diff --git a/apps/web/src/components/ChatPane.tsx b/apps/web/src/components/ChatPane.tsx
index 79cc7de21c..f704a6cba5 100644
--- a/apps/web/src/components/ChatPane.tsx
+++ b/apps/web/src/components/ChatPane.tsx
@@ -540,7 +540,10 @@ interface Props {
   composerPlaceholder?: string;
   onSubmitQuestionForm?: QuestionFormSubmitHandler;
   questionFormSubmitDisabled?: boolean;
-  onContinueRemainingTasks?: (assistantMessage: ChatMessage, todos: TodoItem[]) => void;
+  onContinueRemainingTasks?: (
+    assistantMessage: ChatMessage,
+    todos: TodoItem[],
+  ) => boolean | void | Promise<boolean | void>;
   onAssistantFeedback?: (assistantMessage: ChatMessage, change: ChatMessageFeedbackChange) => void;
   // Client-side action for a brand-browser-assist od-card: open/focus the
   // Browser tab. Routed through the stable callbacks ref.
@@ -2685,6 +2688,7 @@ export function ChatPane({
           <PinnedTodoSlot
             messages={displayMessages}
             streaming={streaming}
+            conversationId={activeConversationId}
             onContinueRemainingTasks={onContinueRemainingTasks}
             containerRef={pinnedTodoRef}
           />
@@ -3395,14 +3399,32 @@ function includeVirtualRowByKey<T extends { key: string }>(
 function PinnedTodoSlot({
   messages,
   streaming,
+  conversationId,
   onContinueRemainingTasks,
   containerRef,
 }: {
   messages: ChatMessage[];
   streaming: boolean;
-  onContinueRemainingTasks?: (assistantMessage: ChatMessage, todos: TodoItem[]) => void;
+  conversationId: string | null;
+  onContinueRemainingTasks?: (
+    assistantMessage: ChatMessage,
+    todos: TodoItem[],
+  ) => boolean | void | Promise<boolean | void>;
   containerRef?: MutableRefObject<HTMLDivElement | null>;
 }) {
+  const storageKey = `od:chat:continued-todo:${conversationId ?? 'none'}`;
+  const [dismissal, setDismissal] = useState(() => ({
+    storageKey,
+    snapshotKey: readContinuedTodoSnapshotKey(storageKey),
+  }));
+  useEffect(() => {
+    setDismissal({
+      storageKey,
+      snapshotKey: readContinuedTodoSnapshotKey(storageKey),
+    });
+  }, [storageKey]);
+  const dismissedSnapshotKey =
+    dismissal.storageKey === storageKey ? dismissal.snapshotKey : null;
   const input = latestTodoWriteInputForPinnedCard(messages);
   if (input == null) return null;
 
@@ -3413,6 +3435,19 @@ function PinnedTodoSlot({
         (event) => event.kind === 'tool_use' && isTodoWriteToolName(event.name),
       ),
   );
+  const ownerTodoEvent = owner?.events
+    ? [...owner.events].reverse().find(
+        (event) => event.kind === 'tool_use' && isTodoWriteToolName(event.name),
+      )
+    : undefined;
+  const snapshotKey =
+    owner &&
+    ownerTodoEvent &&
+    'id' in ownerTodoEvent &&
+    typeof ownerTodoEvent.id === 'string'
+      ? `${owner.id}:${ownerTodoEvent.id}`
+      : null;
+  if (snapshotKey != null && snapshotKey === dismissedSnapshotKey) return null;
   const unfinishedTodos = owner ? unfinishedTodosFromEvents(owner.events) : [];
 
   return (
@@ -3425,8 +3460,16 @@ function PinnedTodoSlot({
         runStreaming={streaming}
         runSucceeded={!streaming}
         onContinue={
-          owner && unfinishedTodos.length > 0 && onContinueRemainingTasks
-            ? () => onContinueRemainingTasks(owner, unfinishedTodos)
+          owner && snapshotKey && unfinishedTodos.length > 0 && onContinueRemainingTasks
+            ? () => {
+                void Promise.resolve(onContinueRemainingTasks(owner, unfinishedTodos))
+                  .then((accepted) => {
+                    if (accepted === false) return;
+                    setDismissal({ storageKey, snapshotKey });
+                    writeContinuedTodoSnapshotKey(storageKey, snapshotKey);
+                  })
+                  .catch(() => {});
+              }
             : undefined
         }
       />
@@ -3434,6 +3477,24 @@ function PinnedTodoSlot({
   );
 }
 
+function readContinuedTodoSnapshotKey(storageKey: string): string | null {
+  if (typeof window === 'undefined') return null;
+  try {
+    return window.sessionStorage.getItem(storageKey);
+  } catch {
+    return null;
+  }
+}
+
+function writeContinuedTodoSnapshotKey(storageKey: string, snapshotKey: string): void {
+  if (typeof window === 'undefined') return;
+  try {
+    window.sessionStorage.setItem(storageKey, snapshotKey);
+  } catch {
+    // sessionStorage may be unavailable in sandboxed or privacy-restricted contexts.
+  }
+}
+
 function QueuedSendStrip({
   containerRef,
   editingId,
diff --git a/apps/web/src/components/ProjectView.tsx b/apps/web/src/components/ProjectView.tsx
index e652092e9c..39108906be 100644
--- a/apps/web/src/components/ProjectView.tsx
+++ b/apps/web/src/components/ProjectView.tsx
@@ -6506,8 +6506,8 @@ export function ProjectView({
   const commentQueueOnSend = currentConversationBusy && !currentConversationQueueDisabled;
 
   const handleContinueRemainingTasks = useCallback(
-    (_assistantMessage: ChatMessage, todos: TodoItem[]) => {
-      if (currentConversationActionDisabled || todos.length === 0) return;
+    async (_assistantMessage: ChatMessage, todos: TodoItem[]) => {
+      if (currentConversationActionDisabled || todos.length === 0) return false;
       const remainingList = todos
         .map((todo, i) => {
           const label =
@@ -6521,7 +6521,7 @@ export function ProjectView({
         `${remainingList}\n\n` +
         'Before making changes, inspect the current project files as needed. ' +
         'Update TodoWrite as you complete each remaining task.';
-      void handleSend(prompt, [], []);
+      return handleSend(prompt, [], []);
     },
     [currentConversationActionDisabled, handleSend],
   );
diff --git a/apps/web/tests/components/ChatPane.streaming.test.tsx b/apps/web/tests/components/ChatPane.streaming.test.tsx
index 31576673a1..c1010e6d55 100644
--- a/apps/web/tests/components/ChatPane.streaming.test.tsx
+++ b/apps/web/tests/components/ChatPane.streaming.test.tsx
@@ -216,6 +216,7 @@ function mockDataTransfer(): DataTransfer {
 }
 
 beforeEach(() => {
+  sessionStorage.clear();
   MockResizeObserver.instances = [];
   vi.stubGlobal('ResizeObserver', MockResizeObserver);
   vi.stubGlobal('requestAnimationFrame', (cb: FrameRequestCallback) => {
@@ -1016,6 +1017,155 @@ Expected output:
       ],
     );
   });
+
+  it('hides the stale pinned todo after continuing its remaining tasks', async () => {
+    const onContinueRemainingTasks = vi.fn(() => true);
+    const messages: ChatMessage[] = [
+      {
+        id: 'assistant-1',
+        role: 'assistant',
+        content: '',
+        createdAt: 1,
+        endedAt: 2,
+        runStatus: 'failed',
+        events: [
+          {
+            kind: 'tool_use',
+            id: 'todo-1',
+            name: 'TodoWrite',
+            input: {
+              todos: [
+                { content: 'Build prototype', status: 'completed' },
+                { content: 'Run QA', status: 'pending' },
+              ],
+            },
+          },
+        ],
+      },
+    ];
+
+    const { container, rerender } = render(
+      <ChatPane
+        messages={messages}
+        streaming={false}
+        error={null}
+        projectId="project-1"
+        projectFiles={[]}
+        onEnsureProject={async () => 'project-1'}
+        onSend={vi.fn()}
+        onStop={vi.fn()}
+        conversations={conversations}
+        activeConversationId="conv-1"
+        onSelectConversation={vi.fn()}
+        onDeleteConversation={vi.fn()}
+        projectMetadata={projectMetadata}
+        onContinueRemainingTasks={onContinueRemainingTasks}
+      />,
+    );
+
+    fireEvent.click(container.querySelector<HTMLButtonElement>('.op-todo-continue')!);
+
+    expect(onContinueRemainingTasks).toHaveBeenCalledOnce();
+    await waitFor(() => {
+      expect(container.querySelector('.chat-pinned-todo')).toBeNull();
+    });
+
+    rerender(
+      <ChatPane
+        messages={[
+          ...messages,
+          {
+            id: 'assistant-2',
+            role: 'assistant',
+            content: '',
+            createdAt: 3,
+            runStatus: 'running',
+            events: [
+              {
+                kind: 'tool_use',
+                id: 'todo-2',
+                name: 'TodoWrite',
+                input: {
+                  todos: [
+                    { content: 'Build prototype', status: 'completed' },
+                    { content: 'Run QA', status: 'pending' },
+                  ],
+                },
+              },
+            ],
+          },
+        ]}
+        streaming
+        error={null}
+        projectId="project-1"
+        projectFiles={[]}
+        onEnsureProject={async () => 'project-1'}
+        onSend={vi.fn()}
+        onStop={vi.fn()}
+        conversations={conversations}
+        activeConversationId="conv-1"
+        onSelectConversation={vi.fn()}
+        onDeleteConversation={vi.fn()}
+        projectMetadata={projectMetadata}
+        onContinueRemainingTasks={onContinueRemainingTasks}
+      />,
+    );
+
+    expect(container.querySelector('.chat-pinned-todo')).not.toBeNull();
+  });
+
+  it('keeps a continued todo snapshot hidden after the conversation remounts', async () => {
+    const messages: ChatMessage[] = [
+      {
+        id: 'assistant-1',
+        role: 'assistant',
+        content: '',
+        createdAt: 1,
+        endedAt: 2,
+        runStatus: 'failed',
+        events: [
+          {
+            kind: 'tool_use',
+            id: 'todo-1',
+            name: 'update_plan',
+            input: {
+              plan: [
+                { step: 'Build prototype', status: 'completed' },
+                { step: 'Run QA', status: 'pending' },
+              ],
+            },
+          },
+        ],
+      },
+    ];
+    const props = {
+      messages,
+      streaming: false,
+      error: null,
+      projectId: 'project-1',
+      projectFiles: [],
+      onEnsureProject: async () => 'project-1',
+      onSend: vi.fn(),
+      onStop: vi.fn(),
+      conversations,
+      activeConversationId: 'conv-1',
+      onSelectConversation: vi.fn(),
+      onDeleteConversation: vi.fn(),
+      projectMetadata,
+      onContinueRemainingTasks: vi.fn(() => true),
+    };
+
+    const firstMount = render(<ChatPane {...props} />);
+    fireEvent.click(firstMount.container.querySelector<HTMLButtonElement>('.op-todo-continue')!);
+    await waitFor(() => {
+      expect(firstMount.container.querySelector('.chat-pinned-todo')).toBeNull();
+    });
+    firstMount.unmount();
+
+    const secondMount = render(<ChatPane {...props} />);
+    expect(secondMount.container.querySelector('.chat-pinned-todo')).toBeNull();
+  });
+
   it('shows several queued prompts above the composer with compact controls', () => {
     const onRemoveQueuedSend = vi.fn();
     const onSendQueuedNow = vi.fn();