diff --git a/frontend/src/lib/components/copilot/chat/AIChatDisplay.svelte b/frontend/src/lib/components/copilot/chat/AIChatDisplay.svelte
index 9b55bd9217..c68945695b 100644
--- a/frontend/src/lib/components/copilot/chat/AIChatDisplay.svelte
+++ b/frontend/src/lib/components/copilot/chat/AIChatDisplay.svelte
@@ -26,7 +26,7 @@
 	import { fade } from 'svelte/transition'
 	import Popover from '$lib/components/meltComponents/Popover.svelte'
 	import DropdownV2 from '$lib/components/DropdownV2.svelte'
-	import { pendingUserAction, type DisplayMessage } from './shared'
+	import { pendingUserAction, pendingUserActionDetail, type DisplayMessage } from './shared'
 	import { PLAN_MODE_TEXT_COLOR, PLAN_MODE_TRIGGER_CLASS } from './planMode'
 	import { PLAN_MODE_MESSAGES } from './planModeMessages'
 	import type { ContextElement } from './context'
@@ -514,10 +514,16 @@
 	// act on the tool above.
 	const waitingForUserAction = $derived(aiChatManager.loading && !!pendingUserAction(messages))
 
-	// While the AI is waiting on an answer to an askUserQuestion, the only valid
-	// input is one of the choices (or the custom answer) in the question card —
-	// so disable the main chat input until the question is answered or canceled.
-	const hasActiveUserQuestion = $derived(pendingUserAction(messages) === 'question')
+	// Gated on `loading` because a card restored from history still looks parked:
+	// its resolver left with the old page, so the composer must not advertise an
+	// answer it cannot deliver.
+	const pendingQuestionToolCallId = $derived.by(() => {
+		if (!aiChatManager.loading) {
+			return undefined
+		}
+		const pending = pendingUserActionDetail(messages)
+		return pending?.action === 'question' ? pending.toolCallId : undefined
+	})
 
 	// Get app context for display when in APP mode
 	const appContext = $derived.by((): SelectedContext | undefined => {
@@ -799,7 +805,8 @@ the panel, or the Escape-to-stop focus check would wrongly reject them. -->
 				{initialInstructions}
 				{onDraftChange}
 				showContext={aiChatManager.mode !== AIMode.GLOBAL}
-				disabled={disabled || hasActiveUserQuestion}
+				{disabled}
+				{pendingQuestionToolCallId}
 				isFirstMessage={messages.length === 0}
 			/>
 			<div
diff --git a/frontend/src/lib/components/copilot/chat/AIChatInput.svelte b/frontend/src/lib/components/copilot/chat/AIChatInput.svelte
index 70ec3f3fc1..14182d555f 100644
--- a/frontend/src/lib/components/copilot/chat/AIChatInput.svelte
+++ b/frontend/src/lib/components/copilot/chat/AIChatInput.svelte
@@ -76,6 +76,10 @@
 		// `aiChatManager.instructions` only carries programmatic prompts). Used by
 		// sessions to persist the typed-but-unsent prompt with the session draft.
 		onDraftChange?: (text: string) => void
+		// tool_call_id of the askUserQuestion the turn is parked on, when it is. A
+		// plain-text draft sent from here answers it instead of queueing behind a
+		// turn that only the answer can resume.
+		pendingQuestionToolCallId?: string
 	}
 
 	let {
@@ -98,7 +102,8 @@
 		onKeyDown = undefined,
 		loading,
 		onCancel,
-		onDraftChange = undefined
+		onDraftChange = undefined,
+		pendingQuestionToolCallId = undefined
 	}: Props = $props()
 
 	// GLOBAL-mode suggestion pool. We pick one at mount-time so each new
@@ -124,6 +129,10 @@
 
 	// Generate mode-specific placeholder
 	const modePlaceholder = $derived.by(() => {
+		if (pendingQuestionToolCallId !== undefined) {
+			return 'Answer the question above'
+		}
+
 		if (!isFirstMessage) {
 			return 'Ask followup'
 		}
@@ -182,6 +191,17 @@
 			onDraftChange?.(text)
 		})
 	})
+
+	// A parked askUserQuestion is a request for input, so a plain-text draft sent
+	// from the composer answers it rather than being queued behind a turn that can
+	// only resume once the question is answered. Attachments can't ride an answer,
+	// so a draft carrying them falls through to the queue and flushes on resume.
+	const questionAnsweredBySend = $derived(
+		editingMessageIndex === null && draft.text.trim() !== '' && !draft.hasAttachments
+			? pendingQuestionToolCallId
+			: undefined
+	)
+
 	// Images being decoded right now. Holds off sending so a message can never go
 	// out without an attachment the user already dropped, and reserves cap slots
 	// against a concurrent drop.
@@ -674,6 +694,20 @@
 		if (pendingImages > 0 || pendingFiles > 0 || ingestionHolds > 0) {
 			return
 		}
+		// Read before `take()` empties the draft the id derives from, and only take
+		// once the answer is delivered — an undelivered one would leave the user
+		// with neither their text nor a resumed turn.
+		const answeredQuestionId = questionAnsweredBySend
+		if (
+			answeredQuestionId &&
+			aiChatManager.handleUserQuestionAnswer(answeredQuestionId, [
+				expanded(chatDraft(draft.text.trim(), draft.pastes))
+			])
+		) {
+			draft.take()
+			contextTextareaComponent?.clearForSend()
+			return
+		}
 		if (aiChatManager.loading) {
 			// Queue the message instead of silently discarding it — it is
 			// auto-sent when the streaming turn completes successfully.
@@ -940,7 +974,10 @@
 </script>
 
 {#snippet sendStopButton()}
-	{@const isLoading = loading ?? aiChatManager.loading}
+	<!-- The turn stays `loading` while parked on a question, but a drafted answer
+	     is what the button should ship then — otherwise the only pointer action on
+	     a typed answer would be Stop. Anything else keeps Stop. -->
+	{@const isLoading = (loading ?? aiChatManager.loading) && !questionAnsweredBySend}
 	{@const emptyDraft = draft.isEmpty}
 	<!-- A text-free GLOBAL draft with context chips is a valid turn (Enter
 	     already sends it), so the button stays enabled there for pointer/touch
diff --git a/frontend/src/lib/components/copilot/chat/AIChatManager.svelte.ts b/frontend/src/lib/components/copilot/chat/AIChatManager.svelte.ts
index fdbea71c4b..5e56500cff 100644
--- a/frontend/src/lib/components/copilot/chat/AIChatManager.svelte.ts
+++ b/frontend/src/lib/components/copilot/chat/AIChatManager.svelte.ts
@@ -1685,10 +1685,13 @@ export class AIChatManager {
 		})
 	}
 
-	handleUserQuestionAnswer = (toolId: string, choices: string[]) => {
+	/** Returns whether the answer was delivered: a card restored from history
+	 * still looks parked but its resolver is gone with the old page, so callers
+	 * holding the only copy of the answer must not discard it on a false. */
+	handleUserQuestionAnswer = (toolId: string, choices: string[]): boolean => {
 		const callback = this.userQuestionCallbacks.get(toolId)
 		if (!callback) {
-			return
+			return false
 		}
 
 		// Display-only readback for the collapsed tool-header: a compact comma list.
@@ -1713,6 +1716,7 @@ export class AIChatManager {
 
 		callback(choices)
 		this.userQuestionCallbacks.delete(toolId)
+		return true
 	}
 
 	setAiChatInput(aiChatInput: AIChatInput | null) {
diff --git a/frontend/src/lib/components/copilot/chat/AIChatManager.test.ts b/frontend/src/lib/components/copilot/chat/AIChatManager.test.ts
index 68eb4cbab1..f788844135 100644
--- a/frontend/src/lib/components/copilot/chat/AIChatManager.test.ts
+++ b/frontend/src/lib/components/copilot/chat/AIChatManager.test.ts
@@ -701,6 +701,33 @@ describe('AIChatManager persisted autonomy default', () => {
 	})
 })
 
+describe('AIChatManager user questions', () => {
+	// The composer holds the only copy of a typed answer and clears it on a true,
+	// so a card whose resolver is gone (restored from history, its promise left
+	// with the old page) must report the answer as undelivered.
+	it('reports whether the answer reached a waiting resolver', () => {
+		const manager = new AIChatManager()
+		manager.displayMessages = [
+			{
+				role: 'tool',
+				tool_call_id: 'call_ask',
+				content: 'asking',
+				isLoading: true,
+				userQuestion: { question: 'Pick one', choices: ['a', 'b'] }
+			}
+		]
+
+		expect(manager.handleUserQuestionAnswer('call_ask', ['a'])).toBe(false)
+
+		const answered = manager.requestUserQuestion('call_ask', {
+			question: 'Pick one',
+			choices: ['a', 'b']
+		})
+		expect(manager.handleUserQuestionAnswer('call_ask', ['a'])).toBe(true)
+		return expect(answered).resolves.toEqual(['a'])
+	})
+})
+
 describe('AIChatManager queued messages', () => {
 	const model = { provider: 'openai', model: 'gpt-4o' }
 
diff --git a/frontend/src/lib/components/copilot/chat/messageDraft.svelte.ts b/frontend/src/lib/components/copilot/chat/messageDraft.svelte.ts
index 588fe4f4ff..264a438d2b 100644
--- a/frontend/src/lib/components/copilot/chat/messageDraft.svelte.ts
+++ b/frontend/src/lib/components/copilot/chat/messageDraft.svelte.ts
@@ -49,6 +49,10 @@ export class MessageDraft {
 		)
 	}
 
+	get hasAttachments(): boolean {
+		return this.images.length > 0 || this.files.length > 0
+	}
+
 	/** Files joining a draft always fold (dedupe by source identity, courtesy
 	 * rename) and respect the slot cap. `byteBudget`, when given, admits the
 	 * folded entries by their decoded size — the fold must run first because
diff --git a/frontend/src/lib/components/copilot/chat/shared.test.ts b/frontend/src/lib/components/copilot/chat/shared.test.ts
index 086d4cc594..c734691e29 100644
--- a/frontend/src/lib/components/copilot/chat/shared.test.ts
+++ b/frontend/src/lib/components/copilot/chat/shared.test.ts
@@ -1319,6 +1319,20 @@ describe('pendingUserAction', () => {
 		const userMessage: DisplayMessage = { role: 'user', index: 0, content: 'go on' }
 		expect(pendingUserAction([question, userMessage, toolMessage()])).toBe(undefined)
 	})
+
+	// The composer answers the parked question by id, so the scan must name the
+	// blocked card and not one of the queued ones sharing the turn.
+	it('names the blocked card so a caller can resolve it', async () => {
+		const { pendingUserActionDetail } = await import('./shared')
+		const blocked = toolMessage({
+			tool_call_id: 'call_ask',
+			userQuestion: { question: 'Pick one', choices: ['a'] }
+		})
+		expect(pendingUserActionDetail([blocked, toolMessage({ tool_call_id: 'call_next' })])).toEqual({
+			action: 'question',
+			toolCallId: 'call_ask'
+		})
+	})
 })
 
 describe('pollJobCompletion detach', () => {
diff --git a/frontend/src/lib/components/copilot/chat/shared.ts b/frontend/src/lib/components/copilot/chat/shared.ts
index c33a3a61a1..b485be51b3 100644
--- a/frontend/src/lib/components/copilot/chat/shared.ts
+++ b/frontend/src/lib/components/copilot/chat/shared.ts
@@ -657,8 +657,8 @@ export type DisplayMessage =
 
 // A tool message whose askUserQuestion is still awaiting an answer: the AI loop
 // is paused on the user. Drives the question card's interactivity, the
-// "waiting for user" indicator, and disabling the main chat input — keep those
-// in sync by going through this single predicate.
+// "waiting for user" indicator, and routing a composer send to the answer —
+// keep those in sync by going through this single predicate.
 export function isActiveUserQuestion(message: DisplayMessage | undefined): boolean {
 	return Boolean(
 		message &&
@@ -676,17 +676,27 @@ export function isActiveUserQuestion(message: DisplayMessage | undefined): boole
 // rendering progress must ask here first or it reports "the AI is working".
 export type PendingUserAction = 'question' | 'confirmation'
 
+export function pendingUserAction(messages: DisplayMessage[]): PendingUserAction | undefined {
+	return pendingUserActionDetail(messages)?.action
+}
+
 // Scans back to the turn boundary, not just the last message: a turn's cards are
 // created up front and run one at a time, and text between two tool calls pushes
 // an assistant card between them, so the blocked card is rarely last. Only cards
 // of a live turn can match — every resolution path clears `isLoading`.
-export function pendingUserAction(messages: DisplayMessage[]): PendingUserAction | undefined {
+export function pendingUserActionDetail(
+	messages: DisplayMessage[]
+): { action: PendingUserAction; toolCallId: string } | undefined {
 	for (let i = messages.length - 1; i >= 0; i--) {
 		const message = messages[i]
 		if (message.role === 'user') break
 		if (message.role !== 'tool') continue
-		if (isActiveUserQuestion(message)) return 'question'
-		if (message.needsConfirmation && message.isLoading) return 'confirmation'
+		if (isActiveUserQuestion(message)) {
+			return { action: 'question', toolCallId: message.tool_call_id }
+		}
+		if (message.needsConfirmation && message.isLoading) {
+			return { action: 'confirmation', toolCallId: message.tool_call_id }
+		}
 	}
 	return undefined
 }