diff --git a/packages/ui/src/features/sidebar/components/ProjectSwitcher.tsx b/packages/ui/src/features/sidebar/components/ProjectSwitcher.tsx
index 64c6988495..08f4520ec3 100644
--- a/packages/ui/src/features/sidebar/components/ProjectSwitcher.tsx
+++ b/packages/ui/src/features/sidebar/components/ProjectSwitcher.tsx
@@ -49,34 +49,24 @@ import {
 import { useCurrentUser } from "@posthog/ui/features/auth/useCurrentUser";
 import { useProjects } from "@posthog/ui/features/projects/useProjects";
 import { openSettings } from "@posthog/ui/features/settings/hooks/useOpenSettings";
-import {
-  holdSidebarPeek,
-  releaseSidebarPeek,
-} from "@posthog/ui/features/sidebar/sidebarPeekStore";
+import { useHoldSidebarPeek } from "@posthog/ui/features/sidebar/useHoldSidebarPeek";
 import { useWhatsNewStore } from "@posthog/ui/features/updates/whatsNewStore";
 import { openExternalUrl } from "@posthog/ui/shell/openExternal";
 import { isMac } from "@posthog/ui/utils/platform";
 import { getPostHogUrl } from "@posthog/ui/utils/urls";
 import { Avatar, Box } from "@radix-ui/themes";
 import { ChevronRightIcon } from "lucide-react";
-import { type ReactNode, useEffect, useMemo, useState } from "react";
+import { type ReactNode, useMemo, useState } from "react";
 
 // The two-line user/project card used at the bottom of the sidebar.
 export function ProjectSwitcher() {
   const [popoverOpen, setPopoverOpen] = useState(false);
 
-  // Hold the sidebar's hover-peek open while this dropdown is open: it lives in
-  // a portal anchored to the trigger, so if the peek collapsed underneath it
-  // (pointer leaving the panel, e.g. toward a submenu flyout) the menu would be
-  // left floating over the content, chasing its vanished anchor.
+  const holdPeek = useHoldSidebarPeek();
   const handleOpenChange = (next: boolean): void => {
     setPopoverOpen(next);
-    if (next) holdSidebarPeek();
-    else releaseSidebarPeek();
+    holdPeek(next);
   };
-  // Release if we unmount while the menu is open (e.g. a route change) so the
-  // hold can't outlive it.
-  useEffect(() => () => releaseSidebarPeek(), []);
 
   const currentOrgId = useAuthStateValue((state) => state.currentOrgId);
   const client = useOptionalAuthenticatedClient();
diff --git a/packages/ui/src/features/sidebar/components/TasksHeader.tsx b/packages/ui/src/features/sidebar/components/TasksHeader.tsx
index ebe4066a59..edb49e4e8e 100644
--- a/packages/ui/src/features/sidebar/components/TasksHeader.tsx
+++ b/packages/ui/src/features/sidebar/components/TasksHeader.tsx
@@ -27,6 +27,7 @@ import type { WorkspaceMode } from "@posthog/shared";
 import { useMeQuery } from "@posthog/ui/features/auth/useMeQuery";
 import { useFolders } from "@posthog/ui/features/folders/useFolders";
 import { useSidebarStore } from "@posthog/ui/features/sidebar/sidebarStore";
+import { useHoldSidebarPeek } from "@posthog/ui/features/sidebar/useHoldSidebarPeek";
 import { Tooltip } from "@posthog/ui/primitives/Tooltip";
 import { toast } from "@posthog/ui/primitives/toast";
 import { useCommandMenuStore } from "@posthog/ui/shell/commandMenuStore";
@@ -105,8 +106,10 @@ function TaskFilterMenu() {
   const { data: currentUser } = useMeQuery();
   const isStaff = currentUser?.is_staff === true;
 
+  const handleOpenChange = useHoldSidebarPeek();
+
   return (
-    <DropdownMenu>
+    <DropdownMenu onOpenChange={handleOpenChange}>
       <DropdownMenuTrigger
         render={
           <Button type="button" aria-label="Filter tasks" size="icon-sm">
diff --git a/packages/ui/src/features/sidebar/sidebarPeekStore.test.ts b/packages/ui/src/features/sidebar/sidebarPeekStore.test.ts
index 8c2188b149..640a3f73f0 100644
--- a/packages/ui/src/features/sidebar/sidebarPeekStore.test.ts
+++ b/packages/ui/src/features/sidebar/sidebarPeekStore.test.ts
@@ -13,7 +13,7 @@ const isPeeked = (): boolean => useSidebarPeekStore.getState().peek;
 describe("sidebarPeekStore", () => {
   beforeEach(() => {
     vi.useFakeTimers();
-    // Reset shared module-level state (hold flag + hide timer + peek) so each
+    // Reset shared module-level state (hold count + hide timer + peek) so each
     // case starts clean.
     cancelSidebarPeek();
   });
@@ -48,6 +48,32 @@ describe("sidebarPeekStore", () => {
     expect(isPeeked()).toBe(false);
   });
 
+  it("keeps the peek held until every holder has released", () => {
+    beginSidebarPeek();
+    holdSidebarPeek();
+    holdSidebarPeek();
+
+    releaseSidebarPeek();
+    endSidebarPeek(0);
+    vi.runAllTimers();
+    expect(isPeeked()).toBe(true);
+
+    releaseSidebarPeek();
+    endSidebarPeek(0);
+    vi.runAllTimers();
+    expect(isPeeked()).toBe(false);
+  });
+
+  it("releaseSidebarPeek without a hold does not break a later hold", () => {
+    releaseSidebarPeek();
+
+    beginSidebarPeek();
+    holdSidebarPeek();
+    endSidebarPeek(0);
+    vi.runAllTimers();
+    expect(isPeeked()).toBe(true);
+  });
+
   it("holdSidebarPeek cancels a hide that is already pending", () => {
     beginSidebarPeek();
     endSidebarPeek(200);
diff --git a/packages/ui/src/features/sidebar/sidebarPeekStore.ts b/packages/ui/src/features/sidebar/sidebarPeekStore.ts
index 7040b48b5d..faec675002 100644
--- a/packages/ui/src/features/sidebar/sidebarPeekStore.ts
+++ b/packages/ui/src/features/sidebar/sidebarPeekStore.ts
@@ -22,9 +22,9 @@ let hideTimer: ReturnType<typeof setTimeout> | null = null;
 
 // While a sidebar-spawned menu is open the peek is "held": endSidebarPeek is a
 // no-op so a pointer that leaves the panel (e.g. toward a submenu flyout) can't
-// collapse it and strand the open menu's portal anchor. Module-level to match
-// hideTimer.
-let held = false;
+// collapse it and strand the open menu's portal anchor. Counted, not boolean,
+// so one menu's release can't drop a hold another menu still needs.
+let holdCount = 0;
 
 const clearHideTimer = (): void => {
   if (hideTimer) {
@@ -43,16 +43,16 @@ export function beginSidebarPeek(): void {
 // releasing hands control back to the hover logic, which collapses the peek on
 // the next pointer move outside the panel.
 export function holdSidebarPeek(): void {
-  held = true;
+  holdCount += 1;
   clearHideTimer();
 }
 
 export function releaseSidebarPeek(): void {
-  held = false;
+  holdCount = Math.max(0, holdCount - 1);
 }
 
 export function endSidebarPeek(delayMs = 0): void {
-  if (held) return;
+  if (holdCount > 0) return;
   clearHideTimer();
   hideTimer = setTimeout(() => {
     hideTimer = null;
@@ -61,7 +61,7 @@ export function endSidebarPeek(delayMs = 0): void {
 }
 
 export function cancelSidebarPeek(): void {
-  held = false;
+  holdCount = 0;
   clearHideTimer();
   useSidebarPeekStore.getState().setPeek(false);
 }
diff --git a/packages/ui/src/features/sidebar/useHoldSidebarPeek.test.tsx b/packages/ui/src/features/sidebar/useHoldSidebarPeek.test.tsx
new file mode 100644
index 0000000000..35ab7e3e66
--- /dev/null
+++ b/packages/ui/src/features/sidebar/useHoldSidebarPeek.test.tsx
@@ -0,0 +1,71 @@
+import { act, renderHook } from "@testing-library/react";
+import { afterEach, beforeEach, describe, expect, it, vi } from "vitest";
+import {
+  beginSidebarPeek,
+  cancelSidebarPeek,
+  endSidebarPeek,
+  holdSidebarPeek,
+  useSidebarPeekStore,
+} from "./sidebarPeekStore";
+import { useHoldSidebarPeek } from "./useHoldSidebarPeek";
+
+const isPeeked = (): boolean => useSidebarPeekStore.getState().peek;
+
+const expectPeekAfterEnd = (expected: boolean): void => {
+  endSidebarPeek(0);
+  act(() => {
+    vi.runAllTimers();
+  });
+  expect(isPeeked()).toBe(expected);
+};
+
+describe("useHoldSidebarPeek", () => {
+  beforeEach(() => {
+    vi.useFakeTimers();
+    cancelSidebarPeek();
+  });
+
+  afterEach(() => {
+    cancelSidebarPeek();
+    vi.useRealTimers();
+  });
+
+  it("holds while open and releases on close", () => {
+    beginSidebarPeek();
+    const { result } = renderHook(() => useHoldSidebarPeek());
+
+    act(() => result.current(true));
+    expectPeekAfterEnd(true);
+
+    act(() => result.current(false));
+    expectPeekAfterEnd(false);
+  });
+
+  it("releases on unmount while open", () => {
+    beginSidebarPeek();
+    const { result, unmount } = renderHook(() => useHoldSidebarPeek());
+
+    act(() => result.current(true));
+    unmount();
+    expectPeekAfterEnd(false);
+  });
+
+  it("unmounting without opening leaves another holder's hold intact", () => {
+    beginSidebarPeek();
+    holdSidebarPeek();
+    const { unmount } = renderHook(() => useHoldSidebarPeek());
+
+    unmount();
+    expectPeekAfterEnd(true);
+  });
+
+  it("repeated open events acquire a single hold", () => {
+    beginSidebarPeek();
+    const { result } = renderHook(() => useHoldSidebarPeek());
+
+    act(() => result.current(true));
+    act(() => result.current(true));
+    act(() => result.current(false));
+    expectPeekAfterEnd(false);
+  });
+});
diff --git a/packages/ui/src/features/sidebar/useHoldSidebarPeek.ts b/packages/ui/src/features/sidebar/useHoldSidebarPeek.ts
new file mode 100644
index 0000000000..3b9ff67976
--- /dev/null
+++ b/packages/ui/src/features/sidebar/useHoldSidebarPeek.ts
@@ -0,0 +1,25 @@
+import {
+  holdSidebarPeek,
+  releaseSidebarPeek,
+} from "@posthog/ui/features/sidebar/sidebarPeekStore";
+import { useCallback, useEffect, useRef } from "react";
+
+// Sidebar menus render in portals; holding the peek while one is open stops the
+// sidebar collapsing underneath it and stranding the menu's anchor.
+export function useHoldSidebarPeek(): (open: boolean) => void {
+  const holdingRef = useRef(false);
+
+  useEffect(
+    () => () => {
+      if (holdingRef.current) releaseSidebarPeek();
+    },
+    [],
+  );
+
+  return useCallback((open: boolean) => {
+    if (open === holdingRef.current) return;
+    holdingRef.current = open;
+    if (open) holdSidebarPeek();
+    else releaseSidebarPeek();
+  }, []);
+}