diff --git a/docs/tools/ask-user.md b/docs/tools/ask-user.md
index 8c086acdba..14770b4c99 100644
--- a/docs/tools/ask-user.md
+++ b/docs/tools/ask-user.md
@@ -25,7 +25,8 @@ confirmation.
       - `label` (string, required): Display text (1-5 words).
       - `description` (string, required): Brief explanation.
     - `multiSelect` (boolean, optional): For `'choice'` type, allows selecting
-      multiple options.
+      multiple options. Automatically adds an "All the above" option if there
+      are multiple standard options.
     - `placeholder` (string, optional): Hint text for input fields.
 
 - **Behavior:**
diff --git a/packages/cli/src/ui/components/AskUserDialog.test.tsx b/packages/cli/src/ui/components/AskUserDialog.test.tsx
index 0857306ea8..0469bec373 100644
--- a/packages/cli/src/ui/components/AskUserDialog.test.tsx
+++ b/packages/cli/src/ui/components/AskUserDialog.test.tsx
@@ -87,6 +87,31 @@ describe('AskUserDialog', () => {
         writeKey(stdin, '\r'); // Toggle TS
         writeKey(stdin, '\x1b[B'); // Down
         writeKey(stdin, '\r'); // Toggle ESLint
+        writeKey(stdin, '\x1b[B'); // Down to All of the above
+        writeKey(stdin, '\x1b[B'); // Down to Other
+        writeKey(stdin, '\x1b[B'); // Down to Done
+        writeKey(stdin, '\r'); // Done
+      },
+      expectedSubmit: { '0': 'TypeScript, ESLint' },
+    },
+    {
+      name: 'All of the above',
+      questions: [
+        {
+          question: 'Which features?',
+          header: 'Features',
+          type: QuestionType.CHOICE,
+          options: [
+            { label: 'TypeScript', description: '' },
+            { label: 'ESLint', description: '' },
+          ],
+          multiSelect: true,
+        },
+      ] as Question[],
+      actions: (stdin: { write: (data: string) => void }) => {
+        writeKey(stdin, '\x1b[B'); // Down to ESLint
+        writeKey(stdin, '\x1b[B'); // Down to All of the above
+        writeKey(stdin, '\r'); // Toggle All of the above
         writeKey(stdin, '\x1b[B'); // Down to Other
         writeKey(stdin, '\x1b[B'); // Down to Done
         writeKey(stdin, '\r'); // Done
@@ -131,6 +156,42 @@ describe('AskUserDialog', () => {
     });
   });
 
+  it('verifies "All of the above" visual state with snapshot', async () => {
+    const questions = [
+      {
+        question: 'Which features?',
+        header: 'Features',
+        type: QuestionType.CHOICE,
+        options: [
+          { label: 'TypeScript', description: '' },
+          { label: 'ESLint', description: '' },
+        ],
+        multiSelect: true,
+      },
+    ] as Question[];
+
+    const { stdin, lastFrame, waitUntilReady } = renderWithProviders(
+      <AskUserDialog
+        questions={questions}
+        onSubmit={vi.fn()}
+        onCancel={vi.fn()}
+        width={120}
+      />,
+      { width: 120 },
+    );
+
+    // Navigate to "All of the above" and toggle it
+    writeKey(stdin, '\x1b[B'); // Down to ESLint
+    writeKey(stdin, '\x1b[B'); // Down to All of the above
+    writeKey(stdin, '\r'); // Toggle All of the above
+
+    await waitFor(async () => {
+      await waitUntilReady();
+      // Verify visual state (checkmarks on all options)
+      expect(lastFrame()).toMatchSnapshot();
+    });
+  });
+
   it('handles custom option in single select with inline typing', async () => {
     const onSubmit = vi.fn();
     const { stdin, lastFrame, waitUntilReady } = renderWithProviders(
diff --git a/packages/cli/src/ui/components/AskUserDialog.tsx b/packages/cli/src/ui/components/AskUserDialog.tsx
index eec633b7de..b1d23885e6 100644
--- a/packages/cli/src/ui/components/AskUserDialog.tsx
+++ b/packages/cli/src/ui/components/AskUserDialog.tsx
@@ -395,7 +395,7 @@ interface OptionItem {
   key: string;
   label: string;
   description: string;
-  type: 'option' | 'other' | 'done';
+  type: 'option' | 'other' | 'done' | 'all';
   index: number;
 }
 
@@ -407,6 +407,7 @@ interface ChoiceQuestionState {
 
 type ChoiceQuestionAction =
   | { type: 'TOGGLE_INDEX'; payload: { index: number; multiSelect: boolean } }
+  | { type: 'TOGGLE_ALL'; payload: { totalOptions: number } }
   | {
       type: 'SET_CUSTOM_SELECTED';
       payload: { selected: boolean; multiSelect: boolean };
@@ -419,6 +420,25 @@ function choiceQuestionReducer(
   action: ChoiceQuestionAction,
 ): ChoiceQuestionState {
   switch (action.type) {
+    case 'TOGGLE_ALL': {
+      const { totalOptions } = action.payload;
+      const allSelected = state.selectedIndices.size === totalOptions;
+      if (allSelected) {
+        return {
+          ...state,
+          selectedIndices: new Set(),
+        };
+      } else {
+        const newIndices = new Set<number>();
+        for (let i = 0; i < totalOptions; i++) {
+          newIndices.add(i);
+        }
+        return {
+          ...state,
+          selectedIndices: newIndices,
+        };
+      }
+    }
     case 'TOGGLE_INDEX': {
       const { index, multiSelect } = action.payload;
       const newIndices = new Set(multiSelect ? state.selectedIndices : []);
@@ -703,6 +723,18 @@ const ChoiceQuestionView: React.FC<ChoiceQuestionViewProps> = ({
       },
     );
 
+    // Add 'All of the above' for multi-select
+    if (question.multiSelect && questionOptions.length > 1) {
+      const allItem: OptionItem = {
+        key: 'all',
+        label: 'All of the above',
+        description: 'Select all options',
+        type: 'all',
+        index: list.length,
+      };
+      list.push({ key: 'all', value: allItem });
+    }
+
     // Only add custom option for choice type, not yesno
     if (question.type !== 'yesno') {
       const otherItem: OptionItem = {
@@ -755,6 +787,11 @@ const ChoiceQuestionView: React.FC<ChoiceQuestionViewProps> = ({
             type: 'TOGGLE_CUSTOM_SELECTED',
             payload: { multiSelect: true },
           });
+        } else if (itemValue.type === 'all') {
+          dispatch({
+            type: 'TOGGLE_ALL',
+            payload: { totalOptions: questionOptions.length },
+          });
         } else if (itemValue.type === 'done') {
           // Done just triggers navigation, selections already saved via useEffect
           onAnswer(
@@ -783,6 +820,7 @@ const ChoiceQuestionView: React.FC<ChoiceQuestionViewProps> = ({
     },
     [
       question.multiSelect,
+      questionOptions.length,
       selectedIndices,
       isCustomOptionSelected,
       customOptionText,
@@ -857,11 +895,16 @@ const ChoiceQuestionView: React.FC<ChoiceQuestionViewProps> = ({
         renderItem={(item, context) => {
           const optionItem = item.value;
           const isChecked =
-            selectedIndices.has(optionItem.index) ||
-            (optionItem.type === 'other' && isCustomOptionSelected);
+            (optionItem.type === 'option' &&
+              selectedIndices.has(optionItem.index)) ||
+            (optionItem.type === 'other' && isCustomOptionSelected) ||
+            (optionItem.type === 'all' &&
+              selectedIndices.size === questionOptions.length);
           const showCheck =
             question.multiSelect &&
-            (optionItem.type === 'option' || optionItem.type === 'other');
+            (optionItem.type === 'option' ||
+              optionItem.type === 'other' ||
+              optionItem.type === 'all');
 
           // Render inline text input for custom option
           if (optionItem.type === 'other') {
diff --git a/packages/cli/src/ui/components/__snapshots__/AskUserDialog.test.tsx.snap b/packages/cli/src/ui/components/__snapshots__/AskUserDialog.test.tsx.snap
index 06f509f1f6..30caf0fb40 100644
--- a/packages/cli/src/ui/components/__snapshots__/AskUserDialog.test.tsx.snap
+++ b/packages/cli/src/ui/components/__snapshots__/AskUserDialog.test.tsx.snap
@@ -201,3 +201,19 @@ README → (not answered)
 Enter to submit · Tab/Shift+Tab to edit answers · Esc to cancel
 "
 `;
+
+exports[`AskUserDialog > verifies "All of the above" visual state with snapshot 1`] = `
+"Which features?
+(Select all that apply)
+
+  1. [x] TypeScript
+  2. [x] ESLint
+● 3. [x] All of the above                                                                                               
+      Select all options                                                                                                
+  4. [ ] Enter a custom value
+   Done
+   Finish selection
+
+Enter to select · ↑/↓ to navigate · Esc to cancel
+"
+`;