diff --git a/apps/web/src/components/AppSidebarLayout.tsx b/apps/web/src/components/AppSidebarLayout.tsx
index 8e4baf20451c8..7fc5a2b6be00b 100644
--- a/apps/web/src/components/AppSidebarLayout.tsx
+++ b/apps/web/src/components/AppSidebarLayout.tsx
@@ -20,6 +20,7 @@ import {
 import { getLocalStorageItem, removeLocalStorageItem } from "../hooks/useLocalStorage";
 import {
   isRichTextBoldShortcut,
+  isSidebarToggleShortcut,
   resolveShortcutCommand,
   shortcutLabelForCommand,
 } from "../keybindings";
@@ -347,15 +348,17 @@ function SidebarControl({ showSidebar }: { readonly showSidebar: boolean }) {
         // the toggle stays available everywhere else.
         return;
       }
-      const command = resolveShortcutCommand(event, keybindings, {
-        context: {
-          terminalFocus: isTerminalFocused(),
-          previewFocus: isPreviewFocused(),
-          ...readRoutePanelsOpen(router),
-          usagePageOpen,
-        },
-      });
-      if (command !== "sidebar.toggle") return;
+      if (
+        !isSidebarToggleShortcut(event, keybindings, {
+          context: {
+            terminalFocus: isTerminalFocused(),
+            previewFocus: isPreviewFocused(),
+            ...readRoutePanelsOpen(router),
+            usagePageOpen,
+          },
+        })
+      )
+        return;
 
       event.preventDefault();
       event.stopPropagation();
diff --git a/apps/web/src/keybindings.test.ts b/apps/web/src/keybindings.test.ts
index 3b596f838fa0d..fb6f719bb2346 100644
--- a/apps/web/src/keybindings.test.ts
+++ b/apps/web/src/keybindings.test.ts
@@ -15,6 +15,7 @@ import {
   effectiveShortcutsForCommand,
   formatShortcutLabel,
   isRichTextBoldShortcut,
+  isSidebarToggleShortcut,
   isTerminalNewShortcut,
   isTerminalSplitShortcut,
   resolveChatShortcutCommand,
@@ -813,6 +814,33 @@ describe("isRichTextBoldShortcut", () => {
   });
 });
 
+describe("isSidebarToggleShortcut", () => {
+  it("leaves Ctrl+B to a focused terminal, where it is the tmux prefix", () => {
+    const ctrlB = event({ key: "b", ctrlKey: true });
+    assert.isFalse(
+      isSidebarToggleShortcut(ctrlB, DEFAULT_BINDINGS, {
+        platform: "Linux",
+        context: { terminalFocus: true },
+      }),
+    );
+    assert.isTrue(
+      isSidebarToggleShortcut(ctrlB, DEFAULT_BINDINGS, {
+        platform: "Linux",
+        context: { terminalFocus: false },
+      }),
+    );
+  });
+
+  it("keeps Cmd+B toggling the sidebar from a focused terminal on macOS", () => {
+    assert.isTrue(
+      isSidebarToggleShortcut(event({ key: "b", metaKey: true }), DEFAULT_BINDINGS, {
+        platform: "MacIntel",
+        context: { terminalFocus: true },
+      }),
+    );
+  });
+});
+
 describe("composer and pull request shortcuts", () => {
   it("uses the dictation chord outside the terminal and preserves terminal split", () => {
     const chord = event({ key: "d", ctrlKey: true, shiftKey: true });
diff --git a/apps/web/src/keybindings.ts b/apps/web/src/keybindings.ts
index 75f617d3cca86..88a30f76b675d 100644
--- a/apps/web/src/keybindings.ts
+++ b/apps/web/src/keybindings.ts
@@ -379,6 +379,16 @@ export function isDiffToggleShortcut(
   return matchesCommandShortcut(event, keybindings, "diff.toggle", options);
 }
 
+export function isSidebarToggleShortcut(
+  event: ShortcutEventLike,
+  keybindings: ResolvedKeybindingsConfig,
+  options?: ShortcutMatchOptions,
+): boolean {
+  // A focused terminal owns Ctrl chords, such as tmux's Ctrl+B prefix; Cmd never reaches it.
+  if (event.ctrlKey && options?.context?.terminalFocus) return false;
+  return matchesCommandShortcut(event, keybindings, "sidebar.toggle", options);
+}
+
 export function isOpenFavoriteEditorShortcut(
   event: ShortcutEventLike,
   keybindings: ResolvedKeybindingsConfig,
diff --git a/docs/user/keybindings.md b/docs/user/keybindings.md
index 3e4d47e7c9433..ff1e8d06cefdb 100644
--- a/docs/user/keybindings.md
+++ b/docs/user/keybindings.md
@@ -206,6 +206,8 @@ if the browser takes it first.
 
 Many defaults include `!terminalFocus` so they do not intercept terminal input.
 Keep that condition when remapping them if you want the same behavior.
+`sidebar.toggle` never takes a Ctrl chord from a focused terminal, so tmux's `Ctrl+B`
+prefix reaches it. On macOS, `Cmd+B` still toggles the sidebar there.
 
 ## Desktop quit shortcut