diff --git a/surfsense_web/components/layout/ui/icon-rail/SearchSpaceAvatar.tsx b/surfsense_web/components/layout/ui/icon-rail/SearchSpaceAvatar.tsx
index 3459ebb3d..d807d5898 100644
--- a/surfsense_web/components/layout/ui/icon-rail/SearchSpaceAvatar.tsx
+++ b/surfsense_web/components/layout/ui/icon-rail/SearchSpaceAvatar.tsx
@@ -1,6 +1,7 @@
 "use client";
 
 import { Settings, Trash2, Users } from "lucide-react";
+import { useCallback, useRef, useState } from "react";
 import { useTranslations } from "next-intl";
 import {
 	ContextMenu,
@@ -9,6 +10,13 @@ import {
 	ContextMenuSeparator,
 	ContextMenuTrigger,
 } from "@/components/ui/context-menu";
+import {
+	DropdownMenu,
+	DropdownMenuContent,
+	DropdownMenuItem,
+	DropdownMenuSeparator,
+	DropdownMenuTrigger,
+} from "@/components/ui/dropdown-menu";
 import { Tooltip, TooltipContent, TooltipTrigger } from "@/components/ui/tooltip";
 import { cn } from "@/lib/utils";
 
@@ -73,6 +81,35 @@ export function SearchSpaceAvatar({
 	const initials = getInitials(name);
 	const sizeClasses = size === "sm" ? "h-8 w-8 text-xs" : "h-10 w-10 text-sm";
 
+	// Long-press state for mobile
+	const [longPressMenuOpen, setLongPressMenuOpen] = useState(false);
+	const longPressTimer = useRef<ReturnType<typeof setTimeout> | null>(null);
+	const touchMoved = useRef(false);
+
+	const handleTouchStart = useCallback(() => {
+		touchMoved.current = false;
+		longPressTimer.current = setTimeout(() => {
+			if (!touchMoved.current) {
+				setLongPressMenuOpen(true);
+			}
+		}, 500);
+	}, []);
+
+	const handleTouchMove = useCallback(() => {
+		touchMoved.current = true;
+		if (longPressTimer.current) {
+			clearTimeout(longPressTimer.current);
+			longPressTimer.current = null;
+		}
+	}, []);
+
+	const handleTouchEnd = useCallback(() => {
+		if (longPressTimer.current) {
+			clearTimeout(longPressTimer.current);
+			longPressTimer.current = null;
+		}
+	}, []);
+
 	const tooltipContent = (
 		<div className="flex flex-col">
 			<span>{name}</span>
@@ -112,26 +149,67 @@ export function SearchSpaceAvatar({
 		</button>
 	);
 
+	const menuItems = (
+		<>
+			{onSettings && (
+				<DropdownMenuItem onClick={onSettings}>
+					<Settings className="mr-2 h-4 w-4" />
+					{tCommon("settings")}
+				</DropdownMenuItem>
+			)}
+			{onSettings && onDelete && <DropdownMenuSeparator />}
+			{onDelete && isOwner && (
+				<DropdownMenuItem variant="destructive" onClick={onDelete}>
+					<Trash2 className="mr-2 h-4 w-4" />
+					{tCommon("delete")}
+				</DropdownMenuItem>
+			)}
+			{onDelete && !isOwner && (
+				<DropdownMenuItem variant="destructive" onClick={onDelete}>
+					<Trash2 className="mr-2 h-4 w-4" />
+					{t("leave")}
+				</DropdownMenuItem>
+			)}
+		</>
+	);
+
 	// If delete or settings handlers are provided, wrap with context menu
 	if (onDelete || onSettings) {
+		// Mobile: use long-press triggered DropdownMenu
+		if (disableTooltip) {
+			return (
+				<DropdownMenu open={longPressMenuOpen} onOpenChange={setLongPressMenuOpen}>
+					<DropdownMenuTrigger asChild>
+						<div
+							className="inline-block"
+							onTouchStart={handleTouchStart}
+							onTouchMove={handleTouchMove}
+							onTouchEnd={handleTouchEnd}
+							onTouchCancel={handleTouchEnd}
+						>
+							{avatarButton}
+						</div>
+					</DropdownMenuTrigger>
+					<DropdownMenuContent className="w-48">
+						{menuItems}
+					</DropdownMenuContent>
+				</DropdownMenu>
+			);
+		}
+
+		// Desktop: use right-click ContextMenu + Tooltip
 		return (
 			<ContextMenu>
-				{disableTooltip ? (
-					<ContextMenuTrigger asChild>
-						<div className="inline-block">{avatarButton}</div>
-					</ContextMenuTrigger>
-				) : (
-					<Tooltip>
-						<TooltipTrigger asChild>
-							<ContextMenuTrigger asChild>
-								<div className="inline-block">{avatarButton}</div>
-							</ContextMenuTrigger>
-						</TooltipTrigger>
-						<TooltipContent side="right" sideOffset={8}>
-							{tooltipContent}
-						</TooltipContent>
-					</Tooltip>
-				)}
+				<Tooltip>
+					<TooltipTrigger asChild>
+						<ContextMenuTrigger asChild>
+							<div className="inline-block">{avatarButton}</div>
+						</ContextMenuTrigger>
+					</TooltipTrigger>
+					<TooltipContent side="right" sideOffset={8}>
+						{tooltipContent}
+					</TooltipContent>
+				</Tooltip>
 				<ContextMenuContent className="w-48">
 					{onSettings && (
 						<ContextMenuItem onClick={onSettings}>
diff --git a/surfsense_web/components/layout/ui/sidebar/InboxSidebar.tsx b/surfsense_web/components/layout/ui/sidebar/InboxSidebar.tsx
index 353788c59..84784d71b 100644
--- a/surfsense_web/components/layout/ui/sidebar/InboxSidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/InboxSidebar.tsx
@@ -594,20 +594,15 @@ export function InboxSidebar({
 						{/* Mobile: Button that opens bottom drawer */}
 						{isMobile ? (
 							<>
-								<Tooltip>
-									<TooltipTrigger asChild>
-										<Button
-											variant="ghost"
-											size="icon"
-											className="h-8 w-8 rounded-full"
-											onClick={() => setFilterDrawerOpen(true)}
-										>
-											<ListFilter className="h-4 w-4 text-muted-foreground" />
-											<span className="sr-only">{t("filter") || "Filter"}</span>
-										</Button>
-									</TooltipTrigger>
-									<TooltipContent className="z-80">{t("filter") || "Filter"}</TooltipContent>
-								</Tooltip>
+							<Button
+								variant="ghost"
+								size="icon"
+								className="h-8 w-8 rounded-full"
+								onClick={() => setFilterDrawerOpen(true)}
+							>
+								<ListFilter className="h-4 w-4 text-muted-foreground" />
+								<span className="sr-only">{t("filter") || "Filter"}</span>
+							</Button>
 								<Drawer
 									open={filterDrawerOpen}
 									onOpenChange={setFilterDrawerOpen}
@@ -811,6 +806,18 @@ export function InboxSidebar({
 								</DropdownMenuContent>
 							</DropdownMenu>
 						)}
+					{isMobile ? (
+						<Button
+							variant="ghost"
+							size="icon"
+							className="h-8 w-8 rounded-full"
+							onClick={handleMarkAllAsRead}
+							disabled={totalUnreadCount === 0}
+						>
+							<CheckCheck className="h-4 w-4 text-muted-foreground" />
+							<span className="sr-only">{t("mark_all_read") || "Mark all as read"}</span>
+						</Button>
+					) : (
 						<Tooltip>
 							<TooltipTrigger asChild>
 								<Button
@@ -828,6 +835,7 @@ export function InboxSidebar({
 								{t("mark_all_read") || "Mark all as read"}
 							</TooltipContent>
 						</Tooltip>
+					)}
 						{/* Dock/Undock button - desktop only */}
 						{!isMobile && onDockedChange && (
 							<Tooltip>
@@ -976,6 +984,29 @@ export function InboxSidebar({
 										isMarkingAsRead && "opacity-50 pointer-events-none"
 									)}
 								>
+								{isMobile ? (
+									<button
+										type="button"
+										onClick={() => handleItemClick(item)}
+										disabled={isMarkingAsRead}
+										className="flex items-center gap-3 flex-1 min-w-0 text-left overflow-hidden"
+									>
+										<div className="shrink-0">{getStatusIcon(item)}</div>
+										<div className="flex-1 min-w-0 overflow-hidden">
+											<p
+												className={cn(
+													"text-xs font-medium line-clamp-2",
+													!item.read && "font-semibold"
+												)}
+											>
+												{item.title}
+											</p>
+											<p className="text-[11px] text-muted-foreground line-clamp-2 mt-0.5">
+												{convertRenderedToDisplay(item.message)}
+											</p>
+										</div>
+									</button>
+								) : (
 									<Tooltip>
 										<TooltipTrigger asChild>
 											<button
@@ -1007,6 +1038,7 @@ export function InboxSidebar({
 											</p>
 										</TooltipContent>
 									</Tooltip>
+								)}
 
 									{/* Time and unread dot - fixed width to prevent content shift */}
 									<div className="flex items-center justify-end gap-1.5 shrink-0 w-10">
diff --git a/surfsense_web/components/layout/ui/sidebar/Sidebar.tsx b/surfsense_web/components/layout/ui/sidebar/Sidebar.tsx
index 5b1fb26f5..49f5a1de6 100644
--- a/surfsense_web/components/layout/ui/sidebar/Sidebar.tsx
+++ b/surfsense_web/components/layout/ui/sidebar/Sidebar.tsx
@@ -149,8 +149,18 @@ export function Sidebar({
 						defaultOpen={true}
 						fillHeight={false}
 						className="shrink-0 max-h-[50%] flex flex-col"
-						action={
-							onViewAllSharedChats ? (
+					action={
+						onViewAllSharedChats ? (
+							disableTooltips ? (
+								<Button
+									variant="ghost"
+									size="icon"
+									className="h-8 w-8 shrink-0 hover:bg-transparent hover:text-current focus-visible:ring-0"
+									onClick={onViewAllSharedChats}
+								>
+									<FolderOpen className="h-4 w-4" />
+								</Button>
+							) : (
 								<Tooltip>
 									<TooltipTrigger asChild>
 										<Button
@@ -166,10 +176,11 @@ export function Sidebar({
 										{t("view_all_shared_chats") || "View all shared chats"}
 									</TooltipContent>
 								</Tooltip>
-							) : undefined
-						}
-					>
-						{isLoadingChats ? (
+							)
+						) : undefined
+					}
+				>
+					{isLoadingChats ? (
 							<div className="flex flex-col gap-0.5">
 								<ChatListItemSkeleton />
 								<ChatListItemSkeleton />
@@ -210,8 +221,18 @@ export function Sidebar({
 						title={t("chats")}
 						defaultOpen={true}
 						fillHeight={true}
-						action={
-							onViewAllPrivateChats ? (
+					action={
+						onViewAllPrivateChats ? (
+							disableTooltips ? (
+								<Button
+									variant="ghost"
+									size="icon"
+									className="h-8 w-8 shrink-0 hover:bg-transparent hover:text-current focus-visible:ring-0"
+									onClick={onViewAllPrivateChats}
+								>
+									<FolderOpen className="h-4 w-4" />
+								</Button>
+							) : (
 								<Tooltip>
 									<TooltipTrigger asChild>
 										<Button
@@ -227,8 +248,9 @@ export function Sidebar({
 										{t("view_all_private_chats") || "View all private chats"}
 									</TooltipContent>
 								</Tooltip>
-							) : undefined
-						}
+							)
+						) : undefined
+					}
 					>
 						{isLoadingChats ? (
 							<div className="flex flex-col gap-0.5">