Merge branch 'dev' into feat/e2e-testing

.cursor/skills/improve-codebase-architecture/DEEPENING.md

@@ -0,0 +1,37 @@
+# Deepening
+
+How to deepen a cluster of shallow modules safely, given its dependencies. Assumes the vocabulary in [LANGUAGE.md](LANGUAGE.md) — **module**, **interface**, **seam**, **adapter**.
+
+## Dependency categories
+
+When assessing a candidate for deepening, classify its dependencies. The category determines how the deepened module is tested across its seam.
+
+### 1. In-process
+
+Pure computation, in-memory state, no I/O. Always deepenable — merge the modules and test through the new interface directly. No adapter needed.
+
+### 2. Local-substitutable
+
+Dependencies that have local test stand-ins (PGLite for Postgres, in-memory filesystem). Deepenable if the stand-in exists. The deepened module is tested with the stand-in running in the test suite. The seam is internal; no port at the module's external interface.
+
+### 3. Remote but owned (Ports & Adapters)
+
+Your own services across a network boundary (microservices, internal APIs). Define a **port** (interface) at the seam. The deep module owns the logic; the transport is injected as an **adapter**. Tests use an in-memory adapter. Production uses an HTTP/gRPC/queue adapter.
+
+Recommendation shape: *"Define a port at the seam, implement an HTTP adapter for production and an in-memory adapter for testing, so the logic sits in one deep module even though it's deployed across a network."*
+
+### 4. True external (Mock)
+
+Third-party services (Stripe, Twilio, etc.) you don't control. The deepened module takes the external dependency as an injected port; tests provide a mock adapter.
+
+## Seam discipline
+
+- **One adapter means a hypothetical seam. Two adapters means a real one.** Don't introduce a port unless at least two adapters are justified (typically production + test). A single-adapter seam is just indirection.
+- **Internal seams vs external seams.** A deep module can have internal seams (private to its implementation, used by its own tests) as well as the external seam at its interface. Don't expose internal seams through the interface just because tests use them.
+
+## Testing strategy: replace, don't layer
+
+- Old unit tests on shallow modules become waste once tests at the deepened module's interface exist — delete them.
+- Write new tests at the deepened module's interface. The **interface is the test surface**.
+- Tests assert on observable outcomes through the interface, not internal state.
+- Tests should survive internal refactors — they describe behaviour, not implementation. If a test has to change when the implementation changes, it's testing past the interface.

.cursor/skills/improve-codebase-architecture/INTERFACE-DESIGN.md

@@ -0,0 +1,44 @@
+# Interface Design
+
+When the user wants to explore alternative interfaces for a chosen deepening candidate, use this parallel sub-agent pattern. Based on "Design It Twice" (Ousterhout) — your first idea is unlikely to be the best.
+
+Uses the vocabulary in [LANGUAGE.md](LANGUAGE.md) — **module**, **interface**, **seam**, **adapter**, **leverage**.
+
+## Process
+
+### 1. Frame the problem space
+
+Before spawning sub-agents, write a user-facing explanation of the problem space for the chosen candidate:
+
+- The constraints any new interface would need to satisfy
+- The dependencies it would rely on, and which category they fall into (see [DEEPENING.md](DEEPENING.md))
+- A rough illustrative code sketch to ground the constraints — not a proposal, just a way to make the constraints concrete
+
+Show this to the user, then immediately proceed to Step 2. The user reads and thinks while the sub-agents work in parallel.
+
+### 2. Spawn sub-agents
+
+Spawn 3+ sub-agents in parallel using the Agent tool. Each must produce a **radically different** interface for the deepened module.
+
+Prompt each sub-agent with a separate technical brief (file paths, coupling details, dependency category from [DEEPENING.md](DEEPENING.md), what sits behind the seam). The brief is independent of the user-facing problem-space explanation in Step 1. Give each agent a different design constraint:
+
+- Agent 1: "Minimize the interface — aim for 1–3 entry points max. Maximise leverage per entry point."
+- Agent 2: "Maximise flexibility — support many use cases and extension."
+- Agent 3: "Optimise for the most common caller — make the default case trivial."
+- Agent 4 (if applicable): "Design around ports & adapters for cross-seam dependencies."
+
+Include both [LANGUAGE.md](LANGUAGE.md) vocabulary and CONTEXT.md vocabulary in the brief so each sub-agent names things consistently with the architecture language and the project's domain language.
+
+Each sub-agent outputs:
+
+1. Interface (types, methods, params — plus invariants, ordering, error modes)
+2. Usage example showing how callers use it
+3. What the implementation hides behind the seam
+4. Dependency strategy and adapters (see [DEEPENING.md](DEEPENING.md))
+5. Trade-offs — where leverage is high, where it's thin
+
+### 3. Present and compare
+
+Present designs sequentially so the user can absorb each one, then compare them in prose. Contrast by **depth** (leverage at the interface), **locality** (where change concentrates), and **seam placement**.
+
+After comparing, give your own recommendation: which design you think is strongest and why. If elements from different designs would combine well, propose a hybrid. Be opinionated — the user wants a strong read, not a menu.

.cursor/skills/improve-codebase-architecture/LANGUAGE.md

@@ -0,0 +1,53 @@
+# Language
+
+Shared vocabulary for every suggestion this skill makes. Use these terms exactly — don't substitute "component," "service," "API," or "boundary." Consistent language is the whole point.
+
+## Terms
+
+**Module**
+Anything with an interface and an implementation. Deliberately scale-agnostic — applies equally to a function, class, package, or tier-spanning slice.
+_Avoid_: unit, component, service.
+
+**Interface**
+Everything a caller must know to use the module correctly. Includes the type signature, but also invariants, ordering constraints, error modes, required configuration, and performance characteristics.
+_Avoid_: API, signature (too narrow — those refer only to the type-level surface).
+
+**Implementation**
+What's inside a module — its body of code. Distinct from **Adapter**: a thing can be a small adapter with a large implementation (a Postgres repo) or a large adapter with a small implementation (an in-memory fake). Reach for "adapter" when the seam is the topic; "implementation" otherwise.
+
+**Depth**
+Leverage at the interface — the amount of behaviour a caller (or test) can exercise per unit of interface they have to learn. A module is **deep** when a large amount of behaviour sits behind a small interface. A module is **shallow** when the interface is nearly as complex as the implementation.
+
+**Seam** _(from Michael Feathers)_
+A place where you can alter behaviour without editing in that place. The *location* at which a module's interface lives. Choosing where to put the seam is its own design decision, distinct from what goes behind it.
+_Avoid_: boundary (overloaded with DDD's bounded context).
+
+**Adapter**
+A concrete thing that satisfies an interface at a seam. Describes *role* (what slot it fills), not substance (what's inside).
+
+**Leverage**
+What callers get from depth. More capability per unit of interface they have to learn. One implementation pays back across N call sites and M tests.
+
+**Locality**
+What maintainers get from depth. Change, bugs, knowledge, and verification concentrate at one place rather than spreading across callers. Fix once, fixed everywhere.
+
+## Principles
+
+- **Depth is a property of the interface, not the implementation.** A deep module can be internally composed of small, mockable, swappable parts — they just aren't part of the interface. A module can have **internal seams** (private to its implementation, used by its own tests) as well as the **external seam** at its interface.
+- **The deletion test.** Imagine deleting the module. If complexity vanishes, the module wasn't hiding anything (it was a pass-through). If complexity reappears across N callers, the module was earning its keep.
+- **The interface is the test surface.** Callers and tests cross the same seam. If you want to test *past* the interface, the module is probably the wrong shape.
+- **One adapter means a hypothetical seam. Two adapters means a real one.** Don't introduce a seam unless something actually varies across it.
+
+## Relationships
+
+- A **Module** has exactly one **Interface** (the surface it presents to callers and tests).
+- **Depth** is a property of a **Module**, measured against its **Interface**.
+- A **Seam** is where a **Module**'s **Interface** lives.
+- An **Adapter** sits at a **Seam** and satisfies the **Interface**.
+- **Depth** produces **Leverage** for callers and **Locality** for maintainers.
+
+## Rejected framings
+
+- **Depth as ratio of implementation-lines to interface-lines** (Ousterhout): rewards padding the implementation. We use depth-as-leverage instead.
+- **"Interface" as the TypeScript `interface` keyword or a class's public methods**: too narrow — interface here includes every fact a caller must know.
+- **"Boundary"**: overloaded with DDD's bounded context. Say **seam** or **interface**.

.cursor/skills/improve-codebase-architecture/SKILL.md

@@ -0,0 +1,71 @@
+---
+name: improve-codebase-architecture
+description: Find deepening opportunities in a codebase, informed by the domain language in CONTEXT.md and the decisions in docs/adr/. Use when the user wants to improve architecture, find refactoring opportunities, consolidate tightly-coupled modules, or make a codebase more testable and AI-navigable.
+---
+
+# Improve Codebase Architecture
+
+Surface architectural friction and propose **deepening opportunities** — refactors that turn shallow modules into deep ones. The aim is testability and AI-navigability.
+
+## Glossary
+
+Use these terms exactly in every suggestion. Consistent language is the point — don't drift into "component," "service," "API," or "boundary." Full definitions in [LANGUAGE.md](LANGUAGE.md).
+
+- **Module** — anything with an interface and an implementation (function, class, package, slice).
+- **Interface** — everything a caller must know to use the module: types, invariants, error modes, ordering, config. Not just the type signature.
+- **Implementation** — the code inside.
+- **Depth** — leverage at the interface: a lot of behaviour behind a small interface. **Deep** = high leverage. **Shallow** = interface nearly as complex as the implementation.
+- **Seam** — where an interface lives; a place behaviour can be altered without editing in place. (Use this, not "boundary.")
+- **Adapter** — a concrete thing satisfying an interface at a seam.
+- **Leverage** — what callers get from depth.
+- **Locality** — what maintainers get from depth: change, bugs, knowledge concentrated in one place.
+
+Key principles (see [LANGUAGE.md](LANGUAGE.md) for the full list):
+
+- **Deletion test**: imagine deleting the module. If complexity vanishes, it was a pass-through. If complexity reappears across N callers, it was earning its keep.
+- **The interface is the test surface.**
+- **One adapter = hypothetical seam. Two adapters = real seam.**
+
+This skill is _informed_ by the project's domain model. The domain language gives names to good seams; ADRs record decisions the skill should not re-litigate.
+
+## Process
+
+### 1. Explore
+
+Read the project's domain glossary and any ADRs in the area you're touching first.
+
+Then use the Agent tool with `subagent_type=Explore` to walk the codebase. Don't follow rigid heuristics — explore organically and note where you experience friction:
+
+- Where does understanding one concept require bouncing between many small modules?
+- Where are modules **shallow** — interface nearly as complex as the implementation?
+- Where have pure functions been extracted just for testability, but the real bugs hide in how they're called (no **locality**)?
+- Where do tightly-coupled modules leak across their seams?
+- Which parts of the codebase are untested, or hard to test through their current interface?
+
+Apply the **deletion test** to anything you suspect is shallow: would deleting it concentrate complexity, or just move it? A "yes, concentrates" is the signal you want.
+
+### 2. Present candidates
+
+Present a numbered list of deepening opportunities. For each candidate:
+
+- **Files** — which files/modules are involved
+- **Problem** — why the current architecture is causing friction
+- **Solution** — plain English description of what would change
+- **Benefits** — explained in terms of locality and leverage, and also in how tests would improve
+
+**Use CONTEXT.md vocabulary for the domain, and [LANGUAGE.md](LANGUAGE.md) vocabulary for the architecture.** If `CONTEXT.md` defines "Order," talk about "the Order intake module" — not "the FooBarHandler," and not "the Order service."
+
+**ADR conflicts**: if a candidate contradicts an existing ADR, only surface it when the friction is real enough to warrant revisiting the ADR. Mark it clearly (e.g. _"contradicts ADR-0007 — but worth reopening because…"_). Don't list every theoretical refactor an ADR forbids.
+
+Do NOT propose interfaces yet. Ask the user: "Which of these would you like to explore?"
+
+### 3. Grilling loop
+
+Once the user picks a candidate, drop into a grilling conversation. Walk the design tree with them — constraints, dependencies, the shape of the deepened module, what sits behind the seam, what tests survive.
+
+Side effects happen inline as decisions crystallize:
+
+- **Naming a deepened module after a concept not in `CONTEXT.md`?** Add the term to `CONTEXT.md` — same discipline as `/grill-with-docs` (see [CONTEXT-FORMAT.md](../grill-with-docs/CONTEXT-FORMAT.md)). Create the file lazily if it doesn't exist.
+- **Sharpening a fuzzy term during the conversation?** Update `CONTEXT.md` right there.
+- **User rejects the candidate with a load-bearing reason?** Offer an ADR, framed as: _"Want me to record this as an ADR so future architecture reviews don't re-suggest it?"_ Only offer when the reason would actually be needed by a future explorer to avoid re-suggesting the same thing — skip ephemeral reasons ("not worth it right now") and self-evident ones. See [ADR-FORMAT.md](../grill-with-docs/ADR-FORMAT.md).
+- **Want to explore alternative interfaces for the deepened module?** See [INTERFACE-DESIGN.md](INTERFACE-DESIGN.md).

.gitignore

@@ -15,3 +15,4 @@ surfsense_web/playwright/.auth/
 surfsense_web/playwright-report/
 surfsense_web/test-results/
 surfsense_web/blob-report/
+hermes-agent/

VERSION

@@ -1 +1 @@
-0.0.22
+0.0.23

skills-lock.json

@@ -46,6 +46,12 @@
       "sourceType": "github",
       "computedHash": "ddd61f32254be1303ce4b7be5d507c932de4af53489a0ebb1309bf61de99018c"
     },
+    "improve-codebase-architecture": {
+      "source": "mattpocock/skills",
+      "sourceType": "github",
+      "skillPath": "skills/engineering/improve-codebase-architecture/SKILL.md",
+      "computedHash": "2da1d23b8f53cfe67f2e0b68924ab9f4ec400bb6480de097007eeaeb517d1722"
+    },
     "internal-linking-optimizer": {
       "source": "aaron-he-zhu/seo-geo-claude-skills",
       "sourceType": "github",

surfsense_backend/app/agents/multi_agent_chat/__init__.py

@@ -2,6 +2,6 @@
 
 from __future__ import annotations
 
-from .main_agent import create_surfsense_deep_agent
+from .main_agent import create_multi_agent_chat_deep_agent
 
-__all__ = ["create_surfsense_deep_agent"]
+__all__ = ["create_multi_agent_chat_deep_agent"]

surfsense_backend/app/agents/multi_agent_chat/main_agent/__init__.py

@@ -2,6 +2,6 @@
 
 from __future__ import annotations
 
-from .runtime import create_surfsense_deep_agent
+from .runtime import create_multi_agent_chat_deep_agent
 
-__all__ = ["create_surfsense_deep_agent"]
+__all__ = ["create_multi_agent_chat_deep_agent"]

surfsense_backend/app/agents/multi_agent_chat/main_agent/graph/compile_graph_sync.py

@@ -11,6 +11,9 @@ from langchain_core.language_models import BaseChatModel
 from langchain_core.tools import BaseTool
 from langgraph.types import Checkpointer
 
+from app.agents.multi_agent_chat.middleware import (
+    build_main_agent_deepagent_middleware,
+)
 from app.agents.multi_agent_chat.subagents.shared.permissions import (
     ToolsPermissions,
 )
@@ -19,8 +22,6 @@ from app.agents.new_chat.feature_flags import AgentFeatureFlags
 from app.agents.new_chat.filesystem_selection import FilesystemMode
 from app.db import ChatVisibility
 
-from .middleware import build_main_agent_deepagent_middleware
-
 
 def build_compiled_agent_graph_sync(
     *,

surfsense_backend/app/agents/multi_agent_chat/main_agent/graph/middleware/__init__.py

@@ -1,7 +0,0 @@
-"""Main-agent graph middleware assembly (SurfSense + LangChain + deepagents)."""
-
-from __future__ import annotations
-
-from .deepagent_stack import build_main_agent_deepagent_middleware
-
-__all__ = ["build_main_agent_deepagent_middleware"]

surfsense_backend/app/agents/multi_agent_chat/main_agent/graph/middleware/deepagent_stack.py

@@ -1,506 +0,0 @@
-"""Assemble the main-agent deep-agent middleware list (LangChain + SurfSense + deepagents)."""
-
-from __future__ import annotations
-
-import logging
-from collections.abc import Sequence
-from typing import Any
-
-from deepagents import SubAgent
-from deepagents.backends import StateBackend
-from deepagents.middleware.patch_tool_calls import PatchToolCallsMiddleware
-from deepagents.middleware.skills import SkillsMiddleware
-from deepagents.middleware.subagents import GENERAL_PURPOSE_SUBAGENT
-from langchain.agents.middleware import (
-    LLMToolSelectorMiddleware,
-    ModelCallLimitMiddleware,
-    ModelFallbackMiddleware,
-    TodoListMiddleware,
-    ToolCallLimitMiddleware,
-)
-from langchain_anthropic.middleware import AnthropicPromptCachingMiddleware
-from langchain_core.language_models import BaseChatModel
-from langchain_core.tools import BaseTool
-from langgraph.types import Checkpointer
-
-from app.agents.multi_agent_chat.subagents import (
-    build_subagents,
-    get_subagents_to_exclude,
-)
-from app.agents.multi_agent_chat.subagents.shared.permissions import (
-    ToolsPermissions,
-)
-from app.agents.new_chat.feature_flags import AgentFeatureFlags
-from app.agents.new_chat.filesystem_selection import FilesystemMode
-from app.agents.new_chat.middleware import (
-    ActionLogMiddleware,
-    AnonymousDocumentMiddleware,
-    BusyMutexMiddleware,
-    ClearToolUsesEdit,
-    DedupHITLToolCallsMiddleware,
-    DoomLoopMiddleware,
-    FileIntentMiddleware,
-    KnowledgeBasePersistenceMiddleware,
-    KnowledgePriorityMiddleware,
-    KnowledgeTreeMiddleware,
-    MemoryInjectionMiddleware,
-    NoopInjectionMiddleware,
-    OtelSpanMiddleware,
-    PermissionMiddleware,
-    RetryAfterMiddleware,
-    SpillingContextEditingMiddleware,
-    SpillToBackendEdit,
-    SurfSenseFilesystemMiddleware,
-    ToolCallNameRepairMiddleware,
-    build_skills_backend_factory,
-    create_surfsense_compaction_middleware,
-    default_skills_sources,
-)
-from app.agents.new_chat.permissions import Rule, Ruleset
-from app.agents.new_chat.plugin_loader import (
-    PluginContext,
-    load_allowed_plugin_names_from_env,
-    load_plugin_middlewares,
-)
-from app.agents.new_chat.tools.registry import BUILTIN_TOOLS
-from app.db import ChatVisibility
-
-from ...context_prune.prune_tool_names import safe_exclude_tools
-from .checkpointed_subagent_middleware import SurfSenseCheckpointedSubAgentMiddleware
-
-
-def build_main_agent_deepagent_middleware(
-    *,
-    llm: BaseChatModel,
-    tools: Sequence[BaseTool],
-    backend_resolver: Any,
-    filesystem_mode: FilesystemMode,
-    search_space_id: int,
-    user_id: str | None,
-    thread_id: int | None,
-    visibility: ChatVisibility,
-    anon_session_id: str | None,
-    available_connectors: list[str] | None,
-    available_document_types: list[str] | None,
-    mentioned_document_ids: list[int] | None,
-    max_input_tokens: int | None,
-    flags: AgentFeatureFlags,
-    subagent_dependencies: dict[str, Any],
-    checkpointer: Checkpointer,
-    mcp_tools_by_agent: dict[str, ToolsPermissions] | None = None,
-    disabled_tools: list[str] | None = None,
-) -> list[Any]:
-    """Build ordered middleware for ``create_agent`` (Nones already stripped)."""
-    _memory_middleware = MemoryInjectionMiddleware(
-        user_id=user_id,
-        search_space_id=search_space_id,
-        thread_visibility=visibility,
-    )
-
-    gp_middleware = [
-        TodoListMiddleware(),
-        _memory_middleware,
-        FileIntentMiddleware(llm=llm),
-        SurfSenseFilesystemMiddleware(
-            backend=backend_resolver,
-            filesystem_mode=filesystem_mode,
-            search_space_id=search_space_id,
-            created_by_id=user_id,
-            thread_id=thread_id,
-        ),
-        create_surfsense_compaction_middleware(llm, StateBackend),
-        PatchToolCallsMiddleware(),
-        AnthropicPromptCachingMiddleware(unsupported_model_behavior="ignore"),
-    ]
-
-    # Build permission rulesets up front so the GP subagent can mirror ``ask``
-    # rules into ``interrupt_on``: tool calls emitted from within ``task`` runs
-    # never reach the parent's ``PermissionMiddleware``.
-    is_desktop_fs = filesystem_mode == FilesystemMode.DESKTOP_LOCAL_FOLDER
-    permission_enabled = flags.enable_permission and not flags.disable_new_agent_stack
-    permission_rulesets: list[Ruleset] = []
-    if permission_enabled or is_desktop_fs:
-        permission_rulesets.append(
-            Ruleset(
-                rules=[Rule(permission="*", pattern="*", action="allow")],
-                origin="surfsense_defaults",
-            )
-        )
-        if is_desktop_fs:
-            permission_rulesets.append(
-                Ruleset(
-                    rules=[
-                        Rule(permission="rm", pattern="*", action="ask"),
-                        Rule(permission="rmdir", pattern="*", action="ask"),
-                        Rule(permission="move_file", pattern="*", action="ask"),
-                        Rule(permission="edit_file", pattern="*", action="ask"),
-                        Rule(permission="write_file", pattern="*", action="ask"),
-                    ],
-                    origin="desktop_safety",
-                )
-            )
-
-    # Tools that self-prompt via ``request_approval`` must not also appear
-    # as ``ask`` rules — that would double-prompt the user for one call.
-    _tool_names_in_use = {t.name for t in tools}
-
-    # Deny parent-bound tools whose ``required_connector`` is missing.
-    # No-op today (connector subagents are pruned upstream); guards future
-    # additions to the parent's tool list.
-    if permission_enabled:
-        _available_set = set(available_connectors or [])
-        _synthesized: list[Rule] = []
-        for tool_def in BUILTIN_TOOLS:
-            if tool_def.name not in _tool_names_in_use:
-                continue
-            rc = tool_def.required_connector
-            if rc and rc not in _available_set:
-                _synthesized.append(
-                    Rule(permission=tool_def.name, pattern="*", action="deny")
-                )
-        if _synthesized:
-            permission_rulesets.append(
-                Ruleset(rules=_synthesized, origin="connector_synthesized")
-            )
-    gp_interrupt_on: dict[str, bool] = {
-        rule.permission: True
-        for rs in permission_rulesets
-        for rule in rs.rules
-        if rule.action == "ask" and rule.permission in _tool_names_in_use
-    }
-
-    general_purpose_spec: SubAgent = {  # type: ignore[typeddict-unknown-key]
-        **GENERAL_PURPOSE_SUBAGENT,
-        "model": llm,
-        "tools": tools,
-        "middleware": gp_middleware,
-    }
-    if gp_interrupt_on:
-        general_purpose_spec["interrupt_on"] = gp_interrupt_on
-
-    # Deny-only on subagents: ``task`` runs bypass the parent's
-    # PermissionMiddleware, while bucket-based ask gates own the ask path.
-    subagent_deny_rulesets: list[Ruleset] = [
-        Ruleset(
-            rules=[r for r in rs.rules if r.action == "deny"],
-            origin=rs.origin,
-        )
-        for rs in permission_rulesets
-    ]
-    subagent_deny_rulesets = [rs for rs in subagent_deny_rulesets if rs.rules]
-
-    subagent_deny_permission_mw: PermissionMiddleware | None = (
-        PermissionMiddleware(rulesets=subagent_deny_rulesets)
-        if subagent_deny_rulesets
-        else None
-    )
-
-    if subagent_deny_permission_mw is not None:
-        # Run deny check on already-repaired tool calls; insert before
-        # PatchToolCallsMiddleware (append if the slot moves).
-        _patch_idx = next(
-            (
-                i
-                for i, m in enumerate(gp_middleware)
-                if isinstance(m, PatchToolCallsMiddleware)
-            ),
-            len(gp_middleware),
-        )
-        gp_middleware.insert(_patch_idx, subagent_deny_permission_mw)
-
-    registry_subagents: list[SubAgent] = []
-    try:
-        subagent_extra_middleware: list[Any] = [
-            TodoListMiddleware(),
-            SurfSenseFilesystemMiddleware(
-                backend=backend_resolver,
-                filesystem_mode=filesystem_mode,
-                search_space_id=search_space_id,
-                created_by_id=user_id,
-                thread_id=thread_id,
-            ),
-        ]
-        if subagent_deny_permission_mw is not None:
-            subagent_extra_middleware.append(subagent_deny_permission_mw)
-        registry_subagents = build_subagents(
-            dependencies=subagent_dependencies,
-            model=llm,
-            extra_middleware=subagent_extra_middleware,
-            mcp_tools_by_agent=mcp_tools_by_agent or {},
-            exclude=get_subagents_to_exclude(available_connectors),
-            disabled_tools=disabled_tools,
-        )
-        logging.info(
-            "Registry subagents: %s",
-            [s["name"] for s in registry_subagents],
-        )
-    except Exception:
-        logging.exception("Registry subagent build failed")
-        raise
-
-    subagent_specs: list[SubAgent] = [general_purpose_spec, *registry_subagents]
-
-    summarization_mw = create_surfsense_compaction_middleware(llm, StateBackend)
-
-    context_edit_mw = None
-    if (
-        flags.enable_context_editing
-        and not flags.disable_new_agent_stack
-        and max_input_tokens
-    ):
-        spill_edit = SpillToBackendEdit(
-            trigger=int(max_input_tokens * 0.55),
-            clear_at_least=int(max_input_tokens * 0.15),
-            keep=5,
-            exclude_tools=safe_exclude_tools(tools),
-            clear_tool_inputs=True,
-        )
-        clear_edit = ClearToolUsesEdit(
-            trigger=int(max_input_tokens * 0.55),
-            clear_at_least=int(max_input_tokens * 0.15),
-            keep=5,
-            exclude_tools=safe_exclude_tools(tools),
-            clear_tool_inputs=True,
-            placeholder="[cleared - older tool output trimmed for context]",
-        )
-        context_edit_mw = SpillingContextEditingMiddleware(
-            edits=[spill_edit, clear_edit],
-            backend_resolver=backend_resolver,
-        )
-
-    retry_mw = (
-        RetryAfterMiddleware(max_retries=3)
-        if flags.enable_retry_after and not flags.disable_new_agent_stack
-        else None
-    )
-    fallback_mw: ModelFallbackMiddleware | None = None
-    if flags.enable_model_fallback and not flags.disable_new_agent_stack:
-        try:
-            fallback_mw = ModelFallbackMiddleware(
-                "openai:gpt-4o-mini",
-                "anthropic:claude-3-5-haiku-20241022",
-            )
-        except Exception:
-            logging.warning("ModelFallbackMiddleware init failed; skipping.")
-            fallback_mw = None
-    model_call_limit_mw = (
-        ModelCallLimitMiddleware(
-            thread_limit=120,
-            run_limit=80,
-            exit_behavior="end",
-        )
-        if flags.enable_model_call_limit and not flags.disable_new_agent_stack
-        else None
-    )
-    tool_call_limit_mw = (
-        ToolCallLimitMiddleware(
-            thread_limit=300, run_limit=80, exit_behavior="continue"
-        )
-        if flags.enable_tool_call_limit and not flags.disable_new_agent_stack
-        else None
-    )
-
-    noop_mw = (
-        NoopInjectionMiddleware()
-        if flags.enable_compaction_v2 and not flags.disable_new_agent_stack
-        else None
-    )
-
-    repair_mw = None
-    if flags.enable_tool_call_repair and not flags.disable_new_agent_stack:
-        registered_names: set[str] = {t.name for t in tools}
-        registered_names |= {
-            "write_todos",
-            "ls",
-            "read_file",
-            "write_file",
-            "edit_file",
-            "glob",
-            "grep",
-            "execute",
-            "task",
-            "mkdir",
-            "cd",
-            "pwd",
-            "move_file",
-            "rm",
-            "rmdir",
-            "list_tree",
-            "execute_code",
-        }
-        repair_mw = ToolCallNameRepairMiddleware(
-            registered_tool_names=registered_names,
-            fuzzy_match_threshold=None,
-        )
-
-    doom_loop_mw = (
-        DoomLoopMiddleware(threshold=3)
-        if flags.enable_doom_loop and not flags.disable_new_agent_stack
-        else None
-    )
-
-    permission_mw: PermissionMiddleware | None = (
-        PermissionMiddleware(rulesets=permission_rulesets)
-        if permission_rulesets
-        else None
-    )
-
-    action_log_mw: ActionLogMiddleware | None = None
-    if (
-        flags.enable_action_log
-        and not flags.disable_new_agent_stack
-        and thread_id is not None
-    ):
-        try:
-            tool_defs_by_name = {td.name: td for td in BUILTIN_TOOLS}
-            action_log_mw = ActionLogMiddleware(
-                thread_id=thread_id,
-                search_space_id=search_space_id,
-                user_id=user_id,
-                tool_definitions=tool_defs_by_name,
-            )
-        except Exception:  # pragma: no cover - defensive
-            logging.warning(
-                "ActionLogMiddleware init failed; running without it.",
-                exc_info=True,
-            )
-            action_log_mw = None
-
-    busy_mutex_mw: BusyMutexMiddleware | None = (
-        BusyMutexMiddleware()
-        if flags.enable_busy_mutex and not flags.disable_new_agent_stack
-        else None
-    )
-
-    otel_mw: OtelSpanMiddleware | None = (
-        OtelSpanMiddleware()
-        if flags.enable_otel and not flags.disable_new_agent_stack
-        else None
-    )
-
-    plugin_middlewares: list[Any] = []
-    if flags.enable_plugin_loader and not flags.disable_new_agent_stack:
-        try:
-            allowed_names = load_allowed_plugin_names_from_env()
-            if allowed_names:
-                plugin_middlewares = load_plugin_middlewares(
-                    PluginContext.build(
-                        search_space_id=search_space_id,
-                        user_id=user_id,
-                        thread_visibility=visibility,
-                        llm=llm,
-                    ),
-                    allowed_plugin_names=allowed_names,
-                )
-        except Exception:  # pragma: no cover - defensive
-            logging.warning(
-                "Plugin loader failed; continuing without plugins.",
-                exc_info=True,
-            )
-            plugin_middlewares = []
-
-    skills_mw: SkillsMiddleware | None = None
-    if flags.enable_skills and not flags.disable_new_agent_stack:
-        try:
-            skills_factory = build_skills_backend_factory(
-                search_space_id=search_space_id
-                if filesystem_mode == FilesystemMode.CLOUD
-                else None,
-            )
-            skills_mw = SkillsMiddleware(
-                backend=skills_factory,
-                sources=default_skills_sources(),
-            )
-        except Exception as exc:  # pragma: no cover - defensive
-            logging.warning("SkillsMiddleware init failed; skipping: %s", exc)
-            skills_mw = None
-
-    selector_mw: LLMToolSelectorMiddleware | None = None
-    if (
-        flags.enable_llm_tool_selector
-        and not flags.disable_new_agent_stack
-        and len(tools) > 30
-    ):
-        try:
-            selector_mw = LLMToolSelectorMiddleware(
-                model="openai:gpt-4o-mini",
-                max_tools=12,
-                always_include=[
-                    name
-                    for name in (
-                        "update_memory",
-                        "get_connected_accounts",
-                        "scrape_webpage",
-                    )
-                    if name in {t.name for t in tools}
-                ],
-            )
-        except Exception:
-            logging.warning("LLMToolSelectorMiddleware init failed; skipping.")
-            selector_mw = None
-
-    deepagent_middleware = [
-        busy_mutex_mw,
-        otel_mw,
-        TodoListMiddleware(),
-        _memory_middleware,
-        AnonymousDocumentMiddleware(
-            anon_session_id=anon_session_id,
-        )
-        if filesystem_mode == FilesystemMode.CLOUD
-        else None,
-        KnowledgeTreeMiddleware(
-            search_space_id=search_space_id,
-            filesystem_mode=filesystem_mode,
-            llm=llm,
-        )
-        if filesystem_mode == FilesystemMode.CLOUD
-        else None,
-        KnowledgePriorityMiddleware(
-            llm=llm,
-            search_space_id=search_space_id,
-            filesystem_mode=filesystem_mode,
-            available_connectors=available_connectors,
-            available_document_types=available_document_types,
-            mentioned_document_ids=mentioned_document_ids,
-        ),
-        FileIntentMiddleware(llm=llm),
-        SurfSenseFilesystemMiddleware(
-            backend=backend_resolver,
-            filesystem_mode=filesystem_mode,
-            search_space_id=search_space_id,
-            created_by_id=user_id,
-            thread_id=thread_id,
-        ),
-        KnowledgeBasePersistenceMiddleware(
-            search_space_id=search_space_id,
-            created_by_id=user_id,
-            filesystem_mode=filesystem_mode,
-            thread_id=thread_id,
-        )
-        if filesystem_mode == FilesystemMode.CLOUD
-        else None,
-        skills_mw,
-        SurfSenseCheckpointedSubAgentMiddleware(
-            checkpointer=checkpointer,
-            backend=StateBackend,
-            subagents=subagent_specs,
-        ),
-        selector_mw,
-        model_call_limit_mw,
-        tool_call_limit_mw,
-        context_edit_mw,
-        summarization_mw,
-        noop_mw,
-        retry_mw,
-        fallback_mw,
-        repair_mw,
-        permission_mw,
-        doom_loop_mw,
-        action_log_mw,
-        PatchToolCallsMiddleware(),
-        DedupHITLToolCallsMiddleware(agent_tools=list(tools)),
-        *plugin_middlewares,
-        AnthropicPromptCachingMiddleware(unsupported_model_behavior="ignore"),
-    ]
-    return [m for m in deepagent_middleware if m is not None]

surfsense_backend/app/agents/multi_agent_chat/main_agent/runtime/__init__.py

@@ -2,6 +2,6 @@
 
 from __future__ import annotations
 
-from .factory import create_surfsense_deep_agent
+from .factory import create_multi_agent_chat_deep_agent
 
-__all__ = ["create_surfsense_deep_agent"]
+__all__ = ["create_multi_agent_chat_deep_agent"]

surfsense_backend/app/agents/multi_agent_chat/main_agent/runtime/agent_cache.py

@@ -0,0 +1,117 @@
+"""Compiled agent graph caching for the multi-agent path."""
+
+from __future__ import annotations
+
+import asyncio
+from collections.abc import Sequence
+from typing import Any
+
+from langchain_core.language_models import BaseChatModel
+from langchain_core.tools import BaseTool
+from langgraph.types import Checkpointer
+
+from app.agents.multi_agent_chat.subagents.shared.permissions import ToolsPermissions
+from app.agents.new_chat.agent_cache import (
+    flags_signature,
+    get_cache,
+    stable_hash,
+    system_prompt_hash,
+    tools_signature,
+)
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.db import ChatVisibility
+
+from ..graph.compile_graph_sync import build_compiled_agent_graph_sync
+
+
+def mcp_signature(mcp_tools_by_agent: dict[str, ToolsPermissions]) -> str:
+    """Hash the per-agent MCP tool surface so a change rotates the cache key."""
+    rows = []
+    for agent_name in sorted(mcp_tools_by_agent.keys()):
+        perms = mcp_tools_by_agent[agent_name]
+        allow_names = sorted(item.get("name", "") for item in perms.get("allow", []))
+        ask_names = sorted(item.get("name", "") for item in perms.get("ask", []))
+        rows.append((agent_name, allow_names, ask_names))
+    return stable_hash(rows)
+
+
+async def build_agent_with_cache(
+    *,
+    llm: BaseChatModel,
+    tools: Sequence[BaseTool],
+    final_system_prompt: str,
+    backend_resolver: Any,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    user_id: str | None,
+    thread_id: int | None,
+    visibility: ChatVisibility,
+    anon_session_id: str | None,
+    available_connectors: list[str],
+    available_document_types: list[str],
+    mentioned_document_ids: list[int] | None,
+    max_input_tokens: int | None,
+    flags: AgentFeatureFlags,
+    checkpointer: Checkpointer,
+    subagent_dependencies: dict[str, Any],
+    mcp_tools_by_agent: dict[str, ToolsPermissions],
+    disabled_tools: list[str] | None,
+    config_id: str | None,
+) -> Any:
+    """Compile the multi-agent graph, serving from cache when key components are stable."""
+
+    async def _build() -> Any:
+        return await asyncio.to_thread(
+            build_compiled_agent_graph_sync,
+            llm=llm,
+            tools=tools,
+            final_system_prompt=final_system_prompt,
+            backend_resolver=backend_resolver,
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            thread_id=thread_id,
+            visibility=visibility,
+            anon_session_id=anon_session_id,
+            available_connectors=available_connectors,
+            available_document_types=available_document_types,
+            mentioned_document_ids=mentioned_document_ids,
+            max_input_tokens=max_input_tokens,
+            flags=flags,
+            checkpointer=checkpointer,
+            subagent_dependencies=subagent_dependencies,
+            mcp_tools_by_agent=mcp_tools_by_agent,
+            disabled_tools=disabled_tools,
+        )
+
+    if not (flags.enable_agent_cache and not flags.disable_new_agent_stack):
+        return await _build()
+
+    # Every per-request value any middleware closes over at __init__ must be in
+    # the key, otherwise a hit will leak state across threads. Bump the schema
+    # version when the component list changes shape.
+    cache_key = stable_hash(
+        "multi-agent-v1",
+        config_id,
+        thread_id,
+        user_id,
+        search_space_id,
+        visibility,
+        filesystem_mode,
+        anon_session_id,
+        tools_signature(
+            tools,
+            available_connectors=available_connectors,
+            available_document_types=available_document_types,
+        ),
+        mcp_signature(mcp_tools_by_agent),
+        flags_signature(flags),
+        system_prompt_hash(final_system_prompt),
+        max_input_tokens,
+        sorted(disabled_tools) if disabled_tools else None,
+    )
+    return await get_cache().get_or_build(cache_key, builder=_build)
+
+
+__all__ = ["build_agent_with_cache", "mcp_signature"]

surfsense_backend/app/agents/multi_agent_chat/main_agent/runtime/factory.py

@@ -2,7 +2,6 @@
 
 from __future__ import annotations
 
-import asyncio
 import logging
 import time
 from collections.abc import Sequence
@@ -26,23 +25,24 @@ from app.agents.new_chat.feature_flags import AgentFeatureFlags, get_flags
 from app.agents.new_chat.filesystem_backends import build_backend_resolver
 from app.agents.new_chat.filesystem_selection import FilesystemMode, FilesystemSelection
 from app.agents.new_chat.llm_config import AgentConfig
+from app.agents.new_chat.prompt_caching import apply_litellm_prompt_caching
 from app.agents.new_chat.tools.invalid_tool import INVALID_TOOL_NAME, invalid_tool
 from app.agents.new_chat.tools.registry import build_tools_async
 from app.db import ChatVisibility
 from app.services.connector_service import ConnectorService
 from app.utils.perf import get_perf_logger
 
-from ..graph.compile_graph_sync import build_compiled_agent_graph_sync
 from ..system_prompt import build_main_agent_system_prompt
 from ..tools import (
     MAIN_AGENT_SURFSENSE_TOOL_NAMES,
     MAIN_AGENT_SURFSENSE_TOOL_NAMES_ORDERED,
 )
+from .agent_cache import build_agent_with_cache
 
 _perf_log = get_perf_logger()
 
 
-async def create_surfsense_deep_agent(
+async def create_multi_agent_chat_deep_agent(
     llm: BaseChatModel,
     search_space_id: int,
     db_session: AsyncSession,
@@ -62,6 +62,9 @@ async def create_surfsense_deep_agent(
 ):
     """Deep agent with SurfSense tools/middleware; registry route subagents behind ``task`` when enabled."""
     _t_agent_total = time.perf_counter()
+
+    apply_litellm_prompt_caching(llm, agent_config=agent_config, thread_id=thread_id)
+
     filesystem_selection = filesystem_selection or FilesystemSelection()
     backend_resolver = build_backend_resolver(
         filesystem_selection,
@@ -85,7 +88,18 @@ async def create_surfsense_deep_agent(
         )
 
     except Exception as e:
-        logging.warning("Failed to discover available connectors/document types: %s", e)
+        logging.warning(
+            "Connector/doc-type discovery failed; excluding connector subagents this turn: %s",
+            e,
+        )
+
+    # Fail closed: a None list short-circuits ``get_subagents_to_exclude`` to "exclude
+    # nothing", which would silently advertise every connector specialist on a flaky
+    # discovery call. Empty list excludes connector-gated subagents while keeping builtins.
+    if available_connectors is None:
+        available_connectors = []
+    if available_document_types is None:
+        available_document_types = []
     _perf_log.info(
         "[create_agent] Connector/doc-type discovery in %.3fs",
         time.perf_counter() - _t0,
@@ -115,7 +129,18 @@ async def create_surfsense_deep_agent(
     }
 
     _t0 = time.perf_counter()
-    mcp_tools_by_agent = await load_mcp_tools_by_connector(db_session, search_space_id)
+    try:
+        mcp_tools_by_agent = await load_mcp_tools_by_connector(
+            db_session, search_space_id
+        )
+    except Exception as e:
+        # Degrade to builtins-only rather than aborting the turn: a transient
+        # DB or MCP-server hiccup should not deny the user a response.
+        logging.warning(
+            "MCP tool discovery failed; subagents will run without MCP tools this turn: %s",
+            e,
+        )
+        mcp_tools_by_agent = {}
     _perf_log.info(
         "[create_agent] load_mcp_tools_by_connector in %.3fs (%d buckets)",
         time.perf_counter() - _t0,
@@ -195,9 +220,10 @@ async def create_surfsense_deep_agent(
 
     final_system_prompt = system_prompt + "\n\n" + BASE_AGENT_PROMPT
 
+    config_id = agent_config.config_id if agent_config is not None else None
+
     _t0 = time.perf_counter()
-    agent = await asyncio.to_thread(
+    agent = await build_agent_with_cache(
-        build_compiled_agent_graph_sync,
         llm=llm,
         tools=tools,
         final_system_prompt=final_system_prompt,
@@ -217,6 +243,7 @@ async def create_surfsense_deep_agent(
         subagent_dependencies=dependencies,
         mcp_tools_by_agent=mcp_tools_by_agent,
         disabled_tools=disabled_tools,
+        config_id=config_id,
     )
     _perf_log.info(
         "[create_agent] Middleware stack + graph compiled in %.3fs",

surfsense_backend/app/agents/multi_agent_chat/middleware/__init__.py

@@ -0,0 +1,7 @@
+"""Multi-agent middleware stack assembly."""
+
+from __future__ import annotations
+
+from .stack import build_main_agent_deepagent_middleware
+
+__all__ = ["build_main_agent_deepagent_middleware"]

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/action_log.py

@@ -0,0 +1,36 @@
+"""Audit row per tool call (reversibility metadata)."""
+
+from __future__ import annotations
+
+import logging
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import ActionLogMiddleware
+from app.agents.new_chat.tools.registry import BUILTIN_TOOLS
+
+from ..shared.flags import enabled
+
+
+def build_action_log_mw(
+    *,
+    flags: AgentFeatureFlags,
+    thread_id: int | None,
+    search_space_id: int,
+    user_id: str | None,
+) -> ActionLogMiddleware | None:
+    if not enabled(flags, "enable_action_log") or thread_id is None:
+        return None
+    try:
+        tool_defs_by_name = {td.name: td for td in BUILTIN_TOOLS}
+        return ActionLogMiddleware(
+            thread_id=thread_id,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            tool_definitions=tool_defs_by_name,
+        )
+    except Exception:  # pragma: no cover - defensive
+        logging.warning(
+            "ActionLogMiddleware init failed; running without it.",
+            exc_info=True,
+        )
+        return None

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/anonymous_doc.py

@@ -0,0 +1,16 @@
+"""Anonymous document hydration from Redis (cloud only)."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import AnonymousDocumentMiddleware
+
+
+def build_anonymous_doc_mw(
+    *,
+    filesystem_mode: FilesystemMode,
+    anon_session_id: str | None,
+) -> AnonymousDocumentMiddleware | None:
+    if filesystem_mode != FilesystemMode.CLOUD:
+        return None
+    return AnonymousDocumentMiddleware(anon_session_id=anon_session_id)

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/busy_mutex.py

@@ -0,0 +1,12 @@
+"""Per-thread cooperative lock around the whole turn."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import BusyMutexMiddleware
+
+from ..shared.flags import enabled
+
+
+def build_busy_mutex_mw(flags: AgentFeatureFlags) -> BusyMutexMiddleware | None:
+    return BusyMutexMiddleware() if enabled(flags, "enable_busy_mutex") else None

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/checkpointed_subagent_middleware/task_tool.py

@@ -69,9 +69,16 @@ def build_task_tool_with_parent_config(
             raise ValueError(msg)
 
         state_update = {k: v for k, v in result.items() if k not in EXCLUDED_STATE_KEYS}
-        message_text = (
+        messages = result["messages"]
-            result["messages"][-1].text.rstrip() if result["messages"][-1].text else ""
+        if not messages:
-        )
+            msg = (
+                "CompiledSubAgent returned an empty 'messages' list. "
+                "Subagents must produce at least one message so the parent has "
+                "output to forward back to the user."
+            )
+            raise ValueError(msg)
+        last_text = getattr(messages[-1], "text", None) or ""
+        message_text = last_text.rstrip()
         return Command(
             update={
                 **state_update,

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/context_editing.py

@@ -0,0 +1,50 @@
+"""Spill + clear-tool-uses passes to keep payloads under budget."""
+
+from __future__ import annotations
+
+from collections.abc import Sequence
+from typing import Any
+
+from langchain_core.tools import BaseTool
+
+from app.agents.multi_agent_chat.main_agent.context_prune.prune_tool_names import (
+    safe_exclude_tools,
+)
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import (
+    ClearToolUsesEdit,
+    SpillingContextEditingMiddleware,
+    SpillToBackendEdit,
+)
+
+from ..shared.flags import enabled
+
+
+def build_context_editing_mw(
+    *,
+    flags: AgentFeatureFlags,
+    max_input_tokens: int | None,
+    tools: Sequence[BaseTool],
+    backend_resolver: Any,
+) -> SpillingContextEditingMiddleware | None:
+    if not enabled(flags, "enable_context_editing") or not max_input_tokens:
+        return None
+    spill_edit = SpillToBackendEdit(
+        trigger=int(max_input_tokens * 0.55),
+        clear_at_least=int(max_input_tokens * 0.15),
+        keep=5,
+        exclude_tools=safe_exclude_tools(tools),
+        clear_tool_inputs=True,
+    )
+    clear_edit = ClearToolUsesEdit(
+        trigger=int(max_input_tokens * 0.55),
+        clear_at_least=int(max_input_tokens * 0.15),
+        keep=5,
+        exclude_tools=safe_exclude_tools(tools),
+        clear_tool_inputs=True,
+        placeholder="[cleared - older tool output trimmed for context]",
+    )
+    return SpillingContextEditingMiddleware(
+        edits=[spill_edit, clear_edit],
+        backend_resolver=backend_resolver,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/dedup_hitl.py

@@ -0,0 +1,13 @@
+"""Drop duplicate HITL tool calls before execution."""
+
+from __future__ import annotations
+
+from collections.abc import Sequence
+
+from langchain_core.tools import BaseTool
+
+from app.agents.new_chat.middleware import DedupHITLToolCallsMiddleware
+
+
+def build_dedup_hitl_mw(tools: Sequence[BaseTool]) -> DedupHITLToolCallsMiddleware:
+    return DedupHITLToolCallsMiddleware(agent_tools=list(tools))

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/doom_loop.py

@@ -0,0 +1,14 @@
+"""Stop N identical tool calls in a row via interrupt."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import DoomLoopMiddleware
+
+from ..shared.flags import enabled
+
+
+def build_doom_loop_mw(flags: AgentFeatureFlags) -> DoomLoopMiddleware | None:
+    return (
+        DoomLoopMiddleware(threshold=3) if enabled(flags, "enable_doom_loop") else None
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/kb_persistence.py

@@ -0,0 +1,23 @@
+"""Commit staged cloud filesystem mutations to Postgres at end of turn."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import KnowledgeBasePersistenceMiddleware
+
+
+def build_kb_persistence_mw(
+    *,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    user_id: str | None,
+    thread_id: int | None,
+) -> KnowledgeBasePersistenceMiddleware | None:
+    if filesystem_mode != FilesystemMode.CLOUD:
+        return None
+    return KnowledgeBasePersistenceMiddleware(
+        search_space_id=search_space_id,
+        created_by_id=user_id,
+        filesystem_mode=filesystem_mode,
+        thread_id=thread_id,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/knowledge_priority.py

@@ -0,0 +1,27 @@
+"""KB priority planner: <priority_documents> injection."""
+
+from __future__ import annotations
+
+from langchain_core.language_models import BaseChatModel
+
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import KnowledgePriorityMiddleware
+
+
+def build_knowledge_priority_mw(
+    *,
+    llm: BaseChatModel,
+    search_space_id: int,
+    filesystem_mode: FilesystemMode,
+    available_connectors: list[str] | None,
+    available_document_types: list[str] | None,
+    mentioned_document_ids: list[int] | None,
+) -> KnowledgePriorityMiddleware:
+    return KnowledgePriorityMiddleware(
+        llm=llm,
+        search_space_id=search_space_id,
+        filesystem_mode=filesystem_mode,
+        available_connectors=available_connectors,
+        available_document_types=available_document_types,
+        mentioned_document_ids=mentioned_document_ids,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/knowledge_tree.py

@@ -0,0 +1,23 @@
+"""<workspace_tree> injection (cloud only)."""
+
+from __future__ import annotations
+
+from langchain_core.language_models import BaseChatModel
+
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import KnowledgeTreeMiddleware
+
+
+def build_knowledge_tree_mw(
+    *,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    llm: BaseChatModel,
+) -> KnowledgeTreeMiddleware | None:
+    if filesystem_mode != FilesystemMode.CLOUD:
+        return None
+    return KnowledgeTreeMiddleware(
+        search_space_id=search_space_id,
+        filesystem_mode=filesystem_mode,
+        llm=llm,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/noop_injection.py

@@ -0,0 +1,12 @@
+"""Provider-compat: append a `_noop` tool when tools=[] but history has tool calls."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import NoopInjectionMiddleware
+
+from ..shared.flags import enabled
+
+
+def build_noop_injection_mw(flags: AgentFeatureFlags) -> NoopInjectionMiddleware | None:
+    return NoopInjectionMiddleware() if enabled(flags, "enable_compaction_v2") else None

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/otel.py

@@ -0,0 +1,12 @@
+"""OTel spans on model and tool calls."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import OtelSpanMiddleware
+
+from ..shared.flags import enabled
+
+
+def build_otel_mw(flags: AgentFeatureFlags) -> OtelSpanMiddleware | None:
+    return OtelSpanMiddleware() if enabled(flags, "enable_otel") else None

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/plugins.py

@@ -0,0 +1,49 @@
+"""Tail-of-stack plugin slot driven by env allowlist."""
+
+from __future__ import annotations
+
+import logging
+from typing import Any
+
+from langchain_core.language_models import BaseChatModel
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.plugin_loader import (
+    PluginContext,
+    load_allowed_plugin_names_from_env,
+    load_plugin_middlewares,
+)
+from app.db import ChatVisibility
+
+from ..shared.flags import enabled
+
+
+def build_plugin_middlewares(
+    *,
+    flags: AgentFeatureFlags,
+    search_space_id: int,
+    user_id: str | None,
+    visibility: ChatVisibility,
+    llm: BaseChatModel,
+) -> list[Any]:
+    if not enabled(flags, "enable_plugin_loader"):
+        return []
+    try:
+        allowed_names = load_allowed_plugin_names_from_env()
+        if not allowed_names:
+            return []
+        return load_plugin_middlewares(
+            PluginContext.build(
+                search_space_id=search_space_id,
+                user_id=user_id,
+                thread_visibility=visibility,
+                llm=llm,
+            ),
+            allowed_plugin_names=allowed_names,
+        )
+    except Exception:  # pragma: no cover - defensive
+        logging.warning(
+            "Plugin loader failed; continuing without plugins.",
+            exc_info=True,
+        )
+        return []

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/repair.py

@@ -0,0 +1,50 @@
+"""Repair miscased / unknown tool names to the registered set or invalid_tool."""
+
+from __future__ import annotations
+
+from collections.abc import Sequence
+
+from langchain_core.tools import BaseTool
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import ToolCallNameRepairMiddleware
+
+from ..shared.flags import enabled
+
+# deepagents-built-in tool names the repair pass treats as known.
+_DEEPAGENT_BUILTIN_TOOL_NAMES: frozenset[str] = frozenset(
+    {
+        "write_todos",
+        "ls",
+        "read_file",
+        "write_file",
+        "edit_file",
+        "glob",
+        "grep",
+        "execute",
+        "task",
+        "mkdir",
+        "cd",
+        "pwd",
+        "move_file",
+        "rm",
+        "rmdir",
+        "list_tree",
+        "execute_code",
+    }
+)
+
+
+def build_repair_mw(
+    *,
+    flags: AgentFeatureFlags,
+    tools: Sequence[BaseTool],
+) -> ToolCallNameRepairMiddleware | None:
+    if not enabled(flags, "enable_tool_call_repair"):
+        return None
+    registered_names: set[str] = {t.name for t in tools}
+    registered_names |= _DEEPAGENT_BUILTIN_TOOL_NAMES
+    return ToolCallNameRepairMiddleware(
+        registered_tool_names=registered_names,
+        fuzzy_match_threshold=None,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/selector.py

@@ -0,0 +1,39 @@
+"""LLM-based tool subset selection (only when >30 tools)."""
+
+from __future__ import annotations
+
+import logging
+from collections.abc import Sequence
+
+from langchain.agents.middleware import LLMToolSelectorMiddleware
+from langchain_core.tools import BaseTool
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+
+from ..shared.flags import enabled
+
+
+def build_selector_mw(
+    *,
+    flags: AgentFeatureFlags,
+    tools: Sequence[BaseTool],
+) -> LLMToolSelectorMiddleware | None:
+    if not enabled(flags, "enable_llm_tool_selector") or len(tools) <= 30:
+        return None
+    try:
+        return LLMToolSelectorMiddleware(
+            model="openai:gpt-4o-mini",
+            max_tools=12,
+            always_include=[
+                name
+                for name in (
+                    "update_memory",
+                    "get_connected_accounts",
+                    "scrape_webpage",
+                )
+                if name in {t.name for t in tools}
+            ],
+        )
+    except Exception:
+        logging.warning("LLMToolSelectorMiddleware init failed; skipping.")
+        return None

surfsense_backend/app/agents/multi_agent_chat/middleware/main_agent/skills.py

@@ -0,0 +1,39 @@
+"""Skill discovery + injection."""
+
+from __future__ import annotations
+
+import logging
+
+from deepagents.middleware.skills import SkillsMiddleware
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import (
+    build_skills_backend_factory,
+    default_skills_sources,
+)
+
+from ..shared.flags import enabled
+
+
+def build_skills_mw(
+    *,
+    flags: AgentFeatureFlags,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+) -> SkillsMiddleware | None:
+    if not enabled(flags, "enable_skills"):
+        return None
+    try:
+        skills_factory = build_skills_backend_factory(
+            search_space_id=search_space_id
+            if filesystem_mode == FilesystemMode.CLOUD
+            else None,
+        )
+        return SkillsMiddleware(
+            backend=skills_factory,
+            sources=default_skills_sources(),
+        )
+    except Exception as exc:  # pragma: no cover - defensive
+        logging.warning("SkillsMiddleware init failed; skipping: %s", exc)
+        return None

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/anthropic_cache.py

@@ -0,0 +1,9 @@
+"""Anthropic prompt caching annotations on system/tool/message blocks."""
+
+from __future__ import annotations
+
+from langchain_anthropic.middleware import AnthropicPromptCachingMiddleware
+
+
+def build_anthropic_cache_mw() -> AnthropicPromptCachingMiddleware:
+    return AnthropicPromptCachingMiddleware(unsupported_model_behavior="ignore")

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/compaction.py

@@ -0,0 +1,14 @@
+"""Context-window summarization with SurfSense protected sections."""
+
+from __future__ import annotations
+
+from typing import Any
+
+from deepagents.backends import StateBackend
+from langchain_core.language_models import BaseChatModel
+
+from app.agents.new_chat.middleware import create_surfsense_compaction_middleware
+
+
+def build_compaction_mw(llm: BaseChatModel) -> Any:
+    return create_surfsense_compaction_middleware(llm, StateBackend)

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/file_intent.py

@@ -0,0 +1,11 @@
+"""File-intent classifier that gates strict write contracts."""
+
+from __future__ import annotations
+
+from langchain_core.language_models import BaseChatModel
+
+from app.agents.new_chat.middleware import FileIntentMiddleware
+
+
+def build_file_intent_mw(llm: BaseChatModel) -> FileIntentMiddleware:
+    return FileIntentMiddleware(llm=llm)

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/filesystem.py

@@ -0,0 +1,25 @@
+"""SurfSense filesystem tools/middleware."""
+
+from __future__ import annotations
+
+from typing import Any
+
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import SurfSenseFilesystemMiddleware
+
+
+def build_filesystem_mw(
+    *,
+    backend_resolver: Any,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    user_id: str | None,
+    thread_id: int | None,
+) -> SurfSenseFilesystemMiddleware:
+    return SurfSenseFilesystemMiddleware(
+        backend=backend_resolver,
+        filesystem_mode=filesystem_mode,
+        search_space_id=search_space_id,
+        created_by_id=user_id,
+        thread_id=thread_id,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/flags.py

@@ -0,0 +1,10 @@
+"""Single source of truth for the feature-flag predicate."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+
+
+def enabled(flags: AgentFeatureFlags, attr: str) -> bool:
+    """``flags.<attr>`` is on AND the new-agent-stack kill switch is off."""
+    return getattr(flags, attr) and not flags.disable_new_agent_stack

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/memory.py

@@ -0,0 +1,19 @@
+"""User/team memory injection prepended to the conversation."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.middleware import MemoryInjectionMiddleware
+from app.db import ChatVisibility
+
+
+def build_memory_mw(
+    *,
+    user_id: str | None,
+    search_space_id: int,
+    visibility: ChatVisibility,
+) -> MemoryInjectionMiddleware:
+    return MemoryInjectionMiddleware(
+        user_id=user_id,
+        search_space_id=search_space_id,
+        thread_visibility=visibility,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/patch_tool_calls.py

@@ -0,0 +1,9 @@
+"""Repair dangling tool-call sequences before each agent turn."""
+
+from __future__ import annotations
+
+from deepagents.middleware.patch_tool_calls import PatchToolCallsMiddleware
+
+
+def build_patch_tool_calls_mw() -> PatchToolCallsMiddleware:
+    return PatchToolCallsMiddleware()

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/permissions/__init__.py

@@ -0,0 +1,12 @@
+"""Permission rulesets fanned out to parent / general-purpose / subagent stacks."""
+
+from __future__ import annotations
+
+from .context import PermissionContext, build_permission_context
+from .middleware import build_full_permission_mw
+
+__all__ = [
+    "PermissionContext",
+    "build_full_permission_mw",
+    "build_permission_context",
+]

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/permissions/context.py

@@ -0,0 +1,107 @@
+"""Derive shared permission context once; fan out to all three stack layers.
+
+The context carries:
+- ``rulesets``: full ask/deny/allow rules for the main-agent permission middleware.
+- ``general_purpose_interrupt_on``: ``ask`` rules mirrored as deepagents
+  ``interrupt_on`` so HITL still triggers from inside ``task`` runs (subagents
+  bypass the main-agent permission middleware).
+- ``subagent_deny_mw``: a deny-only ``PermissionMiddleware`` instance shared
+  across the general-purpose and registry subagent stacks.
+"""
+
+from __future__ import annotations
+
+from collections.abc import Sequence
+from dataclasses import dataclass
+
+from langchain_core.tools import BaseTool
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import PermissionMiddleware
+from app.agents.new_chat.permissions import Rule, Ruleset
+from app.agents.new_chat.tools.registry import BUILTIN_TOOLS
+
+from ..flags import enabled
+
+
+@dataclass(frozen=True)
+class PermissionContext:
+    rulesets: list[Ruleset]
+    general_purpose_interrupt_on: dict[str, bool]
+    subagent_deny_mw: PermissionMiddleware | None
+
+
+def build_permission_context(
+    *,
+    flags: AgentFeatureFlags,
+    filesystem_mode: FilesystemMode,
+    tools: Sequence[BaseTool],
+    available_connectors: list[str] | None,
+) -> PermissionContext:
+    is_desktop_fs = filesystem_mode == FilesystemMode.DESKTOP_LOCAL_FOLDER
+    permission_enabled = enabled(flags, "enable_permission")
+
+    rulesets: list[Ruleset] = []
+    if permission_enabled or is_desktop_fs:
+        rulesets.append(
+            Ruleset(
+                rules=[Rule(permission="*", pattern="*", action="allow")],
+                origin="surfsense_defaults",
+            )
+        )
+        if is_desktop_fs:
+            rulesets.append(
+                Ruleset(
+                    rules=[
+                        Rule(permission="rm", pattern="*", action="ask"),
+                        Rule(permission="rmdir", pattern="*", action="ask"),
+                        Rule(permission="move_file", pattern="*", action="ask"),
+                        Rule(permission="edit_file", pattern="*", action="ask"),
+                        Rule(permission="write_file", pattern="*", action="ask"),
+                    ],
+                    origin="desktop_safety",
+                )
+            )
+
+    tool_names_in_use = {t.name for t in tools}
+
+    if permission_enabled:
+        available_set = set(available_connectors or [])
+        synthesized: list[Rule] = []
+        for tool_def in BUILTIN_TOOLS:
+            if tool_def.name not in tool_names_in_use:
+                continue
+            rc = tool_def.required_connector
+            if rc and rc not in available_set:
+                synthesized.append(
+                    Rule(permission=tool_def.name, pattern="*", action="deny")
+                )
+        if synthesized:
+            rulesets.append(Ruleset(rules=synthesized, origin="connector_synthesized"))
+
+    general_purpose_interrupt_on: dict[str, bool] = {
+        rule.permission: True
+        for rs in rulesets
+        for rule in rs.rules
+        if rule.action == "ask" and rule.permission in tool_names_in_use
+    }
+
+    deny_rulesets = [
+        Ruleset(
+            rules=[r for r in rs.rules if r.action == "deny"],
+            origin=rs.origin,
+        )
+        for rs in rulesets
+    ]
+    deny_rulesets = [rs for rs in deny_rulesets if rs.rules]
+
+    subagent_deny_mw: PermissionMiddleware | None = (
+        PermissionMiddleware(rulesets=deny_rulesets) if deny_rulesets else None
+    )
+
+    return PermissionContext(
+        rulesets=rulesets,
+        general_purpose_interrupt_on=general_purpose_interrupt_on,
+        subagent_deny_mw=subagent_deny_mw,
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/permissions/middleware.py

@@ -0,0 +1,10 @@
+"""Main-agent permission middleware (full ask/deny/allow rules)."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.middleware import PermissionMiddleware
+from app.agents.new_chat.permissions import Ruleset
+
+
+def build_full_permission_mw(rulesets: list[Ruleset]) -> PermissionMiddleware | None:
+    return PermissionMiddleware(rulesets=rulesets) if rulesets else None

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/__init__.py

@@ -0,0 +1,7 @@
+"""Resilience middleware shared as the same instances across parent / general-purpose / registry."""
+
+from __future__ import annotations
+
+from .bundle import ResilienceBundle, build_resilience_bundle
+
+__all__ = ["ResilienceBundle", "build_resilience_bundle"]

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/bundle.py

@@ -0,0 +1,51 @@
+"""Construct each resilience middleware once; same instances flow into every consumer."""
+
+from __future__ import annotations
+
+from dataclasses import dataclass
+from typing import Any
+
+from langchain.agents.middleware import (
+    ModelCallLimitMiddleware,
+    ToolCallLimitMiddleware,
+)
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import RetryAfterMiddleware
+from app.agents.new_chat.middleware.scoped_model_fallback import (
+    ScopedModelFallbackMiddleware,
+)
+
+from .fallback import build_fallback_mw
+from .model_call_limit import build_model_call_limit_mw
+from .retry import build_retry_mw
+from .tool_call_limit import build_tool_call_limit_mw
+
+
+@dataclass(frozen=True)
+class ResilienceBundle:
+    retry: RetryAfterMiddleware | None
+    fallback: ScopedModelFallbackMiddleware | None
+    model_call_limit: ModelCallLimitMiddleware | None
+    tool_call_limit: ToolCallLimitMiddleware | None
+
+    def as_list(self) -> list[Any]:
+        return [
+            m
+            for m in (
+                self.retry,
+                self.fallback,
+                self.model_call_limit,
+                self.tool_call_limit,
+            )
+            if m is not None
+        ]
+
+
+def build_resilience_bundle(flags: AgentFeatureFlags) -> ResilienceBundle:
+    return ResilienceBundle(
+        retry=build_retry_mw(flags),
+        fallback=build_fallback_mw(flags),
+        model_call_limit=build_model_call_limit_mw(flags),
+        tool_call_limit=build_tool_call_limit_mw(flags),
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/fallback.py

@@ -0,0 +1,27 @@
+"""Switch to a fallback model on provider/network errors only."""
+
+from __future__ import annotations
+
+import logging
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware.scoped_model_fallback import (
+    ScopedModelFallbackMiddleware,
+)
+
+from ..flags import enabled
+
+
+def build_fallback_mw(
+    flags: AgentFeatureFlags,
+) -> ScopedModelFallbackMiddleware | None:
+    if not enabled(flags, "enable_model_fallback"):
+        return None
+    try:
+        return ScopedModelFallbackMiddleware(
+            "openai:gpt-4o-mini",
+            "anthropic:claude-3-5-haiku-20241022",
+        )
+    except Exception:
+        logging.warning("ScopedModelFallbackMiddleware init failed; skipping.")
+        return None

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/model_call_limit.py

@@ -0,0 +1,21 @@
+"""Cap model calls per thread / per run to prevent runaway cost."""
+
+from __future__ import annotations
+
+from langchain.agents.middleware import ModelCallLimitMiddleware
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+
+from ..flags import enabled
+
+
+def build_model_call_limit_mw(
+    flags: AgentFeatureFlags,
+) -> ModelCallLimitMiddleware | None:
+    if not enabled(flags, "enable_model_call_limit"):
+        return None
+    return ModelCallLimitMiddleware(
+        thread_limit=120,
+        run_limit=80,
+        exit_behavior="end",
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/retry.py

@@ -0,0 +1,16 @@
+"""Retry on transient model errors (e.g. Retry-After-bearing 429s)."""
+
+from __future__ import annotations
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.middleware import RetryAfterMiddleware
+
+from ..flags import enabled
+
+
+def build_retry_mw(flags: AgentFeatureFlags) -> RetryAfterMiddleware | None:
+    return (
+        RetryAfterMiddleware(max_retries=3)
+        if enabled(flags, "enable_retry_after")
+        else None
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/resilience/tool_call_limit.py

@@ -0,0 +1,21 @@
+"""Cap tool calls per thread / per run to bound infinite-loop blast radius."""
+
+from __future__ import annotations
+
+from langchain.agents.middleware import ToolCallLimitMiddleware
+
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+
+from ..flags import enabled
+
+
+def build_tool_call_limit_mw(
+    flags: AgentFeatureFlags,
+) -> ToolCallLimitMiddleware | None:
+    if not enabled(flags, "enable_tool_call_limit"):
+        return None
+    return ToolCallLimitMiddleware(
+        thread_limit=300,
+        run_limit=80,
+        exit_behavior="continue",
+    )

surfsense_backend/app/agents/multi_agent_chat/middleware/shared/todos.py

@@ -0,0 +1,9 @@
+"""Todo-list middleware (each consumer needs its own instance)."""
+
+from __future__ import annotations
+
+from langchain.agents.middleware import TodoListMiddleware
+
+
+def build_todos_mw() -> TodoListMiddleware:
+    return TodoListMiddleware()

surfsense_backend/app/agents/multi_agent_chat/middleware/stack.py

@@ -0,0 +1,216 @@
+"""Main-agent middleware list assembly: one line per slot."""
+
+from __future__ import annotations
+
+import logging
+from collections.abc import Sequence
+from typing import Any
+
+from deepagents import SubAgent
+from deepagents.backends import StateBackend
+from langchain_core.language_models import BaseChatModel
+from langchain_core.tools import BaseTool
+from langgraph.types import Checkpointer
+
+from app.agents.multi_agent_chat.subagents import (
+    build_subagents,
+    get_subagents_to_exclude,
+)
+from app.agents.multi_agent_chat.subagents.builtins.general_purpose.agent import (
+    build_subagent as build_general_purpose_subagent,
+)
+from app.agents.multi_agent_chat.subagents.shared.permissions import ToolsPermissions
+from app.agents.new_chat.feature_flags import AgentFeatureFlags
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.db import ChatVisibility
+
+from .main_agent.action_log import build_action_log_mw
+from .main_agent.anonymous_doc import build_anonymous_doc_mw
+from .main_agent.busy_mutex import build_busy_mutex_mw
+from .main_agent.checkpointed_subagent_middleware import (
+    SurfSenseCheckpointedSubAgentMiddleware,
+)
+from .main_agent.context_editing import build_context_editing_mw
+from .main_agent.dedup_hitl import build_dedup_hitl_mw
+from .main_agent.doom_loop import build_doom_loop_mw
+from .main_agent.kb_persistence import build_kb_persistence_mw
+from .main_agent.knowledge_priority import build_knowledge_priority_mw
+from .main_agent.knowledge_tree import build_knowledge_tree_mw
+from .main_agent.noop_injection import build_noop_injection_mw
+from .main_agent.otel import build_otel_mw
+from .main_agent.plugins import build_plugin_middlewares
+from .main_agent.repair import build_repair_mw
+from .main_agent.selector import build_selector_mw
+from .main_agent.skills import build_skills_mw
+from .shared.anthropic_cache import build_anthropic_cache_mw
+from .shared.compaction import build_compaction_mw
+from .shared.file_intent import build_file_intent_mw
+from .shared.filesystem import build_filesystem_mw
+from .shared.memory import build_memory_mw
+from .shared.patch_tool_calls import build_patch_tool_calls_mw
+from .shared.permissions import (
+    build_full_permission_mw,
+    build_permission_context,
+)
+from .shared.resilience import build_resilience_bundle
+from .shared.todos import build_todos_mw
+from .subagent.extras import build_subagent_extras
+
+
+def build_main_agent_deepagent_middleware(
+    *,
+    llm: BaseChatModel,
+    tools: Sequence[BaseTool],
+    backend_resolver: Any,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    user_id: str | None,
+    thread_id: int | None,
+    visibility: ChatVisibility,
+    anon_session_id: str | None,
+    available_connectors: list[str] | None,
+    available_document_types: list[str] | None,
+    mentioned_document_ids: list[int] | None,
+    max_input_tokens: int | None,
+    flags: AgentFeatureFlags,
+    subagent_dependencies: dict[str, Any],
+    checkpointer: Checkpointer,
+    mcp_tools_by_agent: dict[str, ToolsPermissions] | None = None,
+    disabled_tools: list[str] | None = None,
+) -> list[Any]:
+    """Ordered middleware for ``create_agent`` (None entries already stripped)."""
+    permissions = build_permission_context(
+        flags=flags,
+        filesystem_mode=filesystem_mode,
+        tools=tools,
+        available_connectors=available_connectors,
+    )
+    resilience = build_resilience_bundle(flags)
+
+    # Single instance threaded into both the main-agent stack and the general-purpose subagent.
+    memory_mw = build_memory_mw(
+        user_id=user_id,
+        search_space_id=search_space_id,
+        visibility=visibility,
+    )
+
+    general_purpose_subagent = build_general_purpose_subagent(
+        llm=llm,
+        tools=tools,
+        backend_resolver=backend_resolver,
+        filesystem_mode=filesystem_mode,
+        search_space_id=search_space_id,
+        user_id=user_id,
+        thread_id=thread_id,
+        permissions=permissions,
+        resilience=resilience,
+        memory_mw=memory_mw,
+    )
+
+    subagents_registry: list[SubAgent] = []
+    try:
+        subagent_extras = build_subagent_extras(
+            permissions=permissions,
+            resilience=resilience,
+        )
+        subagents_registry = build_subagents(
+            dependencies=subagent_dependencies,
+            model=llm,
+            extra_middleware=subagent_extras,
+            mcp_tools_by_agent=mcp_tools_by_agent or {},
+            exclude=get_subagents_to_exclude(available_connectors),
+            disabled_tools=disabled_tools,
+        )
+        logging.debug(
+            "Subagents registry: %s",
+            [s["name"] for s in subagents_registry],
+        )
+    except Exception:
+        # Degrade to general-purpose-only rather than aborting the turn:
+        # one bad subagent dep should not deny the user a response.
+        logging.exception(
+            "Subagents registry build failed; falling back to general-purpose only"
+        )
+        subagents_registry = []
+
+    subagents: list[SubAgent] = [general_purpose_subagent, *subagents_registry]
+
+    stack: list[Any] = [
+        build_busy_mutex_mw(flags),
+        build_otel_mw(flags),
+        build_todos_mw(),
+        memory_mw,
+        build_anonymous_doc_mw(
+            filesystem_mode=filesystem_mode, anon_session_id=anon_session_id
+        ),
+        build_knowledge_tree_mw(
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+            llm=llm,
+        ),
+        build_knowledge_priority_mw(
+            llm=llm,
+            search_space_id=search_space_id,
+            filesystem_mode=filesystem_mode,
+            available_connectors=available_connectors,
+            available_document_types=available_document_types,
+            mentioned_document_ids=mentioned_document_ids,
+        ),
+        build_file_intent_mw(llm),
+        build_filesystem_mw(
+            backend_resolver=backend_resolver,
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            thread_id=thread_id,
+        ),
+        build_kb_persistence_mw(
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            thread_id=thread_id,
+        ),
+        build_skills_mw(
+            flags=flags,
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+        ),
+        SurfSenseCheckpointedSubAgentMiddleware(
+            checkpointer=checkpointer,
+            backend=StateBackend,
+            subagents=subagents,
+        ),
+        build_selector_mw(flags=flags, tools=tools),
+        resilience.model_call_limit,
+        resilience.tool_call_limit,
+        build_context_editing_mw(
+            flags=flags,
+            max_input_tokens=max_input_tokens,
+            tools=tools,
+            backend_resolver=backend_resolver,
+        ),
+        build_compaction_mw(llm),
+        build_noop_injection_mw(flags),
+        resilience.retry,
+        resilience.fallback,
+        build_repair_mw(flags=flags, tools=tools),
+        build_full_permission_mw(permissions.rulesets),
+        build_doom_loop_mw(flags),
+        build_action_log_mw(
+            flags=flags,
+            thread_id=thread_id,
+            search_space_id=search_space_id,
+            user_id=user_id,
+        ),
+        build_patch_tool_calls_mw(),
+        build_dedup_hitl_mw(tools),
+        *build_plugin_middlewares(
+            flags=flags,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            visibility=visibility,
+            llm=llm,
+        ),
+        build_anthropic_cache_mw(),
+    ]
+    return [m for m in stack if m is not None]

surfsense_backend/app/agents/multi_agent_chat/middleware/subagent/extras.py

@@ -0,0 +1,28 @@
+"""Extra middleware threaded into every registry subagent's stack.
+
+Registry subagents are scoped to one domain (deliverables, research, memory,
+connectors, MCP) and never read or write the SurfSense filesystem — that
+capability belongs to the main agent and is delegated to the general-purpose
+subagent as an escape hatch. Keeping FS off the registry stacks avoids
+polluting their tool surface with FS tools they never act on.
+"""
+
+from __future__ import annotations
+
+from typing import Any
+
+from ..shared.permissions import PermissionContext
+from ..shared.resilience import ResilienceBundle
+from ..shared.todos import build_todos_mw
+
+
+def build_subagent_extras(
+    *,
+    permissions: PermissionContext,
+    resilience: ResilienceBundle,
+) -> list[Any]:
+    extras: list[Any] = [build_todos_mw()]
+    if permissions.subagent_deny_mw is not None:
+        extras.append(permissions.subagent_deny_mw)
+    extras.extend(resilience.as_list())
+    return extras

surfsense_backend/app/agents/multi_agent_chat/subagents/builtins/general_purpose/agent.py

@@ -0,0 +1,105 @@
+"""General-purpose subagent for the multi-agent main agent."""
+
+from __future__ import annotations
+
+from collections.abc import Sequence
+from typing import Any, cast
+
+from deepagents import SubAgent
+from deepagents.middleware.patch_tool_calls import PatchToolCallsMiddleware
+from deepagents.middleware.subagents import GENERAL_PURPOSE_SUBAGENT
+from langchain_anthropic.middleware import AnthropicPromptCachingMiddleware
+from langchain_core.language_models import BaseChatModel
+from langchain_core.tools import BaseTool
+
+from app.agents.multi_agent_chat.middleware.shared.anthropic_cache import (
+    build_anthropic_cache_mw,
+)
+from app.agents.multi_agent_chat.middleware.shared.compaction import (
+    build_compaction_mw,
+)
+from app.agents.multi_agent_chat.middleware.shared.file_intent import (
+    build_file_intent_mw,
+)
+from app.agents.multi_agent_chat.middleware.shared.filesystem import (
+    build_filesystem_mw,
+)
+from app.agents.multi_agent_chat.middleware.shared.patch_tool_calls import (
+    build_patch_tool_calls_mw,
+)
+from app.agents.multi_agent_chat.middleware.shared.permissions import (
+    PermissionContext,
+)
+from app.agents.multi_agent_chat.middleware.shared.resilience import (
+    ResilienceBundle,
+)
+from app.agents.multi_agent_chat.middleware.shared.todos import build_todos_mw
+from app.agents.new_chat.filesystem_selection import FilesystemMode
+from app.agents.new_chat.middleware import MemoryInjectionMiddleware
+
+NAME = "general-purpose"
+
+
+def build_subagent(
+    *,
+    llm: BaseChatModel,
+    tools: Sequence[BaseTool],
+    backend_resolver: Any,
+    filesystem_mode: FilesystemMode,
+    search_space_id: int,
+    user_id: str | None,
+    thread_id: int | None,
+    permissions: PermissionContext,
+    resilience: ResilienceBundle,
+    memory_mw: MemoryInjectionMiddleware,
+) -> SubAgent:
+    """Deny + resilience inserts encapsulated here so the orchestrator never mutates the list."""
+    middleware: list[Any] = [
+        build_todos_mw(),
+        memory_mw,
+        build_file_intent_mw(llm),
+        build_filesystem_mw(
+            backend_resolver=backend_resolver,
+            filesystem_mode=filesystem_mode,
+            search_space_id=search_space_id,
+            user_id=user_id,
+            thread_id=thread_id,
+        ),
+        build_compaction_mw(llm),
+        build_patch_tool_calls_mw(),
+        build_anthropic_cache_mw(),
+    ]
+
+    if permissions.subagent_deny_mw is not None:
+        patch_idx = next(
+            (
+                i
+                for i, m in enumerate(middleware)
+                if isinstance(m, PatchToolCallsMiddleware)
+            ),
+            len(middleware),
+        )
+        middleware.insert(patch_idx, permissions.subagent_deny_mw)
+
+    resilience_mws = resilience.as_list()
+    if resilience_mws:
+        cache_idx = next(
+            (
+                i
+                for i, m in enumerate(middleware)
+                if isinstance(m, AnthropicPromptCachingMiddleware)
+            ),
+            len(middleware),
+        )
+        for offset, mw in enumerate(resilience_mws):
+            middleware.insert(cache_idx + offset, mw)
+
+    spec: dict[str, Any] = {
+        **GENERAL_PURPOSE_SUBAGENT,
+        "model": llm,
+        "tools": tools,
+        "middleware": middleware,
+    }
+    if permissions.general_purpose_interrupt_on:
+        spec["interrupt_on"] = permissions.general_purpose_interrupt_on
+    return cast(SubAgent, spec)

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/calendar/tools/create_event.py

@@ -168,20 +168,46 @@ def create_create_calendar_event_tool(
                 f"Creating calendar event: summary='{final_summary}', connector={actual_connector_id}"
             )
 
+            tz = context.get("timezone", "UTC")
+
             if (
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                (
+                    event_id,
+                    html_link,
+                    error,
+                ) = await ComposioService().create_calendar_event(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    summary=final_summary,
+                    start_datetime=final_start_datetime,
+                    end_datetime=final_end_datetime,
+                    timezone=tz,
+                    description=final_description,
+                    location=final_location,
+                    attendees=final_attendees,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+                created = {
+                    "id": event_id,
+                    "summary": final_summary,
+                    "htmlLink": html_link,
+                }
+                logger.info(
+                    f"Calendar event created via Composio: id={event_id}, summary={final_summary}"
+                )
             else:
                 config_data = dict(connector.config)
 
@@ -211,70 +237,69 @@ def create_create_calendar_event_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            service = await asyncio.get_event_loop().run_in_executor(
+                service = await asyncio.get_event_loop().run_in_executor(
-                None, lambda: build("calendar", "v3", credentials=creds)
+                    None, lambda: build("calendar", "v3", credentials=creds)
-            )
-
-            tz = context.get("timezone", "UTC")
-            event_body: dict[str, Any] = {
-                "summary": final_summary,
-                "start": {"dateTime": final_start_datetime, "timeZone": tz},
-                "end": {"dateTime": final_end_datetime, "timeZone": tz},
-            }
-            if final_description:
-                event_body["description"] = final_description
-            if final_location:
-                event_body["location"] = final_location
-            if final_attendees:
-                event_body["attendees"] = [
-                    {"email": e.strip()} for e in final_attendees if e.strip()
-                ]
-
-            try:
-                created = await asyncio.get_event_loop().run_in_executor(
-                    None,
-                    lambda: (
-                        service.events()
-                        .insert(calendarId="primary", body=event_body)
-                        .execute()
-                    ),
                 )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
 
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
+                event_body: dict[str, Any] = {
-                    logger.warning(
+                    "summary": final_summary,
-                        f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
+                    "start": {"dateTime": final_start_datetime, "timeZone": tz},
+                    "end": {"dateTime": final_end_datetime, "timeZone": tz},
+                }
+                if final_description:
+                    event_body["description"] = final_description
+                if final_location:
+                    event_body["location"] = final_location
+                if final_attendees:
+                    event_body["attendees"] = [
+                        {"email": e.strip()} for e in final_attendees if e.strip()
+                    ]
+
+                try:
+                    created = await asyncio.get_event_loop().run_in_executor(
+                        None,
+                        lambda: (
+                            service.events()
+                            .insert(calendarId="primary", body=event_body)
+                            .execute()
+                        ),
                     )
-                    try:
+                except Exception as api_err:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    from googleapiclient.errors import HttpError
 
-                        _res = await db_session.execute(
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                            select(SearchSourceConnector).where(
-                                SearchSourceConnector.id == actual_connector_id
-                            )
-                        )
-                        _conn = _res.scalar_one_or_none()
-                        if _conn and not _conn.config.get("auth_expired"):
-                            _conn.config = {**_conn.config, "auth_expired": True}
-                            flag_modified(_conn, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
-                            actual_connector_id,
-                            exc_info=True,
                         )
-                    return {
+                        try:
-                        "status": "insufficient_permissions",
+                            from sqlalchemy.orm.attributes import flag_modified
-                        "connector_id": actual_connector_id,
-                        "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
-                    }
-                raise
 
-            logger.info(
+                            _res = await db_session.execute(
-                f"Calendar event created: id={created.get('id')}, summary={created.get('summary')}"
+                                select(SearchSourceConnector).where(
-            )
+                                    SearchSourceConnector.id == actual_connector_id
+                                )
+                            )
+                            _conn = _res.scalar_one_or_none()
+                            if _conn and not _conn.config.get("auth_expired"):
+                                _conn.config = {**_conn.config, "auth_expired": True}
+                                flag_modified(_conn, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                actual_connector_id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
+
+                logger.info(
+                    f"Calendar event created via Google API: id={created.get('id')}, summary={created.get('summary')}"
+                )
 
             kb_message_suffix = ""
             try:

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/calendar/tools/delete_event.py

@@ -163,16 +163,22 @@ def create_delete_calendar_event_tool(
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                error = await ComposioService().delete_calendar_event(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    event_id=final_event_id,
+                )
+                if error:
+                    return {"status": "error", "message": error}
             else:
                 config_data = dict(connector.config)
 
@@ -202,51 +208,51 @@ def create_delete_calendar_event_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            service = await asyncio.get_event_loop().run_in_executor(
+                service = await asyncio.get_event_loop().run_in_executor(
-                None, lambda: build("calendar", "v3", credentials=creds)
+                    None, lambda: build("calendar", "v3", credentials=creds)
-            )
-
-            try:
-                await asyncio.get_event_loop().run_in_executor(
-                    None,
-                    lambda: (
-                        service.events()
-                        .delete(calendarId="primary", eventId=final_event_id)
-                        .execute()
-                    ),
                 )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
 
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
+                try:
-                    logger.warning(
+                    await asyncio.get_event_loop().run_in_executor(
-                        f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
+                        None,
+                        lambda: (
+                            service.events()
+                            .delete(calendarId="primary", eventId=final_event_id)
+                            .execute()
+                        ),
                     )
-                    try:
+                except Exception as api_err:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    from googleapiclient.errors import HttpError
 
-                        _res = await db_session.execute(
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                            select(SearchSourceConnector).where(
-                                SearchSourceConnector.id == actual_connector_id
-                            )
-                        )
-                        _conn = _res.scalar_one_or_none()
-                        if _conn and not _conn.config.get("auth_expired"):
-                            _conn.config = {**_conn.config, "auth_expired": True}
-                            flag_modified(_conn, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
-                            actual_connector_id,
-                            exc_info=True,
                         )
-                    return {
+                        try:
-                        "status": "insufficient_permissions",
+                            from sqlalchemy.orm.attributes import flag_modified
-                        "connector_id": actual_connector_id,
+
-                        "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
+                            _res = await db_session.execute(
-                    }
+                                select(SearchSourceConnector).where(
-                raise
+                                    SearchSourceConnector.id == actual_connector_id
+                                )
+                            )
+                            _conn = _res.scalar_one_or_none()
+                            if _conn and not _conn.config.get("auth_expired"):
+                                _conn.config = {**_conn.config, "auth_expired": True}
+                                flag_modified(_conn, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                actual_connector_id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
 
             logger.info(f"Calendar event deleted: event_id={final_event_id}")
 

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/calendar/tools/search_events.py

@@ -16,6 +16,14 @@ _CALENDAR_TYPES = [
 ]
 
 
+def _to_calendar_boundary(value: str, *, is_end: bool) -> str:
+    """Promote a bare YYYY-MM-DD to RFC3339 with a day-edge time, leave full datetimes alone."""
+    if "T" in value:
+        return value
+    time = "23:59:59" if is_end else "00:00:00"
+    return f"{value}T{time}Z"
+
+
 def create_search_calendar_events_tool(
     db_session: AsyncSession | None = None,
     search_space_id: int | None = None,
@@ -61,22 +69,47 @@ def create_search_calendar_events_tool(
                     "message": "No Google Calendar connector found. Please connect Google Calendar in your workspace settings.",
                 }
 
-            creds = _build_credentials(connector)
+            if (
+                connector.connector_type
+                == SearchSourceConnectorType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR
+            ):
+                cca_id = connector.config.get("composio_connected_account_id")
+                if not cca_id:
+                    return {
+                        "status": "error",
+                        "message": "Composio connected account ID not found for this connector.",
+                    }
 
-            from app.connectors.google_calendar_connector import GoogleCalendarConnector
+                from app.services.composio_service import ComposioService
 
-            cal = GoogleCalendarConnector(
+                events_raw, error = await ComposioService().get_calendar_events(
-                credentials=creds,
+                    connected_account_id=cca_id,
-                session=db_session,
+                    entity_id=f"surfsense_{user_id}",
-                user_id=user_id,
+                    time_min=_to_calendar_boundary(start_date, is_end=False),
-                connector_id=connector.id,
+                    time_max=_to_calendar_boundary(end_date, is_end=True),
-            )
+                    max_results=max_results,
+                )
+                if not events_raw and not error:
+                    error = "No events found in the specified date range."
+            else:
+                creds = _build_credentials(connector)
 
-            events_raw, error = await cal.get_all_primary_calendar_events(
+                from app.connectors.google_calendar_connector import (
-                start_date=start_date,
+                    GoogleCalendarConnector,
-                end_date=end_date,
+                )
-                max_results=max_results,
+
-            )
+                cal = GoogleCalendarConnector(
+                    credentials=creds,
+                    session=db_session,
+                    user_id=user_id,
+                    connector_id=connector.id,
+                )
+
+                events_raw, error = await cal.get_all_primary_calendar_events(
+                    start_date=start_date,
+                    end_date=end_date,
+                    max_results=max_results,
+                )
 
             if error:
                 if (

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/calendar/tools/update_event.py

@@ -192,20 +192,62 @@ def create_update_calendar_event_tool(
                 f"Updating calendar event: event_id='{final_event_id}', connector={actual_connector_id}"
             )
 
+            has_changes = any(
+                v is not None
+                for v in (
+                    final_new_summary,
+                    final_new_start_datetime,
+                    final_new_end_datetime,
+                    final_new_description,
+                    final_new_location,
+                    final_new_attendees,
+                )
+            )
+            if not has_changes:
+                return {
+                    "status": "error",
+                    "message": "No changes specified. Please provide at least one field to update.",
+                }
+
             if (
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GOOGLE_CALENDAR_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                tz_for_composio: str | None = None
+                if final_new_start_datetime is not None and not _is_date_only(
+                    final_new_start_datetime
+                ):
+                    tz_for_composio = (
+                        context.get("timezone") if isinstance(context, dict) else None
+                    )
+
+                _, html_link, error = await ComposioService().update_calendar_event(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    event_id=final_event_id,
+                    summary=final_new_summary,
+                    start_time=final_new_start_datetime,
+                    end_time=final_new_end_datetime,
+                    timezone=tz_for_composio,
+                    description=final_new_description,
+                    location=final_new_location,
+                    attendees=final_new_attendees,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+                updated = {"htmlLink": html_link}
+                logger.info(
+                    f"Calendar event updated via Composio: event_id={final_event_id}"
+                )
             else:
                 config_data = dict(connector.config)
 
@@ -235,81 +277,79 @@ def create_update_calendar_event_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            service = await asyncio.get_event_loop().run_in_executor(
+                service = await asyncio.get_event_loop().run_in_executor(
-                None, lambda: build("calendar", "v3", credentials=creds)
+                    None, lambda: build("calendar", "v3", credentials=creds)
-            )
-
-            update_body: dict[str, Any] = {}
-            if final_new_summary is not None:
-                update_body["summary"] = final_new_summary
-            if final_new_start_datetime is not None:
-                update_body["start"] = _build_time_body(
-                    final_new_start_datetime, context
                 )
-            if final_new_end_datetime is not None:
-                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:
-                update_body["location"] = final_new_location
-            if final_new_attendees is not None:
-                update_body["attendees"] = [
-                    {"email": e.strip()} for e in final_new_attendees if e.strip()
-                ]
 
-            if not update_body:
+                update_body: dict[str, Any] = {}
-                return {
+                if final_new_summary is not None:
-                    "status": "error",
+                    update_body["summary"] = final_new_summary
-                    "message": "No changes specified. Please provide at least one field to update.",
+                if final_new_start_datetime is not None:
-                }
+                    update_body["start"] = _build_time_body(
-
+                        final_new_start_datetime, context
-            try:
-                updated = await asyncio.get_event_loop().run_in_executor(
-                    None,
-                    lambda: (
-                        service.events()
-                        .patch(
-                            calendarId="primary",
-                            eventId=final_event_id,
-                            body=update_body,
-                        )
-                        .execute()
-                    ),
-                )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
-
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
                     )
-                    try:
+                if final_new_end_datetime is not None:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    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:
+                    update_body["location"] = final_new_location
+                if final_new_attendees is not None:
+                    update_body["attendees"] = [
+                        {"email": e.strip()} for e in final_new_attendees if e.strip()
+                    ]
 
-                        _res = await db_session.execute(
+                try:
-                            select(SearchSourceConnector).where(
+                    updated = await asyncio.get_event_loop().run_in_executor(
-                                SearchSourceConnector.id == actual_connector_id
+                        None,
+                        lambda: (
+                            service.events()
+                            .patch(
+                                calendarId="primary",
+                                eventId=final_event_id,
+                                body=update_body,
                             )
-                        )
+                            .execute()
-                        _conn = _res.scalar_one_or_none()
+                        ),
-                        if _conn and not _conn.config.get("auth_expired"):
+                    )
-                            _conn.config = {**_conn.config, "auth_expired": True}
+                except Exception as api_err:
-                            flag_modified(_conn, "config")
+                    from googleapiclient.errors import HttpError
-                            await db_session.commit()
-                    except Exception:
-                        logger.warning(
-                            "Failed to persist auth_expired for connector %s",
-                            actual_connector_id,
-                            exc_info=True,
-                        )
-                    return {
-                        "status": "insufficient_permissions",
-                        "connector_id": actual_connector_id,
-                        "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
-                    }
-                raise
 
-            logger.info(f"Calendar event updated: event_id={final_event_id}")
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
+                        logger.warning(
+                            f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
+                        )
+                        try:
+                            from sqlalchemy.orm.attributes import flag_modified
+
+                            _res = await db_session.execute(
+                                select(SearchSourceConnector).where(
+                                    SearchSourceConnector.id == actual_connector_id
+                                )
+                            )
+                            _conn = _res.scalar_one_or_none()
+                            if _conn and not _conn.config.get("auth_expired"):
+                                _conn.config = {**_conn.config, "auth_expired": True}
+                                flag_modified(_conn, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                actual_connector_id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Google Calendar account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
+
+                logger.info(
+                    f"Calendar event updated via Google API: event_id={final_event_id}"
+                )
 
             kb_message_suffix = ""
             if document_id is not None:

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/create_draft.py

@@ -161,16 +161,39 @@ def create_create_gmail_draft_tool(
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this Gmail connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                (
+                    draft_id,
+                    draft_message_id,
+                    draft_thread_id,
+                    error,
+                ) = await ComposioService().create_gmail_draft(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    to=final_to,
+                    subject=final_subject,
+                    body=final_body,
+                    cc=final_cc,
+                    bcc=final_bcc,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+                created = {
+                    "id": draft_id,
+                    "message": {
+                        "id": draft_message_id,
+                        "threadId": draft_thread_id,
+                    },
+                }
+                logger.info(f"Gmail draft created via Composio: id={draft_id}")
             else:
                 from google.oauth2.credentials import Credentials
 
@@ -208,63 +231,65 @@ def create_create_gmail_draft_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            from googleapiclient.discovery import build
+                from googleapiclient.discovery import build
 
-            gmail_service = build("gmail", "v1", credentials=creds)
+                gmail_service = build("gmail", "v1", credentials=creds)
 
-            message = MIMEText(final_body)
+                message = MIMEText(final_body)
-            message["to"] = final_to
+                message["to"] = final_to
-            message["subject"] = final_subject
+                message["subject"] = final_subject
-            if final_cc:
+                if final_cc:
-                message["cc"] = final_cc
+                    message["cc"] = final_cc
-            if final_bcc:
+                if final_bcc:
-                message["bcc"] = final_bcc
+                    message["bcc"] = final_bcc
-            raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
+                raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
 
-            try:
+                try:
-                created = await asyncio.get_event_loop().run_in_executor(
+                    created = await asyncio.get_event_loop().run_in_executor(
-                    None,
+                        None,
-                    lambda: (
+                        lambda: (
-                        gmail_service.users()
+                            gmail_service.users()
-                        .drafts()
+                            .drafts()
-                        .create(userId="me", body={"message": {"raw": raw}})
+                            .create(userId="me", body={"message": {"raw": raw}})
-                        .execute()
+                            .execute()
-                    ),
+                        ),
-                )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
-
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
                     )
-                    try:
+                except Exception as api_err:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    from googleapiclient.errors import HttpError
 
-                        _res = await db_session.execute(
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                            select(SearchSourceConnector).where(
-                                SearchSourceConnector.id == actual_connector_id
-                            )
-                        )
-                        _conn = _res.scalar_one_or_none()
-                        if _conn and not _conn.config.get("auth_expired"):
-                            _conn.config = {**_conn.config, "auth_expired": True}
-                            flag_modified(_conn, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
-                            actual_connector_id,
-                            exc_info=True,
                         )
-                    return {
+                        try:
-                        "status": "insufficient_permissions",
+                            from sqlalchemy.orm.attributes import flag_modified
-                        "connector_id": actual_connector_id,
-                        "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
-                    }
-                raise
 
-            logger.info(f"Gmail draft created: id={created.get('id')}")
+                            _res = await db_session.execute(
+                                select(SearchSourceConnector).where(
+                                    SearchSourceConnector.id == actual_connector_id
+                                )
+                            )
+                            _conn = _res.scalar_one_or_none()
+                            if _conn and not _conn.config.get("auth_expired"):
+                                _conn.config = {**_conn.config, "auth_expired": True}
+                                flag_modified(_conn, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                actual_connector_id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
+
+                logger.info(
+                    f"Gmail draft created via Google API: id={created.get('id')}"
+                )
 
             kb_message_suffix = ""
             try:

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/read_email.py

@@ -50,7 +50,56 @@ def create_read_gmail_email_tool(
                     "message": "No Gmail connector found. Please connect Gmail in your workspace settings.",
                 }
 
-            from app.agents.new_chat.tools.gmail.search_emails import _build_credentials
+            if (
+                connector.connector_type
+                == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
+            ):
+                cca_id = connector.config.get("composio_connected_account_id")
+                if not cca_id:
+                    return {
+                        "status": "error",
+                        "message": "Composio connected account ID not found for this Gmail connector.",
+                    }
+
+                from app.agents.new_chat.tools.gmail.search_emails import (
+                    _format_gmail_summary,
+                )
+                from app.services.composio_service import ComposioService
+
+                detail, error = await ComposioService().get_gmail_message_detail(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    message_id=message_id,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+                if not detail:
+                    return {
+                        "status": "not_found",
+                        "message": f"Email with ID '{message_id}' not found.",
+                    }
+
+                summary = _format_gmail_summary(detail)
+                content = (
+                    f"# {summary['subject']}\n\n"
+                    f"**From:** {summary['from']}\n"
+                    f"**To:** {summary['to']}\n"
+                    f"**Date:** {summary['date']}\n\n"
+                    f"## Message Content\n\n"
+                    f"{detail.get('messageText') or detail.get('snippet') or ''}\n\n"
+                    f"## Message Details\n\n"
+                    f"- **Message ID:** {summary['message_id']}\n"
+                    f"- **Thread ID:** {summary['thread_id']}\n"
+                )
+                return {
+                    "status": "success",
+                    "message_id": summary["message_id"] or message_id,
+                    "content": content,
+                }
+
+            from app.agents.new_chat.tools.gmail.search_emails import (
+                _build_credentials,
+            )
 
             creds = _build_credentials(connector)
 

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/search_emails.py

@@ -1,5 +1,4 @@
 import logging
-from datetime import datetime
 from typing import Any
 
 from langchain_core.tools import tool
@@ -15,57 +14,6 @@ _GMAIL_TYPES = [
     SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR,
 ]
 
-_token_encryption_cache: object | None = None
-
-
-def _get_token_encryption():
-    global _token_encryption_cache
-    if _token_encryption_cache is None:
-        from app.config import config
-        from app.utils.oauth_security import TokenEncryption
-
-        if not config.SECRET_KEY:
-            raise RuntimeError("SECRET_KEY not configured for token decryption.")
-        _token_encryption_cache = TokenEncryption(config.SECRET_KEY)
-    return _token_encryption_cache
-
-
-def _build_credentials(connector: SearchSourceConnector):
-    """Build Google OAuth Credentials from a connector's stored config.
-
-    Handles both native OAuth connectors (with encrypted tokens) and
-    Composio-backed connectors. Shared by Gmail and Calendar tools.
-    """
-    from app.utils.google_credentials import COMPOSIO_GOOGLE_CONNECTOR_TYPES
-
-    if connector.connector_type in COMPOSIO_GOOGLE_CONNECTOR_TYPES:
-        from app.utils.google_credentials import build_composio_credentials
-
-        cca_id = connector.config.get("composio_connected_account_id")
-        if not cca_id:
-            raise ValueError("Composio connected account ID not found.")
-        return build_composio_credentials(cca_id)
-
-    from google.oauth2.credentials import Credentials
-
-    cfg = dict(connector.config)
-    if cfg.get("_token_encrypted"):
-        enc = _get_token_encryption()
-        for key in ("token", "refresh_token", "client_secret"):
-            if cfg.get(key):
-                cfg[key] = enc.decrypt_token(cfg[key])
-
-    exp = (cfg.get("expiry") or "").replace("Z", "")
-    return Credentials(
-        token=cfg.get("token"),
-        refresh_token=cfg.get("refresh_token"),
-        token_uri=cfg.get("token_uri"),
-        client_id=cfg.get("client_id"),
-        client_secret=cfg.get("client_secret"),
-        scopes=cfg.get("scopes", []),
-        expiry=datetime.fromisoformat(exp) if exp else None,
-    )
-
 
 def create_search_gmail_tool(
     db_session: AsyncSession | None = None,
@@ -110,6 +58,50 @@ def create_search_gmail_tool(
                     "message": "No Gmail connector found. Please connect Gmail in your workspace settings.",
                 }
 
+            if (
+                connector.connector_type
+                == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
+            ):
+                cca_id = connector.config.get("composio_connected_account_id")
+                if not cca_id:
+                    return {
+                        "status": "error",
+                        "message": "Composio connected account ID not found for this Gmail connector.",
+                    }
+
+                from app.agents.new_chat.tools.gmail.search_emails import (
+                    _format_gmail_summary,
+                )
+                from app.services.composio_service import ComposioService
+
+                (
+                    messages,
+                    _next,
+                    _estimate,
+                    error,
+                ) = await ComposioService().get_gmail_messages(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    query=query,
+                    max_results=max_results,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+
+                emails = [_format_gmail_summary(m) for m in messages]
+                if not emails:
+                    return {
+                        "status": "success",
+                        "emails": [],
+                        "total": 0,
+                        "message": "No emails found.",
+                    }
+                return {"status": "success", "emails": emails, "total": len(emails)}
+
+            from app.agents.new_chat.tools.gmail.search_emails import (
+                _build_credentials,
+            )
+
             creds = _build_credentials(connector)
 
             from app.connectors.google_gmail_connector import GoogleGmailConnector

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/send_email.py

@@ -162,16 +162,31 @@ def create_send_gmail_email_tool(
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this Gmail connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                (
+                    sent_message_id,
+                    sent_thread_id,
+                    error,
+                ) = await ComposioService().send_gmail_email(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    to=final_to,
+                    subject=final_subject,
+                    body=final_body,
+                    cc=final_cc,
+                    bcc=final_bcc,
+                )
+                if error:
+                    return {"status": "error", "message": error}
+                sent = {"id": sent_message_id, "threadId": sent_thread_id}
             else:
                 from google.oauth2.credentials import Credentials
 
@@ -209,61 +224,61 @@ def create_send_gmail_email_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            from googleapiclient.discovery import build
+                from googleapiclient.discovery import build
 
-            gmail_service = build("gmail", "v1", credentials=creds)
+                gmail_service = build("gmail", "v1", credentials=creds)
 
-            message = MIMEText(final_body)
+                message = MIMEText(final_body)
-            message["to"] = final_to
+                message["to"] = final_to
-            message["subject"] = final_subject
+                message["subject"] = final_subject
-            if final_cc:
+                if final_cc:
-                message["cc"] = final_cc
+                    message["cc"] = final_cc
-            if final_bcc:
+                if final_bcc:
-                message["bcc"] = final_bcc
+                    message["bcc"] = final_bcc
-            raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
+                raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
 
-            try:
+                try:
-                sent = await asyncio.get_event_loop().run_in_executor(
+                    sent = await asyncio.get_event_loop().run_in_executor(
-                    None,
+                        None,
-                    lambda: (
+                        lambda: (
-                        gmail_service.users()
+                            gmail_service.users()
-                        .messages()
+                            .messages()
-                        .send(userId="me", body={"raw": raw})
+                            .send(userId="me", body={"raw": raw})
-                        .execute()
+                            .execute()
-                    ),
+                        ),
-                )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
-
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
                     )
-                    try:
+                except Exception as api_err:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    from googleapiclient.errors import HttpError
 
-                        _res = await db_session.execute(
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                            select(SearchSourceConnector).where(
-                                SearchSourceConnector.id == actual_connector_id
-                            )
-                        )
-                        _conn = _res.scalar_one_or_none()
-                        if _conn and not _conn.config.get("auth_expired"):
-                            _conn.config = {**_conn.config, "auth_expired": True}
-                            flag_modified(_conn, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for connector {actual_connector_id}: {api_err}"
-                            actual_connector_id,
-                            exc_info=True,
                         )
-                    return {
+                        try:
-                        "status": "insufficient_permissions",
+                            from sqlalchemy.orm.attributes import flag_modified
-                        "connector_id": actual_connector_id,
+
-                        "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                            _res = await db_session.execute(
-                    }
+                                select(SearchSourceConnector).where(
-                raise
+                                    SearchSourceConnector.id == actual_connector_id
+                                )
+                            )
+                            _conn = _res.scalar_one_or_none()
+                            if _conn and not _conn.config.get("auth_expired"):
+                                _conn.config = {**_conn.config, "auth_expired": True}
+                                flag_modified(_conn, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                actual_connector_id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
 
             logger.info(
                 f"Gmail email sent: id={sent.get('id')}, threadId={sent.get('threadId')}"

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/trash_email.py

@@ -162,16 +162,22 @@ def create_trash_gmail_email_tool(
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this Gmail connector.",
                     }
+
+                from app.services.composio_service import ComposioService
+
+                error = await ComposioService().trash_gmail_message(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    message_id=final_message_id,
+                )
+                if error:
+                    return {"status": "error", "message": error}
             else:
                 from google.oauth2.credentials import Credentials
 
@@ -209,49 +215,49 @@ def create_trash_gmail_email_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            from googleapiclient.discovery import build
+                from googleapiclient.discovery import build
 
-            gmail_service = build("gmail", "v1", credentials=creds)
+                gmail_service = build("gmail", "v1", credentials=creds)
 
-            try:
+                try:
-                await asyncio.get_event_loop().run_in_executor(
+                    await asyncio.get_event_loop().run_in_executor(
-                    None,
+                        None,
-                    lambda: (
+                        lambda: (
-                        gmail_service.users()
+                            gmail_service.users()
-                        .messages()
+                            .messages()
-                        .trash(userId="me", id=final_message_id)
+                            .trash(userId="me", id=final_message_id)
-                        .execute()
+                            .execute()
-                    ),
+                        ),
-                )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
-
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {connector.id}: {api_err}"
                     )
-                    try:
+                except Exception as api_err:
-                        from sqlalchemy.orm.attributes import flag_modified
+                    from googleapiclient.errors import HttpError
 
-                        if not connector.config.get("auth_expired"):
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                            connector.config = {
-                                **connector.config,
-                                "auth_expired": True,
-                            }
-                            flag_modified(connector, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for connector {connector.id}: {api_err}"
-                            connector.id,
-                            exc_info=True,
                         )
-                    return {
+                        try:
-                        "status": "insufficient_permissions",
+                            from sqlalchemy.orm.attributes import flag_modified
-                        "connector_id": connector.id,
+
-                        "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                            if not connector.config.get("auth_expired"):
-                    }
+                                connector.config = {
-                raise
+                                    **connector.config,
+                                    "auth_expired": True,
+                                }
+                                flag_modified(connector, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                connector.id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": connector.id,
+                            "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
 
             logger.info(f"Gmail email trashed: message_id={final_message_id}")
 

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/gmail/tools/update_draft.py

@@ -192,16 +192,51 @@ def create_update_gmail_draft_tool(
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GMAIL_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    creds = build_composio_credentials(cca_id)
-                else:
                     return {
                         "status": "error",
                         "message": "Composio connected account ID not found for this Gmail connector.",
                     }
+
+                if not final_draft_id:
+                    return {
+                        "status": "error",
+                        "message": (
+                            "Could not find this draft in Gmail. "
+                            "It may have already been sent or deleted."
+                        ),
+                    }
+
+                from app.services.composio_service import ComposioService
+
+                (
+                    new_draft_id,
+                    new_message_id,
+                    error,
+                ) = await ComposioService().update_gmail_draft(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    draft_id=final_draft_id,
+                    to=final_to or None,
+                    subject=final_subject,
+                    body=final_body,
+                    cc=final_cc,
+                    bcc=final_bcc,
+                )
+                if error:
+                    if "not found" in error.lower() or "no longer" in error.lower():
+                        return {
+                            "status": "error",
+                            "message": "Draft no longer exists in Gmail. It may have been sent or deleted.",
+                        }
+                    return {"status": "error", "message": error}
+
+                updated = {
+                    "id": new_draft_id or final_draft_id,
+                    "message": {"id": new_message_id} if new_message_id else {},
+                }
+                logger.info(f"Gmail draft updated via Composio: id={updated.get('id')}")
             else:
                 from google.oauth2.credentials import Credentials
 
@@ -239,88 +274,90 @@ def create_update_gmail_draft_tool(
                     expiry=datetime.fromisoformat(exp) if exp else None,
                 )
 
-            from googleapiclient.discovery import build
+                from googleapiclient.discovery import build
 
-            gmail_service = build("gmail", "v1", credentials=creds)
+                gmail_service = build("gmail", "v1", credentials=creds)
 
-            # Resolve draft_id if not already available
+                # Resolve draft_id if not already available
-            if not final_draft_id:
+                if not final_draft_id:
-                logger.info(
+                    logger.info(
-                    f"draft_id not in metadata, looking up via drafts.list for message_id={message_id}"
+                        f"draft_id not in metadata, looking up via drafts.list for message_id={message_id}"
-                )
+                    )
-                final_draft_id = await _find_draft_id_by_message(
+                    final_draft_id = await _find_draft_id_by_message(
-                    gmail_service, message_id
+                        gmail_service, message_id
-                )
-
-            if not final_draft_id:
-                return {
-                    "status": "error",
-                    "message": (
-                        "Could not find this draft in Gmail. "
-                        "It may have already been sent or deleted."
-                    ),
-                }
-
-            message = MIMEText(final_body)
-            if final_to:
-                message["to"] = final_to
-            message["subject"] = final_subject
-            if final_cc:
-                message["cc"] = final_cc
-            if final_bcc:
-                message["bcc"] = final_bcc
-            raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
-
-            try:
-                updated = await asyncio.get_event_loop().run_in_executor(
-                    None,
-                    lambda: (
-                        gmail_service.users()
-                        .drafts()
-                        .update(
-                            userId="me",
-                            id=final_draft_id,
-                            body={"message": {"raw": raw}},
-                        )
-                        .execute()
-                    ),
-                )
-            except Exception as api_err:
-                from googleapiclient.errors import HttpError
-
-                if isinstance(api_err, HttpError) and api_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {connector.id}: {api_err}"
                     )
-                    try:
-                        from sqlalchemy.orm.attributes import flag_modified
 
-                        if not connector.config.get("auth_expired"):
+                if not final_draft_id:
-                            connector.config = {
-                                **connector.config,
-                                "auth_expired": True,
-                            }
-                            flag_modified(connector, "config")
-                            await db_session.commit()
-                    except Exception:
-                        logger.warning(
-                            "Failed to persist auth_expired for connector %s",
-                            connector.id,
-                            exc_info=True,
-                        )
-                    return {
-                        "status": "insufficient_permissions",
-                        "connector_id": connector.id,
-                        "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
-                    }
-                if isinstance(api_err, HttpError) and api_err.resp.status == 404:
                     return {
                         "status": "error",
-                        "message": "Draft no longer exists in Gmail. It may have been sent or deleted.",
+                        "message": (
+                            "Could not find this draft in Gmail. "
+                            "It may have already been sent or deleted."
+                        ),
                     }
-                raise
 
-            logger.info(f"Gmail draft updated: id={updated.get('id')}")
+                message = MIMEText(final_body)
+                if final_to:
+                    message["to"] = final_to
+                message["subject"] = final_subject
+                if final_cc:
+                    message["cc"] = final_cc
+                if final_bcc:
+                    message["bcc"] = final_bcc
+                raw = base64.urlsafe_b64encode(message.as_bytes()).decode()
+
+                try:
+                    updated = await asyncio.get_event_loop().run_in_executor(
+                        None,
+                        lambda: (
+                            gmail_service.users()
+                            .drafts()
+                            .update(
+                                userId="me",
+                                id=final_draft_id,
+                                body={"message": {"raw": raw}},
+                            )
+                            .execute()
+                        ),
+                    )
+                except Exception as api_err:
+                    from googleapiclient.errors import HttpError
+
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 403:
+                        logger.warning(
+                            f"Insufficient permissions for connector {connector.id}: {api_err}"
+                        )
+                        try:
+                            from sqlalchemy.orm.attributes import flag_modified
+
+                            if not connector.config.get("auth_expired"):
+                                connector.config = {
+                                    **connector.config,
+                                    "auth_expired": True,
+                                }
+                                flag_modified(connector, "config")
+                                await db_session.commit()
+                        except Exception:
+                            logger.warning(
+                                "Failed to persist auth_expired for connector %s",
+                                connector.id,
+                                exc_info=True,
+                            )
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": connector.id,
+                            "message": "This Gmail account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    if isinstance(api_err, HttpError) and api_err.resp.status == 404:
+                        return {
+                            "status": "error",
+                            "message": "Draft no longer exists in Gmail. It may have been sent or deleted.",
+                        }
+                    raise
+
+                logger.info(
+                    f"Gmail draft updated via Google API: id={updated.get('id')}"
+                )
 
             kb_message_suffix = ""
             if document_id:

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/google_drive/tools/create_file.py

@@ -179,59 +179,96 @@ def create_create_google_drive_file_tool(
                 f"Creating Google Drive file: name='{final_name}', type='{final_file_type}', connector={actual_connector_id}"
             )
 
-            pre_built_creds = None
+            async def _flag_auth_expired() -> None:
+                try:
+                    from sqlalchemy.orm.attributes import flag_modified
+
+                    _res = await db_session.execute(
+                        select(SearchSourceConnector).where(
+                            SearchSourceConnector.id == actual_connector_id
+                        )
+                    )
+                    _conn = _res.scalar_one_or_none()
+                    if _conn and not _conn.config.get("auth_expired"):
+                        _conn.config = {**_conn.config, "auth_expired": True}
+                        flag_modified(_conn, "config")
+                        await db_session.commit()
+                except Exception:
+                    logger.warning(
+                        "Failed to persist auth_expired for connector %s",
+                        actual_connector_id,
+                        exc_info=True,
+                    )
+
             if (
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    pre_built_creds = build_composio_credentials(cca_id)
+                    return {
+                        "status": "error",
+                        "message": "Composio connected account ID not found for this Google Drive connector.",
+                    }
 
-            client = GoogleDriveClient(
+                from app.services.composio_service import ComposioService
-                session=db_session,
+
-                connector_id=actual_connector_id,
+                created, error = await ComposioService().create_drive_file_from_text(
-                credentials=pre_built_creds,
+                    connected_account_id=cca_id,
-            )
+                    entity_id=f"surfsense_{user_id}",
-            try:
-                created = await client.create_file(
                     name=final_name,
                     mime_type=mime_type,
-                    parent_folder_id=final_parent_folder_id,
                     content=final_content,
+                    parent_id=final_parent_folder_id,
                 )
-            except HttpError as http_err:
-                if http_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {actual_connector_id}: {http_err}"
-                    )
-                    try:
-                        from sqlalchemy.orm.attributes import flag_modified
 
-                        _res = await db_session.execute(
+                if error or not created:
-                            select(SearchSourceConnector).where(
+                    err_lower = (error or "").lower()
-                                SearchSourceConnector.id == actual_connector_id
+                    if (
-                            )
+                        "insufficient" in err_lower
-                        )
+                        or "permission" in err_lower
-                        _conn = _res.scalar_one_or_none()
+                        or "403" in err_lower
-                        if _conn and not _conn.config.get("auth_expired"):
+                    ):
-                            _conn.config = {**_conn.config, "auth_expired": True}
-                            flag_modified(_conn, "config")
-                            await db_session.commit()
-                    except Exception:
                         logger.warning(
-                            "Failed to persist auth_expired for connector %s",
+                            f"Insufficient permissions for Composio Drive connector {actual_connector_id}: {error}"
-                            actual_connector_id,
-                            exc_info=True,
                         )
+                        await _flag_auth_expired()
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    logger.error(
+                        f"Composio Drive create_file failed for connector {actual_connector_id}: {error}"
+                    )
                     return {
-                        "status": "insufficient_permissions",
+                        "status": "error",
-                        "connector_id": actual_connector_id,
+                        "message": "Something went wrong while creating the file. Please try again.",
-                        "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
                     }
-                raise
+            else:
+                client = GoogleDriveClient(
+                    session=db_session,
+                    connector_id=actual_connector_id,
+                )
+                try:
+                    created = await client.create_file(
+                        name=final_name,
+                        mime_type=mime_type,
+                        parent_folder_id=final_parent_folder_id,
+                        content=final_content,
+                    )
+                except HttpError as http_err:
+                    if http_err.resp.status == 403:
+                        logger.warning(
+                            f"Insufficient permissions for connector {actual_connector_id}: {http_err}"
+                        )
+                        await _flag_auth_expired()
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": actual_connector_id,
+                            "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
 
             logger.info(
                 f"Google Drive file created: id={created.get('id')}, name={created.get('name')}"

surfsense_backend/app/agents/multi_agent_chat/subagents/connectors/google_drive/tools/trash_file.py

@@ -158,51 +158,84 @@ def create_delete_google_drive_file_tool(
                 f"Deleting Google Drive file: file_id='{final_file_id}', connector={final_connector_id}"
             )
 
-            pre_built_creds = None
+            async def _flag_auth_expired() -> None:
+                try:
+                    from sqlalchemy.orm.attributes import flag_modified
+
+                    if not connector.config.get("auth_expired"):
+                        connector.config = {
+                            **connector.config,
+                            "auth_expired": True,
+                        }
+                        flag_modified(connector, "config")
+                        await db_session.commit()
+                except Exception:
+                    logger.warning(
+                        "Failed to persist auth_expired for connector %s",
+                        connector.id,
+                        exc_info=True,
+                    )
+
             if (
                 connector.connector_type
                 == SearchSourceConnectorType.COMPOSIO_GOOGLE_DRIVE_CONNECTOR
             ):
-                from app.utils.google_credentials import build_composio_credentials
-
                 cca_id = connector.config.get("composio_connected_account_id")
-                if cca_id:
+                if not cca_id:
-                    pre_built_creds = build_composio_credentials(cca_id)
-
-            client = GoogleDriveClient(
-                session=db_session,
-                connector_id=connector.id,
-                credentials=pre_built_creds,
-            )
-            try:
-                await client.trash_file(file_id=final_file_id)
-            except HttpError as http_err:
-                if http_err.resp.status == 403:
-                    logger.warning(
-                        f"Insufficient permissions for connector {connector.id}: {http_err}"
-                    )
-                    try:
-                        from sqlalchemy.orm.attributes import flag_modified
-
-                        if not connector.config.get("auth_expired"):
-                            connector.config = {
-                                **connector.config,
-                                "auth_expired": True,
-                            }
-                            flag_modified(connector, "config")
-                            await db_session.commit()
-                    except Exception:
-                        logger.warning(
-                            "Failed to persist auth_expired for connector %s",
-                            connector.id,
-                            exc_info=True,
-                        )
                     return {
-                        "status": "insufficient_permissions",
+                        "status": "error",
-                        "connector_id": connector.id,
+                        "message": "Composio connected account ID not found for this Google Drive connector.",
-                        "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
                     }
-                raise
+
+                from app.services.composio_service import ComposioService
+
+                error = await ComposioService().trash_drive_file(
+                    connected_account_id=cca_id,
+                    entity_id=f"surfsense_{user_id}",
+                    file_id=final_file_id,
+                )
+                if error:
+                    err_lower = error.lower()
+                    if (
+                        "insufficient" in err_lower
+                        or "permission" in err_lower
+                        or "403" in err_lower
+                    ):
+                        logger.warning(
+                            f"Insufficient permissions for Composio Drive connector {connector.id}: {error}"
+                        )
+                        await _flag_auth_expired()
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": connector.id,
+                            "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    logger.error(
+                        f"Composio Drive trash_file failed for connector {connector.id}: {error}"
+                    )
+                    return {
+                        "status": "error",
+                        "message": "Something went wrong while trashing the file. Please try again.",
+                    }
+            else:
+                client = GoogleDriveClient(
+                    session=db_session,
+                    connector_id=connector.id,
+                )
+                try:
+                    await client.trash_file(file_id=final_file_id)
+                except HttpError as http_err:
+                    if http_err.resp.status == 403:
+                        logger.warning(
+                            f"Insufficient permissions for connector {connector.id}: {http_err}"
+                        )
+                        await _flag_auth_expired()
+                        return {
+                            "status": "insufficient_permissions",
+                            "connector_id": connector.id,
+                            "message": "This Google Drive account needs additional permissions. Please re-authenticate in connector settings.",
+                        }
+                    raise
 
             logger.info(
                 f"Google Drive file deleted (moved to trash): file_id={final_file_id}"

surfsense_backend/app/agents/new_chat/chat_deepagent.py

@@ -31,7 +31,6 @@ from langchain.agents import create_agent
 from langchain.agents.middleware import (
     LLMToolSelectorMiddleware,
     ModelCallLimitMiddleware,
-    ModelFallbackMiddleware,
     TodoListMiddleware,
     ToolCallLimitMiddleware,
 )
@@ -77,6 +76,9 @@ from app.agents.new_chat.middleware import (
     create_surfsense_compaction_middleware,
     default_skills_sources,
 )
+from app.agents.new_chat.middleware.scoped_model_fallback import (
+    ScopedModelFallbackMiddleware,
+)
 from app.agents.new_chat.permissions import Rule, Ruleset
 from app.agents.new_chat.plugin_loader import (
     PluginContext,
@@ -792,15 +794,15 @@ def _build_compiled_agent_blocking(
     # Fallback chain — primary is the agent's own model; we add cheap
     # alternatives. Off by default; only the first call site that
     # configures the chain via env should enable it.
-    fallback_mw: ModelFallbackMiddleware | None = None
+    fallback_mw: ScopedModelFallbackMiddleware | None = None
     if flags.enable_model_fallback and not flags.disable_new_agent_stack:
         try:
-            fallback_mw = ModelFallbackMiddleware(
+            fallback_mw = ScopedModelFallbackMiddleware(
                 "openai:gpt-4o-mini",
                 "anthropic:claude-3-5-haiku-20241022",
             )
         except Exception:
-            logging.warning("ModelFallbackMiddleware init failed; skipping.")
+            logging.warning("ScopedModelFallbackMiddleware init failed; skipping.")
             fallback_mw = None
     model_call_limit_mw = (
         ModelCallLimitMiddleware(

surfsense_backend/app/agents/new_chat/middleware/scoped_model_fallback.py

@@ -0,0 +1,91 @@
+"""Fallback only on provider/network errors; let programming bugs raise."""
+
+from __future__ import annotations
+
+from typing import TYPE_CHECKING, Any
+
+from langchain.agents.middleware import ModelFallbackMiddleware
+
+if TYPE_CHECKING:
+    from collections.abc import Awaitable, Callable
+
+    from langchain.agents.middleware.types import ModelRequest, ModelResponse
+    from langchain_core.messages import AIMessage
+
+
+# Matched by class name across the MRO so we don't have to import every
+# provider SDK (openai/anthropic/google/...). Extend as new providers ship.
+_FALLBACK_ELIGIBLE_NAMES: frozenset[str] = frozenset(
+    {
+        "RateLimitError",
+        "APIStatusError",
+        "InternalServerError",
+        "ServiceUnavailableError",
+        "BadGatewayError",
+        "GatewayTimeoutError",
+        "APIConnectionError",
+        "APITimeoutError",
+        "ConnectError",
+        "ConnectTimeout",
+        "ReadTimeout",
+        "RemoteProtocolError",
+        "TimeoutError",
+        "TimeoutException",
+    }
+)
+
+
+def _is_fallback_eligible(exc: BaseException) -> bool:
+    return any(cls.__name__ in _FALLBACK_ELIGIBLE_NAMES for cls in type(exc).__mro__)
+
+
+class ScopedModelFallbackMiddleware(ModelFallbackMiddleware):
+    """Re-raise non-provider exceptions instead of walking the fallback chain."""
+
+    def wrap_model_call(  # type: ignore[override]
+        self,
+        request: ModelRequest[Any],
+        handler: Callable[[ModelRequest[Any]], ModelResponse[Any]],
+    ) -> ModelResponse[Any] | AIMessage:
+        last_exception: Exception
+        try:
+            return handler(request)
+        except Exception as e:
+            if not _is_fallback_eligible(e):
+                raise
+            last_exception = e
+
+        for fallback_model in self.models:
+            try:
+                return handler(request.override(model=fallback_model))
+            except Exception as e:
+                if not _is_fallback_eligible(e):
+                    raise
+                last_exception = e
+                continue
+
+        raise last_exception
+
+    async def awrap_model_call(  # type: ignore[override]
+        self,
+        request: ModelRequest[Any],
+        handler: Callable[[ModelRequest[Any]], Awaitable[ModelResponse[Any]]],
+    ) -> ModelResponse[Any] | AIMessage:
+        last_exception: Exception
+        try:
+            return await handler(request)
+        except Exception as e:
+            if not _is_fallback_eligible(e):
+                raise
+            last_exception = e
+
+        for fallback_model in self.models:
+            try:
+                return await handler(request.override(model=fallback_model))
+            except Exception as e:
+                if not _is_fallback_eligible(e):
+                    raise
+                last_exception = e
+                continue
+
+        raise last_exception

surfsense_backend/app/indexing_pipeline/document_chunker.py

@@ -1,5 +1,15 @@
+import re
+
 from app.config import config
 
+# Regex that matches a Markdown table block (header + separator + one or more rows)
+# A table block starts with a | at the beginning of a line and ends when a
+# non-table line (or end of string) is encountered.
+_TABLE_BLOCK_RE = re.compile(
+    r"(?:(?:^|\n)(?=[ \t]*\|)(?:[ \t]*\|[^\n]*\n)+)",
+    re.MULTILINE,
+)
+
 
 def chunk_text(text: str, use_code_chunker: bool = False) -> list[str]:
     """Chunk a text string using the configured chunker and return the chunk texts."""
@@ -7,3 +17,43 @@ def chunk_text(text: str, use_code_chunker: bool = False) -> list[str]:
         config.code_chunker_instance if use_code_chunker else config.chunker_instance
     )
     return [c.text for c in chunker.chunk(text)]
+
+
+def chunk_text_hybrid(text: str) -> list[str]:
+    """Table-aware chunker that prevents Markdown tables from being split mid-row.
+
+    Algorithm:
+    1. Scan the document for Markdown table blocks.
+    2. Each table block is emitted as a single, unmodified chunk so that its
+       header, separator row, and data rows always stay together.
+    3. The non-table prose segments between (and around) tables are passed through
+       the normal ``chunk_text`` chunker and their sub-chunks are interleaved in
+       document order.
+
+    This ensures that table data is never sliced in the middle by the token-based
+    chunker, which would otherwise produce garbled rows that are useless for RAG.
+
+    Fixes #1334.
+    """
+    chunks: list[str] = []
+    cursor = 0
+
+    for match in _TABLE_BLOCK_RE.finditer(text):
+        # Prose before this table
+        prose = text[cursor : match.start()].strip()
+        if prose:
+            chunks.extend(chunk_text(prose))
+
+        # The table itself is kept as one indivisible chunk
+        table_block = match.group(0).strip()
+        if table_block:
+            chunks.append(table_block)
+
+        cursor = match.end()
+
+    # Remaining prose after the last table (or entire text if no tables)
+    trailing = text[cursor:].strip()
+    if trailing:
+        chunks.extend(chunk_text(trailing))
+
+    return chunks

surfsense_backend/app/indexing_pipeline/indexing_pipeline_service.py

@@ -19,7 +19,7 @@ from app.db import (
     DocumentType,
 )
 from app.indexing_pipeline.connector_document import ConnectorDocument
-from app.indexing_pipeline.document_chunker import chunk_text
+from app.indexing_pipeline.document_chunker import chunk_text, chunk_text_hybrid
 from app.indexing_pipeline.document_embedder import embed_texts
 from app.indexing_pipeline.document_hashing import (
     compute_content_hash,
@@ -387,11 +387,19 @@ class IndexingPipelineService:
             )
 
             t_step = time.perf_counter()
-            chunk_texts = await asyncio.to_thread(
+            if connector_doc.should_use_code_chunker:
-                chunk_text,
+                chunk_texts = await asyncio.to_thread(
-                connector_doc.source_markdown,
+                    chunk_text,
-                use_code_chunker=connector_doc.should_use_code_chunker,
+                    connector_doc.source_markdown,
-            )
+                    use_code_chunker=True,
+                )
+            else:
+                # Use the table-aware hybrid chunker so Markdown tables are not
+                # split mid-row (see issue #1334).
+                chunk_texts = await asyncio.to_thread(
+                    chunk_text_hybrid,
+                    connector_doc.source_markdown,
+                )
 
             texts_to_embed = [content, *chunk_texts]
             embeddings = await asyncio.to_thread(embed_texts, texts_to_embed)

surfsense_backend/app/services/composio_service.py

@@ -1027,6 +1027,505 @@ class ComposioService:
             logger.error(f"Failed to list Calendar events: {e!s}")
             return [], str(e)
 
+    @staticmethod
+    def _unwrap_response_data(data: Any) -> Any:
+        """Composio responses often nest the meaningful payload under
+        ``data.data.response_data``. Walk that envelope safely and return
+        whichever inner dict actually has the result keys."""
+        if not isinstance(data, dict):
+            return data
+        inner = data.get("data", data)
+        if isinstance(inner, dict):
+            return inner.get("response_data", inner)
+        return inner
+
+    @staticmethod
+    def _split_email_csv(value: str | None) -> list[str] | None:
+        """Tools accept comma-separated cc/bcc strings; Composio expects an array."""
+        if not value:
+            return None
+        addrs = [e.strip() for e in value.split(",") if e.strip()]
+        return addrs or None
+
+    # ===== Gmail write methods =====
+
+    async def send_gmail_email(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        to: str,
+        subject: str,
+        body: str,
+        cc: str | None = None,
+        bcc: str | None = None,
+        is_html: bool = False,
+    ) -> tuple[str | None, str | None, str | None]:
+        """Send a Gmail message via the Composio ``GMAIL_SEND_EMAIL`` toolkit.
+
+        Returns:
+            Tuple of (message_id, thread_id, error). On success ``error`` is
+            None and at least one of the IDs is populated when Composio
+            returns them; on failure both IDs are None.
+        """
+        try:
+            params: dict[str, Any] = {
+                "recipient_email": to,
+                "subject": subject,
+                "body": body,
+                "is_html": is_html,
+            }
+            if cc:
+                cc_list = self._split_email_csv(cc)
+                if cc_list:
+                    params["cc"] = cc_list
+            if bcc:
+                bcc_list = self._split_email_csv(bcc)
+                if bcc_list:
+                    params["bcc"] = bcc_list
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GMAIL_SEND_EMAIL",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            message_id = None
+            thread_id = None
+            if isinstance(payload, dict):
+                message_id = (
+                    payload.get("id")
+                    or payload.get("message_id")
+                    or payload.get("messageId")
+                )
+                thread_id = payload.get("threadId") or payload.get("thread_id")
+            return message_id, thread_id, None
+        except Exception as e:
+            logger.error(f"Failed to send Gmail email: {e!s}")
+            return None, None, str(e)
+
+    async def create_gmail_draft(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        to: str,
+        subject: str,
+        body: str,
+        cc: str | None = None,
+        bcc: str | None = None,
+        is_html: bool = False,
+    ) -> tuple[str | None, str | None, str | None, str | None]:
+        """Create a Gmail draft via the Composio ``GMAIL_CREATE_EMAIL_DRAFT`` toolkit.
+
+        Returns:
+            Tuple of (draft_id, message_id, thread_id, error). On success
+            ``error`` is None and ``draft_id`` is populated.
+        """
+        try:
+            params: dict[str, Any] = {
+                "recipient_email": to,
+                "subject": subject,
+                "body": body,
+                "is_html": is_html,
+            }
+            cc_list = self._split_email_csv(cc)
+            if cc_list:
+                params["cc"] = cc_list
+            bcc_list = self._split_email_csv(bcc)
+            if bcc_list:
+                params["bcc"] = bcc_list
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GMAIL_CREATE_EMAIL_DRAFT",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, None, None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            draft_id = None
+            message_id = None
+            thread_id = None
+            if isinstance(payload, dict):
+                draft_id = payload.get("id") or payload.get("draft_id")
+                draft_message = payload.get("message") or {}
+                if isinstance(draft_message, dict):
+                    message_id = draft_message.get("id") or draft_message.get(
+                        "message_id"
+                    )
+                    thread_id = draft_message.get("threadId") or draft_message.get(
+                        "thread_id"
+                    )
+                if message_id is None:
+                    message_id = payload.get("message_id") or payload.get("messageId")
+                if thread_id is None:
+                    thread_id = payload.get("thread_id") or payload.get("threadId")
+            return draft_id, message_id, thread_id, None
+        except Exception as e:
+            logger.error(f"Failed to create Gmail draft: {e!s}")
+            return None, None, None, str(e)
+
+    async def update_gmail_draft(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        draft_id: str,
+        to: str | None = None,
+        subject: str | None = None,
+        body: str | None = None,
+        cc: str | None = None,
+        bcc: str | None = None,
+        is_html: bool = False,
+    ) -> tuple[str | None, str | None, str | None]:
+        """Update an existing Gmail draft via ``GMAIL_UPDATE_DRAFT``.
+
+        Returns:
+            Tuple of (draft_id, message_id, error).
+        """
+        try:
+            params: dict[str, Any] = {
+                "draft_id": draft_id,
+                "is_html": is_html,
+            }
+            if to:
+                params["recipient_email"] = to
+            if subject is not None:
+                params["subject"] = subject
+            if body is not None:
+                params["body"] = body
+            cc_list = self._split_email_csv(cc)
+            if cc_list:
+                params["cc"] = cc_list
+            bcc_list = self._split_email_csv(bcc)
+            if bcc_list:
+                params["bcc"] = bcc_list
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GMAIL_UPDATE_DRAFT",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            new_draft_id = draft_id
+            message_id = None
+            if isinstance(payload, dict):
+                new_draft_id = payload.get("id") or payload.get("draft_id") or draft_id
+                draft_message = payload.get("message") or {}
+                if isinstance(draft_message, dict):
+                    message_id = draft_message.get("id") or draft_message.get(
+                        "message_id"
+                    )
+                if message_id is None:
+                    message_id = payload.get("message_id") or payload.get("messageId")
+            return new_draft_id, message_id, None
+        except Exception as e:
+            logger.error(f"Failed to update Gmail draft: {e!s}")
+            return None, None, str(e)
+
+    async def trash_gmail_message(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        message_id: str,
+    ) -> str | None:
+        """Move a Gmail message to trash via ``GMAIL_MOVE_TO_TRASH``.
+
+        Returns the error message on failure, ``None`` on success.
+        """
+        try:
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GMAIL_MOVE_TO_TRASH",
+                params={"message_id": message_id},
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return result.get("error", "Unknown error")
+            return None
+        except Exception as e:
+            logger.error(f"Failed to trash Gmail message: {e!s}")
+            return str(e)
+
+    # ===== Google Calendar write methods =====
+
+    async def create_calendar_event(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        summary: str,
+        start_datetime: str,
+        end_datetime: str,
+        timezone: str | None = None,
+        description: str | None = None,
+        location: str | None = None,
+        attendees: list[str] | None = None,
+        calendar_id: str = "primary",
+    ) -> tuple[str | None, str | None, str | None]:
+        """Create a Google Calendar event via ``GOOGLECALENDAR_CREATE_EVENT``.
+
+        Composio strips trailing timezone info on ``start_datetime`` /
+        ``end_datetime`` and uses the ``timezone`` field as the IANA name,
+        so callers may pass ISO 8601 strings with or without offsets.
+
+        Returns:
+            Tuple of (event_id, html_link, error).
+        """
+        try:
+            params: dict[str, Any] = {
+                "summary": summary,
+                "start_datetime": start_datetime,
+                "end_datetime": end_datetime,
+                "calendar_id": calendar_id,
+            }
+            if timezone:
+                params["timezone"] = timezone
+            if description:
+                params["description"] = description
+            if location:
+                params["location"] = location
+            if attendees:
+                params["attendees"] = [a for a in attendees if a]
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GOOGLECALENDAR_CREATE_EVENT",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            event_id = None
+            html_link = None
+            if isinstance(payload, dict):
+                event_id = payload.get("id") or payload.get("event_id")
+                html_link = payload.get("htmlLink") or payload.get("html_link")
+            return event_id, html_link, None
+        except Exception as e:
+            logger.error(f"Failed to create Calendar event: {e!s}")
+            return None, None, str(e)
+
+    async def update_calendar_event(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        event_id: str,
+        summary: str | None = None,
+        start_time: str | None = None,
+        end_time: str | None = None,
+        timezone: str | None = None,
+        description: str | None = None,
+        location: str | None = None,
+        attendees: list[str] | None = None,
+        calendar_id: str = "primary",
+    ) -> tuple[str | None, str | None, str | None]:
+        """Patch an existing Google Calendar event via ``GOOGLECALENDAR_PATCH_EVENT``.
+
+        Uses PATCH (not PUT) semantics so omitted fields are preserved.
+
+        Returns:
+            Tuple of (event_id, html_link, error).
+        """
+        try:
+            params: dict[str, Any] = {
+                "event_id": event_id,
+                "calendar_id": calendar_id,
+            }
+            if summary is not None:
+                params["summary"] = summary
+            if start_time is not None:
+                params["start_time"] = start_time
+            if end_time is not None:
+                params["end_time"] = end_time
+            if timezone:
+                params["timezone"] = timezone
+            if description is not None:
+                params["description"] = description
+            if location is not None:
+                params["location"] = location
+            if attendees is not None:
+                params["attendees"] = [a for a in attendees if a]
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GOOGLECALENDAR_PATCH_EVENT",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            new_event_id = event_id
+            html_link = None
+            if isinstance(payload, dict):
+                new_event_id = payload.get("id") or payload.get("event_id") or event_id
+                html_link = payload.get("htmlLink") or payload.get("html_link")
+            return new_event_id, html_link, None
+        except Exception as e:
+            logger.error(f"Failed to patch Calendar event: {e!s}")
+            return None, None, str(e)
+
+    async def delete_calendar_event(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        event_id: str,
+        calendar_id: str = "primary",
+    ) -> str | None:
+        """Delete a Google Calendar event via ``GOOGLECALENDAR_DELETE_EVENT``.
+
+        Returns the error message on failure, ``None`` on success (idempotent
+        on already-deleted events).
+        """
+        try:
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GOOGLECALENDAR_DELETE_EVENT",
+                params={
+                    "event_id": event_id,
+                    "calendar_id": calendar_id,
+                },
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return result.get("error", "Unknown error")
+            return None
+        except Exception as e:
+            logger.error(f"Failed to delete Calendar event: {e!s}")
+            return str(e)
+
+    # ===== Google Drive write methods =====
+
+    @staticmethod
+    def _drive_web_view_link(file_id: str, mime_type: str | None) -> str:
+        """Synthesize a Google Drive ``webViewLink`` from id + mimeType.
+
+        Composio's ``GOOGLEDRIVE_CREATE_FILE_FROM_TEXT`` returns flat
+        metadata (id, name, mimeType) but does not always include a
+        ``webViewLink``. We rebuild the canonical UI URL based on the
+        Workspace MIME type so callers can keep using a single field.
+        """
+        if not file_id:
+            return ""
+        mt = (mime_type or "").lower()
+        if mt == "application/vnd.google-apps.document":
+            return f"https://docs.google.com/document/d/{file_id}/edit"
+        if mt == "application/vnd.google-apps.spreadsheet":
+            return f"https://docs.google.com/spreadsheets/d/{file_id}/edit"
+        if mt == "application/vnd.google-apps.presentation":
+            return f"https://docs.google.com/presentation/d/{file_id}/edit"
+        if mt == "application/vnd.google-apps.folder":
+            return f"https://drive.google.com/drive/folders/{file_id}"
+        return f"https://drive.google.com/file/d/{file_id}/view"
+
+    async def create_drive_file_from_text(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        name: str,
+        mime_type: str,
+        content: str | None = None,
+        parent_id: str | None = None,
+    ) -> tuple[dict[str, Any] | None, str | None]:
+        """Create a Google Drive file from text via ``GOOGLEDRIVE_CREATE_FILE_FROM_TEXT``.
+
+        Composio's tool requires ``text_content`` even for "empty" files;
+        an empty string is accepted. Native Workspace types (Docs, Sheets)
+        are produced by setting ``mime_type`` to the Google Apps MIME, and
+        Drive auto-converts the text payload (e.g. CSV → Sheet).
+
+        Returns:
+            Tuple of (file_meta, error). ``file_meta`` keys:
+            ``id``, ``name``, ``mimeType``, ``webViewLink``.
+        """
+        try:
+            params: dict[str, Any] = {
+                "file_name": name,
+                "mime_type": mime_type,
+                "text_content": content if content is not None else "",
+            }
+            if parent_id:
+                params["parent_id"] = parent_id
+
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GOOGLEDRIVE_CREATE_FILE_FROM_TEXT",
+                params=params,
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return None, result.get("error", "Unknown error")
+
+            payload = self._unwrap_response_data(result.get("data", {}))
+            file_id: str | None = None
+            file_name: str | None = name
+            mime: str | None = mime_type
+            web_view_link: str | None = None
+
+            if isinstance(payload, dict):
+                file_id = (
+                    payload.get("id") or payload.get("file_id") or payload.get("fileId")
+                )
+                file_name = payload.get("name") or payload.get("file_name") or name
+                mime = payload.get("mimeType") or payload.get("mime_type") or mime_type
+                web_view_link = payload.get("webViewLink") or payload.get(
+                    "web_view_link"
+                )
+
+            if not file_id:
+                return None, "Composio response did not include a file id"
+
+            if not web_view_link:
+                web_view_link = self._drive_web_view_link(file_id, mime)
+
+            return (
+                {
+                    "id": file_id,
+                    "name": file_name,
+                    "mimeType": mime,
+                    "webViewLink": web_view_link,
+                },
+                None,
+            )
+        except Exception as e:
+            logger.error(f"Failed to create Drive file: {e!s}")
+            return None, str(e)
+
+    async def trash_drive_file(
+        self,
+        connected_account_id: str,
+        entity_id: str,
+        file_id: str,
+    ) -> str | None:
+        """Move a Google Drive file to trash via ``GOOGLEDRIVE_TRASH_FILE``.
+
+        Returns the error message on failure, ``None`` on success.
+        """
+        try:
+            result = await self.execute_tool(
+                connected_account_id=connected_account_id,
+                tool_name="GOOGLEDRIVE_TRASH_FILE",
+                params={"file_id": file_id},
+                entity_id=entity_id,
+            )
+            if not result.get("success"):
+                return result.get("error", "Unknown error")
+            return None
+        except Exception as e:
+            logger.error(f"Failed to trash Drive file: {e!s}")
+            return str(e)
+
     # ===== User Info Methods =====
 
     async def get_connected_account_email(

surfsense_backend/app/tasks/chat/stream_new_chat.py

@@ -28,9 +28,7 @@ from langchain_core.messages import HumanMessage
 from sqlalchemy.future import select
 from sqlalchemy.orm import selectinload
 
-from app.agents.multi_agent_chat import (
+from app.agents.multi_agent_chat import create_multi_agent_chat_deep_agent
-    create_surfsense_deep_agent as create_registry_deep_agent,
-)
 from app.agents.new_chat.chat_deepagent import create_surfsense_deep_agent
 from app.agents.new_chat.checkpointer import get_checkpointer
 from app.agents.new_chat.context import SurfSenseContextSchema
@@ -577,6 +575,43 @@ async def _preflight_llm(llm: Any) -> None:
         )
 
 
+async def _build_main_agent_for_thread(
+    agent_factory: Any,
+    *,
+    llm: Any,
+    search_space_id: int,
+    db_session: Any,
+    connector_service: ConnectorService,
+    checkpointer: Any,
+    user_id: str | None,
+    thread_id: int | None,
+    agent_config: AgentConfig | None,
+    firecrawl_api_key: str | None,
+    thread_visibility: ChatVisibility | None,
+    filesystem_selection: FilesystemSelection | None,
+    disabled_tools: list[str] | None = None,
+    mentioned_document_ids: list[int] | None = None,
+) -> Any:
+    """Single (re)build path so the agent factory cannot drift across
+    initial build, preflight repin, and mid-stream 429 recovery for one
+    ``thread_id``: a graph swap mid-turn would corrupt checkpointer state."""
+    return await agent_factory(
+        llm=llm,
+        search_space_id=search_space_id,
+        db_session=db_session,
+        connector_service=connector_service,
+        checkpointer=checkpointer,
+        user_id=user_id,
+        thread_id=thread_id,
+        agent_config=agent_config,
+        firecrawl_api_key=firecrawl_api_key,
+        thread_visibility=thread_visibility,
+        filesystem_selection=filesystem_selection,
+        disabled_tools=disabled_tools,
+        mentioned_document_ids=mentioned_document_ids,
+    )
+
+
 async def _settle_speculative_agent_build(task: asyncio.Task[Any]) -> None:
     """Wait for a discarded speculative agent build to release shared state.
 
@@ -2767,7 +2802,7 @@ async def stream_new_chat(
 
         _t0 = time.perf_counter()
         agent_factory = (
-            create_registry_deep_agent
+            create_multi_agent_chat_deep_agent
             if use_multi_agent
             else create_surfsense_deep_agent
         )
@@ -2776,7 +2811,8 @@ async def stream_new_chat(
         # if preflight reports 429 we will discard this future and rebuild
         # against the freshly pinned config below.
         agent_build_task = asyncio.create_task(
-            agent_factory(
+            _build_main_agent_for_thread(
+                agent_factory,
                 llm=llm,
                 search_space_id=search_space_id,
                 db_session=session,
@@ -2787,9 +2823,9 @@ async def stream_new_chat(
                 agent_config=agent_config,
                 firecrawl_api_key=firecrawl_api_key,
                 thread_visibility=visibility,
+                filesystem_selection=filesystem_selection,
                 disabled_tools=disabled_tools,
                 mentioned_document_ids=mentioned_document_ids,
-                filesystem_selection=filesystem_selection,
             ),
             name="agent_build:stream_new_chat",
         )
@@ -3466,7 +3502,8 @@ async def stream_new_chat(
                 title_task = None
 
                 _t0 = time.perf_counter()
-                agent = await create_surfsense_deep_agent(
+                agent = await _build_main_agent_for_thread(
+                    agent_factory,
                     llm=llm,
                     search_space_id=search_space_id,
                     db_session=session,
@@ -3477,9 +3514,9 @@ async def stream_new_chat(
                     agent_config=agent_config,
                     firecrawl_api_key=firecrawl_api_key,
                     thread_visibility=visibility,
+                    filesystem_selection=filesystem_selection,
                     disabled_tools=disabled_tools,
                     mentioned_document_ids=mentioned_document_ids,
-                    filesystem_selection=filesystem_selection,
                 )
                 _perf_log.info(
                     "[stream_new_chat] Runtime rate-limit recovery repinned "
@@ -4130,12 +4167,13 @@ async def stream_resume_chat(
 
         _t0 = time.perf_counter()
         agent_factory = (
-            create_registry_deep_agent
+            create_multi_agent_chat_deep_agent
             if _app_config.MULTI_AGENT_CHAT_ENABLED
             else create_surfsense_deep_agent
         )
         agent_build_task = asyncio.create_task(
-            agent_factory(
+            _build_main_agent_for_thread(
+                agent_factory,
                 llm=llm,
                 search_space_id=search_space_id,
                 db_session=session,
@@ -4224,7 +4262,8 @@ async def stream_resume_chat(
                         "fallback_config_id": llm_config_id,
                     },
                 )
-                agent = await agent_factory(
+                agent = await _build_main_agent_for_thread(
+                    agent_factory,
                     llm=llm,
                     search_space_id=search_space_id,
                     db_session=session,
@@ -4409,7 +4448,8 @@ async def stream_resume_chat(
                     raise stream_exc
 
                 _t0 = time.perf_counter()
-                agent = await create_surfsense_deep_agent(
+                agent = await _build_main_agent_for_thread(
+                    agent_factory,
                     llm=llm,
                     search_space_id=search_space_id,
                     db_session=session,
@@ -4421,6 +4461,7 @@ async def stream_resume_chat(
                     firecrawl_api_key=firecrawl_api_key,
                     thread_visibility=visibility,
                     filesystem_selection=filesystem_selection,
+                    disabled_tools=disabled_tools,
                 )
                 _perf_log.info(
                     "[stream_resume] Runtime rate-limit recovery repinned "

surfsense_backend/pyproject.toml

@@ -1,6 +1,6 @@
 [project]
 name = "surf-new-backend"
-version = "0.0.22"
+version = "0.0.23"
 description = "SurfSense Backend"
 requires-python = ">=3.12"
 dependencies = [

surfsense_backend/tests/unit/agents/multi_agent_chat/middleware/checkpointed_subagent_middleware/test_hitl_bridge.py

@@ -0,0 +1,208 @@
+"""End-to-end resume-bridge tests against a real LangGraph subagent."""
+
+from __future__ import annotations
+
+import ast
+
+import pytest
+from langchain.tools import ToolRuntime
+from langchain_core.messages import HumanMessage
+from langgraph.checkpoint.memory import InMemorySaver
+from langgraph.graph import END, START, StateGraph
+from langgraph.types import Command, interrupt
+from typing_extensions import TypedDict
+
+from app.agents.multi_agent_chat.middleware.main_agent.checkpointed_subagent_middleware.task_tool import (
+    build_task_tool_with_parent_config,
+)
+
+
+class _SubagentState(TypedDict, total=False):
+    messages: list
+    decision_text: str
+
+
+def _build_single_interrupt_subagent():
+    def approve_node(state):
+        from langchain_core.messages import AIMessage
+
+        decision = interrupt(
+            {
+                "action_requests": [
+                    {
+                        "name": "do_thing",
+                        "args": {"x": 1},
+                        "description": "test action",
+                    }
+                ],
+                "review_configs": [{}],
+            }
+        )
+        return {
+            "messages": [AIMessage(content="done")],
+            "decision_text": repr(decision),
+        }
+
+    graph = StateGraph(_SubagentState)
+    graph.add_node("approve", approve_node)
+    graph.add_edge(START, "approve")
+    graph.add_edge("approve", END)
+    return graph.compile(checkpointer=InMemorySaver())
+
+
+def _make_runtime(config: dict) -> ToolRuntime:
+    return ToolRuntime(
+        state={"messages": [HumanMessage(content="seed")]},
+        context=None,
+        config=config,
+        stream_writer=None,
+        tool_call_id="parent-tcid-1",
+        store=None,
+    )
+
+
+@pytest.mark.asyncio
+async def test_resume_bridge_dispatches_decision_into_pending_subagent():
+    """Side-channel decision must reach the subagent's pending interrupt verbatim."""
+    subagent = _build_single_interrupt_subagent()
+    task_tool = build_task_tool_with_parent_config(
+        [
+            {
+                "name": "approver",
+                "description": "approves things",
+                "runnable": subagent,
+            }
+        ]
+    )
+
+    parent_config: dict = {
+        "configurable": {"thread_id": "shared-thread"},
+        "recursion_limit": 100,
+    }
+    await subagent.ainvoke({"messages": [HumanMessage(content="seed")]}, parent_config)
+    snap = await subagent.aget_state(parent_config)
+    assert snap.tasks and snap.tasks[0].interrupts, (
+        "fixture broken: subagent should be paused on its interrupt"
+    )
+
+    parent_config["configurable"]["surfsense_resume_value"] = {
+        "decisions": ["APPROVED"]
+    }
+    runtime = _make_runtime(parent_config)
+
+    result = await task_tool.coroutine(
+        description="please approve",
+        subagent_type="approver",
+        runtime=runtime,
+    )
+
+    assert isinstance(result, Command)
+    update = result.update
+    assert update["decision_text"] == repr({"decisions": ["APPROVED"]})
+    assert "surfsense_resume_value" not in parent_config["configurable"]
+
+    final = await subagent.aget_state(parent_config)
+    assert not final.tasks or all(not t.interrupts for t in final.tasks)
+
+
+@pytest.mark.asyncio
+async def test_pending_interrupt_without_resume_value_raises_runtime_error():
+    """Bridge must fail loud rather than silently replay the user's interrupt."""
+    subagent = _build_single_interrupt_subagent()
+    task_tool = build_task_tool_with_parent_config(
+        [
+            {
+                "name": "approver",
+                "description": "approves things",
+                "runnable": subagent,
+            }
+        ]
+    )
+
+    parent_config: dict = {
+        "configurable": {"thread_id": "guard-thread"},
+        "recursion_limit": 100,
+    }
+    await subagent.ainvoke({"messages": [HumanMessage(content="seed")]}, parent_config)
+    snap = await subagent.aget_state(parent_config)
+    assert snap.tasks and snap.tasks[0].interrupts, "fixture broken"
+
+    runtime = _make_runtime(parent_config)
+
+    with pytest.raises(RuntimeError, match="resume bridge is broken"):
+        await task_tool.coroutine(
+            description="please approve",
+            subagent_type="approver",
+            runtime=runtime,
+        )
+
+
+def _build_bundle_subagent():
+    def bundle_node(state):
+        from langchain_core.messages import AIMessage
+
+        decision = interrupt(
+            {
+                "action_requests": [
+                    {"name": "create_a", "args": {}, "description": ""},
+                    {"name": "create_b", "args": {}, "description": ""},
+                    {"name": "create_c", "args": {}, "description": ""},
+                ],
+                "review_configs": [{}, {}, {}],
+            }
+        )
+        return {
+            "messages": [AIMessage(content="bundle-done")],
+            "decision_text": repr(decision),
+        }
+
+    graph = StateGraph(_SubagentState)
+    graph.add_node("bundle", bundle_node)
+    graph.add_edge(START, "bundle")
+    graph.add_edge("bundle", END)
+    return graph.compile(checkpointer=InMemorySaver())
+
+
+@pytest.mark.asyncio
+async def test_bundle_three_mixed_decisions_arrive_in_order():
+    """Approve / edit / reject for a 3-action bundle must land at ordinals 0/1/2."""
+    subagent = _build_bundle_subagent()
+    task_tool = build_task_tool_with_parent_config(
+        [
+            {
+                "name": "bundler",
+                "description": "creates a bundle",
+                "runnable": subagent,
+            }
+        ]
+    )
+
+    parent_config: dict = {
+        "configurable": {"thread_id": "bundle-thread"},
+        "recursion_limit": 100,
+    }
+    await subagent.ainvoke({"messages": [HumanMessage(content="seed")]}, parent_config)
+
+    decisions_payload = {
+        "decisions": [
+            {"type": "approve", "args": {}},
+            {"type": "edit", "args": {"args": {"name": "edited-b"}}},
+            {"type": "reject", "args": {"message": "no thanks"}},
+        ]
+    }
+    parent_config["configurable"]["surfsense_resume_value"] = decisions_payload
+    runtime = _make_runtime(parent_config)
+
+    result = await task_tool.coroutine(
+        description="run bundle",
+        subagent_type="bundler",
+        runtime=runtime,
+    )
+
+    assert isinstance(result, Command)
+    received = ast.literal_eval(result.update["decision_text"])
+    assert received == decisions_payload
+    assert received["decisions"][0]["type"] == "approve"
+    assert received["decisions"][1]["type"] == "edit"
+    assert received["decisions"][1]["args"] == {"args": {"name": "edited-b"}}
+    assert received["decisions"][2]["type"] == "reject"

surfsense_backend/tests/unit/agents/multi_agent_chat/middleware/checkpointed_subagent_middleware/test_pending_interrupt.py

@@ -0,0 +1,55 @@
+"""Pins the first-wins assumption of ``get_first_pending_subagent_interrupt``.
+
+The bridge currently relies on at-most-one pending interrupt per snapshot
+(sequential tool nodes). If parallel tool calls are ever enabled, the bridge
+needs an id-aware lookup; these tests will need to be revisited at that point.
+"""
+
+from __future__ import annotations
+
+from types import SimpleNamespace
+
+from app.agents.multi_agent_chat.middleware.main_agent.checkpointed_subagent_middleware.resume import (
+    get_first_pending_subagent_interrupt,
+)
+
+
+class TestGetFirstPendingSubagentInterrupt:
+    def test_returns_first_when_multiple_top_level_interrupts_pending(self):
+        first = SimpleNamespace(id="i-1", value={"decision": "approve"})
+        second = SimpleNamespace(id="i-2", value={"decision": "reject"})
+        state = SimpleNamespace(interrupts=(first, second), tasks=())
+
+        assert get_first_pending_subagent_interrupt(state) == (
+            "i-1",
+            {"decision": "approve"},
+        )
+
+    def test_returns_first_when_multiple_subtask_interrupts_pending(self):
+        first = SimpleNamespace(id="i-A", value="approve")
+        second = SimpleNamespace(id="i-B", value="reject")
+        sub_task = SimpleNamespace(interrupts=(first, second))
+        state = SimpleNamespace(interrupts=(), tasks=(sub_task,))
+
+        assert get_first_pending_subagent_interrupt(state) == ("i-A", "approve")
+
+    def test_returns_none_when_no_interrupts(self):
+        state = SimpleNamespace(interrupts=(), tasks=())
+
+        assert get_first_pending_subagent_interrupt(state) == (None, None)
+
+    def test_returns_none_when_state_is_none(self):
+        assert get_first_pending_subagent_interrupt(None) == (None, None)
+
+    def test_skips_interrupts_with_none_value(self):
+        empty = SimpleNamespace(id="i-empty", value=None)
+        real = SimpleNamespace(id="i-real", value="approve")
+        state = SimpleNamespace(interrupts=(empty, real), tasks=())
+
+        assert get_first_pending_subagent_interrupt(state) == ("i-real", "approve")
+
+    def test_normalizes_non_string_id_to_none(self):
+        interrupt = SimpleNamespace(id=12345, value="approve")
+        state = SimpleNamespace(interrupts=(interrupt,), tasks=())
+
+        assert get_first_pending_subagent_interrupt(state) == (None, "approve")

surfsense_backend/tests/unit/agents/multi_agent_chat/middleware/checkpointed_subagent_middleware/test_resume_helpers.py

@@ -0,0 +1,71 @@
+"""Resume side-channel must be read exactly once per turn."""
+
+from __future__ import annotations
+
+from langchain.tools import ToolRuntime
+
+from app.agents.multi_agent_chat.middleware.main_agent.checkpointed_subagent_middleware.config import (
+    consume_surfsense_resume,
+    has_surfsense_resume,
+)
+
+
+def _runtime_with_config(config: dict) -> ToolRuntime:
+    return ToolRuntime(
+        state=None,
+        context=None,
+        config=config,
+        stream_writer=None,
+        tool_call_id="tcid-test",
+        store=None,
+    )
+
+
+class TestConsumeSurfsenseResume:
+    def test_pops_value_on_first_call(self):
+        runtime = _runtime_with_config(
+            {"configurable": {"surfsense_resume_value": {"decisions": ["approve"]}}}
+        )
+
+        assert consume_surfsense_resume(runtime) == {"decisions": ["approve"]}
+
+    def test_second_call_returns_none(self):
+        configurable: dict = {"surfsense_resume_value": {"decisions": ["approve"]}}
+        runtime = _runtime_with_config({"configurable": configurable})
+
+        consume_surfsense_resume(runtime)
+
+        assert consume_surfsense_resume(runtime) is None
+        assert "surfsense_resume_value" not in configurable
+
+    def test_returns_none_when_no_payload_queued(self):
+        runtime = _runtime_with_config({"configurable": {}})
+
+        assert consume_surfsense_resume(runtime) is None
+
+    def test_returns_none_when_configurable_missing(self):
+        runtime = _runtime_with_config({})
+
+        assert consume_surfsense_resume(runtime) is None
+
+
+class TestHasSurfsenseResume:
+    def test_true_when_payload_queued(self):
+        runtime = _runtime_with_config(
+            {"configurable": {"surfsense_resume_value": "approve"}}
+        )
+
+        assert has_surfsense_resume(runtime) is True
+
+    def test_does_not_consume_payload(self):
+        configurable = {"surfsense_resume_value": "approve"}
+        runtime = _runtime_with_config({"configurable": configurable})
+
+        has_surfsense_resume(runtime)
+
+        assert configurable == {"surfsense_resume_value": "approve"}
+
+    def test_false_when_payload_absent(self):
+        runtime = _runtime_with_config({"configurable": {}})
+
+        assert has_surfsense_resume(runtime) is False

surfsense_backend/tests/unit/agents/multi_agent_chat/subagents/shared/test_subagent_builder.py

@@ -0,0 +1,96 @@
+"""Subagent resilience contract: ``extra_middleware`` reaches the agent chain."""
+
+from __future__ import annotations
+
+from collections.abc import AsyncIterator, Iterator
+from typing import Any
+
+import pytest
+from langchain.agents import create_agent
+from langchain.agents.middleware import ModelFallbackMiddleware
+from langchain_core.callbacks import (
+    AsyncCallbackManagerForLLMRun,
+    CallbackManagerForLLMRun,
+)
+from langchain_core.language_models.chat_models import BaseChatModel
+from langchain_core.language_models.fake_chat_models import (
+    FakeMessagesListChatModel,
+)
+from langchain_core.messages import AIMessage, BaseMessage, HumanMessage
+from langchain_core.outputs import ChatGeneration, ChatResult
+
+from app.agents.multi_agent_chat.subagents.shared.subagent_builder import (
+    pack_subagent,
+)
+
+
+class RateLimitError(Exception):
+    """Name matches the scoped-fallback eligibility allowlist."""
+
+
+class _AlwaysFailingChatModel(BaseChatModel):
+    @property
+    def _llm_type(self) -> str:
+        return "always-failing-test-model"
+
+    def _generate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: CallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        msg = "primary llm exploded"
+        raise RateLimitError(msg)
+
+    async def _agenerate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: AsyncCallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        msg = "primary llm exploded"
+        raise RateLimitError(msg)
+
+    def _stream(self, *args: Any, **kwargs: Any) -> Iterator[ChatGeneration]:
+        msg = "primary llm exploded"
+        raise RateLimitError(msg)
+
+    async def _astream(
+        self, *args: Any, **kwargs: Any
+    ) -> AsyncIterator[ChatGeneration]:
+        msg = "primary llm exploded"
+        raise RateLimitError(msg)
+        yield  # pragma: no cover - unreachable, satisfies async generator typing
+
+
+@pytest.mark.asyncio
+async def test_subagent_recovers_when_primary_llm_fails():
+    """Fallback in ``extra_middleware`` must finish the turn when primary raises."""
+    primary = _AlwaysFailingChatModel()
+    fallback = FakeMessagesListChatModel(
+        responses=[AIMessage(content="recovered via fallback")]
+    )
+
+    spec = pack_subagent(
+        name="resilience_test",
+        description="test subagent",
+        system_prompt="be helpful",
+        tools=[],
+        model=primary,
+        extra_middleware=[ModelFallbackMiddleware(fallback)],
+    )
+
+    agent = create_agent(
+        model=spec["model"],
+        tools=spec["tools"],
+        middleware=spec["middleware"],
+        system_prompt=spec["system_prompt"],
+    )
+
+    result = await agent.ainvoke({"messages": [HumanMessage(content="hi")]})
+
+    final = result["messages"][-1]
+    assert isinstance(final, AIMessage)
+    assert final.content == "recovered via fallback"

surfsense_backend/tests/unit/agents/new_chat/middleware/test_scoped_model_fallback.py

@@ -0,0 +1,128 @@
+"""``ScopedModelFallbackMiddleware`` triggers fallback only on provider errors."""
+
+from __future__ import annotations
+
+from collections.abc import AsyncIterator, Iterator
+from typing import Any
+
+import pytest
+from langchain_core.callbacks import (
+    AsyncCallbackManagerForLLMRun,
+    CallbackManagerForLLMRun,
+)
+from langchain_core.language_models.chat_models import BaseChatModel
+from langchain_core.messages import AIMessage, BaseMessage
+from langchain_core.outputs import ChatGeneration, ChatResult
+
+
+class _RaisingChatModel(BaseChatModel):
+    exc_to_raise: Any
+
+    @property
+    def _llm_type(self) -> str:
+        return "raising-test-model"
+
+    def _generate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: CallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        raise self.exc_to_raise
+
+    async def _agenerate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: AsyncCallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        raise self.exc_to_raise
+
+    def _stream(self, *args: Any, **kwargs: Any) -> Iterator[ChatGeneration]:
+        raise self.exc_to_raise
+
+    async def _astream(
+        self, *args: Any, **kwargs: Any
+    ) -> AsyncIterator[ChatGeneration]:
+        raise self.exc_to_raise
+        yield  # pragma: no cover - unreachable
+
+
+class _RecordingChatModel(BaseChatModel):
+    response_text: str = "fallback-ok"
+    call_count: int = 0
+
+    @property
+    def _llm_type(self) -> str:
+        return "recording-test-model"
+
+    def _generate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: CallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        self.call_count += 1
+        return ChatResult(
+            generations=[ChatGeneration(message=AIMessage(content=self.response_text))]
+        )
+
+    async def _agenerate(
+        self,
+        messages: list[BaseMessage],
+        stop: list[str] | None = None,
+        run_manager: AsyncCallbackManagerForLLMRun | None = None,
+        **kwargs: Any,
+    ) -> ChatResult:
+        return self._generate(messages, stop, None, **kwargs)
+
+
+class RateLimitError(Exception):
+    """Name matches the scoped-fallback eligibility allowlist."""
+
+
+def _build_agent(primary: BaseChatModel, fallback: BaseChatModel):
+    from langchain.agents import create_agent
+
+    from app.agents.new_chat.middleware.scoped_model_fallback import (
+        ScopedModelFallbackMiddleware,
+    )
+
+    return create_agent(
+        model=primary,
+        tools=[],
+        middleware=[ScopedModelFallbackMiddleware(fallback)],
+        system_prompt="be helpful",
+    )
+
+
+@pytest.mark.asyncio
+async def test_provider_errors_trigger_fallback():
+    """Eligible exception names must drive the fallback chain."""
+    primary = _RaisingChatModel(exc_to_raise=RateLimitError("429 from provider"))
+    fallback = _RecordingChatModel(response_text="recovered")
+
+    agent = _build_agent(primary, fallback)
+    result = await agent.ainvoke({"messages": [("user", "hi")]})
+
+    final = result["messages"][-1]
+    assert isinstance(final, AIMessage)
+    assert final.content == "recovered"
+    assert fallback.call_count == 1
+
+
+@pytest.mark.asyncio
+async def test_programming_errors_propagate_without_invoking_fallback():
+    """Non-eligible exceptions must propagate; fallback must not be invoked."""
+    primary = _RaisingChatModel(exc_to_raise=KeyError("missing_state_field"))
+    fallback = _RecordingChatModel(response_text="should-never-arrive")
+
+    agent = _build_agent(primary, fallback)
+
+    with pytest.raises(KeyError, match="missing_state_field"):
+        await agent.ainvoke({"messages": [("user", "hi")]})
+
+    assert fallback.call_count == 0

surfsense_backend/tests/unit/middleware/test_knowledge_search.py

@@ -202,6 +202,15 @@ class FakeBudgetLLM:
 
 
 class TestKnowledgeBaseSearchMiddlewarePlanner:
+    @pytest.fixture(autouse=True)
+    def _disable_planner_runnable(self, monkeypatch):
+        # ``FakeLLM`` is a duck-typed mock; ``create_agent`` (used when the
+        # planner Runnable path is enabled) calls ``.bind()`` on the LLM,
+        # which the mock does not implement. Pin the flag off so the
+        # planner falls through to the legacy ``self.llm.ainvoke`` path
+        # these tests assert against (``llm.calls[0]["config"]``).
+        monkeypatch.setenv("SURFSENSE_ENABLE_KB_PLANNER_RUNNABLE", "false")
+
     def test_render_recent_conversation_prefers_latest_messages_under_budget(self):
         messages = [
             HumanMessage(content="old user context " * 40),

surfsense_backend/uv.lock

@@ -7947,7 +7947,7 @@ wheels = [
 
 [[package]]
 name = "surf-new-backend"
-version = "0.0.22"
+version = "0.0.23"
 source = { editable = "." }
 dependencies = [
     { name = "alembic" },

surfsense_browser_extension/package.json

@@ -1,7 +1,7 @@
 {
 	"name": "surfsense_browser_extension",
 	"displayName": "Surfsense Browser Extension",
-	"version": "0.0.22",
+	"version": "0.0.23",
 	"description": "Extension to collect Browsing History for SurfSense.",
 	"author": "https://github.com/MODSetter",
 	"engines": {

surfsense_desktop/package.json

@@ -1,6 +1,6 @@
 {
   "name": "surfsense-desktop",
-  "version": "0.0.22",
+  "version": "0.0.23",
   "description": "SurfSense Desktop App",
   "main": "dist/main.js",
   "scripts": {

surfsense_web/components/editor/plate-editor.tsx

@@ -11,6 +11,7 @@ import { EditorSaveContext } from "@/components/editor/editor-save-context";
 import { CitationKit, injectCitationNodes } from "@/components/editor/plugins/citation-kit";
 import { type EditorPreset, presetMap } from "@/components/editor/presets";
 import { escapeMdxExpressions } from "@/components/editor/utils/escape-mdx";
+import { safeDeserializeMarkdown } from "@/components/editor/utils/safe-deserialize";
 import { Editor, EditorContainer } from "@/components/ui/editor";
 import { preprocessCitationMarkdown } from "@/lib/citations/citation-parser";
 
@@ -169,15 +170,17 @@ export function PlateEditor({
 			: markdown
 				? (editor) => {
 						if (!enableCitations) {
-							return editor
+							return safeDeserializeMarkdown(
-								.getApi(MarkdownPlugin)
+								editor,
-								.markdown.deserialize(escapeMdxExpressions(markdown));
+								escapeMdxExpressions(markdown)
+							) as Value;
 						}
 						const { content: rewritten, urlMap } = preprocessCitationMarkdown(markdown);
-						const value = editor
+						const value = safeDeserializeMarkdown(
-							.getApi(MarkdownPlugin)
+							editor,
-							.markdown.deserialize(escapeMdxExpressions(rewritten));
+							escapeMdxExpressions(rewritten)
-						return injectCitationNodes(value as Descendant[], urlMap) as Value;
+						);
+						return injectCitationNodes(value, urlMap) as Value;
 					}
 				: undefined,
 	});
@@ -200,14 +203,13 @@ export function PlateEditor({
 			let newValue: Descendant[];
 			if (enableCitations) {
 				const { content: rewritten, urlMap } = preprocessCitationMarkdown(markdown);
-				const deserialized = editor
+				const deserialized = safeDeserializeMarkdown(
-					.getApi(MarkdownPlugin)
+					editor,
-					.markdown.deserialize(escapeMdxExpressions(rewritten)) as Descendant[];
+					escapeMdxExpressions(rewritten)
+				);
 				newValue = injectCitationNodes(deserialized, urlMap);
 			} else {
-				newValue = editor
+				newValue = safeDeserializeMarkdown(editor, escapeMdxExpressions(markdown));
-					.getApi(MarkdownPlugin)
-					.markdown.deserialize(escapeMdxExpressions(markdown)) as Descendant[];
 			}
 			editor.tf.reset();
 			editor.tf.setValue(newValue as Value);

surfsense_web/components/editor/utils/safe-deserialize.ts

@@ -0,0 +1,64 @@
+// ---------------------------------------------------------------------------
+// Safe markdown deserialization for the Plate editor
+// ---------------------------------------------------------------------------
+// `remark-mdx` treats any HTML-like tag as JSX, so unbalanced inline HTML
+// (very common in GitHub READMEs, web-scraped pages, PDF conversions) makes
+// it throw "Expected a closing tag for `<a>`" and crash the editor.
+//
+// Per the MDX maintainers' guidance (mdx-js/mdx, ipikuka/next-mdx-remote-client
+// #14), MDX is the wrong format for untrusted markdown and the recommended
+// fix is to fall back to plain markdown parsing. `MarkdownPlugin.deserialize`
+// accepts a per-call `remarkPlugins` override, so we can:
+//
+//   1. Try with `remarkMdx` (rich MDX features, e.g. JSX-style components).
+//   2. On failure, retry without `remarkMdx` (lenient HTML, like GitHub).
+//   3. As a last resort, render the raw source in a paragraph so the user
+//      never sees a crashed editor.
+// ---------------------------------------------------------------------------
+
+import { MarkdownPlugin, remarkMdx } from "@platejs/markdown";
+import type { Descendant } from "platejs";
+import remarkGfm from "remark-gfm";
+import remarkMath from "remark-math";
+import type { PlateEditorInstance } from "@/components/editor/plate-editor";
+
+const STRICT_PLUGINS = [remarkGfm, remarkMath, remarkMdx];
+const LENIENT_PLUGINS = [remarkGfm, remarkMath];
+
+function plainTextFallback(markdown: string): Descendant[] {
+	return [
+		{
+			type: "p",
+			children: [{ text: markdown }],
+		} as unknown as Descendant,
+	];
+}
+
+/**
+ * Deserialize markdown into a Plate value, gracefully degrading when the
+ * MDX-strict parser rejects raw HTML. Always returns a renderable value;
+ * never throws.
+ */
+export function safeDeserializeMarkdown(
+	editor: PlateEditorInstance,
+	markdown: string
+): Descendant[] {
+	const api = editor.getApi(MarkdownPlugin).markdown;
+
+	try {
+		return api.deserialize(markdown, { remarkPlugins: STRICT_PLUGINS }) as Descendant[];
+	} catch (mdxError) {
+		if (process.env.NODE_ENV !== "production") {
+			console.warn(
+				"[plate-editor] MDX parse failed, retrying without remark-mdx:",
+				mdxError
+			);
+		}
+		try {
+			return api.deserialize(markdown, { remarkPlugins: LENIENT_PLUGINS }) as Descendant[];
+		} catch (fallbackError) {
+			console.error("[plate-editor] markdown deserialize failed:", fallbackError);
+			return plainTextFallback(markdown);
+		}
+	}
+}

surfsense_web/next.config.ts

@@ -29,6 +29,13 @@ const nextConfig: NextConfig = {
 				hostname: "**",
 			},
 		],
+		// Allow remote SVGs (e.g. README badges from img.shields.io, trendshift.io,
+		// etc.) which are otherwise blocked by next/image. The CSP below sandboxes
+		// the SVG and forbids any embedded scripts, which is the mitigation
+		// recommended by Vercel's NEXTJS_SAFE_SVG_IMAGES conformance rule.
+		dangerouslyAllowSVG: true,
+		contentDispositionType: "attachment",
+		contentSecurityPolicy: "default-src 'self'; script-src 'none'; sandbox;",
 	},
 	experimental: {
 		optimizePackageImports: [

surfsense_web/package.json

@@ -1,6 +1,6 @@
 {
 	"name": "surfsense_web",
-	"version": "0.0.22",
+	"version": "0.0.23",
 	"private": true,
 	"description": "SurfSense Frontend",
 	"scripts": {