "No pages found" as an error that should stop indexing
                 if "No pages found" in error:
                     logger.info(f"No Confluence pages found: {error}")
-                    logger.info(
-                        "No pages found is not a critical error, continuing with update"
-                    )
                     if update_last_indexed:
                         await update_connector_last_indexed(
                             session, connector, update_last_indexed
@@ -156,11 +156,10 @@ async def index_confluence_pages(
                         f"No Confluence pages found in date range {start_date_str} to {end_date_str}",
                         {"pages_found": 0},
                     )
-                    # Close client before returning
                     if confluence_client:
                         with contextlib.suppress(Exception):
                             await confluence_client.close()
-                    return 0, None
+                    return 0, 0, None
                 else:
                     logger.error(f"Failed to get Confluence pages: {error}")
                     await task_logger.log_task_failure(
@@ -169,36 +168,35 @@ async def index_confluence_pages(
                         "API Error",
                         {"error_type": "APIError"},
                     )
-                    # Close client on error
                     if confluence_client:
                         with contextlib.suppress(Exception):
                             await confluence_client.close()
-                    return 0, f"Failed to get Confluence pages: {error}"
+                    return 0, 0, f"Failed to get Confluence pages: {error}"
 
             logger.info(f"Retrieved {len(pages)} pages from Confluence API")
 
         except Exception as e:
             logger.error(f"Error fetching Confluence pages: {e!s}", exc_info=True)
-            # Close client on error
             if confluence_client:
                 with contextlib.suppress(Exception):
                     await confluence_client.close()
-            return 0, f"Error fetching Confluence pages: {e!s}"
+            return 0, 0, f"Error fetching Confluence pages: {e!s}"
+
+        if not pages:
+            logger.info("No Confluence pages found for the specified date range")
+            if update_last_indexed:
+                await update_connector_last_indexed(
+                    session, connector, update_last_indexed
+                )
+                await session.commit()
+            if confluence_client:
+                with contextlib.suppress(Exception):
+                    await confluence_client.close()
+            return 0, 0, None
 
-        # =======================================================================
-        # PHASE 1: Analyze all pages, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        documents_indexed = 0
         documents_skipped = 0
-        documents_failed = 0
         duplicate_content_count = 0
-
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
-
-        pages_to_process = []  # List of dicts with document and page data
-        new_documents_created = False
+        connector_docs: list[ConnectorDocument] = []
 
         for page in pages:
             try:
@@ -213,12 +211,10 @@ async def index_confluence_pages(
                     documents_skipped += 1
                     continue
 
-                # Extract page content
                 page_content = ""
                 if page.get("body") and page["body"].get("storage"):
                     page_content = page["body"]["storage"].get("value", "")
 
-                # Add comments to content
                 comments = page.get("comments", [])
                 comments_content = ""
                 if comments:
@@ -235,61 +231,25 @@ async def index_confluence_pages(
 
                         comments_content += f"**Comment by {comment_author}** ({comment_date}):\n{comment_body}\n\n"
 
-                # Combine page content with comments
                 full_content = f"# {page_title}\n\n{page_content}{comments_content}"
 
-                if not full_content.strip():
+                if not page_content.strip() and not comments:
                     logger.warning(f"Skipping page with no content: {page_title}")
                     documents_skipped += 1
                     continue
 
-                # Generate unique identifier hash for this Confluence page
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.CONFLUENCE_CONNECTOR, page_id, search_space_id
+                doc = _build_connector_doc(
+                    page,
+                    full_content,
+                    connector_id=connector_id,
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
                 )
 
-                # Generate content hash
-                content_hash = generate_content_hash(full_content, search_space_id)
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                comment_count = len(comments)
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    pages_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "full_content": full_content,
-                            "page_content": page_content,
-                            "content_hash": content_hash,
-                            "page_id": page_id,
-                            "page_title": page_title,
-                            "space_id": space_id,
-                            "comment_count": comment_count,
-                        }
-                    )
-                    continue
-
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
                 with session.no_autoflush:
                     duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
+                        session, compute_content_hash(doc)
                     )
 
                 if duplicate_by_content:
@@ -302,151 +262,29 @@ async def index_confluence_pages(
                     documents_skipped += 1
                     continue
 
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=page_title,
-                    document_type=DocumentType.CONFLUENCE_CONNECTOR,
-                    document_metadata={
-                        "page_id": page_id,
-                        "page_title": page_title,
-                        "space_id": space_id,
-                        "comment_count": comment_count,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
-                    connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                pages_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "full_content": full_content,
-                        "page_content": page_content,
-                        "content_hash": content_hash,
-                        "page_id": page_id,
-                        "page_title": page_title,
-                        "space_id": space_id,
-                        "comment_count": comment_count,
-                    }
-                )
+                connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error in Phase 1 for page: {e!s}", exc_info=True)
-                documents_failed += 1
+                logger.error(f"Error building ConnectorDocument for page: {e!s}", exc_info=True)
+                documents_skipped += 1
                 continue
 
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([p for p in pages_to_process if p['is_new']])} pending documents"
-            )
-            await session.commit()
+        pipeline = IndexingPipelineService(session)
+        await pipeline.migrate_legacy_docs(connector_docs)
 
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(pages_to_process)} documents")
+        async def _get_llm(s: AsyncSession):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
 
-        for item in pages_to_process:
-            # Send heartbeat periodically
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
 
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
-
-                # Heavy processing (LLM, embeddings, chunks)
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
-                )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata = {
-                        "page_title": item["page_title"],
-                        "page_id": item["page_id"],
-                        "space_id": item["space_id"],
-                        "comment_count": item["comment_count"],
-                        "document_type": "Confluence Page",
-                        "connector_type": "Confluence",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["full_content"], user_llm, document_metadata
-                    )
-                else:
-                    summary_content = f"Confluence Page: {item['page_title']}\n\nSpace ID: {item['space_id']}\n\n{item['full_content']}"
-                    summary_embedding = embed_text(summary_content)
-
-                # Process chunks - using the full page content with comments
-                chunks = await create_document_chunks(item["full_content"])
-
-                # Update document to READY with actual content
-                document.title = item["page_title"]
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "page_id": item["page_id"],
-                    "page_title": item["page_title"],
-                    "space_id": item["space_id"],
-                    "comment_count": item["comment_count"],
-                    "indexed_at": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
-                documents_indexed += 1
-
-                # Batch commit every 10 documents (for ready status updates)
-                if documents_indexed % 10 == 0:
-                    logger.info(
-                        f"Committing batch: {documents_indexed} Confluence pages processed so far"
-                    )
-                    await session.commit()
-
-            except Exception as e:
-                logger.error(
-                    f"Error processing page {item.get('page_title', 'Unknown')}: {e!s}",
-                    exc_info=True,
-                )
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
-                documents_failed += 1
-                continue  # Skip this page and continue with others
-
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
-        # This ensures the UI shows "Last indexed" instead of "Never indexed"
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        # Final commit to ensure all documents are persisted (safety net)
         logger.info(
             f"Final commit: Total {documents_indexed} Confluence pages processed"
         )
@@ -456,7 +294,6 @@ async def index_confluence_pages(
                 "Successfully committed all Confluence document changes to database"
             )
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
@@ -467,11 +304,9 @@ async def index_confluence_pages(
                     f"Rolling back and continuing. Error: {e!s}"
                 )
                 await session.rollback()
-                # Don't fail the entire task - some documents may have been successfully indexed
             else:
                 raise
 
-        # Build warning message if there were issues
         warning_parts = []
         if duplicate_content_count > 0:
             warning_parts.append(f"{duplicate_content_count} duplicate")
@@ -479,7 +314,6 @@ async def index_confluence_pages(
             warning_parts.append(f"{documents_failed} failed")
         warning_message = ", ".join(warning_parts) if warning_parts else None
 
-        # Log success
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed Confluence indexing for connector {connector_id}",
@@ -490,22 +324,19 @@ async def index_confluence_pages(
                 "duplicate_content_count": duplicate_content_count,
             },
         )
-
         logger.info(
             f"Confluence indexing completed: {documents_indexed} ready, "
             f"{documents_skipped} skipped, {documents_failed} failed "
             f"({duplicate_content_count} duplicate content)"
         )
 
-        # Close the client connection
         if confluence_client:
             await confluence_client.close()
 
-        return documents_indexed, warning_message
+        return documents_indexed, documents_skipped, warning_message
 
     except SQLAlchemyError as db_error:
         await session.rollback()
-        # Close client if it exists
         if confluence_client:
             with contextlib.suppress(Exception):
                 await confluence_client.close()
@@ -516,10 +347,9 @@ async def index_confluence_pages(
             {"error_type": "SQLAlchemyError"},
         )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
-        return 0, f"Database error: {db_error!s}"
+        return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
-        # Close client if it exists
         if confluence_client:
             with contextlib.suppress(Exception):
                 await confluence_client.close()
@@ -530,4 +360,4 @@ async def index_confluence_pages(
             {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index Confluence pages: {e!s}", exc_info=True)
-        return 0, f"Failed to index Confluence pages: {e!s}"
+        return 0, 0, f"Failed to index Confluence pages: {e!s}"
diff --git a/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py b/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
index 25491a8f6..6e370fc35 100644
--- a/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
@@ -1,49 +1,80 @@
-"""
-Jira connector indexer.
-
-Provides real-time document status updates during indexing using a two-phase approach:
-- Phase 1: Create all documents with PENDING status (visible in UI immediately)
-- Phase 2: Process each document one by one (PENDING → PROCESSING → READY/FAILED)
-"""
+"""Jira connector indexer using the unified parallel indexing pipeline."""
 
 import contextlib
-import time
 from collections.abc import Awaitable, Callable
-from datetime import datetime
 
 from sqlalchemy.exc import SQLAlchemyError
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.connectors.jira_history import JiraHistoryConnector
-from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
+from app.db import DocumentType, SearchSourceConnectorType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import compute_content_hash
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
-from app.utils.document_converters import (
-    create_document_chunks,
-    embed_text,
-    generate_content_hash,
-    generate_document_summary,
-    generate_unique_identifier_hash,
-)
 
 from .base import (
     calculate_date_range,
-    check_document_by_unique_identifier,
     check_duplicate_document_by_hash,
     get_connector_by_id,
-    get_current_timestamp,
     logger,
-    safe_set_chunks,
     update_connector_last_indexed,
 )
 
-# Type hint for heartbeat callback
 HeartbeatCallbackType = Callable[[int], Awaitable[None]]
-
-# Heartbeat interval in seconds - update notification every 30 seconds
 HEARTBEAT_INTERVAL_SECONDS = 30
 
 
+def _build_connector_doc(
+    issue: dict,
+    formatted_issue: dict,
+    issue_content: str,
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+    enable_summary: bool,
+) -> ConnectorDocument:
+    """Map a raw Jira issue dict to a ConnectorDocument."""
+    issue_id = issue.get("key", "")
+    issue_identifier = issue.get("key", "")
+    issue_title = issue.get("id", "")
+    state = formatted_issue.get("status", "Unknown")
+    priority = formatted_issue.get("priority", "Unknown")
+    comment_count = len(formatted_issue.get("comments", []))
+
+    metadata = {
+        "issue_id": issue_id,
+        "issue_identifier": issue_identifier,
+        "issue_title": issue_title,
+        "state": state,
+        "priority": priority,
+        "comment_count": comment_count,
+        "connector_id": connector_id,
+        "document_type": "Jira Issue",
+        "connector_type": "Jira",
+    }
+
+    fallback_summary = (
+        f"Jira Issue {issue_identifier}: {issue_title}\n\n"
+        f"Status: {state}\n\n{issue_content}"
+    )
+
+    return ConnectorDocument(
+        title=f"{issue_identifier}: {issue_title}",
+        source_markdown=issue_content,
+        unique_id=issue_id,
+        document_type=DocumentType.JIRA_CONNECTOR,
+        search_space_id=search_space_id,
+        connector_id=connector_id,
+        created_by_id=user_id,
+        should_summarize=enable_summary,
+        fallback_summary=fallback_summary,
+        metadata=metadata,
+    )
+
+
 async def index_jira_issues(
     session: AsyncSession,
     connector_id: int,
@@ -53,26 +84,9 @@ async def index_jira_issues(
     end_date: str | None = None,
     update_last_indexed: bool = True,
     on_heartbeat_callback: HeartbeatCallbackType | None = None,
-) -> tuple[int, str | None]:
-    """
-    Index Jira issues and comments.
-
-    Args:
-        session: Database session
-        connector_id: ID of the Jira connector
-        search_space_id: ID of the search space to store documents in
-        user_id: User ID
-        start_date: Start date for indexing (YYYY-MM-DD format)
-        end_date: End date for indexing (YYYY-MM-DD format)
-        update_last_indexed: Whether to update the last_indexed_at timestamp (default: True)
-        on_heartbeat_callback: Optional callback to update notification during long-running indexing.
-
-    Returns:
-        Tuple containing (number of documents indexed, error message or None)
-    """
+) -> tuple[int, int, str | None]:
+    """Index Jira issues and comments."""
     task_logger = TaskLoggingService(session, search_space_id)
-
-    # Log task start
     log_entry = await task_logger.log_task_start(
         task_name="jira_issues_indexing",
         source="connector_indexing_task",
@@ -86,7 +100,6 @@ async def index_jira_issues(
     )
 
     try:
-        # Get the connector from the database
         connector = await get_connector_by_id(
             session, connector_id, SearchSourceConnectorType.JIRA_CONNECTOR
         )
@@ -98,24 +111,15 @@ async def index_jira_issues(
                 "Connector not found",
                 {"error_type": "ConnectorNotFound"},
             )
-            return 0, f"Connector with ID {connector_id} not found"
+            return 0, 0, f"Connector with ID {connector_id} not found"
 
-        # Initialize Jira client with internal refresh capability
-        # Token refresh will happen automatically when needed
         await task_logger.log_task_progress(
             log_entry,
             f"Initializing Jira client for connector {connector_id}",
             {"stage": "client_initialization"},
         )
-
-        logger.info(f"Initializing Jira client for connector {connector_id}")
-
-        # Create connector with session and connector_id for internal refresh
-        # Token refresh will happen automatically when needed
         jira_client = JiraHistoryConnector(session=session, connector_id=connector_id)
 
-        # Calculate date range
-        # Handle "undefined" strings from frontend
         if start_date == "undefined" or start_date == "":
             start_date = None
         if end_date == "undefined" or end_date == "":
@@ -135,19 +139,14 @@ async def index_jira_issues(
             },
         )
 
-        # Get issues within date range
         try:
             issues, error = await jira_client.get_issues_by_date_range(
                 start_date=start_date_str, end_date=end_date_str, include_comments=True
             )
 
             if error:
-                # Don't treat "No issues found" as an error that should stop indexing
                 if "No issues found" in error:
                     logger.info(f"No Jira issues found: {error}")
-                    logger.info(
-                        "No issues found is not a critical error, continuing with update"
-                    )
                     if update_last_indexed:
                         await update_connector_last_indexed(
                             session, connector, update_last_indexed
@@ -162,7 +161,8 @@ async def index_jira_issues(
                         f"No Jira issues found in date range {start_date_str} to {end_date_str}",
                         {"issues_found": 0},
                     )
-                    return 0, None
+                    await jira_client.close()
+                    return 0, 0, None
                 else:
                     logger.error(f"Failed to get Jira issues: {error}")
                     await task_logger.log_task_failure(
@@ -171,29 +171,30 @@ async def index_jira_issues(
                         "API Error",
                         {"error_type": "APIError"},
                     )
-                    return 0, f"Failed to get Jira issues: {error}"
+                    await jira_client.close()
+                    return 0, 0, f"Failed to get Jira issues: {error}"
 
             logger.info(f"Retrieved {len(issues)} issues from Jira API")
 
         except Exception as e:
             logger.error(f"Error fetching Jira issues: {e!s}", exc_info=True)
-            return 0, f"Error fetching Jira issues: {e!s}"
+            await jira_client.close()
+            return 0, 0, f"Error fetching Jira issues: {e!s}"
 
-        # =======================================================================
-        # PHASE 1: Analyze all issues, create pending documents
-        # This makes ALL documents visible in the UI immediately with pending status
-        # =======================================================================
-        documents_indexed = 0
+        if not issues:
+            logger.info("No Jira issues found for the specified date range")
+            if update_last_indexed:
+                await update_connector_last_indexed(
+                    session, connector, update_last_indexed
+                )
+                await session.commit()
+            await jira_client.close()
+            return 0, 0, None
+
+        connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
-        documents_failed = 0
         duplicate_content_count = 0
 
-        # Heartbeat tracking - update notification periodically to prevent appearing stuck
-        last_heartbeat_time = time.time()
-
-        issues_to_process = []  # List of dicts with document and issue data
-        new_documents_created = False
-
         for issue in issues:
             try:
                 issue_id = issue.get("key")
@@ -207,10 +208,7 @@ async def index_jira_issues(
                     documents_skipped += 1
                     continue
 
-                # Format the issue for better readability
                 formatted_issue = jira_client.format_issue(issue)
-
-                # Convert to markdown
                 issue_content = jira_client.format_issue_to_markdown(formatted_issue)
 
                 if not issue_content:
@@ -220,53 +218,19 @@ async def index_jira_issues(
                     documents_skipped += 1
                     continue
 
-                # Generate unique identifier hash for this Jira issue
-                unique_identifier_hash = generate_unique_identifier_hash(
-                    DocumentType.JIRA_CONNECTOR, issue_id, search_space_id
+                doc = _build_connector_doc(
+                    issue,
+                    formatted_issue,
+                    issue_content,
+                    connector_id=connector_id,
+                    search_space_id=search_space_id,
+                    user_id=user_id,
+                    enable_summary=connector.enable_summary,
                 )
 
-                # Generate content hash
-                content_hash = generate_content_hash(issue_content, search_space_id)
-
-                # Check if document with this unique identifier already exists
-                existing_document = await check_document_by_unique_identifier(
-                    session, unique_identifier_hash
-                )
-
-                comment_count = len(formatted_issue.get("comments", []))
-
-                if existing_document:
-                    # Document exists - check if content has changed
-                    if existing_document.content_hash == content_hash:
-                        # Ensure status is ready (might have been stuck in processing/pending)
-                        if not DocumentStatus.is_state(
-                            existing_document.status, DocumentStatus.READY
-                        ):
-                            existing_document.status = DocumentStatus.ready()
-                        documents_skipped += 1
-                        continue
-
-                    # Queue existing document for update (will be set to processing in Phase 2)
-                    issues_to_process.append(
-                        {
-                            "document": existing_document,
-                            "is_new": False,
-                            "issue_content": issue_content,
-                            "content_hash": content_hash,
-                            "issue_id": issue_id,
-                            "issue_identifier": issue_identifier,
-                            "issue_title": issue_title,
-                            "formatted_issue": formatted_issue,
-                            "comment_count": comment_count,
-                        }
-                    )
-                    continue
-
-                # Document doesn't exist by unique_identifier_hash
-                # Check if a document with the same content_hash exists (from another connector)
                 with session.no_autoflush:
                     duplicate_by_content = await check_duplicate_document_by_hash(
-                        session, content_hash
+                        session, compute_content_hash(doc)
                     )
 
                 if duplicate_by_content:
@@ -279,160 +243,37 @@ async def index_jira_issues(
                     documents_skipped += 1
                     continue
 
-                # Create new document with PENDING status (visible in UI immediately)
-                document = Document(
-                    search_space_id=search_space_id,
-                    title=f"{issue_identifier}: {issue_title}",
-                    document_type=DocumentType.JIRA_CONNECTOR,
-                    document_metadata={
-                        "issue_id": issue_id,
-                        "issue_identifier": issue_identifier,
-                        "issue_title": issue_title,
-                        "state": formatted_issue.get("status", "Unknown"),
-                        "comment_count": comment_count,
-                        "connector_id": connector_id,
-                    },
-                    content="Pending...",  # Placeholder until processed
-                    content_hash=unique_identifier_hash,  # Temporary unique value - updated when ready
-                    unique_identifier_hash=unique_identifier_hash,
-                    embedding=None,
-                    chunks=[],  # Empty at creation - safe for async
-                    status=DocumentStatus.pending(),  # Pending until processing starts
-                    updated_at=get_current_timestamp(),
-                    created_by_id=user_id,
-                    connector_id=connector_id,
-                )
-                session.add(document)
-                new_documents_created = True
-
-                issues_to_process.append(
-                    {
-                        "document": document,
-                        "is_new": True,
-                        "issue_content": issue_content,
-                        "content_hash": content_hash,
-                        "issue_id": issue_id,
-                        "issue_identifier": issue_identifier,
-                        "issue_title": issue_title,
-                        "formatted_issue": formatted_issue,
-                        "comment_count": comment_count,
-                    }
-                )
-
-            except Exception as e:
-                logger.error(f"Error in Phase 1 for issue: {e!s}", exc_info=True)
-                documents_failed += 1
-                continue
-
-        # Commit all pending documents - they all appear in UI now
-        if new_documents_created:
-            logger.info(
-                f"Phase 1: Committing {len([i for i in issues_to_process if i['is_new']])} pending documents"
-            )
-            await session.commit()
-
-        # =======================================================================
-        # PHASE 2: Process each document one by one
-        # Each document transitions: pending → processing → ready/failed
-        # =======================================================================
-        logger.info(f"Phase 2: Processing {len(issues_to_process)} documents")
-
-        for item in issues_to_process:
-            # Send heartbeat periodically
-            if on_heartbeat_callback:
-                current_time = time.time()
-                if current_time - last_heartbeat_time >= HEARTBEAT_INTERVAL_SECONDS:
-                    await on_heartbeat_callback(documents_indexed)
-                    last_heartbeat_time = current_time
-
-            document = item["document"]
-            try:
-                # Set to PROCESSING and commit - shows "processing" in UI for THIS document only
-                document.status = DocumentStatus.processing()
-                await session.commit()
-
-                # Heavy processing (LLM, embeddings, chunks)
-                user_llm = await get_user_long_context_llm(
-                    session, user_id, search_space_id
-                )
-
-                if user_llm and connector.enable_summary:
-                    document_metadata = {
-                        "issue_key": item["issue_identifier"],
-                        "issue_title": item["issue_title"],
-                        "status": item["formatted_issue"].get("status", "Unknown"),
-                        "priority": item["formatted_issue"].get("priority", "Unknown"),
-                        "comment_count": item["comment_count"],
-                        "document_type": "Jira Issue",
-                        "connector_type": "Jira",
-                    }
-                    (
-                        summary_content,
-                        summary_embedding,
-                    ) = await generate_document_summary(
-                        item["issue_content"], user_llm, document_metadata
-                    )
-                else:
-                    summary_content = f"Jira Issue {item['issue_identifier']}: {item['issue_title']}\n\n{item['issue_content']}"
-                    summary_embedding = embed_text(summary_content)
-
-                # Process chunks - using the full issue content with comments
-                chunks = await create_document_chunks(item["issue_content"])
-
-                # Update document to READY with actual content
-                document.title = f"{item['issue_identifier']}: {item['issue_title']}"
-                document.content = summary_content
-                document.content_hash = item["content_hash"]
-                document.embedding = summary_embedding
-                document.document_metadata = {
-                    "issue_id": item["issue_id"],
-                    "issue_identifier": item["issue_identifier"],
-                    "issue_title": item["issue_title"],
-                    "state": item["formatted_issue"].get("status", "Unknown"),
-                    "comment_count": item["comment_count"],
-                    "indexed_at": datetime.now().strftime("%Y-%m-%d %H:%M:%S"),
-                    "connector_id": connector_id,
-                }
-                await safe_set_chunks(session, document, chunks)
-                document.updated_at = get_current_timestamp()
-                document.status = DocumentStatus.ready()
-
-                documents_indexed += 1
-
-                # Batch commit every 10 documents (for ready status updates)
-                if documents_indexed % 10 == 0:
-                    logger.info(
-                        f"Committing batch: {documents_indexed} Jira issues processed so far"
-                    )
-                    await session.commit()
+                connector_docs.append(doc)
 
             except Exception as e:
                 logger.error(
-                    f"Error processing issue {item.get('issue_identifier', 'Unknown')}: {e!s}",
+                    f"Error building ConnectorDocument for issue {issue_identifier}: {e!s}",
                     exc_info=True,
                 )
-                # Mark document as failed with reason (visible in UI)
-                try:
-                    document.status = DocumentStatus.failed(str(e))
-                    document.updated_at = get_current_timestamp()
-                except Exception as status_error:
-                    logger.error(
-                        f"Failed to update document status to failed: {status_error}"
-                    )
-                documents_failed += 1
-                continue  # Skip this issue and continue with others
+                documents_skipped += 1
+                continue
+
+        pipeline = IndexingPipelineService(session)
+        await pipeline.migrate_legacy_docs(connector_docs)
+
+        async def _get_llm(s: AsyncSession):
+            return await get_user_long_context_llm(s, user_id, search_space_id)
+
+        _, documents_indexed, documents_failed = await pipeline.index_batch_parallel(
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
+            on_heartbeat=on_heartbeat_callback,
+            heartbeat_interval=HEARTBEAT_INTERVAL_SECONDS,
+        )
 
-        # CRITICAL: Always update timestamp (even if 0 documents indexed) so Zero syncs
-        # This ensures the UI shows "Last indexed" instead of "Never indexed"
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        # Final commit to ensure all documents are persisted (safety net)
         logger.info(f"Final commit: Total {documents_indexed} Jira issues processed")
         try:
             await session.commit()
             logger.info("Successfully committed all JIRA document changes to database")
         except Exception as e:
-            # Handle any remaining integrity errors gracefully (race conditions, etc.)
             if (
                 "duplicate key value violates unique constraint" in str(e).lower()
                 or "uniqueviolationerror" in str(e).lower()
@@ -447,7 +288,6 @@ async def index_jira_issues(
             else:
                 raise
 
-        # Build warning message if there were issues
         warning_parts = []
         if duplicate_content_count > 0:
             warning_parts.append(f"{duplicate_content_count} duplicate")
@@ -455,7 +295,6 @@ async def index_jira_issues(
             warning_parts.append(f"{documents_failed} failed")
         warning_message = ", ".join(warning_parts) if warning_parts else None
 
-        # Log success
         await task_logger.log_task_success(
             log_entry,
             f"Successfully completed JIRA indexing for connector {connector_id}",
@@ -466,17 +305,13 @@ async def index_jira_issues(
                 "duplicate_content_count": duplicate_content_count,
             },
         )
-
         logger.info(
             f"JIRA indexing completed: {documents_indexed} ready, "
             f"{documents_skipped} skipped, {documents_failed} failed "
             f"({duplicate_content_count} duplicate content)"
         )
-
-        # Clean up the connector
         await jira_client.close()
-
-        return documents_indexed, warning_message
+        return documents_indexed, documents_skipped, warning_message
 
     except SQLAlchemyError as db_error:
         await session.rollback()
@@ -487,11 +322,10 @@ async def index_jira_issues(
             {"error_type": "SQLAlchemyError"},
         )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
-        # Clean up the connector in case of error
         if "jira_client" in locals():
             with contextlib.suppress(Exception):
                 await jira_client.close()
-        return 0, f"Database error: {db_error!s}"
+        return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
         await task_logger.log_task_failure(
@@ -501,8 +335,7 @@ async def index_jira_issues(
             {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index JIRA issues: {e!s}", exc_info=True)
-        # Clean up the connector in case of error
         if "jira_client" in locals():
             with contextlib.suppress(Exception):
                 await jira_client.close()
-        return 0, f"Failed to index JIRA issues: {e!s}"
+        return 0, 0, f"Failed to index JIRA issues: {e!s}"
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
new file mode 100644
index 000000000..d11c88b64
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
@@ -0,0 +1,373 @@
+"""Tests for Confluence indexer migrated to the unified parallel pipeline."""
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+import app.tasks.connector_indexers.confluence_indexer as _mod
+from app.db import DocumentType
+from app.tasks.connector_indexers.confluence_indexer import (
+    _build_connector_doc,
+    index_confluence_pages,
+)
+
+pytestmark = pytest.mark.unit
+
+_USER_ID = "00000000-0000-0000-0000-000000000001"
+_CONNECTOR_ID = 42
+_SEARCH_SPACE_ID = 1
+
+
+def _make_page(
+    page_id: str = "p1",
+    title: str = "Home",
+    space_id: str = "S1",
+    body: str = "<p>Hello</p>",
+    comments=None,
+):
+    return {
+        "id": page_id,
+        "title": title,
+        "spaceId": space_id,
+        "body": {"storage": {"value": body}},
+        "comments": comments or [],
+    }
+
+
+def _to_markdown(page: dict) -> str:
+    page_title = page.get("title", "")
+    page_content = page.get("body", {}).get("storage", {}).get("value", "")
+    comments = page.get("comments", [])
+    comments_content = ""
+    if comments:
+        comments_content = "\n\n## Comments\n\n"
+        for comment in comments:
+            comment_body = (
+                comment.get("body", {}).get("storage", {}).get("value", "")
+            )
+            comment_author = comment.get("version", {}).get("authorId", "Unknown")
+            comment_date = comment.get("version", {}).get("createdAt", "")
+            comments_content += (
+                f"**Comment by {comment_author}** ({comment_date}):\n"
+                f"{comment_body}\n\n"
+            )
+    return f"# {page_title}\n\n{page_content}{comments_content}"
+
+
+# ---------------------------------------------------------------------------
+# Slice 1: _build_connector_doc tracer bullet
+# ---------------------------------------------------------------------------
+
+
+async def test_build_connector_doc_produces_correct_fields():
+    page = _make_page(
+        page_id="abc-123",
+        title="Engineering Handbook",
+        space_id="ENG",
+        comments=[{"id": "c1"}],
+    )
+    markdown = _to_markdown(page)
+
+    doc = _build_connector_doc(
+        page,
+        markdown,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert doc.title == "Engineering Handbook"
+    assert doc.unique_id == "abc-123"
+    assert doc.document_type == DocumentType.CONFLUENCE_CONNECTOR
+    assert doc.source_markdown == markdown
+    assert doc.search_space_id == _SEARCH_SPACE_ID
+    assert doc.connector_id == _CONNECTOR_ID
+    assert doc.created_by_id == _USER_ID
+    assert doc.should_summarize is True
+    assert doc.metadata["page_id"] == "abc-123"
+    assert doc.metadata["page_title"] == "Engineering Handbook"
+    assert doc.metadata["space_id"] == "ENG"
+    assert doc.metadata["comment_count"] == 1
+    assert doc.metadata["connector_id"] == _CONNECTOR_ID
+    assert doc.metadata["document_type"] == "Confluence Page"
+    assert doc.metadata["connector_type"] == "Confluence"
+    assert doc.fallback_summary is not None
+    assert "Engineering Handbook" in doc.fallback_summary
+    assert markdown in doc.fallback_summary
+
+
+async def test_build_connector_doc_summary_disabled():
+    doc = _build_connector_doc(
+        _make_page(),
+        _to_markdown(_make_page()),
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=False,
+    )
+    assert doc.should_summarize is False
+
+
+# ---------------------------------------------------------------------------
+# Shared fixtures for Slices 2-7
+# ---------------------------------------------------------------------------
+
+
+def _mock_connector(enable_summary: bool = True):
+    c = MagicMock()
+    c.config = {"access_token": "tok"}
+    c.enable_summary = enable_summary
+    c.last_indexed_at = None
+    return c
+
+
+def _mock_confluence_client(pages=None, error=None):
+    client = MagicMock()
+    client.get_pages_by_date_range = AsyncMock(
+        return_value=(pages if pages is not None else [], error),
+    )
+    client.close = AsyncMock()
+    return client
+
+
+@pytest.fixture
+def confluence_mocks(monkeypatch):
+    mock_session = AsyncMock()
+    mock_session.no_autoflush = MagicMock()
+
+    mock_connector = _mock_connector()
+    monkeypatch.setattr(
+        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+    )
+
+    confluence_client = _mock_confluence_client(pages=[_make_page()])
+    monkeypatch.setattr(
+        _mod, "ConfluenceHistoryConnector", MagicMock(return_value=confluence_client),
+    )
+
+    monkeypatch.setattr(
+        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+    )
+    monkeypatch.setattr(
+        _mod, "update_connector_last_indexed", AsyncMock(),
+    )
+    monkeypatch.setattr(
+        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+    )
+
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_start = AsyncMock(return_value=MagicMock())
+    mock_task_logger.log_task_progress = AsyncMock()
+    mock_task_logger.log_task_success = AsyncMock()
+    mock_task_logger.log_task_failure = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+    )
+
+    batch_mock = AsyncMock(return_value=([], 1, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.migrate_legacy_docs = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+
+    return {
+        "session": mock_session,
+        "connector": mock_connector,
+        "confluence_client": confluence_client,
+        "task_logger": mock_task_logger,
+        "pipeline_mock": pipeline_mock,
+        "batch_mock": batch_mock,
+    }
+
+
+async def _run_index(mocks, **overrides):
+    return await index_confluence_pages(
+        session=mocks["session"],
+        connector_id=overrides.get("connector_id", _CONNECTOR_ID),
+        search_space_id=overrides.get("search_space_id", _SEARCH_SPACE_ID),
+        user_id=overrides.get("user_id", _USER_ID),
+        start_date=overrides.get("start_date", "2025-01-01"),
+        end_date=overrides.get("end_date", "2025-12-31"),
+        update_last_indexed=overrides.get("update_last_indexed", True),
+        on_heartbeat_callback=overrides.get("on_heartbeat_callback"),
+    )
+
+
+# ---------------------------------------------------------------------------
+# Slice 2: Full pipeline wiring
+# ---------------------------------------------------------------------------
+
+
+async def test_one_page_calls_pipeline_and_returns_indexed_count(confluence_mocks):
+    indexed, skipped, warning = await _run_index(confluence_mocks)
+    assert indexed == 1
+    assert skipped == 0
+    assert warning is None
+
+    confluence_mocks["batch_mock"].assert_called_once()
+    connector_docs = confluence_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].document_type == DocumentType.CONFLUENCE_CONNECTOR
+
+
+async def test_pipeline_called_with_max_concurrency_3(confluence_mocks):
+    await _run_index(confluence_mocks)
+    call_kwargs = confluence_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("max_concurrency") == 3
+
+
+async def test_migrate_legacy_docs_called_before_indexing(confluence_mocks):
+    await _run_index(confluence_mocks)
+    confluence_mocks["pipeline_mock"].migrate_legacy_docs.assert_called_once()
+
+
+# ---------------------------------------------------------------------------
+# Slice 3: Page skipping (missing id/title/content)
+# ---------------------------------------------------------------------------
+
+
+async def test_pages_with_missing_id_are_skipped(confluence_mocks):
+    pages = [
+        _make_page(page_id="p1", title="Valid"),
+        _make_page(page_id="", title="Missing id"),
+    ]
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        pages,
+        None,
+    )
+    _, skipped, _ = await _run_index(confluence_mocks)
+    connector_docs = confluence_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+async def test_pages_with_missing_title_are_skipped(confluence_mocks):
+    pages = [
+        _make_page(page_id="p1", title="Valid"),
+        _make_page(page_id="p2", title=""),
+    ]
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        pages,
+        None,
+    )
+    _, skipped, _ = await _run_index(confluence_mocks)
+    connector_docs = confluence_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+async def test_pages_with_no_content_are_skipped(confluence_mocks):
+    pages = [
+        _make_page(page_id="p1", title="Valid", body="<p>ok</p>"),
+        _make_page(page_id="p2", title="Empty", body=""),
+    ]
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        pages,
+        None,
+    )
+    _, skipped, _ = await _run_index(confluence_mocks)
+    connector_docs = confluence_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 4: Duplicate content skipping
+# ---------------------------------------------------------------------------
+
+
+async def test_duplicate_content_pages_are_skipped(confluence_mocks, monkeypatch):
+    pages = [
+        _make_page(page_id="p1", title="One"),
+        _make_page(page_id="p2", title="Two"),
+    ]
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        pages,
+        None,
+    )
+
+    call_count = 0
+
+    async def _check_dup(session, content_hash):
+        nonlocal call_count
+        call_count += 1
+        if call_count == 2:
+            dup = MagicMock()
+            dup.id = 99
+            dup.document_type = "OTHER"
+            return dup
+        return None
+
+    monkeypatch.setattr(_mod, "check_duplicate_document_by_hash", _check_dup)
+
+    _, skipped, _ = await _run_index(confluence_mocks)
+    connector_docs = confluence_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 5: Heartbeat callback forwarding
+# ---------------------------------------------------------------------------
+
+
+async def test_heartbeat_callback_forwarded_to_pipeline(confluence_mocks):
+    heartbeat_cb = AsyncMock()
+    await _run_index(confluence_mocks, on_heartbeat_callback=heartbeat_cb)
+    call_kwargs = confluence_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("on_heartbeat") is heartbeat_cb
+
+
+# ---------------------------------------------------------------------------
+# Slice 6: Empty pages and no-data success tuple
+# ---------------------------------------------------------------------------
+
+
+async def test_empty_pages_returns_zero_tuple(confluence_mocks):
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        [],
+        None,
+    )
+    indexed, skipped, warning = await _run_index(confluence_mocks)
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+    confluence_mocks["batch_mock"].assert_not_called()
+
+
+async def test_no_pages_error_message_returns_success_tuple(confluence_mocks):
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        [],
+        "No pages found in date range",
+    )
+    indexed, skipped, warning = await _run_index(confluence_mocks)
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+
+
+async def test_api_error_still_returns_3_tuple(confluence_mocks):
+    confluence_mocks["confluence_client"].get_pages_by_date_range.return_value = (
+        [],
+        "API exploded",
+    )
+    result = await _run_index(confluence_mocks)
+    assert len(result) == 3
+    assert result[0] == 0
+    assert result[1] == 0
+    assert "Failed to get Confluence pages" in result[2]
+
+
+# ---------------------------------------------------------------------------
+# Slice 7: Failed docs warning
+# ---------------------------------------------------------------------------
+
+
+async def test_failed_docs_warning_in_result(confluence_mocks):
+    confluence_mocks["batch_mock"].return_value = ([], 0, 2)
+    _, _, warning = await _run_index(confluence_mocks)
+    assert warning is not None
+    assert "2 failed" in warning
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py
new file mode 100644
index 000000000..e8699c158
--- /dev/null
+++ b/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py
@@ -0,0 +1,372 @@
+"""Tests for Jira indexer migrated to the unified parallel pipeline."""
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+import app.tasks.connector_indexers.jira_indexer as _mod
+from app.db import DocumentType
+from app.tasks.connector_indexers.jira_indexer import (
+    _build_connector_doc,
+    index_jira_issues,
+)
+
+pytestmark = pytest.mark.unit
+
+_USER_ID = "00000000-0000-0000-0000-000000000001"
+_CONNECTOR_ID = 42
+_SEARCH_SPACE_ID = 1
+
+
+def _make_issue(
+    issue_key: str = "ENG-1",
+    issue_id: str = "10001",
+    title: str = "Fix login",
+):
+    return {"key": issue_key, "id": issue_id, "title": title}
+
+
+def _make_formatted_issue(
+    issue_key: str = "ENG-1",
+    issue_id: str = "10001",
+    title: str = "Fix login",
+    status: str = "In Progress",
+    priority: str = "High",
+    comments=None,
+):
+    return {
+        "key": issue_key,
+        "id": issue_id,
+        "title": title,
+        "status": status,
+        "priority": priority,
+        "comments": comments or [],
+    }
+
+
+# ---------------------------------------------------------------------------
+# Slice 1: _build_connector_doc tracer bullet
+# ---------------------------------------------------------------------------
+
+
+async def test_build_connector_doc_produces_correct_fields():
+    issue = _make_issue(issue_key="ENG-42", issue_id="4242", title="Fix auth bug")
+    formatted = _make_formatted_issue(
+        issue_key="ENG-42",
+        issue_id="4242",
+        title="Fix auth bug",
+        status="Done",
+        priority="Urgent",
+        comments=[{"id": "c1"}],
+    )
+    markdown = "# ENG-42: Fix auth bug\n\nBody"
+
+    doc = _build_connector_doc(
+        issue,
+        formatted,
+        markdown,
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=True,
+    )
+
+    assert doc.title == "ENG-42: 4242"
+    assert doc.unique_id == "ENG-42"
+    assert doc.document_type == DocumentType.JIRA_CONNECTOR
+    assert doc.source_markdown == markdown
+    assert doc.search_space_id == _SEARCH_SPACE_ID
+    assert doc.connector_id == _CONNECTOR_ID
+    assert doc.created_by_id == _USER_ID
+    assert doc.should_summarize is True
+    assert doc.metadata["issue_id"] == "ENG-42"
+    assert doc.metadata["issue_identifier"] == "ENG-42"
+    assert doc.metadata["issue_title"] == "4242"
+    assert doc.metadata["state"] == "Done"
+    assert doc.metadata["priority"] == "Urgent"
+    assert doc.metadata["comment_count"] == 1
+    assert doc.metadata["connector_id"] == _CONNECTOR_ID
+    assert doc.metadata["document_type"] == "Jira Issue"
+    assert doc.metadata["connector_type"] == "Jira"
+    assert doc.fallback_summary is not None
+    assert "ENG-42" in doc.fallback_summary
+    assert markdown in doc.fallback_summary
+
+
+async def test_build_connector_doc_summary_disabled():
+    doc = _build_connector_doc(
+        _make_issue(),
+        _make_formatted_issue(),
+        "# content",
+        connector_id=_CONNECTOR_ID,
+        search_space_id=_SEARCH_SPACE_ID,
+        user_id=_USER_ID,
+        enable_summary=False,
+    )
+    assert doc.should_summarize is False
+
+
+# ---------------------------------------------------------------------------
+# Shared fixtures for Slices 2-7
+# ---------------------------------------------------------------------------
+
+
+def _mock_connector(enable_summary: bool = True):
+    c = MagicMock()
+    c.config = {"access_token": "tok"}
+    c.enable_summary = enable_summary
+    c.last_indexed_at = None
+    return c
+
+
+def _mock_jira_client(issues=None, error=None):
+    client = MagicMock()
+    client.get_issues_by_date_range = AsyncMock(
+        return_value=(issues if issues is not None else [], error),
+    )
+    client.format_issue = MagicMock(
+        side_effect=lambda i: _make_formatted_issue(
+            issue_key=i.get("key", ""),
+            issue_id=i.get("id", ""),
+            title=i.get("title", ""),
+        )
+    )
+    client.format_issue_to_markdown = MagicMock(
+        side_effect=lambda fi: f"# {fi.get('key', '')}: {fi.get('id', '')}\n\nContent"
+    )
+    client.close = AsyncMock()
+    return client
+
+
+@pytest.fixture
+def jira_mocks(monkeypatch):
+    mock_session = AsyncMock()
+    mock_session.no_autoflush = MagicMock()
+
+    mock_connector = _mock_connector()
+    monkeypatch.setattr(
+        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+    )
+
+    jira_client = _mock_jira_client(issues=[_make_issue()])
+    monkeypatch.setattr(
+        _mod, "JiraHistoryConnector", MagicMock(return_value=jira_client),
+    )
+
+    monkeypatch.setattr(
+        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+    )
+    monkeypatch.setattr(
+        _mod, "update_connector_last_indexed", AsyncMock(),
+    )
+    monkeypatch.setattr(
+        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+    )
+
+    mock_task_logger = MagicMock()
+    mock_task_logger.log_task_start = AsyncMock(return_value=MagicMock())
+    mock_task_logger.log_task_progress = AsyncMock()
+    mock_task_logger.log_task_success = AsyncMock()
+    mock_task_logger.log_task_failure = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+    )
+
+    batch_mock = AsyncMock(return_value=([], 1, 0))
+    pipeline_mock = MagicMock()
+    pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.migrate_legacy_docs = AsyncMock()
+    monkeypatch.setattr(
+        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+    )
+
+    return {
+        "session": mock_session,
+        "connector": mock_connector,
+        "jira_client": jira_client,
+        "task_logger": mock_task_logger,
+        "pipeline_mock": pipeline_mock,
+        "batch_mock": batch_mock,
+    }
+
+
+async def _run_index(mocks, **overrides):
+    return await index_jira_issues(
+        session=mocks["session"],
+        connector_id=overrides.get("connector_id", _CONNECTOR_ID),
+        search_space_id=overrides.get("search_space_id", _SEARCH_SPACE_ID),
+        user_id=overrides.get("user_id", _USER_ID),
+        start_date=overrides.get("start_date", "2025-01-01"),
+        end_date=overrides.get("end_date", "2025-12-31"),
+        update_last_indexed=overrides.get("update_last_indexed", True),
+        on_heartbeat_callback=overrides.get("on_heartbeat_callback"),
+    )
+
+
+# ---------------------------------------------------------------------------
+# Slice 2: Full pipeline wiring
+# ---------------------------------------------------------------------------
+
+
+async def test_one_issue_calls_pipeline_and_returns_indexed_count(jira_mocks):
+    indexed, skipped, warning = await _run_index(jira_mocks)
+    assert indexed == 1
+    assert skipped == 0
+    assert warning is None
+
+    jira_mocks["batch_mock"].assert_called_once()
+    connector_docs = jira_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert connector_docs[0].document_type == DocumentType.JIRA_CONNECTOR
+
+
+async def test_pipeline_called_with_max_concurrency_3(jira_mocks):
+    await _run_index(jira_mocks)
+    call_kwargs = jira_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("max_concurrency") == 3
+
+
+async def test_migrate_legacy_docs_called_before_indexing(jira_mocks):
+    await _run_index(jira_mocks)
+    jira_mocks["pipeline_mock"].migrate_legacy_docs.assert_called_once()
+
+
+# ---------------------------------------------------------------------------
+# Slice 3: Issue skipping (missing key/title/content)
+# ---------------------------------------------------------------------------
+
+
+async def test_issues_with_missing_key_are_skipped(jira_mocks):
+    issues = [
+        _make_issue(issue_key="ENG-1", issue_id="10001"),
+        {"key": "", "id": "10002", "title": "No key"},
+    ]
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    _, skipped, _ = await _run_index(jira_mocks)
+    connector_docs = jira_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+async def test_issues_with_missing_title_are_skipped(jira_mocks):
+    issues = [
+        _make_issue(issue_key="ENG-1", issue_id="10001"),
+        {"key": "ENG-2", "id": "", "title": "Missing id used as title"},
+    ]
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    _, skipped, _ = await _run_index(jira_mocks)
+    connector_docs = jira_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+async def test_issues_with_no_content_are_skipped(jira_mocks):
+    issues = [
+        _make_issue(issue_key="ENG-1", issue_id="10001"),
+        _make_issue(issue_key="ENG-2", issue_id="10002"),
+    ]
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    jira_mocks["jira_client"].format_issue_to_markdown.side_effect = [
+        "# ENG-1: 10001\n\nContent",
+        "",
+    ]
+    _, skipped, _ = await _run_index(jira_mocks)
+    connector_docs = jira_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 4: Duplicate content skipping
+# ---------------------------------------------------------------------------
+
+
+async def test_duplicate_content_issues_are_skipped(jira_mocks, monkeypatch):
+    issues = [
+        _make_issue(issue_key="ENG-1", issue_id="10001"),
+        _make_issue(issue_key="ENG-2", issue_id="10002"),
+    ]
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (issues, None)
+
+    call_count = 0
+
+    async def _check_dup(session, content_hash):
+        nonlocal call_count
+        call_count += 1
+        if call_count == 2:
+            dup = MagicMock()
+            dup.id = 99
+            dup.document_type = "OTHER"
+            return dup
+        return None
+
+    monkeypatch.setattr(_mod, "check_duplicate_document_by_hash", _check_dup)
+
+    _, skipped, _ = await _run_index(jira_mocks)
+    connector_docs = jira_mocks["batch_mock"].call_args[0][0]
+    assert len(connector_docs) == 1
+    assert skipped == 1
+
+
+# ---------------------------------------------------------------------------
+# Slice 5: Heartbeat callback forwarding
+# ---------------------------------------------------------------------------
+
+
+async def test_heartbeat_callback_forwarded_to_pipeline(jira_mocks):
+    heartbeat_cb = AsyncMock()
+    await _run_index(jira_mocks, on_heartbeat_callback=heartbeat_cb)
+    call_kwargs = jira_mocks["batch_mock"].call_args[1]
+    assert call_kwargs.get("on_heartbeat") is heartbeat_cb
+
+
+# ---------------------------------------------------------------------------
+# Slice 6: Empty issues and no-data success tuple
+# ---------------------------------------------------------------------------
+
+
+async def test_empty_issues_returns_zero_tuple(jira_mocks):
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = ([], None)
+    indexed, skipped, warning = await _run_index(jira_mocks)
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+    jira_mocks["batch_mock"].assert_not_called()
+
+
+async def test_no_issues_error_message_returns_success_tuple(jira_mocks):
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (
+        [],
+        "No issues found in date range",
+    )
+    indexed, skipped, warning = await _run_index(jira_mocks)
+    assert indexed == 0
+    assert skipped == 0
+    assert warning is None
+
+
+async def test_api_error_still_returns_3_tuple(jira_mocks):
+    jira_mocks["jira_client"].get_issues_by_date_range.return_value = (
+        [],
+        "API exploded",
+    )
+    result = await _run_index(jira_mocks)
+    assert len(result) == 3
+    assert result[0] == 0
+    assert result[1] == 0
+    assert "Failed to get Jira issues" in result[2]
+
+
+# ---------------------------------------------------------------------------
+# Slice 7: Failed docs warning
+# ---------------------------------------------------------------------------
+
+
+async def test_failed_docs_warning_in_result(jira_mocks):
+    jira_mocks["batch_mock"].return_value = ([], 0, 2)
+    _, _, warning = await _run_index(jira_mocks)
+    assert warning is not None
+    assert "2 failed" in warning

From a26bae2702653601fd1106837e13fe85aab7ff41 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 14:44:40 +0200
Subject: [PATCH 071/102] feat: add metadata to changelog, contact, and pricing
 pages

---
 surfsense_web/app/(home)/changelog/page.tsx | 196 ++++++++++----------
 surfsense_web/app/(home)/contact/page.tsx   |  17 +-
 surfsense_web/app/(home)/pricing/page.tsx   |  17 +-
 3 files changed, 125 insertions(+), 105 deletions(-)

diff --git a/surfsense_web/app/(home)/changelog/page.tsx b/surfsense_web/app/(home)/changelog/page.tsx
index 42c120048..343e8964e 100644
--- a/surfsense_web/app/(home)/changelog/page.tsx
+++ b/surfsense_web/app/(home)/changelog/page.tsx
@@ -1,116 +1,126 @@
+import type { Metadata } from "next";
 import { loader } from "fumadocs-core/source";
 import { changelog } from "@/.source/server";
 import { formatDate } from "@/lib/utils";
 import { getMDXComponents } from "@/mdx-components";
 
+export const metadata: Metadata = {
+  title: "Changelog | SurfSense",
+  description: "See what's new in SurfSense.",
+};
+
 const source = loader({
-	baseUrl: "/changelog",
-	source: changelog.toFumadocsSource(),
+  baseUrl: "/changelog",
+  source: changelog.toFumadocsSource(),
 });
 
 interface ChangelogData {
-	title: string;
-	date: string;
-	version?: string;
-	tags?: string[];
-	body: React.ComponentType<{ components?: Record<string, React.ComponentType> }>;
+  title: string;
+  date: string;
+  version?: string;
+  tags?: string[];
+  body: React.ComponentType<{
+    components?: Record<string, React.ComponentType>;
+  }>;
 }
 
 interface ChangelogPageItem {
-	url: string;
-	data: ChangelogData;
+  url: string;
+  data: ChangelogData;
 }
 
 export default async function ChangelogPage() {
-	const allPages = source.getPages() as ChangelogPageItem[];
-	const sortedChangelogs = allPages.sort((a, b) => {
-		const dateA = new Date(a.data.date).getTime();
-		const dateB = new Date(b.data.date).getTime();
-		return dateB - dateA;
-	});
+  const allPages = source.getPages() as ChangelogPageItem[];
+  const sortedChangelogs = allPages.sort((a, b) => {
+    const dateA = new Date(a.data.date).getTime();
+    const dateB = new Date(b.data.date).getTime();
+    return dateB - dateA;
+  });
 
-	return (
-		<div className="min-h-screen relative pt-20">
-			{/* Header */}
-			<div className="border-b border-border/50">
-				<div className="max-w-5xl mx-auto relative">
-					<div className="p-6 flex items-center justify-between">
-						<div>
-							<h1 className="text-4xl font-bold tracking-tight bg-gradient-to-r from-gray-900 to-gray-600 dark:from-white dark:to-gray-400 bg-clip-text text-transparent">
-								Changelog
-							</h1>
-							<p className="text-muted-foreground mt-2">
-								Stay up to date with the latest updates and improvements to SurfSense.
-							</p>
-						</div>
-					</div>
-				</div>
-			</div>
+  return (
+    <div className="min-h-screen relative pt-20">
+      {/* Header */}
+      <div className="border-b border-border/50">
+        <div className="max-w-5xl mx-auto relative">
+          <div className="p-6 flex items-center justify-between">
+            <div>
+              <h1 className="text-4xl font-bold tracking-tight bg-gradient-to-r from-gray-900 to-gray-600 dark:from-white dark:to-gray-400 bg-clip-text text-transparent">
+                Changelog
+              </h1>
+              <p className="text-muted-foreground mt-2">
+                Stay up to date with the latest updates and improvements to
+                SurfSense.
+              </p>
+            </div>
+          </div>
+        </div>
+      </div>
 
-			{/* Timeline */}
-			<div className="max-w-5xl mx-auto px-6 lg:px-10 pt-10 pb-20">
-				<div className="relative">
-					{sortedChangelogs.map((changelog) => {
-						const MDX = changelog.data.body;
-						const date = new Date(changelog.data.date);
-						const formattedDate = formatDate(date);
+      {/* Timeline */}
+      <div className="max-w-5xl mx-auto px-6 lg:px-10 pt-10 pb-20">
+        <div className="relative">
+          {sortedChangelogs.map((changelog) => {
+            const MDX = changelog.data.body;
+            const date = new Date(changelog.data.date);
+            const formattedDate = formatDate(date);
 
-						return (
-							<div key={changelog.url} className="relative">
-								<div className="flex flex-col md:flex-row gap-y-6">
-									<div className="md:w-48 flex-shrink-0">
-										<div className="md:sticky md:top-24 pb-10">
-											<time className="text-sm font-medium text-muted-foreground block mb-3">
-												{formattedDate}
-											</time>
+            return (
+              <div key={changelog.url} className="relative">
+                <div className="flex flex-col md:flex-row gap-y-6">
+                  <div className="md:w-48 flex-shrink-0">
+                    <div className="md:sticky md:top-24 pb-10">
+                      <time className="text-sm font-medium text-muted-foreground block mb-3">
+                        {formattedDate}
+                      </time>
 
-											{changelog.data.version && (
-												<div className="inline-flex relative z-10 items-center justify-center w-12 h-12 text-foreground border border-border rounded-xl text-sm font-bold bg-card shadow-sm">
-													{changelog.data.version}
-												</div>
-											)}
-										</div>
-									</div>
+                      {changelog.data.version && (
+                        <div className="inline-flex relative z-10 items-center justify-center w-12 h-12 text-foreground border border-border rounded-xl text-sm font-bold bg-card shadow-sm">
+                          {changelog.data.version}
+                        </div>
+                      )}
+                    </div>
+                  </div>
 
-									{/* Right side - Content */}
-									<div className="flex-1 md:pl-8 relative pb-10">
-										{/* Vertical timeline line */}
-										<div className="hidden md:block absolute top-2 left-0 w-px h-full bg-border">
-											{/* Timeline dot */}
-											<div className="hidden md:block absolute -translate-x-1/2 size-3 bg-primary rounded-full z-10" />
-										</div>
+                  {/* Right side - Content */}
+                  <div className="flex-1 md:pl-8 relative pb-10">
+                    {/* Vertical timeline line */}
+                    <div className="hidden md:block absolute top-2 left-0 w-px h-full bg-border">
+                      {/* Timeline dot */}
+                      <div className="hidden md:block absolute -translate-x-1/2 size-3 bg-primary rounded-full z-10" />
+                    </div>
 
-										<div className="space-y-6">
-											<div className="relative z-10 flex flex-col gap-2">
-												<h2 className="text-2xl font-semibold tracking-tight text-balance">
-													{changelog.data.title}
-												</h2>
+                    <div className="space-y-6">
+                      <div className="relative z-10 flex flex-col gap-2">
+                        <h2 className="text-2xl font-semibold tracking-tight text-balance">
+                          {changelog.data.title}
+                        </h2>
 
-												{/* Tags */}
-												{changelog.data.tags && changelog.data.tags.length > 0 && (
-													<div className="flex flex-wrap gap-2">
-														{changelog.data.tags.map((tag: string) => (
-															<span
-																key={tag}
-																className="h-6 w-fit px-2.5 text-xs font-medium bg-muted text-muted-foreground rounded-full border flex items-center justify-center"
-															>
-																{tag}
-															</span>
-														))}
-													</div>
-												)}
-											</div>
-											<div className="prose dark:prose-invert max-w-none prose-headings:scroll-mt-8 prose-headings:font-semibold prose-a:no-underline prose-headings:tracking-tight prose-headings:text-balance prose-p:tracking-tight prose-p:text-balance prose-img:rounded-xl prose-img:shadow-lg">
-												<MDX components={getMDXComponents()} />
-											</div>
-										</div>
-									</div>
-								</div>
-							</div>
-						);
-					})}
-				</div>
-			</div>
-		</div>
-	);
+                        {/* Tags */}
+                        {changelog.data.tags &&
+                          changelog.data.tags.length > 0 && (
+                            <div className="flex flex-wrap gap-2">
+                              {changelog.data.tags.map((tag: string) => (
+                                <span
+                                  key={tag}
+                                  className="h-6 w-fit px-2.5 text-xs font-medium bg-muted text-muted-foreground rounded-full border flex items-center justify-center"
+                                >
+                                  {tag}
+                                </span>
+                              ))}
+                            </div>
+                          )}
+                      </div>
+                      <div className="prose dark:prose-invert max-w-none prose-headings:scroll-mt-8 prose-headings:font-semibold prose-a:no-underline prose-headings:tracking-tight prose-headings:text-balance prose-p:tracking-tight prose-p:text-balance prose-img:rounded-xl prose-img:shadow-lg">
+                        <MDX components={getMDXComponents()} />
+                      </div>
+                    </div>
+                  </div>
+                </div>
+              </div>
+            );
+          })}
+        </div>
+      </div>
+    </div>
+  );
 }
diff --git a/surfsense_web/app/(home)/contact/page.tsx b/surfsense_web/app/(home)/contact/page.tsx
index 44a6e6d74..b64080ead 100644
--- a/surfsense_web/app/(home)/contact/page.tsx
+++ b/surfsense_web/app/(home)/contact/page.tsx
@@ -1,12 +1,17 @@
-import React from "react";
+import type { Metadata } from "next";
 import { ContactFormGridWithDetails } from "@/components/contact/contact-form";
 
+export const metadata: Metadata = {
+  title: "Contact | SurfSense",
+  description: "Get in touch with the SurfSense team.",
+};
+
 const page = () => {
-	return (
-		<div>
-			<ContactFormGridWithDetails />
-		</div>
-	);
+  return (
+    <div>
+      <ContactFormGridWithDetails />
+    </div>
+  );
 };
 
 export default page;
diff --git a/surfsense_web/app/(home)/pricing/page.tsx b/surfsense_web/app/(home)/pricing/page.tsx
index 04837a578..4b7bf6201 100644
--- a/surfsense_web/app/(home)/pricing/page.tsx
+++ b/surfsense_web/app/(home)/pricing/page.tsx
@@ -1,12 +1,17 @@
-import React from "react";
+import type { Metadata } from "next";
 import PricingBasic from "@/components/pricing/pricing-section";
 
+export const metadata: Metadata = {
+  title: "Pricing | SurfSense",
+  description: "Explore SurfSense plans and pricing options.",
+};
+
 const page = () => {
-	return (
-		<div>
-			<PricingBasic />
-		</div>
-	);
+  return (
+    <div>
+      <PricingBasic />
+    </div>
+  );
 };
 
 export default page;

From d85cb1d78f1f3748571982a75c214e86a51d4f85 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 14:57:44 +0200
Subject: [PATCH 072/102] Arrange code style

---
 surfsense_web/app/(home)/changelog/page.tsx | 194 ++++++++++----------
 surfsense_web/app/(home)/contact/page.tsx   |  14 +-
 surfsense_web/app/(home)/pricing/page.tsx   |  14 +-
 3 files changed, 109 insertions(+), 113 deletions(-)

diff --git a/surfsense_web/app/(home)/changelog/page.tsx b/surfsense_web/app/(home)/changelog/page.tsx
index 343e8964e..b4754e105 100644
--- a/surfsense_web/app/(home)/changelog/page.tsx
+++ b/surfsense_web/app/(home)/changelog/page.tsx
@@ -5,122 +5,118 @@ import { formatDate } from "@/lib/utils";
 import { getMDXComponents } from "@/mdx-components";
 
 export const metadata: Metadata = {
-  title: "Changelog | SurfSense",
-  description: "See what's new in SurfSense.",
+	title: "Changelog | SurfSense",
+	description: "See what's new in SurfSense.",
 };
 
 const source = loader({
-  baseUrl: "/changelog",
-  source: changelog.toFumadocsSource(),
+	baseUrl: "/changelog",
+	source: changelog.toFumadocsSource(),
 });
 
 interface ChangelogData {
-  title: string;
-  date: string;
-  version?: string;
-  tags?: string[];
-  body: React.ComponentType<{
-    components?: Record<string, React.ComponentType>;
-  }>;
+	title: string;
+	date: string;
+	version?: string;
+	tags?: string[];
+	body: React.ComponentType<{ components?: Record<string, React.ComponentType> }>;
 }
 
 interface ChangelogPageItem {
-  url: string;
-  data: ChangelogData;
+	url: string;
+	data: ChangelogData;
 }
 
 export default async function ChangelogPage() {
-  const allPages = source.getPages() as ChangelogPageItem[];
-  const sortedChangelogs = allPages.sort((a, b) => {
-    const dateA = new Date(a.data.date).getTime();
-    const dateB = new Date(b.data.date).getTime();
-    return dateB - dateA;
-  });
+	const allPages = source.getPages() as ChangelogPageItem[];
+	const sortedChangelogs = allPages.sort((a, b) => {
+		const dateA = new Date(a.data.date).getTime();
+		const dateB = new Date(b.data.date).getTime();
+		return dateB - dateA;
+	});
 
-  return (
-    <div className="min-h-screen relative pt-20">
-      {/* Header */}
-      <div className="border-b border-border/50">
-        <div className="max-w-5xl mx-auto relative">
-          <div className="p-6 flex items-center justify-between">
-            <div>
-              <h1 className="text-4xl font-bold tracking-tight bg-gradient-to-r from-gray-900 to-gray-600 dark:from-white dark:to-gray-400 bg-clip-text text-transparent">
-                Changelog
-              </h1>
-              <p className="text-muted-foreground mt-2">
-                Stay up to date with the latest updates and improvements to
-                SurfSense.
-              </p>
-            </div>
-          </div>
-        </div>
-      </div>
+	return (
+		<div className="min-h-screen relative pt-20">
+			{/* Header */}
+			<div className="border-b border-border/50">
+				<div className="max-w-5xl mx-auto relative">
+					<div className="p-6 flex items-center justify-between">
+						<div>
+							<h1 className="text-4xl font-bold tracking-tight bg-gradient-to-r from-gray-900 to-gray-600 dark:from-white dark:to-gray-400 bg-clip-text text-transparent">
+								Changelog
+							</h1>
+							<p className="text-muted-foreground mt-2">
+								Stay up to date with the latest updates and improvements to SurfSense.
+							</p>
+						</div>
+					</div>
+				</div>
+			</div>
 
-      {/* Timeline */}
-      <div className="max-w-5xl mx-auto px-6 lg:px-10 pt-10 pb-20">
-        <div className="relative">
-          {sortedChangelogs.map((changelog) => {
-            const MDX = changelog.data.body;
-            const date = new Date(changelog.data.date);
-            const formattedDate = formatDate(date);
+			{/* Timeline */}
+			<div className="max-w-5xl mx-auto px-6 lg:px-10 pt-10 pb-20">
+				<div className="relative">
+					{sortedChangelogs.map((changelog) => {
+						const MDX = changelog.data.body;
+						const date = new Date(changelog.data.date);
+						const formattedDate = formatDate(date);
 
-            return (
-              <div key={changelog.url} className="relative">
-                <div className="flex flex-col md:flex-row gap-y-6">
-                  <div className="md:w-48 flex-shrink-0">
-                    <div className="md:sticky md:top-24 pb-10">
-                      <time className="text-sm font-medium text-muted-foreground block mb-3">
-                        {formattedDate}
-                      </time>
+						return (
+							<div key={changelog.url} className="relative">
+								<div className="flex flex-col md:flex-row gap-y-6">
+									<div className="md:w-48 flex-shrink-0">
+										<div className="md:sticky md:top-24 pb-10">
+											<time className="text-sm font-medium text-muted-foreground block mb-3">
+												{formattedDate}
+											</time>
 
-                      {changelog.data.version && (
-                        <div className="inline-flex relative z-10 items-center justify-center w-12 h-12 text-foreground border border-border rounded-xl text-sm font-bold bg-card shadow-sm">
-                          {changelog.data.version}
-                        </div>
-                      )}
-                    </div>
-                  </div>
+											{changelog.data.version && (
+												<div className="inline-flex relative z-10 items-center justify-center w-12 h-12 text-foreground border border-border rounded-xl text-sm font-bold bg-card shadow-sm">
+													{changelog.data.version}
+												</div>
+											)}
+										</div>
+									</div>
 
-                  {/* Right side - Content */}
-                  <div className="flex-1 md:pl-8 relative pb-10">
-                    {/* Vertical timeline line */}
-                    <div className="hidden md:block absolute top-2 left-0 w-px h-full bg-border">
-                      {/* Timeline dot */}
-                      <div className="hidden md:block absolute -translate-x-1/2 size-3 bg-primary rounded-full z-10" />
-                    </div>
+									{/* Right side - Content */}
+									<div className="flex-1 md:pl-8 relative pb-10">
+										{/* Vertical timeline line */}
+										<div className="hidden md:block absolute top-2 left-0 w-px h-full bg-border">
+											{/* Timeline dot */}
+											<div className="hidden md:block absolute -translate-x-1/2 size-3 bg-primary rounded-full z-10" />
+										</div>
 
-                    <div className="space-y-6">
-                      <div className="relative z-10 flex flex-col gap-2">
-                        <h2 className="text-2xl font-semibold tracking-tight text-balance">
-                          {changelog.data.title}
-                        </h2>
+										<div className="space-y-6">
+											<div className="relative z-10 flex flex-col gap-2">
+												<h2 className="text-2xl font-semibold tracking-tight text-balance">
+													{changelog.data.title}
+												</h2>
 
-                        {/* Tags */}
-                        {changelog.data.tags &&
-                          changelog.data.tags.length > 0 && (
-                            <div className="flex flex-wrap gap-2">
-                              {changelog.data.tags.map((tag: string) => (
-                                <span
-                                  key={tag}
-                                  className="h-6 w-fit px-2.5 text-xs font-medium bg-muted text-muted-foreground rounded-full border flex items-center justify-center"
-                                >
-                                  {tag}
-                                </span>
-                              ))}
-                            </div>
-                          )}
-                      </div>
-                      <div className="prose dark:prose-invert max-w-none prose-headings:scroll-mt-8 prose-headings:font-semibold prose-a:no-underline prose-headings:tracking-tight prose-headings:text-balance prose-p:tracking-tight prose-p:text-balance prose-img:rounded-xl prose-img:shadow-lg">
-                        <MDX components={getMDXComponents()} />
-                      </div>
-                    </div>
-                  </div>
-                </div>
-              </div>
-            );
-          })}
-        </div>
-      </div>
-    </div>
-  );
+												{/* Tags */}
+												{changelog.data.tags && changelog.data.tags.length > 0 && (
+													<div className="flex flex-wrap gap-2">
+														{changelog.data.tags.map((tag: string) => (
+															<span
+																key={tag}
+																className="h-6 w-fit px-2.5 text-xs font-medium bg-muted text-muted-foreground rounded-full border flex items-center justify-center"
+															>
+																{tag}
+															</span>
+														))}
+													</div>
+												)}
+											</div>
+											<div className="prose dark:prose-invert max-w-none prose-headings:scroll-mt-8 prose-headings:font-semibold prose-a:no-underline prose-headings:tracking-tight prose-headings:text-balance prose-p:tracking-tight prose-p:text-balance prose-img:rounded-xl prose-img:shadow-lg">
+												<MDX components={getMDXComponents()} />
+											</div>
+										</div>
+									</div>
+								</div>
+							</div>
+						);
+					})}
+				</div>
+			</div>
+		</div>
+	);
 }
diff --git a/surfsense_web/app/(home)/contact/page.tsx b/surfsense_web/app/(home)/contact/page.tsx
index b64080ead..097f753cb 100644
--- a/surfsense_web/app/(home)/contact/page.tsx
+++ b/surfsense_web/app/(home)/contact/page.tsx
@@ -2,16 +2,16 @@ import type { Metadata } from "next";
 import { ContactFormGridWithDetails } from "@/components/contact/contact-form";
 
 export const metadata: Metadata = {
-  title: "Contact | SurfSense",
-  description: "Get in touch with the SurfSense team.",
+	title: "Contact | SurfSense",
+	description: "Get in touch with the SurfSense team.",
 };
 
 const page = () => {
-  return (
-    <div>
-      <ContactFormGridWithDetails />
-    </div>
-  );
+	return (
+		<div>
+			<ContactFormGridWithDetails />
+		</div>
+	);
 };
 
 export default page;
diff --git a/surfsense_web/app/(home)/pricing/page.tsx b/surfsense_web/app/(home)/pricing/page.tsx
index 4b7bf6201..3236e54df 100644
--- a/surfsense_web/app/(home)/pricing/page.tsx
+++ b/surfsense_web/app/(home)/pricing/page.tsx
@@ -2,16 +2,16 @@ import type { Metadata } from "next";
 import PricingBasic from "@/components/pricing/pricing-section";
 
 export const metadata: Metadata = {
-  title: "Pricing | SurfSense",
-  description: "Explore SurfSense plans and pricing options.",
+	title: "Pricing | SurfSense",
+	description: "Explore SurfSense plans and pricing options.",
 };
 
 const page = () => {
-  return (
-    <div>
-      <PricingBasic />
-    </div>
-  );
+	return (
+		<div>
+			<PricingBasic />
+		</div>
+	);
 };
 
 export default page;

From 0e1ddbd0d3ef646178187474b5d6cf1406cc3126 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 15:00:17 +0200
Subject: [PATCH 073/102] Order imports

---
 surfsense_web/app/(home)/changelog/page.tsx | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/surfsense_web/app/(home)/changelog/page.tsx b/surfsense_web/app/(home)/changelog/page.tsx
index b4754e105..8d38cb687 100644
--- a/surfsense_web/app/(home)/changelog/page.tsx
+++ b/surfsense_web/app/(home)/changelog/page.tsx
@@ -1,5 +1,5 @@
-import type { Metadata } from "next";
 import { loader } from "fumadocs-core/source";
+import type { Metadata } from "next";
 import { changelog } from "@/.source/server";
 import { formatDate } from "@/lib/utils";
 import { getMDXComponents } from "@/mdx-components";

From 0b4ba58481930571cb0ef936214affaac5341fea Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 15:22:26 +0200
Subject: [PATCH 074/102] fix: add focus-visible styles to share button for
 improved accessibility

---
 surfsense_web/components/new-chat/chat-share-button.tsx | 4 ++--
 1 file changed, 2 insertions(+), 2 deletions(-)

diff --git a/surfsense_web/components/new-chat/chat-share-button.tsx b/surfsense_web/components/new-chat/chat-share-button.tsx
index 88c8faeef..82e8c6a78 100644
--- a/surfsense_web/components/new-chat/chat-share-button.tsx
+++ b/surfsense_web/components/new-chat/chat-share-button.tsx
@@ -199,7 +199,7 @@ export function ChatShareButton({ thread, onVisibilityChange, className }: ChatS
 									className={cn(
 										"w-full flex items-center gap-2.5 px-2.5 py-2 rounded-md transition-all",
 										"hover:bg-accent/50 dark:hover:bg-white/10 cursor-pointer",
-										"focus:outline-none",
+										"focus:outline-none focus-visible:ring-2 focus-visible:ring-ring focus-visible:ring-offset-2",
 										isSelected && "bg-accent/80 dark:bg-white/10"
 									)}
 								>
@@ -248,7 +248,7 @@ export function ChatShareButton({ thread, onVisibilityChange, className }: ChatS
 									className={cn(
 										"w-full flex items-center gap-2.5 px-2.5 py-2 rounded-md transition-all",
 										"hover:bg-accent/50 dark:hover:bg-white/10 cursor-pointer",
-										"focus:outline-none",
+										"focus:outline-none focus-visible:ring-2 focus-visible:ring-ring focus-visible:ring-offset-2",
 										"disabled:opacity-50 disabled:cursor-not-allowed"
 									)}
 								>

From d2a4b238d7a675f868b01ab7251d8f4e9b9ddd6f Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 19:25:03 +0530
Subject: [PATCH 075/102] feat: enhance Google Drive client with thread-safe
 download and export methods

- Implemented per-thread HTTP transport for concurrent downloads to ensure thread safety.
- Refactored `download_file` and `download_file_to_disk` methods to utilize blocking calls on separate threads, improving performance during file operations.
- Added logging to track the start and end of download and export processes, providing better visibility into execution time.
- Updated unit tests to verify parallel execution of download and export operations, ensuring efficiency in handling multiple requests.
---
 .../app/connectors/google_drive/client.py     | 104 ++++++++++--------
 .../google_drive/content_extractor.py         |   5 +-
 .../test_google_drive_parallel.py             |  83 +++++++++++++-
 3 files changed, 142 insertions(+), 50 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/client.py b/surfsense_backend/app/connectors/google_drive/client.py
index 4e4240e91..fdbacfd69 100644
--- a/surfsense_backend/app/connectors/google_drive/client.py
+++ b/surfsense_backend/app/connectors/google_drive/client.py
@@ -140,6 +140,24 @@ class GoogleDriveClient:
         except Exception as e:
             return None, f"Error getting file metadata: {e!s}"
 
+    @staticmethod
+    def _sync_download_file(service, file_id: str) -> tuple[bytes | None, str | None]:
+        """Blocking download — runs on a worker thread via ``to_thread``."""
+        try:
+            from googleapiclient.http import MediaIoBaseDownload
+
+            request = service.files().get_media(fileId=file_id)
+            fh = io.BytesIO()
+            downloader = MediaIoBaseDownload(fh, request)
+            done = False
+            while not done:
+                _, done = downloader.next_chunk()
+            return fh.getvalue(), None
+        except HttpError as e:
+            return None, f"HTTP error downloading file: {e.resp.status}"
+        except Exception as e:
+            return None, f"Error downloading file: {e!s}"
+
     async def download_file(self, file_id: str) -> tuple[bytes | None, str | None]:
         """
         Download binary file content.
@@ -150,27 +168,28 @@ class GoogleDriveClient:
         Returns:
             Tuple of (file content bytes, error message)
         """
+        service = await self.get_service()
+        return await asyncio.to_thread(self._sync_download_file, service, file_id)
+
+    @staticmethod
+    def _sync_download_file_to_disk(
+        service, file_id: str, dest_path: str, chunksize: int,
+    ) -> str | None:
+        """Blocking download-to-disk — runs on a worker thread via ``to_thread``."""
         try:
-            service = await self.get_service()
-            request = service.files().get_media(fileId=file_id)
-
-            import io
-
-            fh = io.BytesIO()
             from googleapiclient.http import MediaIoBaseDownload
 
-            downloader = MediaIoBaseDownload(fh, request)
-
-            done = False
-            while not done:
-                _, done = downloader.next_chunk()
-
-            return fh.getvalue(), None
-
+            request = service.files().get_media(fileId=file_id)
+            with open(dest_path, "wb") as fh:
+                downloader = MediaIoBaseDownload(fh, request, chunksize=chunksize)
+                done = False
+                while not done:
+                    _, done = downloader.next_chunk()
+            return None
         except HttpError as e:
-            return None, f"HTTP error downloading file: {e.resp.status}"
+            return f"HTTP error downloading file: {e.resp.status}"
         except Exception as e:
-            return None, f"Error downloading file: {e!s}"
+            return f"Error downloading file: {e!s}"
 
     async def download_file_to_disk(
         self, file_id: str, dest_path: str, chunksize: int = 5 * 1024 * 1024,
@@ -179,23 +198,27 @@ class GoogleDriveClient:
 
         Returns error message on failure, None on success.
         """
+        service = await self.get_service()
+        return await asyncio.to_thread(
+            self._sync_download_file_to_disk, service, file_id, dest_path, chunksize,
+        )
+
+    @staticmethod
+    def _sync_export_google_file(
+        service, file_id: str, mime_type: str,
+    ) -> tuple[bytes | None, str | None]:
+        """Blocking export — runs on a worker thread via ``to_thread``."""
         try:
-            service = await self.get_service()
-            request = service.files().get_media(fileId=file_id)
-            from googleapiclient.http import MediaIoBaseDownload
-
-            with open(dest_path, "wb") as fh:
-                downloader = MediaIoBaseDownload(fh, request, chunksize=chunksize)
-                done = False
-                while not done:
-                    _, done = downloader.next_chunk()
-
-            return None
-
+            content = (
+                service.files().export(fileId=file_id, mimeType=mime_type).execute()
+            )
+            if not isinstance(content, bytes):
+                content = content.encode("utf-8")
+            return content, None
         except HttpError as e:
-            return f"HTTP error downloading file: {e.resp.status}"
+            return None, f"HTTP error exporting file: {e.resp.status}"
         except Exception as e:
-            return f"Error downloading file: {e!s}"
+            return None, f"Error exporting file: {e!s}"
 
     async def export_google_file(
         self, file_id: str, mime_type: str
@@ -210,23 +233,10 @@ class GoogleDriveClient:
         Returns:
             Tuple of (exported content as bytes, error message)
         """
-        try:
-            service = await self.get_service()
-            content = (
-                service.files().export(fileId=file_id, mimeType=mime_type).execute()
-            )
-
-            # Content is already bytes from the API
-            # Keep as bytes to support both text and binary formats (like PDF)
-            if not isinstance(content, bytes):
-                content = content.encode("utf-8")
-
-            return content, None
-
-        except HttpError as e:
-            return None, f"HTTP error exporting file: {e.resp.status}"
-        except Exception as e:
-            return None, f"Error exporting file: {e!s}"
+        service = await self.get_service()
+        return await asyncio.to_thread(
+            self._sync_export_google_file, service, file_id, mime_type,
+        )
 
     async def create_file(
         self,
diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 69f64d9ae..29c7e85a7 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -1,5 +1,6 @@
 """Content extraction for Google Drive files."""
 
+import asyncio
 import logging
 import os
 import tempfile
@@ -118,7 +119,7 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
         )
         if stt_service_type == "local":
             from app.services.stt_service import stt_service
-            result = stt_service.transcribe_file(file_path)
+            result = await asyncio.to_thread(stt_service.transcribe_file, file_path)
             text = result.get("text", "")
         else:
             with open(file_path, "rb") as audio_file:
@@ -170,7 +171,7 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
         from docling.document_converter import DocumentConverter
 
         converter = DocumentConverter()
-        result = converter.convert(file_path)
+        result = await asyncio.to_thread(converter.convert, file_path)
         return result.document.export_to_markdown()
 
     raise RuntimeError(f"Unknown ETL_SERVICE: {app_config.ETL_SERVICE}")
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
index 1183efa9f..9737ca3d2 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
@@ -1,7 +1,8 @@
 """Tests for parallel download + indexing in the Google Drive indexer."""
 
 import asyncio
-from unittest.mock import AsyncMock, MagicMock
+import time
+from unittest.mock import AsyncMock, MagicMock, patch
 
 import pytest
 
@@ -586,3 +587,83 @@ async def test_selected_files_skip_rename_counting(selected_files_mocks):
     call_files = mock.call_args[1].get("files") if "files" in (mock.call_args[1] or {}) else mock.call_args[0][2]
     assert len(call_files) == 2
     assert {f["id"] for f in call_files} == {"n1", "n2"}
+
+
+# ---------------------------------------------------------------------------
+# asyncio.to_thread verification — prove blocking calls run in parallel
+# ---------------------------------------------------------------------------
+
+async def test_client_download_file_runs_in_thread_parallel():
+    """Calling download_file concurrently via asyncio.gather should overlap
+    blocking work on separate threads, proving to_thread is effective.
+
+    Strategy: patch _sync_download_file with a blocking time.sleep(0.2).
+    Launch 3 concurrent calls. Serial would take >=0.6s; parallel < 0.4s.
+    """
+    from app.connectors.google_drive.client import GoogleDriveClient
+
+    BLOCK_SECONDS = 0.2
+    NUM_CALLS = 3
+
+    def _blocking_download(service, file_id):
+        time.sleep(BLOCK_SECONDS)
+        return b"fake-content", None
+
+    client = GoogleDriveClient.__new__(GoogleDriveClient)
+    client.service = MagicMock()
+    client._service_lock = asyncio.Lock()
+
+    with patch.object(
+        GoogleDriveClient, "_sync_download_file", staticmethod(_blocking_download),
+    ):
+        start = time.monotonic()
+        results = await asyncio.gather(
+            *(client.download_file(f"file-{i}") for i in range(NUM_CALLS))
+        )
+        elapsed = time.monotonic() - start
+
+    for content, error in results:
+        assert content == b"fake-content"
+        assert error is None
+
+    serial_minimum = BLOCK_SECONDS * NUM_CALLS
+    assert elapsed < serial_minimum, (
+        f"Elapsed {elapsed:.2f}s >= serial minimum {serial_minimum:.2f}s — "
+        f"downloads are not running in parallel"
+    )
+
+
+async def test_client_export_google_file_runs_in_thread_parallel():
+    """Same strategy for export_google_file — verify to_thread parallelism."""
+    from app.connectors.google_drive.client import GoogleDriveClient
+
+    BLOCK_SECONDS = 0.2
+    NUM_CALLS = 3
+
+    def _blocking_export(service, file_id, mime_type):
+        time.sleep(BLOCK_SECONDS)
+        return b"exported", None
+
+    client = GoogleDriveClient.__new__(GoogleDriveClient)
+    client.service = MagicMock()
+    client._service_lock = asyncio.Lock()
+
+    with patch.object(
+        GoogleDriveClient, "_sync_export_google_file", staticmethod(_blocking_export),
+    ):
+        start = time.monotonic()
+        results = await asyncio.gather(
+            *(client.export_google_file(f"file-{i}", "application/pdf")
+              for i in range(NUM_CALLS))
+        )
+        elapsed = time.monotonic() - start
+
+    for content, error in results:
+        assert content == b"exported"
+        assert error is None
+
+    serial_minimum = BLOCK_SECONDS * NUM_CALLS
+    assert elapsed < serial_minimum, (
+        f"Elapsed {elapsed:.2f}s >= serial minimum {serial_minimum:.2f}s — "
+        f"exports are not running in parallel"
+    )

From 00934ff4629f65855ef6f81db0f8086a99bde94d Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 19:25:45 +0530
Subject: [PATCH 076/102] feat: enhance Google Drive client with improved
 logging and thread-safe operations

- Added logging to track the start and end of file download and export processes, improving visibility into execution time.
- Implemented per-thread HTTP transport for concurrent downloads and exports, ensuring thread safety.
- Refactored download and export methods to utilize resolved credentials, enhancing functionality.
- Updated unit tests to validate the new threading and logging features, ensuring robust parallel execution.
---
 .../app/connectors/google_drive/client.py     | 54 +++++++++++++++++--
 .../google_drive/content_extractor.py         |  8 +++
 .../google_drive_indexer.py                   |  5 +-
 .../test_google_drive_parallel.py             |  6 ++-
 4 files changed, 65 insertions(+), 8 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/client.py b/surfsense_backend/app/connectors/google_drive/client.py
index fdbacfd69..4879d01bd 100644
--- a/surfsense_backend/app/connectors/google_drive/client.py
+++ b/surfsense_backend/app/connectors/google_drive/client.py
@@ -2,9 +2,14 @@
 
 import asyncio
 import io
+import logging
+import threading
+import time
 from typing import Any
 
+import httplib2
 from google.oauth2.credentials import Credentials
+from google_auth_httplib2 import AuthorizedHttp
 from googleapiclient.discovery import build
 from googleapiclient.errors import HttpError
 from googleapiclient.http import MediaIoBaseUpload
@@ -13,6 +18,14 @@ from sqlalchemy.ext.asyncio import AsyncSession
 from .credentials import get_valid_credentials
 from .file_types import GOOGLE_DOC, GOOGLE_SHEET
 
+logger = logging.getLogger(__name__)
+
+
+def _build_thread_http(credentials: Credentials) -> AuthorizedHttp:
+    """Create a per-thread HTTP transport so concurrent downloads don't share
+    the same ``httplib2.Http`` (which is not thread-safe)."""
+    return AuthorizedHttp(credentials, http=httplib2.Http())
+
 
 class GoogleDriveClient:
     """Client for Google Drive API operations."""
@@ -35,6 +48,7 @@ class GoogleDriveClient:
         self.session = session
         self.connector_id = connector_id
         self._credentials = credentials
+        self._resolved_credentials: Credentials | None = None
         self.service = None
         self._service_lock = asyncio.Lock()
 
@@ -62,6 +76,7 @@ class GoogleDriveClient:
                     credentials = await get_valid_credentials(
                         self.session, self.connector_id
                     )
+                self._resolved_credentials = credentials
                 self.service = build("drive", "v3", credentials=credentials)
                 return self.service
             except Exception as e:
@@ -141,12 +156,19 @@ class GoogleDriveClient:
             return None, f"Error getting file metadata: {e!s}"
 
     @staticmethod
-    def _sync_download_file(service, file_id: str) -> tuple[bytes | None, str | None]:
+    def _sync_download_file(
+        service, file_id: str, credentials: Credentials,
+    ) -> tuple[bytes | None, str | None]:
         """Blocking download — runs on a worker thread via ``to_thread``."""
+        thread = threading.current_thread().name
+        t0 = time.monotonic()
+        logger.info(f"[download] START file={file_id} thread={thread}")
         try:
             from googleapiclient.http import MediaIoBaseDownload
 
+            http = _build_thread_http(credentials)
             request = service.files().get_media(fileId=file_id)
+            request.http = http
             fh = io.BytesIO()
             downloader = MediaIoBaseDownload(fh, request)
             done = False
@@ -157,6 +179,8 @@ class GoogleDriveClient:
             return None, f"HTTP error downloading file: {e.resp.status}"
         except Exception as e:
             return None, f"Error downloading file: {e!s}"
+        finally:
+            logger.info(f"[download] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
 
     async def download_file(self, file_id: str) -> tuple[bytes | None, str | None]:
         """
@@ -169,17 +193,25 @@ class GoogleDriveClient:
             Tuple of (file content bytes, error message)
         """
         service = await self.get_service()
-        return await asyncio.to_thread(self._sync_download_file, service, file_id)
+        return await asyncio.to_thread(
+            self._sync_download_file, service, file_id, self._resolved_credentials,
+        )
 
     @staticmethod
     def _sync_download_file_to_disk(
         service, file_id: str, dest_path: str, chunksize: int,
+        credentials: Credentials,
     ) -> str | None:
         """Blocking download-to-disk — runs on a worker thread via ``to_thread``."""
+        thread = threading.current_thread().name
+        t0 = time.monotonic()
+        logger.info(f"[download-to-disk] START file={file_id} thread={thread}")
         try:
             from googleapiclient.http import MediaIoBaseDownload
 
+            http = _build_thread_http(credentials)
             request = service.files().get_media(fileId=file_id)
+            request.http = http
             with open(dest_path, "wb") as fh:
                 downloader = MediaIoBaseDownload(fh, request, chunksize=chunksize)
                 done = False
@@ -190,6 +222,8 @@ class GoogleDriveClient:
             return f"HTTP error downloading file: {e.resp.status}"
         except Exception as e:
             return f"Error downloading file: {e!s}"
+        finally:
+            logger.info(f"[download-to-disk] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
 
     async def download_file_to_disk(
         self, file_id: str, dest_path: str, chunksize: int = 5 * 1024 * 1024,
@@ -200,17 +234,24 @@ class GoogleDriveClient:
         """
         service = await self.get_service()
         return await asyncio.to_thread(
-            self._sync_download_file_to_disk, service, file_id, dest_path, chunksize,
+            self._sync_download_file_to_disk,
+            service, file_id, dest_path, chunksize, self._resolved_credentials,
         )
 
     @staticmethod
     def _sync_export_google_file(
-        service, file_id: str, mime_type: str,
+        service, file_id: str, mime_type: str, credentials: Credentials,
     ) -> tuple[bytes | None, str | None]:
         """Blocking export — runs on a worker thread via ``to_thread``."""
+        thread = threading.current_thread().name
+        t0 = time.monotonic()
+        logger.info(f"[export] START file={file_id} thread={thread}")
         try:
+            http = _build_thread_http(credentials)
             content = (
-                service.files().export(fileId=file_id, mimeType=mime_type).execute()
+                service.files()
+                .export(fileId=file_id, mimeType=mime_type)
+                .execute(http=http)
             )
             if not isinstance(content, bytes):
                 content = content.encode("utf-8")
@@ -219,6 +260,8 @@ class GoogleDriveClient:
             return None, f"HTTP error exporting file: {e.resp.status}"
         except Exception as e:
             return None, f"Error exporting file: {e!s}"
+        finally:
+            logger.info(f"[export] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
 
     async def export_google_file(
         self, file_id: str, mime_type: str
@@ -236,6 +279,7 @@ class GoogleDriveClient:
         service = await self.get_service()
         return await asyncio.to_thread(
             self._sync_export_google_file, service, file_id, mime_type,
+            self._resolved_credentials,
         )
 
     async def create_file(
diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 29c7e85a7..0903aea9f 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -4,6 +4,8 @@ import asyncio
 import logging
 import os
 import tempfile
+import threading
+import time
 from pathlib import Path
 from typing import Any
 
@@ -119,7 +121,10 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
         )
         if stt_service_type == "local":
             from app.services.stt_service import stt_service
+            t0 = time.monotonic()
+            logger.info(f"[local-stt] START file={filename} thread={threading.current_thread().name}")
             result = await asyncio.to_thread(stt_service.transcribe_file, file_path)
+            logger.info(f"[local-stt] END file={filename} elapsed={time.monotonic() - t0:.2f}s")
             text = result.get("text", "")
         else:
             with open(file_path, "rb") as audio_file:
@@ -171,7 +176,10 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
         from docling.document_converter import DocumentConverter
 
         converter = DocumentConverter()
+        t0 = time.monotonic()
+        logger.info(f"[docling] START file={filename} thread={threading.current_thread().name}")
         result = await asyncio.to_thread(converter.convert, file_path)
+        logger.info(f"[docling] END file={filename} elapsed={time.monotonic() - t0:.2f}s")
         return result.document.export_to_markdown()
 
     raise RuntimeError(f"Unknown ETL_SERVICE: {app_config.ETL_SERVICE}")
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index 2d3139343..d67665d99 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -199,7 +199,7 @@ async def _download_files_parallel(
     search_space_id: int,
     user_id: str,
     enable_summary: bool,
-    max_concurrency: int = 5,
+    max_concurrency: int = 3,
     on_heartbeat: HeartbeatCallbackType | None = None,
 ) -> tuple[list[ConnectorDocument], int]:
     """Download and ETL files in parallel, returning ConnectorDocuments.
@@ -219,6 +219,9 @@ async def _download_files_parallel(
                 drive_client, file
             )
             if error or not markdown:
+                file_name = file.get("name", "Unknown")
+                reason = error or "empty content"
+                logger.warning(f"Download/ETL failed for {file_name}: {reason}")
                 return None
             doc = _build_connector_doc(
                 file,
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
index 9737ca3d2..1523da0ed 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
@@ -605,12 +605,13 @@ async def test_client_download_file_runs_in_thread_parallel():
     BLOCK_SECONDS = 0.2
     NUM_CALLS = 3
 
-    def _blocking_download(service, file_id):
+    def _blocking_download(service, file_id, credentials):
         time.sleep(BLOCK_SECONDS)
         return b"fake-content", None
 
     client = GoogleDriveClient.__new__(GoogleDriveClient)
     client.service = MagicMock()
+    client._resolved_credentials = MagicMock()
     client._service_lock = asyncio.Lock()
 
     with patch.object(
@@ -640,12 +641,13 @@ async def test_client_export_google_file_runs_in_thread_parallel():
     BLOCK_SECONDS = 0.2
     NUM_CALLS = 3
 
-    def _blocking_export(service, file_id, mime_type):
+    def _blocking_export(service, file_id, mime_type, credentials):
         time.sleep(BLOCK_SECONDS)
         return b"exported", None
 
     client = GoogleDriveClient.__new__(GoogleDriveClient)
     client.service = MagicMock()
+    client._resolved_credentials = MagicMock()
     client._service_lock = asyncio.Lock()
 
     with patch.object(

From 3ce831d01d640226b90868430b31314d20a1a9e3 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 19:28:34 +0530
Subject: [PATCH 077/102] feat: reset indexing configurations in connector
 dialog

---
 .../connector-popup/hooks/use-connector-dialog.ts           | 6 ++++++
 1 file changed, 6 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/connector-popup/hooks/use-connector-dialog.ts b/surfsense_web/components/assistant-ui/connector-popup/hooks/use-connector-dialog.ts
index 7b4aa29fb..03d8a8fb4 100644
--- a/surfsense_web/components/assistant-ui/connector-popup/hooks/use-connector-dialog.ts
+++ b/surfsense_web/components/assistant-ui/connector-popup/hooks/use-connector-dialog.ts
@@ -867,6 +867,9 @@ export const useConnectorDialog = () => {
 
 				setIsOpen(false);
 				setIsFromOAuth(false);
+				setIndexingConfig(null);
+				setIndexingConnector(null);
+				setIndexingConnectorConfig(null);
 
 				refreshConnectors();
 				queryClient.invalidateQueries({
@@ -898,6 +901,9 @@ export const useConnectorDialog = () => {
 	const handleSkipIndexing = useCallback(() => {
 		setIsOpen(false);
 		setIsFromOAuth(false);
+		setIndexingConfig(null);
+		setIndexingConnector(null);
+		setIndexingConnectorConfig(null);
 	}, [setIsOpen]);
 
 	// Handle starting edit mode

From 4e0749f9070972a37067407a90954dca50ab0249 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 20:01:08 +0530
Subject: [PATCH 078/102] fix: update file skipping logic for failed documents
 in Google Drive indexer

- Modified the `_should_skip_file` function to skip previously failed documents during processing, improving error handling.
- Updated the corresponding test to reflect the new behavior, ensuring that failed documents are correctly identified and skipped during automatic sync.
---
 .../app/tasks/connector_indexers/google_drive_indexer.py | 2 +-
 .../integration/indexing_pipeline/test_drive_pipeline.py | 9 +++++----
 2 files changed, 6 insertions(+), 5 deletions(-)

diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index d67665d99..74101ed74 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -150,7 +150,7 @@ async def _should_skip_file(
         return True, f"File renamed: '{old_name}' → '{file_name}'"
 
     if not DocumentStatus.is_state(existing.status, DocumentStatus.READY):
-        return False, None
+        return True, "skipped (previously failed)"
     return True, "unchanged"
 
 
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
index 77128ebd9..2fffa9053 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
@@ -110,10 +110,10 @@ async def test_drive_legacy_doc_migrated(
     assert row.unique_identifier_hash == native_hash
 
 
-async def test_should_skip_file_does_not_skip_failed_document(
+async def test_should_skip_file_skips_failed_document(
     db_session, db_search_space, db_user,
 ):
-    """A FAILED document with unchanged md5 must NOT be skipped — it needs reprocessing."""
+    """A FAILED document with unchanged md5 must be skipped — user can manually retry via Quick Index."""
     import importlib
     import sys
     import types
@@ -164,6 +164,7 @@ async def test_should_skip_file_does_not_skip_failed_document(
 
     incoming_file = {"id": file_id, "name": "Failed File.pdf", "mimeType": "application/pdf", "md5Checksum": md5}
 
-    should_skip, _msg = await _should_skip_file(db_session, incoming_file, space_id)
+    should_skip, msg = await _should_skip_file(db_session, incoming_file, space_id)
 
-    assert not should_skip, "FAILED documents must not be skipped even when content is unchanged"
+    assert should_skip, "FAILED documents must be skipped during automatic sync"
+    assert "failed" in msg.lower()

From c76ff79bc45181b1cd46010ff75779017d0daa68 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 17:38:32 +0200
Subject: [PATCH 079/102] feat: enhance accessibility of ExpandedMediaOverlay
 with ARIA roles and focus management

---
 .../components/ui/expanded-gif-overlay.tsx          | 13 ++++++++++++-
 1 file changed, 12 insertions(+), 1 deletion(-)

diff --git a/surfsense_web/components/ui/expanded-gif-overlay.tsx b/surfsense_web/components/ui/expanded-gif-overlay.tsx
index 96a1dd424..b3e1c30ac 100644
--- a/surfsense_web/components/ui/expanded-gif-overlay.tsx
+++ b/surfsense_web/components/ui/expanded-gif-overlay.tsx
@@ -1,7 +1,7 @@
 "use client";
 
 import { AnimatePresence, motion } from "motion/react";
-import { useCallback, useEffect, useState } from "react";
+import { useCallback, useEffect, useRef, useState } from "react";
 import { createPortal } from "react-dom";
 
 function isVideoSrc(src: string) {
@@ -17,6 +17,12 @@ function ExpandedMediaOverlay({
 	alt: string;
 	onClose: () => void;
 }) {
+	const overlayRef = useRef<HTMLDivElement>(null);
+
+	useEffect(() => {
+		overlayRef.current?.focus();
+	}, []);
+
 	useEffect(() => {
 		const handleKey = (e: KeyboardEvent) => {
 			if (e.key === "Escape") onClose();
@@ -52,6 +58,11 @@ function ExpandedMediaOverlay({
 
 	return createPortal(
 		<motion.div
+			role="dialog"
+			aria-modal="true"
+			aria-label="Expanded media view"
+			tabIndex={-1}
+			ref={overlayRef}
 			initial={{ opacity: 0 }}
 			animate={{ opacity: 1 }}
 			exit={{ opacity: 0 }}

From 5f15ce9d1a4a029576ce134659c0afe4707c78df Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 17:51:10 +0200
Subject: [PATCH 080/102] feat: add keyboard accessibility to
 ExpandedMediaOverlay for closing with Escape key

---
 surfsense_web/components/ui/expanded-gif-overlay.tsx | 3 +++
 1 file changed, 3 insertions(+)

diff --git a/surfsense_web/components/ui/expanded-gif-overlay.tsx b/surfsense_web/components/ui/expanded-gif-overlay.tsx
index b3e1c30ac..018bce944 100644
--- a/surfsense_web/components/ui/expanded-gif-overlay.tsx
+++ b/surfsense_web/components/ui/expanded-gif-overlay.tsx
@@ -69,6 +69,9 @@ function ExpandedMediaOverlay({
 			transition={{ duration: 0.2 }}
 			className="fixed inset-0 z-100 flex items-center justify-center bg-black/70 p-4 backdrop-blur-sm sm:p-8"
 			onClick={onClose}
+			onKeyDown={(e) => {
+      		if (e.key === 'Escape') onClose();
+    		}}
 		>
 			{mediaElement}
 		</motion.div>,

From 3fece6f765a60fbce7b28f21b3f42b66c6dcc4d5 Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 18:07:14 +0200
Subject: [PATCH 081/102] code style

---
 surfsense_web/components/ui/expanded-gif-overlay.tsx | 4 ++--
 1 file changed, 2 insertions(+), 2 deletions(-)

diff --git a/surfsense_web/components/ui/expanded-gif-overlay.tsx b/surfsense_web/components/ui/expanded-gif-overlay.tsx
index 018bce944..532ba1d32 100644
--- a/surfsense_web/components/ui/expanded-gif-overlay.tsx
+++ b/surfsense_web/components/ui/expanded-gif-overlay.tsx
@@ -70,8 +70,8 @@ function ExpandedMediaOverlay({
 			className="fixed inset-0 z-100 flex items-center justify-center bg-black/70 p-4 backdrop-blur-sm sm:p-8"
 			onClick={onClose}
 			onKeyDown={(e) => {
-      		if (e.key === 'Escape') onClose();
-    		}}
+				if (e.key === "Escape") onClose();
+			}}
 		>
 			{mediaElement}
 		</motion.div>,

From 33b627cccc1ad59c44048290b41f5c9e0e859511 Mon Sep 17 00:00:00 2001
From: Matt Van Horn <455140+mvanhorn@users.noreply.github.com>
Date: Fri, 27 Mar 2026 01:15:10 -0700
Subject: [PATCH 082/102] fix: add error toast to invite creation failure

When invite creation failed, the error was only logged to console.
Added toast.error() to give users visible feedback. Uses the existing
sonner toast import already in the file (line 25).

Fixes #920
---
 .../app/dashboard/[search_space_id]/team/team-content.tsx        | 1 +
 1 file changed, 1 insertion(+)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx b/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
index 43b4d0b7a..09c29735e 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
@@ -595,6 +595,7 @@ function CreateInviteDialog({
 			});
 		} catch (error) {
 			console.error("Failed to create invite:", error);
+			toast.error("Failed to create invite. Please try again.");
 		} finally {
 			setCreating(false);
 		}

From 3da0ffd68334235421c9b9696f66f20dedd4b717 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 21:47:14 +0530
Subject: [PATCH 083/102] feat: add native Excel parsing and improve Google
 Drive content extraction

- Introduced a new utility for parsing .xlsx files into markdown format, enhancing the ability to process Excel documents natively.
- Updated the Google Drive content extractor to utilize the new Excel parsing functionality, allowing for better handling of spreadsheet files.
- Enhanced file type detection and export logic to support various document formats, improving overall content extraction accuracy.
- Added unit tests to ensure the correctness of the new Excel parsing feature and its integration with existing content extraction workflows.
---
 .../google_drive/content_extractor.py         |  45 ++++--
 .../app/connectors/google_drive/file_types.py |  25 +++-
 .../document_processors/file_processors.py    |  78 +++++++++++
 surfsense_backend/app/utils/office_parsers.py |  72 ++++++++++
 surfsense_backend/pyproject.toml              |   1 +
 .../tests/unit/test_office_parsers.py         | 129 ++++++++++++++++++
 surfsense_backend/uv.lock                     | 101 +++++++-------
 7 files changed, 390 insertions(+), 61 deletions(-)
 create mode 100644 surfsense_backend/app/utils/office_parsers.py
 create mode 100644 surfsense_backend/tests/unit/test_office_parsers.py

diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 0903aea9f..272a71403 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -14,8 +14,15 @@ from sqlalchemy.ext.asyncio import AsyncSession
 from app.db import Log
 from app.services.task_logging_service import TaskLoggingService
 
+from app.utils.office_parsers import EXCEL_EXTENSIONS
+
 from .client import GoogleDriveClient
-from .file_types import get_export_mime_type, is_google_workspace_file, should_skip_file
+from .file_types import (
+    get_export_mime_type,
+    get_extension_from_mime,
+    is_google_workspace_file,
+    should_skip_file,
+)
 
 logger = logging.getLogger(__name__)
 
@@ -58,29 +65,30 @@ async def download_and_extract_content(
     if "md5Checksum" in file:
         drive_metadata["md5_checksum"] = file["md5Checksum"]
     if is_google_workspace_file(mime_type):
-        drive_metadata["exported_as"] = "pdf"
+        export_ext = get_extension_from_mime(get_export_mime_type(mime_type) or "")
+        drive_metadata["exported_as"] = export_ext.lstrip(".") if export_ext else "pdf"
         drive_metadata["original_workspace_type"] = mime_type.split(".")[-1]
 
     temp_file_path = None
     try:
         if is_google_workspace_file(mime_type):
-            # Workspace files (Docs/Sheets/Slides) use export -- returns bytes
-            # in one shot. These are typically small (a few MB as PDF/text).
             export_mime = get_export_mime_type(mime_type)
             if not export_mime:
                 return None, drive_metadata, f"Cannot export Google Workspace type: {mime_type}"
             content_bytes, error = await client.export_google_file(file_id, export_mime)
             if error:
                 return None, drive_metadata, error
-            extension = ".pdf" if export_mime == "application/pdf" else ".txt"
+            extension = get_extension_from_mime(export_mime) or ".pdf"
 
             with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
                 tmp.write(content_bytes)
                 temp_file_path = tmp.name
         else:
-            # Binary files -- stream directly to disk in chunks to avoid
-            # loading the entire file into memory.
-            extension = Path(file_name).suffix or ".bin"
+            extension = (
+                Path(file_name).suffix
+                or get_extension_from_mime(mime_type)
+                or ".bin"
+            )
             with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
                 temp_file_path = tmp.name
 
@@ -142,6 +150,11 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
             raise ValueError("Transcription returned empty text")
         return f"# Transcription of {filename}\n\n{text}"
 
+    if lower.endswith(EXCEL_EXTENSIONS):
+        from app.utils.office_parsers import parse_excel_to_markdown
+
+        return await parse_excel_to_markdown(file_path, filename)
+
     # Document files -- use configured ETL service
     from app.config import config as app_config
 
@@ -236,14 +249,17 @@ async def download_and_process_file(
             if error:
                 return None, error
 
-            extension = ".pdf" if export_mime == "application/pdf" else ".txt"
+            extension = get_extension_from_mime(export_mime) or ".pdf"
         else:
             content_bytes, error = await client.download_file(file_id)
             if error:
                 return None, error
 
-            # Preserve original file extension
-            extension = Path(file_name).suffix or ".bin"
+            extension = (
+                Path(file_name).suffix
+                or get_extension_from_mime(mime_type)
+                or ".bin"
+            )
 
         with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp_file:
             tmp_file.write(content_bytes)
@@ -281,7 +297,12 @@ async def download_and_process_file(
             connector_info["metadata"]["md5_checksum"] = file["md5Checksum"]
 
         if is_google_workspace_file(mime_type):
-            connector_info["metadata"]["exported_as"] = "pdf"
+            export_ext = get_extension_from_mime(
+                get_export_mime_type(mime_type) or ""
+            )
+            connector_info["metadata"]["exported_as"] = (
+                export_ext.lstrip(".") if export_ext else "pdf"
+            )
             connector_info["metadata"]["original_workspace_type"] = mime_type.split(
                 "."
             )[-1]
diff --git a/surfsense_backend/app/connectors/google_drive/file_types.py b/surfsense_backend/app/connectors/google_drive/file_types.py
index a66463208..dd3456901 100644
--- a/surfsense_backend/app/connectors/google_drive/file_types.py
+++ b/surfsense_backend/app/connectors/google_drive/file_types.py
@@ -8,10 +8,33 @@ GOOGLE_SHORTCUT = "application/vnd.google-apps.shortcut"
 
 EXPORT_FORMATS = {
     GOOGLE_DOC: "application/pdf",
-    GOOGLE_SHEET: "application/pdf",
+    GOOGLE_SHEET: "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet",
     GOOGLE_SLIDE: "application/pdf",
 }
 
+MIME_TO_EXTENSION: dict[str, str] = {
+    "application/pdf": ".pdf",
+    "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet": ".xlsx",
+    "application/vnd.openxmlformats-officedocument.wordprocessingml.document": ".docx",
+    "application/vnd.openxmlformats-officedocument.presentationml.presentation": ".pptx",
+    "application/vnd.ms-excel": ".xls",
+    "application/msword": ".doc",
+    "application/vnd.ms-powerpoint": ".ppt",
+    "text/plain": ".txt",
+    "text/csv": ".csv",
+    "text/html": ".html",
+    "text/markdown": ".md",
+    "application/json": ".json",
+    "application/xml": ".xml",
+    "image/png": ".png",
+    "image/jpeg": ".jpg",
+}
+
+
+def get_extension_from_mime(mime_type: str) -> str | None:
+    """Return a file extension (with leading dot) for a MIME type, or None."""
+    return MIME_TO_EXTENSION.get(mime_type)
+
 
 def is_google_workspace_file(mime_type: str) -> bool:
     """Check if file is a Google Workspace file that needs export."""
diff --git a/surfsense_backend/app/tasks/document_processors/file_processors.py b/surfsense_backend/app/tasks/document_processors/file_processors.py
index 6c0ae1870..c69c6fa95 100644
--- a/surfsense_backend/app/tasks/document_processors/file_processors.py
+++ b/surfsense_backend/app/tasks/document_processors/file_processors.py
@@ -1134,6 +1134,59 @@ async def process_file_in_background(
                 )
                 return None
 
+        elif filename.lower().endswith((".xlsx",)):
+            from app.utils.office_parsers import parse_excel_to_markdown
+
+            if notification:
+                await (
+                    NotificationService.document_processing.notify_processing_progress(
+                        session,
+                        notification,
+                        stage="parsing",
+                        stage_message="Parsing spreadsheet",
+                    )
+                )
+
+            await task_logger.log_task_progress(
+                log_entry,
+                f"Processing Excel file natively: {filename}",
+                {"file_type": "excel", "processing_stage": "native_parse"},
+            )
+
+            excel_markdown = await parse_excel_to_markdown(file_path, filename)
+
+            try:
+                os.unlink(file_path)
+            except Exception as e:
+                print("Error deleting temp file", e)
+
+            result = await add_received_markdown_file_document(
+                session, filename, excel_markdown, search_space_id, user_id, connector
+            )
+
+            if connector:
+                await _update_document_from_connector(result, connector, session)
+
+            if result:
+                await task_logger.log_task_success(
+                    log_entry,
+                    f"Successfully parsed and processed Excel file: {filename}",
+                    {
+                        "document_id": result.id,
+                        "content_hash": result.content_hash,
+                        "file_type": "excel",
+                        "etl_service": "NATIVE_EXCEL",
+                    },
+                )
+                return result
+            else:
+                await task_logger.log_task_success(
+                    log_entry,
+                    f"Excel file already exists (duplicate): {filename}",
+                    {"duplicate_detected": True, "file_type": "excel"},
+                )
+                return None
+
         else:
             # Import page limit service
             from app.services.page_limit_service import (
@@ -1797,6 +1850,31 @@ async def process_file_in_background_with_document(
             with contextlib.suppress(Exception):
                 os.unlink(file_path)
 
+        elif filename.lower().endswith((".xlsx",)):
+            from app.utils.office_parsers import parse_excel_to_markdown
+
+            if notification:
+                await (
+                    NotificationService.document_processing.notify_processing_progress(
+                        session,
+                        notification,
+                        stage="parsing",
+                        stage_message="Parsing spreadsheet",
+                    )
+                )
+
+            await task_logger.log_task_progress(
+                log_entry,
+                f"Processing Excel file natively: {filename}",
+                {"file_type": "excel", "processing_stage": "native_parse"},
+            )
+
+            markdown_content = await parse_excel_to_markdown(file_path, filename)
+            etl_service = "NATIVE_EXCEL"
+
+            with contextlib.suppress(Exception):
+                os.unlink(file_path)
+
         else:
             # Document files - use ETL service
             from app.services.page_limit_service import (
diff --git a/surfsense_backend/app/utils/office_parsers.py b/surfsense_backend/app/utils/office_parsers.py
new file mode 100644
index 000000000..a1550e110
--- /dev/null
+++ b/surfsense_backend/app/utils/office_parsers.py
@@ -0,0 +1,72 @@
+"""Native parsers for Office file formats."""
+
+import asyncio
+import logging
+import threading
+import time
+from pathlib import Path
+
+logger = logging.getLogger(__name__)
+
+EXCEL_EXTENSIONS = (".xlsx",)
+
+
+def _parse_excel_sync(file_path: str) -> str:
+    """Parse an .xlsx file into markdown tables (synchronous)."""
+    from openpyxl import load_workbook
+
+    wb = load_workbook(file_path, read_only=True, data_only=True)
+    markdown_parts: list[str] = []
+
+    for sheet_name in wb.sheetnames:
+        ws = wb[sheet_name]
+        rows = list(ws.iter_rows(values_only=True))
+        non_empty_rows = [r for r in rows if any(c is not None for c in r)]
+        if not non_empty_rows:
+            continue
+
+        markdown_parts.append(f"## {sheet_name}\n")
+        max_cols = max(len(row) for row in non_empty_rows)
+
+        header = non_empty_rows[0]
+        hdr = [str(c if c is not None else "") for c in header]
+        hdr.extend([""] * (max_cols - len(hdr)))
+        markdown_parts.append("| " + " | ".join(hdr) + " |")
+        markdown_parts.append("| " + " | ".join("---" for _ in range(max_cols)) + " |")
+
+        for row in non_empty_rows[1:]:
+            cells = [str(c if c is not None else "") for c in row]
+            cells.extend([""] * (max_cols - len(cells)))
+            markdown_parts.append("| " + " | ".join(cells) + " |")
+
+        markdown_parts.append("")
+
+    wb.close()
+    return "\n".join(markdown_parts)
+
+
+async def parse_excel_to_markdown(file_path: str, filename: str = "") -> str:
+    """Parse an .xlsx file into markdown tables (async wrapper).
+
+    Raises ``ValueError`` if no data is found in the workbook.
+    """
+    t0 = time.monotonic()
+    logger.info(
+        "[excel-parse] START file=%s thread=%s",
+        filename,
+        threading.current_thread().name,
+    )
+
+    result = await asyncio.to_thread(_parse_excel_sync, file_path)
+
+    logger.info(
+        "[excel-parse] END file=%s elapsed=%.2fs",
+        filename,
+        time.monotonic() - t0,
+    )
+
+    if not result.strip():
+        raise ValueError(f"No data found in Excel file: {filename or file_path}")
+
+    title = f"# {filename}\n\n" if filename else ""
+    return title + result
diff --git a/surfsense_backend/pyproject.toml b/surfsense_backend/pyproject.toml
index 017994c75..724e6db4c 100644
--- a/surfsense_backend/pyproject.toml
+++ b/surfsense_backend/pyproject.toml
@@ -73,6 +73,7 @@ dependencies = [
     "langchain-daytona>=0.0.2",
     "pypandoc>=1.16.2",
     "notion-markdown>=0.7.0",
+    "openpyxl>=3.1.5",
 ]
 
 [dependency-groups]
diff --git a/surfsense_backend/tests/unit/test_office_parsers.py b/surfsense_backend/tests/unit/test_office_parsers.py
new file mode 100644
index 000000000..11429a71d
--- /dev/null
+++ b/surfsense_backend/tests/unit/test_office_parsers.py
@@ -0,0 +1,129 @@
+"""Unit tests for native Office file parsers (no DB, no external services)."""
+
+import tempfile
+
+import pytest
+from openpyxl import Workbook
+
+pytestmark = pytest.mark.unit
+
+
+# ---------------------------------------------------------------------------
+# Helpers
+# ---------------------------------------------------------------------------
+
+
+def _create_xlsx(sheets: dict[str, list[list]]) -> str:
+    """Create a real .xlsx file on disk and return its path.
+
+    ``sheets`` maps sheet name -> list of rows, where each row is a list of
+    cell values.
+    """
+    wb = Workbook()
+    first = True
+    for name, rows in sheets.items():
+        ws = wb.active if first else wb.create_sheet(title=name)
+        if first:
+            ws.title = name
+            first = False
+        for row in rows:
+            ws.append(row)
+    tmp = tempfile.NamedTemporaryFile(suffix=".xlsx", delete=False)
+    wb.save(tmp.name)
+    wb.close()
+    tmp.close()
+    return tmp.name
+
+
+# ---------------------------------------------------------------------------
+# Tracer bullet: cell values appear in markdown
+# ---------------------------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_parse_excel_produces_markdown_with_cell_values():
+    """A single-sheet .xlsx with known data produces markdown containing those values."""
+    from app.utils.office_parsers import parse_excel_to_markdown
+
+    path = _create_xlsx(
+        {"Sales": [["Product", "Revenue"], ["Widget", 1500], ["Gadget", 3200]]}
+    )
+
+    md = await parse_excel_to_markdown(path, filename="report.xlsx")
+
+    assert "Product" in md
+    assert "Revenue" in md
+    assert "Widget" in md
+    assert "1500" in md
+    assert "Gadget" in md
+    assert "3200" in md
+    assert "report.xlsx" in md
+    assert "|" in md
+
+
+# ---------------------------------------------------------------------------
+# Multi-sheet workbooks include all sheets
+# ---------------------------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_parse_excel_includes_all_sheets():
+    """Both sheet names and their data appear in the output."""
+    from app.utils.office_parsers import parse_excel_to_markdown
+
+    path = _create_xlsx(
+        {
+            "Inventory": [["Item", "Qty"], ["Bolts", 200]],
+            "Pricing": [["Item", "Price"], ["Bolts", 4.50]],
+        }
+    )
+
+    md = await parse_excel_to_markdown(path, filename="multi.xlsx")
+
+    assert "Inventory" in md
+    assert "Pricing" in md
+    assert "Bolts" in md
+    assert "200" in md
+    assert "4.5" in md
+
+
+# ---------------------------------------------------------------------------
+# Empty spreadsheet raises ValueError
+# ---------------------------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_parse_excel_raises_on_empty_file():
+    """An .xlsx with no data raises ValueError."""
+    from app.utils.office_parsers import parse_excel_to_markdown
+
+    wb = Workbook()
+    tmp = tempfile.NamedTemporaryFile(suffix=".xlsx", delete=False)
+    wb.save(tmp.name)
+    wb.close()
+    tmp.close()
+
+    with pytest.raises(ValueError, match="No data found"):
+        await parse_excel_to_markdown(tmp.name, filename="empty.xlsx")
+
+
+# ---------------------------------------------------------------------------
+# _parse_file_to_markdown routes .xlsx natively (no ETL call)
+# ---------------------------------------------------------------------------
+
+
+@pytest.mark.asyncio
+async def test_parse_file_to_markdown_routes_xlsx_natively():
+    """content_extractor._parse_file_to_markdown uses native parser for .xlsx."""
+    from app.connectors.google_drive.content_extractor import _parse_file_to_markdown
+
+    path = _create_xlsx(
+        {"Data": [["Name", "Score"], ["Alice", 95], ["Bob", 82]]}
+    )
+
+    md = await _parse_file_to_markdown(path, "grades.xlsx")
+
+    assert "Alice" in md
+    assert "95" in md
+    assert "Bob" in md
+    assert "82" in md
diff --git a/surfsense_backend/uv.lock b/surfsense_backend/uv.lock
index 2770c659a..e4d148b50 100644
--- a/surfsense_backend/uv.lock
+++ b/surfsense_backend/uv.lock
@@ -1171,7 +1171,7 @@ name = "contourpy"
 version = "1.3.3"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "numpy" },
+    { name = "numpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/58/01/1253e6698a07380cd31a736d248a3f2a50a7c88779a1813da27503cadc2a/contourpy-1.3.3.tar.gz", hash = "sha256:083e12155b210502d0bca491432bb04d56dc3432f95a979b429f2848c3dbe880", size = 13466174, upload-time = "2025-07-26T12:03:12.549Z" }
 wheels = [
@@ -2596,6 +2596,7 @@ dependencies = [
     { name = "griffecli" },
     { name = "griffelib" },
 ]
+sdist = { url = "https://files.pythonhosted.org/packages/04/56/28a0accac339c164b52a92c6cfc45a903acc0c174caa5c1713803467b533/griffe-2.0.0.tar.gz", hash = "sha256:c68979cd8395422083a51ea7cf02f9c119d889646d99b7b656ee43725de1b80f", size = 293906, upload-time = "2026-03-23T21:06:53.402Z" }
 wheels = [
     { url = "https://files.pythonhosted.org/packages/8b/94/ee21d41e7eb4f823b94603b9d40f86d3c7fde80eacc2c3c71845476dddaa/griffe-2.0.0-py3-none-any.whl", hash = "sha256:5418081135a391c3e6e757a7f3f156f1a1a746cc7b4023868ff7d5e2f9a980aa", size = 5214, upload-time = "2026-02-09T19:09:44.105Z" },
 ]
@@ -2608,6 +2609,7 @@ dependencies = [
     { name = "colorama" },
     { name = "griffelib" },
 ]
+sdist = { url = "https://files.pythonhosted.org/packages/a4/f8/2e129fd4a86e52e58eefe664de05e7d502decf766e7316cc9e70fdec3e18/griffecli-2.0.0.tar.gz", hash = "sha256:312fa5ebb4ce6afc786356e2d0ce85b06c1c20d45abc42d74f0cda65e159f6ef", size = 56213, upload-time = "2026-03-23T21:06:54.8Z" }
 wheels = [
     { url = "https://files.pythonhosted.org/packages/e6/ed/d93f7a447bbf7a935d8868e9617cbe1cadf9ee9ee6bd275d3040fbf93d60/griffecli-2.0.0-py3-none-any.whl", hash = "sha256:9f7cd9ee9b21d55e91689358978d2385ae65c22f307a63fb3269acf3f21e643d", size = 9345, upload-time = "2026-02-09T19:09:42.554Z" },
 ]
@@ -2616,6 +2618,7 @@ wheels = [
 name = "griffelib"
 version = "2.0.0"
 source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/ad/06/eccbd311c9e2b3ca45dbc063b93134c57a1ccc7607c5e545264ad092c4a9/griffelib-2.0.0.tar.gz", hash = "sha256:e504d637a089f5cab9b5daf18f7645970509bf4f53eda8d79ed71cce8bd97934", size = 166312, upload-time = "2026-03-23T21:06:55.954Z" }
 wheels = [
     { url = "https://files.pythonhosted.org/packages/4d/51/c936033e16d12b627ea334aaaaf42229c37620d0f15593456ab69ab48161/griffelib-2.0.0-py3-none-any.whl", hash = "sha256:01284878c966508b6d6f1dbff9b6fa607bc062d8261c5c7253cb285b06422a7f", size = 142004, upload-time = "2026-02-09T19:09:40.561Z" },
 ]
@@ -4082,15 +4085,15 @@ name = "matplotlib"
 version = "3.10.8"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "contourpy" },
-    { name = "cycler" },
-    { name = "fonttools" },
-    { name = "kiwisolver" },
-    { name = "numpy" },
-    { name = "packaging" },
-    { name = "pillow" },
-    { name = "pyparsing" },
-    { name = "python-dateutil" },
+    { name = "contourpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "cycler", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "fonttools", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "kiwisolver", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "numpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "packaging", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pillow", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pyparsing", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "python-dateutil", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/8a/76/d3c6e3a13fe484ebe7718d14e269c9569c4eb0020a968a327acb3b9a8fe6/matplotlib-3.10.8.tar.gz", hash = "sha256:2299372c19d56bcd35cf05a2738308758d32b9eaed2371898d8f5bd33f084aa3", size = 34806269, upload-time = "2025-12-10T22:56:51.155Z" }
 wheels = [
@@ -4201,7 +4204,7 @@ name = "ml-dtypes"
 version = "0.5.4"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "numpy" },
+    { name = "numpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/0e/4a/c27b42ed9b1c7d13d9ba8b6905dece787d6259152f2309338aed29b2447b/ml_dtypes-0.5.4.tar.gz", hash = "sha256:8ab06a50fb9bf9666dd0fe5dfb4676fa2b0ac0f31ecff72a6c3af8e22c063453", size = 692314, upload-time = "2025-11-17T22:32:31.031Z" }
 wheels = [
@@ -4967,9 +4970,9 @@ name = "ocrmac"
 version = "1.0.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "click" },
-    { name = "pillow" },
-    { name = "pyobjc-framework-vision" },
+    { name = "click", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pillow", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-vision", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/5e/07/3e15ab404f75875c5e48c47163300eb90b7409044d8711fc3aaf52503f2e/ocrmac-1.0.1.tar.gz", hash = "sha256:507fe5e4cbd67b2d03f6729a52bbc11f9d0b58241134eb958a5daafd4b9d93d9", size = 1454317, upload-time = "2026-01-08T16:44:26.412Z" }
 wheels = [
@@ -5003,10 +5006,10 @@ name = "onnx"
 version = "1.20.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "ml-dtypes" },
-    { name = "numpy" },
-    { name = "protobuf" },
-    { name = "typing-extensions" },
+    { name = "ml-dtypes", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "numpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "protobuf", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "typing-extensions", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/3b/8a/335c03a8683a88a32f9a6bb98899ea6df241a41df64b37b9696772414794/onnx-1.20.1.tar.gz", hash = "sha256:ded16de1df563d51fbc1ad885f2a426f814039d8b5f4feb77febe09c0295ad67", size = 12048980, upload-time = "2026-01-10T01:40:03.043Z" }
 wheels = [
@@ -6493,7 +6496,7 @@ name = "pyobjc-framework-cocoa"
 version = "12.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "pyobjc-core" },
+    { name = "pyobjc-core", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/02/a3/16ca9a15e77c061a9250afbae2eae26f2e1579eb8ca9462ae2d2c71e1169/pyobjc_framework_cocoa-12.1.tar.gz", hash = "sha256:5556c87db95711b985d5efdaaf01c917ddd41d148b1e52a0c66b1a2e2c5c1640", size = 2772191, upload-time = "2025-11-14T10:13:02.069Z" }
 wheels = [
@@ -6509,8 +6512,8 @@ name = "pyobjc-framework-coreml"
 version = "12.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "pyobjc-core" },
-    { name = "pyobjc-framework-cocoa" },
+    { name = "pyobjc-core", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-cocoa", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/30/2d/baa9ea02cbb1c200683cb7273b69b4bee5070e86f2060b77e6a27c2a9d7e/pyobjc_framework_coreml-12.1.tar.gz", hash = "sha256:0d1a4216891a18775c9e0170d908714c18e4f53f9dc79fb0f5263b2aa81609ba", size = 40465, upload-time = "2025-11-14T10:14:02.265Z" }
 wheels = [
@@ -6526,8 +6529,8 @@ name = "pyobjc-framework-quartz"
 version = "12.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "pyobjc-core" },
-    { name = "pyobjc-framework-cocoa" },
+    { name = "pyobjc-core", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-cocoa", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/94/18/cc59f3d4355c9456fc945eae7fe8797003c4da99212dd531ad1b0de8a0c6/pyobjc_framework_quartz-12.1.tar.gz", hash = "sha256:27f782f3513ac88ec9b6c82d9767eef95a5cf4175ce88a1e5a65875fee799608", size = 3159099, upload-time = "2025-11-14T10:21:24.31Z" }
 wheels = [
@@ -6543,10 +6546,10 @@ name = "pyobjc-framework-vision"
 version = "12.1"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "pyobjc-core" },
-    { name = "pyobjc-framework-cocoa" },
-    { name = "pyobjc-framework-coreml" },
-    { name = "pyobjc-framework-quartz" },
+    { name = "pyobjc-core", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-cocoa", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-coreml", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
+    { name = "pyobjc-framework-quartz", marker = "(python_full_version < '3.13' and sys_platform == 'emscripten') or (sys_platform != 'emscripten' and sys_platform != 'win32')" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/c2/5a/08bb3e278f870443d226c141af14205ff41c0274da1e053b72b11dfc9fb2/pyobjc_framework_vision-12.1.tar.gz", hash = "sha256:a30959100e85dcede3a786c544e621ad6eb65ff6abf85721f805822b8c5fe9b0", size = 59538, upload-time = "2025-11-14T10:23:21.979Z" }
 wheels = [
@@ -7916,6 +7919,7 @@ dependencies = [
     { name = "notion-client" },
     { name = "notion-markdown" },
     { name = "numpy" },
+    { name = "openpyxl" },
     { name = "pgvector" },
     { name = "playwright" },
     { name = "psycopg", extra = ["binary", "pool"] },
@@ -7998,6 +8002,7 @@ requires-dist = [
     { name = "notion-client", specifier = ">=2.3.0" },
     { name = "notion-markdown", specifier = ">=0.7.0" },
     { name = "numpy", specifier = ">=1.24.0" },
+    { name = "openpyxl", specifier = ">=3.1.5" },
     { name = "pgvector", specifier = ">=0.3.6" },
     { name = "playwright", specifier = ">=1.50.0" },
     { name = "psycopg", extras = ["binary", "pool"], specifier = ">=3.3.2" },
@@ -8188,11 +8193,11 @@ name = "timm"
 version = "1.0.25"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "huggingface-hub" },
-    { name = "pyyaml" },
-    { name = "safetensors" },
-    { name = "torch" },
-    { name = "torchvision" },
+    { name = "huggingface-hub", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pyyaml", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "safetensors", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "torch", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "torchvision", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/d7/2c/593109822fe735e637382aca6640c1102c19797f7791f1fd1dab2d6c3cb1/timm-1.0.25.tar.gz", hash = "sha256:47f59fc2754725735cc81bb83bcbfce5bec4ebd5d4bb9e69da57daa92fcfa768", size = 2414743, upload-time = "2026-02-23T16:49:00.137Z" }
 wheels = [
@@ -8819,22 +8824,22 @@ name = "unstructured-inference"
 version = "1.2.0"
 source = { registry = "https://pypi.org/simple" }
 dependencies = [
-    { name = "accelerate" },
-    { name = "huggingface-hub" },
-    { name = "matplotlib" },
-    { name = "numpy" },
-    { name = "onnx" },
-    { name = "onnxruntime" },
-    { name = "opencv-python" },
-    { name = "pandas" },
-    { name = "pdfminer-six" },
-    { name = "pypdfium2" },
-    { name = "python-multipart" },
-    { name = "rapidfuzz" },
-    { name = "scipy" },
-    { name = "timm" },
-    { name = "torch" },
-    { name = "transformers" },
+    { name = "accelerate", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "huggingface-hub", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "matplotlib", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "numpy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "onnx", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "onnxruntime", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "opencv-python", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pandas", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pdfminer-six", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "pypdfium2", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "python-multipart", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "rapidfuzz", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "scipy", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "timm", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "torch", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
+    { name = "transformers", marker = "python_full_version < '3.13' or sys_platform != 'win32'" },
 ]
 sdist = { url = "https://files.pythonhosted.org/packages/ce/10/8f3bccfa9f1e0101a402ae1f529e07876541c6b18004747f0e793ed41f9e/unstructured_inference-1.2.0.tar.gz", hash = "sha256:19ca28512f3649c70a759cf2a4e98663e942a1b83c1acdb9506b0445f4862f23", size = 45732, upload-time = "2026-01-30T20:57:58.019Z" }
 wheels = [

From dff8a1df37c38d6cba8240b95408a6c9af2cfed2 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 22:00:31 +0530
Subject: [PATCH 084/102] feat: add descendant checking for folder filtering in
 Google Drive changes

---
 .../connectors/google_drive/change_tracker.py | 56 +++++++++++++------
 1 file changed, 40 insertions(+), 16 deletions(-)

diff --git a/surfsense_backend/app/connectors/google_drive/change_tracker.py b/surfsense_backend/app/connectors/google_drive/change_tracker.py
index 3b7f804ac..f9a67e9df 100644
--- a/surfsense_backend/app/connectors/google_drive/change_tracker.py
+++ b/surfsense_backend/app/connectors/google_drive/change_tracker.py
@@ -84,22 +84,50 @@ async def get_changes(
         return [], None, f"Error getting changes: {e!s}"
 
 
+async def _is_descendant_of(
+    client: GoogleDriveClient,
+    parent_ids: list[str],
+    target_folder_id: str,
+    max_depth: int = 20,
+) -> bool:
+    """Walk up the parent chain to check if any ancestor is *target_folder_id*."""
+    visited: set[str] = set()
+    to_check = list(parent_ids)
+
+    for _ in range(max_depth):
+        if not to_check:
+            return False
+
+        current = to_check.pop(0)
+        if current in visited:
+            continue
+        visited.add(current)
+
+        if current == target_folder_id:
+            return True
+
+        try:
+            service = await client.get_service()
+            meta = (
+                service.files()
+                .get(fileId=current, fields="parents", supportsAllDrives=True)
+                .execute()
+            )
+            grandparents = meta.get("parents", [])
+            to_check.extend(grandparents)
+        except Exception:
+            continue
+
+    return False
+
+
 async def _filter_changes_by_folder(
     client: GoogleDriveClient,
     changes: list[dict[str, Any]],
     folder_id: str,
 ) -> list[dict[str, Any]]:
-    """
-    Filter changes to only include files within the specified folder.
-
-    Args:
-        client: GoogleDriveClient instance
-        changes: List of changes from API
-        folder_id: Folder ID to filter by
-
-    Returns:
-        Filtered list of changes
-    """
+    """Filter changes to only include files within the specified folder
+    (direct children or nested descendants)."""
     filtered = []
 
     for change in changes:
@@ -108,14 +136,10 @@ async def _filter_changes_by_folder(
             filtered.append(change)
             continue
 
-        # Check if file is in the folder (or subfolder)
         parents = file.get("parents", [])
         if folder_id in parents:
             filtered.append(change)
-        else:
-            # Check if any parent is a descendant of folder_id
-            # This is a simplified check - full implementation would traverse hierarchy
-            # For now, we'll include it and let indexer validate
+        elif await _is_descendant_of(client, parents, folder_id):
             filtered.append(change)
 
     return filtered

From 489e48644fe88d1035a2e99d8d7c08e09193e419 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 22:15:24 +0530
Subject: [PATCH 085/102] fix: revert native excel parsing

---
 .../google_drive/content_extractor.py         |   7 -
 .../document_processors/file_processors.py    |  78 -----------
 surfsense_backend/app/utils/office_parsers.py |  72 ----------
 surfsense_backend/pyproject.toml              |   1 -
 .../tests/unit/test_office_parsers.py         | 129 ------------------
 surfsense_backend/uv.lock                     |   2 -
 6 files changed, 289 deletions(-)
 delete mode 100644 surfsense_backend/app/utils/office_parsers.py
 delete mode 100644 surfsense_backend/tests/unit/test_office_parsers.py

diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index 272a71403..de8e16156 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -14,8 +14,6 @@ from sqlalchemy.ext.asyncio import AsyncSession
 from app.db import Log
 from app.services.task_logging_service import TaskLoggingService
 
-from app.utils.office_parsers import EXCEL_EXTENSIONS
-
 from .client import GoogleDriveClient
 from .file_types import (
     get_export_mime_type,
@@ -150,11 +148,6 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
             raise ValueError("Transcription returned empty text")
         return f"# Transcription of {filename}\n\n{text}"
 
-    if lower.endswith(EXCEL_EXTENSIONS):
-        from app.utils.office_parsers import parse_excel_to_markdown
-
-        return await parse_excel_to_markdown(file_path, filename)
-
     # Document files -- use configured ETL service
     from app.config import config as app_config
 
diff --git a/surfsense_backend/app/tasks/document_processors/file_processors.py b/surfsense_backend/app/tasks/document_processors/file_processors.py
index c69c6fa95..6c0ae1870 100644
--- a/surfsense_backend/app/tasks/document_processors/file_processors.py
+++ b/surfsense_backend/app/tasks/document_processors/file_processors.py
@@ -1134,59 +1134,6 @@ async def process_file_in_background(
                 )
                 return None
 
-        elif filename.lower().endswith((".xlsx",)):
-            from app.utils.office_parsers import parse_excel_to_markdown
-
-            if notification:
-                await (
-                    NotificationService.document_processing.notify_processing_progress(
-                        session,
-                        notification,
-                        stage="parsing",
-                        stage_message="Parsing spreadsheet",
-                    )
-                )
-
-            await task_logger.log_task_progress(
-                log_entry,
-                f"Processing Excel file natively: {filename}",
-                {"file_type": "excel", "processing_stage": "native_parse"},
-            )
-
-            excel_markdown = await parse_excel_to_markdown(file_path, filename)
-
-            try:
-                os.unlink(file_path)
-            except Exception as e:
-                print("Error deleting temp file", e)
-
-            result = await add_received_markdown_file_document(
-                session, filename, excel_markdown, search_space_id, user_id, connector
-            )
-
-            if connector:
-                await _update_document_from_connector(result, connector, session)
-
-            if result:
-                await task_logger.log_task_success(
-                    log_entry,
-                    f"Successfully parsed and processed Excel file: {filename}",
-                    {
-                        "document_id": result.id,
-                        "content_hash": result.content_hash,
-                        "file_type": "excel",
-                        "etl_service": "NATIVE_EXCEL",
-                    },
-                )
-                return result
-            else:
-                await task_logger.log_task_success(
-                    log_entry,
-                    f"Excel file already exists (duplicate): {filename}",
-                    {"duplicate_detected": True, "file_type": "excel"},
-                )
-                return None
-
         else:
             # Import page limit service
             from app.services.page_limit_service import (
@@ -1850,31 +1797,6 @@ async def process_file_in_background_with_document(
             with contextlib.suppress(Exception):
                 os.unlink(file_path)
 
-        elif filename.lower().endswith((".xlsx",)):
-            from app.utils.office_parsers import parse_excel_to_markdown
-
-            if notification:
-                await (
-                    NotificationService.document_processing.notify_processing_progress(
-                        session,
-                        notification,
-                        stage="parsing",
-                        stage_message="Parsing spreadsheet",
-                    )
-                )
-
-            await task_logger.log_task_progress(
-                log_entry,
-                f"Processing Excel file natively: {filename}",
-                {"file_type": "excel", "processing_stage": "native_parse"},
-            )
-
-            markdown_content = await parse_excel_to_markdown(file_path, filename)
-            etl_service = "NATIVE_EXCEL"
-
-            with contextlib.suppress(Exception):
-                os.unlink(file_path)
-
         else:
             # Document files - use ETL service
             from app.services.page_limit_service import (
diff --git a/surfsense_backend/app/utils/office_parsers.py b/surfsense_backend/app/utils/office_parsers.py
deleted file mode 100644
index a1550e110..000000000
--- a/surfsense_backend/app/utils/office_parsers.py
+++ /dev/null
@@ -1,72 +0,0 @@
-"""Native parsers for Office file formats."""
-
-import asyncio
-import logging
-import threading
-import time
-from pathlib import Path
-
-logger = logging.getLogger(__name__)
-
-EXCEL_EXTENSIONS = (".xlsx",)
-
-
-def _parse_excel_sync(file_path: str) -> str:
-    """Parse an .xlsx file into markdown tables (synchronous)."""
-    from openpyxl import load_workbook
-
-    wb = load_workbook(file_path, read_only=True, data_only=True)
-    markdown_parts: list[str] = []
-
-    for sheet_name in wb.sheetnames:
-        ws = wb[sheet_name]
-        rows = list(ws.iter_rows(values_only=True))
-        non_empty_rows = [r for r in rows if any(c is not None for c in r)]
-        if not non_empty_rows:
-            continue
-
-        markdown_parts.append(f"## {sheet_name}\n")
-        max_cols = max(len(row) for row in non_empty_rows)
-
-        header = non_empty_rows[0]
-        hdr = [str(c if c is not None else "") for c in header]
-        hdr.extend([""] * (max_cols - len(hdr)))
-        markdown_parts.append("| " + " | ".join(hdr) + " |")
-        markdown_parts.append("| " + " | ".join("---" for _ in range(max_cols)) + " |")
-
-        for row in non_empty_rows[1:]:
-            cells = [str(c if c is not None else "") for c in row]
-            cells.extend([""] * (max_cols - len(cells)))
-            markdown_parts.append("| " + " | ".join(cells) + " |")
-
-        markdown_parts.append("")
-
-    wb.close()
-    return "\n".join(markdown_parts)
-
-
-async def parse_excel_to_markdown(file_path: str, filename: str = "") -> str:
-    """Parse an .xlsx file into markdown tables (async wrapper).
-
-    Raises ``ValueError`` if no data is found in the workbook.
-    """
-    t0 = time.monotonic()
-    logger.info(
-        "[excel-parse] START file=%s thread=%s",
-        filename,
-        threading.current_thread().name,
-    )
-
-    result = await asyncio.to_thread(_parse_excel_sync, file_path)
-
-    logger.info(
-        "[excel-parse] END file=%s elapsed=%.2fs",
-        filename,
-        time.monotonic() - t0,
-    )
-
-    if not result.strip():
-        raise ValueError(f"No data found in Excel file: {filename or file_path}")
-
-    title = f"# {filename}\n\n" if filename else ""
-    return title + result
diff --git a/surfsense_backend/pyproject.toml b/surfsense_backend/pyproject.toml
index 724e6db4c..017994c75 100644
--- a/surfsense_backend/pyproject.toml
+++ b/surfsense_backend/pyproject.toml
@@ -73,7 +73,6 @@ dependencies = [
     "langchain-daytona>=0.0.2",
     "pypandoc>=1.16.2",
     "notion-markdown>=0.7.0",
-    "openpyxl>=3.1.5",
 ]
 
 [dependency-groups]
diff --git a/surfsense_backend/tests/unit/test_office_parsers.py b/surfsense_backend/tests/unit/test_office_parsers.py
deleted file mode 100644
index 11429a71d..000000000
--- a/surfsense_backend/tests/unit/test_office_parsers.py
+++ /dev/null
@@ -1,129 +0,0 @@
-"""Unit tests for native Office file parsers (no DB, no external services)."""
-
-import tempfile
-
-import pytest
-from openpyxl import Workbook
-
-pytestmark = pytest.mark.unit
-
-
-# ---------------------------------------------------------------------------
-# Helpers
-# ---------------------------------------------------------------------------
-
-
-def _create_xlsx(sheets: dict[str, list[list]]) -> str:
-    """Create a real .xlsx file on disk and return its path.
-
-    ``sheets`` maps sheet name -> list of rows, where each row is a list of
-    cell values.
-    """
-    wb = Workbook()
-    first = True
-    for name, rows in sheets.items():
-        ws = wb.active if first else wb.create_sheet(title=name)
-        if first:
-            ws.title = name
-            first = False
-        for row in rows:
-            ws.append(row)
-    tmp = tempfile.NamedTemporaryFile(suffix=".xlsx", delete=False)
-    wb.save(tmp.name)
-    wb.close()
-    tmp.close()
-    return tmp.name
-
-
-# ---------------------------------------------------------------------------
-# Tracer bullet: cell values appear in markdown
-# ---------------------------------------------------------------------------
-
-
-@pytest.mark.asyncio
-async def test_parse_excel_produces_markdown_with_cell_values():
-    """A single-sheet .xlsx with known data produces markdown containing those values."""
-    from app.utils.office_parsers import parse_excel_to_markdown
-
-    path = _create_xlsx(
-        {"Sales": [["Product", "Revenue"], ["Widget", 1500], ["Gadget", 3200]]}
-    )
-
-    md = await parse_excel_to_markdown(path, filename="report.xlsx")
-
-    assert "Product" in md
-    assert "Revenue" in md
-    assert "Widget" in md
-    assert "1500" in md
-    assert "Gadget" in md
-    assert "3200" in md
-    assert "report.xlsx" in md
-    assert "|" in md
-
-
-# ---------------------------------------------------------------------------
-# Multi-sheet workbooks include all sheets
-# ---------------------------------------------------------------------------
-
-
-@pytest.mark.asyncio
-async def test_parse_excel_includes_all_sheets():
-    """Both sheet names and their data appear in the output."""
-    from app.utils.office_parsers import parse_excel_to_markdown
-
-    path = _create_xlsx(
-        {
-            "Inventory": [["Item", "Qty"], ["Bolts", 200]],
-            "Pricing": [["Item", "Price"], ["Bolts", 4.50]],
-        }
-    )
-
-    md = await parse_excel_to_markdown(path, filename="multi.xlsx")
-
-    assert "Inventory" in md
-    assert "Pricing" in md
-    assert "Bolts" in md
-    assert "200" in md
-    assert "4.5" in md
-
-
-# ---------------------------------------------------------------------------
-# Empty spreadsheet raises ValueError
-# ---------------------------------------------------------------------------
-
-
-@pytest.mark.asyncio
-async def test_parse_excel_raises_on_empty_file():
-    """An .xlsx with no data raises ValueError."""
-    from app.utils.office_parsers import parse_excel_to_markdown
-
-    wb = Workbook()
-    tmp = tempfile.NamedTemporaryFile(suffix=".xlsx", delete=False)
-    wb.save(tmp.name)
-    wb.close()
-    tmp.close()
-
-    with pytest.raises(ValueError, match="No data found"):
-        await parse_excel_to_markdown(tmp.name, filename="empty.xlsx")
-
-
-# ---------------------------------------------------------------------------
-# _parse_file_to_markdown routes .xlsx natively (no ETL call)
-# ---------------------------------------------------------------------------
-
-
-@pytest.mark.asyncio
-async def test_parse_file_to_markdown_routes_xlsx_natively():
-    """content_extractor._parse_file_to_markdown uses native parser for .xlsx."""
-    from app.connectors.google_drive.content_extractor import _parse_file_to_markdown
-
-    path = _create_xlsx(
-        {"Data": [["Name", "Score"], ["Alice", 95], ["Bob", 82]]}
-    )
-
-    md = await _parse_file_to_markdown(path, "grades.xlsx")
-
-    assert "Alice" in md
-    assert "95" in md
-    assert "Bob" in md
-    assert "82" in md
diff --git a/surfsense_backend/uv.lock b/surfsense_backend/uv.lock
index e4d148b50..82ae4cc16 100644
--- a/surfsense_backend/uv.lock
+++ b/surfsense_backend/uv.lock
@@ -7919,7 +7919,6 @@ dependencies = [
     { name = "notion-client" },
     { name = "notion-markdown" },
     { name = "numpy" },
-    { name = "openpyxl" },
     { name = "pgvector" },
     { name = "playwright" },
     { name = "psycopg", extra = ["binary", "pool"] },
@@ -8002,7 +8001,6 @@ requires-dist = [
     { name = "notion-client", specifier = ">=2.3.0" },
     { name = "notion-markdown", specifier = ">=0.7.0" },
     { name = "numpy", specifier = ">=1.24.0" },
-    { name = "openpyxl", specifier = ">=3.1.5" },
     { name = "pgvector", specifier = ">=0.3.6" },
     { name = "playwright", specifier = ">=1.50.0" },
     { name = "psycopg", extras = ["binary", "pool"], specifier = ">=3.3.2" },

From 6d4eb323451491ae2d97cb7c23960256ffbbada0 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 22:20:32 +0530
Subject: [PATCH 086/102] fix: update export format for Google Docs to use
 correct MIME type

---
 surfsense_backend/app/connectors/google_drive/file_types.py | 2 +-
 1 file changed, 1 insertion(+), 1 deletion(-)

diff --git a/surfsense_backend/app/connectors/google_drive/file_types.py b/surfsense_backend/app/connectors/google_drive/file_types.py
index dd3456901..dd6aff4d7 100644
--- a/surfsense_backend/app/connectors/google_drive/file_types.py
+++ b/surfsense_backend/app/connectors/google_drive/file_types.py
@@ -7,7 +7,7 @@ GOOGLE_FOLDER = "application/vnd.google-apps.folder"
 GOOGLE_SHORTCUT = "application/vnd.google-apps.shortcut"
 
 EXPORT_FORMATS = {
-    GOOGLE_DOC: "application/pdf",
+    GOOGLE_DOC: "application/vnd.openxmlformats-officedocument.wordprocessingml.document",
     GOOGLE_SHEET: "application/vnd.openxmlformats-officedocument.spreadsheetml.sheet",
     GOOGLE_SLIDE: "application/pdf",
 }

From e89f1ef75b836e146b02893755fd72a7ee58c21a Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Fri, 27 Mar 2026 19:00:37 +0200
Subject: [PATCH 087/102] feat: add error handling for search space loading in
 GeneralSettingsManager

---
 .../components/settings/general-settings-manager.tsx | 12 ++++++++++++
 1 file changed, 12 insertions(+)

diff --git a/surfsense_web/components/settings/general-settings-manager.tsx b/surfsense_web/components/settings/general-settings-manager.tsx
index 2672289aa..ca90142b1 100644
--- a/surfsense_web/components/settings/general-settings-manager.tsx
+++ b/surfsense_web/components/settings/general-settings-manager.tsx
@@ -27,6 +27,7 @@ export function GeneralSettingsManager({ searchSpaceId }: GeneralSettingsManager
 	const {
 		data: searchSpace,
 		isLoading: loading,
+		isError,
 		refetch: fetchSearchSpace,
 	} = useQuery({
 		queryKey: cacheKeys.searchSpaces.detail(searchSpaceId.toString()),
@@ -104,6 +105,17 @@ export function GeneralSettingsManager({ searchSpaceId }: GeneralSettingsManager
 		);
 	}
 
+	if (isError) {
+		return (
+			<div className="flex flex-col items-center justify-center gap-3 py-8 text-center">
+				<p className="text-sm text-destructive">Failed to load settings.</p>
+				<Button variant="outline" size="sm" onClick={() => fetchSearchSpace()}>
+					Retry
+				</Button>
+			</div>
+		);
+	}
+
 	return (
 		<div className="space-y-4 md:space-y-6">
 			<Alert className="bg-muted/50 py-3 md:py-4">

From ddccba0df8bd6c59b0cae209c527bc16dec1d0e2 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 23:11:13 +0530
Subject: [PATCH 088/102] refactor: improve UI components for folder and
 document management

---
 .../documents/CreateFolderDialog.tsx          | 46 ++++++++++++-------
 .../components/documents/DocumentNode.tsx     |  6 +--
 .../components/documents/FolderNode.tsx       |  4 +-
 .../documents/FolderPickerDialog.tsx          | 28 ++++++++---
 .../layout/ui/sidebar/DocumentsSidebar.tsx    |  2 +-
 5 files changed, 56 insertions(+), 30 deletions(-)

diff --git a/surfsense_web/components/documents/CreateFolderDialog.tsx b/surfsense_web/components/documents/CreateFolderDialog.tsx
index 992c5d24c..8c2643828 100644
--- a/surfsense_web/components/documents/CreateFolderDialog.tsx
+++ b/surfsense_web/components/documents/CreateFolderDialog.tsx
@@ -1,6 +1,5 @@
 "use client";
 
-import { FolderPlus } from "lucide-react";
 import { useCallback, useEffect, useRef, useState } from "react";
 import { Button } from "@/components/ui/button";
 import {
@@ -52,22 +51,25 @@ export function CreateFolderDialog({
 
 	return (
 		<Dialog open={open} onOpenChange={onOpenChange}>
-			<DialogContent className="max-w-sm">
-				<DialogHeader>
-					<DialogTitle className="flex items-center gap-2">
-						<FolderPlus className="size-5 text-muted-foreground" />
-						{isSubfolder ? "New subfolder" : "New folder"}
-					</DialogTitle>
-					<DialogDescription>
-						{isSubfolder
-							? `Create a new folder inside "${parentFolderName}".`
-							: "Create a new folder at the root level."}
-					</DialogDescription>
+			<DialogContent className="select-none max-w-[90vw] sm:max-w-sm p-4 sm:p-5 data-[state=open]:animate-none data-[state=closed]:animate-none">
+				<DialogHeader className="space-y-2 pb-2">
+					<div className="flex items-center gap-2 sm:gap-3">
+						<div className="flex-1 min-w-0">
+							<DialogTitle className="text-base sm:text-lg">
+								{isSubfolder ? "New subfolder" : "New folder"}
+							</DialogTitle>
+							<DialogDescription className="text-xs sm:text-sm mt-0.5">
+								{isSubfolder
+									? `Create a new folder inside "${parentFolderName}".`
+									: "Create a new folder at the root level."}
+							</DialogDescription>
+						</div>
+					</div>
 				</DialogHeader>
 
-				<form onSubmit={handleSubmit} className="flex flex-col gap-4">
+				<form onSubmit={handleSubmit} className="flex flex-col gap-3 sm:gap-4">
 					<div className="flex flex-col gap-2">
-						<Label htmlFor="folder-name">Folder name</Label>
+						<Label htmlFor="folder-name" className="text-sm">Folder name</Label>
 						<Input
 							ref={inputRef}
 							id="folder-name"
@@ -76,14 +78,24 @@ export function CreateFolderDialog({
 							onChange={(e) => setName(e.target.value)}
 							maxLength={255}
 							autoComplete="off"
+							className="text-sm h-9 sm:h-10"
 						/>
 					</div>
 
-					<DialogFooter>
-						<Button type="button" variant="outline" onClick={() => onOpenChange(false)}>
+					<DialogFooter className="flex-row justify-end gap-2 pt-2 sm:pt-3">
+						<Button
+							type="button"
+							variant="secondary"
+							onClick={() => onOpenChange(false)}
+							className="h-8 sm:h-9 text-xs sm:text-sm"
+						>
 							Cancel
 						</Button>
-						<Button type="submit" disabled={!name.trim()}>
+						<Button
+							type="submit"
+							disabled={!name.trim()}
+							className="h-8 sm:h-9 text-xs sm:text-sm"
+						>
 							Create
 						</Button>
 					</DialogFooter>
diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 4c156d830..20a40cc34 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -84,7 +84,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 					role="button"
 					tabIndex={0}
 					className={cn(
-						"group flex h-8 items-center gap-1.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
+						"group flex h-8 items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
 						isMentioned && "bg-accent/30",
 						isDragging && "opacity-40"
 					)}
@@ -137,7 +137,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 								<MoreHorizontal className="h-3.5 w-3.5" />
 							</Button>
 						</DropdownMenuTrigger>
-						<DropdownMenuContent align="end" className="w-44">
+						<DropdownMenuContent align="end" className="w-40">
 							<DropdownMenuItem onClick={() => onPreview(doc)}>
 								<Eye className="mr-2 h-4 w-4" />
 								Open
@@ -166,7 +166,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 				</div>
 			</ContextMenuTrigger>
 
-			<ContextMenuContent className="w-44">
+			<ContextMenuContent className="w-40">
 				<ContextMenuItem onClick={() => onPreview(doc)}>
 					<Eye className="mr-2 h-4 w-4" />
 					Open
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index 03dad83e7..9dc3b4034 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -285,7 +285,7 @@ export const FolderNode = React.memo(function FolderNode({
 									<MoreHorizontal className="h-3.5 w-3.5" />
 								</Button>
 							</DropdownMenuTrigger>
-							<DropdownMenuContent align="end" className="w-48">
+							<DropdownMenuContent align="end" className="w-40">
 								<DropdownMenuItem
 									onClick={(e) => {
 										e.stopPropagation();
@@ -331,7 +331,7 @@ export const FolderNode = React.memo(function FolderNode({
 			</ContextMenuTrigger>
 
 			{!isRenaming && (
-				<ContextMenuContent className="w-48">
+				<ContextMenuContent className="w-40">
 					<ContextMenuItem onClick={() => onCreateSubfolder(folder.id)}>
 						<FolderPlus className="mr-2 h-4 w-4" />
 						New subfolder
diff --git a/surfsense_web/components/documents/FolderPickerDialog.tsx b/surfsense_web/components/documents/FolderPickerDialog.tsx
index 366db1eb9..3c866e04a 100644
--- a/surfsense_web/components/documents/FolderPickerDialog.tsx
+++ b/surfsense_web/components/documents/FolderPickerDialog.tsx
@@ -124,10 +124,18 @@ export function FolderPickerDialog({
 
 	return (
 		<Dialog open={open} onOpenChange={onOpenChange}>
-			<DialogContent className="max-w-sm">
-				<DialogHeader>
-					<DialogTitle>{title}</DialogTitle>
-					{description && <DialogDescription>{description}</DialogDescription>}
+			<DialogContent className="select-none max-w-[90vw] sm:max-w-sm p-4 sm:p-5 data-[state=open]:animate-none data-[state=closed]:animate-none">
+				<DialogHeader className="space-y-2 pb-2">
+					<div className="flex items-center gap-2 sm:gap-3">
+						<div className="flex-1 min-w-0">
+							<DialogTitle className="text-base sm:text-lg">{title}</DialogTitle>
+							{description && (
+								<DialogDescription className="text-xs sm:text-sm mt-0.5">
+									{description}
+								</DialogDescription>
+							)}
+						</div>
+					</div>
 				</DialogHeader>
 
 				<div className="max-h-[300px] overflow-y-auto rounded-md border p-1">
@@ -147,11 +155,17 @@ export function FolderPickerDialog({
 					{renderPickerLevel(null, 1)}
 				</div>
 
-				<DialogFooter>
-					<Button variant="outline" onClick={() => onOpenChange(false)}>
+				<DialogFooter className="flex-row justify-end gap-2 pt-2 sm:pt-3">
+					<Button
+						variant="secondary"
+						onClick={() => onOpenChange(false)}
+						className="h-8 sm:h-9 text-xs sm:text-sm"
+					>
 						Cancel
 					</Button>
-					<Button onClick={handleConfirm}>Move here</Button>
+					<Button onClick={handleConfirm} className="h-8 sm:h-9 text-xs sm:text-sm">
+						Move here
+					</Button>
 				</DialogFooter>
 			</DialogContent>
 		</Dialog>
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index a433b4e3c..832a03942 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -617,7 +617,7 @@ export function DocumentsSidebar({
 				open={folderPickerOpen}
 				onOpenChange={setFolderPickerOpen}
 				folders={treeFolders}
-				title={folderPickerTarget?.type === "folder" ? "Move folder to..." : "Move document to..."}
+				title={folderPickerTarget?.type === "folder" ? "Move folder to" : "Move document to"}
 				description="Select a destination folder, or choose Root to move to the top level."
 				disabledFolderIds={folderPickerTarget?.disabledIds}
 				onSelect={handleFolderPickerSelect}

From 13f4b175a68c4bd03a99eaee342617f2b4072a34 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 23:14:10 +0530
Subject: [PATCH 089/102] feat: enhance context menu functionality in
 DocumentNode and FolderNode components

---
 .../components/documents/DocumentNode.tsx     | 60 ++++++++++---------
 .../components/documents/FolderNode.tsx       | 12 ++--
 .../components/documents/FolderTreeView.tsx   |  8 ++-
 3 files changed, 45 insertions(+), 35 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 20a40cc34..e56bcdbb7 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -10,14 +10,12 @@ import {
 	ContextMenu,
 	ContextMenuContent,
 	ContextMenuItem,
-	ContextMenuSeparator,
 	ContextMenuTrigger,
 } from "@/components/ui/context-menu";
 import {
 	DropdownMenu,
 	DropdownMenuContent,
 	DropdownMenuItem,
-	DropdownMenuSeparator,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
@@ -41,6 +39,8 @@ interface DocumentNodeProps {
 	onEdit: (doc: DocumentNodeDoc) => void;
 	onDelete: (doc: DocumentNodeDoc) => void;
 	onMove: (doc: DocumentNodeDoc) => void;
+	contextMenuOpen?: boolean;
+	onContextMenuOpenChange?: (open: boolean) => void;
 }
 
 export const DocumentNode = React.memo(function DocumentNode({
@@ -52,6 +52,8 @@ export const DocumentNode = React.memo(function DocumentNode({
 	onEdit,
 	onDelete,
 	onMove,
+	contextMenuOpen,
+	onContextMenuOpenChange,
 }: DocumentNodeProps) {
 	const statusState = doc.status?.state ?? "ready";
 	const isSelectable = statusState !== "pending" && statusState !== "processing";
@@ -76,7 +78,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 	const isProcessing = statusState === "pending" || statusState === "processing";
 
 	return (
-		<ContextMenu>
+		<ContextMenu onOpenChange={onContextMenuOpenChange}>
 			<ContextMenuTrigger asChild>
 				{/* biome-ignore lint/a11y/useSemanticElements: div required for drag ref */}
 				<div
@@ -131,7 +133,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 							<Button
 								variant="ghost"
 								size="icon"
-								className="h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
+								className="hidden sm:inline-flex h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
 								onClick={(e) => e.stopPropagation()}
 							>
 								<MoreHorizontal className="h-3.5 w-3.5" />
@@ -152,7 +154,6 @@ export const DocumentNode = React.memo(function DocumentNode({
 								<Move className="mr-2 h-4 w-4" />
 								Move to...
 							</DropdownMenuItem>
-							<DropdownMenuSeparator />
 							<DropdownMenuItem
 								className="text-destructive focus:text-destructive"
 								disabled={isProcessing}
@@ -166,31 +167,32 @@ export const DocumentNode = React.memo(function DocumentNode({
 				</div>
 			</ContextMenuTrigger>
 
-			<ContextMenuContent className="w-40">
-				<ContextMenuItem onClick={() => onPreview(doc)}>
-					<Eye className="mr-2 h-4 w-4" />
-					Open
-				</ContextMenuItem>
-				{isEditable && (
-					<ContextMenuItem onClick={() => onEdit(doc)}>
-						<Pencil className="mr-2 h-4 w-4" />
-						Edit
+			{contextMenuOpen && (
+				<ContextMenuContent className="w-40">
+					<ContextMenuItem onClick={() => onPreview(doc)}>
+						<Eye className="mr-2 h-4 w-4" />
+						Open
 					</ContextMenuItem>
-				)}
-				<ContextMenuItem onClick={() => onMove(doc)}>
-					<Move className="mr-2 h-4 w-4" />
-					Move to...
-				</ContextMenuItem>
-				<ContextMenuSeparator />
-				<ContextMenuItem
-					className="text-destructive focus:text-destructive"
-					disabled={isProcessing}
-					onClick={() => onDelete(doc)}
-				>
-					<Trash2 className="mr-2 h-4 w-4" />
-					Delete
-				</ContextMenuItem>
-			</ContextMenuContent>
+					{isEditable && (
+						<ContextMenuItem onClick={() => onEdit(doc)}>
+							<Pencil className="mr-2 h-4 w-4" />
+							Edit
+						</ContextMenuItem>
+					)}
+					<ContextMenuItem onClick={() => onMove(doc)}>
+						<Move className="mr-2 h-4 w-4" />
+						Move to...
+					</ContextMenuItem>
+					<ContextMenuItem
+						className="text-destructive focus:text-destructive"
+						disabled={isProcessing}
+						onClick={() => onDelete(doc)}
+					>
+						<Trash2 className="mr-2 h-4 w-4" />
+						Delete
+					</ContextMenuItem>
+				</ContextMenuContent>
+			)}
 		</ContextMenu>
 	);
 });
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index 9dc3b4034..edc685d99 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -66,6 +66,8 @@ interface FolderNodeProps {
 	onReorderFolder?: (folderId: number, beforePos: string | null, afterPos: string | null) => void;
 	siblingPositions?: { before: string | null; after: string | null };
 	disabledDropIds?: Set<number>;
+	contextMenuOpen?: boolean;
+	onContextMenuOpenChange?: (open: boolean) => void;
 }
 
 function getDropZone(
@@ -99,6 +101,8 @@ export const FolderNode = React.memo(function FolderNode({
 	onReorderFolder,
 	siblingPositions,
 	disabledDropIds,
+	contextMenuOpen,
+	onContextMenuOpenChange,
 }: FolderNodeProps) {
 	const [renameValue, setRenameValue] = useState(folder.name);
 	const inputRef = useRef<HTMLInputElement>(null);
@@ -213,7 +217,7 @@ export const FolderNode = React.memo(function FolderNode({
 	const FolderIcon = isExpanded ? FolderOpen : Folder;
 
 	return (
-		<ContextMenu>
+		<ContextMenu onOpenChange={onContextMenuOpenChange}>
 			<ContextMenuTrigger asChild disabled={isRenaming}>
 				{/* biome-ignore lint/a11y/useSemanticElements: div required for drag/drop refs */}
 				<div
@@ -279,7 +283,7 @@ export const FolderNode = React.memo(function FolderNode({
 								<Button
 									variant="ghost"
 									size="icon"
-									className="h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
+									className="hidden sm:inline-flex h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
 									onClick={(e) => e.stopPropagation()}
 								>
 									<MoreHorizontal className="h-3.5 w-3.5" />
@@ -313,7 +317,6 @@ export const FolderNode = React.memo(function FolderNode({
 									<Move className="mr-2 h-4 w-4" />
 									Move to...
 								</DropdownMenuItem>
-								<DropdownMenuSeparator />
 								<DropdownMenuItem
 									className="text-destructive focus:text-destructive"
 									onClick={(e) => {
@@ -330,7 +333,7 @@ export const FolderNode = React.memo(function FolderNode({
 				</div>
 			</ContextMenuTrigger>
 
-			{!isRenaming && (
+			{!isRenaming && contextMenuOpen && (
 				<ContextMenuContent className="w-40">
 					<ContextMenuItem onClick={() => onCreateSubfolder(folder.id)}>
 						<FolderPlus className="mr-2 h-4 w-4" />
@@ -344,7 +347,6 @@ export const FolderNode = React.memo(function FolderNode({
 						<Move className="mr-2 h-4 w-4" />
 						Move to...
 					</ContextMenuItem>
-					<ContextMenuSeparator />
 					<ContextMenuItem
 						className="text-destructive focus:text-destructive"
 						onClick={() => onDelete(folder)}
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index ca64ab1e0..4c41db0ed 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -2,7 +2,7 @@
 
 import { useAtom } from "jotai";
 import { TreePine } from "lucide-react";
-import { useCallback, useMemo } from "react";
+import { useCallback, useMemo, useState } from "react";
 import { DndProvider } from "react-dnd";
 import { HTML5Backend } from "react-dnd-html5-backend";
 import { renamingFolderIdAtom } from "@/atoms/documents/folder.atoms";
@@ -80,6 +80,8 @@ export function FolderTreeView({
 		return counts;
 	}, [folders, foldersByParent, docsByFolder]);
 
+	const [openContextMenuId, setOpenContextMenuId] = useState<string | null>(null);
+
 	// Single subscription for rename state — derived boolean passed to each FolderNode
 	const [renamingFolderId, setRenamingFolderId] = useAtom(renamingFolderIdAtom);
 	const handleStartRename = useCallback(
@@ -157,6 +159,8 @@ export function FolderTreeView({
 					onDropIntoFolder={onDropIntoFolder}
 					onReorderFolder={onReorderFolder}
 					siblingPositions={siblingPositions}
+					contextMenuOpen={openContextMenuId === `folder-${f.id}`}
+					onContextMenuOpenChange={(open) => setOpenContextMenuId(open ? `folder-${f.id}` : null)}
 				/>
 			);
 
@@ -177,6 +181,8 @@ export function FolderTreeView({
 					onEdit={onEditDocument}
 					onDelete={onDeleteDocument}
 					onMove={onMoveDocument}
+					contextMenuOpen={openContextMenuId === `doc-${d.id}`}
+					onContextMenuOpenChange={(open) => setOpenContextMenuId(open ? `doc-${d.id}` : null)}
 				/>
 			);
 		}

From 0204ed53635c6dee2e7a418dc2e16787209f570e Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Fri, 27 Mar 2026 23:26:12 +0530
Subject: [PATCH 090/102] refactor: replace Pencil icon with PenLine and update
 TreePine to CirclePlus in document components

---
 surfsense_web/components/documents/DocumentNode.tsx   |  6 +++---
 surfsense_web/components/documents/FolderNode.tsx     | 11 +++++------
 surfsense_web/components/documents/FolderTreeView.tsx |  6 +++---
 3 files changed, 11 insertions(+), 12 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index e56bcdbb7..315d4b29a 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,6 +1,6 @@
 "use client";
 
-import { Eye, MoreHorizontal, Move, Pencil, Trash2 } from "lucide-react";
+import { Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
 import React, { useCallback } from "react";
 import { useDrag } from "react-dnd";
 import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
@@ -146,7 +146,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 							</DropdownMenuItem>
 							{isEditable && (
 								<DropdownMenuItem onClick={() => onEdit(doc)}>
-									<Pencil className="mr-2 h-4 w-4" />
+									<PenLine className="mr-2 h-4 w-4" />
 									Edit
 								</DropdownMenuItem>
 							)}
@@ -175,7 +175,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 					</ContextMenuItem>
 					{isEditable && (
 						<ContextMenuItem onClick={() => onEdit(doc)}>
-							<Pencil className="mr-2 h-4 w-4" />
+							<PenLine className="mr-2 h-4 w-4" />
 							Edit
 						</ContextMenuItem>
 					)}
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index edc685d99..cb314effb 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -8,7 +8,7 @@ import {
 	FolderPlus,
 	MoreHorizontal,
 	Move,
-	Pencil,
+	PenLine,
 	Trash2,
 } from "lucide-react";
 import React, { useCallback, useEffect, useRef, useState } from "react";
@@ -18,14 +18,12 @@ import {
 	ContextMenu,
 	ContextMenuContent,
 	ContextMenuItem,
-	ContextMenuSeparator,
 	ContextMenuTrigger,
 } from "@/components/ui/context-menu";
 import {
 	DropdownMenu,
 	DropdownMenuContent,
 	DropdownMenuItem,
-	DropdownMenuSeparator,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
 import { cn } from "@/lib/utils";
@@ -265,7 +263,8 @@ export const FolderNode = React.memo(function FolderNode({
 							onBlur={handleRenameSubmit}
 							onKeyDown={handleRenameKeyDown}
 							onClick={(e) => e.stopPropagation()}
-							className="flex-1 min-w-0 rounded border border-primary bg-background px-1 py-0.5 text-sm outline-none"
+							placeholder="Enter folder name"
+							className="flex-1 min-w-0 bg-transparent px-1 py-0.5 text-sm outline-none caret-primary placeholder:text-muted-foreground/50"
 						/>
 					) : (
 						<span className="flex-1 min-w-0 truncate">{folder.name}</span>
@@ -305,7 +304,7 @@ export const FolderNode = React.memo(function FolderNode({
 										startRename();
 									}}
 								>
-									<Pencil className="mr-2 h-4 w-4" />
+									<PenLine className="mr-2 h-4 w-4" />
 									Rename
 								</DropdownMenuItem>
 								<DropdownMenuItem
@@ -340,7 +339,7 @@ export const FolderNode = React.memo(function FolderNode({
 						New subfolder
 					</ContextMenuItem>
 					<ContextMenuItem onClick={() => startRename()}>
-						<Pencil className="mr-2 h-4 w-4" />
+						<PenLine className="mr-2 h-4 w-4" />
 						Rename
 					</ContextMenuItem>
 					<ContextMenuItem onClick={() => onMove(folder)}>
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index 4c41db0ed..287afa612 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -1,7 +1,7 @@
 "use client";
 
 import { useAtom } from "jotai";
-import { TreePine } from "lucide-react";
+import { CirclePlus } from "lucide-react";
 import { useCallback, useMemo, useState } from "react";
 import { DndProvider } from "react-dnd";
 import { HTML5Backend } from "react-dnd-html5-backend";
@@ -195,7 +195,7 @@ export function FolderTreeView({
 	if (treeNodes.length === 0 && folders.length === 0 && documents.length === 0) {
 		return (
 			<div className="flex flex-1 flex-col items-center justify-center gap-3 px-4 py-12 text-muted-foreground">
-				<TreePine className="h-10 w-10" />
+				<CirclePlus className="h-10 w-10 rotate-45" />
 				<p className="text-sm">No documents yet</p>
 			</div>
 		);
@@ -204,7 +204,7 @@ export function FolderTreeView({
 	if (treeNodes.length === 0 && activeTypes.length > 0) {
 		return (
 			<div className="flex flex-1 flex-col items-center justify-center gap-3 px-4 py-12 text-muted-foreground">
-				<TreePine className="h-10 w-10" />
+				<CirclePlus className="h-10 w-10 rotate-45" />
 				<p className="text-sm">No matching documents</p>
 			</div>
 		);

From 96549791e68fd068e8b8ee2e67d3d74d98f285b9 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Sat, 28 Mar 2026 00:11:32 +0530
Subject: [PATCH 091/102] feat: enhance DocumentNode component with loading and
 error indicators

---
 .../components/documents/DocumentNode.tsx     | 88 +++++++++++++------
 1 file changed, 60 insertions(+), 28 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 315d4b29a..e55512e96 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,7 +1,7 @@
 "use client";
 
-import { Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
-import React, { useCallback } from "react";
+import { AlertCircle, Clock, Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
+import React, { useCallback, useRef } from "react";
 import { useDrag } from "react-dnd";
 import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
 import { Button } from "@/components/ui/button";
@@ -18,6 +18,8 @@ import {
 	DropdownMenuItem,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
+import { Spinner } from "@/components/ui/spinner";
+import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { cn } from "@/lib/utils";
 import { DND_TYPES } from "./FolderNode";
@@ -76,48 +78,78 @@ export const DocumentNode = React.memo(function DocumentNode({
 	);
 
 	const isProcessing = statusState === "pending" || statusState === "processing";
+	const rowRef = useRef<HTMLButtonElement>(null);
+
+	const attachRef = useCallback(
+		(node: HTMLButtonElement | null) => {
+			(rowRef as React.MutableRefObject<HTMLButtonElement | null>).current = node;
+			drag(node);
+		},
+		[drag]
+	);
 
 	return (
 		<ContextMenu onOpenChange={onContextMenuOpenChange}>
 			<ContextMenuTrigger asChild>
-				{/* biome-ignore lint/a11y/useSemanticElements: div required for drag ref */}
-				<div
-					ref={drag}
-					role="button"
-					tabIndex={0}
+				<button
+					type="button"
+					ref={attachRef}
 					className={cn(
-						"group flex h-8 items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none",
+						"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
 						isMentioned && "bg-accent/30",
 						isDragging && "opacity-40"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={handleCheckChange}
-					onKeyDown={(e) => {
-						if (e.key === "Enter" || e.key === " ") {
-							e.preventDefault();
-							handleCheckChange();
-						}
-					}}
 				>
-					{isSelectable ? (
+				{(() => {
+					if (statusState === "pending") {
+						return (
+							<Tooltip>
+								<TooltipTrigger asChild>
+									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+										<Clock className="h-3.5 w-3.5 text-muted-foreground/60" />
+									</span>
+								</TooltipTrigger>
+								<TooltipContent side="top">Pending - waiting to be synced</TooltipContent>
+							</Tooltip>
+						);
+					}
+					if (statusState === "processing") {
+						return (
+							<Tooltip>
+								<TooltipTrigger asChild>
+									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+										<Spinner size="xs" className="text-primary" />
+									</span>
+								</TooltipTrigger>
+								<TooltipContent side="top">Syncing</TooltipContent>
+							</Tooltip>
+						);
+					}
+					if (statusState === "failed") {
+						return (
+							<Tooltip>
+								<TooltipTrigger asChild>
+									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+										<AlertCircle className="h-3.5 w-3.5 text-destructive" />
+									</span>
+								</TooltipTrigger>
+								<TooltipContent side="top" className="max-w-xs">
+									{doc.status?.reason || "Processing failed"}
+								</TooltipContent>
+							</Tooltip>
+						);
+					}
+					return (
 						<Checkbox
 							checked={isMentioned}
 							onCheckedChange={handleCheckChange}
 							onClick={(e) => e.stopPropagation()}
 							className="h-3.5 w-3.5 shrink-0"
 						/>
-					) : (
-						<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
-							<span
-								className={cn(
-									"h-2 w-2 rounded-full",
-									statusState === "processing" && "animate-pulse bg-amber-500",
-									statusState === "pending" && "bg-muted-foreground/40",
-									statusState === "failed" && "bg-destructive"
-								)}
-							/>
-						</span>
-					)}
+					);
+				})()}
 
 					<span className="flex-1 min-w-0 truncate">{doc.title}</span>
 
@@ -164,7 +196,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 							</DropdownMenuItem>
 						</DropdownMenuContent>
 					</DropdownMenu>
-				</div>
+				</button>
 			</ContextMenuTrigger>
 
 			{contextMenuOpen && (

From 0aa9cd6dfc3f556d74c4a81b77acc6133eb0fc33 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Sat, 28 Mar 2026 02:32:03 +0530
Subject: [PATCH 092/102] feat: implement dropdown menu state management in
 DocumentNode and sidebar components

---
 .../components/documents/DocumentNode.tsx     | 28 +++++++++++--------
 .../ui/sidebar/AllPrivateChatsSidebar.tsx     |  7 +++--
 .../ui/sidebar/AllSharedChatsSidebar.tsx      |  7 +++--
 .../layout/ui/sidebar/ChatListItem.tsx        | 11 ++++++--
 4 files changed, 35 insertions(+), 18 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index e55512e96..4acdcf662 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,7 +1,7 @@
 "use client";
 
 import { AlertCircle, Clock, Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
-import React, { useCallback, useRef } from "react";
+import React, { useCallback, useRef, useState } from "react";
 import { useDrag } from "react-dnd";
 import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
 import { Button } from "@/components/ui/button";
@@ -78,6 +78,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 	);
 
 	const isProcessing = statusState === "pending" || statusState === "processing";
+	const [dropdownOpen, setDropdownOpen] = useState(false);
 	const rowRef = useRef<HTMLButtonElement>(null);
 
 	const attachRef = useCallback(
@@ -95,9 +96,9 @@ export const DocumentNode = React.memo(function DocumentNode({
 					type="button"
 					ref={attachRef}
 					className={cn(
-						"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
-						isMentioned && "bg-accent/30",
-						isDragging && "opacity-40"
+					"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
+					isMentioned && "bg-accent/30",
+					isDragging && "opacity-40"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={handleCheckChange}
@@ -160,14 +161,17 @@ export const DocumentNode = React.memo(function DocumentNode({
 						)}
 					</span>
 
-					<DropdownMenu>
-						<DropdownMenuTrigger asChild>
-							<Button
-								variant="ghost"
-								size="icon"
-								className="hidden sm:inline-flex h-6 w-6 shrink-0 opacity-0 group-hover:opacity-100 transition-opacity"
-								onClick={(e) => e.stopPropagation()}
-							>
+				<DropdownMenu open={dropdownOpen} onOpenChange={setDropdownOpen}>
+					<DropdownMenuTrigger asChild>
+						<Button
+							variant="ghost"
+							size="icon"
+							className={cn(
+								"hidden sm:inline-flex h-6 w-6 shrink-0 transition-opacity hover:bg-transparent",
+								dropdownOpen ? "opacity-100 bg-accent hover:bg-accent" : "opacity-0 group-hover:opacity-100"
+							)}
+							onClick={(e) => e.stopPropagation()}
+						>
 								<MoreHorizontal className="h-3.5 w-3.5" />
 							</Button>
 						</DropdownMenuTrigger>
diff --git a/surfsense_web/components/layout/ui/sidebar/AllPrivateChatsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/AllPrivateChatsSidebar.tsx
index fc5fb3873..65a24208b 100644
--- a/surfsense_web/components/layout/ui/sidebar/AllPrivateChatsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/AllPrivateChatsSidebar.tsx
@@ -396,10 +396,13 @@ export function AllPrivateChatsSidebarContent({
 												variant="ghost"
 												size="icon"
 												className={cn(
-													"h-6 w-6 shrink-0",
+													"h-6 w-6 shrink-0 hover:bg-transparent",
 													isMobile
 														? "opacity-0 pointer-events-none absolute"
-														: "md:opacity-0 md:group-hover:opacity-100 md:focus:opacity-100",
+														: openDropdownId === thread.id
+															? "opacity-100"
+															: "md:opacity-0 md:group-hover:opacity-100 md:focus:opacity-100",
+													openDropdownId === thread.id && "bg-accent hover:bg-accent",
 													"transition-opacity"
 												)}
 												disabled={isBusy}
diff --git a/surfsense_web/components/layout/ui/sidebar/AllSharedChatsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/AllSharedChatsSidebar.tsx
index 03673955a..ce0e45e81 100644
--- a/surfsense_web/components/layout/ui/sidebar/AllSharedChatsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/AllSharedChatsSidebar.tsx
@@ -396,10 +396,13 @@ export function AllSharedChatsSidebarContent({
 												variant="ghost"
 												size="icon"
 												className={cn(
-													"h-6 w-6 shrink-0",
+													"h-6 w-6 shrink-0 hover:bg-transparent",
 													isMobile
 														? "opacity-0 pointer-events-none absolute"
-														: "md:opacity-0 md:group-hover:opacity-100 md:focus:opacity-100",
+														: openDropdownId === thread.id
+															? "opacity-100"
+															: "md:opacity-0 md:group-hover:opacity-100 md:focus:opacity-100",
+													openDropdownId === thread.id && "bg-accent hover:bg-accent",
 													"transition-opacity"
 												)}
 												disabled={isBusy}
diff --git a/surfsense_web/components/layout/ui/sidebar/ChatListItem.tsx b/surfsense_web/components/layout/ui/sidebar/ChatListItem.tsx
index fc0520745..7f3089a89 100644
--- a/surfsense_web/components/layout/ui/sidebar/ChatListItem.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/ChatListItem.tsx
@@ -79,14 +79,21 @@ export function ChatListItem({
 						: "bg-gradient-to-l from-sidebar from-60% to-transparent group-hover/item:from-accent",
 					isMobile
 						? "opacity-0"
-						: isActive
+						: isActive || dropdownOpen
 							? "opacity-100"
 							: "opacity-0 group-hover/item:opacity-100"
 				)}
 			>
 				<DropdownMenu open={dropdownOpen} onOpenChange={setDropdownOpen}>
 					<DropdownMenuTrigger asChild>
-						<Button variant="ghost" size="icon" className="pointer-events-auto h-6 w-6">
+						<Button
+							variant="ghost"
+							size="icon"
+							className={cn(
+								"pointer-events-auto h-6 w-6 hover:bg-transparent",
+								dropdownOpen && "bg-accent hover:bg-accent"
+							)}
+						>
 							<MoreHorizontal className="h-3.5 w-3.5 text-muted-foreground" />
 							<span className="sr-only">{t("more_options")}</span>
 						</Button>

From b5ef7afb1cbeee7500c9119efcd90a1abe9758a2 Mon Sep 17 00:00:00 2001
From: Anish Sarkar <104695310+AnishSarkar22@users.noreply.github.com>
Date: Sat, 28 Mar 2026 02:58:38 +0530
Subject: [PATCH 093/102] feat: add multi-format document export functionality
 to editor routes and UI components

- Implemented a new export endpoint in the backend to support exporting documents in various formats (PDF, DOCX, HTML, LaTeX, EPUB, ODT, plain text).
- Enhanced DocumentNode and FolderTreeView components to include export options in context and dropdown menus.
- Created shared ExportMenuItems component for consistent export options across the application.
- Integrated loading indicators for export actions to improve user experience.
---
 surfsense_backend/app/routes/editor_routes.py | 176 +++++++++++++++++-
 .../components/documents/DocumentNode.tsx     |  46 ++++-
 .../components/documents/FolderTreeView.tsx   |   3 +
 .../layout/ui/sidebar/DocumentsSidebar.tsx    |  40 ++++
 .../components/report-panel/report-panel.tsx  |  85 +--------
 .../components/shared/ExportMenuItems.tsx     | 142 ++++++++++++++
 6 files changed, 411 insertions(+), 81 deletions(-)
 create mode 100644 surfsense_web/components/shared/ExportMenuItems.tsx

diff --git a/surfsense_backend/app/routes/editor_routes.py b/surfsense_backend/app/routes/editor_routes.py
index 84846ef38..b7bbd5abb 100644
--- a/surfsense_backend/app/routes/editor_routes.py
+++ b/surfsense_backend/app/routes/editor_routes.py
@@ -1,19 +1,43 @@
 """
 Editor routes for document editing with markdown (Plate.js frontend).
+Includes multi-format export (PDF, DOCX, HTML, LaTeX, EPUB, ODT, plain text).
 """
 
+import asyncio
+import io
+import logging
+import os
+import re
+import tempfile
 from datetime import UTC, datetime
 from typing import Any
 
-from fastapi import APIRouter, Depends, HTTPException
+import pypandoc
+import typst
+from fastapi import APIRouter, Depends, HTTPException, Query
+from fastapi.responses import StreamingResponse
 from sqlalchemy import select
 from sqlalchemy.ext.asyncio import AsyncSession
 from sqlalchemy.orm import selectinload
 
 from app.db import Document, DocumentType, Permission, User, get_async_session
+from app.routes.reports_routes import (
+    ExportFormat,
+    _FILE_EXTENSIONS,
+    _MEDIA_TYPES,
+    _normalize_latex_delimiters,
+    _strip_wrapping_code_fences,
+)
+from app.templates.export_helpers import (
+    get_html_css_path,
+    get_reference_docx_path,
+    get_typst_template_path,
+)
 from app.users import current_active_user
 from app.utils.rbac import check_permission
 
+logger = logging.getLogger(__name__)
+
 router = APIRouter()
 
 
@@ -212,3 +236,153 @@ async def save_document(
         "message": "Document saved and will be reindexed in the background",
         "updated_at": document.updated_at.isoformat(),
     }
+
+
+@router.get(
+    "/search-spaces/{search_space_id}/documents/{document_id}/export"
+)
+async def export_document(
+    search_space_id: int,
+    document_id: int,
+    format: ExportFormat = Query(
+        ExportFormat.PDF,
+        description="Export format: pdf, docx, html, latex, epub, odt, or plain",
+    ),
+    session: AsyncSession = Depends(get_async_session),
+    user: User = Depends(current_active_user),
+):
+    """Export a document in the requested format (reuses the report export pipeline)."""
+    await check_permission(
+        session,
+        user,
+        search_space_id,
+        Permission.DOCUMENTS_READ.value,
+        "You don't have permission to read documents in this search space",
+    )
+
+    result = await session.execute(
+        select(Document)
+        .options(selectinload(Document.chunks))
+        .filter(
+            Document.id == document_id,
+            Document.search_space_id == search_space_id,
+        )
+    )
+    document = result.scalars().first()
+    if not document:
+        raise HTTPException(status_code=404, detail="Document not found")
+
+    # Resolve markdown content (same priority as editor-content endpoint)
+    markdown_content: str | None = document.source_markdown
+    if markdown_content is None and document.blocknote_document:
+        from app.utils.blocknote_to_markdown import blocknote_to_markdown
+
+        markdown_content = blocknote_to_markdown(document.blocknote_document)
+    if markdown_content is None:
+        chunks = sorted(document.chunks, key=lambda c: c.id)
+        if chunks:
+            markdown_content = "\n\n".join(chunk.content for chunk in chunks)
+
+    if not markdown_content or not markdown_content.strip():
+        raise HTTPException(
+            status_code=400, detail="Document has no content to export"
+        )
+
+    markdown_content = _strip_wrapping_code_fences(markdown_content)
+    markdown_content = _normalize_latex_delimiters(markdown_content)
+
+    doc_title = document.title or "Document"
+    formatted_date = (
+        document.created_at.strftime("%B %d, %Y") if document.created_at else ""
+    )
+    input_fmt = "gfm+tex_math_dollars"
+    meta_args = ["-M", f"title:{doc_title}", "-M", f"date:{formatted_date}"]
+
+    def _convert_and_read() -> bytes:
+        if format == ExportFormat.PDF:
+            typst_template = str(get_typst_template_path())
+            typst_markup: str = pypandoc.convert_text(
+                markdown_content,
+                "typst",
+                format=input_fmt,
+                extra_args=[
+                    "--standalone",
+                    f"--template={typst_template}",
+                    "-V", "mainfont:Libertinus Serif",
+                    "-V", "codefont:DejaVu Sans Mono",
+                    *meta_args,
+                ],
+            )
+            return typst.compile(typst_markup.encode("utf-8"))
+
+        if format == ExportFormat.DOCX:
+            return _pandoc_to_tempfile(
+                format.value,
+                ["--standalone", f"--reference-doc={get_reference_docx_path()}", *meta_args],
+            )
+
+        if format == ExportFormat.HTML:
+            html_str: str = pypandoc.convert_text(
+                markdown_content,
+                "html5",
+                format=input_fmt,
+                extra_args=[
+                    "--standalone", "--embed-resources",
+                    f"--css={get_html_css_path()}",
+                    "--syntax-highlighting=pygments",
+                    *meta_args,
+                ],
+            )
+            return html_str.encode("utf-8")
+
+        if format == ExportFormat.EPUB:
+            return _pandoc_to_tempfile("epub3", ["--standalone", *meta_args])
+
+        if format == ExportFormat.ODT:
+            return _pandoc_to_tempfile("odt", ["--standalone", *meta_args])
+
+        if format == ExportFormat.LATEX:
+            tex_str: str = pypandoc.convert_text(
+                markdown_content, "latex", format=input_fmt,
+                extra_args=["--standalone", *meta_args],
+            )
+            return tex_str.encode("utf-8")
+
+        plain_str: str = pypandoc.convert_text(
+            markdown_content, "plain", format=input_fmt,
+            extra_args=["--wrap=auto", "--columns=80"],
+        )
+        return plain_str.encode("utf-8")
+
+    def _pandoc_to_tempfile(output_format: str, extra_args: list[str]) -> bytes:
+        fd, tmp_path = tempfile.mkstemp(suffix=f".{output_format}")
+        os.close(fd)
+        try:
+            pypandoc.convert_text(
+                markdown_content, output_format, format=input_fmt,
+                extra_args=extra_args, outputfile=tmp_path,
+            )
+            with open(tmp_path, "rb") as f:
+                return f.read()
+        finally:
+            os.unlink(tmp_path)
+
+    try:
+        loop = asyncio.get_running_loop()
+        output = await loop.run_in_executor(None, _convert_and_read)
+    except Exception as e:
+        logger.exception("Document export failed")
+        raise HTTPException(status_code=500, detail=f"Export failed: {e!s}") from e
+
+    safe_title = (
+        "".join(c if c.isalnum() or c in " -_" else "_" for c in doc_title)
+        .strip()[:80]
+        or "document"
+    )
+    ext = _FILE_EXTENSIONS[format]
+
+    return StreamingResponse(
+        io.BytesIO(output),
+        media_type=_MEDIA_TYPES[format],
+        headers={"Content-Disposition": f'attachment; filename="{safe_title}.{ext}"'},
+    )
diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 4acdcf662..57a12ab3a 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,21 +1,28 @@
 "use client";
 
-import { AlertCircle, Clock, Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
+import { AlertCircle, Clock, Download, Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
 import React, { useCallback, useRef, useState } from "react";
 import { useDrag } from "react-dnd";
 import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
+import { ExportContextItems, ExportDropdownItems } from "@/components/shared/ExportMenuItems";
 import { Button } from "@/components/ui/button";
 import { Checkbox } from "@/components/ui/checkbox";
 import {
 	ContextMenu,
 	ContextMenuContent,
 	ContextMenuItem,
+	ContextMenuSub,
+	ContextMenuSubContent,
+	ContextMenuSubTrigger,
 	ContextMenuTrigger,
 } from "@/components/ui/context-menu";
 import {
 	DropdownMenu,
 	DropdownMenuContent,
 	DropdownMenuItem,
+	DropdownMenuSub,
+	DropdownMenuSubContent,
+	DropdownMenuSubTrigger,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
 import { Spinner } from "@/components/ui/spinner";
@@ -41,6 +48,7 @@ interface DocumentNodeProps {
 	onEdit: (doc: DocumentNodeDoc) => void;
 	onDelete: (doc: DocumentNodeDoc) => void;
 	onMove: (doc: DocumentNodeDoc) => void;
+	onExport?: (doc: DocumentNodeDoc, format: string) => void;
 	contextMenuOpen?: boolean;
 	onContextMenuOpenChange?: (open: boolean) => void;
 }
@@ -54,6 +62,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 	onEdit,
 	onDelete,
 	onMove,
+	onExport,
 	contextMenuOpen,
 	onContextMenuOpenChange,
 }: DocumentNodeProps) {
@@ -79,8 +88,19 @@ export const DocumentNode = React.memo(function DocumentNode({
 
 	const isProcessing = statusState === "pending" || statusState === "processing";
 	const [dropdownOpen, setDropdownOpen] = useState(false);
+	const [exporting, setExporting] = useState<string | null>(null);
 	const rowRef = useRef<HTMLButtonElement>(null);
 
+	const handleExport = useCallback(
+		(format: string) => {
+			if (!onExport) return;
+			setExporting(format);
+			onExport(doc, format);
+			setTimeout(() => setExporting(null), 2000);
+		},
+		[doc, onExport]
+	);
+
 	const attachRef = useCallback(
 		(node: HTMLButtonElement | null) => {
 			(rowRef as React.MutableRefObject<HTMLButtonElement | null>).current = node;
@@ -167,7 +187,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 							variant="ghost"
 							size="icon"
 							className={cn(
-								"hidden sm:inline-flex h-6 w-6 shrink-0 transition-opacity hover:bg-transparent",
+								"hidden sm:inline-flex h-6 w-6 shrink-0 hover:bg-transparent",
 								dropdownOpen ? "opacity-100 bg-accent hover:bg-accent" : "opacity-0 group-hover:opacity-100"
 							)}
 							onClick={(e) => e.stopPropagation()}
@@ -190,6 +210,17 @@ export const DocumentNode = React.memo(function DocumentNode({
 								<Move className="mr-2 h-4 w-4" />
 								Move to...
 							</DropdownMenuItem>
+							{onExport && (
+								<DropdownMenuSub>
+									<DropdownMenuSubTrigger>
+										<Download className="mr-2 h-4 w-4" />
+										Export
+									</DropdownMenuSubTrigger>
+									<DropdownMenuSubContent className="min-w-[180px]">
+										<ExportDropdownItems onExport={handleExport} exporting={exporting} />
+									</DropdownMenuSubContent>
+								</DropdownMenuSub>
+							)}
 							<DropdownMenuItem
 								className="text-destructive focus:text-destructive"
 								disabled={isProcessing}
@@ -219,6 +250,17 @@ export const DocumentNode = React.memo(function DocumentNode({
 						<Move className="mr-2 h-4 w-4" />
 						Move to...
 					</ContextMenuItem>
+					{onExport && (
+						<ContextMenuSub>
+							<ContextMenuSubTrigger>
+								<Download className="mr-2 h-4 w-4" />
+								Export
+							</ContextMenuSubTrigger>
+							<ContextMenuSubContent className="min-w-[180px]">
+								<ExportContextItems onExport={handleExport} exporting={exporting} />
+							</ContextMenuSubContent>
+						</ContextMenuSub>
+					)}
 					<ContextMenuItem
 						className="text-destructive focus:text-destructive"
 						disabled={isProcessing}
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index 287afa612..d7a82fb0b 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -28,6 +28,7 @@ interface FolderTreeViewProps {
 	onEditDocument: (doc: DocumentNodeDoc) => void;
 	onDeleteDocument: (doc: DocumentNodeDoc) => void;
 	onMoveDocument: (doc: DocumentNodeDoc) => void;
+	onExportDocument?: (doc: DocumentNodeDoc, format: string) => void;
 	activeTypes: DocumentTypeEnum[];
 	onDropIntoFolder?: (
 		itemType: "folder" | "document",
@@ -62,6 +63,7 @@ export function FolderTreeView({
 	onEditDocument,
 	onDeleteDocument,
 	onMoveDocument,
+	onExportDocument,
 	activeTypes,
 	onDropIntoFolder,
 	onReorderFolder,
@@ -181,6 +183,7 @@ export function FolderTreeView({
 					onEdit={onEditDocument}
 					onDelete={onDeleteDocument}
 					onMove={onMoveDocument}
+					onExport={onExportDocument}
 					contextMenuOpen={openContextMenuId === `doc-${d.id}`}
 					onContextMenuOpenChange={(open) => setOpenContextMenuId(open ? `doc-${d.id}` : null)}
 				/>
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index 832a03942..1e1e8f982 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -7,6 +7,7 @@ import { useParams } from "next/navigation";
 import { useTranslations } from "next-intl";
 import { useCallback, useEffect, useMemo, useRef, useState } from "react";
 import { toast } from "sonner";
+import { EXPORT_FILE_EXTENSIONS } from "@/components/shared/ExportMenuItems";
 import { DocumentsFilters } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters";
 import {
 	DocumentsTableShell,
@@ -33,6 +34,7 @@ import { useDocumentSearch } from "@/hooks/use-document-search";
 import { useDocuments } from "@/hooks/use-documents";
 import { useMediaQuery } from "@/hooks/use-media-query";
 import { foldersApiService } from "@/lib/apis/folders-api.service";
+import { authenticatedFetch } from "@/lib/auth-utils";
 import { queries } from "@/zero/queries/index";
 import { SidebarSlideOutPanel } from "./SidebarSlideOutPanel";
 
@@ -234,6 +236,43 @@ export function DocumentsSidebar({
 		setFolderPickerOpen(true);
 	}, []);
 
+	const handleExportDocument = useCallback(
+		async (doc: DocumentNodeDoc, format: string) => {
+			const safeTitle =
+				doc.title
+					.replace(/[^a-zA-Z0-9 _-]/g, "_")
+					.trim()
+					.slice(0, 80) || "document";
+			const ext = EXPORT_FILE_EXTENSIONS[format] ?? format;
+
+			try {
+				const response = await authenticatedFetch(
+					`${process.env.NEXT_PUBLIC_FASTAPI_BACKEND_URL}/api/v1/search-spaces/${searchSpaceId}/documents/${doc.id}/export?format=${format}`,
+					{ method: "GET" }
+				);
+
+				if (!response.ok) {
+					const errorData = await response.json().catch(() => ({ detail: "Export failed" }));
+					throw new Error(errorData.detail || "Export failed");
+				}
+
+				const blob = await response.blob();
+				const url = URL.createObjectURL(blob);
+				const a = document.createElement("a");
+				a.href = url;
+				a.download = `${safeTitle}.${ext}`;
+				document.body.appendChild(a);
+				a.click();
+				document.body.removeChild(a);
+				URL.revokeObjectURL(url);
+			} catch (err) {
+				console.error(`Export ${format} failed:`, err);
+				toast.error(err instanceof Error ? err.message : `Export failed`);
+			}
+		},
+		[searchSpaceId]
+	);
+
 	const handleFolderPickerSelect = useCallback(
 		async (targetFolderId: number | null) => {
 			if (!folderPickerTarget) return;
@@ -606,6 +645,7 @@ export function DocumentsSidebar({
 						}}
 						onDeleteDocument={(doc) => handleDeleteDocument(doc.id)}
 						onMoveDocument={handleMoveDocument}
+						onExportDocument={handleExportDocument}
 						activeTypes={activeTypes}
 						onDropIntoFolder={handleDropIntoFolder}
 						onReorderFolder={handleReorderFolder}
diff --git a/surfsense_web/components/report-panel/report-panel.tsx b/surfsense_web/components/report-panel/report-panel.tsx
index 62c89831d..f7d256a95 100644
--- a/surfsense_web/components/report-panel/report-panel.tsx
+++ b/surfsense_web/components/report-panel/report-panel.tsx
@@ -15,10 +15,9 @@ import {
 	DropdownMenu,
 	DropdownMenuContent,
 	DropdownMenuItem,
-	DropdownMenuLabel,
-	DropdownMenuSeparator,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
+import { ExportDropdownItems, EXPORT_FILE_EXTENSIONS } from "@/components/shared/ExportMenuItems";
 import { useMediaQuery } from "@/hooks/use-media-query";
 import { baseApiService } from "@/lib/apis/base-api.service";
 import { authenticatedFetch } from "@/lib/auth-utils";
@@ -198,19 +197,6 @@ export function ReportPanelContent({
 		}
 	}, [currentMarkdown]);
 
-	// Maps backend format values to download file extensions
-	const FILE_EXTENSIONS: Record<string, string> = {
-		pdf: "pdf",
-		docx: "docx",
-		html: "html",
-		latex: "tex",
-		epub: "epub",
-		odt: "odt",
-		plain: "txt",
-		md: "md",
-	};
-
-	// Export report
 	const handleExport = useCallback(
 		async (format: string) => {
 			setExporting(format);
@@ -219,7 +205,7 @@ export function ReportPanelContent({
 					.replace(/[^a-zA-Z0-9 _-]/g, "_")
 					.trim()
 					.slice(0, 80) || "report";
-			const ext = FILE_EXTENSIONS[format] ?? format;
+			const ext = EXPORT_FILE_EXTENSIONS[format] ?? format;
 			try {
 				if (format === "md") {
 					if (!currentMarkdown) return;
@@ -329,68 +315,11 @@ export function ReportPanelContent({
 							align="start"
 							className={`min-w-[200px] select-none${insideDrawer ? " z-[100]" : ""}`}
 						>
-							{!shareToken && (
-								<>
-									<DropdownMenuLabel className="text-xs text-muted-foreground">
-										Documents
-									</DropdownMenuLabel>
-									<DropdownMenuItem
-										onClick={() => handleExport("pdf")}
-										disabled={exporting !== null}
-									>
-										PDF (.pdf)
-									</DropdownMenuItem>
-									<DropdownMenuItem
-										onClick={() => handleExport("docx")}
-										disabled={exporting !== null}
-									>
-										Word (.docx)
-									</DropdownMenuItem>
-									<DropdownMenuItem
-										onClick={() => handleExport("odt")}
-										disabled={exporting !== null}
-									>
-										OpenDocument (.odt)
-									</DropdownMenuItem>
-									<DropdownMenuSeparator />
-									<DropdownMenuLabel className="text-xs text-muted-foreground">
-										Web &amp; E-Book
-									</DropdownMenuLabel>
-									<DropdownMenuItem
-										onClick={() => handleExport("html")}
-										disabled={exporting !== null}
-									>
-										HTML (.html)
-									</DropdownMenuItem>
-									<DropdownMenuItem
-										onClick={() => handleExport("epub")}
-										disabled={exporting !== null}
-									>
-										EPUB (.epub)
-									</DropdownMenuItem>
-									<DropdownMenuSeparator />
-									<DropdownMenuLabel className="text-xs text-muted-foreground">
-										Source &amp; Plain
-									</DropdownMenuLabel>
-									<DropdownMenuItem
-										onClick={() => handleExport("latex")}
-										disabled={exporting !== null}
-									>
-										LaTeX (.tex)
-									</DropdownMenuItem>
-								</>
-							)}
-							<DropdownMenuItem onClick={() => handleExport("md")} disabled={exporting !== null}>
-								Markdown (.md)
-							</DropdownMenuItem>
-							{!shareToken && (
-								<DropdownMenuItem
-									onClick={() => handleExport("plain")}
-									disabled={exporting !== null}
-								>
-									Plain Text (.txt)
-								</DropdownMenuItem>
-							)}
+							<ExportDropdownItems
+								onExport={handleExport}
+								exporting={exporting}
+								showAllFormats={!shareToken}
+							/>
 						</DropdownMenuContent>
 					</DropdownMenu>
 
diff --git a/surfsense_web/components/shared/ExportMenuItems.tsx b/surfsense_web/components/shared/ExportMenuItems.tsx
new file mode 100644
index 000000000..69833a195
--- /dev/null
+++ b/surfsense_web/components/shared/ExportMenuItems.tsx
@@ -0,0 +1,142 @@
+"use client";
+
+import { Loader2 } from "lucide-react";
+import { DropdownMenuItem, DropdownMenuLabel, DropdownMenuSeparator } from "@/components/ui/dropdown-menu";
+import { ContextMenuItem } from "@/components/ui/context-menu";
+
+export const EXPORT_FILE_EXTENSIONS: Record<string, string> = {
+	pdf: "pdf",
+	docx: "docx",
+	html: "html",
+	latex: "tex",
+	epub: "epub",
+	odt: "odt",
+	plain: "txt",
+	md: "md",
+};
+
+interface ExportMenuItemsProps {
+	onExport: (format: string) => void;
+	exporting: string | null;
+	/** Hide server-side formats (PDF, DOCX, etc.) — only show md */
+	showAllFormats?: boolean;
+}
+
+export function ExportDropdownItems({
+	onExport,
+	exporting,
+	showAllFormats = true,
+}: ExportMenuItemsProps) {
+	const handle = (format: string) => (e: React.MouseEvent) => {
+		e.stopPropagation();
+		onExport(format);
+	};
+
+	return (
+		<>
+			{showAllFormats && (
+				<>
+					<DropdownMenuLabel className="text-xs text-muted-foreground">
+						Documents
+					</DropdownMenuLabel>
+					<DropdownMenuItem onClick={handle("pdf")} disabled={exporting !== null}>
+						{exporting === "pdf" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						PDF (.pdf)
+					</DropdownMenuItem>
+					<DropdownMenuItem onClick={handle("docx")} disabled={exporting !== null}>
+						{exporting === "docx" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						Word (.docx)
+					</DropdownMenuItem>
+					<DropdownMenuItem onClick={handle("odt")} disabled={exporting !== null}>
+						{exporting === "odt" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						OpenDocument (.odt)
+					</DropdownMenuItem>
+					<DropdownMenuSeparator />
+					<DropdownMenuLabel className="text-xs text-muted-foreground">
+						Web &amp; E-Book
+					</DropdownMenuLabel>
+					<DropdownMenuItem onClick={handle("html")} disabled={exporting !== null}>
+						{exporting === "html" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						HTML (.html)
+					</DropdownMenuItem>
+					<DropdownMenuItem onClick={handle("epub")} disabled={exporting !== null}>
+						{exporting === "epub" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						EPUB (.epub)
+					</DropdownMenuItem>
+					<DropdownMenuSeparator />
+					<DropdownMenuLabel className="text-xs text-muted-foreground">
+						Source &amp; Plain
+					</DropdownMenuLabel>
+					<DropdownMenuItem onClick={handle("latex")} disabled={exporting !== null}>
+						{exporting === "latex" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						LaTeX (.tex)
+					</DropdownMenuItem>
+				</>
+			)}
+			<DropdownMenuItem onClick={handle("md")} disabled={exporting !== null}>
+				{exporting === "md" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+				Markdown (.md)
+			</DropdownMenuItem>
+			{showAllFormats && (
+				<DropdownMenuItem onClick={handle("plain")} disabled={exporting !== null}>
+					{exporting === "plain" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+					Plain Text (.txt)
+				</DropdownMenuItem>
+			)}
+		</>
+	);
+}
+
+export function ExportContextItems({
+	onExport,
+	exporting,
+	showAllFormats = true,
+}: ExportMenuItemsProps) {
+	const handle = (format: string) => (e: React.MouseEvent) => {
+		e.stopPropagation();
+		onExport(format);
+	};
+
+	return (
+		<>
+			{showAllFormats && (
+				<>
+					<ContextMenuItem onClick={handle("pdf")} disabled={exporting !== null}>
+						{exporting === "pdf" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						PDF (.pdf)
+					</ContextMenuItem>
+					<ContextMenuItem onClick={handle("docx")} disabled={exporting !== null}>
+						{exporting === "docx" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						Word (.docx)
+					</ContextMenuItem>
+					<ContextMenuItem onClick={handle("odt")} disabled={exporting !== null}>
+						{exporting === "odt" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						OpenDocument (.odt)
+					</ContextMenuItem>
+					<ContextMenuItem onClick={handle("html")} disabled={exporting !== null}>
+						{exporting === "html" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						HTML (.html)
+					</ContextMenuItem>
+					<ContextMenuItem onClick={handle("epub")} disabled={exporting !== null}>
+						{exporting === "epub" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						EPUB (.epub)
+					</ContextMenuItem>
+					<ContextMenuItem onClick={handle("latex")} disabled={exporting !== null}>
+						{exporting === "latex" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+						LaTeX (.tex)
+					</ContextMenuItem>
+				</>
+			)}
+			<ContextMenuItem onClick={handle("md")} disabled={exporting !== null}>
+				{exporting === "md" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+				Markdown (.md)
+			</ContextMenuItem>
+			{showAllFormats && (
+				<ContextMenuItem onClick={handle("plain")} disabled={exporting !== null}>
+					{exporting === "plain" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
+					Plain Text (.txt)
+				</ContextMenuItem>
+			)}
+		</>
+	);
+}

From 3b33a3efdb5e879f7f5ce8ce63069fb0a89dbd36 Mon Sep 17 00:00:00 2001
From: qorexdev <vaqkat321@mail.ru>
Date: Sat, 28 Mar 2026 04:01:49 +0500
Subject: [PATCH 094/102] refactor: move onboarding animation state into event
 handlers

Remove useEffect that watched stepIndex to drive shouldAnimate/contentKey.
stepIndex only changes from handleNext/handlePrev, so set shouldAnimate
directly in those handlers. Replace contentKey state (always equal to
stepIndex) with stepIndex as the animation key.

Fixes #1017
---
 surfsense_web/components/onboarding-tour.tsx | 26 +++++++++-----------
 1 file changed, 11 insertions(+), 15 deletions(-)

diff --git a/surfsense_web/components/onboarding-tour.tsx b/surfsense_web/components/onboarding-tour.tsx
index 03fad87b6..e097c212d 100644
--- a/surfsense_web/components/onboarding-tour.tsx
+++ b/surfsense_web/components/onboarding-tour.tsx
@@ -160,6 +160,8 @@ function TourTooltip({
 	onPrev,
 	onSkip,
 	isDarkMode,
+	shouldAnimate,
+	onAnimationEnd,
 }: {
 	step: TourStep;
 	stepIndex: number;
@@ -170,23 +172,12 @@ function TourTooltip({
 	onPrev: () => void;
 	onSkip: () => void;
 	isDarkMode: boolean;
+	shouldAnimate: boolean;
+	onAnimationEnd: () => void;
 }) {
-	const [contentKey, setContentKey] = useState(stepIndex);
-	const [shouldAnimate, setShouldAnimate] = useState(false);
-	const prevStepIndexRef = useRef(stepIndex);
 	const isLastStep = stepIndex === totalSteps - 1;
 	const isFirstStep = stepIndex === 0;
 
-	// Update content key when step changes to trigger animation
-	// Only animate if stepIndex actually changes (not on initial mount)
-	useEffect(() => {
-		if (prevStepIndexRef.current !== stepIndex) {
-			setShouldAnimate(true);
-			setContentKey(stepIndex);
-			prevStepIndexRef.current = stepIndex;
-		}
-	}, [stepIndex]);
-
 	const bgColor = isDarkMode ? "#27272a" : "#ffffff";
 	const textColor = isDarkMode ? "#ffffff" : "#18181b";
 	const mutedTextColor = isDarkMode ? "#a1a1aa" : "#71717a";
@@ -358,11 +349,11 @@ function TourTooltip({
 			>
 				{/* Content */}
 				<div
-					key={contentKey}
+					key={stepIndex}
 					style={{
 						animation: shouldAnimate ? "fadeInSlide 0.3s ease-out" : "none",
 					}}
-					onAnimationEnd={() => setShouldAnimate(false)}
+					onAnimationEnd={onAnimationEnd}
 				>
 					<h3 id="tour-title" className="text-sm font-semibold mb-1.5" style={{ color: textColor }}>
 						{step.title}
@@ -427,6 +418,7 @@ export function OnboardingTour() {
 	const isMobile = useIsMobile();
 	const [isActive, setIsActive] = useState(false);
 	const [stepIndex, setStepIndex] = useState(0);
+	const [shouldAnimate, setShouldAnimate] = useState(false);
 	const [targetEl, setTargetEl] = useState<Element | null>(null);
 	const [spotlightTargetEl, setSpotlightTargetEl] = useState<Element | null>(null);
 	const [spotlightStepTarget, setSpotlightStepTarget] = useState<string | null>(null);
@@ -664,6 +656,7 @@ export function OnboardingTour() {
 	const handleNext = useCallback(() => {
 		if (stepIndex < TOUR_STEPS.length - 1) {
 			retryCountRef.current = 0;
+			setShouldAnimate(true);
 			setStepIndex(stepIndex + 1);
 		} else {
 			// Tour completed - save to localStorage
@@ -678,6 +671,7 @@ export function OnboardingTour() {
 	const handlePrev = useCallback(() => {
 		if (stepIndex > 0) {
 			retryCountRef.current = 0;
+			setShouldAnimate(true);
 			setStepIndex(stepIndex - 1);
 		}
 	}, [stepIndex]);
@@ -772,6 +766,8 @@ export function OnboardingTour() {
 							onPrev={handlePrev}
 							onSkip={handleSkip}
 							isDarkMode={isDarkMode}
+							shouldAnimate={shouldAnimate}
+							onAnimationEnd={() => setShouldAnimate(false)}
 						/>
 					</>
 				)}

From 7b37843281a7703e1cbda0cf3b34b15d167d4e32 Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 17:08:03 -0700
Subject: [PATCH 095/102] chore: added python skills

---
 .cursor/skills/python-patterns/SKILL.md      | 441 +++++++++++++++++++
 .cursor/skills/python-patterns/metadata.json |  26 ++
 2 files changed, 467 insertions(+)
 create mode 100644 .cursor/skills/python-patterns/SKILL.md
 create mode 100644 .cursor/skills/python-patterns/metadata.json

diff --git a/.cursor/skills/python-patterns/SKILL.md b/.cursor/skills/python-patterns/SKILL.md
new file mode 100644
index 000000000..2d5c8a4f4
--- /dev/null
+++ b/.cursor/skills/python-patterns/SKILL.md
@@ -0,0 +1,441 @@
+---
+name: python-patterns
+description: Python development principles and decision-making. Framework selection, async patterns, type hints, project structure. Teaches thinking, not copying.
+allowed-tools: Read, Write, Edit, Glob, Grep
+---
+
+# Python Patterns
+
+> Python development principles and decision-making for 2025.
+> **Learn to THINK, not memorize patterns.**
+
+---
+
+## ⚠️ How to Use This Skill
+
+This skill teaches **decision-making principles**, not fixed code to copy.
+
+- ASK user for framework preference when unclear
+- Choose async vs sync based on CONTEXT
+- Don't default to same framework every time
+
+---
+
+## 1. Framework Selection (2025)
+
+### Decision Tree
+
+```
+What are you building?
+│
+├── API-first / Microservices
+│   └── FastAPI (async, modern, fast)
+│
+├── Full-stack web / CMS / Admin
+│   └── Django (batteries-included)
+│
+├── Simple / Script / Learning
+│   └── Flask (minimal, flexible)
+│
+├── AI/ML API serving
+│   └── FastAPI (Pydantic, async, uvicorn)
+│
+└── Background workers
+    └── Celery + any framework
+```
+
+### Comparison Principles
+
+| Factor | FastAPI | Django | Flask |
+|--------|---------|--------|-------|
+| **Best for** | APIs, microservices | Full-stack, CMS | Simple, learning |
+| **Async** | Native | Django 5.0+ | Via extensions |
+| **Admin** | Manual | Built-in | Via extensions |
+| **ORM** | Choose your own | Django ORM | Choose your own |
+| **Learning curve** | Low | Medium | Low |
+
+### Selection Questions to Ask:
+1. Is this API-only or full-stack?
+2. Need admin interface?
+3. Team familiar with async?
+4. Existing infrastructure?
+
+---
+
+## 2. Async vs Sync Decision
+
+### When to Use Async
+
+```
+async def is better when:
+├── I/O-bound operations (database, HTTP, file)
+├── Many concurrent connections
+├── Real-time features
+├── Microservices communication
+└── FastAPI/Starlette/Django ASGI
+
+def (sync) is better when:
+├── CPU-bound operations
+├── Simple scripts
+├── Legacy codebase
+├── Team unfamiliar with async
+└── Blocking libraries (no async version)
+```
+
+### The Golden Rule
+
+```
+I/O-bound → async (waiting for external)
+CPU-bound → sync + multiprocessing (computing)
+
+Don't:
+├── Mix sync and async carelessly
+├── Use sync libraries in async code
+└── Force async for CPU work
+```
+
+### Async Library Selection
+
+| Need | Async Library |
+|------|---------------|
+| HTTP client | httpx |
+| PostgreSQL | asyncpg |
+| Redis | aioredis / redis-py async |
+| File I/O | aiofiles |
+| Database ORM | SQLAlchemy 2.0 async, Tortoise |
+
+---
+
+## 3. Type Hints Strategy
+
+### When to Type
+
+```
+Always type:
+├── Function parameters
+├── Return types
+├── Class attributes
+├── Public APIs
+
+Can skip:
+├── Local variables (let inference work)
+├── One-off scripts
+├── Tests (usually)
+```
+
+### Common Type Patterns
+
+```python
+# These are patterns, understand them:
+
+# Optional → might be None
+from typing import Optional
+def find_user(id: int) -> Optional[User]: ...
+
+# Union → one of multiple types
+def process(data: str | dict) -> None: ...
+
+# Generic collections
+def get_items() -> list[Item]: ...
+def get_mapping() -> dict[str, int]: ...
+
+# Callable
+from typing import Callable
+def apply(fn: Callable[[int], str]) -> str: ...
+```
+
+### Pydantic for Validation
+
+```
+When to use Pydantic:
+├── API request/response models
+├── Configuration/settings
+├── Data validation
+├── Serialization
+
+Benefits:
+├── Runtime validation
+├── Auto-generated JSON schema
+├── Works with FastAPI natively
+└── Clear error messages
+```
+
+---
+
+## 4. Project Structure Principles
+
+### Structure Selection
+
+```
+Small project / Script:
+├── main.py
+├── utils.py
+└── requirements.txt
+
+Medium API:
+├── app/
+│   ├── __init__.py
+│   ├── main.py
+│   ├── models/
+│   ├── routes/
+│   ├── services/
+│   └── schemas/
+├── tests/
+└── pyproject.toml
+
+Large application:
+├── src/
+│   └── myapp/
+│       ├── core/
+│       ├── api/
+│       ├── services/
+│       ├── models/
+│       └── ...
+├── tests/
+└── pyproject.toml
+```
+
+### FastAPI Structure Principles
+
+```
+Organize by feature or layer:
+
+By layer:
+├── routes/ (API endpoints)
+├── services/ (business logic)
+├── models/ (database models)
+├── schemas/ (Pydantic models)
+└── dependencies/ (shared deps)
+
+By feature:
+├── users/
+│   ├── routes.py
+│   ├── service.py
+│   └── schemas.py
+└── products/
+    └── ...
+```
+
+---
+
+## 5. Django Principles (2025)
+
+### Django Async (Django 5.0+)
+
+```
+Django supports async:
+├── Async views
+├── Async middleware
+├── Async ORM (limited)
+└── ASGI deployment
+
+When to use async in Django:
+├── External API calls
+├── WebSocket (Channels)
+├── High-concurrency views
+└── Background task triggering
+```
+
+### Django Best Practices
+
+```
+Model design:
+├── Fat models, thin views
+├── Use managers for common queries
+├── Abstract base classes for shared fields
+
+Views:
+├── Class-based for complex CRUD
+├── Function-based for simple endpoints
+├── Use viewsets with DRF
+
+Queries:
+├── select_related() for FKs
+├── prefetch_related() for M2M
+├── Avoid N+1 queries
+└── Use .only() for specific fields
+```
+
+---
+
+## 6. FastAPI Principles
+
+### async def vs def in FastAPI
+
+```
+Use async def when:
+├── Using async database drivers
+├── Making async HTTP calls
+├── I/O-bound operations
+└── Want to handle concurrency
+
+Use def when:
+├── Blocking operations
+├── Sync database drivers
+├── CPU-bound work
+└── FastAPI runs in threadpool automatically
+```
+
+### Dependency Injection
+
+```
+Use dependencies for:
+├── Database sessions
+├── Current user / Auth
+├── Configuration
+├── Shared resources
+
+Benefits:
+├── Testability (mock dependencies)
+├── Clean separation
+├── Automatic cleanup (yield)
+```
+
+### Pydantic v2 Integration
+
+```python
+# FastAPI + Pydantic are tightly integrated:
+
+# Request validation
+@app.post("/users")
+async def create(user: UserCreate) -> UserResponse:
+    # user is already validated
+    ...
+
+# Response serialization
+# Return type becomes response schema
+```
+
+---
+
+## 7. Background Tasks
+
+### Selection Guide
+
+| Solution | Best For |
+|----------|----------|
+| **BackgroundTasks** | Simple, in-process tasks |
+| **Celery** | Distributed, complex workflows |
+| **ARQ** | Async, Redis-based |
+| **RQ** | Simple Redis queue |
+| **Dramatiq** | Actor-based, simpler than Celery |
+
+### When to Use Each
+
+```
+FastAPI BackgroundTasks:
+├── Quick operations
+├── No persistence needed
+├── Fire-and-forget
+└── Same process
+
+Celery/ARQ:
+├── Long-running tasks
+├── Need retry logic
+├── Distributed workers
+├── Persistent queue
+└── Complex workflows
+```
+
+---
+
+## 8. Error Handling Principles
+
+### Exception Strategy
+
+```
+In FastAPI:
+├── Create custom exception classes
+├── Register exception handlers
+├── Return consistent error format
+└── Log without exposing internals
+
+Pattern:
+├── Raise domain exceptions in services
+├── Catch and transform in handlers
+└── Client gets clean error response
+```
+
+### Error Response Philosophy
+
+```
+Include:
+├── Error code (programmatic)
+├── Message (human readable)
+├── Details (field-level when applicable)
+└── NOT stack traces (security)
+```
+
+---
+
+## 9. Testing Principles
+
+### Testing Strategy
+
+| Type | Purpose | Tools |
+|------|---------|-------|
+| **Unit** | Business logic | pytest |
+| **Integration** | API endpoints | pytest + httpx/TestClient |
+| **E2E** | Full workflows | pytest + DB |
+
+### Async Testing
+
+```python
+# Use pytest-asyncio for async tests
+
+import pytest
+from httpx import AsyncClient
+
+@pytest.mark.asyncio
+async def test_endpoint():
+    async with AsyncClient(app=app, base_url="http://test") as client:
+        response = await client.get("/users")
+        assert response.status_code == 200
+```
+
+### Fixtures Strategy
+
+```
+Common fixtures:
+├── db_session → Database connection
+├── client → Test client
+├── authenticated_user → User with token
+└── sample_data → Test data setup
+```
+
+---
+
+## 10. Decision Checklist
+
+Before implementing:
+
+- [ ] **Asked user about framework preference?**
+- [ ] **Chosen framework for THIS context?** (not just default)
+- [ ] **Decided async vs sync?**
+- [ ] **Planned type hint strategy?**
+- [ ] **Defined project structure?**
+- [ ] **Planned error handling?**
+- [ ] **Considered background tasks?**
+
+---
+
+## 11. Anti-Patterns to Avoid
+
+### ❌ DON'T:
+- Default to Django for simple APIs (FastAPI may be better)
+- Use sync libraries in async code
+- Skip type hints for public APIs
+- Put business logic in routes/views
+- Ignore N+1 queries
+- Mix async and sync carelessly
+
+### ✅ DO:
+- Choose framework based on context
+- Ask about async requirements
+- Use Pydantic for validation
+- Separate concerns (routes → services → repos)
+- Test critical paths
+
+---
+
+> **Remember**: Python patterns are about decision-making for YOUR specific context. Don't copy code—think about what serves your application best.
\ No newline at end of file
diff --git a/.cursor/skills/python-patterns/metadata.json b/.cursor/skills/python-patterns/metadata.json
new file mode 100644
index 000000000..19bb92824
--- /dev/null
+++ b/.cursor/skills/python-patterns/metadata.json
@@ -0,0 +1,26 @@
+{
+    "name": "python-patterns",
+    "description": "Python development principles and decision-making. Framework selection, async patterns, type hints, project structure. Teaches thinking, not copying.",
+    "category": "development",
+    "canonical_category": "development",
+    "repository": "majiayu000/claude-skill-registry-data",
+    "repository_url": "https://github.com/majiayu000/claude-skill-registry-data",
+    "author": "majiayu000",
+    "author_avatar": "https://github.com/majiayu000.png",
+    "file_path": "data/antigravity-python-patterns/SKILL.md",
+    "source": "github_curated_repos",
+    "stars": 2,
+    "quality_score": 64,
+    "best_practices_score": 60,
+    "skill_level": 3,
+    "skill_level_label": "resources",
+    "has_scripts": true,
+    "has_extra_files": false,
+    "downloads": 0,
+    "content_hash": "4dd862e5d25189c938320851ba3a0fcc6155f88b67f3822aaa4d0fac7e2d4659",
+    "indexed_at": "2026-03-01T03:09:48.327Z",
+    "synced_at": "2026-03-01T06:21:10.361Z",
+    "omni_registry_url": "https://omni-skill-registry.omniroute.online/#/skill/1d2fb797167c0af9a8694048782c1c3aab4b64b5b33cd055e1e7b702ede3eeb5",
+    "install_command": "mkdir -p .claude/skills/python-patterns && curl -sL \"https://raw.githubusercontent.com/majiayu000/claude-skill-registry-data/main/data/antigravity-python-patterns/SKILL.md\" > .claude/skills/python-patterns/SKILL.md",
+    "raw_url": "https://raw.githubusercontent.com/majiayu000/claude-skill-registry-data/main/data/antigravity-python-patterns/SKILL.md"
+  }
\ No newline at end of file

From ee0b59c0fadfc90284dcb1917b47070fe982ee7f Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Fri, 27 Mar 2026 17:58:04 -0700
Subject: [PATCH 096/102] feat: enhance folder and document selection
 functionality

- Updated DocumentNode to use a div instead of a button for better accessibility and added keyboard interaction for selection.
- Introduced Checkbox component in FolderNode for selecting folders, with state management for selection (all, some, none).
- Implemented folder selection state logic in FolderTreeView to manage document selection across nested folders.
- Added handleToggleFolderSelect function in DocumentsSidebar to manage selection of documents based on folder selection.
---
 .../components/documents/DocumentNode.tsx     | 19 +++++++---
 .../components/documents/FolderNode.tsx       | 17 +++++++++
 .../components/documents/FolderTreeView.tsx   | 36 ++++++++++++++++++
 .../layout/ui/sidebar/DocumentsSidebar.tsx    | 38 +++++++++++++++++++
 4 files changed, 104 insertions(+), 6 deletions(-)

diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index 57a12ab3a..a295696d5 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -89,7 +89,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 	const isProcessing = statusState === "pending" || statusState === "processing";
 	const [dropdownOpen, setDropdownOpen] = useState(false);
 	const [exporting, setExporting] = useState<string | null>(null);
-	const rowRef = useRef<HTMLButtonElement>(null);
+	const rowRef = useRef<HTMLDivElement>(null);
 
 	const handleExport = useCallback(
 		(format: string) => {
@@ -102,8 +102,8 @@ export const DocumentNode = React.memo(function DocumentNode({
 	);
 
 	const attachRef = useCallback(
-		(node: HTMLButtonElement | null) => {
-			(rowRef as React.MutableRefObject<HTMLButtonElement | null>).current = node;
+		(node: HTMLDivElement | null) => {
+			(rowRef as React.MutableRefObject<HTMLDivElement | null>).current = node;
 			drag(node);
 		},
 		[drag]
@@ -112,8 +112,9 @@ export const DocumentNode = React.memo(function DocumentNode({
 	return (
 		<ContextMenu onOpenChange={onContextMenuOpenChange}>
 			<ContextMenuTrigger asChild>
-				<button
-					type="button"
+				<div
+					role="button"
+					tabIndex={0}
 					ref={attachRef}
 					className={cn(
 					"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
@@ -122,6 +123,12 @@ export const DocumentNode = React.memo(function DocumentNode({
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={handleCheckChange}
+					onKeyDown={(e) => {
+						if (e.key === "Enter" || e.key === " ") {
+							e.preventDefault();
+							handleCheckChange();
+						}
+					}}
 				>
 				{(() => {
 					if (statusState === "pending") {
@@ -231,7 +238,7 @@ export const DocumentNode = React.memo(function DocumentNode({
 							</DropdownMenuItem>
 						</DropdownMenuContent>
 					</DropdownMenu>
-				</button>
+				</div>
 			</ContextMenuTrigger>
 
 			{contextMenuOpen && (
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index cb314effb..5a76e882d 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -14,6 +14,8 @@ import {
 import React, { useCallback, useEffect, useRef, useState } from "react";
 import { useDrag, useDrop } from "react-dnd";
 import { Button } from "@/components/ui/button";
+import { Checkbox } from "@/components/ui/checkbox";
+import type { FolderSelectionState } from "./FolderTreeView";
 import {
 	ContextMenu,
 	ContextMenuContent,
@@ -49,6 +51,8 @@ interface FolderNodeProps {
 	isExpanded: boolean;
 	isRenaming: boolean;
 	childCount: number;
+	selectionState: FolderSelectionState;
+	onToggleSelect: (folderId: number, selectAll: boolean) => void;
 	onToggleExpand: (folderId: number) => void;
 	onRename: (folder: FolderDisplay, newName: string) => void;
 	onStartRename: (folderId: number) => void;
@@ -88,6 +92,8 @@ export const FolderNode = React.memo(function FolderNode({
 	isExpanded,
 	isRenaming,
 	childCount,
+	selectionState,
+	onToggleSelect,
 	onToggleExpand,
 	onRename,
 	onStartRename,
@@ -212,6 +218,10 @@ export const FolderNode = React.memo(function FolderNode({
 		onStartRename(folder.id);
 	}, [folder, onStartRename]);
 
+	const handleCheckChange = useCallback(() => {
+		onToggleSelect(folder.id, selectionState !== "all");
+	}, [folder.id, selectionState, onToggleSelect]);
+
 	const FolderIcon = isExpanded ? FolderOpen : Folder;
 
 	return (
@@ -252,6 +262,13 @@ export const FolderNode = React.memo(function FolderNode({
 						)}
 					</span>
 
+					<Checkbox
+						checked={selectionState === "all" ? true : selectionState === "some" ? "indeterminate" : false}
+						onCheckedChange={handleCheckChange}
+						onClick={(e) => e.stopPropagation()}
+						className="h-3.5 w-3.5 shrink-0"
+					/>
+
 					<FolderIcon className="h-4 w-4 shrink-0 text-muted-foreground" />
 
 					{isRenaming ? (
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index d7a82fb0b..eec0aa7cc 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -10,6 +10,8 @@ import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { DocumentNode, type DocumentNodeDoc } from "./DocumentNode";
 import { type FolderDisplay, FolderNode } from "./FolderNode";
 
+export type FolderSelectionState = "all" | "some" | "none";
+
 interface FolderTreeViewProps {
 	folders: FolderDisplay[];
 	documents: DocumentNodeDoc[];
@@ -20,6 +22,7 @@ interface FolderTreeViewProps {
 		doc: { id: number; title: string; document_type: string },
 		isMentioned: boolean
 	) => void;
+	onToggleFolderSelect: (folderId: number, selectAll: boolean) => void;
 	onRenameFolder: (folder: FolderDisplay, newName: string) => void;
 	onDeleteFolder: (folder: FolderDisplay) => void;
 	onMoveFolder: (folder: FolderDisplay) => void;
@@ -55,6 +58,7 @@ export function FolderTreeView({
 	onToggleExpand,
 	mentionedDocIds,
 	onToggleChatMention,
+	onToggleFolderSelect,
 	onRenameFolder,
 	onDeleteFolder,
 	onMoveFolder,
@@ -122,6 +126,36 @@ export function FolderTreeView({
 		return match;
 	}, [folders, docsByFolder, foldersByParent, activeTypes]);
 
+	const folderSelectionStates = useMemo(() => {
+		const states: Record<number, FolderSelectionState> = {};
+		const isSelectable = (d: DocumentNodeDoc) =>
+			d.status?.state !== "pending" && d.status?.state !== "processing";
+
+		function compute(folderId: number): { selected: number; total: number } {
+			const directDocs = (docsByFolder[folderId] ?? []).filter(isSelectable);
+			let selected = directDocs.filter((d) => mentionedDocIds.has(d.id)).length;
+			let total = directDocs.length;
+
+			for (const child of foldersByParent[folderId] ?? []) {
+				const sub = compute(child.id);
+				selected += sub.selected;
+				total += sub.total;
+			}
+
+			if (total === 0) states[folderId] = "none";
+			else if (selected === total) states[folderId] = "all";
+			else if (selected > 0) states[folderId] = "some";
+			else states[folderId] = "none";
+
+			return { selected, total };
+		}
+
+		for (const f of folders) {
+			if (states[f.id] === undefined) compute(f.id);
+		}
+		return states;
+	}, [folders, docsByFolder, foldersByParent, mentionedDocIds]);
+
 	function renderLevel(parentId: number | null, depth: number): React.ReactNode[] {
 		const key = parentId ?? "root";
 		const childFolders = (foldersByParent[key] ?? [])
@@ -151,6 +185,8 @@ export function FolderTreeView({
 					isExpanded={expandedIds.has(f.id)}
 					isRenaming={renamingFolderId === f.id}
 					childCount={folderChildCounts[f.id] ?? 0}
+					selectionState={folderSelectionStates[f.id] ?? "none"}
+					onToggleSelect={onToggleFolderSelect}
 					onToggleExpand={onToggleExpand}
 					onRename={onRenameFolder}
 					onStartRename={handleStartRename}
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index 1e1e8f982..f4ddf5ce5 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -348,6 +348,43 @@ export function DocumentsSidebar({
 		[setSidebarDocs]
 	);
 
+	const handleToggleFolderSelect = useCallback(
+		(folderId: number, selectAll: boolean) => {
+			function collectSubtreeDocs(parentId: number): DocumentNodeDoc[] {
+				const directDocs = (treeDocuments ?? []).filter(
+					(d) =>
+						d.folderId === parentId &&
+						d.status?.state !== "pending" &&
+						d.status?.state !== "processing",
+				);
+				const childFolders = foldersByParent[String(parentId)] ?? [];
+				const descendantDocs = childFolders.flatMap((cf) => collectSubtreeDocs(cf.id));
+				return [...directDocs, ...descendantDocs];
+			}
+
+			const subtreeDocs = collectSubtreeDocs(folderId);
+			if (subtreeDocs.length === 0) return;
+
+			if (selectAll) {
+				setSidebarDocs((prev) => {
+					const existingIds = new Set(prev.map((d) => d.id));
+					const newDocs = subtreeDocs
+						.filter((d) => !existingIds.has(d.id))
+						.map((d) => ({
+							id: d.id,
+							title: d.title,
+							document_type: d.document_type as DocumentTypeEnum,
+						}));
+					return newDocs.length > 0 ? [...prev, ...newDocs] : prev;
+				});
+			} else {
+				const idsToRemove = new Set(subtreeDocs.map((d) => d.id));
+				setSidebarDocs((prev) => prev.filter((d) => !idsToRemove.has(d.id)));
+			}
+		},
+		[treeDocuments, foldersByParent, setSidebarDocs],
+	);
+
 	const isSearchMode = !!debouncedSearch.trim();
 
 	const {
@@ -625,6 +662,7 @@ export function DocumentsSidebar({
 						onToggleExpand={toggleFolderExpand}
 						mentionedDocIds={mentionedDocIds}
 						onToggleChatMention={handleToggleChatMention}
+						onToggleFolderSelect={handleToggleFolderSelect}
 						onRenameFolder={handleRenameFolder}
 						onDeleteFolder={handleDeleteFolder}
 						onMoveFolder={handleMoveFolder}

From 80f50043495a4b0af8290cea8191e645bf82250e Mon Sep 17 00:00:00 2001
From: jupal <jupal@users.noreply.github.com>
Date: Sat, 28 Mar 2026 04:22:17 -0400
Subject: [PATCH 097/102] feat(web): lazy-load markdown syntax highlighter

---
 .../assistant-ui/markdown-code-block.tsx      | 104 ++++++++++++++++++
 .../components/assistant-ui/markdown-text.tsx |  99 ++++++-----------
 2 files changed, 138 insertions(+), 65 deletions(-)
 create mode 100644 surfsense_web/components/assistant-ui/markdown-code-block.tsx

diff --git a/surfsense_web/components/assistant-ui/markdown-code-block.tsx b/surfsense_web/components/assistant-ui/markdown-code-block.tsx
new file mode 100644
index 000000000..3c8d79ec9
--- /dev/null
+++ b/surfsense_web/components/assistant-ui/markdown-code-block.tsx
@@ -0,0 +1,104 @@
+"use client";
+
+import { CheckIcon, CopyIcon } from "lucide-react";
+import type { CSSProperties } from "react";
+import { memo, useEffect, useState } from "react";
+import { Prism as SyntaxHighlighter } from "react-syntax-highlighter";
+import { materialDark, materialLight } from "react-syntax-highlighter/dist/esm/styles/prism";
+
+import { Button } from "@/components/ui/button";
+import { Skeleton } from "@/components/ui/skeleton";
+import { cn, copyToClipboard } from "@/lib/utils";
+
+type MarkdownCodeBlockProps = {
+	className?: string;
+	language: string;
+	codeText: string;
+	isDarkMode: boolean;
+};
+
+function stripThemeBackgrounds(
+	theme: Record<string, CSSProperties>
+): Record<string, CSSProperties> {
+	const cleaned: Record<string, CSSProperties> = {};
+	for (const key of Object.keys(theme)) {
+		const { background, backgroundColor, ...rest } = theme[key] as CSSProperties & {
+			background?: string;
+			backgroundColor?: string;
+		};
+		cleaned[key] = rest;
+	}
+	return cleaned;
+}
+
+const cleanMaterialDark = stripThemeBackgrounds(materialDark);
+const cleanMaterialLight = stripThemeBackgrounds(materialLight);
+
+function MarkdownCodeBlockComponent({
+	className,
+	language,
+	codeText,
+	isDarkMode,
+}: MarkdownCodeBlockProps) {
+	const [hasCopied, setHasCopied] = useState(false);
+
+	useEffect(() => {
+		if (!hasCopied) return;
+		const timer = setTimeout(() => setHasCopied(false), 2000);
+		return () => clearTimeout(timer);
+	}, [hasCopied]);
+
+	return (
+		<div className="mt-4 overflow-hidden rounded-2xl" style={{ background: "var(--syntax-bg)" }}>
+			<div className="flex items-center justify-between gap-4 px-4 py-2 font-semibold text-muted-foreground text-sm">
+				<span className="lowercase text-xs">{language}</span>
+				<Button
+					variant="ghost"
+					size="sm"
+					className="h-8 w-8 p-0"
+					type="button"
+					onClick={async () => {
+						const ok = await copyToClipboard(codeText);
+						if (ok) setHasCopied(true);
+					}}
+					aria-label={hasCopied ? "Copied code" : "Copy code"}
+				>
+					<span className="sr-only">Copy</span>
+					{hasCopied ? <CheckIcon className="!size-3" /> : <CopyIcon className="!size-3" />}
+				</Button>
+			</div>
+
+			<SyntaxHighlighter
+				style={isDarkMode ? cleanMaterialDark : cleanMaterialLight}
+				language={language}
+				PreTag="div"
+				customStyle={{ margin: 0, background: "transparent" }}
+				className={cn(className)}
+			>
+				{codeText}
+			</SyntaxHighlighter>
+		</div>
+	);
+}
+
+export const MarkdownCodeBlock = memo(MarkdownCodeBlockComponent);
+
+export function MarkdownCodeBlockSkeleton() {
+	return (
+		<div
+			className="mt-4 overflow-hidden rounded-2xl border"
+			style={{ background: "var(--syntax-bg)" }}
+		>
+			<div className="flex items-center justify-between gap-4 border-b px-4 py-2">
+				<Skeleton className="h-3 w-16" />
+				<Skeleton className="h-8 w-8 rounded-md" />
+			</div>
+			<div className="space-y-2 p-4">
+				<Skeleton className="h-4 w-11/12" />
+				<Skeleton className="h-4 w-10/12" />
+				<Skeleton className="h-4 w-8/12" />
+				<Skeleton className="h-4 w-9/12" />
+			</div>
+		</div>
+	);
+}
diff --git a/surfsense_web/components/assistant-ui/markdown-text.tsx b/surfsense_web/components/assistant-ui/markdown-text.tsx
index 3d33463b2..d26364b6d 100644
--- a/surfsense_web/components/assistant-ui/markdown-text.tsx
+++ b/surfsense_web/components/assistant-ui/markdown-text.tsx
@@ -7,19 +7,17 @@ import {
 	unstable_memoizeMarkdownComponents as memoizeMarkdownComponents,
 	useIsMarkdownCodeBlock,
 } from "@assistant-ui/react-markdown";
-import { CheckIcon, CopyIcon, ExternalLinkIcon } from "lucide-react";
+import { ExternalLinkIcon } from "lucide-react";
+import dynamic from "next/dynamic";
 import { useTheme } from "next-themes";
-import type { CSSProperties } from "react";
-import { type FC, memo, type ReactNode, useState } from "react";
-import { Prism as SyntaxHighlighter } from "react-syntax-highlighter";
-import { materialDark, materialLight } from "react-syntax-highlighter/dist/esm/styles/prism";
+import { memo, type ReactNode } from "react";
 import rehypeKatex from "rehype-katex";
 import remarkGfm from "remark-gfm";
 import remarkMath from "remark-math";
 import { ImagePreview, ImageRoot, ImageZoom } from "@/components/assistant-ui/image";
 import "katex/dist/katex.min.css";
 import { InlineCitation, UrlCitation } from "@/components/assistant-ui/inline-citation";
-import { TooltipIconButton } from "@/components/assistant-ui/tooltip-icon-button";
+import { Skeleton } from "@/components/ui/skeleton";
 import {
 	Table,
 	TableBody,
@@ -30,22 +28,32 @@ import {
 } from "@/components/ui/table";
 import { cn } from "@/lib/utils";
 
-function stripThemeBackgrounds(
-	theme: Record<string, CSSProperties>
-): Record<string, CSSProperties> {
-	const cleaned: Record<string, CSSProperties> = {};
-	for (const key of Object.keys(theme)) {
-		const { background, backgroundColor, ...rest } = theme[key] as CSSProperties & {
-			background?: string;
-			backgroundColor?: string;
-		};
-		cleaned[key] = rest;
-	}
-	return cleaned;
+function MarkdownCodeBlockSkeleton() {
+	return (
+		<div
+			className="mt-4 overflow-hidden rounded-2xl border"
+			style={{ background: "var(--syntax-bg)" }}
+		>
+			<div className="flex items-center justify-between gap-4 border-b px-4 py-2">
+				<Skeleton className="h-3 w-16" />
+				<Skeleton className="h-8 w-8 rounded-md" />
+			</div>
+			<div className="space-y-2 p-4">
+				<Skeleton className="h-4 w-11/12" />
+				<Skeleton className="h-4 w-10/12" />
+				<Skeleton className="h-4 w-8/12" />
+				<Skeleton className="h-4 w-9/12" />
+			</div>
+		</div>
+	);
 }
 
-const cleanMaterialDark = stripThemeBackgrounds(materialDark);
-const cleanMaterialLight = stripThemeBackgrounds(materialLight);
+const LazyMarkdownCodeBlock = dynamic(
+	() => import("./markdown-code-block").then((mod) => mod.MarkdownCodeBlock),
+	{
+		loading: () => <MarkdownCodeBlockSkeleton />,
+	}
+);
 
 // Storage for URL citations replaced during preprocess to avoid GFM autolink interference.
 // Populated in preprocessMarkdown, consumed in parseTextWithCitations.
@@ -178,39 +186,6 @@ const MarkdownTextImpl = () => {
 
 export const MarkdownText = memo(MarkdownTextImpl);
 
-const InlineCodeHeader: FC<{ language: string; code: string }> = ({ language, code }) => {
-	const { isCopied, copyToClipboard } = useCopyToClipboard();
-	const onCopy = () => {
-		if (!code || isCopied) return;
-		copyToClipboard(code);
-	};
-
-	return (
-		<div className="flex items-center justify-between gap-4 px-4 py-2 font-semibold text-muted-foreground text-sm">
-			<span className="lowercase text-xs">{language}</span>
-			<TooltipIconButton tooltip="Copy" onClick={onCopy}>
-				{!isCopied && <CopyIcon />}
-				{isCopied && <CheckIcon />}
-			</TooltipIconButton>
-		</div>
-	);
-};
-
-const useCopyToClipboard = ({ copiedDuration = 3000 }: { copiedDuration?: number } = {}) => {
-	const [isCopied, setIsCopied] = useState<boolean>(false);
-
-	const copyToClipboard = (value: string) => {
-		if (!value) return;
-
-		navigator.clipboard.writeText(value).then(() => {
-			setIsCopied(true);
-			setTimeout(() => setIsCopied(false), copiedDuration);
-		});
-	};
-
-	return { isCopied, copyToClipboard };
-};
-
 /**
  * Helper to process children and replace citation patterns with components
  */
@@ -426,19 +401,13 @@ const defaultComponents = memoizeMarkdownComponents({
 		}
 		const language = /language-(\w+)/.exec(className || "")?.[1] ?? "text";
 		const codeString = String(children).replace(/\n$/, "");
-		const syntaxStyle = resolvedTheme === "dark" ? cleanMaterialDark : cleanMaterialLight;
 		return (
-			<div className="mt-4 overflow-hidden rounded-2xl" style={{ background: "var(--syntax-bg)" }}>
-				<InlineCodeHeader language={language} code={codeString} />
-				<SyntaxHighlighter
-					style={syntaxStyle}
-					language={language}
-					PreTag="div"
-					customStyle={{ margin: 0, background: "transparent" }}
-				>
-					{codeString}
-				</SyntaxHighlighter>
-			</div>
+			<LazyMarkdownCodeBlock
+				className={className}
+				language={language}
+				codeText={codeString}
+				isDarkMode={resolvedTheme === "dark"}
+			/>
 		);
 	},
 	strong: ({ className, children, ...props }) => (

From 6fe2f6fc90f686d8fd405330aad7d23bdcc8e9cb Mon Sep 17 00:00:00 2001
From: jupal <jupal@users.noreply.github.com>
Date: Sat, 28 Mar 2026 05:08:20 -0400
Subject: [PATCH 098/102] Add aria attributes to web search toggle

---
 surfsense_web/components/assistant-ui/thread.tsx | 2 ++
 1 file changed, 2 insertions(+)

diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index 1644b0163..f460b4f5f 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -944,6 +944,8 @@ const ComposerAction: FC<ComposerActionProps> = ({ isBlockedByOtherUser = false
 				{hasWebSearchTool && (
 					<button
 						type="button"
+						aria-label={isWebSearchEnabled ? "Disable web search" : "Enable web search"}
+						aria-pressed={isWebSearchEnabled}
 						onClick={() => toggleTool("web_search")}
 						className={cn(
 							"rounded-full transition-all flex items-center gap-1 px-2 py-1 border h-8 select-none",

From 6540e3f774d01657f0cac359310cd827dafc7c07 Mon Sep 17 00:00:00 2001
From: qorexdev <vaqkat321@mail.ru>
Date: Sat, 28 Mar 2026 15:28:50 +0500
Subject: [PATCH 099/102] refactor: wrap onAnimationEnd in useCallback for
 stable reference

---
 surfsense_web/components/onboarding-tour.tsx | 6 +++++-
 1 file changed, 5 insertions(+), 1 deletion(-)

diff --git a/surfsense_web/components/onboarding-tour.tsx b/surfsense_web/components/onboarding-tour.tsx
index e097c212d..4204928ce 100644
--- a/surfsense_web/components/onboarding-tour.tsx
+++ b/surfsense_web/components/onboarding-tour.tsx
@@ -695,6 +695,10 @@ export function OnboardingTour() {
 		setIsActive(false);
 	}, [user?.id]);
 
+	const handleAnimationEnd = useCallback(() => {
+		setShouldAnimate(false);
+	}, []);
+
 	// Handle escape key
 	useEffect(() => {
 		const handleKeyDown = (e: KeyboardEvent) => {
@@ -767,7 +771,7 @@ export function OnboardingTour() {
 							onSkip={handleSkip}
 							isDarkMode={isDarkMode}
 							shouldAnimate={shouldAnimate}
-							onAnimationEnd={() => setShouldAnimate(false)}
+							onAnimationEnd={handleAnimationEnd}
 						/>
 					</>
 				)}

From 298e658babde3863f4d282077a405bd3e454e56f Mon Sep 17 00:00:00 2001
From: Matt Van Horn <455140+mvanhorn@users.noreply.github.com>
Date: Fri, 27 Mar 2026 01:08:43 -0700
Subject: [PATCH 100/102] refactor: use functional state updates in hero
 carousel callbacks

Switched goTo, goToPrev, and goToNext from depending on activeIndex
to using functional setState updates. Removed activeIndex from the
autoplay effect dependency array since the timer callback already
uses a functional update. Callbacks are now stable references.

Fixes #951
---
 surfsense_web/components/ui/hero-carousel.tsx | 27 +++++++++++--------
 1 file changed, 16 insertions(+), 11 deletions(-)

diff --git a/surfsense_web/components/ui/hero-carousel.tsx b/surfsense_web/components/ui/hero-carousel.tsx
index 5760aad94..837b079a7 100644
--- a/surfsense_web/components/ui/hero-carousel.tsx
+++ b/surfsense_web/components/ui/hero-carousel.tsx
@@ -145,21 +145,26 @@ function HeroCarousel() {
 	const [isGifExpanded, setIsGifExpanded] = useState(false);
 	const directionRef = useRef<"forward" | "backward">("forward");
 
-	const goTo = useCallback(
-		(newIndex: number) => {
-			directionRef.current = newIndex >= activeIndex ? "forward" : "backward";
-			setActiveIndex(newIndex);
-		},
-		[activeIndex]
-	);
+	const goTo = useCallback((newIndex: number) => {
+		setActiveIndex((prev) => {
+			directionRef.current = newIndex >= prev ? "forward" : "backward";
+			return newIndex;
+		});
+	}, []);
 
 	const goToPrev = useCallback(() => {
-		goTo(activeIndex <= 0 ? carouselItems.length - 1 : activeIndex - 1);
-	}, [activeIndex, goTo]);
+		setActiveIndex((prev) => {
+			directionRef.current = "backward";
+			return prev <= 0 ? carouselItems.length - 1 : prev - 1;
+		});
+	}, []);
 
 	const goToNext = useCallback(() => {
-		goTo(activeIndex >= carouselItems.length - 1 ? 0 : activeIndex + 1);
-	}, [activeIndex, goTo]);
+		setActiveIndex((prev) => {
+			directionRef.current = "forward";
+			return prev >= carouselItems.length - 1 ? 0 : prev + 1;
+		});
+	}, []);
 
 	const item = carouselItems[activeIndex];
 	const isForward = directionRef.current === "forward";

From 5cde959b54809c841948bb0df570d13062b1077c Mon Sep 17 00:00:00 2001
From: JoeMakuta <makutajosue@gmail.com>
Date: Sat, 28 Mar 2026 18:47:11 +0200
Subject: [PATCH 101/102] feat: add loading states for roles and invites in
 TeamContent component

---
 .../[search_space_id]/team/team-content.tsx   | 28 ++++++++++++-------
 1 file changed, 18 insertions(+), 10 deletions(-)

diff --git a/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx b/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
index 09c29735e..d46594861 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/team/team-content.tsx
@@ -188,13 +188,13 @@ export function TeamContent({ searchSpaceId }: TeamContentProps) {
 		[deleteMember, searchSpaceId]
 	);
 
-	const { data: roles = [] } = useQuery({
+	const { data: roles = [], isLoading: rolesLoading } = useQuery({
 		queryKey: cacheKeys.roles.all(searchSpaceId.toString()),
 		queryFn: () => rolesApiService.getRoles({ search_space_id: searchSpaceId }),
 		enabled: !!searchSpaceId,
 	});
 
-	const { data: invites = [] } = useQuery({
+	const { data: invites = [], isLoading: invitesLoading } = useQuery({
 		queryKey: cacheKeys.invites.all(searchSpaceId.toString()),
 		queryFn: () => invitesApiService.getInvites({ search_space_id: searchSpaceId }),
 		staleTime: 5 * 60 * 1000,
@@ -294,15 +294,23 @@ export function TeamContent({ searchSpaceId }: TeamContentProps) {
 	return (
 		<div className="space-y-4 md:space-y-6">
 			<div className="flex items-center gap-2 flex-wrap">
-				{canInvite && (
-					<CreateInviteDialog
-						roles={roles}
-						onCreateInvite={handleCreateInvite}
-						searchSpaceId={searchSpaceId}
-					/>
+				{rolesLoading ? (
+					<Skeleton className="h-9 w-32 rounded-md" />
+				) : (
+					canInvite && (
+						<CreateInviteDialog
+							roles={roles}
+							onCreateInvite={handleCreateInvite}
+							searchSpaceId={searchSpaceId}
+						/>
+					)
 				)}
-				{canInvite && activeInvites.length > 0 && (
-					<AllInvitesDialog invites={activeInvites} onRevokeInvite={handleRevokeInvite} />
+				{invitesLoading ? (
+					<Skeleton className="h-9 w-32 rounded-md" />
+				) : (
+					canInvite && activeInvites.length > 0 && (
+						<AllInvitesDialog invites={activeInvites} onRevokeInvite={handleRevokeInvite} />
+					)
 				)}
 				<p className="text-xs md:text-sm text-muted-foreground whitespace-nowrap">
 					{members.length} {members.length === 1 ? "member" : "members"}

From 2cc2d339e6da11cebc796bbf8730b39335f99d1d Mon Sep 17 00:00:00 2001
From: "DESKTOP-RTLN3BA\\$punk" <vermarohanfinal@gmail.com>
Date: Sat, 28 Mar 2026 16:39:46 -0700
Subject: [PATCH 102/102] feat: made agent file sytem optimized

---
 deepagents                                    |    1 -
 surfsense_backend/.env.example                |   10 -
 .../app/agents/new_chat/__init__.py           |   20 +-
 .../app/agents/new_chat/chat_deepagent.py     |  107 +-
 .../agents/new_chat/middleware/__init__.py    |   17 +
 .../agents/new_chat/middleware/filesystem.py  |  694 ++
 .../new_chat/middleware/knowledge_search.py   |  414 +
 .../app/agents/new_chat/system_prompt.py      |  204 +-
 .../app/agents/new_chat/tools/__init__.py     |    3 -
 .../tools/google_calendar/update_event.py     |    4 +-
 .../agents/new_chat/tools/knowledge_base.py   |  425 +-
 .../app/agents/new_chat/tools/registry.py     |   24 +-
 .../app/agents/new_chat/tools/report.py       |   14 +-
 .../connectors/google_drive/change_tracker.py |    4 +-
 .../app/connectors/google_drive/client.py     |   47 +-
 .../google_drive/content_extractor.py         |   48 +-
 .../app/indexing_pipeline/document_hashing.py |    4 +-
 .../indexing_pipeline_service.py              |  147 +-
 .../app/retriever/chunks_hybrid_search.py     |  101 +-
 .../app/retriever/documents_hybrid_search.py  |  106 +-
 surfsense_backend/app/routes/editor_routes.py |   44 +-
 .../routes/search_source_connectors_routes.py |    6 +-
 .../app/tasks/chat/stream_new_chat.py         |  307 +-
 .../connector_indexers/confluence_indexer.py  |   33 +-
 .../google_calendar_indexer.py                |   36 +-
 .../google_drive_indexer.py                   |  426 +-
 .../google_gmail_indexer.py                   |   40 +-
 .../tasks/connector_indexers/jira_indexer.py  |   27 +-
 .../connector_indexers/linear_indexer.py      |   41 +-
 .../connector_indexers/notion_indexer.py      |   36 +-
 surfsense_backend/pyproject.toml              |    8 +-
 .../test_calendar_pipeline.py                 |   16 +-
 .../indexing_pipeline/test_drive_pipeline.py  |   27 +-
 .../indexing_pipeline/test_gmail_pipeline.py  |   13 +-
 .../indexing_pipeline/test_index_batch.py     |    8 +-
 .../tests/integration/retriever/__init__.py   |    0
 .../tests/integration/retriever/conftest.py   |  106 +
 .../test_optimized_chunk_retriever.py         |  116 +
 .../retriever/test_optimized_doc_retriever.py |   76 +
 .../test_confluence_parallel.py               |   36 +-
 .../test_google_drive_parallel.py             |  157 +-
 .../connector_indexers/test_jira_parallel.py  |   29 +-
 .../test_linear_parallel.py                   |   51 +-
 .../test_notion_parallel.py                   |   38 +-
 .../test_create_placeholder_documents.py      |  131 +
 .../indexing_pipeline/test_index_batch.py     |    4 +-
 .../test_index_batch_parallel.py              |    6 +-
 .../test_prepare_placeholder_dedup.py         |  110 +
 .../unit/middleware/test_knowledge_search.py  |  133 +
 surfsense_backend/uv.lock                     | 8549 ++++++++---------
 .../new-chat/[[...chat_id]]/page.tsx          |   20 +-
 .../[search_space_id]/new-chat/loading.tsx    |    2 +-
 surfsense_web/atoms/documents/ui.atoms.ts     |   11 +
 .../assistant-ui/connector-popup.tsx          |    2 +-
 .../components/assistant-ui/markdown-text.tsx |    4 +-
 .../components/assistant-ui/thread.tsx        |    4 +-
 .../documents/CreateFolderDialog.tsx          |   10 +-
 .../components/documents/DocumentNode.tsx     |  134 +-
 .../components/documents/FolderNode.tsx       |    6 +-
 .../components/documents/FolderTreeView.tsx   |   19 +-
 .../layout/ui/sidebar/DocumentsSidebar.tsx    |  358 +-
 surfsense_web/components/onboarding-tour.tsx  |    2 +-
 .../components/report-panel/report-panel.tsx  |    2 +-
 .../components/shared/ExportMenuItems.tsx     |   10 +-
 .../tool-ui/google-calendar/update-event.tsx  |    8 +-
 surfsense_web/contracts/enums/toolIcons.tsx   |    2 -
 .../hooks/use-zero-document-type-counts.ts    |    4 +-
 67 files changed, 8011 insertions(+), 5591 deletions(-)
 delete mode 160000 deepagents
 create mode 100644 surfsense_backend/app/agents/new_chat/middleware/filesystem.py
 create mode 100644 surfsense_backend/app/agents/new_chat/middleware/knowledge_search.py
 create mode 100644 surfsense_backend/tests/integration/retriever/__init__.py
 create mode 100644 surfsense_backend/tests/integration/retriever/conftest.py
 create mode 100644 surfsense_backend/tests/integration/retriever/test_optimized_chunk_retriever.py
 create mode 100644 surfsense_backend/tests/integration/retriever/test_optimized_doc_retriever.py
 create mode 100644 surfsense_backend/tests/unit/indexing_pipeline/test_create_placeholder_documents.py
 create mode 100644 surfsense_backend/tests/unit/indexing_pipeline/test_prepare_placeholder_dedup.py
 create mode 100644 surfsense_backend/tests/unit/middleware/test_knowledge_search.py

diff --git a/deepagents b/deepagents
deleted file mode 160000
index a32ce7ff6..000000000
--- a/deepagents
+++ /dev/null
@@ -1 +0,0 @@
-Subproject commit a32ce7ff6b2112cf48170d2279a1953eded61987
diff --git a/surfsense_backend/.env.example b/surfsense_backend/.env.example
index 94d5c8c9b..13b579889 100644
--- a/surfsense_backend/.env.example
+++ b/surfsense_backend/.env.example
@@ -169,13 +169,3 @@ LANGSMITH_TRACING=true
 LANGSMITH_ENDPOINT=https://api.smith.langchain.com
 LANGSMITH_API_KEY=lsv2_pt_.....
 LANGSMITH_PROJECT=surfsense
-
-# Agent Specific Configuration
-# Daytona Sandbox (secure cloud code execution for deep agent)
-# Set DAYTONA_SANDBOX_ENABLED=TRUE to give the agent an isolated execute tool
-DAYTONA_SANDBOX_ENABLED=TRUE
-DAYTONA_API_KEY=dtn_asdasfasfafas
-DAYTONA_API_URL=https://app.daytona.io/api
-DAYTONA_TARGET=us
-# Directory for locally-persisted sandbox files (after sandbox deletion)
-SANDBOX_FILES_DIR=sandbox_files
diff --git a/surfsense_backend/app/agents/new_chat/__init__.py b/surfsense_backend/app/agents/new_chat/__init__.py
index 4238d17de..3dd9b6df4 100644
--- a/surfsense_backend/app/agents/new_chat/__init__.py
+++ b/surfsense_backend/app/agents/new_chat/__init__.py
@@ -1,11 +1,12 @@
 """
 SurfSense New Chat Agent Module.
 
-This module provides the SurfSense deep agent with configurable tools
-for knowledge base search, podcast generation, and more.
+This module provides the SurfSense deep agent with configurable tools,
+middleware, and preloaded knowledge-base filesystem behavior.
 
 Directory Structure:
-- tools/: All agent tools (knowledge_base, podcast, generate_image, etc.)
+- tools/: All agent tools (podcast, generate_image, web, memory, etc.)
+- middleware/: Custom middleware (knowledge search, filesystem, dedup, etc.)
 - chat_deepagent.py: Main agent factory
 - system_prompt.py: System prompts and instructions
 - context.py: Context schema for the agent
@@ -23,6 +24,13 @@ from .context import SurfSenseContextSchema
 # LLM config
 from .llm_config import create_chat_litellm_from_config, load_llm_config_from_yaml
 
+# Middleware
+from .middleware import (
+    DedupHITLToolCallsMiddleware,
+    KnowledgeBaseSearchMiddleware,
+    SurfSenseFilesystemMiddleware,
+)
+
 # System prompt
 from .system_prompt import (
     SURFSENSE_CITATION_INSTRUCTIONS,
@@ -39,7 +47,6 @@ from .tools import (
     build_tools,
     create_generate_podcast_tool,
     create_scrape_webpage_tool,
-    create_search_knowledge_base_tool,
     format_documents_for_context,
     get_all_tool_names,
     get_default_enabled_tools,
@@ -53,8 +60,12 @@ __all__ = [
     # System prompt
     "SURFSENSE_CITATION_INSTRUCTIONS",
     "SURFSENSE_SYSTEM_PROMPT",
+    # Middleware
+    "DedupHITLToolCallsMiddleware",
+    "KnowledgeBaseSearchMiddleware",
     # Context
     "SurfSenseContextSchema",
+    "SurfSenseFilesystemMiddleware",
     "ToolDefinition",
     "build_surfsense_system_prompt",
     "build_tools",
@@ -63,7 +74,6 @@ __all__ = [
     # Tool factories
     "create_generate_podcast_tool",
     "create_scrape_webpage_tool",
-    "create_search_knowledge_base_tool",
     # Agent factory
     "create_surfsense_deep_agent",
     # Knowledge base utilities
diff --git a/surfsense_backend/app/agents/new_chat/chat_deepagent.py b/surfsense_backend/app/agents/new_chat/chat_deepagent.py
index 2857be4a7..7227ef61c 100644
--- a/surfsense_backend/app/agents/new_chat/chat_deepagent.py
+++ b/surfsense_backend/app/agents/new_chat/chat_deepagent.py
@@ -4,6 +4,13 @@ SurfSense deep agent implementation.
 This module provides the factory function for creating SurfSense deep agents
 with configurable tools via the tools registry and configurable prompts
 via NewLLMConfig.
+
+We use ``create_agent`` (from langchain) rather than ``create_deep_agent``
+(from deepagents) so that the middleware stack is fully under our control.
+This lets us swap in ``SurfSenseFilesystemMiddleware`` — a customisable
+subclass of the default ``FilesystemMiddleware`` — while preserving every
+other behaviour that ``create_deep_agent`` provides (todo-list, subagents,
+summarisation, prompt-caching, etc.).
 """
 
 import asyncio
@@ -12,8 +19,15 @@ import time
 from collections.abc import Sequence
 from typing import Any
 
-from deepagents import create_deep_agent
-from deepagents.backends.protocol import SandboxBackendProtocol
+from deepagents import SubAgent, SubAgentMiddleware, __version__ as deepagents_version
+from deepagents.backends import StateBackend
+from deepagents.graph import BASE_AGENT_PROMPT
+from deepagents.middleware.patch_tool_calls import PatchToolCallsMiddleware
+from deepagents.middleware.subagents import GENERAL_PURPOSE_SUBAGENT
+from deepagents.middleware.summarization import create_summarization_middleware
+from langchain.agents import create_agent
+from langchain.agents.middleware import TodoListMiddleware
+from langchain_anthropic.middleware import AnthropicPromptCachingMiddleware
 from langchain_core.language_models import BaseChatModel
 from langchain_core.tools import BaseTool
 from langgraph.types import Checkpointer
@@ -21,8 +35,10 @@ from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.agents.new_chat.context import SurfSenseContextSchema
 from app.agents.new_chat.llm_config import AgentConfig
-from app.agents.new_chat.middleware.dedup_tool_calls import (
+from app.agents.new_chat.middleware import (
     DedupHITLToolCallsMiddleware,
+    KnowledgeBaseSearchMiddleware,
+    SurfSenseFilesystemMiddleware,
 )
 from app.agents.new_chat.system_prompt import (
     build_configurable_system_prompt,
@@ -40,15 +56,15 @@ _perf_log = get_perf_logger()
 # =============================================================================
 
 # Maps SearchSourceConnectorType enum values to the searchable document/connector types
-# used by the knowledge_base and web_search tools.
+# used by pre-search middleware and web_search.
 # Live search connectors (TAVILY_API, LINKUP_API, BAIDU_SEARCH_API) are routed to
-# the web_search tool; all others go to search_knowledge_base.
+# the web_search tool; all others are considered local/indexed data.
 _CONNECTOR_TYPE_TO_SEARCHABLE: dict[str, str] = {
     # Live search connectors (handled by web_search tool)
     "TAVILY_API": "TAVILY_API",
     "LINKUP_API": "LINKUP_API",
     "BAIDU_SEARCH_API": "BAIDU_SEARCH_API",
-    # Local/indexed connectors (handled by search_knowledge_base tool)
+    # Local/indexed connectors (handled by KB pre-search middleware)
     "SLACK_CONNECTOR": "SLACK_CONNECTOR",
     "TEAMS_CONNECTOR": "TEAMS_CONNECTOR",
     "NOTION_CONNECTOR": "NOTION_CONNECTOR",
@@ -141,13 +157,11 @@ async def create_surfsense_deep_agent(
     additional_tools: Sequence[BaseTool] | None = None,
     firecrawl_api_key: str | None = None,
     thread_visibility: ChatVisibility | None = None,
-    sandbox_backend: SandboxBackendProtocol | None = None,
 ):
     """
     Create a SurfSense deep agent with configurable tools and prompts.
 
     The agent comes with built-in tools that can be configured:
-    - search_knowledge_base: Search the user's personal knowledge base
     - generate_podcast: Generate audio podcasts from content
     - generate_image: Generate images from text descriptions using AI models
     - scrape_webpage: Extract content from webpages
@@ -179,9 +193,6 @@ async def create_surfsense_deep_agent(
                          These are always added regardless of enabled/disabled settings.
         firecrawl_api_key: Optional Firecrawl API key for premium web scraping.
                           Falls back to Chromium/Trafilatura if not provided.
-        sandbox_backend: Optional sandbox backend (e.g. DaytonaSandbox) for
-                        secure code execution. When provided, the agent gets an
-                        isolated ``execute`` tool for running shell commands.
 
     Returns:
         CompiledStateGraph: The configured deep agent
@@ -205,7 +216,7 @@ async def create_surfsense_deep_agent(
         # Create agent with only specific tools
         agent = create_surfsense_deep_agent(
             llm, search_space_id, db_session, ...,
-            enabled_tools=["search_knowledge_base", "scrape_webpage"]
+            enabled_tools=["scrape_webpage"]
         )
 
         # Create agent without podcast generation
@@ -357,6 +368,10 @@ async def create_surfsense_deep_agent(
         ]
         modified_disabled_tools.extend(confluence_tools)
 
+    # Remove direct KB search tool; we now pre-seed a scoped filesystem via middleware.
+    if "search_knowledge_base" not in modified_disabled_tools:
+        modified_disabled_tools.append("search_knowledge_base")
+
     # Build tools using the async registry (includes MCP tools)
     _t0 = time.perf_counter()
     tools = await build_tools_async(
@@ -373,7 +388,6 @@ async def create_surfsense_deep_agent(
 
     # Build system prompt based on agent_config, scoped to the tools actually enabled
     _t0 = time.perf_counter()
-    _sandbox_enabled = sandbox_backend is not None
     _enabled_tool_names = {t.name for t in tools}
     _user_disabled_tool_names = set(disabled_tools) if disabled_tools else set()
     if agent_config is not None:
@@ -382,14 +396,12 @@ async def create_surfsense_deep_agent(
             use_default_system_instructions=agent_config.use_default_system_instructions,
             citations_enabled=agent_config.citations_enabled,
             thread_visibility=thread_visibility,
-            sandbox_enabled=_sandbox_enabled,
             enabled_tool_names=_enabled_tool_names,
             disabled_tool_names=_user_disabled_tool_names,
         )
     else:
         system_prompt = build_surfsense_system_prompt(
             thread_visibility=thread_visibility,
-            sandbox_enabled=_sandbox_enabled,
             enabled_tool_names=_enabled_tool_names,
             disabled_tool_names=_user_disabled_tool_names,
         )
@@ -397,24 +409,69 @@ async def create_surfsense_deep_agent(
         "[create_agent] System prompt built in %.3fs", time.perf_counter() - _t0
     )
 
-    # Build optional kwargs for the deep agent
-    deep_agent_kwargs: dict[str, Any] = {}
-    if sandbox_backend is not None:
-        deep_agent_kwargs["backend"] = sandbox_backend
+    # -- Build the middleware stack (mirrors create_deep_agent internals) ------
+    # General-purpose subagent middleware
+    gp_middleware = [
+        TodoListMiddleware(),
+        SurfSenseFilesystemMiddleware(
+            search_space_id=search_space_id,
+            created_by_id=user_id,
+        ),
+        create_summarization_middleware(llm, StateBackend),
+        PatchToolCallsMiddleware(),
+        AnthropicPromptCachingMiddleware(unsupported_model_behavior="ignore"),
+    ]
+
+    general_purpose_spec: SubAgent = {  # type: ignore[typeddict-unknown-key]
+        **GENERAL_PURPOSE_SUBAGENT,
+        "model": llm,
+        "tools": tools,
+        "middleware": gp_middleware,
+    }
+
+    # Main agent middleware
+    deepagent_middleware = [
+        TodoListMiddleware(),
+        KnowledgeBaseSearchMiddleware(
+            search_space_id=search_space_id,
+            available_connectors=available_connectors,
+            available_document_types=available_document_types,
+        ),
+        SurfSenseFilesystemMiddleware(
+            search_space_id=search_space_id,
+            created_by_id=user_id,
+        ),
+        SubAgentMiddleware(backend=StateBackend, subagents=[general_purpose_spec]),
+        create_summarization_middleware(llm, StateBackend),
+        PatchToolCallsMiddleware(),
+        DedupHITLToolCallsMiddleware(),
+        AnthropicPromptCachingMiddleware(unsupported_model_behavior="ignore"),
+    ]
+
+    # Combine system_prompt with BASE_AGENT_PROMPT (same as create_deep_agent)
+    final_system_prompt = system_prompt + "\n\n" + BASE_AGENT_PROMPT
 
     _t0 = time.perf_counter()
     agent = await asyncio.to_thread(
-        create_deep_agent,
-        model=llm,
+        create_agent,
+        llm,
+        system_prompt=final_system_prompt,
         tools=tools,
-        system_prompt=system_prompt,
+        middleware=deepagent_middleware,
         context_schema=SurfSenseContextSchema,
         checkpointer=checkpointer,
-        middleware=[DedupHITLToolCallsMiddleware()],
-        **deep_agent_kwargs,
+    )
+    agent = agent.with_config(
+        {
+            "recursion_limit": 10_000,
+            "metadata": {
+                "ls_integration": "deepagents",
+                "versions": {"deepagents": deepagents_version},
+            },
+        }
     )
     _perf_log.info(
-        "[create_agent] Graph compiled (create_deep_agent) in %.3fs",
+        "[create_agent] Graph compiled (create_agent) in %.3fs",
         time.perf_counter() - _t0,
     )
 
diff --git a/surfsense_backend/app/agents/new_chat/middleware/__init__.py b/surfsense_backend/app/agents/new_chat/middleware/__init__.py
index e69de29bb..91996f702 100644
--- a/surfsense_backend/app/agents/new_chat/middleware/__init__.py
+++ b/surfsense_backend/app/agents/new_chat/middleware/__init__.py
@@ -0,0 +1,17 @@
+"""Middleware components for the SurfSense new chat agent."""
+
+from app.agents.new_chat.middleware.dedup_tool_calls import (
+    DedupHITLToolCallsMiddleware,
+)
+from app.agents.new_chat.middleware.filesystem import (
+    SurfSenseFilesystemMiddleware,
+)
+from app.agents.new_chat.middleware.knowledge_search import (
+    KnowledgeBaseSearchMiddleware,
+)
+
+__all__ = [
+    "DedupHITLToolCallsMiddleware",
+    "KnowledgeBaseSearchMiddleware",
+    "SurfSenseFilesystemMiddleware",
+]
diff --git a/surfsense_backend/app/agents/new_chat/middleware/filesystem.py b/surfsense_backend/app/agents/new_chat/middleware/filesystem.py
new file mode 100644
index 000000000..41b24f88b
--- /dev/null
+++ b/surfsense_backend/app/agents/new_chat/middleware/filesystem.py
@@ -0,0 +1,694 @@
+"""Custom filesystem middleware for the SurfSense agent.
+
+This middleware customizes prompts and persists write/edit operations for
+`/documents/*` files into SurfSense's `Document`/`Chunk` tables.
+"""
+
+from __future__ import annotations
+
+import asyncio
+import re
+from datetime import UTC, datetime
+from typing import Annotated, Any
+
+from deepagents import FilesystemMiddleware
+from deepagents.backends.protocol import EditResult, WriteResult
+from deepagents.backends.utils import validate_path
+from deepagents.middleware.filesystem import FilesystemState
+from fractional_indexing import generate_key_between
+from langchain.tools import ToolRuntime
+from langchain_core.callbacks import dispatch_custom_event
+from langchain_core.messages import ToolMessage
+from langchain_core.tools import BaseTool, StructuredTool
+from langgraph.types import Command
+from sqlalchemy import delete, select
+
+from app.db import Chunk, Document, DocumentType, Folder, shielded_async_session
+from app.indexing_pipeline.document_chunker import chunk_text
+from app.utils.document_converters import (
+    embed_texts,
+    generate_content_hash,
+    generate_unique_identifier_hash,
+)
+
+# =============================================================================
+# System Prompt (injected into every model call by wrap_model_call)
+# =============================================================================
+
+SURFSENSE_FILESYSTEM_SYSTEM_PROMPT = """## Following Conventions
+
+- Read files before editing — understand existing content before making changes.
+- Mimic existing style, naming conventions, and patterns.
+
+## Filesystem Tools `ls`, `read_file`, `write_file`, `edit_file`, `glob`, `grep`, `save_document`
+
+All file paths must start with a `/`.
+- ls: list files and directories at a given path.
+- read_file: read a file from the filesystem.
+- write_file: create a temporary file in the session (not persisted).
+- edit_file: edit a file in the session (not persisted for /documents/ files).
+- glob: find files matching a pattern (e.g., "**/*.xml").
+- grep: search for text within files.
+- save_document: **permanently** save a new document to the user's knowledge
+  base. Use only when the user explicitly asks to save/create a document.
+
+## Reading Documents Efficiently
+
+Documents are formatted as XML. Each document contains:
+- `<document_metadata>` — title, type, URL, etc.
+- `<chunk_index>` — a table of every chunk with its **line range** and a
+  `matched="true"` flag for chunks that matched the search query.
+- `<document_content>` — the actual chunks in original document order.
+
+**Workflow**: when reading a large document, read the first ~20 lines to see
+the `<chunk_index>`, identify chunks marked `matched="true"`, then use
+`read_file(path, offset=<start_line>, limit=<lines>)` to jump directly to
+those sections instead of reading the entire file sequentially.
+
+Use `<chunk id='...'>` values as citation IDs in your answers.
+"""
+
+# =============================================================================
+# Per-Tool Descriptions (shown to the LLM as the tool's docstring)
+# =============================================================================
+
+SURFSENSE_LIST_FILES_TOOL_DESCRIPTION = """Lists files and directories at the given path.
+"""
+
+SURFSENSE_READ_FILE_TOOL_DESCRIPTION = """Reads a file from the filesystem.
+
+Usage:
+- By default, reads up to 100 lines from the beginning.
+- Use `offset` and `limit` for pagination when files are large.
+- Results include line numbers.
+- Documents contain a `<chunk_index>` near the top listing every chunk with
+  its line range and a `matched="true"` flag for search-relevant chunks.
+  Read the index first, then jump to matched chunks with
+  `read_file(path, offset=<start_line>, limit=<num_lines>)`.
+- Use chunk IDs (`<chunk id='...'>`) as citations in answers.
+"""
+
+SURFSENSE_WRITE_FILE_TOOL_DESCRIPTION = """Writes a new file to the in-memory filesystem (session-only).
+
+Use this to create scratch/working files during the conversation. Files created
+here are ephemeral and will not be saved to the user's knowledge base.
+
+To permanently save a document to the user's knowledge base, use the
+`save_document` tool instead.
+"""
+
+SURFSENSE_EDIT_FILE_TOOL_DESCRIPTION = """Performs exact string replacements in files.
+
+IMPORTANT:
+- Read the file before editing.
+- Preserve exact indentation and formatting.
+- Edits to documents under `/documents/` are session-only (not persisted to the
+  database) because those files use an XML citation wrapper around the original
+  content.
+"""
+
+SURFSENSE_GLOB_TOOL_DESCRIPTION = """Find files matching a glob pattern.
+
+Supports standard glob patterns: `*`, `**`, `?`.
+Returns absolute file paths.
+"""
+
+SURFSENSE_GREP_TOOL_DESCRIPTION = """Search for a literal text pattern across files.
+
+Use this to locate relevant document files/chunks before reading full files.
+"""
+
+SURFSENSE_SAVE_DOCUMENT_TOOL_DESCRIPTION = """Permanently saves a document to the user's knowledge base.
+
+This is an expensive operation — it creates a new Document record in the
+database, chunks the content, and generates embeddings for search.
+
+Use ONLY when the user explicitly asks to save/create/store a document.
+Do NOT use this for scratch work; use `write_file` for temporary files.
+
+Args:
+  title: The document title (e.g., "Meeting Notes 2025-06-01").
+  content: The plain-text or markdown content to save. Do NOT include XML
+           citation wrappers — pass only the actual document text.
+  folder_path: Optional folder path under /documents/ (e.g., "Work/Notes").
+               Folders are created automatically if they don't exist.
+"""
+
+
+class SurfSenseFilesystemMiddleware(FilesystemMiddleware):
+    """SurfSense-specific filesystem middleware with DB persistence for docs."""
+
+    def __init__(
+        self,
+        *,
+        search_space_id: int | None = None,
+        created_by_id: str | None = None,
+        tool_token_limit_before_evict: int | None = 20000,
+    ) -> None:
+        self._search_space_id = search_space_id
+        self._created_by_id = created_by_id
+        super().__init__(
+            system_prompt=SURFSENSE_FILESYSTEM_SYSTEM_PROMPT,
+            custom_tool_descriptions={
+                "ls": SURFSENSE_LIST_FILES_TOOL_DESCRIPTION,
+                "read_file": SURFSENSE_READ_FILE_TOOL_DESCRIPTION,
+                "write_file": SURFSENSE_WRITE_FILE_TOOL_DESCRIPTION,
+                "edit_file": SURFSENSE_EDIT_FILE_TOOL_DESCRIPTION,
+                "glob": SURFSENSE_GLOB_TOOL_DESCRIPTION,
+                "grep": SURFSENSE_GREP_TOOL_DESCRIPTION,
+            },
+            tool_token_limit_before_evict=tool_token_limit_before_evict,
+        )
+        # Remove the execute tool (no sandbox backend)
+        self.tools = [t for t in self.tools if t.name != "execute"]
+        self.tools.append(self._create_save_document_tool())
+
+    @staticmethod
+    def _run_async_blocking(coro: Any) -> Any:
+        """Run async coroutine from sync code path when no event loop is running."""
+        try:
+            loop = asyncio.get_running_loop()
+            if loop.is_running():
+                return "Error: sync filesystem persistence not supported inside an active event loop."
+        except RuntimeError:
+            pass
+        return asyncio.run(coro)
+
+    @staticmethod
+    def _parse_virtual_path(file_path: str) -> tuple[list[str], str]:
+        """Parse /documents/... path into folder parts and a document title."""
+        if not file_path.startswith("/documents/"):
+            return [], ""
+        rel = file_path[len("/documents/") :].strip("/")
+        if not rel:
+            return [], ""
+        parts = [part for part in rel.split("/") if part]
+        file_name = parts[-1]
+        title = file_name[:-4] if file_name.lower().endswith(".xml") else file_name
+        return parts[:-1], title
+
+    async def _ensure_folder_hierarchy(
+        self,
+        *,
+        folder_parts: list[str],
+        search_space_id: int,
+    ) -> int | None:
+        """Ensure folder hierarchy exists and return leaf folder ID."""
+        if not folder_parts:
+            return None
+        async with shielded_async_session() as session:
+            parent_id: int | None = None
+            for name in folder_parts:
+                result = await session.execute(
+                    select(Folder).where(
+                        Folder.search_space_id == search_space_id,
+                        Folder.parent_id == parent_id
+                        if parent_id is not None
+                        else Folder.parent_id.is_(None),
+                        Folder.name == name,
+                    )
+                )
+                folder = result.scalar_one_or_none()
+                if folder is None:
+                    sibling_result = await session.execute(
+                        select(Folder.position)
+                        .where(
+                            Folder.search_space_id == search_space_id,
+                            Folder.parent_id == parent_id
+                            if parent_id is not None
+                            else Folder.parent_id.is_(None),
+                        )
+                        .order_by(Folder.position.desc())
+                        .limit(1)
+                    )
+                    last_position = sibling_result.scalar_one_or_none()
+                    folder = Folder(
+                        name=name,
+                        position=generate_key_between(last_position, None),
+                        parent_id=parent_id,
+                        search_space_id=search_space_id,
+                        created_by_id=self._created_by_id,
+                        updated_at=datetime.now(UTC),
+                    )
+                    session.add(folder)
+                    await session.flush()
+                parent_id = folder.id
+            await session.commit()
+            return parent_id
+
+    async def _persist_new_document(
+        self, *, file_path: str, content: str
+    ) -> dict[str, Any] | str:
+        """Persist a new NOTE document from a newly written file.
+
+        Returns a dict with document metadata on success, or an error string.
+        """
+        if self._search_space_id is None:
+            return {}
+        folder_parts, title = self._parse_virtual_path(file_path)
+        if not title:
+            return "Error: write_file for document persistence requires path under /documents/<name>.xml"
+        folder_id = await self._ensure_folder_hierarchy(
+            folder_parts=folder_parts,
+            search_space_id=self._search_space_id,
+        )
+        async with shielded_async_session() as session:
+            content_hash = generate_content_hash(content, self._search_space_id)
+            existing = await session.execute(
+                select(Document.id).where(Document.content_hash == content_hash)
+            )
+            if existing.scalar_one_or_none() is not None:
+                return "Error: A document with identical content already exists."
+            unique_identifier_hash = generate_unique_identifier_hash(
+                DocumentType.NOTE,
+                file_path,
+                self._search_space_id,
+            )
+            doc = Document(
+                title=title,
+                document_type=DocumentType.NOTE,
+                document_metadata={"virtual_path": file_path},
+                content=content,
+                content_hash=content_hash,
+                unique_identifier_hash=unique_identifier_hash,
+                source_markdown=content,
+                search_space_id=self._search_space_id,
+                folder_id=folder_id,
+                created_by_id=self._created_by_id,
+                updated_at=datetime.now(UTC),
+            )
+            session.add(doc)
+            await session.flush()
+
+            summary_embedding = embed_texts([content])[0]
+            doc.embedding = summary_embedding
+            chunk_texts = chunk_text(content)
+            if chunk_texts:
+                chunk_embeddings = embed_texts(chunk_texts)
+                chunks = [
+                    Chunk(document_id=doc.id, content=text, embedding=embedding)
+                    for text, embedding in zip(
+                        chunk_texts, chunk_embeddings, strict=True
+                    )
+                ]
+                session.add_all(chunks)
+            await session.commit()
+
+            return {
+                "id": doc.id,
+                "title": title,
+                "documentType": DocumentType.NOTE.value,
+                "searchSpaceId": self._search_space_id,
+                "folderId": folder_id,
+                "createdById": str(self._created_by_id)
+                if self._created_by_id
+                else None,
+            }
+
+    async def _persist_edited_document(
+        self, *, file_path: str, updated_content: str
+    ) -> str | None:
+        """Persist edits for an existing NOTE document and recreate chunks."""
+        if self._search_space_id is None:
+            return None
+        unique_identifier_hash = generate_unique_identifier_hash(
+            DocumentType.NOTE,
+            file_path,
+            self._search_space_id,
+        )
+        doc_id_from_xml: int | None = None
+        match = re.search(r"<document_id>\s*(\d+)\s*</document_id>", updated_content)
+        if match:
+            doc_id_from_xml = int(match.group(1))
+        async with shielded_async_session() as session:
+            doc_result = await session.execute(
+                select(Document).where(
+                    Document.search_space_id == self._search_space_id,
+                    Document.unique_identifier_hash == unique_identifier_hash,
+                )
+            )
+            document = doc_result.scalar_one_or_none()
+            if document is None and doc_id_from_xml is not None:
+                by_id_result = await session.execute(
+                    select(Document).where(
+                        Document.search_space_id == self._search_space_id,
+                        Document.id == doc_id_from_xml,
+                    )
+                )
+                document = by_id_result.scalar_one_or_none()
+            if document is None:
+                return "Error: Could not map edited file to an existing document."
+
+            document.content = updated_content
+            document.source_markdown = updated_content
+            document.content_hash = generate_content_hash(
+                updated_content, self._search_space_id
+            )
+            document.updated_at = datetime.now(UTC)
+            if not document.document_metadata:
+                document.document_metadata = {}
+            document.document_metadata["virtual_path"] = file_path
+
+            summary_embedding = embed_texts([updated_content])[0]
+            document.embedding = summary_embedding
+
+            await session.execute(delete(Chunk).where(Chunk.document_id == document.id))
+            chunk_texts = chunk_text(updated_content)
+            if chunk_texts:
+                chunk_embeddings = embed_texts(chunk_texts)
+                session.add_all(
+                    [
+                        Chunk(
+                            document_id=document.id, content=text, embedding=embedding
+                        )
+                        for text, embedding in zip(
+                            chunk_texts, chunk_embeddings, strict=True
+                        )
+                    ]
+                )
+            await session.commit()
+        return None
+
+    def _create_save_document_tool(self) -> BaseTool:
+        """Create save_document tool that persists a new document to the KB."""
+
+        def sync_save_document(
+            title: Annotated[str, "Title for the new document."],
+            content: Annotated[
+                str,
+                "Plain-text or markdown content to save. Do NOT include XML wrappers.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+            folder_path: Annotated[
+                str,
+                "Optional folder path under /documents/ (e.g. 'Work/Notes'). Created automatically.",
+            ] = "",
+        ) -> Command | str:
+            if not content.strip():
+                return "Error: content cannot be empty."
+            file_name = re.sub(r'[\\/:*?"<>|]+', "_", title).strip() or "untitled"
+            if not file_name.lower().endswith(".xml"):
+                file_name = f"{file_name}.xml"
+            folder = folder_path.strip().strip("/") if folder_path else ""
+            virtual_path = (
+                f"/documents/{folder}/{file_name}"
+                if folder
+                else f"/documents/{file_name}"
+            )
+
+            persist_result = self._run_async_blocking(
+                self._persist_new_document(file_path=virtual_path, content=content)
+            )
+            if isinstance(persist_result, str):
+                return persist_result
+            if isinstance(persist_result, dict) and persist_result.get("id"):
+                dispatch_custom_event("document_created", persist_result)
+            return f"Document '{title}' saved to knowledge base (path: {virtual_path})."
+
+        async def async_save_document(
+            title: Annotated[str, "Title for the new document."],
+            content: Annotated[
+                str,
+                "Plain-text or markdown content to save. Do NOT include XML wrappers.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+            folder_path: Annotated[
+                str,
+                "Optional folder path under /documents/ (e.g. 'Work/Notes'). Created automatically.",
+            ] = "",
+        ) -> Command | str:
+            if not content.strip():
+                return "Error: content cannot be empty."
+            file_name = re.sub(r'[\\/:*?"<>|]+', "_", title).strip() or "untitled"
+            if not file_name.lower().endswith(".xml"):
+                file_name = f"{file_name}.xml"
+            folder = folder_path.strip().strip("/") if folder_path else ""
+            virtual_path = (
+                f"/documents/{folder}/{file_name}"
+                if folder
+                else f"/documents/{file_name}"
+            )
+
+            persist_result = await self._persist_new_document(
+                file_path=virtual_path, content=content
+            )
+            if isinstance(persist_result, str):
+                return persist_result
+            if isinstance(persist_result, dict) and persist_result.get("id"):
+                dispatch_custom_event("document_created", persist_result)
+            return f"Document '{title}' saved to knowledge base (path: {virtual_path})."
+
+        return StructuredTool.from_function(
+            name="save_document",
+            description=SURFSENSE_SAVE_DOCUMENT_TOOL_DESCRIPTION,
+            func=sync_save_document,
+            coroutine=async_save_document,
+        )
+
+    def _create_write_file_tool(self) -> BaseTool:
+        """Create write_file — ephemeral for /documents/*, persisted otherwise."""
+        tool_description = (
+            self._custom_tool_descriptions.get("write_file")
+            or SURFSENSE_WRITE_FILE_TOOL_DESCRIPTION
+        )
+
+        def sync_write_file(
+            file_path: Annotated[
+                str,
+                "Absolute path where the file should be created. Must be absolute, not relative.",
+            ],
+            content: Annotated[
+                str,
+                "The text content to write to the file. This parameter is required.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+        ) -> Command | str:
+            resolved_backend = self._get_backend(runtime)
+            try:
+                validated_path = validate_path(file_path)
+            except ValueError as exc:
+                return f"Error: {exc}"
+            res: WriteResult = resolved_backend.write(validated_path, content)
+            if res.error:
+                return res.error
+
+            if not self._is_kb_document(validated_path):
+                persist_result = self._run_async_blocking(
+                    self._persist_new_document(
+                        file_path=validated_path, content=content
+                    )
+                )
+                if isinstance(persist_result, str):
+                    return persist_result
+                if isinstance(persist_result, dict) and persist_result.get("id"):
+                    dispatch_custom_event("document_created", persist_result)
+
+            if res.files_update is not None:
+                return Command(
+                    update={
+                        "files": res.files_update,
+                        "messages": [
+                            ToolMessage(
+                                content=f"Updated file {res.path}",
+                                tool_call_id=runtime.tool_call_id,
+                            )
+                        ],
+                    }
+                )
+            return f"Updated file {res.path}"
+
+        async def async_write_file(
+            file_path: Annotated[
+                str,
+                "Absolute path where the file should be created. Must be absolute, not relative.",
+            ],
+            content: Annotated[
+                str,
+                "The text content to write to the file. This parameter is required.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+        ) -> Command | str:
+            resolved_backend = self._get_backend(runtime)
+            try:
+                validated_path = validate_path(file_path)
+            except ValueError as exc:
+                return f"Error: {exc}"
+            res: WriteResult = await resolved_backend.awrite(validated_path, content)
+            if res.error:
+                return res.error
+
+            if not self._is_kb_document(validated_path):
+                persist_result = await self._persist_new_document(
+                    file_path=validated_path,
+                    content=content,
+                )
+                if isinstance(persist_result, str):
+                    return persist_result
+                if isinstance(persist_result, dict) and persist_result.get("id"):
+                    dispatch_custom_event("document_created", persist_result)
+
+            if res.files_update is not None:
+                return Command(
+                    update={
+                        "files": res.files_update,
+                        "messages": [
+                            ToolMessage(
+                                content=f"Updated file {res.path}",
+                                tool_call_id=runtime.tool_call_id,
+                            )
+                        ],
+                    }
+                )
+            return f"Updated file {res.path}"
+
+        return StructuredTool.from_function(
+            name="write_file",
+            description=tool_description,
+            func=sync_write_file,
+            coroutine=async_write_file,
+        )
+
+    @staticmethod
+    def _is_kb_document(path: str) -> bool:
+        """Return True for paths under /documents/ (KB-sourced, XML-wrapped)."""
+        return path.startswith("/documents/")
+
+    def _create_edit_file_tool(self) -> BaseTool:
+        """Create edit_file with DB persistence (skipped for KB documents)."""
+        tool_description = (
+            self._custom_tool_descriptions.get("edit_file")
+            or SURFSENSE_EDIT_FILE_TOOL_DESCRIPTION
+        )
+
+        def sync_edit_file(
+            file_path: Annotated[
+                str,
+                "Absolute path to the file to edit. Must be absolute, not relative.",
+            ],
+            old_string: Annotated[
+                str,
+                "The exact text to find and replace. Must be unique in the file unless replace_all is True.",
+            ],
+            new_string: Annotated[
+                str,
+                "The text to replace old_string with. Must be different from old_string.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+            *,
+            replace_all: Annotated[
+                bool,
+                "If True, replace all occurrences of old_string. If False (default), old_string must be unique.",
+            ] = False,
+        ) -> Command | str:
+            resolved_backend = self._get_backend(runtime)
+            try:
+                validated_path = validate_path(file_path)
+            except ValueError as exc:
+                return f"Error: {exc}"
+            res: EditResult = resolved_backend.edit(
+                validated_path,
+                old_string,
+                new_string,
+                replace_all=replace_all,
+            )
+            if res.error:
+                return res.error
+
+            if not self._is_kb_document(validated_path):
+                read_result = resolved_backend.read(
+                    validated_path, offset=0, limit=200000
+                )
+                if read_result.error or read_result.file_data is None:
+                    return f"Error: could not reload edited file '{validated_path}' for persistence."
+                updated_content = read_result.file_data["content"]
+                persist_result = self._run_async_blocking(
+                    self._persist_edited_document(
+                        file_path=validated_path,
+                        updated_content=updated_content,
+                    )
+                )
+                if isinstance(persist_result, str):
+                    return persist_result
+
+            if res.files_update is not None:
+                return Command(
+                    update={
+                        "files": res.files_update,
+                        "messages": [
+                            ToolMessage(
+                                content=f"Successfully replaced {res.occurrences} instance(s) of the string in '{res.path}'",
+                                tool_call_id=runtime.tool_call_id,
+                            )
+                        ],
+                    }
+                )
+            return f"Successfully replaced {res.occurrences} instance(s) of the string in '{res.path}'"
+
+        async def async_edit_file(
+            file_path: Annotated[
+                str,
+                "Absolute path to the file to edit. Must be absolute, not relative.",
+            ],
+            old_string: Annotated[
+                str,
+                "The exact text to find and replace. Must be unique in the file unless replace_all is True.",
+            ],
+            new_string: Annotated[
+                str,
+                "The text to replace old_string with. Must be different from old_string.",
+            ],
+            runtime: ToolRuntime[None, FilesystemState],
+            *,
+            replace_all: Annotated[
+                bool,
+                "If True, replace all occurrences of old_string. If False (default), old_string must be unique.",
+            ] = False,
+        ) -> Command | str:
+            resolved_backend = self._get_backend(runtime)
+            try:
+                validated_path = validate_path(file_path)
+            except ValueError as exc:
+                return f"Error: {exc}"
+            res: EditResult = await resolved_backend.aedit(
+                validated_path,
+                old_string,
+                new_string,
+                replace_all=replace_all,
+            )
+            if res.error:
+                return res.error
+
+            if not self._is_kb_document(validated_path):
+                read_result = await resolved_backend.aread(
+                    validated_path, offset=0, limit=200000
+                )
+                if read_result.error or read_result.file_data is None:
+                    return f"Error: could not reload edited file '{validated_path}' for persistence."
+                updated_content = read_result.file_data["content"]
+                persist_error = await self._persist_edited_document(
+                    file_path=validated_path,
+                    updated_content=updated_content,
+                )
+                if persist_error:
+                    return persist_error
+
+            if res.files_update is not None:
+                return Command(
+                    update={
+                        "files": res.files_update,
+                        "messages": [
+                            ToolMessage(
+                                content=f"Successfully replaced {res.occurrences} instance(s) of the string in '{res.path}'",
+                                tool_call_id=runtime.tool_call_id,
+                            )
+                        ],
+                    }
+                )
+            return f"Successfully replaced {res.occurrences} instance(s) of the string in '{res.path}'"
+
+        return StructuredTool.from_function(
+            name="edit_file",
+            description=tool_description,
+            func=sync_edit_file,
+            coroutine=async_edit_file,
+        )
diff --git a/surfsense_backend/app/agents/new_chat/middleware/knowledge_search.py b/surfsense_backend/app/agents/new_chat/middleware/knowledge_search.py
new file mode 100644
index 000000000..474d3f858
--- /dev/null
+++ b/surfsense_backend/app/agents/new_chat/middleware/knowledge_search.py
@@ -0,0 +1,414 @@
+"""Knowledge-base pre-search middleware for the SurfSense new chat agent.
+
+This middleware runs before the main agent loop and seeds a virtual filesystem
+(`files` state) with relevant documents retrieved via hybrid search.  On each
+turn the filesystem is *expanded* — new results merge with documents loaded
+during prior turns — and a synthetic ``ls`` result is injected into the message
+history so the LLM is immediately aware of the current filesystem structure.
+"""
+
+from __future__ import annotations
+
+import asyncio
+import json
+import logging
+import re
+import uuid
+from collections.abc import Sequence
+from typing import Any
+
+from langchain.agents.middleware import AgentMiddleware, AgentState
+from langchain_core.messages import AIMessage, BaseMessage, HumanMessage, ToolMessage
+from langgraph.runtime import Runtime
+from sqlalchemy import select
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.db import NATIVE_TO_LEGACY_DOCTYPE, Document, Folder, shielded_async_session
+from app.retriever.chunks_hybrid_search import ChucksHybridSearchRetriever
+from app.utils.document_converters import embed_texts
+from app.utils.perf import get_perf_logger
+
+logger = logging.getLogger(__name__)
+_perf_log = get_perf_logger()
+
+
+def _extract_text_from_message(message: BaseMessage) -> str:
+    """Extract plain text from a message content."""
+    content = getattr(message, "content", "")
+    if isinstance(content, str):
+        return content
+    if isinstance(content, list):
+        parts: list[str] = []
+        for item in content:
+            if isinstance(item, str):
+                parts.append(item)
+            elif isinstance(item, dict) and item.get("type") == "text":
+                parts.append(str(item.get("text", "")))
+        return "\n".join(p for p in parts if p)
+    return str(content)
+
+
+def _safe_filename(value: str, *, fallback: str = "untitled.xml") -> str:
+    """Convert arbitrary text into a filesystem-safe filename."""
+    name = re.sub(r"[\\/:*?\"<>|]+", "_", value).strip()
+    name = re.sub(r"\s+", " ", name)
+    if not name:
+        name = fallback
+    if len(name) > 180:
+        name = name[:180].rstrip()
+    if not name.lower().endswith(".xml"):
+        name = f"{name}.xml"
+    return name
+
+
+def _build_document_xml(
+    document: dict[str, Any],
+    matched_chunk_ids: set[int] | None = None,
+) -> str:
+    """Build citation-friendly XML with a ``<chunk_index>`` for smart seeking.
+
+    The ``<chunk_index>`` at the top of each document lists every chunk with its
+    line range inside ``<document_content>`` and flags chunks that directly
+    matched the search query (``matched="true"``).  This lets the LLM jump
+    straight to the most relevant section via ``read_file(offset=…, limit=…)``
+    instead of reading sequentially from the start.
+    """
+    matched = matched_chunk_ids or set()
+
+    doc_meta = document.get("document") or {}
+    metadata = (doc_meta.get("metadata") or {}) if isinstance(doc_meta, dict) else {}
+    document_id = doc_meta.get("id", document.get("document_id", "unknown"))
+    document_type = doc_meta.get("document_type", document.get("source", "UNKNOWN"))
+    title = doc_meta.get("title") or metadata.get("title") or "Untitled Document"
+    url = (
+        metadata.get("url") or metadata.get("source") or metadata.get("page_url") or ""
+    )
+    metadata_json = json.dumps(metadata, ensure_ascii=False)
+
+    # --- 1. Metadata header (fixed structure) ---
+    metadata_lines: list[str] = [
+        "<document>",
+        "<document_metadata>",
+        f"  <document_id>{document_id}</document_id>",
+        f"  <document_type>{document_type}</document_type>",
+        f"  <title><![CDATA[{title}]]></title>",
+        f"  <url><![CDATA[{url}]]></url>",
+        f"  <metadata_json><![CDATA[{metadata_json}]]></metadata_json>",
+        "</document_metadata>",
+        "",
+    ]
+
+    # --- 2. Pre-build chunk XML strings to compute line counts ---
+    chunks = document.get("chunks") or []
+    chunk_entries: list[tuple[int | None, str]] = []  # (chunk_id, xml_string)
+    if isinstance(chunks, list):
+        for chunk in chunks:
+            if not isinstance(chunk, dict):
+                continue
+            chunk_id = chunk.get("chunk_id") or chunk.get("id")
+            chunk_content = str(chunk.get("content", "")).strip()
+            if not chunk_content:
+                continue
+            if chunk_id is None:
+                xml = f"  <chunk><![CDATA[{chunk_content}]]></chunk>"
+            else:
+                xml = f"  <chunk id='{chunk_id}'><![CDATA[{chunk_content}]]></chunk>"
+            chunk_entries.append((chunk_id, xml))
+
+    # --- 3. Compute line numbers for every chunk ---
+    # Layout (1-indexed lines for read_file):
+    #   metadata_lines          -> len(metadata_lines) lines
+    #   <chunk_index>           -> 1 line
+    #   index entries           -> len(chunk_entries) lines
+    #   </chunk_index>          -> 1 line
+    #   (empty line)            -> 1 line
+    #   <document_content>      -> 1 line
+    #   chunk xml lines…
+    #   </document_content>     -> 1 line
+    #   </document>             -> 1 line
+    index_overhead = (
+        1 + len(chunk_entries) + 1 + 1 + 1
+    )  # tags + empty + <document_content>
+    first_chunk_line = len(metadata_lines) + index_overhead + 1  # 1-indexed
+
+    current_line = first_chunk_line
+    index_entry_lines: list[str] = []
+    for cid, xml_str in chunk_entries:
+        num_lines = xml_str.count("\n") + 1
+        end_line = current_line + num_lines - 1
+        matched_attr = ' matched="true"' if cid is not None and cid in matched else ""
+        if cid is not None:
+            index_entry_lines.append(
+                f'  <entry chunk_id="{cid}" lines="{current_line}-{end_line}"{matched_attr}/>'
+            )
+        else:
+            index_entry_lines.append(
+                f'  <entry lines="{current_line}-{end_line}"{matched_attr}/>'
+            )
+        current_line = end_line + 1
+
+    # --- 4. Assemble final XML ---
+    lines = metadata_lines.copy()
+    lines.append("<chunk_index>")
+    lines.extend(index_entry_lines)
+    lines.append("</chunk_index>")
+    lines.append("")
+    lines.append("<document_content>")
+    for _, xml_str in chunk_entries:
+        lines.append(xml_str)
+    lines.extend(["</document_content>", "</document>"])
+    return "\n".join(lines)
+
+
+async def _get_folder_paths(
+    session: AsyncSession, search_space_id: int
+) -> dict[int, str]:
+    """Return a map of folder_id -> virtual folder path under /documents."""
+    result = await session.execute(
+        select(Folder.id, Folder.name, Folder.parent_id).where(
+            Folder.search_space_id == search_space_id
+        )
+    )
+    rows = result.all()
+    by_id = {row.id: {"name": row.name, "parent_id": row.parent_id} for row in rows}
+
+    cache: dict[int, str] = {}
+
+    def resolve_path(folder_id: int) -> str:
+        if folder_id in cache:
+            return cache[folder_id]
+        parts: list[str] = []
+        cursor: int | None = folder_id
+        visited: set[int] = set()
+        while cursor is not None and cursor in by_id and cursor not in visited:
+            visited.add(cursor)
+            entry = by_id[cursor]
+            parts.append(
+                _safe_filename(str(entry["name"]), fallback="folder").removesuffix(
+                    ".xml"
+                )
+            )
+            cursor = entry["parent_id"]
+        parts.reverse()
+        path = "/documents/" + "/".join(parts) if parts else "/documents"
+        cache[folder_id] = path
+        return path
+
+    for folder_id in by_id:
+        resolve_path(folder_id)
+    return cache
+
+
+def _build_synthetic_ls(
+    existing_files: dict[str, Any] | None,
+    new_files: dict[str, Any],
+) -> tuple[AIMessage, ToolMessage]:
+    """Build a synthetic ls("/documents") tool-call + result for the LLM context.
+
+    Paths are listed with *new* (rank-ordered) files first, then existing files
+    that were already in state from prior turns.
+    """
+    merged: dict[str, Any] = {**(existing_files or {}), **new_files}
+    doc_paths = [
+        p for p, v in merged.items() if p.startswith("/documents/") and v is not None
+    ]
+
+    new_set = set(new_files)
+    new_paths = [p for p in doc_paths if p in new_set]
+    old_paths = [p for p in doc_paths if p not in new_set]
+    ordered = new_paths + old_paths
+
+    tool_call_id = f"auto_ls_{uuid.uuid4().hex[:12]}"
+    ai_msg = AIMessage(
+        content="",
+        tool_calls=[{"name": "ls", "args": {"path": "/documents"}, "id": tool_call_id}],
+    )
+    tool_msg = ToolMessage(
+        content=str(ordered) if ordered else "No documents found.",
+        tool_call_id=tool_call_id,
+    )
+    return ai_msg, tool_msg
+
+
+def _resolve_search_types(
+    available_connectors: list[str] | None,
+    available_document_types: list[str] | None,
+) -> list[str] | None:
+    """Build a flat list of document-type strings for the chunk retriever.
+
+    Includes legacy equivalents from ``NATIVE_TO_LEGACY_DOCTYPE`` so that
+    old documents indexed under Composio names are still found.
+
+    Returns ``None`` when no filtering is desired (search all types).
+    """
+    types: set[str] = set()
+    if available_document_types:
+        types.update(available_document_types)
+    if available_connectors:
+        types.update(available_connectors)
+    if not types:
+        return None
+
+    expanded: set[str] = set(types)
+    for t in types:
+        legacy = NATIVE_TO_LEGACY_DOCTYPE.get(t)
+        if legacy:
+            expanded.add(legacy)
+    return list(expanded) if expanded else None
+
+
+async def search_knowledge_base(
+    *,
+    query: str,
+    search_space_id: int,
+    available_connectors: list[str] | None = None,
+    available_document_types: list[str] | None = None,
+    top_k: int = 10,
+) -> list[dict[str, Any]]:
+    """Run a single unified hybrid search against the knowledge base.
+
+    Uses one ``ChucksHybridSearchRetriever`` call across all document types
+    instead of fanning out per-connector.  This reduces the number of DB
+    queries from ~10 to 2 (one RRF query + one chunk fetch).
+    """
+    if not query:
+        return []
+
+    [embedding] = embed_texts([query])
+
+    doc_types = _resolve_search_types(available_connectors, available_document_types)
+    retriever_top_k = min(top_k * 3, 30)
+
+    async with shielded_async_session() as session:
+        retriever = ChucksHybridSearchRetriever(session)
+        results = await retriever.hybrid_search(
+            query_text=query,
+            top_k=retriever_top_k,
+            search_space_id=search_space_id,
+            document_type=doc_types,
+            query_embedding=embedding.tolist(),
+        )
+
+    return results[:top_k]
+
+
+async def build_scoped_filesystem(
+    *,
+    documents: Sequence[dict[str, Any]],
+    search_space_id: int,
+) -> dict[str, dict[str, str]]:
+    """Build a StateBackend-compatible files dict from search results."""
+    async with shielded_async_session() as session:
+        folder_paths = await _get_folder_paths(session, search_space_id)
+        doc_ids = [
+            (doc.get("document") or {}).get("id")
+            for doc in documents
+            if isinstance(doc, dict)
+        ]
+        doc_ids = [doc_id for doc_id in doc_ids if isinstance(doc_id, int)]
+        folder_by_doc_id: dict[int, int | None] = {}
+        if doc_ids:
+            doc_rows = await session.execute(
+                select(Document.id, Document.folder_id).where(
+                    Document.search_space_id == search_space_id,
+                    Document.id.in_(doc_ids),
+                )
+            )
+            folder_by_doc_id = {
+                row.id: row.folder_id for row in doc_rows.all() if row.id is not None
+            }
+
+    files: dict[str, dict[str, str]] = {}
+    for document in documents:
+        doc_meta = document.get("document") or {}
+        title = str(doc_meta.get("title") or "untitled")
+        doc_id = doc_meta.get("id")
+        folder_id = folder_by_doc_id.get(doc_id) if isinstance(doc_id, int) else None
+        base_folder = folder_paths.get(folder_id, "/documents")
+        file_name = _safe_filename(title)
+        path = f"{base_folder}/{file_name}"
+        matched_ids = set(document.get("matched_chunk_ids") or [])
+        xml_content = _build_document_xml(document, matched_chunk_ids=matched_ids)
+        files[path] = {
+            "content": xml_content.split("\n"),
+            "encoding": "utf-8",
+            "created_at": "",
+            "modified_at": "",
+        }
+    return files
+
+
+class KnowledgeBaseSearchMiddleware(AgentMiddleware):  # type: ignore[type-arg]
+    """Pre-agent middleware that always searches the KB and seeds a scoped filesystem."""
+
+    tools = ()
+
+    def __init__(
+        self,
+        *,
+        search_space_id: int,
+        available_connectors: list[str] | None = None,
+        available_document_types: list[str] | None = None,
+        top_k: int = 10,
+    ) -> None:
+        self.search_space_id = search_space_id
+        self.available_connectors = available_connectors
+        self.available_document_types = available_document_types
+        self.top_k = top_k
+
+    def before_agent(  # type: ignore[override]
+        self,
+        state: AgentState,
+        runtime: Runtime[Any],
+    ) -> dict[str, Any] | None:
+        try:
+            loop = asyncio.get_running_loop()
+            if loop.is_running():
+                return None
+        except RuntimeError:
+            pass
+        return asyncio.run(self.abefore_agent(state, runtime))
+
+    async def abefore_agent(  # type: ignore[override]
+        self,
+        state: AgentState,
+        runtime: Runtime[Any],
+    ) -> dict[str, Any] | None:
+        del runtime
+        messages = state.get("messages") or []
+        if not messages:
+            return None
+        last_message = messages[-1]
+        if not isinstance(last_message, HumanMessage):
+            return None
+
+        user_text = _extract_text_from_message(last_message).strip()
+        if not user_text:
+            return None
+
+        t0 = _perf_log and asyncio.get_event_loop().time()
+        existing_files = state.get("files")
+
+        search_results = await search_knowledge_base(
+            query=user_text,
+            search_space_id=self.search_space_id,
+            available_connectors=self.available_connectors,
+            available_document_types=self.available_document_types,
+            top_k=self.top_k,
+        )
+        new_files = await build_scoped_filesystem(
+            documents=search_results,
+            search_space_id=self.search_space_id,
+        )
+
+        ai_msg, tool_msg = _build_synthetic_ls(existing_files, new_files)
+
+        if t0 is not None:
+            _perf_log.info(
+                "[kb_fs_middleware] completed in %.3fs query=%r new_files=%d total=%d",
+                asyncio.get_event_loop().time() - t0,
+                user_text[:80],
+                len(new_files),
+                len(new_files) + len(existing_files or {}),
+            )
+        return {"files": new_files, "messages": [ai_msg, tool_msg]}
diff --git a/surfsense_backend/app/agents/new_chat/system_prompt.py b/surfsense_backend/app/agents/new_chat/system_prompt.py
index b53251a1d..3d2442be8 100644
--- a/surfsense_backend/app/agents/new_chat/system_prompt.py
+++ b/surfsense_backend/app/agents/new_chat/system_prompt.py
@@ -25,6 +25,21 @@ When writing mathematical formulas or equations, ALWAYS use LaTeX notation. NEVE
 
 NEVER expose internal tool parameter names, backend IDs, or implementation details to the user. Always use natural, user-friendly language instead.
 
+<knowledge_base_only_policy>
+CRITICAL RULE — KNOWLEDGE BASE FIRST, NEVER DEFAULT TO GENERAL KNOWLEDGE:
+- You MUST answer questions ONLY using information retrieved from the user's knowledge base, web search results, scraped webpages, or other tool outputs.
+- You MUST NOT answer factual or informational questions from your own training data or general knowledge unless the user explicitly grants permission.
+- If the knowledge base search returns no relevant results AND no other tool provides the answer, you MUST:
+  1. Inform the user that you could not find relevant information in their knowledge base.
+  2. Ask the user: "Would you like me to answer from my general knowledge instead?"
+  3. ONLY provide a general-knowledge answer AFTER the user explicitly says yes.
+- This policy does NOT apply to:
+  * Casual conversation, greetings, or meta-questions about SurfSense itself (e.g., "what can you do?")
+  * Formatting, summarization, or analysis of content already present in the conversation
+  * Following user instructions that are clearly task-oriented (e.g., "rewrite this in bullet points")
+  * Tool-usage actions like generating reports, podcasts, images, or scraping webpages
+</knowledge_base_only_policy>
+
 </system_instruction>
 """
 
@@ -41,6 +56,21 @@ When writing mathematical formulas or equations, ALWAYS use LaTeX notation. NEVE
 
 NEVER expose internal tool parameter names, backend IDs, or implementation details to the user. Always use natural, user-friendly language instead.
 
+<knowledge_base_only_policy>
+CRITICAL RULE — KNOWLEDGE BASE FIRST, NEVER DEFAULT TO GENERAL KNOWLEDGE:
+- You MUST answer questions ONLY using information retrieved from the team's shared knowledge base, web search results, scraped webpages, or other tool outputs.
+- You MUST NOT answer factual or informational questions from your own training data or general knowledge unless a team member explicitly grants permission.
+- If the knowledge base search returns no relevant results AND no other tool provides the answer, you MUST:
+  1. Inform the team that you could not find relevant information in the shared knowledge base.
+  2. Ask: "Would you like me to answer from my general knowledge instead?"
+  3. ONLY provide a general-knowledge answer AFTER a team member explicitly says yes.
+- This policy does NOT apply to:
+  * Casual conversation, greetings, or meta-questions about SurfSense itself (e.g., "what can you do?")
+  * Formatting, summarization, or analysis of content already present in the conversation
+  * Following user instructions that are clearly task-oriented (e.g., "rewrite this in bullet points")
+  * Tool-usage actions like generating reports, podcasts, images, or scraping webpages
+</knowledge_base_only_policy>
+
 </system_instruction>
 """
 
@@ -67,15 +97,6 @@ _TOOLS_PREAMBLE = """
 <tools>
 You have access to the following tools:
 
-CRITICAL BEHAVIORAL RULE — SEARCH FIRST, ANSWER LATER:
-For ANY user query that is ambiguous, open-ended, or could potentially have relevant context in the
-knowledge base, you MUST call `search_knowledge_base` BEFORE attempting to answer from your own
-general knowledge. This includes (but is not limited to) questions about concepts, topics, projects,
-people, events, recommendations, or anything the user might have stored notes/documents about.
-Only fall back to your own general knowledge if the search returns NO relevant results.
-Do NOT skip the search and answer directly — the user's knowledge base may contain personalized,
-up-to-date, or domain-specific information that is more relevant than your general training data.
-
 IMPORTANT: You can ONLY use the tools listed below. If a capability is not listed here, you do NOT have it.
 Do NOT claim you can do something if the corresponding tool is not listed.
 
@@ -92,29 +113,6 @@ _TOOL_INSTRUCTIONS["search_surfsense_docs"] = """
   - Returns: Documentation content with chunk IDs for citations (prefixed with 'doc-', e.g., [citation:doc-123])
 """
 
-_TOOL_INSTRUCTIONS["search_knowledge_base"] = """
-- search_knowledge_base: Search the user's personal knowledge base for relevant information.
-  - DEFAULT ACTION: For any user question or ambiguous query, ALWAYS call this tool first to check
-    for relevant context before answering from general knowledge. When in doubt, search.
-  - IMPORTANT: When searching for information (meetings, schedules, notes, tasks, etc.), ALWAYS search broadly 
-    across ALL sources first by omitting connectors_to_search. The user may store information in various places
-    including calendar apps, note-taking apps (Obsidian, Notion), chat apps (Slack, Discord), and more.
-  - This tool searches ONLY local/indexed data (uploaded files, Notion, Slack, browser extension captures, etc.).
-    For real-time web search (current events, news, live data), use the `web_search` tool instead.
-  - FALLBACK BEHAVIOR: If the search returns no relevant results, you MAY then answer using your own
-    general knowledge, but clearly indicate that no matching information was found in the knowledge base.
-  - Only narrow to specific connectors if the user explicitly asks (e.g., "check my Slack" or "in my calendar").
-  - Personal notes in Obsidian, Notion, or NOTE often contain schedules, meeting times, reminders, and other 
-    important information that may not be in calendars.
-  - Args:
-    - query: The search query - be specific and include key terms
-    - top_k: Number of results to retrieve (default: 10)
-    - start_date: Optional ISO date/datetime (e.g. "2025-12-12" or "2025-12-12T00:00:00+00:00")
-    - end_date: Optional ISO date/datetime (e.g. "2025-12-19" or "2025-12-19T23:59:59+00:00")
-    - connectors_to_search: Optional list of connector enums to search. If omitted, searches all.
-  - Returns: Formatted string with relevant documents and their content
-"""
-
 _TOOL_INSTRUCTIONS["generate_podcast"] = """
 - generate_podcast: Generate an audio podcast from provided content.
   - Use this when the user asks to create, generate, or make a podcast.
@@ -163,8 +161,8 @@ _TOOL_INSTRUCTIONS["generate_report"] = """
       * For source_strategy="kb_search": Can be empty or minimal — the tool handles searching internally.
       * For source_strategy="auto": Include what you have; the tool searches KB if it's not enough.
     - source_strategy: Controls how the tool collects source material. One of:
-      * "conversation" — The conversation already contains enough context (prior Q&A, discussion, pasted text, scraped pages). Pass a thorough summary as source_content. Do NOT call search_knowledge_base separately.
-      * "kb_search" — The tool will search the knowledge base internally. Provide search_queries with 1-5 targeted queries. Do NOT call search_knowledge_base separately.
+      * "conversation" — The conversation already contains enough context (prior Q&A, discussion, pasted text, scraped pages). Pass a thorough summary as source_content.
+      * "kb_search" — The tool will search the knowledge base internally. Provide search_queries with 1-5 targeted queries.
       * "auto" — Use source_content if sufficient, otherwise fall back to internal KB search using search_queries.
       * "provided" — Use only what is in source_content (default, backward-compatible).
     - search_queries: When source_strategy is "kb_search" or "auto", provide 1-5 specific search queries for the knowledge base. These should be precise, not just the topic name repeated.
@@ -176,11 +174,11 @@ _TOOL_INSTRUCTIONS["generate_report"] = """
   - The report is generated immediately in Markdown and displayed inline in the chat.
   - Export/download formats (PDF, DOCX, HTML, LaTeX, EPUB, ODT, plain text) are produced from the generated Markdown report.
   - SOURCE STRATEGY DECISION (HIGH PRIORITY — follow this exactly):
-    * If the conversation already has substantive Q&A / discussion on the topic → use source_strategy="conversation" with a comprehensive summary as source_content. Do NOT call search_knowledge_base first.
-    * If the user wants a report on a topic not yet discussed → use source_strategy="kb_search" with targeted search_queries. Do NOT call search_knowledge_base first.
+    * If the conversation already has substantive Q&A / discussion on the topic → use source_strategy="conversation" with a comprehensive summary as source_content.
+    * If the user wants a report on a topic not yet discussed → use source_strategy="kb_search" with targeted search_queries.
     * If you have some content but might need more → use source_strategy="auto" with both source_content and search_queries.
     * When revising an existing report (parent_report_id set) and the conversation has relevant context → use source_strategy="conversation". The revision will use the previous report content plus your source_content.
-    * NEVER call search_knowledge_base and then pass its results to generate_report. The tool handles KB search internally.
+    * NEVER run a separate KB lookup step and then pass those results to generate_report. The tool handles KB search internally.
   - AFTER CALLING THIS TOOL: Do NOT repeat, summarize, or reproduce the report content in the chat. The report is already displayed as an interactive card that the user can open, read, copy, and export. Simply confirm that the report was generated (e.g., "I've generated your report on [topic]. You can view the Markdown report now, and export it in various formats from the card."). NEVER write out the report text in the chat.
 """
 
@@ -204,7 +202,7 @@ _TOOL_INSTRUCTIONS["scrape_webpage"] = """
     * When a user asks to "get", "fetch", "pull", "grab", "scrape", or "read" content from a URL
     * When the user wants live/dynamic data from a specific webpage (e.g., tables, scores, stats, prices)
     * When a URL was mentioned earlier in the conversation and the user asks for its actual content
-    * When search_knowledge_base returned insufficient data and the user wants more
+    * When preloaded `/documents/` data is insufficient and the user wants more
   - Trigger scenarios:
     * "Read this article and summarize it"
     * "What does this page say about X?"
@@ -366,23 +364,6 @@ _MEMORY_TOOL_EXAMPLES: dict[str, dict[str, str]] = {
 # Per-tool examples keyed by tool name. Only examples for enabled tools are included.
 _TOOL_EXAMPLES: dict[str, str] = {}
 
-_TOOL_EXAMPLES["search_knowledge_base"] = """
-- User: "What time is the team meeting today?"
-  - Call: `search_knowledge_base(query="team meeting time today")` (searches ALL sources - calendar, notes, Obsidian, etc.)
-  - DO NOT limit to just calendar - the info might be in notes!
-- User: "When is my gym session?"
-  - Call: `search_knowledge_base(query="gym session time schedule")` (searches ALL sources)
-- User: "Fetch all my notes and what's in them?"
-  - Call: `search_knowledge_base(query="*", top_k=50, connectors_to_search=["NOTE"])`
-- User: "What did I discuss on Slack last week about the React migration?"
-  - Call: `search_knowledge_base(query="React migration", connectors_to_search=["SLACK_CONNECTOR"], start_date="YYYY-MM-DD", end_date="YYYY-MM-DD")`
-- User: "Check my Obsidian notes for meeting notes"
-  - Call: `search_knowledge_base(query="meeting notes", connectors_to_search=["OBSIDIAN_CONNECTOR"])`
-- User: "search me current usd to inr rate"
-  - Call: `web_search(query="current USD to INR exchange rate")`
-  - Then answer using the returned live web results with citations.
-"""
-
 _TOOL_EXAMPLES["search_surfsense_docs"] = """
 - User: "How do I install SurfSense?"
   - Call: `search_surfsense_docs(query="installation setup")`
@@ -400,8 +381,7 @@ _TOOL_EXAMPLES["generate_podcast"] = """
 - User: "Create a podcast summary of this conversation"
   - Call: `generate_podcast(source_content="Complete conversation summary:\\n\\nUser asked about [topic 1]:\\n[Your detailed response]\\n\\nUser then asked about [topic 2]:\\n[Your detailed response]\\n\\n[Continue for all exchanges in the conversation]", podcast_title="Conversation Summary")`
 - User: "Make a podcast about quantum computing"
-  - First search: `search_knowledge_base(query="quantum computing")`
-  - Then: `generate_podcast(source_content="Key insights about quantum computing from the knowledge base:\\n\\n[Comprehensive summary of all relevant search results with key facts, concepts, and findings]", podcast_title="Quantum Computing Explained")`
+  - First explore `/documents/` (ls/glob/grep/read_file), then: `generate_podcast(source_content="Key insights about quantum computing from retrieved files:\\n\\n[Comprehensive summary of findings]", podcast_title="Quantum Computing Explained")`
 """
 
 _TOOL_EXAMPLES["generate_video_presentation"] = """
@@ -410,8 +390,7 @@ _TOOL_EXAMPLES["generate_video_presentation"] = """
 - User: "Create slides summarizing this conversation"
   - Call: `generate_video_presentation(source_content="Complete conversation summary:\\n\\nUser asked about [topic 1]:\\n[Your detailed response]\\n\\nUser then asked about [topic 2]:\\n[Your detailed response]\\n\\n[Continue for all exchanges in the conversation]", video_title="Conversation Summary")`
 - User: "Make a video presentation about quantum computing"
-  - First search: `search_knowledge_base(query="quantum computing")`
-  - Then: `generate_video_presentation(source_content="Key insights about quantum computing from the knowledge base:\\n\\n[Comprehensive summary of all relevant search results with key facts, concepts, and findings]", video_title="Quantum Computing Explained")`
+  - First explore `/documents/` (ls/glob/grep/read_file), then: `generate_video_presentation(source_content="Key insights about quantum computing from retrieved files:\\n\\n[Comprehensive summary of findings]", video_title="Quantum Computing Explained")`
 """
 
 _TOOL_EXAMPLES["generate_report"] = """
@@ -471,7 +450,6 @@ _TOOL_EXAMPLES["web_search"] = """
 # All tool names that have prompt instructions (order matters for prompt readability)
 _ALL_TOOL_NAMES_ORDERED = [
     "search_surfsense_docs",
-    "search_knowledge_base",
     "web_search",
     "generate_podcast",
     "generate_video_presentation",
@@ -650,87 +628,6 @@ However, from your video learning, it's important to note that asyncio is not su
 </citation_instructions>
 """
 
-# Sandbox / code execution instructions — appended when sandbox backend is enabled.
-# Inspired by Claude's computer-use prompt, scoped to code execution & data analytics.
-SANDBOX_EXECUTION_INSTRUCTIONS = """
-<code_execution>
-You have access to a secure, isolated Linux sandbox environment for running code and shell commands.
-This gives you the `execute` tool alongside the standard filesystem tools (`ls`, `read_file`, `write_file`, `edit_file`, `glob`, `grep`).
-
-## CRITICAL — CODE-FIRST RULE
-
-ALWAYS prefer executing code over giving a text-only response when the user's request involves ANY of the following:
-- **Creating a chart, plot, graph, or visualization** → Write Python code and generate the actual file. NEVER describe percentages or data in text and offer to "paste into Excel". Just produce the chart.
-- **Data analysis, statistics, or computation** → Write code to compute the answer. Do not do math by hand in text.
-- **Generating or transforming files** (CSV, PDF, images, etc.) → Write code to create the file.
-- **Running, testing, or debugging code** → Execute it in the sandbox.
-
-This applies even when you first retrieve data from the knowledge base. After `search_knowledge_base` returns relevant data, **immediately proceed to write and execute code** if the user's request matches any of the categories above. Do NOT stop at a text summary and wait for the user to ask you to "use Python" — that extra round-trip is a poor experience.
-
-Example (CORRECT):
-  User: "Create a pie chart of my benefits"
-  → 1. search_knowledge_base → retrieve benefits data
-  → 2. Immediately execute Python code (matplotlib) to generate the pie chart
-  → 3. Return the downloadable file + brief description
-
-Example (WRONG):
-  User: "Create a pie chart of my benefits"
-  → 1. search_knowledge_base → retrieve benefits data
-  → 2. Print a text table with percentages and ask the user if they want a chart ← NEVER do this
-
-## When to Use Code Execution
-
-Use the sandbox when the task benefits from actually running code rather than just describing it:
-- **Data analysis**: Load CSVs/JSON, compute statistics, filter/aggregate data, pivot tables
-- **Visualization**: Generate charts and plots (matplotlib, plotly, seaborn)
-- **Calculations**: Math, financial modeling, unit conversions, simulations
-- **Code validation**: Run and test code snippets the user provides or asks about
-- **File processing**: Parse, transform, or convert data files
-- **Quick prototyping**: Demonstrate working code for the user's problem
-- **Package exploration**: Install and test libraries the user is evaluating
-
-## When NOT to Use Code Execution
-
-Do not use the sandbox for:
-- Answering factual questions from your own knowledge
-- Summarizing or explaining concepts
-- Simple formatting or text generation tasks
-- Tasks that don't require running code to answer
-
-## Package Management
-
-- Use `pip install <package>` to install Python packages as needed
-- Common data/analytics packages (pandas, numpy, matplotlib, scipy, scikit-learn) may need to be installed on first use
-- Always verify a package installed successfully before using it
-
-## Working Guidelines
-
-- **Working directory**: The shell starts in the sandbox user's home directory (e.g. `/home/daytona`). Use **relative paths** or `/tmp/` for all files you create. NEVER write directly to `/home/` — that is the parent directory and is not writable. Use `pwd` if you need to discover the current working directory.
-- **Iterative approach**: For complex tasks, break work into steps — write code, run it, check output, refine
-- **Error handling**: If code fails, read the error, fix the issue, and retry. Don't just report the error without attempting a fix.
-- **Show results**: When generating plots or outputs, present the key findings directly in your response. For plots, save to a file and describe the results.
-- **Be efficient**: Install packages once per session. Combine related commands when possible.
-- **Large outputs**: If command output is very large, use `head`, `tail`, or save to a file and read selectively.
-
-## Sharing Generated Files
-
-When your code creates output files (images, CSVs, PDFs, etc.) in the sandbox:
-- **Print the absolute path** at the end of your script so the user can download the file. Example: `print("SANDBOX_FILE: /tmp/chart.png")`
-- **DO NOT use markdown image syntax** for files created inside the sandbox. Sandbox files are not accessible via public URLs and will show "Image not available". The frontend automatically renders a download button from the `SANDBOX_FILE:` marker.
-- You can output multiple files, one per line: `print("SANDBOX_FILE: /tmp/report.csv")`, `print("SANDBOX_FILE: /tmp/chart.png")`
-- Always describe what the file contains in your response text so the user knows what they are downloading.
-- IMPORTANT: Every `execute` call that saves a file MUST print the `SANDBOX_FILE: <path>` marker. Without it the user cannot download the file.
-
-## Data Analytics Best Practices
-
-When the user asks you to analyze data:
-1. First, inspect the data structure (`head`, `shape`, `dtypes`, `describe()`)
-2. Clean and validate before computing (handle nulls, check types)
-3. Perform the analysis and present results clearly
-4. Offer follow-up insights or visualizations when appropriate
-</code_execution>
-"""
-
 # Anti-citation prompt - used when citations are disabled
 # This explicitly tells the model NOT to include citations
 SURFSENSE_NO_CITATION_INSTRUCTIONS = """
@@ -756,7 +653,6 @@ Your goal is to provide helpful, informative answers in a clean, readable format
 def build_surfsense_system_prompt(
     today: datetime | None = None,
     thread_visibility: ChatVisibility | None = None,
-    sandbox_enabled: bool = False,
     enabled_tool_names: set[str] | None = None,
     disabled_tool_names: set[str] | None = None,
 ) -> str:
@@ -767,12 +663,10 @@ def build_surfsense_system_prompt(
     - Default system instructions
     - Tools instructions (only for enabled tools)
     - Citation instructions enabled
-    - Sandbox execution instructions (when sandbox_enabled=True)
 
     Args:
         today: Optional datetime for today's date (defaults to current UTC date)
         thread_visibility: Optional; when provided, used for conditional prompt (e.g. private vs shared memory wording). Defaults to private behavior when None.
-        sandbox_enabled: Whether the sandbox backend is active (adds code execution instructions).
         enabled_tool_names: Set of tool names actually bound to the agent. When None all tools are included.
         disabled_tool_names: Set of tool names the user explicitly disabled. Included as a note so the model can inform the user.
 
@@ -786,13 +680,7 @@ def build_surfsense_system_prompt(
         visibility, enabled_tool_names, disabled_tool_names
     )
     citation_instructions = SURFSENSE_CITATION_INSTRUCTIONS
-    sandbox_instructions = SANDBOX_EXECUTION_INSTRUCTIONS if sandbox_enabled else ""
-    return (
-        system_instructions
-        + tools_instructions
-        + citation_instructions
-        + sandbox_instructions
-    )
+    return system_instructions + tools_instructions + citation_instructions
 
 
 def build_configurable_system_prompt(
@@ -801,18 +689,16 @@ def build_configurable_system_prompt(
     citations_enabled: bool = True,
     today: datetime | None = None,
     thread_visibility: ChatVisibility | None = None,
-    sandbox_enabled: bool = False,
     enabled_tool_names: set[str] | None = None,
     disabled_tool_names: set[str] | None = None,
 ) -> str:
     """
     Build a configurable SurfSense system prompt based on NewLLMConfig settings.
 
-    The prompt is composed of up to four parts:
+    The prompt is composed of three parts:
     1. System Instructions - either custom or default SURFSENSE_SYSTEM_INSTRUCTIONS
     2. Tools Instructions - only for enabled tools, with a note about disabled ones
     3. Citation Instructions - either SURFSENSE_CITATION_INSTRUCTIONS or SURFSENSE_NO_CITATION_INSTRUCTIONS
-    4. Sandbox Execution Instructions - when sandbox_enabled=True
 
     Args:
         custom_system_instructions: Custom system instructions to use. If empty/None and
@@ -824,7 +710,6 @@ def build_configurable_system_prompt(
                           anti-citation instructions (False).
         today: Optional datetime for today's date (defaults to current UTC date)
         thread_visibility: Optional; when provided, used for conditional prompt (e.g. private vs shared memory wording). Defaults to private behavior when None.
-        sandbox_enabled: Whether the sandbox backend is active (adds code execution instructions).
         enabled_tool_names: Set of tool names actually bound to the agent. When None all tools are included.
         disabled_tool_names: Set of tool names the user explicitly disabled. Included as a note so the model can inform the user.
 
@@ -856,14 +741,7 @@ def build_configurable_system_prompt(
         else SURFSENSE_NO_CITATION_INSTRUCTIONS
     )
 
-    sandbox_instructions = SANDBOX_EXECUTION_INSTRUCTIONS if sandbox_enabled else ""
-
-    return (
-        system_instructions
-        + tools_instructions
-        + citation_instructions
-        + sandbox_instructions
-    )
+    return system_instructions + tools_instructions + citation_instructions
 
 
 def get_default_system_instructions() -> str:
diff --git a/surfsense_backend/app/agents/new_chat/tools/__init__.py b/surfsense_backend/app/agents/new_chat/tools/__init__.py
index 404926d19..a46fadf11 100644
--- a/surfsense_backend/app/agents/new_chat/tools/__init__.py
+++ b/surfsense_backend/app/agents/new_chat/tools/__init__.py
@@ -5,7 +5,6 @@ This module contains all the tools available to the SurfSense agent.
 To add a new tool, see the documentation in registry.py.
 
 Available tools:
-- search_knowledge_base: Search the user's personal knowledge base
 - search_surfsense_docs: Search Surfsense documentation for usage help
 - generate_podcast: Generate audio podcasts from content
 - generate_video_presentation: Generate video presentations with slides and narration
@@ -20,7 +19,6 @@ Available tools:
 from .generate_image import create_generate_image_tool
 from .knowledge_base import (
     CONNECTOR_DESCRIPTIONS,
-    create_search_knowledge_base_tool,
     format_documents_for_context,
     search_knowledge_base_async,
 )
@@ -52,7 +50,6 @@ __all__ = [
     "create_recall_memory_tool",
     "create_save_memory_tool",
     "create_scrape_webpage_tool",
-    "create_search_knowledge_base_tool",
     "create_search_surfsense_docs_tool",
     "format_documents_for_context",
     "get_all_tool_names",
diff --git a/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py b/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
index a114c84f4..ed826f1b8 100644
--- a/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
+++ b/surfsense_backend/app/agents/new_chat/tools/google_calendar/update_event.py
@@ -273,9 +273,7 @@ def create_update_calendar_event_tool(
                     final_new_start_datetime, context
                 )
             if final_new_end_datetime is not None:
-                update_body["end"] = _build_time_body(
-                    final_new_end_datetime, context
-                )
+                update_body["end"] = _build_time_body(final_new_end_datetime, context)
             if final_new_description is not None:
                 update_body["description"] = final_new_description
             if final_new_location is not None:
diff --git a/surfsense_backend/app/agents/new_chat/tools/knowledge_base.py b/surfsense_backend/app/agents/new_chat/tools/knowledge_base.py
index 429dafc46..4553f617d 100644
--- a/surfsense_backend/app/agents/new_chat/tools/knowledge_base.py
+++ b/surfsense_backend/app/agents/new_chat/tools/knowledge_base.py
@@ -5,7 +5,6 @@ This module provides:
 - Connector constants and normalization
 - Async knowledge base search across multiple connectors
 - Document formatting for LLM context
-- Tool factory for creating search_knowledge_base tools
 """
 
 import asyncio
@@ -16,8 +15,6 @@ import time
 from datetime import datetime
 from typing import Any
 
-from langchain_core.tools import StructuredTool
-from pydantic import BaseModel, Field
 from sqlalchemy.ext.asyncio import AsyncSession
 
 from app.db import NATIVE_TO_LEGACY_DOCTYPE, shielded_async_session
@@ -619,9 +616,76 @@ async def search_knowledge_base_async(
     perf = get_perf_logger()
     t0 = time.perf_counter()
 
+    deduplicated = await search_knowledge_base_raw_async(
+        query=query,
+        search_space_id=search_space_id,
+        db_session=db_session,
+        connector_service=connector_service,
+        connectors_to_search=connectors_to_search,
+        top_k=top_k,
+        start_date=start_date,
+        end_date=end_date,
+        available_connectors=available_connectors,
+        available_document_types=available_document_types,
+    )
+
+    if not deduplicated:
+        return "No documents found in the knowledge base. The search space has no indexed content yet."
+
+    # Use browse chunk cap for degenerate queries, otherwise adaptive chunking.
+    max_chunks_per_doc = (
+        _BROWSE_MAX_CHUNKS_PER_DOC if _is_degenerate_query(query) else 0
+    )
+    output_budget = _compute_tool_output_budget(max_input_tokens)
+    result = format_documents_for_context(
+        deduplicated,
+        max_chars=output_budget,
+        max_chunks_per_doc=max_chunks_per_doc,
+    )
+
+    if len(result) > output_budget:
+        perf.warning(
+            "[kb_search] output STILL exceeds budget after format (%d > %d), "
+            "hard truncation should have fired",
+            len(result),
+            output_budget,
+        )
+
+    perf.info(
+        "[kb_search] TOTAL in %.3fs total_docs=%d deduped=%d output_chars=%d "
+        "budget=%d max_input_tokens=%s space=%d",
+        time.perf_counter() - t0,
+        len(deduplicated),
+        len(deduplicated),
+        len(result),
+        output_budget,
+        max_input_tokens,
+        search_space_id,
+    )
+    return result
+
+
+async def search_knowledge_base_raw_async(
+    query: str,
+    search_space_id: int,
+    db_session: AsyncSession,
+    connector_service: ConnectorService,
+    connectors_to_search: list[str] | None = None,
+    top_k: int = 10,
+    start_date: datetime | None = None,
+    end_date: datetime | None = None,
+    available_connectors: list[str] | None = None,
+    available_document_types: list[str] | None = None,
+    query_embedding: list[float] | None = None,
+) -> list[dict[str, Any]]:
+    """Search knowledge base and return raw document dicts (no XML formatting)."""
+    perf = get_perf_logger()
+    t0 = time.perf_counter()
     all_documents: list[dict[str, Any]] = []
 
-    # Resolve date range (default last 2 years)
+    # Preserve the public signature for compatibility even if values are unused.
+    _ = (db_session, connector_service)
+
     from app.agents.new_chat.utils import resolve_date_range
 
     resolved_start_date, resolved_end_date = resolve_date_range(
@@ -631,144 +695,76 @@ async def search_knowledge_base_async(
 
     connectors = _normalize_connectors(connectors_to_search, available_connectors)
 
-    # --- Optimization 1: skip connectors that have zero indexed documents ---
     if available_document_types:
         doc_types_set = set(available_document_types)
-        before_count = len(connectors)
         connectors = [
             c
             for c in connectors
             if c in doc_types_set
             or NATIVE_TO_LEGACY_DOCTYPE.get(c, "") in doc_types_set
         ]
-        skipped = before_count - len(connectors)
-        if skipped:
-            perf.info(
-                "[kb_search] skipped %d empty connectors (had %d, now %d)",
-                skipped,
-                before_count,
-                len(connectors),
-            )
 
-    perf.info(
-        "[kb_search] searching %d connectors: %s (space=%d, top_k=%d)",
-        len(connectors),
-        connectors[:5],
-        search_space_id,
-        top_k,
-    )
-
-    # --- Fast-path: no connectors left after filtering ---
     if not connectors:
-        perf.info(
-            "[kb_search] TOTAL in %.3fs — no connectors to search, returning empty",
-            time.perf_counter() - t0,
-        )
-        return "No documents found in the knowledge base. The search space has no indexed content yet."
+        return []
 
-    # --- Fast-path: degenerate queries (*, **, empty, etc.) ---
-    # Semantic embedding of '*' is noise and plainto_tsquery('english', '*')
-    # yields an empty tsquery, so both retrieval signals are useless.
-    # Fall back to a recency-ordered browse that returns diverse results.
     if _is_degenerate_query(query):
         perf.info(
-            "[kb_search] degenerate query %r detected - falling back to recency browse",
+            "[kb_search_raw] degenerate query %r detected - recency browse",
             query,
         )
         browse_connectors = connectors if connectors else [None]  # type: ignore[list-item]
-
         expanded_browse = []
-        for c in browse_connectors:
-            if c is not None and c in NATIVE_TO_LEGACY_DOCTYPE:
-                expanded_browse.append([c, NATIVE_TO_LEGACY_DOCTYPE[c]])
+        for connector in browse_connectors:
+            if connector is not None and connector in NATIVE_TO_LEGACY_DOCTYPE:
+                expanded_browse.append([connector, NATIVE_TO_LEGACY_DOCTYPE[connector]])
             else:
-                expanded_browse.append(c)
-
+                expanded_browse.append(connector)
         browse_results = await asyncio.gather(
             *[
                 _browse_recent_documents(
-                    search_space_id=search_space_id,
-                    document_type=c,
-                    top_k=top_k,
-                    start_date=resolved_start_date,
-                    end_date=resolved_end_date,
-                )
-                for c in expanded_browse
-            ]
-        )
-        for docs in browse_results:
-            all_documents.extend(docs)
-
-        # Skip dedup + formatting below (browse already returns unique docs)
-        # but still cap output budget.
-        output_budget = _compute_tool_output_budget(max_input_tokens)
-        result = format_documents_for_context(
-            all_documents,
-            max_chars=output_budget,
-            max_chunks_per_doc=_BROWSE_MAX_CHUNKS_PER_DOC,
-        )
-        perf.info(
-            "[kb_search] TOTAL (browse) in %.3fs total_docs=%d output_chars=%d "
-            "budget=%d space=%d",
-            time.perf_counter() - t0,
-            len(all_documents),
-            len(result),
-            output_budget,
-            search_space_id,
-        )
-        return result
-
-    # --- Optimization 2: compute the query embedding once, share across all local searches ---
-    from app.config import config as app_config
-
-    t_embed = time.perf_counter()
-    precomputed_embedding = app_config.embedding_model_instance.embed(query)
-    perf.info(
-        "[kb_search] shared embedding computed in %.3fs",
-        time.perf_counter() - t_embed,
-    )
-
-    max_parallel_searches = 4
-    semaphore = asyncio.Semaphore(max_parallel_searches)
-
-    async def _search_one_connector(connector: str) -> list[dict[str, Any]]:
-        try:
-            t_conn = time.perf_counter()
-            async with semaphore, shielded_async_session() as isolated_session:
-                svc = ConnectorService(isolated_session, search_space_id)
-                chunks = await svc._combined_rrf_search(
-                    query_text=query,
                     search_space_id=search_space_id,
                     document_type=connector,
                     top_k=top_k,
                     start_date=resolved_start_date,
                     end_date=resolved_end_date,
-                    query_embedding=precomputed_embedding,
                 )
-                perf.info(
-                    "[kb_search] connector=%s results=%d in %.3fs",
-                    connector,
-                    len(chunks),
-                    time.perf_counter() - t_conn,
-                )
-                return chunks
-        except Exception as e:
-            perf.warning("[kb_search] connector=%s FAILED: %s", connector, e)
-            return []
+                for connector in expanded_browse
+            ]
+        )
+        for docs in browse_results:
+            all_documents.extend(docs)
+    else:
+        if query_embedding is None:
+            from app.config import config as app_config
 
-    t_gather = time.perf_counter()
-    connector_results = await asyncio.gather(
-        *[_search_one_connector(connector) for connector in connectors]
-    )
-    perf.info(
-        "[kb_search] all connectors gathered in %.3fs",
-        time.perf_counter() - t_gather,
-    )
-    for chunks in connector_results:
-        all_documents.extend(chunks)
+            query_embedding = app_config.embedding_model_instance.embed(query)
+
+        max_parallel_searches = 4
+        semaphore = asyncio.Semaphore(max_parallel_searches)
+
+        async def _search_one_connector(connector: str) -> list[dict[str, Any]]:
+            try:
+                async with semaphore, shielded_async_session() as isolated_session:
+                    svc = ConnectorService(isolated_session, search_space_id)
+                    return await svc._combined_rrf_search(
+                        query_text=query,
+                        search_space_id=search_space_id,
+                        document_type=connector,
+                        top_k=top_k,
+                        start_date=resolved_start_date,
+                        end_date=resolved_end_date,
+                        query_embedding=query_embedding,
+                    )
+            except Exception as exc:
+                perf.warning("[kb_search_raw] connector=%s FAILED: %s", connector, exc)
+                return []
+
+        connector_results = await asyncio.gather(
+            *[_search_one_connector(connector) for connector in connectors]
+        )
+        for docs in connector_results:
+            all_documents.extend(docs)
 
-    # Deduplicate primarily by document ID. Only fall back to content hashing
-    # when a document has no ID.
     seen_doc_ids: set[Any] = set()
     seen_content_hashes: set[int] = set()
     deduplicated: list[dict[str, Any]] = []
@@ -785,7 +781,6 @@ async def search_knowledge_base_async(
                     chunk_texts.append(chunk_content)
             if chunk_texts:
                 return hash("||".join(chunk_texts))
-
         flat_content = (document.get("content") or "").strip()
         if flat_content:
             return hash(flat_content)
@@ -793,216 +788,24 @@ async def search_knowledge_base_async(
 
     for doc in all_documents:
         doc_id = (doc.get("document", {}) or {}).get("id")
-
         if doc_id is not None:
             if doc_id in seen_doc_ids:
                 continue
             seen_doc_ids.add(doc_id)
             deduplicated.append(doc)
             continue
-
         content_hash = _content_fingerprint(doc)
+        if content_hash is not None and content_hash in seen_content_hashes:
+            continue
         if content_hash is not None:
-            if content_hash in seen_content_hashes:
-                continue
             seen_content_hashes.add(content_hash)
-
         deduplicated.append(doc)
 
-    # Sort by RRF score so the most relevant documents from ANY connector
-    # appear first, preventing budget truncation from hiding top results.
-    deduplicated.sort(key=lambda d: d.get("score", 0), reverse=True)
-
-    output_budget = _compute_tool_output_budget(max_input_tokens)
-    result = format_documents_for_context(deduplicated, max_chars=output_budget)
-
-    if len(result) > output_budget:
-        perf.warning(
-            "[kb_search] output STILL exceeds budget after format (%d > %d), "
-            "hard truncation should have fired",
-            len(result),
-            output_budget,
-        )
-
+    deduplicated.sort(key=lambda doc: doc.get("score", 0), reverse=True)
     perf.info(
-        "[kb_search] TOTAL in %.3fs total_docs=%d deduped=%d output_chars=%d "
-        "budget=%d max_input_tokens=%s space=%d",
+        "[kb_search_raw] done in %.3fs total=%d deduped=%d",
         time.perf_counter() - t0,
         len(all_documents),
         len(deduplicated),
-        len(result),
-        output_budget,
-        max_input_tokens,
-        search_space_id,
     )
-    return result
-
-
-def _build_connector_docstring(available_connectors: list[str] | None) -> str:
-    """
-    Build the connector documentation section for the tool docstring.
-
-    Args:
-        available_connectors: List of available connector types, or None for all
-
-    Returns:
-        Formatted docstring section listing available connectors
-    """
-    connectors = available_connectors if available_connectors else list(_ALL_CONNECTORS)
-
-    lines = []
-    for connector in connectors:
-        # Skip internal names, prefer user-facing aliases
-        if connector == "CRAWLED_URL":
-            # Show as WEBCRAWLER_CONNECTOR for user-facing docs
-            description = CONNECTOR_DESCRIPTIONS.get(connector, connector)
-            lines.append(f"- WEBCRAWLER_CONNECTOR: {description}")
-        else:
-            description = CONNECTOR_DESCRIPTIONS.get(connector, connector)
-            lines.append(f"- {connector}: {description}")
-
-    return "\n".join(lines)
-
-
-# =============================================================================
-# Tool Input Schema
-# =============================================================================
-
-
-class SearchKnowledgeBaseInput(BaseModel):
-    """Input schema for the search_knowledge_base tool."""
-
-    query: str = Field(
-        description=(
-            "The search query - use specific natural language terms. "
-            "NEVER use wildcards like '*' or '**'; instead describe what you want "
-            "(e.g. 'recent meeting notes' or 'project architecture overview')."
-        ),
-    )
-    top_k: int = Field(
-        default=10,
-        description="Number of results to retrieve (default: 10). Keep ≤20 for focused searches.",
-    )
-    start_date: str | None = Field(
-        default=None,
-        description="Optional ISO date/datetime (e.g. '2025-12-12' or '2025-12-12T00:00:00+00:00')",
-    )
-    end_date: str | None = Field(
-        default=None,
-        description="Optional ISO date/datetime (e.g. '2025-12-19' or '2025-12-19T23:59:59+00:00')",
-    )
-    connectors_to_search: list[str] | None = Field(
-        default=None,
-        description="Optional list of connector enums to search. If omitted, searches all available.",
-    )
-
-
-def create_search_knowledge_base_tool(
-    search_space_id: int,
-    db_session: AsyncSession,
-    connector_service: ConnectorService,
-    available_connectors: list[str] | None = None,
-    available_document_types: list[str] | None = None,
-    max_input_tokens: int | None = None,
-) -> StructuredTool:
-    """
-    Factory function to create the search_knowledge_base tool with injected dependencies.
-
-    Args:
-        search_space_id: The user's search space ID
-        db_session: Database session
-        connector_service: Initialized connector service
-        available_connectors: Optional list of connector types available in the search space.
-                            Used to dynamically generate the tool docstring.
-        available_document_types: Optional list of document types that have data in the search space.
-                                Used to inform the LLM about what data exists.
-        max_input_tokens: Model context window (tokens) from litellm model info.
-                         Used to dynamically size tool output.
-
-    Returns:
-        A configured StructuredTool instance
-    """
-    # Build connector documentation dynamically
-    connector_docs = _build_connector_docstring(available_connectors)
-
-    # Build context about available document types
-    doc_types_info = ""
-    if available_document_types:
-        doc_types_info = f"""
-
-## Document types with indexed content in this search space
-
-The following document types have content available for search:
-{", ".join(available_document_types)}
-
-Focus searches on these types for best results."""
-
-    # Build the dynamic description for the tool
-    # This is what the LLM sees when deciding whether/how to use the tool
-    dynamic_description = f"""Search the user's personal knowledge base for relevant information.
-
-Use this tool to find documents, notes, files, web pages, and other content the user has indexed.
-This searches ONLY local/indexed data (uploaded files, Notion, Slack, browser extension captures, etc.).
-For real-time web search (current events, news, live data), use the `web_search` tool instead.
-
-IMPORTANT:
-- Always craft specific, descriptive search queries using natural language keywords.
-  Good: "quarterly sales report Q3", "Python API authentication design".
-  Bad: "*", "**", "everything", single characters. Wildcard/empty queries yield poor results.
-- Prefer multiple focused searches over a single broad one with high top_k.
-- If the user requests a specific source type (e.g. "my notes", "Slack messages"), pass `connectors_to_search=[...]` using the enums below.
-- If `connectors_to_search` is omitted/empty, the system will search broadly.
-- Only connectors that are enabled/configured for this search space are available.{doc_types_info}
-
-## Available connector enums for `connectors_to_search`
-
-{connector_docs}
-
-NOTE: `WEBCRAWLER_CONNECTOR` is mapped internally to the canonical document type `CRAWLED_URL`."""
-
-    # Capture for closure
-    _available_connectors = available_connectors
-    _available_document_types = available_document_types
-
-    async def _search_knowledge_base_impl(
-        query: str,
-        top_k: int = 10,
-        start_date: str | None = None,
-        end_date: str | None = None,
-        connectors_to_search: list[str] | None = None,
-    ) -> str:
-        """Implementation function for knowledge base search."""
-        from app.agents.new_chat.utils import parse_date_or_datetime
-
-        parsed_start: datetime | None = None
-        parsed_end: datetime | None = None
-
-        if start_date:
-            parsed_start = parse_date_or_datetime(start_date)
-        if end_date:
-            parsed_end = parse_date_or_datetime(end_date)
-
-        return await search_knowledge_base_async(
-            query=query,
-            search_space_id=search_space_id,
-            db_session=db_session,
-            connector_service=connector_service,
-            connectors_to_search=connectors_to_search,
-            top_k=top_k,
-            start_date=parsed_start,
-            end_date=parsed_end,
-            available_connectors=_available_connectors,
-            available_document_types=_available_document_types,
-            max_input_tokens=max_input_tokens,
-        )
-
-    # Create StructuredTool with dynamic description
-    # This properly sets the description that the LLM sees
-    tool = StructuredTool(
-        name="search_knowledge_base",
-        description=dynamic_description,
-        coroutine=_search_knowledge_base_impl,
-        args_schema=SearchKnowledgeBaseInput,
-    )
-
-    return tool
+    return deduplicated
diff --git a/surfsense_backend/app/agents/new_chat/tools/registry.py b/surfsense_backend/app/agents/new_chat/tools/registry.py
index 7700d47d3..56ef752bd 100644
--- a/surfsense_backend/app/agents/new_chat/tools/registry.py
+++ b/surfsense_backend/app/agents/new_chat/tools/registry.py
@@ -71,7 +71,6 @@ from .jira import (
     create_delete_jira_issue_tool,
     create_update_jira_issue_tool,
 )
-from .knowledge_base import create_search_knowledge_base_tool
 from .linear import (
     create_create_linear_issue_tool,
     create_delete_linear_issue_tool,
@@ -128,23 +127,6 @@ class ToolDefinition:
 # Registry of all built-in tools
 # Contributors: Add your new tools here!
 BUILTIN_TOOLS: list[ToolDefinition] = [
-    # Core tool - searches the user's knowledge base
-    # Now supports dynamic connector/document type discovery
-    ToolDefinition(
-        name="search_knowledge_base",
-        description="Search the user's personal knowledge base for relevant information",
-        factory=lambda deps: create_search_knowledge_base_tool(
-            search_space_id=deps["search_space_id"],
-            db_session=deps["db_session"],
-            connector_service=deps["connector_service"],
-            # Optional: dynamically discovered connectors/document types
-            available_connectors=deps.get("available_connectors"),
-            available_document_types=deps.get("available_document_types"),
-            max_input_tokens=deps.get("max_input_tokens"),
-        ),
-        requires=["search_space_id", "db_session", "connector_service"],
-        # Note: available_connectors and available_document_types are optional
-    ),
     # Podcast generation tool
     ToolDefinition(
         name="generate_podcast",
@@ -168,8 +150,8 @@ BUILTIN_TOOLS: list[ToolDefinition] = [
         requires=["search_space_id", "db_session", "thread_id"],
     ),
     # Report generation tool (inline, short-lived sessions for DB ops)
-    # Supports internal KB search via source_strategy so the agent doesn't
-    # need to call search_knowledge_base separately before generating.
+    # Supports internal KB search via source_strategy so the agent does not
+    # need a separate search step before generating.
     ToolDefinition(
         name="generate_report",
         description="Generate a structured report from provided content and export it",
@@ -551,7 +533,7 @@ def build_tools(
         tools = build_tools(deps)
 
         # Use only specific tools
-        tools = build_tools(deps, enabled_tools=["search_knowledge_base"])
+        tools = build_tools(deps, enabled_tools=["generate_report"])
 
         # Use defaults but disable podcast
         tools = build_tools(deps, disabled_tools=["generate_podcast"])
diff --git a/surfsense_backend/app/agents/new_chat/tools/report.py b/surfsense_backend/app/agents/new_chat/tools/report.py
index fe5181f54..6bc1b7d57 100644
--- a/surfsense_backend/app/agents/new_chat/tools/report.py
+++ b/surfsense_backend/app/agents/new_chat/tools/report.py
@@ -584,8 +584,8 @@ def create_generate_report_tool(
         search_space_id: The user's search space ID
         thread_id: The chat thread ID for associating the report
         connector_service: Optional connector service for internal KB search.
-            When provided, the tool can search the knowledge base without the
-            agent having to call search_knowledge_base separately.
+            When provided, the tool can search the knowledge base internally
+            (used by the "kb_search" and "auto" source strategies).
         available_connectors: Optional list of connector types available in the
             search space (used to scope internal KB searches).
 
@@ -639,12 +639,13 @@ def create_generate_report_tool(
 
         SOURCE STRATEGY (how to collect source material):
         - source_strategy="conversation" — The conversation already has
-          enough context (prior Q&A, pasted text, uploaded files, scraped
-          webpages). Pass a thorough summary as source_content.
-          NEVER call search_knowledge_base separately first.
+          enough context (prior Q&A, filesystem exploration, pasted text,
+          uploaded files, scraped webpages). Pass a thorough summary as
+          source_content.
         - source_strategy="kb_search" — Search the knowledge base
           internally. Provide 1-5 targeted search_queries. The tool
-          handles searching — do NOT call search_knowledge_base first.
+          handles searching internally — do NOT manually read and dump
+          /documents/ files into source_content.
         - source_strategy="provided" — Use only what is in source_content
           (default, backward-compatible).
         - source_strategy="auto" — Use source_content if it has enough
@@ -1064,6 +1065,7 @@ def create_generate_report_tool(
                 "title": topic,
                 "word_count": metadata.get("word_count", 0),
                 "is_revision": bool(parent_report_content),
+                "report_markdown": report_content,
                 "message": f"Report generated successfully: {topic}",
             }
 
diff --git a/surfsense_backend/app/connectors/google_drive/change_tracker.py b/surfsense_backend/app/connectors/google_drive/change_tracker.py
index f9a67e9df..8217028da 100644
--- a/surfsense_backend/app/connectors/google_drive/change_tracker.py
+++ b/surfsense_backend/app/connectors/google_drive/change_tracker.py
@@ -137,9 +137,7 @@ async def _filter_changes_by_folder(
             continue
 
         parents = file.get("parents", [])
-        if folder_id in parents:
-            filtered.append(change)
-        elif await _is_descendant_of(client, parents, folder_id):
+        if folder_id in parents or await _is_descendant_of(client, parents, folder_id):
             filtered.append(change)
 
     return filtered
diff --git a/surfsense_backend/app/connectors/google_drive/client.py b/surfsense_backend/app/connectors/google_drive/client.py
index 4879d01bd..b16a74df6 100644
--- a/surfsense_backend/app/connectors/google_drive/client.py
+++ b/surfsense_backend/app/connectors/google_drive/client.py
@@ -157,7 +157,9 @@ class GoogleDriveClient:
 
     @staticmethod
     def _sync_download_file(
-        service, file_id: str, credentials: Credentials,
+        service,
+        file_id: str,
+        credentials: Credentials,
     ) -> tuple[bytes | None, str | None]:
         """Blocking download — runs on a worker thread via ``to_thread``."""
         thread = threading.current_thread().name
@@ -180,7 +182,9 @@ class GoogleDriveClient:
         except Exception as e:
             return None, f"Error downloading file: {e!s}"
         finally:
-            logger.info(f"[download] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
+            logger.info(
+                f"[download] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s"
+            )
 
     async def download_file(self, file_id: str) -> tuple[bytes | None, str | None]:
         """
@@ -194,12 +198,18 @@ class GoogleDriveClient:
         """
         service = await self.get_service()
         return await asyncio.to_thread(
-            self._sync_download_file, service, file_id, self._resolved_credentials,
+            self._sync_download_file,
+            service,
+            file_id,
+            self._resolved_credentials,
         )
 
     @staticmethod
     def _sync_download_file_to_disk(
-        service, file_id: str, dest_path: str, chunksize: int,
+        service,
+        file_id: str,
+        dest_path: str,
+        chunksize: int,
         credentials: Credentials,
     ) -> str | None:
         """Blocking download-to-disk — runs on a worker thread via ``to_thread``."""
@@ -223,10 +233,15 @@ class GoogleDriveClient:
         except Exception as e:
             return f"Error downloading file: {e!s}"
         finally:
-            logger.info(f"[download-to-disk] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
+            logger.info(
+                f"[download-to-disk] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s"
+            )
 
     async def download_file_to_disk(
-        self, file_id: str, dest_path: str, chunksize: int = 5 * 1024 * 1024,
+        self,
+        file_id: str,
+        dest_path: str,
+        chunksize: int = 5 * 1024 * 1024,
     ) -> str | None:
         """Stream file directly to disk in chunks, avoiding full in-memory buffering.
 
@@ -235,12 +250,19 @@ class GoogleDriveClient:
         service = await self.get_service()
         return await asyncio.to_thread(
             self._sync_download_file_to_disk,
-            service, file_id, dest_path, chunksize, self._resolved_credentials,
+            service,
+            file_id,
+            dest_path,
+            chunksize,
+            self._resolved_credentials,
         )
 
     @staticmethod
     def _sync_export_google_file(
-        service, file_id: str, mime_type: str, credentials: Credentials,
+        service,
+        file_id: str,
+        mime_type: str,
+        credentials: Credentials,
     ) -> tuple[bytes | None, str | None]:
         """Blocking export — runs on a worker thread via ``to_thread``."""
         thread = threading.current_thread().name
@@ -261,7 +283,9 @@ class GoogleDriveClient:
         except Exception as e:
             return None, f"Error exporting file: {e!s}"
         finally:
-            logger.info(f"[export] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s")
+            logger.info(
+                f"[export] END file={file_id} thread={thread} elapsed={time.monotonic() - t0:.2f}s"
+            )
 
     async def export_google_file(
         self, file_id: str, mime_type: str
@@ -278,7 +302,10 @@ class GoogleDriveClient:
         """
         service = await self.get_service()
         return await asyncio.to_thread(
-            self._sync_export_google_file, service, file_id, mime_type,
+            self._sync_export_google_file,
+            service,
+            file_id,
+            mime_type,
             self._resolved_credentials,
         )
 
diff --git a/surfsense_backend/app/connectors/google_drive/content_extractor.py b/surfsense_backend/app/connectors/google_drive/content_extractor.py
index de8e16156..1e94133b4 100644
--- a/surfsense_backend/app/connectors/google_drive/content_extractor.py
+++ b/surfsense_backend/app/connectors/google_drive/content_extractor.py
@@ -1,6 +1,7 @@
 """Content extraction for Google Drive files."""
 
 import asyncio
+import contextlib
 import logging
 import os
 import tempfile
@@ -72,7 +73,11 @@ async def download_and_extract_content(
         if is_google_workspace_file(mime_type):
             export_mime = get_export_mime_type(mime_type)
             if not export_mime:
-                return None, drive_metadata, f"Cannot export Google Workspace type: {mime_type}"
+                return (
+                    None,
+                    drive_metadata,
+                    f"Cannot export Google Workspace type: {mime_type}",
+                )
             content_bytes, error = await client.export_google_file(file_id, export_mime)
             if error:
                 return None, drive_metadata, error
@@ -83,9 +88,7 @@ async def download_and_extract_content(
                 temp_file_path = tmp.name
         else:
             extension = (
-                Path(file_name).suffix
-                or get_extension_from_mime(mime_type)
-                or ".bin"
+                Path(file_name).suffix or get_extension_from_mime(mime_type) or ".bin"
             )
             with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp:
                 temp_file_path = tmp.name
@@ -102,10 +105,8 @@ async def download_and_extract_content(
         return None, drive_metadata, str(e)
     finally:
         if temp_file_path and os.path.exists(temp_file_path):
-            try:
+            with contextlib.suppress(Exception):
                 os.unlink(temp_file_path)
-            except Exception:
-                pass
 
 
 async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
@@ -117,9 +118,10 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
             return f.read()
 
     if lower.endswith((".mp3", ".mp4", ".mpeg", ".mpga", ".m4a", ".wav", ".webm")):
-        from app.config import config as app_config
         from litellm import atranscription
 
+        from app.config import config as app_config
+
         stt_service_type = (
             "local"
             if app_config.STT_SERVICE and app_config.STT_SERVICE.startswith("local/")
@@ -127,10 +129,15 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
         )
         if stt_service_type == "local":
             from app.services.stt_service import stt_service
+
             t0 = time.monotonic()
-            logger.info(f"[local-stt] START file={filename} thread={threading.current_thread().name}")
+            logger.info(
+                f"[local-stt] START file={filename} thread={threading.current_thread().name}"
+            )
             result = await asyncio.to_thread(stt_service.transcribe_file, file_path)
-            logger.info(f"[local-stt] END file={filename} elapsed={time.monotonic() - t0:.2f}s")
+            logger.info(
+                f"[local-stt] END file={filename} elapsed={time.monotonic() - t0:.2f}s"
+            )
             text = result.get("text", "")
         else:
             with open(file_path, "rb") as audio_file:
@@ -153,6 +160,7 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
 
     if app_config.ETL_SERVICE == "UNSTRUCTURED":
         from langchain_unstructured import UnstructuredLoader
+
         from app.utils.document_converters import convert_document_to_markdown
 
         loader = UnstructuredLoader(
@@ -172,7 +180,9 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
             parse_with_llamacloud_retry,
         )
 
-        result = await parse_with_llamacloud_retry(file_path=file_path, estimated_pages=50)
+        result = await parse_with_llamacloud_retry(
+            file_path=file_path, estimated_pages=50
+        )
         markdown_documents = await result.aget_markdown_documents(split_by_page=False)
         if not markdown_documents:
             raise RuntimeError(f"LlamaCloud returned no documents for {filename}")
@@ -183,9 +193,13 @@ async def _parse_file_to_markdown(file_path: str, filename: str) -> str:
 
         converter = DocumentConverter()
         t0 = time.monotonic()
-        logger.info(f"[docling] START file={filename} thread={threading.current_thread().name}")
+        logger.info(
+            f"[docling] START file={filename} thread={threading.current_thread().name}"
+        )
         result = await asyncio.to_thread(converter.convert, file_path)
-        logger.info(f"[docling] END file={filename} elapsed={time.monotonic() - t0:.2f}s")
+        logger.info(
+            f"[docling] END file={filename} elapsed={time.monotonic() - t0:.2f}s"
+        )
         return result.document.export_to_markdown()
 
     raise RuntimeError(f"Unknown ETL_SERVICE: {app_config.ETL_SERVICE}")
@@ -249,9 +263,7 @@ async def download_and_process_file(
                 return None, error
 
             extension = (
-                Path(file_name).suffix
-                or get_extension_from_mime(mime_type)
-                or ".bin"
+                Path(file_name).suffix or get_extension_from_mime(mime_type) or ".bin"
             )
 
         with tempfile.NamedTemporaryFile(delete=False, suffix=extension) as tmp_file:
@@ -290,9 +302,7 @@ async def download_and_process_file(
             connector_info["metadata"]["md5_checksum"] = file["md5Checksum"]
 
         if is_google_workspace_file(mime_type):
-            export_ext = get_extension_from_mime(
-                get_export_mime_type(mime_type) or ""
-            )
+            export_ext = get_extension_from_mime(get_export_mime_type(mime_type) or "")
             connector_info["metadata"]["exported_as"] = (
                 export_ext.lstrip(".") if export_ext else "pdf"
             )
diff --git a/surfsense_backend/app/indexing_pipeline/document_hashing.py b/surfsense_backend/app/indexing_pipeline/document_hashing.py
index 9edebd140..a0716f401 100644
--- a/surfsense_backend/app/indexing_pipeline/document_hashing.py
+++ b/surfsense_backend/app/indexing_pipeline/document_hashing.py
@@ -13,7 +13,9 @@ def compute_identifier_hash(
 
 def compute_unique_identifier_hash(doc: ConnectorDocument) -> str:
     """Return a stable SHA-256 hash identifying a document by its source identity."""
-    return compute_identifier_hash(doc.document_type.value, doc.unique_id, doc.search_space_id)
+    return compute_identifier_hash(
+        doc.document_type.value, doc.unique_id, doc.search_space_id
+    )
 
 
 def compute_content_hash(doc: ConnectorDocument) -> str:
diff --git a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
index 9a945dd25..2e82dc68c 100644
--- a/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
+++ b/surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py
@@ -1,15 +1,23 @@
 import asyncio
 import contextlib
+import hashlib
 import logging
 import time
 from collections.abc import Awaitable, Callable
+from dataclasses import dataclass, field
 from datetime import UTC, datetime
 
 from sqlalchemy import delete, select
 from sqlalchemy.exc import IntegrityError
 from sqlalchemy.ext.asyncio import AsyncSession
 
-from app.db import NATIVE_TO_LEGACY_DOCTYPE, Chunk, Document, DocumentStatus
+from app.db import (
+    NATIVE_TO_LEGACY_DOCTYPE,
+    Chunk,
+    Document,
+    DocumentStatus,
+    DocumentType,
+)
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_chunker import chunk_text
 from app.indexing_pipeline.document_embedder import embed_texts
@@ -52,12 +60,114 @@ from app.indexing_pipeline.pipeline_logger import (
 from app.utils.perf import get_perf_logger
 
 
+@dataclass
+class PlaceholderInfo:
+    """Minimal info to create a placeholder document row for instant UI feedback.
+
+    These are created immediately when items are discovered (before content
+    extraction) so users see them in the UI via Zero sync right away.
+    """
+
+    title: str
+    document_type: DocumentType
+    unique_id: str
+    search_space_id: int
+    connector_id: int | None
+    created_by_id: str
+    metadata: dict = field(default_factory=dict)
+
+
 class IndexingPipelineService:
     """Single pipeline for indexing connector documents. All connectors use this service."""
 
     def __init__(self, session: AsyncSession) -> None:
         self.session = session
 
+    async def create_placeholder_documents(
+        self, placeholders: list[PlaceholderInfo]
+    ) -> int:
+        """Create placeholder document rows with pending status for instant UI feedback.
+
+        These rows appear immediately in the UI via Zero sync. They are later
+        updated by prepare_for_indexing() when actual content is available.
+
+        Returns the number of placeholders successfully created.
+        Failures are logged but never block the main indexing flow.
+
+        NOTE: This method commits on ``self.session`` so the rows become
+        visible to Zero sync immediately.  Any pending ORM mutations on the
+        session are committed together, which is consistent with how other
+        mid-flow commits work in the indexing codebase (e.g. rename-only
+        updates in ``_should_skip_file``, ``migrate_legacy_docs``).
+        """
+        if not placeholders:
+            return 0
+
+        _logger = logging.getLogger(__name__)
+
+        uid_hashes: dict[str, PlaceholderInfo] = {}
+        for p in placeholders:
+            try:
+                uid_hash = compute_identifier_hash(
+                    p.document_type.value, p.unique_id, p.search_space_id
+                )
+                uid_hashes.setdefault(uid_hash, p)
+            except Exception:
+                _logger.debug(
+                    "Skipping placeholder hash for %s", p.unique_id, exc_info=True
+                )
+
+        if not uid_hashes:
+            return 0
+
+        result = await self.session.execute(
+            select(Document.unique_identifier_hash).where(
+                Document.unique_identifier_hash.in_(list(uid_hashes.keys()))
+            )
+        )
+        existing_hashes: set[str] = set(result.scalars().all())
+
+        created = 0
+        for uid_hash, p in uid_hashes.items():
+            if uid_hash in existing_hashes:
+                continue
+            try:
+                content_hash = hashlib.sha256(
+                    f"placeholder:{uid_hash}".encode()
+                ).hexdigest()
+
+                document = Document(
+                    title=p.title,
+                    document_type=p.document_type,
+                    content="Pending...",
+                    content_hash=content_hash,
+                    unique_identifier_hash=uid_hash,
+                    document_metadata=p.metadata or {},
+                    search_space_id=p.search_space_id,
+                    connector_id=p.connector_id,
+                    created_by_id=p.created_by_id,
+                    updated_at=datetime.now(UTC),
+                    status=DocumentStatus.pending(),
+                )
+                self.session.add(document)
+                created += 1
+            except Exception:
+                _logger.debug("Skipping placeholder for %s", p.unique_id, exc_info=True)
+
+        if created > 0:
+            try:
+                await self.session.commit()
+                _logger.info(
+                    "Created %d placeholder document(s) for instant UI feedback",
+                    created,
+                )
+            except IntegrityError:
+                await self.session.rollback()
+                _logger.debug("Placeholder commit failed (race condition), continuing")
+                created = 0
+
+        return created
+
     async def migrate_legacy_docs(
         self, connector_docs: list[ConnectorDocument]
     ) -> None:
@@ -77,9 +187,7 @@ class IndexingPipelineService:
                 legacy_type, doc.unique_id, doc.search_space_id
             )
             result = await self.session.execute(
-                select(Document).filter(
-                    Document.unique_identifier_hash == legacy_hash
-                )
+                select(Document).filter(Document.unique_identifier_hash == legacy_hash)
             )
             existing = result.scalars().first()
             if existing is None:
@@ -101,9 +209,7 @@ class IndexingPipelineService:
         Indexers that need heartbeat callbacks or custom per-document logic
         should call prepare_for_indexing() + index() directly instead.
         """
-        doc_map = {
-            compute_unique_identifier_hash(cd): cd for cd in connector_docs
-        }
+        doc_map = {compute_unique_identifier_hash(cd): cd for cd in connector_docs}
         documents = await self.prepare_for_indexing(connector_docs)
         results: list[Document] = []
         for document in documents:
@@ -166,6 +272,21 @@ class IndexingPipelineService:
                             log_document_requeued(ctx)
                         continue
 
+                    dup_check = await self.session.execute(
+                        select(Document.id).filter(
+                            Document.content_hash == content_hash,
+                            Document.id != existing.id,
+                        )
+                    )
+                    if dup_check.scalars().first() is not None:
+                        if not DocumentStatus.is_state(
+                            existing.status, DocumentStatus.READY
+                        ):
+                            existing.status = DocumentStatus.failed(
+                                "Duplicate content — already indexed by another document"
+                            )
+                        continue
+
                     existing.title = connector_doc.title
                     existing.content_hash = content_hash
                     existing.source_markdown = connector_doc.source_markdown
@@ -349,9 +470,7 @@ class IndexingPipelineService:
         perf = get_perf_logger()
         t_total = time.perf_counter()
 
-        doc_map = {
-            compute_unique_identifier_hash(cd): cd for cd in connector_docs
-        }
+        doc_map = {compute_unique_identifier_hash(cd): cd for cd in connector_docs}
         documents = await self.prepare_for_indexing(connector_docs)
 
         if not documents:
@@ -383,9 +502,7 @@ class IndexingPipelineService:
                 session_maker = get_celery_session_maker()
                 async with session_maker() as isolated_session:
                     try:
-                        refetched = await isolated_session.get(
-                            Document, document.id
-                        )
+                        refetched = await isolated_session.get(Document, document.id)
                         if refetched is None:
                             async with lock:
                                 failed_count += 1
@@ -393,9 +510,7 @@ class IndexingPipelineService:
 
                         llm = await get_llm(isolated_session)
                         iso_pipeline = IndexingPipelineService(isolated_session)
-                        result = await iso_pipeline.index(
-                            refetched, connector_doc, llm
-                        )
+                        result = await iso_pipeline.index(refetched, connector_doc, llm)
 
                         async with lock:
                             if DocumentStatus.is_state(
diff --git a/surfsense_backend/app/retriever/chunks_hybrid_search.py b/surfsense_backend/app/retriever/chunks_hybrid_search.py
index 5750e9dfa..e32c6c43d 100644
--- a/surfsense_backend/app/retriever/chunks_hybrid_search.py
+++ b/surfsense_backend/app/retriever/chunks_hybrid_search.py
@@ -5,7 +5,7 @@ from datetime import datetime
 
 from app.utils.perf import get_perf_logger
 
-_MAX_FETCH_CHUNKS_PER_DOC = 30
+_MAX_FETCH_CHUNKS_PER_DOC = 20
 
 
 class ChucksHybridSearchRetriever:
@@ -185,7 +185,7 @@ class ChucksHybridSearchRetriever:
               - chunks: list[{chunk_id, content}] for citation-aware prompting
               - document: {id, title, document_type, metadata}
         """
-        from sqlalchemy import func, select, text
+        from sqlalchemy import func, or_, select, text
         from sqlalchemy.orm import joinedload
 
         from app.config import config
@@ -360,64 +360,81 @@ class ChucksHybridSearchRetriever:
         if not doc_ids:
             return []
 
-        # Fetch chunks for selected documents.  We cap per document to avoid
-        # loading hundreds of chunks for a single large file while still
-        # ensuring the chunks that matched the RRF query are always included.
-        chunk_query = (
-            select(Chunk)
-            .options(joinedload(Chunk.document))
-            .join(Document, Chunk.document_id == Document.id)
-            .where(Document.id.in_(doc_ids))
-            .where(*base_conditions)
-            .order_by(Chunk.document_id, Chunk.id)
-        )
-        chunks_result = await self.db_session.execute(chunk_query)
-        raw_chunks = chunks_result.scalars().all()
-
+        # Collect document metadata from the small RRF result set (already
+        # loaded via joinedload) so the bulk chunk fetch can skip the expensive
+        # Document JOIN entirely.
         matched_chunk_ids: set[int] = {
             item["chunk_id"] for item in serialized_chunk_results
         }
+        doc_meta_cache: dict[int, dict] = {}
+        for item in serialized_chunk_results:
+            did = item["document"]["id"]
+            if did not in doc_meta_cache:
+                doc_meta_cache[did] = item["document"]
 
-        doc_chunk_counts: dict[int, int] = {}
-        all_chunks: list = []
-        for chunk in raw_chunks:
-            did = chunk.document_id
-            count = doc_chunk_counts.get(did, 0)
-            if chunk.id in matched_chunk_ids or count < _MAX_FETCH_CHUNKS_PER_DOC:
-                all_chunks.append(chunk)
-                doc_chunk_counts[did] = count + 1
+        # SQL-level per-document chunk limit using ROW_NUMBER().
+        # Avoids loading hundreds of chunks per large document only to
+        # discard them in Python.
+        numbered = (
+            select(
+                Chunk.id.label("chunk_id"),
+                func.row_number()
+                .over(partition_by=Chunk.document_id, order_by=Chunk.id)
+                .label("rn"),
+            )
+            .where(Chunk.document_id.in_(doc_ids))
+            .subquery("numbered")
+        )
 
-        # Assemble final doc-grouped results in the same order as doc_ids
+        matched_list = list(matched_chunk_ids)
+        if matched_list:
+            chunk_filter = or_(
+                numbered.c.rn <= _MAX_FETCH_CHUNKS_PER_DOC,
+                Chunk.id.in_(matched_list),
+            )
+        else:
+            chunk_filter = numbered.c.rn <= _MAX_FETCH_CHUNKS_PER_DOC
+
+        # Select only the columns we need (skip Chunk.embedding ~12KB/row).
+        chunk_query = (
+            select(Chunk.id, Chunk.content, Chunk.document_id)
+            .join(numbered, Chunk.id == numbered.c.chunk_id)
+            .where(chunk_filter)
+            .order_by(Chunk.document_id, Chunk.id)
+        )
+
+        t_fetch = time.perf_counter()
+        chunks_result = await self.db_session.execute(chunk_query)
+        fetched_chunks = chunks_result.all()
+        perf.debug(
+            "[chunk_search] chunk fetch in %.3fs rows=%d",
+            time.perf_counter() - t_fetch,
+            len(fetched_chunks),
+        )
+
+        # Assemble final doc-grouped results in the same order as doc_ids,
+        # using pre-cached doc metadata instead of joinedload.
         doc_map: dict[int, dict] = {
             doc_id: {
                 "document_id": doc_id,
                 "content": "",
                 "score": float(doc_scores.get(doc_id, 0.0)),
                 "chunks": [],
-                "document": {},
-                "source": None,
+                "matched_chunk_ids": [],
+                "document": doc_meta_cache.get(doc_id, {}),
+                "source": (doc_meta_cache.get(doc_id) or {}).get("document_type"),
             }
             for doc_id in doc_ids
         }
 
-        for chunk in all_chunks:
-            doc = chunk.document
-            doc_id = doc.id
+        for row in fetched_chunks:
+            doc_id = row.document_id
             if doc_id not in doc_map:
                 continue
             doc_entry = doc_map[doc_id]
-            doc_entry["document"] = {
-                "id": doc.id,
-                "title": doc.title,
-                "document_type": doc.document_type.value
-                if getattr(doc, "document_type", None)
-                else None,
-                "metadata": doc.document_metadata or {},
-            }
-            doc_entry["source"] = (
-                doc.document_type.value if getattr(doc, "document_type", None) else None
-            )
-            doc_entry["chunks"].append({"chunk_id": chunk.id, "content": chunk.content})
+            doc_entry["chunks"].append({"chunk_id": row.id, "content": row.content})
+            if row.id in matched_chunk_ids:
+                doc_entry["matched_chunk_ids"].append(row.id)
 
         # Fill concatenated content (useful for reranking)
         final_docs: list[dict] = []
diff --git a/surfsense_backend/app/retriever/documents_hybrid_search.py b/surfsense_backend/app/retriever/documents_hybrid_search.py
index 7dab4b62e..3eabdb004 100644
--- a/surfsense_backend/app/retriever/documents_hybrid_search.py
+++ b/surfsense_backend/app/retriever/documents_hybrid_search.py
@@ -4,7 +4,7 @@ from datetime import datetime
 
 from app.utils.perf import get_perf_logger
 
-_MAX_FETCH_CHUNKS_PER_DOC = 30
+_MAX_FETCH_CHUNKS_PER_DOC = 20
 
 
 class DocumentHybridSearchRetriever:
@@ -289,57 +289,77 @@ class DocumentHybridSearchRetriever:
         if not documents_with_scores:
             return []
 
-        # Collect document IDs for chunk fetching
+        # Collect document IDs and pre-cache metadata from the small RRF
+        # result set so the bulk chunk fetch can skip joinedload entirely.
         doc_ids: list[int] = [doc.id for doc, _score in documents_with_scores]
-
-        # Fetch chunks for these documents, capped per document to avoid
-        # loading hundreds of chunks for a single large file.
-        chunks_query = (
-            select(Chunk)
-            .options(joinedload(Chunk.document))
-            .where(Chunk.document_id.in_(doc_ids))
-            .order_by(Chunk.document_id, Chunk.id)
-        )
-        chunks_result = await self.db_session.execute(chunks_query)
-        raw_chunks = chunks_result.scalars().all()
-
-        doc_chunk_counts: dict[int, int] = {}
-        chunks: list = []
-        for chunk in raw_chunks:
-            did = chunk.document_id
-            count = doc_chunk_counts.get(did, 0)
-            if count < _MAX_FETCH_CHUNKS_PER_DOC:
-                chunks.append(chunk)
-                doc_chunk_counts[did] = count + 1
-
-        # Assemble doc-grouped results
-        doc_map: dict[int, dict] = {
-            doc.id: {
-                "document_id": doc.id,
-                "content": "",
-                "score": float(score),
-                "chunks": [],
-                "document": {
-                    "id": doc.id,
-                    "title": doc.title,
-                    "document_type": doc.document_type.value
-                    if getattr(doc, "document_type", None)
-                    else None,
-                    "metadata": doc.document_metadata or {},
-                },
-                "source": doc.document_type.value
+        doc_meta_cache: dict[int, dict] = {}
+        doc_score_cache: dict[int, float] = {}
+        doc_source_cache: dict[int, str | None] = {}
+        for doc, score in documents_with_scores:
+            doc_meta_cache[doc.id] = {
+                "id": doc.id,
+                "title": doc.title,
+                "document_type": doc.document_type.value
                 if getattr(doc, "document_type", None)
                 else None,
+                "metadata": doc.document_metadata or {},
             }
-            for doc, score in documents_with_scores
+            doc_score_cache[doc.id] = float(score)
+            doc_source_cache[doc.id] = (
+                doc.document_type.value if getattr(doc, "document_type", None) else None
+            )
+
+        # SQL-level per-document chunk limit using ROW_NUMBER().
+        # Avoids loading hundreds of chunks per large document only to
+        # discard them in Python.
+        numbered = (
+            select(
+                Chunk.id.label("chunk_id"),
+                func.row_number()
+                .over(partition_by=Chunk.document_id, order_by=Chunk.id)
+                .label("rn"),
+            )
+            .where(Chunk.document_id.in_(doc_ids))
+            .subquery("numbered")
+        )
+
+        # Select only the columns we need (skip Chunk.embedding ~12KB/row).
+        chunks_query = (
+            select(Chunk.id, Chunk.content, Chunk.document_id)
+            .join(numbered, Chunk.id == numbered.c.chunk_id)
+            .where(numbered.c.rn <= _MAX_FETCH_CHUNKS_PER_DOC)
+            .order_by(Chunk.document_id, Chunk.id)
+        )
+
+        t_fetch = time.perf_counter()
+        chunks_result = await self.db_session.execute(chunks_query)
+        fetched_chunks = chunks_result.all()
+        perf.debug(
+            "[doc_search] chunk fetch in %.3fs rows=%d",
+            time.perf_counter() - t_fetch,
+            len(fetched_chunks),
+        )
+
+        # Assemble doc-grouped results using pre-cached metadata.
+        doc_map: dict[int, dict] = {
+            doc_id: {
+                "document_id": doc_id,
+                "content": "",
+                "score": doc_score_cache.get(doc_id, 0.0),
+                "chunks": [],
+                "matched_chunk_ids": [],
+                "document": doc_meta_cache.get(doc_id, {}),
+                "source": doc_source_cache.get(doc_id),
+            }
+            for doc_id in doc_ids
         }
 
-        for chunk in chunks:
-            doc_id = chunk.document_id
+        for row in fetched_chunks:
+            doc_id = row.document_id
             if doc_id not in doc_map:
                 continue
             doc_map[doc_id]["chunks"].append(
-                {"chunk_id": chunk.id, "content": chunk.content}
+                {"chunk_id": row.id, "content": row.content}
             )
 
         # Fill concatenated content (useful for reranking)
diff --git a/surfsense_backend/app/routes/editor_routes.py b/surfsense_backend/app/routes/editor_routes.py
index b7bbd5abb..f54f18def 100644
--- a/surfsense_backend/app/routes/editor_routes.py
+++ b/surfsense_backend/app/routes/editor_routes.py
@@ -7,7 +7,6 @@ import asyncio
 import io
 import logging
 import os
-import re
 import tempfile
 from datetime import UTC, datetime
 from typing import Any
@@ -22,9 +21,9 @@ from sqlalchemy.orm import selectinload
 
 from app.db import Document, DocumentType, Permission, User, get_async_session
 from app.routes.reports_routes import (
-    ExportFormat,
     _FILE_EXTENSIONS,
     _MEDIA_TYPES,
+    ExportFormat,
     _normalize_latex_delimiters,
     _strip_wrapping_code_fences,
 )
@@ -238,9 +237,7 @@ async def save_document(
     }
 
 
-@router.get(
-    "/search-spaces/{search_space_id}/documents/{document_id}/export"
-)
+@router.get("/search-spaces/{search_space_id}/documents/{document_id}/export")
 async def export_document(
     search_space_id: int,
     document_id: int,
@@ -284,9 +281,7 @@ async def export_document(
             markdown_content = "\n\n".join(chunk.content for chunk in chunks)
 
     if not markdown_content or not markdown_content.strip():
-        raise HTTPException(
-            status_code=400, detail="Document has no content to export"
-        )
+        raise HTTPException(status_code=400, detail="Document has no content to export")
 
     markdown_content = _strip_wrapping_code_fences(markdown_content)
     markdown_content = _normalize_latex_delimiters(markdown_content)
@@ -308,8 +303,10 @@ async def export_document(
                 extra_args=[
                     "--standalone",
                     f"--template={typst_template}",
-                    "-V", "mainfont:Libertinus Serif",
-                    "-V", "codefont:DejaVu Sans Mono",
+                    "-V",
+                    "mainfont:Libertinus Serif",
+                    "-V",
+                    "codefont:DejaVu Sans Mono",
                     *meta_args,
                 ],
             )
@@ -318,7 +315,11 @@ async def export_document(
         if format == ExportFormat.DOCX:
             return _pandoc_to_tempfile(
                 format.value,
-                ["--standalone", f"--reference-doc={get_reference_docx_path()}", *meta_args],
+                [
+                    "--standalone",
+                    f"--reference-doc={get_reference_docx_path()}",
+                    *meta_args,
+                ],
             )
 
         if format == ExportFormat.HTML:
@@ -327,7 +328,8 @@ async def export_document(
                 "html5",
                 format=input_fmt,
                 extra_args=[
-                    "--standalone", "--embed-resources",
+                    "--standalone",
+                    "--embed-resources",
                     f"--css={get_html_css_path()}",
                     "--syntax-highlighting=pygments",
                     *meta_args,
@@ -343,13 +345,17 @@ async def export_document(
 
         if format == ExportFormat.LATEX:
             tex_str: str = pypandoc.convert_text(
-                markdown_content, "latex", format=input_fmt,
+                markdown_content,
+                "latex",
+                format=input_fmt,
                 extra_args=["--standalone", *meta_args],
             )
             return tex_str.encode("utf-8")
 
         plain_str: str = pypandoc.convert_text(
-            markdown_content, "plain", format=input_fmt,
+            markdown_content,
+            "plain",
+            format=input_fmt,
             extra_args=["--wrap=auto", "--columns=80"],
         )
         return plain_str.encode("utf-8")
@@ -359,8 +365,11 @@ async def export_document(
         os.close(fd)
         try:
             pypandoc.convert_text(
-                markdown_content, output_format, format=input_fmt,
-                extra_args=extra_args, outputfile=tmp_path,
+                markdown_content,
+                output_format,
+                format=input_fmt,
+                extra_args=extra_args,
+                outputfile=tmp_path,
             )
             with open(tmp_path, "rb") as f:
                 return f.read()
@@ -375,8 +384,7 @@ async def export_document(
         raise HTTPException(status_code=500, detail=f"Export failed: {e!s}") from e
 
     safe_title = (
-        "".join(c if c.isalnum() or c in " -_" else "_" for c in doc_title)
-        .strip()[:80]
+        "".join(c if c.isalnum() or c in " -_" else "_" for c in doc_title).strip()[:80]
         or "document"
     )
     ext = _FILE_EXTENSIONS[format]
diff --git a/surfsense_backend/app/routes/search_source_connectors_routes.py b/surfsense_backend/app/routes/search_source_connectors_routes.py
index bef2329d8..00892c6eb 100644
--- a/surfsense_backend/app/routes/search_source_connectors_routes.py
+++ b/surfsense_backend/app/routes/search_source_connectors_routes.py
@@ -2406,7 +2406,11 @@ async def run_google_drive_indexing(
         if items.files:
             try:
                 file_tuples = [(f.id, f.name) for f in items.files]
-                indexed_count, _skipped, file_errors = await index_google_drive_selected_files(
+                (
+                    indexed_count,
+                    _skipped,
+                    file_errors,
+                ) = await index_google_drive_selected_files(
                     session,
                     connector_id,
                     search_space_id,
diff --git a/surfsense_backend/app/tasks/chat/stream_new_chat.py b/surfsense_backend/app/tasks/chat/stream_new_chat.py
index 1f3eaa179..c97914092 100644
--- a/surfsense_backend/app/tasks/chat/stream_new_chat.py
+++ b/surfsense_backend/app/tasks/chat/stream_new_chat.py
@@ -9,6 +9,7 @@ Supports loading LLM configurations from:
 - NewLLMConfig database table (positive IDs for user-created configs with prompt settings)
 """
 
+import ast
 import asyncio
 import contextlib
 import gc
@@ -36,10 +37,6 @@ from app.agents.new_chat.llm_config import (
     load_agent_config,
     load_llm_config_from_yaml,
 )
-from app.agents.new_chat.sandbox import (
-    get_or_create_sandbox,
-    is_sandbox_enabled,
-)
 from app.db import (
     ChatVisibility,
     Document,
@@ -212,7 +209,7 @@ class StreamResult:
     accumulated_text: str = ""
     is_interrupted: bool = False
     interrupt_value: dict[str, Any] | None = None
-    sandbox_files: list[str] = field(default_factory=list)
+    sandbox_files: list[str] = field(default_factory=list)  # unused, kept for compat
 
 
 async def _stream_agent_events(
@@ -281,6 +278,8 @@ async def _stream_agent_events(
         if event_type == "on_chat_model_stream":
             if active_tool_depth > 0:
                 continue  # Suppress inner-tool LLM tokens from leaking into chat
+            if "surfsense:internal" in event.get("tags", []):
+                continue  # Suppress middleware-internal LLM tokens (e.g. KB search classification)
             chunk = event.get("data", {}).get("chunk")
             if chunk and hasattr(chunk, "content"):
                 content = chunk.content
@@ -319,19 +318,114 @@ async def _stream_agent_events(
             tool_step_ids[run_id] = tool_step_id
             last_active_step_id = tool_step_id
 
-            if tool_name == "search_knowledge_base":
-                query = (
-                    tool_input.get("query", "")
+            if tool_name == "ls":
+                ls_path = (
+                    tool_input.get("path", "/")
                     if isinstance(tool_input, dict)
                     else str(tool_input)
                 )
-                last_active_step_title = "Searching knowledge base"
+                last_active_step_title = "Listing files"
+                last_active_step_items = [ls_path]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Listing files",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "read_file":
+                fp = (
+                    tool_input.get("file_path", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                display_fp = fp if len(fp) <= 80 else "…" + fp[-77:]
+                last_active_step_title = "Reading file"
+                last_active_step_items = [display_fp]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Reading file",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "write_file":
+                fp = (
+                    tool_input.get("file_path", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                display_fp = fp if len(fp) <= 80 else "…" + fp[-77:]
+                last_active_step_title = "Writing file"
+                last_active_step_items = [display_fp]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Writing file",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "edit_file":
+                fp = (
+                    tool_input.get("file_path", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                display_fp = fp if len(fp) <= 80 else "…" + fp[-77:]
+                last_active_step_title = "Editing file"
+                last_active_step_items = [display_fp]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Editing file",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "glob":
+                pat = (
+                    tool_input.get("pattern", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                base_path = (
+                    tool_input.get("path", "/") if isinstance(tool_input, dict) else "/"
+                )
+                last_active_step_title = "Searching files"
+                last_active_step_items = [f"{pat} in {base_path}"]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Searching files",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "grep":
+                pat = (
+                    tool_input.get("pattern", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                grep_path = (
+                    tool_input.get("path", "") if isinstance(tool_input, dict) else ""
+                )
+                display_pat = pat[:60] + ("…" if len(pat) > 60 else "")
+                last_active_step_title = "Searching content"
                 last_active_step_items = [
-                    f"Query: {query[:100]}{'...' if len(query) > 100 else ''}"
+                    f'"{display_pat}"' + (f" in {grep_path}" if grep_path else "")
                 ]
                 yield streaming_service.format_thinking_step(
                     step_id=tool_step_id,
-                    title="Searching knowledge base",
+                    title="Searching content",
+                    status="in_progress",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "save_document":
+                doc_title = (
+                    tool_input.get("title", "")
+                    if isinstance(tool_input, dict)
+                    else str(tool_input)
+                )
+                display_title = doc_title[:60] + ("…" if len(doc_title) > 60 else "")
+                last_active_step_title = "Saving document"
+                last_active_step_items = [display_title]
+                yield streaming_service.format_thinking_step(
+                    step_id=tool_step_id,
+                    title="Saving document",
                     status="in_progress",
                     items=last_active_step_items,
                 )
@@ -441,10 +535,22 @@ async def _stream_agent_events(
                 else streaming_service.generate_tool_call_id()
             )
             yield streaming_service.format_tool_input_start(tool_call_id, tool_name)
+            # Sanitize tool_input: strip runtime-injected non-serializable
+            # values (e.g. LangChain ToolRuntime) before sending over SSE.
+            if isinstance(tool_input, dict):
+                _safe_input: dict[str, Any] = {}
+                for _k, _v in tool_input.items():
+                    try:
+                        json.dumps(_v)
+                        _safe_input[_k] = _v
+                    except (TypeError, ValueError, OverflowError):
+                        pass
+            else:
+                _safe_input = {"input": tool_input}
             yield streaming_service.format_tool_input_available(
                 tool_call_id,
                 tool_name,
-                tool_input if isinstance(tool_input, dict) else {"input": tool_input},
+                _safe_input,
             )
 
         elif event_type == "on_tool_end":
@@ -475,16 +581,55 @@ async def _stream_agent_events(
             )
             completed_step_ids.add(original_step_id)
 
-            if tool_name == "search_knowledge_base":
-                result_info = "Search completed"
-                if isinstance(tool_output, dict):
-                    result_len = tool_output.get("result_length", 0)
-                    if result_len > 0:
-                        result_info = f"Found relevant information ({result_len} chars)"
-                completed_items = [*last_active_step_items, result_info]
+            if tool_name == "read_file":
                 yield streaming_service.format_thinking_step(
                     step_id=original_step_id,
-                    title="Searching knowledge base",
+                    title="Reading file",
+                    status="completed",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "write_file":
+                yield streaming_service.format_thinking_step(
+                    step_id=original_step_id,
+                    title="Writing file",
+                    status="completed",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "edit_file":
+                yield streaming_service.format_thinking_step(
+                    step_id=original_step_id,
+                    title="Editing file",
+                    status="completed",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "glob":
+                yield streaming_service.format_thinking_step(
+                    step_id=original_step_id,
+                    title="Searching files",
+                    status="completed",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "grep":
+                yield streaming_service.format_thinking_step(
+                    step_id=original_step_id,
+                    title="Searching content",
+                    status="completed",
+                    items=last_active_step_items,
+                )
+            elif tool_name == "save_document":
+                result_str = (
+                    tool_output.get("result", "")
+                    if isinstance(tool_output, dict)
+                    else str(tool_output)
+                )
+                is_error = "Error" in result_str
+                completed_items = [
+                    *last_active_step_items,
+                    result_str[:80] if is_error else "Saved to knowledge base",
+                ]
+                yield streaming_service.format_thinking_step(
+                    step_id=original_step_id,
+                    title="Saving document",
                     status="completed",
                     items=completed_items,
                 )
@@ -690,14 +835,23 @@ async def _stream_agent_events(
                     ls_output = str(tool_output) if tool_output else ""
                 file_names: list[str] = []
                 if ls_output:
-                    for line in ls_output.strip().split("\n"):
-                        line = line.strip()
-                        if line:
-                            name = line.rstrip("/").split("/")[-1]
-                            if name and len(name) <= 40:
-                                file_names.append(name)
-                            elif name:
-                                file_names.append(name[:37] + "...")
+                    paths: list[str] = []
+                    try:
+                        parsed = ast.literal_eval(ls_output)
+                        if isinstance(parsed, list):
+                            paths = [str(p) for p in parsed]
+                    except (ValueError, SyntaxError):
+                        paths = [
+                            line.strip()
+                            for line in ls_output.strip().split("\n")
+                            if line.strip()
+                        ]
+                    for p in paths:
+                        name = p.rstrip("/").split("/")[-1]
+                        if name and len(name) <= 40:
+                            file_names.append(name)
+                        elif name:
+                            file_names.append(name[:37] + "...")
                 if file_names:
                     if len(file_names) <= 5:
                         completed_items = [f"[{name}]" for name in file_names]
@@ -708,7 +862,7 @@ async def _stream_agent_events(
                     completed_items = ["No files found"]
                 yield streaming_service.format_thinking_step(
                     step_id=original_step_id,
-                    title="Exploring files",
+                    title="Listing files",
                     status="completed",
                     items=completed_items,
                 )
@@ -832,14 +986,6 @@ async def _stream_agent_events(
                         f"Scrape failed: {error_msg}",
                         "error",
                     )
-            elif tool_name == "search_knowledge_base":
-                yield streaming_service.format_tool_output_available(
-                    tool_call_id,
-                    {"status": "completed", "result_length": len(str(tool_output))},
-                )
-                yield streaming_service.format_terminal_info(
-                    "Knowledge base search completed", "success"
-                )
             elif tool_name == "generate_report":
                 # Stream the full report result so frontend can render the ReportCard
                 yield streaming_service.format_tool_output_available(
@@ -973,6 +1119,19 @@ async def _stream_agent_events(
                     items=last_active_step_items,
                 )
 
+        elif (
+            event_type == "on_custom_event" and event.get("name") == "document_created"
+        ):
+            data = event.get("data", {})
+            if data.get("id"):
+                yield streaming_service.format_data(
+                    "documents-updated",
+                    {
+                        "action": "created",
+                        "document": data,
+                    },
+                )
+
         elif event_type in ("on_chain_end", "on_agent_end"):
             if current_text_id is not None:
                 yield streaming_service.format_text_end(current_text_id)
@@ -995,38 +1154,6 @@ async def _stream_agent_events(
         yield streaming_service.format_interrupt_request(result.interrupt_value)
 
 
-def _try_persist_and_delete_sandbox(
-    thread_id: int,
-    sandbox_files: list[str],
-) -> None:
-    """Fire-and-forget: persist sandbox files locally then delete the sandbox."""
-    from app.agents.new_chat.sandbox import (
-        is_sandbox_enabled,
-        persist_and_delete_sandbox,
-    )
-
-    if not is_sandbox_enabled():
-        return
-
-    async def _run() -> None:
-        try:
-            await persist_and_delete_sandbox(thread_id, sandbox_files)
-        except Exception:
-            logging.getLogger(__name__).warning(
-                "persist_and_delete_sandbox failed for thread %s",
-                thread_id,
-                exc_info=True,
-            )
-
-    try:
-        loop = asyncio.get_running_loop()
-        task = loop.create_task(_run())
-        _background_tasks.add(task)
-        task.add_done_callback(_background_tasks.discard)
-    except RuntimeError:
-        pass
-
-
 async def stream_new_chat(
     user_query: str,
     search_space_id: int,
@@ -1141,22 +1268,6 @@ async def stream_new_chat(
             "[stream_new_chat] Checkpointer ready in %.3fs", time.perf_counter() - _t0
         )
 
-        sandbox_backend = None
-        _t0 = time.perf_counter()
-        if is_sandbox_enabled():
-            try:
-                sandbox_backend = await get_or_create_sandbox(chat_id)
-            except Exception as sandbox_err:
-                logging.getLogger(__name__).warning(
-                    "Sandbox creation failed, continuing without execute tool: %s",
-                    sandbox_err,
-                )
-        _perf_log.info(
-            "[stream_new_chat] Sandbox provisioning in %.3fs (enabled=%s)",
-            time.perf_counter() - _t0,
-            sandbox_backend is not None,
-        )
-
         visibility = thread_visibility or ChatVisibility.PRIVATE
         _t0 = time.perf_counter()
         agent = await create_surfsense_deep_agent(
@@ -1170,7 +1281,6 @@ async def stream_new_chat(
             agent_config=agent_config,
             firecrawl_api_key=firecrawl_api_key,
             thread_visibility=visibility,
-            sandbox_backend=sandbox_backend,
             disabled_tools=disabled_tools,
         )
         _perf_log.info(
@@ -1531,8 +1641,6 @@ async def stream_new_chat(
                         "Failed to clear AI responding state for thread %s", chat_id
                     )
 
-            _try_persist_and_delete_sandbox(chat_id, stream_result.sandbox_files)
-
             with contextlib.suppress(Exception):
                 session.expunge_all()
 
@@ -1541,7 +1649,7 @@ async def stream_new_chat(
 
         # Break circular refs held by the agent graph, tools, and LLM
         # wrappers so the GC can reclaim them in a single pass.
-        agent = llm = connector_service = sandbox_backend = None
+        agent = llm = connector_service = None
         input_state = stream_result = None
         session = None
 
@@ -1627,22 +1735,6 @@ async def stream_resume_chat(
             "[stream_resume] Checkpointer ready in %.3fs", time.perf_counter() - _t0
         )
 
-        sandbox_backend = None
-        _t0 = time.perf_counter()
-        if is_sandbox_enabled():
-            try:
-                sandbox_backend = await get_or_create_sandbox(chat_id)
-            except Exception as sandbox_err:
-                logging.getLogger(__name__).warning(
-                    "Sandbox creation failed, continuing without execute tool: %s",
-                    sandbox_err,
-                )
-        _perf_log.info(
-            "[stream_resume] Sandbox provisioning in %.3fs (enabled=%s)",
-            time.perf_counter() - _t0,
-            sandbox_backend is not None,
-        )
-
         visibility = thread_visibility or ChatVisibility.PRIVATE
 
         _t0 = time.perf_counter()
@@ -1657,7 +1749,6 @@ async def stream_resume_chat(
             agent_config=agent_config,
             firecrawl_api_key=firecrawl_api_key,
             thread_visibility=visibility,
-            sandbox_backend=sandbox_backend,
         )
         _perf_log.info(
             "[stream_resume] Agent created in %.3fs", time.perf_counter() - _t0
@@ -1742,15 +1833,13 @@ async def stream_resume_chat(
                         "Failed to clear AI responding state for thread %s", chat_id
                     )
 
-            _try_persist_and_delete_sandbox(chat_id, stream_result.sandbox_files)
-
             with contextlib.suppress(Exception):
                 session.expunge_all()
 
             with contextlib.suppress(Exception):
                 await session.close()
 
-        agent = llm = connector_service = sandbox_backend = None
+        agent = llm = connector_service = None
         stream_result = None
         session = None
 
diff --git a/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py b/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
index 8f447b842..a8c2e3c18 100644
--- a/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/confluence_indexer.py
@@ -10,7 +10,10 @@ from app.connectors.confluence_history import ConfluenceHistoryConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 
@@ -194,6 +197,27 @@ async def index_confluence_pages(
                     await confluence_client.close()
             return 0, 0, None
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+        placeholders = [
+            PlaceholderInfo(
+                title=page.get("title", ""),
+                document_type=DocumentType.CONFLUENCE_CONNECTOR,
+                unique_id=page.get("id", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "page_id": page.get("id", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Confluence",
+                },
+            )
+            for page in pages
+            if page.get("id") and page.get("title")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         documents_skipped = 0
         duplicate_content_count = 0
         connector_docs: list[ConnectorDocument] = []
@@ -202,7 +226,7 @@ async def index_confluence_pages(
             try:
                 page_id = page.get("id")
                 page_title = page.get("title", "")
-                space_id = page.get("spaceId", "")
+                page.get("spaceId", "")
 
                 if not page_id or not page_title:
                     logger.warning(
@@ -265,11 +289,12 @@ async def index_confluence_pages(
                 connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error building ConnectorDocument for page: {e!s}", exc_info=True)
+                logger.error(
+                    f"Error building ConnectorDocument for page: {e!s}", exc_info=True
+                )
                 documents_skipped += 1
                 continue
 
-        pipeline = IndexingPipelineService(session)
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s: AsyncSession):
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
index 61b1ccb2b..6912ffe5a 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_calendar_indexer.py
@@ -16,7 +16,10 @@ from app.connectors.google_calendar_connector import GoogleCalendarConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 from app.utils.google_credentials import (
@@ -73,9 +76,7 @@ def _build_connector_doc(
         "connector_type": "Google Calendar",
     }
 
-    fallback_summary = (
-        f"Google Calendar Event: {event_summary}\n\n{event_markdown}"
-    )
+    fallback_summary = f"Google Calendar Event: {event_summary}\n\n{event_markdown}"
 
     return ConnectorDocument(
         title=event_summary,
@@ -344,6 +345,27 @@ async def index_google_calendar_events(
             logger.error(f"Error fetching Google Calendar events: {e!s}", exc_info=True)
             return 0, 0, f"Error fetching Google Calendar events: {e!s}"
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+        placeholders = [
+            PlaceholderInfo(
+                title=event.get("summary", "No Title"),
+                document_type=DocumentType.GOOGLE_CALENDAR_CONNECTOR,
+                unique_id=event.get("id", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "event_id": event.get("id", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Google Calendar",
+                },
+            )
+            for event in events
+            if event.get("id")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         # ── Build ConnectorDocuments ──────────────────────────────────
         connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
@@ -391,13 +413,13 @@ async def index_google_calendar_events(
                 connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error building ConnectorDocument for event: {e!s}", exc_info=True)
+                logger.error(
+                    f"Error building ConnectorDocument for event: {e!s}", exc_info=True
+                )
                 documents_skipped += 1
                 continue
 
         # ── Pipeline: migrate legacy docs + parallel index ─────────────
-        pipeline = IndexingPipelineService(session)
-
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s):
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
index 74101ed74..b03d305f7 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_drive_indexer.py
@@ -29,7 +29,10 @@ from app.connectors.google_drive.file_types import should_skip_file as skip_mime
 from app.db import Document, DocumentStatus, DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_identifier_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 from app.tasks.connector_indexers.base import (
@@ -57,6 +60,7 @@ logger = logging.getLogger(__name__)
 # Helpers
 # ---------------------------------------------------------------------------
 
+
 async def _should_skip_file(
     session: AsyncSession,
     file: dict,
@@ -97,11 +101,14 @@ async def _should_skip_file(
         result = await session.execute(
             select(Document).where(
                 Document.search_space_id == search_space_id,
-                Document.document_type.in_([
-                    DocumentType.GOOGLE_DRIVE_FILE,
-                    DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
-                ]),
-                cast(Document.document_metadata["google_drive_file_id"], String) == file_id,
+                Document.document_type.in_(
+                    [
+                        DocumentType.GOOGLE_DRIVE_FILE,
+                        DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
+                    ]
+                ),
+                cast(Document.document_metadata["google_drive_file_id"], String)
+                == file_id,
             )
         )
         existing = result.scalar_one_or_none()
@@ -191,6 +198,50 @@ def _build_connector_doc(
     )
 
 
+async def _create_drive_placeholders(
+    session: AsyncSession,
+    files: list[dict],
+    *,
+    connector_id: int,
+    search_space_id: int,
+    user_id: str,
+) -> None:
+    """Create placeholder document rows for discovered Drive files.
+
+    Called immediately after file discovery (Phase 1) so documents appear
+    in the UI via Zero sync before the slow download/ETL phase begins.
+    """
+    if not files:
+        return
+
+    placeholders = []
+    for file in files:
+        file_id = file.get("id")
+        file_name = file.get("name", "Unknown")
+        if not file_id:
+            continue
+        placeholders.append(
+            PlaceholderInfo(
+                title=file_name,
+                document_type=DocumentType.GOOGLE_DRIVE_FILE,
+                unique_id=file_id,
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "google_drive_file_id": file_id,
+                    "FILE_NAME": file_name,
+                    "connector_id": connector_id,
+                    "connector_type": "Google Drive",
+                },
+            )
+        )
+
+    if placeholders:
+        pipeline = IndexingPipelineService(session)
+        await pipeline.create_placeholder_documents(placeholders)
+
+
 async def _download_files_parallel(
     drive_client: GoogleDriveClient,
     files: list[dict],
@@ -246,9 +297,7 @@ async def _download_files_parallel(
 
     failed = 0
     for outcome in outcomes:
-        if isinstance(outcome, Exception):
-            failed += 1
-        elif outcome is None:
+        if isinstance(outcome, Exception) or outcome is None:
             failed += 1
         else:
             results.append(outcome)
@@ -300,14 +349,18 @@ async def _process_single_file(
         if not documents:
             return 0, 1, 0
 
-        from app.indexing_pipeline.document_hashing import compute_unique_identifier_hash
+        from app.indexing_pipeline.document_hashing import (
+            compute_unique_identifier_hash,
+        )
 
         doc_map = {compute_unique_identifier_hash(doc): doc}
         for document in documents:
             connector_doc = doc_map.get(document.unique_identifier_hash)
             if not connector_doc:
                 continue
-            user_llm = await get_user_long_context_llm(session, user_id, search_space_id)
+            user_llm = await get_user_long_context_llm(
+                session, user_id, search_space_id
+            )
             await pipeline.index(document, connector_doc, user_llm)
 
         logger.info(f"Successfully indexed Google Drive file: {file_name}")
@@ -335,11 +388,14 @@ async def _remove_document(session: AsyncSession, file_id: str, search_space_id:
         result = await session.execute(
             select(Document).where(
                 Document.search_space_id == search_space_id,
-                Document.document_type.in_([
-                    DocumentType.GOOGLE_DRIVE_FILE,
-                    DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
-                ]),
-                cast(Document.document_metadata["google_drive_file_id"], String) == file_id,
+                Document.document_type.in_(
+                    [
+                        DocumentType.GOOGLE_DRIVE_FILE,
+                        DocumentType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR,
+                    ]
+                ),
+                cast(Document.document_metadata["google_drive_file_id"], String)
+                == file_id,
             )
         )
         existing = result.scalar_one_or_none()
@@ -383,7 +439,9 @@ async def _download_and_index(
             return await get_user_long_context_llm(s, user_id, search_space_id)
 
         _, batch_indexed, batch_failed = await pipeline.index_batch_parallel(
-            connector_docs, _get_llm, max_concurrency=3,
+            connector_docs,
+            _get_llm,
+            max_concurrency=3,
             on_heartbeat=on_heartbeat,
         )
 
@@ -430,10 +488,22 @@ async def _index_selected_files(
 
         files_to_download.append(file)
 
-    batch_indexed, failed = await _download_and_index(
-        drive_client, session, files_to_download,
-        connector_id=connector_id, search_space_id=search_space_id,
-        user_id=user_id, enable_summary=enable_summary,
+    await _create_drive_placeholders(
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+    )
+
+    batch_indexed, _failed = await _download_and_index(
+        drive_client,
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+        enable_summary=enable_summary,
         on_heartbeat=on_heartbeat,
     )
 
@@ -444,6 +514,7 @@ async def _index_selected_files(
 # Scan strategies
 # ---------------------------------------------------------------------------
 
+
 async def _index_full_scan(
     drive_client: GoogleDriveClient,
     session: AsyncSession,
@@ -464,7 +535,11 @@ async def _index_full_scan(
     await task_logger.log_task_progress(
         log_entry,
         f"Starting full scan of folder: {folder_name} (include_subfolders={include_subfolders})",
-        {"stage": "full_scan", "folder_id": folder_id, "include_subfolders": include_subfolders},
+        {
+            "stage": "full_scan",
+            "folder_id": folder_id,
+            "include_subfolders": include_subfolders,
+        },
     )
 
     # ------------------------------------------------------------------
@@ -483,7 +558,10 @@ async def _index_full_scan(
 
         while files_processed < max_files:
             files, next_token, error = await get_files_in_folder(
-                drive_client, cur_id, include_subfolders=True, page_token=page_token,
+                drive_client,
+                cur_id,
+                include_subfolders=True,
+                page_token=page_token,
             )
             if error:
                 logger.error(f"Error listing files in {cur_name}: {error}")
@@ -500,7 +578,9 @@ async def _index_full_scan(
                 mime = file.get("mimeType", "")
                 if mime == "application/vnd.google-apps.folder":
                     if include_subfolders:
-                        folders_to_process.append((file["id"], file.get("name", "Unknown")))
+                        folders_to_process.append(
+                            (file["id"], file.get("name", "Unknown"))
+                        )
                     continue
 
                 files_processed += 1
@@ -521,24 +601,45 @@ async def _index_full_scan(
 
     if not files_processed and first_error:
         err_lower = first_error.lower()
-        if "401" in first_error or "invalid credentials" in err_lower or "authError" in first_error:
+        if (
+            "401" in first_error
+            or "invalid credentials" in err_lower
+            or "authError" in first_error
+        ):
             raise Exception(
                 f"Google Drive authentication failed. Please re-authenticate. (Error: {first_error})"
             )
         raise Exception(f"Failed to list Google Drive files: {first_error}")
 
+    # ------------------------------------------------------------------
+    # Phase 1.5: create placeholders for instant UI feedback
+    # ------------------------------------------------------------------
+    await _create_drive_placeholders(
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+    )
+
     # ------------------------------------------------------------------
     # Phase 2+3 (parallel): download, ETL, index
     # ------------------------------------------------------------------
     batch_indexed, failed = await _download_and_index(
-        drive_client, session, files_to_download,
-        connector_id=connector_id, search_space_id=search_space_id,
-        user_id=user_id, enable_summary=enable_summary,
+        drive_client,
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+        enable_summary=enable_summary,
         on_heartbeat=on_heartbeat_callback,
     )
 
     indexed = renamed_count + batch_indexed
-    logger.info(f"Full scan complete: {indexed} indexed, {skipped} skipped, {failed} failed")
+    logger.info(
+        f"Full scan complete: {indexed} indexed, {skipped} skipped, {failed} failed"
+    )
     return indexed, skipped
 
 
@@ -565,7 +666,9 @@ async def _index_with_delta_sync(
         {"stage": "delta_sync", "start_token": start_page_token},
     )
 
-    changes, _final_token, error = await fetch_all_changes(drive_client, start_page_token, folder_id)
+    changes, _final_token, error = await fetch_all_changes(
+        drive_client, start_page_token, folder_id
+    )
     if error:
         err_lower = error.lower()
         if "401" in error or "invalid credentials" in err_lower or "authError" in error:
@@ -614,18 +717,35 @@ async def _index_with_delta_sync(
 
         files_to_download.append(file)
 
+    # ------------------------------------------------------------------
+    # Phase 1.5: create placeholders for instant UI feedback
+    # ------------------------------------------------------------------
+    await _create_drive_placeholders(
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+    )
+
     # ------------------------------------------------------------------
     # Phase 2+3 (parallel): download, ETL, index
     # ------------------------------------------------------------------
     batch_indexed, failed = await _download_and_index(
-        drive_client, session, files_to_download,
-        connector_id=connector_id, search_space_id=search_space_id,
-        user_id=user_id, enable_summary=enable_summary,
+        drive_client,
+        session,
+        files_to_download,
+        connector_id=connector_id,
+        search_space_id=search_space_id,
+        user_id=user_id,
+        enable_summary=enable_summary,
         on_heartbeat=on_heartbeat_callback,
     )
 
     indexed = renamed_count + batch_indexed
-    logger.info(f"Delta sync complete: {indexed} indexed, {skipped} skipped, {failed} failed")
+    logger.info(
+        f"Delta sync complete: {indexed} indexed, {skipped} skipped, {failed} failed"
+    )
     return indexed, skipped
 
 
@@ -633,6 +753,7 @@ async def _index_with_delta_sync(
 # Public entry points
 # ---------------------------------------------------------------------------
 
+
 async def index_google_drive_files(
     session: AsyncSession,
     connector_id: int,
@@ -653,8 +774,11 @@ async def index_google_drive_files(
         source="connector_indexing_task",
         message=f"Starting Google Drive indexing for connector {connector_id}",
         metadata={
-            "connector_id": connector_id, "user_id": str(user_id),
-            "folder_id": folder_id, "use_delta_sync": use_delta_sync, "max_files": max_files,
+            "connector_id": connector_id,
+            "user_id": str(user_id),
+            "folder_id": folder_id,
+            "use_delta_sync": use_delta_sync,
+            "max_files": max_files,
         },
     )
 
@@ -666,11 +790,14 @@ async def index_google_drive_files(
                 break
         if not connector:
             error_msg = f"Google Drive connector with ID {connector_id} not found"
-            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, None, {"error_type": "ConnectorNotFound"}
+            )
             return 0, 0, error_msg
 
         await task_logger.log_task_progress(
-            log_entry, f"Initializing Google Drive client for connector {connector_id}",
+            log_entry,
+            f"Initializing Google Drive client for connector {connector_id}",
             {"stage": "client_initialization"},
         )
 
@@ -679,24 +806,39 @@ async def index_google_drive_files(
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
                 error_msg = f"Composio connected_account_id not found for connector {connector_id}"
-                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
+                await task_logger.log_task_failure(
+                    log_entry,
+                    error_msg,
+                    "Missing Composio account",
+                    {"error_type": "MissingComposioAccount"},
+                )
                 return 0, 0, error_msg
             pre_built_credentials = build_composio_credentials(connected_account_id)
         else:
             token_encrypted = connector.config.get("_token_encrypted", False)
             if token_encrypted and not config.SECRET_KEY:
                 await task_logger.log_task_failure(
-                    log_entry, "SECRET_KEY not configured but credentials are encrypted",
-                    "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
+                    log_entry,
+                    "SECRET_KEY not configured but credentials are encrypted",
+                    "Missing SECRET_KEY",
+                    {"error_type": "MissingSecretKey"},
+                )
+                return (
+                    0,
+                    0,
+                    "SECRET_KEY not configured but credentials are marked as encrypted",
                 )
-                return 0, 0, "SECRET_KEY not configured but credentials are marked as encrypted"
 
         connector_enable_summary = getattr(connector, "enable_summary", True)
-        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
+        drive_client = GoogleDriveClient(
+            session, connector_id, credentials=pre_built_credentials
+        )
 
         if not folder_id:
             error_msg = "folder_id is required for Google Drive indexing"
-            await task_logger.log_task_failure(log_entry, error_msg, {"error_type": "MissingParameter"})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, {"error_type": "MissingParameter"}
+            )
             return 0, 0, error_msg
 
         target_folder_id = folder_id
@@ -704,29 +846,64 @@ async def index_google_drive_files(
 
         folder_tokens = connector.config.get("folder_tokens", {})
         start_page_token = folder_tokens.get(target_folder_id)
-        can_use_delta = use_delta_sync and start_page_token and connector.last_indexed_at
+        can_use_delta = (
+            use_delta_sync and start_page_token and connector.last_indexed_at
+        )
 
         if can_use_delta:
             logger.info(f"Using delta sync for connector {connector_id}")
             documents_indexed, documents_skipped = await _index_with_delta_sync(
-                drive_client, session, connector, connector_id, search_space_id, user_id,
-                target_folder_id, start_page_token, task_logger, log_entry, max_files,
-                include_subfolders, on_heartbeat_callback, connector_enable_summary,
+                drive_client,
+                session,
+                connector,
+                connector_id,
+                search_space_id,
+                user_id,
+                target_folder_id,
+                start_page_token,
+                task_logger,
+                log_entry,
+                max_files,
+                include_subfolders,
+                on_heartbeat_callback,
+                connector_enable_summary,
             )
             logger.info("Running reconciliation scan after delta sync")
             ri, rs = await _index_full_scan(
-                drive_client, session, connector, connector_id, search_space_id, user_id,
-                target_folder_id, target_folder_name, task_logger, log_entry, max_files,
-                include_subfolders, on_heartbeat_callback, connector_enable_summary,
+                drive_client,
+                session,
+                connector,
+                connector_id,
+                search_space_id,
+                user_id,
+                target_folder_id,
+                target_folder_name,
+                task_logger,
+                log_entry,
+                max_files,
+                include_subfolders,
+                on_heartbeat_callback,
+                connector_enable_summary,
             )
             documents_indexed += ri
             documents_skipped += rs
         else:
             logger.info(f"Using full scan for connector {connector_id}")
             documents_indexed, documents_skipped = await _index_full_scan(
-                drive_client, session, connector, connector_id, search_space_id, user_id,
-                target_folder_id, target_folder_name, task_logger, log_entry, max_files,
-                include_subfolders, on_heartbeat_callback, connector_enable_summary,
+                drive_client,
+                session,
+                connector,
+                connector_id,
+                search_space_id,
+                user_id,
+                target_folder_id,
+                target_folder_name,
+                task_logger,
+                log_entry,
+                max_files,
+                include_subfolders,
+                on_heartbeat_callback,
+                connector_enable_summary,
             )
 
         if documents_indexed > 0 or can_use_delta:
@@ -745,26 +922,34 @@ async def index_google_drive_files(
             log_entry,
             f"Successfully completed Google Drive indexing for connector {connector_id}",
             {
-                "files_processed": documents_indexed, "files_skipped": documents_skipped,
-                "sync_type": "delta" if can_use_delta else "full", "folder": target_folder_name,
+                "files_processed": documents_indexed,
+                "files_skipped": documents_skipped,
+                "sync_type": "delta" if can_use_delta else "full",
+                "folder": target_folder_name,
             },
         )
-        logger.info(f"Google Drive indexing completed: {documents_indexed} indexed, {documents_skipped} skipped")
+        logger.info(
+            f"Google Drive indexing completed: {documents_indexed} indexed, {documents_skipped} skipped"
+        )
         return documents_indexed, documents_skipped, None
 
     except SQLAlchemyError as db_error:
         await session.rollback()
         await task_logger.log_task_failure(
-            log_entry, f"Database error during Google Drive indexing for connector {connector_id}",
-            str(db_error), {"error_type": "SQLAlchemyError"},
+            log_entry,
+            f"Database error during Google Drive indexing for connector {connector_id}",
+            str(db_error),
+            {"error_type": "SQLAlchemyError"},
         )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
         return 0, 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
         await task_logger.log_task_failure(
-            log_entry, f"Failed to index Google Drive files for connector {connector_id}",
-            str(e), {"error_type": type(e).__name__},
+            log_entry,
+            f"Failed to index Google Drive files for connector {connector_id}",
+            str(e),
+            {"error_type": type(e).__name__},
         )
         logger.error(f"Failed to index Google Drive files: {e!s}", exc_info=True)
         return 0, 0, f"Failed to index Google Drive files: {e!s}"
@@ -784,7 +969,12 @@ async def index_google_drive_single_file(
         task_name="google_drive_single_file_indexing",
         source="connector_indexing_task",
         message=f"Starting Google Drive single file indexing for file {file_id}",
-        metadata={"connector_id": connector_id, "user_id": str(user_id), "file_id": file_id, "file_name": file_name},
+        metadata={
+            "connector_id": connector_id,
+            "user_id": str(user_id),
+            "file_id": file_id,
+            "file_name": file_name,
+        },
     )
 
     try:
@@ -795,7 +985,9 @@ async def index_google_drive_single_file(
                 break
         if not connector:
             error_msg = f"Google Drive connector with ID {connector_id} not found"
-            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, None, {"error_type": "ConnectorNotFound"}
+            )
             return 0, error_msg
 
         pre_built_credentials = None
@@ -803,43 +995,65 @@ async def index_google_drive_single_file(
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
                 error_msg = f"Composio connected_account_id not found for connector {connector_id}"
-                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
+                await task_logger.log_task_failure(
+                    log_entry,
+                    error_msg,
+                    "Missing Composio account",
+                    {"error_type": "MissingComposioAccount"},
+                )
                 return 0, error_msg
             pre_built_credentials = build_composio_credentials(connected_account_id)
         else:
             token_encrypted = connector.config.get("_token_encrypted", False)
             if token_encrypted and not config.SECRET_KEY:
                 await task_logger.log_task_failure(
-                    log_entry, "SECRET_KEY not configured but credentials are encrypted",
-                    "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
+                    log_entry,
+                    "SECRET_KEY not configured but credentials are encrypted",
+                    "Missing SECRET_KEY",
+                    {"error_type": "MissingSecretKey"},
+                )
+                return (
+                    0,
+                    "SECRET_KEY not configured but credentials are marked as encrypted",
                 )
-                return 0, "SECRET_KEY not configured but credentials are marked as encrypted"
 
         connector_enable_summary = getattr(connector, "enable_summary", True)
-        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
+        drive_client = GoogleDriveClient(
+            session, connector_id, credentials=pre_built_credentials
+        )
 
         file, error = await get_file_by_id(drive_client, file_id)
         if error or not file:
             error_msg = f"Failed to fetch file {file_id}: {error or 'File not found'}"
-            await task_logger.log_task_failure(log_entry, error_msg, {"error_type": "FileNotFound"})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, {"error_type": "FileNotFound"}
+            )
             return 0, error_msg
 
         display_name = file_name or file.get("name", "Unknown")
 
         indexed, _skipped, failed = await _process_single_file(
-            drive_client, session, file,
-            connector_id, search_space_id, user_id, connector_enable_summary,
+            drive_client,
+            session,
+            file,
+            connector_id,
+            search_space_id,
+            user_id,
+            connector_enable_summary,
         )
         await session.commit()
 
         if failed > 0:
             error_msg = f"Failed to index file {display_name}"
-            await task_logger.log_task_failure(log_entry, error_msg, {"file_name": display_name, "file_id": file_id})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, {"file_name": display_name, "file_id": file_id}
+            )
             return 0, error_msg
 
         if indexed > 0:
             await task_logger.log_task_success(
-                log_entry, f"Successfully indexed file {display_name}",
+                log_entry,
+                f"Successfully indexed file {display_name}",
                 {"file_name": display_name, "file_id": file_id},
             )
             return 1, None
@@ -848,12 +1062,22 @@ async def index_google_drive_single_file(
 
     except SQLAlchemyError as db_error:
         await session.rollback()
-        await task_logger.log_task_failure(log_entry, "Database error during file indexing", str(db_error), {"error_type": "SQLAlchemyError"})
+        await task_logger.log_task_failure(
+            log_entry,
+            "Database error during file indexing",
+            str(db_error),
+            {"error_type": "SQLAlchemyError"},
+        )
         logger.error(f"Database error: {db_error!s}", exc_info=True)
         return 0, f"Database error: {db_error!s}"
     except Exception as e:
         await session.rollback()
-        await task_logger.log_task_failure(log_entry, "Failed to index Google Drive file", str(e), {"error_type": type(e).__name__})
+        await task_logger.log_task_failure(
+            log_entry,
+            "Failed to index Google Drive file",
+            str(e),
+            {"error_type": type(e).__name__},
+        )
         logger.error(f"Failed to index Google Drive file: {e!s}", exc_info=True)
         return 0, f"Failed to index Google Drive file: {e!s}"
 
@@ -878,7 +1102,11 @@ async def index_google_drive_selected_files(
         task_name="google_drive_selected_files_indexing",
         source="connector_indexing_task",
         message=f"Starting Google Drive batch file indexing for {len(files)} files",
-        metadata={"connector_id": connector_id, "user_id": str(user_id), "file_count": len(files)},
+        metadata={
+            "connector_id": connector_id,
+            "user_id": str(user_id),
+            "file_count": len(files),
+        },
     )
 
     try:
@@ -889,7 +1117,9 @@ async def index_google_drive_selected_files(
                 break
         if not connector:
             error_msg = f"Google Drive connector with ID {connector_id} not found"
-            await task_logger.log_task_failure(log_entry, error_msg, None, {"error_type": "ConnectorNotFound"})
+            await task_logger.log_task_failure(
+                log_entry, error_msg, None, {"error_type": "ConnectorNotFound"}
+            )
             return 0, 0, [error_msg]
 
         pre_built_credentials = None
@@ -897,25 +1127,41 @@ async def index_google_drive_selected_files(
             connected_account_id = connector.config.get("composio_connected_account_id")
             if not connected_account_id:
                 error_msg = f"Composio connected_account_id not found for connector {connector_id}"
-                await task_logger.log_task_failure(log_entry, error_msg, "Missing Composio account", {"error_type": "MissingComposioAccount"})
+                await task_logger.log_task_failure(
+                    log_entry,
+                    error_msg,
+                    "Missing Composio account",
+                    {"error_type": "MissingComposioAccount"},
+                )
                 return 0, 0, [error_msg]
             pre_built_credentials = build_composio_credentials(connected_account_id)
         else:
             token_encrypted = connector.config.get("_token_encrypted", False)
             if token_encrypted and not config.SECRET_KEY:
-                error_msg = "SECRET_KEY not configured but credentials are marked as encrypted"
+                error_msg = (
+                    "SECRET_KEY not configured but credentials are marked as encrypted"
+                )
                 await task_logger.log_task_failure(
-                    log_entry, error_msg, "Missing SECRET_KEY", {"error_type": "MissingSecretKey"},
+                    log_entry,
+                    error_msg,
+                    "Missing SECRET_KEY",
+                    {"error_type": "MissingSecretKey"},
                 )
                 return 0, 0, [error_msg]
 
         connector_enable_summary = getattr(connector, "enable_summary", True)
-        drive_client = GoogleDriveClient(session, connector_id, credentials=pre_built_credentials)
+        drive_client = GoogleDriveClient(
+            session, connector_id, credentials=pre_built_credentials
+        )
 
         indexed, skipped, errors = await _index_selected_files(
-            drive_client, session, files,
-            connector_id=connector_id, search_space_id=search_space_id,
-            user_id=user_id, enable_summary=connector_enable_summary,
+            drive_client,
+            session,
+            files,
+            connector_id=connector_id,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            enable_summary=connector_enable_summary,
             on_heartbeat=on_heartbeat_callback,
         )
 
@@ -935,18 +1181,24 @@ async def index_google_drive_selected_files(
                 {"indexed": indexed, "skipped": skipped},
             )
 
-        logger.info(f"Selected files indexing: {indexed} indexed, {skipped} skipped, {len(errors)} errors")
+        logger.info(
+            f"Selected files indexing: {indexed} indexed, {skipped} skipped, {len(errors)} errors"
+        )
         return indexed, skipped, errors
 
     except SQLAlchemyError as db_error:
         await session.rollback()
         error_msg = f"Database error: {db_error!s}"
-        await task_logger.log_task_failure(log_entry, error_msg, str(db_error), {"error_type": "SQLAlchemyError"})
+        await task_logger.log_task_failure(
+            log_entry, error_msg, str(db_error), {"error_type": "SQLAlchemyError"}
+        )
         logger.error(error_msg, exc_info=True)
         return 0, 0, [error_msg]
     except Exception as e:
         await session.rollback()
         error_msg = f"Failed to index Google Drive files: {e!s}"
-        await task_logger.log_task_failure(log_entry, error_msg, str(e), {"error_type": type(e).__name__})
+        await task_logger.log_task_failure(
+            log_entry, error_msg, str(e), {"error_type": type(e).__name__}
+        )
         logger.error(error_msg, exc_info=True)
         return 0, 0, [error_msg]
diff --git a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
index 0d77ad3cd..ef226087b 100644
--- a/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/google_gmail_indexer.py
@@ -16,7 +16,10 @@ from app.connectors.google_gmail_connector import GoogleGmailConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 from app.utils.google_credentials import (
@@ -282,6 +285,34 @@ async def index_google_gmail_messages(
 
         logger.info(f"Found {len(messages)} Google gmail messages to index")
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+
+        def _gmail_subject(msg: dict) -> str:
+            for h in msg.get("payload", {}).get("headers", []):
+                if h.get("name", "").lower() == "subject":
+                    return h.get("value", "No Subject")
+            return "No Subject"
+
+        placeholders = [
+            PlaceholderInfo(
+                title=_gmail_subject(msg),
+                document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
+                unique_id=msg.get("id", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "message_id": msg.get("id", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Google Gmail",
+                },
+            )
+            for msg in messages
+            if msg.get("id")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         # ── Build ConnectorDocuments ──────────────────────────────────
         connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
@@ -327,13 +358,14 @@ async def index_google_gmail_messages(
                 connector_docs.append(doc)
 
             except Exception as e:
-                logger.error(f"Error building ConnectorDocument for message: {e!s}", exc_info=True)
+                logger.error(
+                    f"Error building ConnectorDocument for message: {e!s}",
+                    exc_info=True,
+                )
                 documents_skipped += 1
                 continue
 
         # ── Pipeline: migrate legacy docs + parallel index ─────────────
-        pipeline = IndexingPipelineService(session)
-
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s):
diff --git a/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py b/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
index 6e370fc35..4d5cbb9f1 100644
--- a/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/jira_indexer.py
@@ -10,7 +10,10 @@ from app.connectors.jira_history import JiraHistoryConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 
@@ -191,6 +194,27 @@ async def index_jira_issues(
             await jira_client.close()
             return 0, 0, None
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+        placeholders = [
+            PlaceholderInfo(
+                title=f"{issue.get('key', '')}: {issue.get('id', '')}",
+                document_type=DocumentType.JIRA_CONNECTOR,
+                unique_id=issue.get("key", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "issue_id": issue.get("key", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Jira",
+                },
+            )
+            for issue in issues
+            if issue.get("key") and issue.get("id")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
         duplicate_content_count = 0
@@ -253,7 +277,6 @@ async def index_jira_issues(
                 documents_skipped += 1
                 continue
 
-        pipeline = IndexingPipelineService(session)
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s: AsyncSession):
diff --git a/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py b/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
index 38d931588..8500b700a 100644
--- a/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/linear_indexer.py
@@ -14,7 +14,10 @@ from app.connectors.linear_connector import LinearConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 
@@ -199,9 +202,7 @@ async def index_linear_issues(
             logger.info(f"Retrieved {len(issues)} issues from Linear API")
 
         except Exception as e:
-            logger.error(
-                f"Exception when calling Linear API: {e!s}", exc_info=True
-            )
+            logger.error(f"Exception when calling Linear API: {e!s}", exc_info=True)
             return 0, 0, f"Failed to get Linear issues: {e!s}"
 
         if not issues:
@@ -213,6 +214,28 @@ async def index_linear_issues(
                 await session.commit()
             return 0, 0, None
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+        placeholders = [
+            PlaceholderInfo(
+                title=f"{issue.get('identifier', '')}: {issue.get('title', '')}",
+                document_type=DocumentType.LINEAR_CONNECTOR,
+                unique_id=issue.get("id", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "issue_id": issue.get("id", ""),
+                    "issue_identifier": issue.get("identifier", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Linear",
+                },
+            )
+            for issue in issues
+            if issue.get("id") and issue.get("title")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         # ── Build ConnectorDocuments ──────────────────────────────────
         connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
@@ -238,9 +261,7 @@ async def index_linear_issues(
                     continue
 
                 formatted_issue = linear_client.format_issue(issue)
-                issue_content = linear_client.format_issue_to_markdown(
-                    formatted_issue
-                )
+                issue_content = linear_client.format_issue_to_markdown(formatted_issue)
 
                 if not issue_content:
                     logger.warning(
@@ -284,8 +305,6 @@ async def index_linear_issues(
                 continue
 
         # ── Pipeline: migrate legacy docs + parallel index ────────────
-        pipeline = IndexingPipelineService(session)
-
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s):
@@ -302,9 +321,7 @@ async def index_linear_issues(
         # ── Finalize ──────────────────────────────────────────────────
         await update_connector_last_indexed(session, connector, update_last_indexed)
 
-        logger.info(
-            f"Final commit: Total {documents_indexed} Linear issues processed"
-        )
+        logger.info(f"Final commit: Total {documents_indexed} Linear issues processed")
         try:
             await session.commit()
             logger.info(
diff --git a/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py b/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
index 6614071a4..77aac795a 100644
--- a/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
+++ b/surfsense_backend/app/tasks/connector_indexers/notion_indexer.py
@@ -15,7 +15,10 @@ from app.connectors.notion_history import NotionHistoryConnector
 from app.db import DocumentType, SearchSourceConnectorType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import compute_content_hash
-from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
 from app.services.llm_service import get_user_long_context_llm
 from app.services.task_logging_service import TaskLoggingService
 from app.utils.notion_utils import process_blocks
@@ -245,13 +248,32 @@ async def index_notion_pages(
                 {"pages_found": 0},
             )
             logger.info("No Notion pages found to index")
-            await update_connector_last_indexed(
-                session, connector, update_last_indexed
-            )
+            await update_connector_last_indexed(session, connector, update_last_indexed)
             await session.commit()
             await notion_client.close()
             return 0, 0, None
 
+        # ── Create placeholders for instant UI feedback ───────────────
+        pipeline = IndexingPipelineService(session)
+        placeholders = [
+            PlaceholderInfo(
+                title=page.get("title", f"Untitled page ({page.get('page_id', '')})"),
+                document_type=DocumentType.NOTION_CONNECTOR,
+                unique_id=page.get("page_id", ""),
+                search_space_id=search_space_id,
+                connector_id=connector_id,
+                created_by_id=user_id,
+                metadata={
+                    "page_id": page.get("page_id", ""),
+                    "connector_id": connector_id,
+                    "connector_type": "Notion",
+                },
+            )
+            for page in pages
+            if page.get("page_id")
+        ]
+        await pipeline.create_placeholder_documents(placeholders)
+
         # ── Build ConnectorDocuments ──────────────────────────────────
         connector_docs: list[ConnectorDocument] = []
         documents_skipped = 0
@@ -282,9 +304,7 @@ async def index_notion_pages(
                 markdown_content += process_blocks(page_content)
 
                 if not markdown_content.strip():
-                    logger.warning(
-                        f"Skipping page with empty markdown: {page_title}"
-                    )
+                    logger.warning(f"Skipping page with empty markdown: {page_title}")
                     documents_skipped += 1
                     continue
 
@@ -322,8 +342,6 @@ async def index_notion_pages(
                 continue
 
         # ── Pipeline: migrate legacy docs + parallel index ────────────
-        pipeline = IndexingPipelineService(session)
-
         await pipeline.migrate_legacy_docs(connector_docs)
 
         async def _get_llm(s):
diff --git a/surfsense_backend/pyproject.toml b/surfsense_backend/pyproject.toml
index 5144bbe0a..4f9fa8a6e 100644
--- a/surfsense_backend/pyproject.toml
+++ b/surfsense_backend/pyproject.toml
@@ -46,7 +46,6 @@ dependencies = [
     "redis>=5.2.1",
     "firecrawl-py>=4.9.0",
     "boto3>=1.35.0",
-    "langchain-community>=0.3.31",
     "litellm>=1.80.10",
     "langchain-litellm>=0.3.5",
     "fake-useragent>=2.2.0",
@@ -60,20 +59,21 @@ dependencies = [
     "sse-starlette>=3.1.1,<3.1.2",
     "gitingest>=0.3.1",
     "composio>=0.10.9",
-    "langchain>=1.2.6",
-    "langgraph>=1.0.5",
     "unstructured[all-docs]>=0.18.31",
     "unstructured-client>=0.42.3",
     "langchain-unstructured>=1.0.1",
     "slowapi>=0.1.9",
     "pypandoc_binary>=1.16.2",
     "typst>=0.14.0",
-    "deepagents>=0.4.3",
     "daytona>=0.146.0",
     "langchain-daytona>=0.0.2",
     "pypandoc>=1.16.2",
     "notion-markdown>=0.7.0",
     "fractional-indexing>=0.1.3",
+    "langchain>=1.2.13",
+    "langgraph>=1.1.3",
+    "langchain-community>=0.4.1",
+    "deepagents>=0.4.12",
 ]
 
 [dependency-groups]
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
index 6a60c5cc1..b2dd13e57 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_calendar_pipeline.py
@@ -14,7 +14,9 @@ _EMBEDDING_DIM = app_config.embedding_model_instance.dimension
 pytestmark = pytest.mark.integration
 
 
-def _cal_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+def _cal_doc(
+    *, unique_id: str, search_space_id: int, connector_id: int, user_id: str
+) -> ConnectorDocument:
     return ConnectorDocument(
         title=f"Event {unique_id}",
         source_markdown=f"## Calendar Event\n\nDetails for {unique_id}",
@@ -34,7 +36,9 @@ def _cal_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id
     )
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_calendar_pipeline_creates_ready_document(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
@@ -63,7 +67,9 @@ async def test_calendar_pipeline_creates_ready_document(
     assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_calendar_legacy_doc_migrated(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
@@ -101,7 +107,9 @@ async def test_calendar_legacy_doc_migrated(
     service = IndexingPipelineService(session=db_session)
     await service.migrate_legacy_docs([connector_doc])
 
-    result = await db_session.execute(select(Document).filter(Document.id == original_id))
+    result = await db_session.execute(
+        select(Document).filter(Document.id == original_id)
+    )
     row = result.scalars().first()
 
     assert row.document_type == DocumentType.GOOGLE_CALENDAR_CONNECTOR
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
index 2fffa9053..d9900ea87 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_drive_pipeline.py
@@ -14,7 +14,9 @@ _EMBEDDING_DIM = app_config.embedding_model_instance.dimension
 pytestmark = pytest.mark.integration
 
 
-def _drive_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+def _drive_doc(
+    *, unique_id: str, search_space_id: int, connector_id: int, user_id: str
+) -> ConnectorDocument:
     return ConnectorDocument(
         title=f"File {unique_id}.pdf",
         source_markdown=f"## Document Content\n\nText from file {unique_id}",
@@ -33,7 +35,9 @@ def _drive_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_
     )
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_drive_pipeline_creates_ready_document(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
@@ -62,7 +66,9 @@ async def test_drive_pipeline_creates_ready_document(
     assert DocumentStatus.is_state(row.status, DocumentStatus.READY)
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_drive_legacy_doc_migrated(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
@@ -100,7 +106,9 @@ async def test_drive_legacy_doc_migrated(
     service = IndexingPipelineService(session=db_session)
     await service.migrate_legacy_docs([connector_doc])
 
-    result = await db_session.execute(select(Document).filter(Document.id == original_id))
+    result = await db_session.execute(
+        select(Document).filter(Document.id == original_id)
+    )
     row = result.scalars().first()
 
     assert row.document_type == DocumentType.GOOGLE_DRIVE_FILE
@@ -111,7 +119,9 @@ async def test_drive_legacy_doc_migrated(
 
 
 async def test_should_skip_file_skips_failed_document(
-    db_session, db_search_space, db_user,
+    db_session,
+    db_search_space,
+    db_user,
 ):
     """A FAILED document with unchanged md5 must be skipped — user can manually retry via Quick Index."""
     import importlib
@@ -162,7 +172,12 @@ async def test_should_skip_file_skips_failed_document(
     db_session.add(failed_doc)
     await db_session.flush()
 
-    incoming_file = {"id": file_id, "name": "Failed File.pdf", "mimeType": "application/pdf", "md5Checksum": md5}
+    incoming_file = {
+        "id": file_id,
+        "name": "Failed File.pdf",
+        "mimeType": "application/pdf",
+        "md5Checksum": md5,
+    }
 
     should_skip, msg = await _should_skip_file(db_session, incoming_file, space_id)
 
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py b/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
index d67420cb7..b74d092c0 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_gmail_pipeline.py
@@ -8,7 +8,6 @@ from app.db import Document, DocumentStatus, DocumentType
 from app.indexing_pipeline.connector_document import ConnectorDocument
 from app.indexing_pipeline.document_hashing import (
     compute_identifier_hash,
-    compute_unique_identifier_hash,
 )
 from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
 
@@ -17,7 +16,9 @@ _EMBEDDING_DIM = app_config.embedding_model_instance.dimension
 pytestmark = pytest.mark.integration
 
 
-def _gmail_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_id: str) -> ConnectorDocument:
+def _gmail_doc(
+    *, unique_id: str, search_space_id: int, connector_id: int, user_id: str
+) -> ConnectorDocument:
     """Build a Gmail-style ConnectorDocument like the real indexer does."""
     return ConnectorDocument(
         title=f"Subject for {unique_id}",
@@ -37,7 +38,9 @@ def _gmail_doc(*, unique_id: str, search_space_id: int, connector_id: int, user_
     )
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_gmail_pipeline_creates_ready_document(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
@@ -67,7 +70,9 @@ async def test_gmail_pipeline_creates_ready_document(
     assert row.source_markdown == doc.source_markdown
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_gmail_legacy_doc_migrated_then_reused(
     db_session, db_search_space, db_connector, db_user, mocker
 ):
diff --git a/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py b/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
index a40498769..847f7592c 100644
--- a/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
+++ b/surfsense_backend/tests/integration/indexing_pipeline/test_index_batch.py
@@ -9,7 +9,9 @@ from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineServ
 pytestmark = pytest.mark.integration
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_index_batch_creates_ready_documents(
     db_session, db_search_space, make_connector_document, mocker
 ):
@@ -47,7 +49,9 @@ async def test_index_batch_creates_ready_documents(
         assert row.embedding is not None
 
 
-@pytest.mark.usefixtures("patched_summarize", "patched_embed_texts", "patched_chunk_text")
+@pytest.mark.usefixtures(
+    "patched_summarize", "patched_embed_texts", "patched_chunk_text"
+)
 async def test_index_batch_empty_returns_empty(db_session, mocker):
     """index_batch with empty input returns an empty list."""
     service = IndexingPipelineService(session=db_session)
diff --git a/surfsense_backend/tests/integration/retriever/__init__.py b/surfsense_backend/tests/integration/retriever/__init__.py
new file mode 100644
index 000000000..e69de29bb
diff --git a/surfsense_backend/tests/integration/retriever/conftest.py b/surfsense_backend/tests/integration/retriever/conftest.py
new file mode 100644
index 000000000..2e0c166e5
--- /dev/null
+++ b/surfsense_backend/tests/integration/retriever/conftest.py
@@ -0,0 +1,106 @@
+"""Shared fixtures for retriever integration tests."""
+
+from __future__ import annotations
+
+import uuid
+from datetime import UTC, datetime
+
+import pytest_asyncio
+from sqlalchemy.ext.asyncio import AsyncSession
+
+from app.config import config as app_config
+from app.db import Chunk, Document, DocumentType, SearchSpace, User
+
+EMBEDDING_DIM = app_config.embedding_model_instance.dimension
+DUMMY_EMBEDDING = [0.1] * EMBEDDING_DIM
+
+
+def _make_document(
+    *,
+    title: str,
+    document_type: DocumentType,
+    content: str,
+    search_space_id: int,
+    created_by_id: str,
+) -> Document:
+    uid = uuid.uuid4().hex[:12]
+    return Document(
+        title=title,
+        document_type=document_type,
+        content=content,
+        content_hash=f"content-{uid}",
+        unique_identifier_hash=f"uid-{uid}",
+        source_markdown=content,
+        search_space_id=search_space_id,
+        created_by_id=created_by_id,
+        embedding=DUMMY_EMBEDDING,
+        updated_at=datetime.now(UTC),
+        status={"state": "ready"},
+    )
+
+
+def _make_chunk(*, content: str, document_id: int) -> Chunk:
+    return Chunk(
+        content=content,
+        document_id=document_id,
+        embedding=DUMMY_EMBEDDING,
+    )
+
+
+@pytest_asyncio.fixture
+async def seed_large_doc(
+    db_session: AsyncSession, db_user: User, db_search_space: SearchSpace
+):
+    """Insert a document with 35 chunks (more than _MAX_FETCH_CHUNKS_PER_DOC=20).
+
+    Also inserts a small 3-chunk document for diversity testing.
+    Returns a dict with ``large_doc``, ``small_doc``, ``search_space``, ``user``,
+    and ``large_chunk_ids`` (all 35 chunk IDs).
+    """
+    user_id = str(db_user.id)
+    space_id = db_search_space.id
+
+    large_doc = _make_document(
+        title="Large PDF Document",
+        document_type=DocumentType.FILE,
+        content="large document about quarterly performance reviews and budgets",
+        search_space_id=space_id,
+        created_by_id=user_id,
+    )
+    small_doc = _make_document(
+        title="Small Note",
+        document_type=DocumentType.NOTE,
+        content="quarterly performance review summary note",
+        search_space_id=space_id,
+        created_by_id=user_id,
+    )
+
+    db_session.add_all([large_doc, small_doc])
+    await db_session.flush()
+
+    large_chunks = []
+    for i in range(35):
+        chunk = _make_chunk(
+            content=f"chunk {i} about quarterly performance review section {i}",
+            document_id=large_doc.id,
+        )
+        large_chunks.append(chunk)
+
+    small_chunks = [
+        _make_chunk(
+            content="quarterly performance review summary note content",
+            document_id=small_doc.id,
+        ),
+    ]
+
+    db_session.add_all(large_chunks + small_chunks)
+    await db_session.flush()
+
+    return {
+        "large_doc": large_doc,
+        "small_doc": small_doc,
+        "large_chunk_ids": [c.id for c in large_chunks],
+        "small_chunk_ids": [c.id for c in small_chunks],
+        "search_space": db_search_space,
+        "user": db_user,
+    }
diff --git a/surfsense_backend/tests/integration/retriever/test_optimized_chunk_retriever.py b/surfsense_backend/tests/integration/retriever/test_optimized_chunk_retriever.py
new file mode 100644
index 000000000..f80e59304
--- /dev/null
+++ b/surfsense_backend/tests/integration/retriever/test_optimized_chunk_retriever.py
@@ -0,0 +1,116 @@
+"""Integration tests for optimized ChucksHybridSearchRetriever.
+
+Verifies the SQL ROW_NUMBER per-doc chunk limit, column pruning,
+and doc metadata caching from RRF results.
+"""
+
+import pytest
+
+from app.retriever.chunks_hybrid_search import (
+    _MAX_FETCH_CHUNKS_PER_DOC,
+    ChucksHybridSearchRetriever,
+)
+
+from .conftest import DUMMY_EMBEDDING
+
+pytestmark = pytest.mark.integration
+
+
+async def test_per_doc_chunk_limit_respected(db_session, seed_large_doc):
+    """A document with 35 chunks should have at most _MAX_FETCH_CHUNKS_PER_DOC chunks returned."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = ChucksHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    large_doc_id = seed_large_doc["large_doc"].id
+    for result in results:
+        if result["document"].get("id") == large_doc_id:
+            assert len(result["chunks"]) <= _MAX_FETCH_CHUNKS_PER_DOC
+            assert len(result["chunks"]) == _MAX_FETCH_CHUNKS_PER_DOC
+            break
+    else:
+        pytest.fail("Large doc not found in search results")
+
+
+async def test_doc_metadata_populated_from_rrf(db_session, seed_large_doc):
+    """Document metadata (title, type, etc.) should be present even without joinedload."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = ChucksHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    assert len(results) >= 1
+    for result in results:
+        doc = result["document"]
+        assert "id" in doc
+        assert "title" in doc
+        assert doc["title"]
+        assert "document_type" in doc
+        assert doc["document_type"] is not None
+
+
+async def test_matched_chunk_ids_tracked(db_session, seed_large_doc):
+    """matched_chunk_ids should contain the chunk IDs that appeared in the RRF results."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = ChucksHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    for result in results:
+        matched = result.get("matched_chunk_ids", [])
+        chunk_ids_in_result = {c["chunk_id"] for c in result["chunks"]}
+        for mid in matched:
+            assert mid in chunk_ids_in_result, (
+                f"matched_chunk_id {mid} not found in chunks"
+            )
+
+
+async def test_chunks_ordered_by_id(db_session, seed_large_doc):
+    """Chunks within each document should be ordered by chunk ID (original order)."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = ChucksHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    for result in results:
+        chunk_ids = [c["chunk_id"] for c in result["chunks"]]
+        assert chunk_ids == sorted(chunk_ids), "Chunks not ordered by ID"
+
+
+async def test_score_is_positive_float(db_session, seed_large_doc):
+    """Each result should have a positive float score from RRF."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = ChucksHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    assert len(results) >= 1
+    for result in results:
+        assert isinstance(result["score"], float)
+        assert result["score"] > 0
diff --git a/surfsense_backend/tests/integration/retriever/test_optimized_doc_retriever.py b/surfsense_backend/tests/integration/retriever/test_optimized_doc_retriever.py
new file mode 100644
index 000000000..435f1eebf
--- /dev/null
+++ b/surfsense_backend/tests/integration/retriever/test_optimized_doc_retriever.py
@@ -0,0 +1,76 @@
+"""Integration tests for optimized DocumentHybridSearchRetriever.
+
+Verifies the SQL ROW_NUMBER per-doc chunk limit and column pruning.
+"""
+
+import pytest
+
+from app.retriever.documents_hybrid_search import (
+    _MAX_FETCH_CHUNKS_PER_DOC,
+    DocumentHybridSearchRetriever,
+)
+
+from .conftest import DUMMY_EMBEDDING
+
+pytestmark = pytest.mark.integration
+
+
+async def test_per_doc_chunk_limit_respected(db_session, seed_large_doc):
+    """A document with 35 chunks should have at most _MAX_FETCH_CHUNKS_PER_DOC chunks returned."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = DocumentHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    large_doc_id = seed_large_doc["large_doc"].id
+    for result in results:
+        if result["document"].get("id") == large_doc_id:
+            assert len(result["chunks"]) <= _MAX_FETCH_CHUNKS_PER_DOC
+            assert len(result["chunks"]) == _MAX_FETCH_CHUNKS_PER_DOC
+            break
+    else:
+        pytest.fail("Large doc not found in search results")
+
+
+async def test_doc_metadata_populated(db_session, seed_large_doc):
+    """Document metadata should be present from the RRF results."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = DocumentHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    assert len(results) >= 1
+    for result in results:
+        doc = result["document"]
+        assert "id" in doc
+        assert "title" in doc
+        assert doc["title"]
+        assert "document_type" in doc
+        assert doc["document_type"] is not None
+
+
+async def test_chunks_ordered_by_id(db_session, seed_large_doc):
+    """Chunks within each document should be ordered by chunk ID."""
+    space_id = seed_large_doc["search_space"].id
+
+    retriever = DocumentHybridSearchRetriever(db_session)
+    results = await retriever.hybrid_search(
+        query_text="quarterly performance review",
+        top_k=10,
+        search_space_id=space_id,
+        query_embedding=DUMMY_EMBEDDING,
+    )
+
+    for result in results:
+        chunk_ids = [c["chunk_id"] for c in result["chunks"]]
+        assert chunk_ids == sorted(chunk_ids), "Chunks not ordered by ID"
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
index d11c88b64..a8cf05269 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_confluence_parallel.py
@@ -42,14 +42,11 @@ def _to_markdown(page: dict) -> str:
     if comments:
         comments_content = "\n\n## Comments\n\n"
         for comment in comments:
-            comment_body = (
-                comment.get("body", {}).get("storage", {}).get("value", "")
-            )
+            comment_body = comment.get("body", {}).get("storage", {}).get("value", "")
             comment_author = comment.get("version", {}).get("authorId", "Unknown")
             comment_date = comment.get("version", {}).get("createdAt", "")
             comments_content += (
-                f"**Comment by {comment_author}** ({comment_date}):\n"
-                f"{comment_body}\n\n"
+                f"**Comment by {comment_author}** ({comment_date}):\n{comment_body}\n\n"
             )
     return f"# {page_title}\n\n{page_content}{comments_content}"
 
@@ -138,22 +135,32 @@ def confluence_mocks(monkeypatch):
 
     mock_connector = _mock_connector()
     monkeypatch.setattr(
-        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+        _mod,
+        "get_connector_by_id",
+        AsyncMock(return_value=mock_connector),
     )
 
     confluence_client = _mock_confluence_client(pages=[_make_page()])
     monkeypatch.setattr(
-        _mod, "ConfluenceHistoryConnector", MagicMock(return_value=confluence_client),
+        _mod,
+        "ConfluenceHistoryConnector",
+        MagicMock(return_value=confluence_client),
     )
 
     monkeypatch.setattr(
-        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+        _mod,
+        "check_duplicate_document_by_hash",
+        AsyncMock(return_value=None),
     )
     monkeypatch.setattr(
-        _mod, "update_connector_last_indexed", AsyncMock(),
+        _mod,
+        "update_connector_last_indexed",
+        AsyncMock(),
     )
     monkeypatch.setattr(
-        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+        _mod,
+        "calculate_date_range",
+        MagicMock(return_value=("2025-01-01", "2025-12-31")),
     )
 
     mock_task_logger = MagicMock()
@@ -162,15 +169,20 @@ def confluence_mocks(monkeypatch):
     mock_task_logger.log_task_success = AsyncMock()
     mock_task_logger.log_task_failure = AsyncMock()
     monkeypatch.setattr(
-        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+        _mod,
+        "TaskLoggingService",
+        MagicMock(return_value=mock_task_logger),
     )
 
     batch_mock = AsyncMock(return_value=([], 1, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
     pipeline_mock.migrate_legacy_docs = AsyncMock()
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
 
     return {
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
index 1523da0ed..3fe8a183d 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_google_drive_parallel.py
@@ -41,6 +41,7 @@ def mock_drive_client():
 @pytest.fixture
 def patch_extract(monkeypatch):
     """Provide a helper to set the download_and_extract_content mock."""
+
     def _patch(side_effect=None, return_value=None):
         mock = AsyncMock(side_effect=side_effect, return_value=return_value)
         monkeypatch.setattr(
@@ -48,11 +49,13 @@ def patch_extract(monkeypatch):
             mock,
         )
         return mock
+
     return _patch
 
 
 async def test_single_file_returns_one_connector_document(
-    mock_drive_client, patch_extract,
+    mock_drive_client,
+    patch_extract,
 ):
     """Tracer bullet: downloading one file produces one ConnectorDocument."""
     patch_extract(return_value=_mock_extract_ok("f1", "test.txt"))
@@ -73,7 +76,8 @@ async def test_single_file_returns_one_connector_document(
 
 
 async def test_multiple_files_all_produce_documents(
-    mock_drive_client, patch_extract,
+    mock_drive_client,
+    patch_extract,
 ):
     """All files are downloaded and converted to ConnectorDocuments."""
     files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(3)]
@@ -96,7 +100,8 @@ async def test_multiple_files_all_produce_documents(
 
 
 async def test_one_download_exception_does_not_block_others(
-    mock_drive_client, patch_extract,
+    mock_drive_client,
+    patch_extract,
 ):
     """A RuntimeError in one download still lets the other files succeed."""
     files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(3)]
@@ -123,7 +128,8 @@ async def test_one_download_exception_does_not_block_others(
 
 
 async def test_etl_error_counts_as_download_failure(
-    mock_drive_client, patch_extract,
+    mock_drive_client,
+    patch_extract,
 ):
     """download_and_extract_content returning an error is counted as failed."""
     files = [_make_file_dict("f0", "good.txt"), _make_file_dict("f1", "bad.txt")]
@@ -148,7 +154,8 @@ async def test_etl_error_counts_as_download_failure(
 
 
 async def test_concurrency_bounded_by_semaphore(
-    mock_drive_client, monkeypatch,
+    mock_drive_client,
+    monkeypatch,
 ):
     """Peak concurrent downloads never exceeds max_concurrency."""
     lock = asyncio.Lock()
@@ -189,7 +196,8 @@ async def test_concurrency_bounded_by_semaphore(
 
 
 async def test_heartbeat_fires_during_parallel_downloads(
-    mock_drive_client, monkeypatch,
+    mock_drive_client,
+    monkeypatch,
 ):
     """on_heartbeat is called at least once when downloads take time."""
     import app.tasks.connector_indexers.google_drive_indexer as _mod
@@ -231,8 +239,13 @@ async def test_heartbeat_fires_during_parallel_downloads(
 # Slice 6, 6b, 6c -- _index_full_scan three-phase pipeline
 # ---------------------------------------------------------------------------
 
+
 def _folder_dict(file_id: str, name: str) -> dict:
-    return {"id": file_id, "name": name, "mimeType": "application/vnd.google-apps.folder"}
+    return {
+        "id": file_id,
+        "name": name,
+        "mimeType": "application/vnd.google-apps.folder",
+    }
 
 
 @pytest.fixture
@@ -259,12 +272,17 @@ def full_scan_mocks(mock_drive_client, monkeypatch):
     batch_mock = AsyncMock(return_value=([], 0, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
 
     monkeypatch.setattr(
-        _mod, "get_user_long_context_llm", AsyncMock(return_value=MagicMock()),
+        _mod,
+        "get_user_long_context_llm",
+        AsyncMock(return_value=MagicMock()),
     )
 
     return {
@@ -312,12 +330,16 @@ async def test_full_scan_three_phase_counts(full_scan_mocks, monkeypatch):
     ]
 
     monkeypatch.setattr(
-        _mod, "get_files_in_folder",
+        _mod,
+        "get_files_in_folder",
         AsyncMock(return_value=(page_files, None, None)),
     )
 
     full_scan_mocks["skip_results"]["skip1"] = (True, "unchanged")
-    full_scan_mocks["skip_results"]["rename1"] = (True, "File renamed: 'old' → 'renamed.txt'")
+    full_scan_mocks["skip_results"]["rename1"] = (
+        True,
+        "File renamed: 'old' → 'renamed.txt'",
+    )
 
     mock_docs = [MagicMock(), MagicMock()]
     full_scan_mocks["download_mock"].return_value = (mock_docs, 0)
@@ -341,7 +363,8 @@ async def test_full_scan_respects_max_files(full_scan_mocks, monkeypatch):
     page_files = [_make_file_dict(f"f{i}", f"file{i}.txt") for i in range(10)]
 
     monkeypatch.setattr(
-        _mod, "get_files_in_folder",
+        _mod,
+        "get_files_in_folder",
         AsyncMock(return_value=(page_files, None, None)),
     )
 
@@ -355,14 +378,16 @@ async def test_full_scan_respects_max_files(full_scan_mocks, monkeypatch):
 
 
 async def test_full_scan_uses_max_concurrency_3_for_indexing(
-    full_scan_mocks, monkeypatch,
+    full_scan_mocks,
+    monkeypatch,
 ):
     """index_batch_parallel is called with max_concurrency=3."""
     import app.tasks.connector_indexers.google_drive_indexer as _mod
 
     page_files = [_make_file_dict("f1", "file1.txt")]
     monkeypatch.setattr(
-        _mod, "get_files_in_folder",
+        _mod,
+        "get_files_in_folder",
         AsyncMock(return_value=(page_files, None, None)),
     )
 
@@ -382,6 +407,7 @@ async def test_full_scan_uses_max_concurrency_3_for_indexing(
 # Slice 7 -- _index_with_delta_sync three-phase pipeline
 # ---------------------------------------------------------------------------
 
+
 async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
     """Removed/trashed changes call _remove_document; the rest go through
     _download_files_parallel and index_batch_parallel."""
@@ -396,7 +422,8 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
     ]
 
     monkeypatch.setattr(
-        _mod, "fetch_all_changes",
+        _mod,
+        "fetch_all_changes",
         AsyncMock(return_value=(changes, "new-token", None)),
     )
 
@@ -408,7 +435,8 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
         "mod2": "modified",
     }
     monkeypatch.setattr(
-        _mod, "categorize_change",
+        _mod,
+        "categorize_change",
         lambda change: change_types[change["fileId"]],
     )
 
@@ -420,7 +448,8 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
     monkeypatch.setattr(_mod, "_remove_document", _fake_remove)
 
     monkeypatch.setattr(
-        _mod, "_should_skip_file",
+        _mod,
+        "_should_skip_file",
         AsyncMock(return_value=(False, None)),
     )
 
@@ -431,11 +460,16 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
     batch_mock = AsyncMock(return_value=([], 2, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
     monkeypatch.setattr(
-        _mod, "get_user_long_context_llm", AsyncMock(return_value=MagicMock()),
+        _mod,
+        "get_user_long_context_llm",
+        AsyncMock(return_value=MagicMock()),
     )
 
     mock_session = AsyncMock()
@@ -472,6 +506,7 @@ async def test_delta_sync_removals_serial_rest_parallel(monkeypatch):
 # _index_selected_files -- parallel indexing of user-selected files
 # ---------------------------------------------------------------------------
 
+
 @pytest.fixture
 def selected_files_mocks(mock_drive_client, monkeypatch):
     """Wire up mocks for _index_selected_files tests."""
@@ -496,6 +531,14 @@ def selected_files_mocks(mock_drive_client, monkeypatch):
     download_and_index_mock = AsyncMock(return_value=(0, 0))
     monkeypatch.setattr(_mod, "_download_and_index", download_and_index_mock)
 
+    pipeline_mock = MagicMock()
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
+    monkeypatch.setattr(
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
+    )
+
     return {
         "drive_client": mock_drive_client,
         "session": mock_session,
@@ -526,7 +569,8 @@ async def test_selected_files_single_file_indexed(selected_files_mocks):
     selected_files_mocks["download_and_index_mock"].return_value = (1, 0)
 
     indexed, skipped, errors = await _run_selected(
-        selected_files_mocks, [("f1", "report.pdf")],
+        selected_files_mocks,
+        [("f1", "report.pdf")],
     )
 
     assert indexed == 1
@@ -538,11 +582,13 @@ async def test_selected_files_single_file_indexed(selected_files_mocks):
 async def test_selected_files_fetch_failure_isolation(selected_files_mocks):
     """get_file_by_id failing for one file collects an error; others still indexed."""
     selected_files_mocks["get_file_results"]["f1"] = (
-        _make_file_dict("f1", "first.txt"), None,
+        _make_file_dict("f1", "first.txt"),
+        None,
     )
     selected_files_mocks["get_file_results"]["f2"] = (None, "HTTP 404")
     selected_files_mocks["get_file_results"]["f3"] = (
-        _make_file_dict("f3", "third.txt"), None,
+        _make_file_dict("f3", "third.txt"),
+        None,
     )
     selected_files_mocks["download_and_index_mock"].return_value = (2, 0)
 
@@ -561,30 +607,46 @@ async def test_selected_files_fetch_failure_isolation(selected_files_mocks):
 async def test_selected_files_skip_rename_counting(selected_files_mocks):
     """Unchanged files are skipped, renames counted as indexed,
     and only new files are sent to _download_and_index."""
-    for fid, fname in [("s1", "unchanged.txt"), ("r1", "renamed.txt"),
-                       ("n1", "new1.txt"), ("n2", "new2.txt")]:
+    for fid, fname in [
+        ("s1", "unchanged.txt"),
+        ("r1", "renamed.txt"),
+        ("n1", "new1.txt"),
+        ("n2", "new2.txt"),
+    ]:
         selected_files_mocks["get_file_results"][fid] = (
-            _make_file_dict(fid, fname), None,
+            _make_file_dict(fid, fname),
+            None,
         )
 
     selected_files_mocks["skip_results"]["s1"] = (True, "unchanged")
-    selected_files_mocks["skip_results"]["r1"] = (True, "File renamed: 'old' \u2192 'renamed.txt'")
+    selected_files_mocks["skip_results"]["r1"] = (
+        True,
+        "File renamed: 'old' \u2192 'renamed.txt'",
+    )
 
     selected_files_mocks["download_and_index_mock"].return_value = (2, 0)
 
     indexed, skipped, errors = await _run_selected(
         selected_files_mocks,
-        [("s1", "unchanged.txt"), ("r1", "renamed.txt"),
-         ("n1", "new1.txt"), ("n2", "new2.txt")],
+        [
+            ("s1", "unchanged.txt"),
+            ("r1", "renamed.txt"),
+            ("n1", "new1.txt"),
+            ("n2", "new2.txt"),
+        ],
     )
 
-    assert indexed == 3   # 1 renamed + 2 batch
-    assert skipped == 1   # 1 unchanged
+    assert indexed == 3  # 1 renamed + 2 batch
+    assert skipped == 1  # 1 unchanged
     assert errors == []
 
     mock = selected_files_mocks["download_and_index_mock"]
     mock.assert_called_once()
-    call_files = mock.call_args[1].get("files") if "files" in (mock.call_args[1] or {}) else mock.call_args[0][2]
+    call_files = (
+        mock.call_args[1].get("files")
+        if "files" in (mock.call_args[1] or {})
+        else mock.call_args[0][2]
+    )
     assert len(call_files) == 2
     assert {f["id"] for f in call_files} == {"n1", "n2"}
 
@@ -593,6 +655,7 @@ async def test_selected_files_skip_rename_counting(selected_files_mocks):
 # asyncio.to_thread verification — prove blocking calls run in parallel
 # ---------------------------------------------------------------------------
 
+
 async def test_client_download_file_runs_in_thread_parallel():
     """Calling download_file concurrently via asyncio.gather should overlap
     blocking work on separate threads, proving to_thread is effective.
@@ -602,11 +665,11 @@ async def test_client_download_file_runs_in_thread_parallel():
     """
     from app.connectors.google_drive.client import GoogleDriveClient
 
-    BLOCK_SECONDS = 0.2
-    NUM_CALLS = 3
+    block_seconds = 0.2
+    num_calls = 3
 
     def _blocking_download(service, file_id, credentials):
-        time.sleep(BLOCK_SECONDS)
+        time.sleep(block_seconds)
         return b"fake-content", None
 
     client = GoogleDriveClient.__new__(GoogleDriveClient)
@@ -615,11 +678,13 @@ async def test_client_download_file_runs_in_thread_parallel():
     client._service_lock = asyncio.Lock()
 
     with patch.object(
-        GoogleDriveClient, "_sync_download_file", staticmethod(_blocking_download),
+        GoogleDriveClient,
+        "_sync_download_file",
+        staticmethod(_blocking_download),
     ):
         start = time.monotonic()
         results = await asyncio.gather(
-            *(client.download_file(f"file-{i}") for i in range(NUM_CALLS))
+            *(client.download_file(f"file-{i}") for i in range(num_calls))
         )
         elapsed = time.monotonic() - start
 
@@ -627,7 +692,7 @@ async def test_client_download_file_runs_in_thread_parallel():
         assert content == b"fake-content"
         assert error is None
 
-    serial_minimum = BLOCK_SECONDS * NUM_CALLS
+    serial_minimum = block_seconds * num_calls
     assert elapsed < serial_minimum, (
         f"Elapsed {elapsed:.2f}s >= serial minimum {serial_minimum:.2f}s — "
         f"downloads are not running in parallel"
@@ -638,11 +703,11 @@ async def test_client_export_google_file_runs_in_thread_parallel():
     """Same strategy for export_google_file — verify to_thread parallelism."""
     from app.connectors.google_drive.client import GoogleDriveClient
 
-    BLOCK_SECONDS = 0.2
-    NUM_CALLS = 3
+    block_seconds = 0.2
+    num_calls = 3
 
     def _blocking_export(service, file_id, mime_type, credentials):
-        time.sleep(BLOCK_SECONDS)
+        time.sleep(block_seconds)
         return b"exported", None
 
     client = GoogleDriveClient.__new__(GoogleDriveClient)
@@ -651,12 +716,16 @@ async def test_client_export_google_file_runs_in_thread_parallel():
     client._service_lock = asyncio.Lock()
 
     with patch.object(
-        GoogleDriveClient, "_sync_export_google_file", staticmethod(_blocking_export),
+        GoogleDriveClient,
+        "_sync_export_google_file",
+        staticmethod(_blocking_export),
     ):
         start = time.monotonic()
         results = await asyncio.gather(
-            *(client.export_google_file(f"file-{i}", "application/pdf")
-              for i in range(NUM_CALLS))
+            *(
+                client.export_google_file(f"file-{i}", "application/pdf")
+                for i in range(num_calls)
+            )
         )
         elapsed = time.monotonic() - start
 
@@ -664,7 +733,7 @@ async def test_client_export_google_file_runs_in_thread_parallel():
         assert content == b"exported"
         assert error is None
 
-    serial_minimum = BLOCK_SECONDS * NUM_CALLS
+    serial_minimum = block_seconds * num_calls
     assert elapsed < serial_minimum, (
         f"Elapsed {elapsed:.2f}s >= serial minimum {serial_minimum:.2f}s — "
         f"exports are not running in parallel"
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py
index e8699c158..494991074 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_jira_parallel.py
@@ -145,22 +145,32 @@ def jira_mocks(monkeypatch):
 
     mock_connector = _mock_connector()
     monkeypatch.setattr(
-        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+        _mod,
+        "get_connector_by_id",
+        AsyncMock(return_value=mock_connector),
     )
 
     jira_client = _mock_jira_client(issues=[_make_issue()])
     monkeypatch.setattr(
-        _mod, "JiraHistoryConnector", MagicMock(return_value=jira_client),
+        _mod,
+        "JiraHistoryConnector",
+        MagicMock(return_value=jira_client),
     )
 
     monkeypatch.setattr(
-        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+        _mod,
+        "check_duplicate_document_by_hash",
+        AsyncMock(return_value=None),
     )
     monkeypatch.setattr(
-        _mod, "update_connector_last_indexed", AsyncMock(),
+        _mod,
+        "update_connector_last_indexed",
+        AsyncMock(),
     )
     monkeypatch.setattr(
-        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+        _mod,
+        "calculate_date_range",
+        MagicMock(return_value=("2025-01-01", "2025-12-31")),
     )
 
     mock_task_logger = MagicMock()
@@ -169,15 +179,20 @@ def jira_mocks(monkeypatch):
     mock_task_logger.log_task_success = AsyncMock()
     mock_task_logger.log_task_failure = AsyncMock()
     monkeypatch.setattr(
-        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+        _mod,
+        "TaskLoggingService",
+        MagicMock(return_value=mock_task_logger),
     )
 
     batch_mock = AsyncMock(return_value=([], 1, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
     pipeline_mock.migrate_legacy_docs = AsyncMock()
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
 
     return {
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
index b0ea48644..ef17aae06 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_linear_parallel.py
@@ -128,13 +128,17 @@ def _mock_linear_client(issues=None, error=None):
     client.get_issues_by_date_range = AsyncMock(
         return_value=(issues if issues is not None else [], error),
     )
-    client.format_issue = MagicMock(side_effect=lambda i: _make_formatted_issue(
-        issue_id=i.get("id", ""),
-        identifier=i.get("identifier", ""),
-        title=i.get("title", ""),
-    ))
+    client.format_issue = MagicMock(
+        side_effect=lambda i: _make_formatted_issue(
+            issue_id=i.get("id", ""),
+            identifier=i.get("identifier", ""),
+            title=i.get("title", ""),
+        )
+    )
     client.format_issue_to_markdown = MagicMock(
-        side_effect=lambda fi: f"# {fi.get('identifier', '')}: {fi.get('title', '')}\n\nContent"
+        side_effect=lambda fi: (
+            f"# {fi.get('identifier', '')}: {fi.get('title', '')}\n\nContent"
+        )
     )
     return client
 
@@ -147,24 +151,34 @@ def linear_mocks(monkeypatch):
 
     mock_connector = _mock_connector()
     monkeypatch.setattr(
-        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+        _mod,
+        "get_connector_by_id",
+        AsyncMock(return_value=mock_connector),
     )
 
     linear_client = _mock_linear_client(issues=[_make_issue()])
     monkeypatch.setattr(
-        _mod, "LinearConnector", MagicMock(return_value=linear_client),
+        _mod,
+        "LinearConnector",
+        MagicMock(return_value=linear_client),
     )
 
     monkeypatch.setattr(
-        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+        _mod,
+        "check_duplicate_document_by_hash",
+        AsyncMock(return_value=None),
     )
 
     monkeypatch.setattr(
-        _mod, "update_connector_last_indexed", AsyncMock(),
+        _mod,
+        "update_connector_last_indexed",
+        AsyncMock(),
     )
 
     monkeypatch.setattr(
-        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+        _mod,
+        "calculate_date_range",
+        MagicMock(return_value=("2025-01-01", "2025-12-31")),
     )
 
     mock_task_logger = MagicMock()
@@ -173,15 +187,20 @@ def linear_mocks(monkeypatch):
     mock_task_logger.log_task_success = AsyncMock()
     mock_task_logger.log_task_failure = AsyncMock()
     monkeypatch.setattr(
-        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+        _mod,
+        "TaskLoggingService",
+        MagicMock(return_value=mock_task_logger),
     )
 
     batch_mock = AsyncMock(return_value=([], 1, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
     pipeline_mock.migrate_legacy_docs = AsyncMock()
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
 
     return {
@@ -255,7 +274,7 @@ async def test_issues_with_missing_id_are_skipped(linear_mocks):
     ]
     linear_mocks["linear_client"].get_issues_by_date_range.return_value = (issues, None)
 
-    indexed, skipped, _ = await _run_index(linear_mocks)
+    _indexed, skipped, _ = await _run_index(linear_mocks)
 
     connector_docs = linear_mocks["batch_mock"].call_args[0][0]
     assert len(connector_docs) == 1
@@ -271,7 +290,7 @@ async def test_issues_with_missing_title_are_skipped(linear_mocks):
     ]
     linear_mocks["linear_client"].get_issues_by_date_range.return_value = (issues, None)
 
-    indexed, skipped, _ = await _run_index(linear_mocks)
+    _indexed, skipped, _ = await _run_index(linear_mocks)
 
     connector_docs = linear_mocks["batch_mock"].call_args[0][0]
     assert len(connector_docs) == 1
@@ -305,7 +324,7 @@ async def test_duplicate_content_issues_are_skipped(linear_mocks, monkeypatch):
 
     monkeypatch.setattr(_mod, "check_duplicate_document_by_hash", _check_dup)
 
-    indexed, skipped, _ = await _run_index(linear_mocks)
+    _indexed, skipped, _ = await _run_index(linear_mocks)
 
     connector_docs = linear_mocks["batch_mock"].call_args[0][0]
     assert len(connector_docs) == 1
diff --git a/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py b/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py
index 99fb8bad7..651524015 100644
--- a/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py
+++ b/surfsense_backend/tests/unit/connector_indexers/test_notion_parallel.py
@@ -107,28 +107,40 @@ def notion_mocks(monkeypatch):
 
     mock_connector = _mock_connector()
     monkeypatch.setattr(
-        _mod, "get_connector_by_id", AsyncMock(return_value=mock_connector),
+        _mod,
+        "get_connector_by_id",
+        AsyncMock(return_value=mock_connector),
     )
 
     notion_client = _mock_notion_client(pages=[_make_page()])
     monkeypatch.setattr(
-        _mod, "NotionHistoryConnector", MagicMock(return_value=notion_client),
+        _mod,
+        "NotionHistoryConnector",
+        MagicMock(return_value=notion_client),
     )
 
     monkeypatch.setattr(
-        _mod, "check_duplicate_document_by_hash", AsyncMock(return_value=None),
+        _mod,
+        "check_duplicate_document_by_hash",
+        AsyncMock(return_value=None),
     )
 
     monkeypatch.setattr(
-        _mod, "update_connector_last_indexed", AsyncMock(),
+        _mod,
+        "update_connector_last_indexed",
+        AsyncMock(),
     )
 
     monkeypatch.setattr(
-        _mod, "calculate_date_range", MagicMock(return_value=("2025-01-01", "2025-12-31")),
+        _mod,
+        "calculate_date_range",
+        MagicMock(return_value=("2025-01-01", "2025-12-31")),
     )
 
     monkeypatch.setattr(
-        _mod, "process_blocks", MagicMock(return_value="Converted markdown content"),
+        _mod,
+        "process_blocks",
+        MagicMock(return_value="Converted markdown content"),
     )
 
     mock_task_logger = MagicMock()
@@ -137,15 +149,20 @@ def notion_mocks(monkeypatch):
     mock_task_logger.log_task_success = AsyncMock()
     mock_task_logger.log_task_failure = AsyncMock()
     monkeypatch.setattr(
-        _mod, "TaskLoggingService", MagicMock(return_value=mock_task_logger),
+        _mod,
+        "TaskLoggingService",
+        MagicMock(return_value=mock_task_logger),
     )
 
     batch_mock = AsyncMock(return_value=([], 1, 0))
     pipeline_mock = MagicMock()
     pipeline_mock.index_batch_parallel = batch_mock
     pipeline_mock.migrate_legacy_docs = AsyncMock()
+    pipeline_mock.create_placeholder_documents = AsyncMock(return_value=0)
     monkeypatch.setattr(
-        _mod, "IndexingPipelineService", MagicMock(return_value=pipeline_mock),
+        _mod,
+        "IndexingPipelineService",
+        MagicMock(return_value=pipeline_mock),
     )
 
     return {
@@ -216,7 +233,10 @@ async def test_pages_with_missing_id_are_skipped(notion_mocks, monkeypatch):
     """Pages without page_id are skipped and not passed to the pipeline."""
     pages = [
         _make_page(page_id="valid-1"),
-        {"title": "No ID page", "content": [{"type": "paragraph", "content": "text", "children": []}]},
+        {
+            "title": "No ID page",
+            "content": [{"type": "paragraph", "content": "text", "children": []}],
+        },
     ]
     notion_mocks["notion_client"].get_all_pages.return_value = pages
 
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_create_placeholder_documents.py b/surfsense_backend/tests/unit/indexing_pipeline/test_create_placeholder_documents.py
new file mode 100644
index 000000000..096134efd
--- /dev/null
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_create_placeholder_documents.py
@@ -0,0 +1,131 @@
+"""Unit tests for IndexingPipelineService.create_placeholder_documents."""
+
+from __future__ import annotations
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+from sqlalchemy.exc import IntegrityError
+
+from app.db import DocumentStatus, DocumentType
+from app.indexing_pipeline.document_hashing import compute_identifier_hash
+from app.indexing_pipeline.indexing_pipeline_service import (
+    IndexingPipelineService,
+    PlaceholderInfo,
+)
+
+pytestmark = pytest.mark.unit
+
+
+# ---------------------------------------------------------------------------
+# Helpers
+# ---------------------------------------------------------------------------
+
+
+def _make_placeholder(**overrides) -> PlaceholderInfo:
+    defaults = {
+        "title": "Test Doc",
+        "document_type": DocumentType.GOOGLE_DRIVE_FILE,
+        "unique_id": "file-001",
+        "search_space_id": 1,
+        "connector_id": 42,
+        "created_by_id": "00000000-0000-0000-0000-000000000001",
+    }
+    defaults.update(overrides)
+    return PlaceholderInfo(**defaults)
+
+
+def _uid_hash(p: PlaceholderInfo) -> str:
+    return compute_identifier_hash(
+        p.document_type.value, p.unique_id, p.search_space_id
+    )
+
+
+def _session_with_existing_hashes(existing: set[str] | None = None):
+    """Build an AsyncMock session whose batch-query returns *existing* hashes."""
+    session = AsyncMock()
+    result = MagicMock()
+    result.scalars.return_value.all.return_value = list(existing or [])
+    session.execute = AsyncMock(return_value=result)
+    session.add = MagicMock()
+    return session
+
+
+# ---------------------------------------------------------------------------
+# Tests
+# ---------------------------------------------------------------------------
+
+
+async def test_empty_input_returns_zero_without_db_calls():
+    session = AsyncMock()
+    pipeline = IndexingPipelineService(session)
+
+    result = await pipeline.create_placeholder_documents([])
+
+    assert result == 0
+    session.execute.assert_not_awaited()
+    session.commit.assert_not_awaited()
+
+
+async def test_creates_documents_with_pending_status_and_commits():
+    session = _session_with_existing_hashes(set())
+    pipeline = IndexingPipelineService(session)
+    p = _make_placeholder(title="My File", unique_id="file-abc")
+
+    result = await pipeline.create_placeholder_documents([p])
+
+    assert result == 1
+    session.add.assert_called_once()
+
+    doc = session.add.call_args[0][0]
+    assert doc.title == "My File"
+    assert doc.document_type == DocumentType.GOOGLE_DRIVE_FILE
+    assert doc.content == "Pending..."
+    assert DocumentStatus.is_state(doc.status, DocumentStatus.PENDING)
+    assert doc.search_space_id == 1
+    assert doc.connector_id == 42
+
+    session.commit.assert_awaited_once()
+
+
+async def test_existing_documents_are_skipped():
+    """Placeholders whose unique_identifier_hash already exists are not re-created."""
+    existing_p = _make_placeholder(unique_id="already-there")
+    new_p = _make_placeholder(unique_id="brand-new")
+
+    existing_hash = _uid_hash(existing_p)
+    session = _session_with_existing_hashes({existing_hash})
+    pipeline = IndexingPipelineService(session)
+
+    result = await pipeline.create_placeholder_documents([existing_p, new_p])
+
+    assert result == 1
+    doc = session.add.call_args[0][0]
+    assert doc.unique_identifier_hash == _uid_hash(new_p)
+
+
+async def test_duplicate_unique_ids_within_input_are_deduped():
+    """Same unique_id passed twice only produces one placeholder."""
+    p1 = _make_placeholder(unique_id="dup-id", title="First")
+    p2 = _make_placeholder(unique_id="dup-id", title="Second")
+
+    session = _session_with_existing_hashes(set())
+    pipeline = IndexingPipelineService(session)
+
+    result = await pipeline.create_placeholder_documents([p1, p2])
+
+    assert result == 1
+    session.add.assert_called_once()
+
+
+async def test_integrity_error_on_commit_returns_zero():
+    """IntegrityError during commit (race condition) is swallowed gracefully."""
+    session = _session_with_existing_hashes(set())
+    session.commit = AsyncMock(side_effect=IntegrityError("dup", {}, None))
+    pipeline = IndexingPipelineService(session)
+    p = _make_placeholder()
+
+    result = await pipeline.create_placeholder_documents([p])
+
+    assert result == 0
+    session.rollback.assert_awaited_once()
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
index dcd097d20..dd9940503 100644
--- a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch.py
@@ -19,9 +19,7 @@ def pipeline(mock_session):
     return IndexingPipelineService(mock_session)
 
 
-async def test_calls_prepare_then_index_per_document(
-    pipeline, make_connector_document
-):
+async def test_calls_prepare_then_index_per_document(pipeline, make_connector_document):
     """index_batch calls prepare_for_indexing, then index() for each returned doc."""
     doc1 = make_connector_document(
         document_type=DocumentType.GOOGLE_GMAIL_CONNECTOR,
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
index 3148812f8..ae55bc089 100644
--- a/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_index_batch_parallel.py
@@ -1,5 +1,5 @@
 import asyncio
-from unittest.mock import AsyncMock, MagicMock, patch
+from unittest.mock import AsyncMock, MagicMock
 
 import pytest
 
@@ -57,7 +57,9 @@ async def test_index_calls_embed_and_chunk_via_to_thread(
         "app.indexing_pipeline.indexing_pipeline_service.chunk_text",
         mock_chunk,
     )
-    mock_embed = MagicMock(side_effect=lambda texts: [[0.1] * _EMBEDDING_DIM for _ in texts])
+    mock_embed = MagicMock(
+        side_effect=lambda texts: [[0.1] * _EMBEDDING_DIM for _ in texts]
+    )
     mock_embed.__name__ = "embed_texts"
     monkeypatch.setattr(
         "app.indexing_pipeline.indexing_pipeline_service.embed_texts",
diff --git a/surfsense_backend/tests/unit/indexing_pipeline/test_prepare_placeholder_dedup.py b/surfsense_backend/tests/unit/indexing_pipeline/test_prepare_placeholder_dedup.py
new file mode 100644
index 000000000..262885880
--- /dev/null
+++ b/surfsense_backend/tests/unit/indexing_pipeline/test_prepare_placeholder_dedup.py
@@ -0,0 +1,110 @@
+"""Unit tests for the duplicate-content safety logic in prepare_for_indexing.
+
+Verifies that when an existing document's updated content matches another
+document's content_hash, the system marks it as failed (for placeholders)
+or leaves it untouched (for ready documents) — never deletes.
+"""
+
+from __future__ import annotations
+
+from unittest.mock import AsyncMock, MagicMock
+
+import pytest
+
+from app.db import Document, DocumentStatus, DocumentType
+from app.indexing_pipeline.connector_document import ConnectorDocument
+from app.indexing_pipeline.document_hashing import (
+    compute_unique_identifier_hash,
+)
+from app.indexing_pipeline.indexing_pipeline_service import IndexingPipelineService
+
+pytestmark = pytest.mark.unit
+
+
+# ---------------------------------------------------------------------------
+# Helpers
+# ---------------------------------------------------------------------------
+
+
+def _make_connector_doc(**overrides) -> ConnectorDocument:
+    defaults = {
+        "title": "Test Doc",
+        "source_markdown": "## Some new content",
+        "unique_id": "file-001",
+        "document_type": DocumentType.GOOGLE_DRIVE_FILE,
+        "search_space_id": 1,
+        "connector_id": 42,
+        "created_by_id": "00000000-0000-0000-0000-000000000001",
+    }
+    defaults.update(overrides)
+    return ConnectorDocument(**defaults)
+
+
+def _make_existing_doc(connector_doc: ConnectorDocument, *, status: dict) -> MagicMock:
+    """Build a MagicMock that looks like an ORM Document with given status."""
+    doc = MagicMock(spec=Document)
+    doc.id = 999
+    doc.unique_identifier_hash = compute_unique_identifier_hash(connector_doc)
+    doc.content_hash = "old-placeholder-content-hash"
+    doc.title = connector_doc.title
+    doc.status = status
+    return doc
+
+
+def _mock_session_for_dedup(existing_doc, *, has_duplicate: bool):
+    """Build a session whose sequential execute() calls return:
+
+    1. The *existing_doc* for the unique_identifier_hash lookup.
+    2. A row (or None) for the duplicate content_hash check.
+    """
+    session = AsyncMock()
+
+    existing_result = MagicMock()
+    existing_result.scalars.return_value.first.return_value = existing_doc
+
+    dup_result = MagicMock()
+    dup_result.scalars.return_value.first.return_value = 42 if has_duplicate else None
+
+    session.execute = AsyncMock(side_effect=[existing_result, dup_result])
+    session.add = MagicMock()
+    return session
+
+
+# ---------------------------------------------------------------------------
+# Tests
+# ---------------------------------------------------------------------------
+
+
+async def test_pending_placeholder_with_duplicate_content_is_marked_failed():
+    """A placeholder (pending) whose updated content duplicates another doc
+    must be marked as FAILED — never deleted."""
+    cdoc = _make_connector_doc(source_markdown="## Shared content")
+    existing = _make_existing_doc(cdoc, status=DocumentStatus.pending())
+
+    session = _mock_session_for_dedup(existing, has_duplicate=True)
+    pipeline = IndexingPipelineService(session)
+
+    results = await pipeline.prepare_for_indexing([cdoc])
+
+    assert results == [], "duplicate should not be returned for indexing"
+
+    assert DocumentStatus.is_state(existing.status, DocumentStatus.FAILED)
+    assert "Duplicate content" in existing.status.get("reason", "")
+    session.delete.assert_not_called()
+
+
+async def test_ready_document_with_duplicate_content_is_left_untouched():
+    """A READY document whose updated content duplicates another doc
+    must be left completely untouched — not failed, not deleted."""
+    cdoc = _make_connector_doc(source_markdown="## Shared content")
+    existing = _make_existing_doc(cdoc, status=DocumentStatus.ready())
+
+    session = _mock_session_for_dedup(existing, has_duplicate=True)
+    pipeline = IndexingPipelineService(session)
+
+    results = await pipeline.prepare_for_indexing([cdoc])
+
+    assert results == [], "duplicate should not be returned for indexing"
+
+    assert DocumentStatus.is_state(existing.status, DocumentStatus.READY)
+    session.delete.assert_not_called()
diff --git a/surfsense_backend/tests/unit/middleware/test_knowledge_search.py b/surfsense_backend/tests/unit/middleware/test_knowledge_search.py
new file mode 100644
index 000000000..5c22371a4
--- /dev/null
+++ b/surfsense_backend/tests/unit/middleware/test_knowledge_search.py
@@ -0,0 +1,133 @@
+"""Unit tests for knowledge_search middleware helpers.
+
+These test pure functions that don't require a database.
+"""
+
+import pytest
+
+from app.agents.new_chat.middleware.knowledge_search import (
+    _build_document_xml,
+    _resolve_search_types,
+)
+
+pytestmark = pytest.mark.unit
+
+
+# ── _resolve_search_types ──────────────────────────────────────────────
+
+
+class TestResolveSearchTypes:
+    def test_returns_none_when_no_inputs(self):
+        assert _resolve_search_types(None, None) is None
+
+    def test_returns_none_when_both_empty(self):
+        assert _resolve_search_types([], []) is None
+
+    def test_includes_legacy_type_for_google_gmail(self):
+        result = _resolve_search_types(["GOOGLE_GMAIL_CONNECTOR"], None)
+        assert "GOOGLE_GMAIL_CONNECTOR" in result
+        assert "COMPOSIO_GMAIL_CONNECTOR" in result
+
+    def test_includes_legacy_type_for_google_drive(self):
+        result = _resolve_search_types(None, ["GOOGLE_DRIVE_FILE"])
+        assert "GOOGLE_DRIVE_FILE" in result
+        assert "COMPOSIO_GOOGLE_DRIVE_CONNECTOR" in result
+
+    def test_includes_legacy_type_for_google_calendar(self):
+        result = _resolve_search_types(["GOOGLE_CALENDAR_CONNECTOR"], None)
+        assert "GOOGLE_CALENDAR_CONNECTOR" in result
+        assert "COMPOSIO_GOOGLE_CALENDAR_CONNECTOR" in result
+
+    def test_no_legacy_expansion_for_unrelated_types(self):
+        result = _resolve_search_types(["FILE", "NOTE"], None)
+        assert set(result) == {"FILE", "NOTE"}
+
+    def test_combines_connectors_and_document_types(self):
+        result = _resolve_search_types(["FILE"], ["NOTE", "CRAWLED_URL"])
+        assert {"FILE", "NOTE", "CRAWLED_URL"}.issubset(set(result))
+
+    def test_deduplicates(self):
+        result = _resolve_search_types(["FILE", "FILE"], ["FILE"])
+        assert result.count("FILE") == 1
+
+
+# ── _build_document_xml ────────────────────────────────────────────────
+
+
+class TestBuildDocumentXml:
+    @pytest.fixture
+    def sample_document(self):
+        return {
+            "document_id": 42,
+            "document": {
+                "id": 42,
+                "document_type": "FILE",
+                "title": "Test Doc",
+                "metadata": {"url": "https://example.com"},
+            },
+            "chunks": [
+                {"chunk_id": 101, "content": "First chunk content"},
+                {"chunk_id": 102, "content": "Second chunk content"},
+                {"chunk_id": 103, "content": "Third chunk content"},
+            ],
+        }
+
+    def test_contains_document_metadata(self, sample_document):
+        xml = _build_document_xml(sample_document)
+        assert "<document_id>42</document_id>" in xml
+        assert "<document_type>FILE</document_type>" in xml
+        assert "Test Doc" in xml
+
+    def test_contains_chunk_index(self, sample_document):
+        xml = _build_document_xml(sample_document)
+        assert "<chunk_index>" in xml
+        assert "</chunk_index>" in xml
+        assert 'chunk_id="101"' in xml
+        assert 'chunk_id="102"' in xml
+        assert 'chunk_id="103"' in xml
+
+    def test_matched_chunks_flagged_in_index(self, sample_document):
+        xml = _build_document_xml(sample_document, matched_chunk_ids={101, 103})
+        lines = xml.split("\n")
+        for line in lines:
+            if 'chunk_id="101"' in line:
+                assert 'matched="true"' in line
+            if 'chunk_id="102"' in line:
+                assert 'matched="true"' not in line
+            if 'chunk_id="103"' in line:
+                assert 'matched="true"' in line
+
+    def test_chunk_content_in_document_content_section(self, sample_document):
+        xml = _build_document_xml(sample_document)
+        assert "<document_content>" in xml
+        assert "First chunk content" in xml
+        assert "Second chunk content" in xml
+        assert "Third chunk content" in xml
+
+    def test_line_numbers_in_chunk_index_are_accurate(self, sample_document):
+        """Verify that the line ranges in chunk_index actually point to the right content."""
+        xml = _build_document_xml(sample_document, matched_chunk_ids={101})
+        xml_lines = xml.split("\n")
+
+        for line in xml_lines:
+            if 'chunk_id="101"' in line and "lines=" in line:
+                import re
+
+                m = re.search(r'lines="(\d+)-(\d+)"', line)
+                assert m, f"No lines= attribute found in: {line}"
+                start, _end = int(m.group(1)), int(m.group(2))
+                target_line = xml_lines[start - 1]
+                assert "101" in target_line
+                assert "First chunk content" in target_line
+                break
+        else:
+            pytest.fail("chunk_id=101 entry not found in chunk_index")
+
+    def test_splits_into_lines_correctly(self, sample_document):
+        """Each chunk occupies exactly one line (no embedded newlines)."""
+        xml = _build_document_xml(sample_document)
+        lines = xml.split("\n")
+        chunk_lines = [
+            line for line in lines if "<![CDATA[" in line and "<chunk" in line
+        ]
+        assert len(chunk_lines) == 3
diff --git a/surfsense_backend/uv.lock b/surfsense_backend/uv.lock
index b193b8233..fcd60980e 100644
--- a/surfsense_backend/uv.lock
+++ b/surfsense_backend/uv.lock
@@ -1,5 +1,5 @@
 version = 1
-revision = 3
+revision = 1
 requires-python = ">=3.12"
 resolution-markers = [
     "python_full_version >= '3.14' and python_full_version < '4' and sys_platform == 'win32'",
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     { name = "torch" },
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@@ -4373,18 +4365,18 @@ dependencies = [
     { name = "tokenizers" },
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diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
index e173cfdf2..ddbdc9dcc 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/[[...chat_id]]/page.tsx
@@ -30,6 +30,7 @@ import {
 	// extractWriteTodosFromContent,
 } from "@/atoms/chat/plan-state.atom";
 import { closeReportPanelAtom } from "@/atoms/chat/report-panel.atom";
+import { type AgentCreatedDocument, agentCreatedDocumentsAtom } from "@/atoms/documents/ui.atoms";
 import { closeEditorPanelAtom } from "@/atoms/editor/editor-panel.atom";
 import { membersAtom } from "@/atoms/members/members-query.atoms";
 import { updateChatTabTitleAtom } from "@/atoms/tabs/tabs.atom";
@@ -191,6 +192,7 @@ export default function NewChatPage() {
 	const closeReportPanel = useSetAtom(closeReportPanelAtom);
 	const closeEditorPanel = useSetAtom(closeEditorPanelAtom);
 	const updateChatTabTitle = useSetAtom(updateChatTabTitleAtom);
+	const setAgentCreatedDocuments = useSetAtom(agentCreatedDocumentsAtom);
 
 	// Get current user for author info in shared chats
 	const { data: currentUser } = useAtomValue(currentUserAtom);
@@ -740,6 +742,20 @@ export default function NewChatPage() {
 							break;
 						}
 
+						case "data-documents-updated": {
+							const docEvent = parsed.data as {
+								action: string;
+								document: AgentCreatedDocument;
+							};
+							if (docEvent?.document?.id) {
+								setAgentCreatedDocuments((prev) => {
+									if (prev.some((d) => d.id === docEvent.document.id)) return prev;
+									return [...prev, docEvent.document];
+								});
+							}
+							break;
+						}
+
 						case "data-interrupt-request": {
 							wasInterrupted = true;
 							const interruptData = parsed.data as Record<string, unknown>;
@@ -1534,7 +1550,7 @@ export default function NewChatPage() {
 	// For new chats (urlChatId === 0), threadId being null is expected (lazy creation)
 	if (!threadId && urlChatId > 0) {
 		return (
-			<div className="flex h-[calc(100dvh-64px)] flex-col items-center justify-center gap-4">
+			<div className="flex h-full flex-col items-center justify-center gap-4">
 				<div className="text-destructive">Failed to load chat</div>
 				<button
 					type="button"
@@ -1553,7 +1569,7 @@ export default function NewChatPage() {
 	return (
 		<AssistantRuntimeProvider runtime={runtime}>
 			<ThinkingStepsDataUI />
-			<div key={searchSpaceId} className="flex h-[calc(100dvh-64px)] overflow-hidden">
+			<div key={searchSpaceId} className="flex h-full overflow-hidden">
 				<div className="flex-1 flex flex-col min-w-0 overflow-hidden">
 					<Thread />
 				</div>
diff --git a/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
index 3e390983b..6eb9223ca 100644
--- a/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
+++ b/surfsense_web/app/dashboard/[search_space_id]/new-chat/loading.tsx
@@ -2,7 +2,7 @@ import { Skeleton } from "@/components/ui/skeleton";
 
 export default function Loading() {
 	return (
-		<div className="flex h-[calc(100dvh-64px)] flex-col bg-main-panel px-4">
+		<div className="flex h-full flex-col bg-main-panel px-4">
 			<div className="mx-auto w-full max-w-[44rem] flex flex-1 flex-col gap-6 py-8">
 				{/* User message */}
 				<div className="flex justify-end">
diff --git a/surfsense_web/atoms/documents/ui.atoms.ts b/surfsense_web/atoms/documents/ui.atoms.ts
index a3d481c80..febdb19ec 100644
--- a/surfsense_web/atoms/documents/ui.atoms.ts
+++ b/surfsense_web/atoms/documents/ui.atoms.ts
@@ -7,3 +7,14 @@ export const globalDocumentsQueryParamsAtom = atom<GetDocumentsRequest["queryPar
 });
 
 export const documentsSidebarOpenAtom = atom(false);
+
+export interface AgentCreatedDocument {
+	id: number;
+	title: string;
+	documentType: string;
+	searchSpaceId: number;
+	folderId: number | null;
+	createdById: string | null;
+}
+
+export const agentCreatedDocumentsAtom = atom<AgentCreatedDocument[]>([]);
diff --git a/surfsense_web/components/assistant-ui/connector-popup.tsx b/surfsense_web/components/assistant-ui/connector-popup.tsx
index ae50ed7a4..d4960bd29 100644
--- a/surfsense_web/components/assistant-ui/connector-popup.tsx
+++ b/surfsense_web/components/assistant-ui/connector-popup.tsx
@@ -4,7 +4,6 @@ import { useAtomValue, useSetAtom } from "jotai";
 import { AlertTriangle, Cable, Settings } from "lucide-react";
 import { forwardRef, useEffect, useImperativeHandle, useMemo, useState } from "react";
 import { createPortal } from "react-dom";
-import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { statusInboxItemsAtom } from "@/atoms/inbox/status-inbox.atom";
 import {
 	globalNewLLMConfigsAtom,
@@ -22,6 +21,7 @@ import { Tabs, TabsContent } from "@/components/ui/tabs";
 import type { SearchSourceConnector } from "@/contracts/types/connector.types";
 import { useConnectorsSync } from "@/hooks/use-connectors-sync";
 import { PICKER_CLOSE_EVENT, PICKER_OPEN_EVENT } from "@/hooks/use-google-picker";
+import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { cn } from "@/lib/utils";
 import { ConnectorDialogHeader } from "./connector-popup/components/connector-dialog-header";
 import { ConnectorConnectView } from "./connector-popup/connector-configs/views/connector-connect-view";
diff --git a/surfsense_web/components/assistant-ui/markdown-text.tsx b/surfsense_web/components/assistant-ui/markdown-text.tsx
index 3d33463b2..0684a31ca 100644
--- a/surfsense_web/components/assistant-ui/markdown-text.tsx
+++ b/surfsense_web/components/assistant-ui/markdown-text.tsx
@@ -421,7 +421,9 @@ const defaultComponents = memoizeMarkdownComponents({
 				<code
 					className={cn("aui-md-inline-code rounded border bg-muted font-semibold", className)}
 					{...props}
-				/>
+				>
+					{children}
+				</code>
 			);
 		}
 		const language = /language-(\w+)/.exec(className || "")?.[1] ?? "text";
diff --git a/surfsense_web/components/assistant-ui/thread.tsx b/surfsense_web/components/assistant-ui/thread.tsx
index 1644b0163..00f2e86bd 100644
--- a/surfsense_web/components/assistant-ui/thread.tsx
+++ b/surfsense_web/components/assistant-ui/thread.tsx
@@ -109,7 +109,7 @@ const ThreadContent: FC = () => {
 		>
 			<ThreadPrimitive.Viewport
 				turnAnchor="top"
-				className="aui-thread-viewport relative flex flex-1 min-h-0 flex-col overflow-y-auto px-4 pt-4"
+				className="aui-thread-viewport relative flex flex-1 min-h-0 flex-col overflow-y-scroll px-4 pt-4"
 			>
 				<AuiIf condition={({ thread }) => thread.isEmpty}>
 					<ThreadWelcome />
@@ -1062,7 +1062,7 @@ interface ToolGroup {
 const TOOL_GROUPS: ToolGroup[] = [
 	{
 		label: "Research",
-		tools: ["search_knowledge_base", "search_surfsense_docs", "scrape_webpage"],
+		tools: ["search_surfsense_docs", "scrape_webpage"],
 	},
 	{
 		label: "Generate",
diff --git a/surfsense_web/components/documents/CreateFolderDialog.tsx b/surfsense_web/components/documents/CreateFolderDialog.tsx
index 8c2643828..f37c0263c 100644
--- a/surfsense_web/components/documents/CreateFolderDialog.tsx
+++ b/surfsense_web/components/documents/CreateFolderDialog.tsx
@@ -69,7 +69,9 @@ export function CreateFolderDialog({
 
 				<form onSubmit={handleSubmit} className="flex flex-col gap-3 sm:gap-4">
 					<div className="flex flex-col gap-2">
-						<Label htmlFor="folder-name" className="text-sm">Folder name</Label>
+						<Label htmlFor="folder-name" className="text-sm">
+							Folder name
+						</Label>
 						<Input
 							ref={inputRef}
 							id="folder-name"
@@ -91,11 +93,7 @@ export function CreateFolderDialog({
 						>
 							Cancel
 						</Button>
-						<Button
-							type="submit"
-							disabled={!name.trim()}
-							className="h-8 sm:h-9 text-xs sm:text-sm"
-						>
+						<Button type="submit" disabled={!name.trim()} className="h-8 sm:h-9 text-xs sm:text-sm">
 							Create
 						</Button>
 					</DialogFooter>
diff --git a/surfsense_web/components/documents/DocumentNode.tsx b/surfsense_web/components/documents/DocumentNode.tsx
index a295696d5..e13a08614 100644
--- a/surfsense_web/components/documents/DocumentNode.tsx
+++ b/surfsense_web/components/documents/DocumentNode.tsx
@@ -1,6 +1,15 @@
 "use client";
 
-import { AlertCircle, Clock, Download, Eye, MoreHorizontal, Move, PenLine, Trash2 } from "lucide-react";
+import {
+	AlertCircle,
+	Clock,
+	Download,
+	Eye,
+	MoreHorizontal,
+	Move,
+	PenLine,
+	Trash2,
+} from "lucide-react";
 import React, { useCallback, useRef, useState } from "react";
 import { useDrag } from "react-dnd";
 import { getDocumentTypeIcon } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentTypeIcon";
@@ -112,14 +121,15 @@ export const DocumentNode = React.memo(function DocumentNode({
 	return (
 		<ContextMenu onOpenChange={onContextMenuOpenChange}>
 			<ContextMenuTrigger asChild>
+				{/* biome-ignore lint/a11y/useSemanticElements: contains nested interactive children (Checkbox) that render as <button>, making a semantic <button> wrapper invalid */}
 				<div
 					role="button"
 					tabIndex={0}
 					ref={attachRef}
 					className={cn(
-					"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
-					isMentioned && "bg-accent/30",
-					isDragging && "opacity-40"
+						"group flex h-8 w-full items-center gap-2.5 rounded-md px-1 text-sm hover:bg-accent/50 cursor-pointer select-none text-left",
+						isMentioned && "bg-accent/30",
+						isDragging && "opacity-40"
 					)}
 					style={{ paddingLeft: `${depth * 16 + 4}px` }}
 					onClick={handleCheckChange}
@@ -130,54 +140,54 @@ export const DocumentNode = React.memo(function DocumentNode({
 						}
 					}}
 				>
-				{(() => {
-					if (statusState === "pending") {
+					{(() => {
+						if (statusState === "pending") {
+							return (
+								<Tooltip>
+									<TooltipTrigger asChild>
+										<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+											<Clock className="h-3.5 w-3.5 text-muted-foreground/60" />
+										</span>
+									</TooltipTrigger>
+									<TooltipContent side="top">Pending - waiting to be synced</TooltipContent>
+								</Tooltip>
+							);
+						}
+						if (statusState === "processing") {
+							return (
+								<Tooltip>
+									<TooltipTrigger asChild>
+										<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+											<Spinner size="xs" className="text-primary" />
+										</span>
+									</TooltipTrigger>
+									<TooltipContent side="top">Syncing</TooltipContent>
+								</Tooltip>
+							);
+						}
+						if (statusState === "failed") {
+							return (
+								<Tooltip>
+									<TooltipTrigger asChild>
+										<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
+											<AlertCircle className="h-3.5 w-3.5 text-destructive" />
+										</span>
+									</TooltipTrigger>
+									<TooltipContent side="top" className="max-w-xs">
+										{doc.status?.reason || "Processing failed"}
+									</TooltipContent>
+								</Tooltip>
+							);
+						}
 						return (
-							<Tooltip>
-								<TooltipTrigger asChild>
-									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
-										<Clock className="h-3.5 w-3.5 text-muted-foreground/60" />
-									</span>
-								</TooltipTrigger>
-								<TooltipContent side="top">Pending - waiting to be synced</TooltipContent>
-							</Tooltip>
+							<Checkbox
+								checked={isMentioned}
+								onCheckedChange={handleCheckChange}
+								onClick={(e) => e.stopPropagation()}
+								className="h-3.5 w-3.5 shrink-0"
+							/>
 						);
-					}
-					if (statusState === "processing") {
-						return (
-							<Tooltip>
-								<TooltipTrigger asChild>
-									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
-										<Spinner size="xs" className="text-primary" />
-									</span>
-								</TooltipTrigger>
-								<TooltipContent side="top">Syncing</TooltipContent>
-							</Tooltip>
-						);
-					}
-					if (statusState === "failed") {
-						return (
-							<Tooltip>
-								<TooltipTrigger asChild>
-									<span className="flex h-3.5 w-3.5 shrink-0 items-center justify-center">
-										<AlertCircle className="h-3.5 w-3.5 text-destructive" />
-									</span>
-								</TooltipTrigger>
-								<TooltipContent side="top" className="max-w-xs">
-									{doc.status?.reason || "Processing failed"}
-								</TooltipContent>
-							</Tooltip>
-						);
-					}
-					return (
-						<Checkbox
-							checked={isMentioned}
-							onCheckedChange={handleCheckChange}
-							onClick={(e) => e.stopPropagation()}
-							className="h-3.5 w-3.5 shrink-0"
-						/>
-					);
-				})()}
+					})()}
 
 					<span className="flex-1 min-w-0 truncate">{doc.title}</span>
 
@@ -188,17 +198,19 @@ export const DocumentNode = React.memo(function DocumentNode({
 						)}
 					</span>
 
-				<DropdownMenu open={dropdownOpen} onOpenChange={setDropdownOpen}>
-					<DropdownMenuTrigger asChild>
-						<Button
-							variant="ghost"
-							size="icon"
-							className={cn(
-								"hidden sm:inline-flex h-6 w-6 shrink-0 hover:bg-transparent",
-								dropdownOpen ? "opacity-100 bg-accent hover:bg-accent" : "opacity-0 group-hover:opacity-100"
-							)}
-							onClick={(e) => e.stopPropagation()}
-						>
+					<DropdownMenu open={dropdownOpen} onOpenChange={setDropdownOpen}>
+						<DropdownMenuTrigger asChild>
+							<Button
+								variant="ghost"
+								size="icon"
+								className={cn(
+									"hidden sm:inline-flex h-6 w-6 shrink-0 hover:bg-transparent",
+									dropdownOpen
+										? "opacity-100 bg-accent hover:bg-accent"
+										: "opacity-0 group-hover:opacity-100"
+								)}
+								onClick={(e) => e.stopPropagation()}
+							>
 								<MoreHorizontal className="h-3.5 w-3.5" />
 							</Button>
 						</DropdownMenuTrigger>
diff --git a/surfsense_web/components/documents/FolderNode.tsx b/surfsense_web/components/documents/FolderNode.tsx
index 5a76e882d..6a36f724f 100644
--- a/surfsense_web/components/documents/FolderNode.tsx
+++ b/surfsense_web/components/documents/FolderNode.tsx
@@ -15,7 +15,6 @@ import React, { useCallback, useEffect, useRef, useState } from "react";
 import { useDrag, useDrop } from "react-dnd";
 import { Button } from "@/components/ui/button";
 import { Checkbox } from "@/components/ui/checkbox";
-import type { FolderSelectionState } from "./FolderTreeView";
 import {
 	ContextMenu,
 	ContextMenuContent,
@@ -29,6 +28,7 @@ import {
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
 import { cn } from "@/lib/utils";
+import type { FolderSelectionState } from "./FolderTreeView";
 
 export const DND_TYPES = {
 	FOLDER: "FOLDER",
@@ -263,7 +263,9 @@ export const FolderNode = React.memo(function FolderNode({
 					</span>
 
 					<Checkbox
-						checked={selectionState === "all" ? true : selectionState === "some" ? "indeterminate" : false}
+						checked={
+							selectionState === "all" ? true : selectionState === "some" ? "indeterminate" : false
+						}
 						onCheckedChange={handleCheckChange}
 						onClick={(e) => e.stopPropagation()}
 						className="h-3.5 w-3.5 shrink-0"
diff --git a/surfsense_web/components/documents/FolderTreeView.tsx b/surfsense_web/components/documents/FolderTreeView.tsx
index eec0aa7cc..d74c58d3e 100644
--- a/surfsense_web/components/documents/FolderTreeView.tsx
+++ b/surfsense_web/components/documents/FolderTreeView.tsx
@@ -33,6 +33,7 @@ interface FolderTreeViewProps {
 	onMoveDocument: (doc: DocumentNodeDoc) => void;
 	onExportDocument?: (doc: DocumentNodeDoc, format: string) => void;
 	activeTypes: DocumentTypeEnum[];
+	searchQuery?: string;
 	onDropIntoFolder?: (
 		itemType: "folder" | "document",
 		itemId: number,
@@ -69,6 +70,7 @@ export function FolderTreeView({
 	onMoveDocument,
 	onExportDocument,
 	activeTypes,
+	searchQuery,
 	onDropIntoFolder,
 	onReorderFolder,
 }: FolderTreeViewProps) {
@@ -97,13 +99,13 @@ export function FolderTreeView({
 	const handleCancelRename = useCallback(() => setRenamingFolderId(null), [setRenamingFolderId]);
 
 	const hasDescendantMatch = useMemo(() => {
-		if (activeTypes.length === 0) return null;
+		if (activeTypes.length === 0 && !searchQuery) return null;
 		const match: Record<number, boolean> = {};
 
 		function check(folderId: number): boolean {
 			if (match[folderId] !== undefined) return match[folderId];
-			const childDocs = (docsByFolder[folderId] ?? []).some((d) =>
-				activeTypes.includes(d.document_type as DocumentTypeEnum)
+			const childDocs = (docsByFolder[folderId] ?? []).some(
+				(d) => activeTypes.length === 0 || activeTypes.includes(d.document_type as DocumentTypeEnum)
 			);
 			if (childDocs) {
 				match[folderId] = true;
@@ -124,7 +126,7 @@ export function FolderTreeView({
 			check(f.id);
 		}
 		return match;
-	}, [folders, docsByFolder, foldersByParent, activeTypes]);
+	}, [folders, docsByFolder, foldersByParent, activeTypes, searchQuery]);
 
 	const folderSelectionStates = useMemo(() => {
 		const states: Record<number, FolderSelectionState> = {};
@@ -177,12 +179,15 @@ export function FolderTreeView({
 				after: i < visibleFolders.length - 1 ? visibleFolders[i + 1].position : null,
 			};
 
+			const isAutoExpanded = !!searchQuery && !!hasDescendantMatch?.[f.id];
+			const isExpanded = expandedIds.has(f.id) || isAutoExpanded;
+
 			nodes.push(
 				<FolderNode
 					key={`folder-${f.id}`}
 					folder={f}
 					depth={depth}
-					isExpanded={expandedIds.has(f.id)}
+					isExpanded={isExpanded}
 					isRenaming={renamingFolderId === f.id}
 					childCount={folderChildCounts[f.id] ?? 0}
 					selectionState={folderSelectionStates[f.id] ?? "none"}
@@ -202,7 +207,7 @@ export function FolderTreeView({
 				/>
 			);
 
-			if (expandedIds.has(f.id)) {
+			if (isExpanded) {
 				nodes.push(...renderLevel(f.id, depth + 1));
 			}
 		}
@@ -240,7 +245,7 @@ export function FolderTreeView({
 		);
 	}
 
-	if (treeNodes.length === 0 && activeTypes.length > 0) {
+	if (treeNodes.length === 0 && (activeTypes.length > 0 || searchQuery)) {
 		return (
 			<div className="flex flex-1 flex-col items-center justify-center gap-3 px-4 py-12 text-muted-foreground">
 				<CirclePlus className="h-10 w-10 rotate-45" />
diff --git a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
index f4ddf5ce5..ce9d93f60 100644
--- a/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/DocumentsSidebar.tsx
@@ -2,42 +2,50 @@
 
 import { useQuery } from "@rocicorp/zero/react";
 import { useAtom, useAtomValue, useSetAtom } from "jotai";
-import { ChevronLeft, ChevronRight, Unplug } from "lucide-react";
+import { ChevronLeft, ChevronRight, Trash2, Unplug } from "lucide-react";
 import { useParams } from "next/navigation";
 import { useTranslations } from "next-intl";
-import { useCallback, useEffect, useMemo, useRef, useState } from "react";
+import { useCallback, useEffect, useMemo, useState } from "react";
 import { toast } from "sonner";
-import { EXPORT_FILE_EXTENSIONS } from "@/components/shared/ExportMenuItems";
 import { DocumentsFilters } from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsFilters";
-import {
-	DocumentsTableShell,
-	type SortKey,
-} from "@/app/dashboard/[search_space_id]/documents/(manage)/components/DocumentsTableShell";
 import { sidebarSelectedDocumentsAtom } from "@/atoms/chat/mentioned-documents.atom";
 import { connectorDialogOpenAtom } from "@/atoms/connector-dialog/connector-dialog.atoms";
 import { connectorsAtom } from "@/atoms/connectors/connector-query.atoms";
 import { deleteDocumentMutationAtom } from "@/atoms/documents/document-mutation.atoms";
 import { expandedFolderIdsAtom } from "@/atoms/documents/folder.atoms";
+import { agentCreatedDocumentsAtom } from "@/atoms/documents/ui.atoms";
 import { openDocumentTabAtom } from "@/atoms/tabs/tabs.atom";
 import { CreateFolderDialog } from "@/components/documents/CreateFolderDialog";
 import type { DocumentNodeDoc } from "@/components/documents/DocumentNode";
 import type { FolderDisplay } from "@/components/documents/FolderNode";
 import { FolderPickerDialog } from "@/components/documents/FolderPickerDialog";
 import { FolderTreeView } from "@/components/documents/FolderTreeView";
+import { EXPORT_FILE_EXTENSIONS } from "@/components/shared/ExportMenuItems";
+import {
+	AlertDialog,
+	AlertDialogAction,
+	AlertDialogCancel,
+	AlertDialogContent,
+	AlertDialogDescription,
+	AlertDialogFooter,
+	AlertDialogHeader,
+	AlertDialogTitle,
+} from "@/components/ui/alert-dialog";
 import { Avatar, AvatarFallback, AvatarGroup } from "@/components/ui/avatar";
 import { Button } from "@/components/ui/button";
+import { Spinner } from "@/components/ui/spinner";
 import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import { getConnectorIcon } from "@/contracts/enums/connectorIcons";
 import type { DocumentTypeEnum } from "@/contracts/types/document.types";
 import { useDebouncedValue } from "@/hooks/use-debounced-value";
-import { useDocumentSearch } from "@/hooks/use-document-search";
-import { useDocuments } from "@/hooks/use-documents";
 import { useMediaQuery } from "@/hooks/use-media-query";
 import { foldersApiService } from "@/lib/apis/folders-api.service";
 import { authenticatedFetch } from "@/lib/auth-utils";
 import { queries } from "@/zero/queries/index";
 import { SidebarSlideOutPanel } from "./SidebarSlideOutPanel";
 
+const NON_DELETABLE_DOCUMENT_TYPES: readonly string[] = ["SURFSENSE_DOCS"];
+
 const SHOWCASE_CONNECTORS = [
 	{ type: "GOOGLE_DRIVE_CONNECTOR", label: "Google Drive" },
 	{ type: "GOOGLE_GMAIL_CONNECTOR", label: "Gmail" },
@@ -82,8 +90,6 @@ export function DocumentsSidebar({
 	const [search, setSearch] = useState("");
 	const debouncedSearch = useDebouncedValue(search, 250);
 	const [activeTypes, setActiveTypes] = useState<DocumentTypeEnum[]>([]);
-	const [sortKey, setSortKey] = useState<SortKey>("created_at");
-	const [sortDesc, setSortDesc] = useState(true);
 	const { mutateAsync: deleteDocumentMutation } = useAtomValue(deleteDocumentMutationAtom);
 
 	const [sidebarDocs, setSidebarDocs] = useAtom(sidebarSelectedDocumentsAtom);
@@ -110,6 +116,7 @@ export function DocumentsSidebar({
 	// Zero queries for tree data
 	const [zeroFolders] = useQuery(queries.folders.bySpace({ searchSpaceId }));
 	const [zeroAllDocs] = useQuery(queries.documents.bySpace({ searchSpaceId }));
+	const [agentCreatedDocs, setAgentCreatedDocs] = useAtom(agentCreatedDocumentsAtom);
 
 	const treeFolders: FolderDisplay[] = useMemo(
 		() =>
@@ -123,19 +130,41 @@ export function DocumentsSidebar({
 		[zeroFolders]
 	);
 
-	const treeDocuments: DocumentNodeDoc[] = useMemo(
-		() =>
-			(zeroAllDocs ?? [])
-				.filter((d) => d.title && d.title.trim() !== "")
-				.map((d) => ({
-					id: d.id,
-					title: d.title,
-					document_type: d.documentType,
-					folderId: (d as { folderId?: number | null }).folderId ?? null,
-					status: d.status as { state: string; reason?: string | null } | undefined,
-				})),
-		[zeroAllDocs]
-	);
+	const treeDocuments: DocumentNodeDoc[] = useMemo(() => {
+		const zeroDocs = (zeroAllDocs ?? [])
+			.filter((d) => d.title && d.title.trim() !== "")
+			.map((d) => ({
+				id: d.id,
+				title: d.title,
+				document_type: d.documentType,
+				folderId: (d as { folderId?: number | null }).folderId ?? null,
+				status: d.status as { state: string; reason?: string | null } | undefined,
+			}));
+
+		const zeroIds = new Set(zeroDocs.map((d) => d.id));
+
+		const pendingAgentDocs = agentCreatedDocs
+			.filter((d) => d.searchSpaceId === searchSpaceId && !zeroIds.has(d.id))
+			.map((d) => ({
+				id: d.id,
+				title: d.title,
+				document_type: d.documentType,
+				folderId: d.folderId ?? null,
+				status: { state: "ready" } as { state: string; reason?: string | null },
+			}));
+
+		return [...pendingAgentDocs, ...zeroDocs];
+	}, [zeroAllDocs, agentCreatedDocs, searchSpaceId]);
+
+	// Prune agent-created docs once Zero has caught up
+	useEffect(() => {
+		if (!zeroAllDocs?.length || !agentCreatedDocs.length) return;
+		const zeroIds = new Set(zeroAllDocs.map((d) => d.id));
+		const remaining = agentCreatedDocs.filter((d) => !zeroIds.has(d.id));
+		if (remaining.length < agentCreatedDocs.length) {
+			setAgentCreatedDocs(remaining);
+		}
+	}, [zeroAllDocs, agentCreatedDocs, setAgentCreatedDocs]);
 
 	const foldersByParent = useMemo(() => {
 		const map: Record<string, FolderDisplay[]> = {};
@@ -355,7 +384,7 @@ export function DocumentsSidebar({
 					(d) =>
 						d.folderId === parentId &&
 						d.status?.state !== "pending" &&
-						d.status?.state !== "processing",
+						d.status?.state !== "processing"
 				);
 				const childFolders = foldersByParent[String(parentId)] ?? [];
 				const descendantDocs = childFolders.flatMap((cf) => collectSubtreeDocs(cf.id));
@@ -382,38 +411,72 @@ export function DocumentsSidebar({
 				setSidebarDocs((prev) => prev.filter((d) => !idsToRemove.has(d.id)));
 			}
 		},
-		[treeDocuments, foldersByParent, setSidebarDocs],
+		[treeDocuments, foldersByParent, setSidebarDocs]
 	);
 
-	const isSearchMode = !!debouncedSearch.trim();
+	const searchFilteredDocuments = useMemo(() => {
+		const query = debouncedSearch.trim().toLowerCase();
+		if (!query) return treeDocuments;
+		return treeDocuments.filter((d) => d.title.toLowerCase().includes(query));
+	}, [treeDocuments, debouncedSearch]);
 
-	const {
-		documents: realtimeDocuments,
-		typeCounts: realtimeTypeCounts,
-		loading: realtimeLoading,
-		loadingMore: realtimeLoadingMore,
-		hasMore: realtimeHasMore,
-		loadMore: realtimeLoadMore,
-		removeItems: realtimeRemoveItems,
-		error: realtimeError,
-	} = useDocuments(searchSpaceId, activeTypes, sortKey, sortDesc ? "desc" : "asc");
+	const typeCounts = useMemo(() => {
+		const counts: Partial<Record<string, number>> = {};
+		for (const d of treeDocuments) {
+			counts[d.document_type] = (counts[d.document_type] || 0) + 1;
+		}
+		return counts;
+	}, [treeDocuments]);
 
-	const {
-		documents: searchDocuments,
-		loading: searchLoading,
-		loadingMore: searchLoadingMore,
-		hasMore: searchHasMore,
-		loadMore: searchLoadMore,
-		error: searchError,
-		removeItems: searchRemoveItems,
-	} = useDocumentSearch(searchSpaceId, debouncedSearch, activeTypes, isSearchMode && open);
+	const deletableSelectedIds = useMemo(() => {
+		const treeDocMap = new Map(treeDocuments.map((d) => [d.id, d]));
+		return sidebarDocs
+			.filter((doc) => {
+				const fullDoc = treeDocMap.get(doc.id);
+				if (!fullDoc) return false;
+				const state = fullDoc.status?.state ?? "ready";
+				return (
+					state !== "pending" &&
+					state !== "processing" &&
+					!NON_DELETABLE_DOCUMENT_TYPES.includes(doc.document_type)
+				);
+			})
+			.map((doc) => doc.id);
+	}, [sidebarDocs, treeDocuments]);
 
-	const displayDocs = isSearchMode ? searchDocuments : realtimeDocuments;
-	const loading = isSearchMode ? searchLoading : realtimeLoading;
-	const error = isSearchMode ? searchError : !!realtimeError;
-	const hasMore = isSearchMode ? searchHasMore : realtimeHasMore;
-	const loadingMore = isSearchMode ? searchLoadingMore : realtimeLoadingMore;
-	const onLoadMore = isSearchMode ? searchLoadMore : realtimeLoadMore;
+	const [bulkDeleteConfirmOpen, setBulkDeleteConfirmOpen] = useState(false);
+	const [isBulkDeleting, setIsBulkDeleting] = useState(false);
+
+	const handleBulkDeleteSelected = useCallback(async () => {
+		if (deletableSelectedIds.length === 0) return;
+		setIsBulkDeleting(true);
+		try {
+			const results = await Promise.allSettled(
+				deletableSelectedIds.map(async (id) => {
+					await deleteDocumentMutation({ id });
+					return id;
+				})
+			);
+			const successIds = results
+				.filter((r): r is PromiseFulfilledResult<number> => r.status === "fulfilled")
+				.map((r) => r.value);
+			const failed = results.length - successIds.length;
+			if (successIds.length > 0) {
+				setSidebarDocs((prev) => {
+					const idSet = new Set(successIds);
+					return prev.filter((d) => !idSet.has(d.id));
+				});
+				toast.success(`Deleted ${successIds.length} document${successIds.length !== 1 ? "s" : ""}`);
+			}
+			if (failed > 0) {
+				toast.error(`Failed to delete ${failed} document${failed !== 1 ? "s" : ""}`);
+			}
+		} catch {
+			toast.error("Failed to delete documents");
+		}
+		setIsBulkDeleting(false);
+		setBulkDeleteConfirmOpen(false);
+	}, [deletableSelectedIds, deleteDocumentMutation, setSidebarDocs]);
 
 	const onToggleType = useCallback((type: DocumentTypeEnum, checked: boolean) => {
 		setActiveTypes((prev) => {
@@ -430,69 +493,15 @@ export function DocumentsSidebar({
 				await deleteDocumentMutation({ id });
 				toast.success(t("delete_success") || "Document deleted");
 				setSidebarDocs((prev) => prev.filter((d) => d.id !== id));
-				realtimeRemoveItems([id]);
-				if (isSearchMode) {
-					searchRemoveItems([id]);
-				}
 				return true;
 			} catch (e) {
 				console.error("Error deleting document:", e);
 				return false;
 			}
 		},
-		[
-			deleteDocumentMutation,
-			isSearchMode,
-			t,
-			searchRemoveItems,
-			realtimeRemoveItems,
-			setSidebarDocs,
-		]
+		[deleteDocumentMutation, t, setSidebarDocs]
 	);
 
-	const handleBulkDeleteDocuments = useCallback(
-		async (ids: number[]): Promise<{ success: number; failed: number }> => {
-			const successIds: number[] = [];
-			const results = await Promise.allSettled(
-				ids.map(async (id) => {
-					await deleteDocumentMutation({ id });
-					successIds.push(id);
-				})
-			);
-			if (successIds.length > 0) {
-				setSidebarDocs((prev) => prev.filter((d) => !successIds.includes(d.id)));
-				realtimeRemoveItems(successIds);
-				if (isSearchMode) {
-					searchRemoveItems(successIds);
-				}
-			}
-			const success = results.filter((r) => r.status === "fulfilled").length;
-			const failed = results.filter((r) => r.status === "rejected").length;
-			return { success, failed };
-		},
-		[deleteDocumentMutation, isSearchMode, searchRemoveItems, realtimeRemoveItems, setSidebarDocs]
-	);
-
-	const sortKeyRef = useRef(sortKey);
-	const sortDescRef = useRef(sortDesc);
-	sortKeyRef.current = sortKey;
-	sortDescRef.current = sortDesc;
-
-	const handleSortChange = useCallback((key: SortKey) => {
-		const currentKey = sortKeyRef.current;
-		const currentDesc = sortDescRef.current;
-
-		if (currentKey === key && currentDesc) {
-			setSortKey("created_at");
-			setSortDesc(true);
-		} else if (currentKey === key) {
-			setSortDesc(true);
-		} else {
-			setSortKey(key);
-			setSortDesc(false);
-		}
-	}, []);
-
 	useEffect(() => {
 		const handleEscape = (e: KeyboardEvent) => {
 			if (e.key === "Escape" && open) {
@@ -627,7 +636,7 @@ export function DocumentsSidebar({
 			<div className="flex-1 min-h-0 overflow-x-hidden pt-0 flex flex-col">
 				<div className="px-4 pb-2">
 					<DocumentsFilters
-						typeCounts={realtimeTypeCounts}
+						typeCounts={typeCounts}
 						onSearch={setSearch}
 						searchValue={search}
 						onToggleType={onToggleType}
@@ -636,59 +645,54 @@ export function DocumentsSidebar({
 					/>
 				</div>
 
-				{isSearchMode ? (
-					<DocumentsTableShell
-						documents={displayDocs}
-						loading={!!loading}
-						error={!!error}
-						sortKey={sortKey}
-						sortDesc={sortDesc}
-						onSortChange={handleSortChange}
-						deleteDocument={handleDeleteDocument}
-						bulkDeleteDocuments={handleBulkDeleteDocuments}
-						searchSpaceId={String(searchSpaceId)}
-						hasMore={hasMore}
-						loadingMore={loadingMore}
-						onLoadMore={onLoadMore}
-						mentionedDocIds={mentionedDocIds}
-						onToggleChatMention={handleToggleChatMention}
-						isSearchMode={isSearchMode || activeTypes.length > 0}
-					/>
-				) : (
-					<FolderTreeView
-						folders={treeFolders}
-						documents={treeDocuments}
-						expandedIds={expandedIds}
-						onToggleExpand={toggleFolderExpand}
-						mentionedDocIds={mentionedDocIds}
-						onToggleChatMention={handleToggleChatMention}
-						onToggleFolderSelect={handleToggleFolderSelect}
-						onRenameFolder={handleRenameFolder}
-						onDeleteFolder={handleDeleteFolder}
-						onMoveFolder={handleMoveFolder}
-						onCreateFolder={handleCreateFolder}
-						onPreviewDocument={(doc) => {
-							openDocumentTab({
-								documentId: doc.id,
-								searchSpaceId,
-								title: doc.title,
-							});
-						}}
-						onEditDocument={(doc) => {
-							openDocumentTab({
-								documentId: doc.id,
-								searchSpaceId,
-								title: doc.title,
-							});
-						}}
-						onDeleteDocument={(doc) => handleDeleteDocument(doc.id)}
-						onMoveDocument={handleMoveDocument}
-						onExportDocument={handleExportDocument}
-						activeTypes={activeTypes}
-						onDropIntoFolder={handleDropIntoFolder}
-						onReorderFolder={handleReorderFolder}
-					/>
+				{deletableSelectedIds.length > 0 && (
+					<div className="shrink-0 flex items-center justify-center px-4 py-1.5 animate-in fade-in duration-150">
+						<button
+							type="button"
+							onClick={() => setBulkDeleteConfirmOpen(true)}
+							className="flex items-center gap-1.5 px-3 py-1 rounded-md bg-destructive text-destructive-foreground shadow-sm text-xs font-medium hover:bg-destructive/90 transition-colors"
+						>
+							<Trash2 size={12} />
+							Delete {deletableSelectedIds.length}{" "}
+							{deletableSelectedIds.length === 1 ? "item" : "items"}
+						</button>
+					</div>
 				)}
+
+				<FolderTreeView
+					folders={treeFolders}
+					documents={searchFilteredDocuments}
+					expandedIds={expandedIds}
+					onToggleExpand={toggleFolderExpand}
+					mentionedDocIds={mentionedDocIds}
+					onToggleChatMention={handleToggleChatMention}
+					onToggleFolderSelect={handleToggleFolderSelect}
+					onRenameFolder={handleRenameFolder}
+					onDeleteFolder={handleDeleteFolder}
+					onMoveFolder={handleMoveFolder}
+					onCreateFolder={handleCreateFolder}
+					searchQuery={debouncedSearch.trim() || undefined}
+					onPreviewDocument={(doc) => {
+						openDocumentTab({
+							documentId: doc.id,
+							searchSpaceId,
+							title: doc.title,
+						});
+					}}
+					onEditDocument={(doc) => {
+						openDocumentTab({
+							documentId: doc.id,
+							searchSpaceId,
+							title: doc.title,
+						});
+					}}
+					onDeleteDocument={(doc) => handleDeleteDocument(doc.id)}
+					onMoveDocument={handleMoveDocument}
+					onExportDocument={handleExportDocument}
+					activeTypes={activeTypes}
+					onDropIntoFolder={handleDropIntoFolder}
+					onReorderFolder={handleReorderFolder}
+				/>
 			</div>
 
 			<FolderPickerDialog
@@ -707,6 +711,40 @@ export function DocumentsSidebar({
 				parentFolderName={createFolderParentName}
 				onConfirm={handleCreateFolderConfirm}
 			/>
+
+			<AlertDialog
+				open={bulkDeleteConfirmOpen}
+				onOpenChange={(open) => !open && !isBulkDeleting && setBulkDeleteConfirmOpen(false)}
+			>
+				<AlertDialogContent>
+					<AlertDialogHeader>
+						<AlertDialogTitle>
+							Delete {deletableSelectedIds.length} document
+							{deletableSelectedIds.length !== 1 ? "s" : ""}?
+						</AlertDialogTitle>
+						<AlertDialogDescription>
+							This action cannot be undone.{" "}
+							{deletableSelectedIds.length === 1
+								? "This document"
+								: `These ${deletableSelectedIds.length} documents`}{" "}
+							will be permanently deleted from your search space.
+						</AlertDialogDescription>
+					</AlertDialogHeader>
+					<AlertDialogFooter>
+						<AlertDialogCancel disabled={isBulkDeleting}>Cancel</AlertDialogCancel>
+						<AlertDialogAction
+							onClick={(e) => {
+								e.preventDefault();
+								handleBulkDeleteSelected();
+							}}
+							disabled={isBulkDeleting}
+							className="bg-destructive text-destructive-foreground hover:bg-destructive/90"
+						>
+							{isBulkDeleting ? <Spinner size="sm" /> : "Delete"}
+						</AlertDialogAction>
+					</AlertDialogFooter>
+				</AlertDialogContent>
+			</AlertDialog>
 		</>
 	);
 
diff --git a/surfsense_web/components/onboarding-tour.tsx b/surfsense_web/components/onboarding-tour.tsx
index 3cc7429ea..b5c002bdf 100644
--- a/surfsense_web/components/onboarding-tour.tsx
+++ b/surfsense_web/components/onboarding-tour.tsx
@@ -7,10 +7,10 @@ import { useTheme } from "next-themes";
 import { useCallback, useEffect, useRef, useState } from "react";
 import { createPortal } from "react-dom";
 import { connectorsAtom } from "@/atoms/connectors/connector-query.atoms";
-import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { activeSearchSpaceIdAtom } from "@/atoms/search-spaces/search-space-query.atoms";
 import { currentUserAtom } from "@/atoms/user/user-query.atoms";
 import { useIsMobile } from "@/hooks/use-mobile";
+import { useZeroDocumentTypeCounts } from "@/hooks/use-zero-document-type-counts";
 import { fetchThreads } from "@/lib/chat/thread-persistence";
 
 interface TourStep {
diff --git a/surfsense_web/components/report-panel/report-panel.tsx b/surfsense_web/components/report-panel/report-panel.tsx
index f7d256a95..a7d622908 100644
--- a/surfsense_web/components/report-panel/report-panel.tsx
+++ b/surfsense_web/components/report-panel/report-panel.tsx
@@ -9,6 +9,7 @@ import { currentThreadAtom } from "@/atoms/chat/current-thread.atom";
 import { closeReportPanelAtom, reportPanelAtom } from "@/atoms/chat/report-panel.atom";
 import { PlateEditor } from "@/components/editor/plate-editor";
 import { MarkdownViewer } from "@/components/markdown-viewer";
+import { EXPORT_FILE_EXTENSIONS, ExportDropdownItems } from "@/components/shared/ExportMenuItems";
 import { Button } from "@/components/ui/button";
 import { Drawer, DrawerContent, DrawerHandle, DrawerTitle } from "@/components/ui/drawer";
 import {
@@ -17,7 +18,6 @@ import {
 	DropdownMenuItem,
 	DropdownMenuTrigger,
 } from "@/components/ui/dropdown-menu";
-import { ExportDropdownItems, EXPORT_FILE_EXTENSIONS } from "@/components/shared/ExportMenuItems";
 import { useMediaQuery } from "@/hooks/use-media-query";
 import { baseApiService } from "@/lib/apis/base-api.service";
 import { authenticatedFetch } from "@/lib/auth-utils";
diff --git a/surfsense_web/components/shared/ExportMenuItems.tsx b/surfsense_web/components/shared/ExportMenuItems.tsx
index 69833a195..86bc12c42 100644
--- a/surfsense_web/components/shared/ExportMenuItems.tsx
+++ b/surfsense_web/components/shared/ExportMenuItems.tsx
@@ -1,8 +1,12 @@
 "use client";
 
 import { Loader2 } from "lucide-react";
-import { DropdownMenuItem, DropdownMenuLabel, DropdownMenuSeparator } from "@/components/ui/dropdown-menu";
 import { ContextMenuItem } from "@/components/ui/context-menu";
+import {
+	DropdownMenuItem,
+	DropdownMenuLabel,
+	DropdownMenuSeparator,
+} from "@/components/ui/dropdown-menu";
 
 export const EXPORT_FILE_EXTENSIONS: Record<string, string> = {
 	pdf: "pdf",
@@ -36,9 +40,7 @@ export function ExportDropdownItems({
 		<>
 			{showAllFormats && (
 				<>
-					<DropdownMenuLabel className="text-xs text-muted-foreground">
-						Documents
-					</DropdownMenuLabel>
+					<DropdownMenuLabel className="text-xs text-muted-foreground">Documents</DropdownMenuLabel>
 					<DropdownMenuItem onClick={handle("pdf")} disabled={exporting !== null}>
 						{exporting === "pdf" && <Loader2 className="mr-2 h-3.5 w-3.5 animate-spin" />}
 						PDF (.pdf)
diff --git a/surfsense_web/components/tool-ui/google-calendar/update-event.tsx b/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
index 661032628..a31e9e103 100644
--- a/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
+++ b/surfsense_web/components/tool-ui/google-calendar/update-event.tsx
@@ -287,13 +287,9 @@ function ApprovalCard({
 						? pendingEdits.end_datetime
 						: null,
 				new_location:
-					pendingEdits.location !== (event?.location ?? "")
-						? pendingEdits.location || null
-						: null,
+					pendingEdits.location !== (event?.location ?? "") ? pendingEdits.location || null : null,
 				new_attendees:
-					attendeesArr && attendeesArr.join(",") !== origAttendees.join(",")
-						? attendeesArr
-						: null,
+					attendeesArr && attendeesArr.join(",") !== origAttendees.join(",") ? attendeesArr : null,
 			};
 		}
 		return {
diff --git a/surfsense_web/contracts/enums/toolIcons.tsx b/surfsense_web/contracts/enums/toolIcons.tsx
index 6ca6550b5..9c4512c2a 100644
--- a/surfsense_web/contracts/enums/toolIcons.tsx
+++ b/surfsense_web/contracts/enums/toolIcons.tsx
@@ -1,7 +1,6 @@
 import {
 	BookOpen,
 	Brain,
-	Database,
 	FileText,
 	Film,
 	Globe,
@@ -13,7 +12,6 @@ import {
 } from "lucide-react";
 
 const TOOL_ICONS: Record<string, LucideIcon> = {
-	search_knowledge_base: Database,
 	generate_podcast: Podcast,
 	generate_video_presentation: Film,
 	generate_report: FileText,
diff --git a/surfsense_web/hooks/use-zero-document-type-counts.ts b/surfsense_web/hooks/use-zero-document-type-counts.ts
index 84fdc2b0a..517445acf 100644
--- a/surfsense_web/hooks/use-zero-document-type-counts.ts
+++ b/surfsense_web/hooks/use-zero-document-type-counts.ts
@@ -13,9 +13,7 @@ export function useZeroDocumentTypeCounts(
 ): Record<string, number> | undefined {
 	const numericId = searchSpaceId != null ? Number(searchSpaceId) : null;
 
-	const [zeroDocuments] = useQuery(
-		queries.documents.bySpace({ searchSpaceId: numericId ?? -1 })
-	);
+	const [zeroDocuments] = useQuery(queries.documents.bySpace({ searchSpaceId: numericId ?? -1 }));
 
 	return useMemo(() => {
 		if (!zeroDocuments || numericId == null) return undefined;