diff --git a/src/main/claude/claude-agent-sdk-control-requests.test.ts b/src/main/claude/claude-agent-sdk-control-requests.test.ts
new file mode 100644
index 00000000000..f76650d8151
--- /dev/null
+++ b/src/main/claude/claude-agent-sdk-control-requests.test.ts
@@ -0,0 +1,26 @@
+import type { Query } from '@anthropic-ai/claude-agent-sdk'
+import { afterEach, describe, expect, it, vi } from 'vitest'
+import { createClaudeControlSurface } from './claude-agent-sdk-control-requests'
+
+afterEach(() => {
+  vi.useRealTimers()
+})
+
+describe('createClaudeControlSurface stopTask', () => {
+  it('bounds a lost reply and permits a later stop request', async () => {
+    vi.useFakeTimers()
+    const stopTask = vi
+      .fn<() => Promise<void>>()
+      .mockImplementationOnce(() => new Promise(() => {}))
+      .mockResolvedValueOnce()
+    const controls = createClaudeControlSurface({ stopTask } as unknown as Query)
+    const timedOut = expect(controls.stopTask('task-1', { timeoutMs: 25 })).rejects.toThrow(
+      'claude stop_task request timed out'
+    )
+
+    await vi.advanceTimersByTimeAsync(25)
+    await timedOut
+    await expect(controls.stopTask('task-2', { timeoutMs: 25 })).resolves.toBeUndefined()
+    expect(stopTask).toHaveBeenCalledTimes(2)
+  })
+})
diff --git a/src/main/claude/claude-agent-sdk-control-requests.ts b/src/main/claude/claude-agent-sdk-control-requests.ts
index 6bd396413fa..71498f28421 100644
--- a/src/main/claude/claude-agent-sdk-control-requests.ts
+++ b/src/main/claude/claude-agent-sdk-control-requests.ts
@@ -91,6 +91,7 @@ export type ClaudeControlSurface = {
     settings: Parameters<Query['applyFlagSettings']>[0],
     options?: ClaudeControlOptions
   ) => Promise<void>
+  stopTask: (taskId: string, options?: ClaudeControlOptions) => Promise<void>
   supportedModels: (options?: ClaudeControlOptions) => Promise<unknown[]>
   initializationResult: (options?: ClaudeControlOptions) => Promise<unknown>
   getSettings: (options?: ClaudeControlOptions) => Promise<unknown>
@@ -135,6 +136,10 @@ export function createClaudeControlSurface(query: Query): ClaudeControlSurface {
         () => query.applyFlagSettings(settings),
         options?.timeoutMs
       ).then(() => {}),
+    stopTask: (taskId, options) =>
+      runClaudeControl('stop_task', () => query.stopTask(taskId), options?.timeoutMs).then(
+        () => {}
+      ),
     supportedModels: (options) =>
       runClaudeControl('list_models', () => query.supportedModels(), options?.timeoutMs),
     initializationResult: (options) =>
diff --git a/src/main/claude/claude-stream-json-connection.ts b/src/main/claude/claude-stream-json-connection.ts
index c5db83a9aed..dd6bbc8a5eb 100644
--- a/src/main/claude/claude-stream-json-connection.ts
+++ b/src/main/claude/claude-stream-json-connection.ts
@@ -76,7 +76,6 @@ export type ClaudeStreamJsonConnection = ClaudeControlSurface & {
   /** What the ladder has observed so far; read after a `close()` that returned false. */
   readonly exitVerdict: ClaudeChildExitVerdict
   send: (message: Record<string, unknown>) => Promise<void>
-  stopTask: (taskId: string) => Promise<void>
   /** Resolves true after processless settlement, or root exit plus observed tree exit. */
   close: () => Promise<boolean>
 }
@@ -279,7 +278,6 @@ export async function openClaudeStreamJsonConnection(
       } as const
     },
     send,
-    stopTask: (taskId) => session.stopTask(taskId),
     close
   }
 }
diff --git a/src/main/claude/claude-structured-control-actions.test.ts b/src/main/claude/claude-structured-control-actions.test.ts
index 11105b4b53f..a90cb7908ba 100644
--- a/src/main/claude/claude-structured-control-actions.test.ts
+++ b/src/main/claude/claude-structured-control-actions.test.ts
@@ -128,11 +128,14 @@ describe('stopClaudeBackgroundTasks', () => {
         { task_id: 'task-bash', task_type: 'local_bash', description: 'bash' }
       ]
     })
-    const stopTask = vi.fn(async (_taskId: string) => {})
+    const stopTask = vi.fn(async (_taskId: string, _options?: { timeoutMs?: number }) => {})
     const session = { backgroundTasks, connection: { stopTask } } as unknown as ClaudeSession
 
-    await expect(stopClaudeBackgroundTasks(session)).resolves.toEqual({ cancelled: true })
-    expect(stopTask.mock.calls.map(([taskId]) => taskId)).toEqual(['task-agent', 'task-bash'])
+    await expect(stopClaudeBackgroundTasks(session, 5_000)).resolves.toEqual({ cancelled: true })
+    expect(stopTask.mock.calls).toEqual([
+      ['task-agent', { timeoutMs: 5_000 }],
+      ['task-bash', { timeoutMs: 5_000 }]
+    ])
   })
 
   it('stops issuing requests when ownership changes between tasks', async () => {
@@ -152,7 +155,7 @@ describe('stopClaudeBackgroundTasks', () => {
     })
     const session = { backgroundTasks, connection: { stopTask } } as unknown as ClaudeSession
 
-    await stopClaudeBackgroundTasks(session, () => current)
+    await stopClaudeBackgroundTasks(session, undefined, () => current)
     expect(stopTask).toHaveBeenCalledTimes(1)
   })
 })
diff --git a/src/main/claude/claude-structured-control-actions.ts b/src/main/claude/claude-structured-control-actions.ts
index eb284c882a7..d216304c311 100644
--- a/src/main/claude/claude-structured-control-actions.ts
+++ b/src/main/claude/claude-structured-control-actions.ts
@@ -45,6 +45,7 @@ export async function cancelClaudeTurn(
 
 export async function stopClaudeBackgroundTasks(
   session: ClaudeSession,
+  timeoutMs: number | undefined,
   isCurrent: ClaudeTurnCancellationGuard = () => true
 ): Promise<{ cancelled: boolean }> {
   const taskIds = session.backgroundTasks.stoppableTaskIds
@@ -54,7 +55,7 @@ export async function stopClaudeBackgroundTasks(
       break
     }
     try {
-      await session.connection.stopTask(taskId)
+      await session.connection.stopTask(taskId, { timeoutMs })
       cancelled = true
     } catch (error) {
       if (!(error instanceof ClaudeControlRequestError)) {
diff --git a/src/main/claude/claude-structured-session-adapter.ts b/src/main/claude/claude-structured-session-adapter.ts
index e2a1166d355..40b12ecf74d 100644
--- a/src/main/claude/claude-structured-session-adapter.ts
+++ b/src/main/claude/claude-structured-session-adapter.ts
@@ -207,7 +207,7 @@ export class ClaudeStructuredSessionAdapter implements StructuredAgentSessionAda
   stopBackgroundTasks: StructuredAgentSessionAdapter['stopBackgroundTasks'] = (input) => {
     const session = this.session(input.sessionId)
     const acquisitionGeneration = session.acquisitionGeneration
-    return stopClaudeBackgroundTasks(session, () =>
+    return stopClaudeBackgroundTasks(session, this.deps.requestTimeoutMs, () =>
       Boolean(
         this.sessions.get(input.sessionId) === session &&
         session.fence === input.fence &&