diff --git a/src/renderer/src/App.test.tsx b/src/renderer/src/App.test.tsx
index c32fc0c..15feb27 100644
--- a/src/renderer/src/App.test.tsx
+++ b/src/renderer/src/App.test.tsx
@@ -1276,6 +1276,58 @@ describe('App', () => {
     expect(screen.getByText('项目：默认项目')).toHaveClass('scope-badge')
   })
 
+  it('keeps a tool failure in details and hides retry after continuing', async () => {
+    render(<App />)
+
+    fireEvent.change(screen.getByLabelText('向 GoodBuddy 提问'), {
+      target: { value: '读取演示文稿' }
+    })
+    fireEvent.click(await screen.findByLabelText('发送'))
+    await waitFor(() => expect(run).toHaveBeenCalledOnce())
+    const request = run.mock.calls[0]?.[0]
+    if (!request) {
+      throw new Error('Missing request')
+    }
+    const toolError =
+      'Cannot read binary file: D:\\workspace\\presentation.pptx'
+    const runtimeError = `OpenCode 工具执行失败（call-1）：${toolError}`
+
+    act(() => {
+      agentListener?.({
+        requestId: request.requestId,
+        type: 'tool',
+        callId: 'call-1',
+        name: 'read',
+        state: 'failed',
+        summary: 'OpenCode 工具：read',
+        input: '{"path":"D:\\\\workspace\\\\presentation.pptx"}',
+        error: toolError
+      })
+      agentListener?.({
+        requestId: request.requestId,
+        type: 'error',
+        status: 'failed',
+        message: runtimeError
+      })
+    })
+
+    expect(screen.getByText(toolError)).toBeInTheDocument()
+    expect(screen.queryByText(runtimeError)).not.toBeInTheDocument()
+    expect(
+      screen.getByRole('button', { name: '重新编辑并发送' })
+    ).toBeInTheDocument()
+
+    fireEvent.change(screen.getByLabelText('向 GoodBuddy 提问'), {
+      target: { value: '继续处理' }
+    })
+    fireEvent.click(screen.getByLabelText('发送'))
+    await waitFor(() => expect(run).toHaveBeenCalledTimes(2))
+
+    expect(
+      screen.queryByRole('button', { name: '重新编辑并发送' })
+    ).not.toBeInTheDocument()
+  })
+
   it('submits knowledge scope without eager search or prompt injection and merges runtime references', async () => {
     const libraryId = '11111111-1111-4111-8111-111111111111'
     vi.mocked(api.knowledge.getSnapshot).mockResolvedValueOnce({
diff --git a/src/renderer/src/App.tsx b/src/renderer/src/App.tsx
index c1b9447..885f832 100644
--- a/src/renderer/src/App.tsx
+++ b/src/renderer/src/App.tsx
@@ -454,6 +454,20 @@ function terminalizeMessageToolBlocks(
   )
 }
 
+function isErrorRepresentedByFailedTool(
+  tools: ToolActivity[] | undefined,
+  errorMessage: string
+): boolean {
+  return Boolean(
+    tools?.some(
+      (tool) =>
+        tool.state === 'failed' &&
+        ((tool.error && errorMessage.includes(tool.error)) ||
+          (tool.callId && errorMessage.includes(tool.callId)))
+    )
+  )
+}
+
 type MessageBlockRenderItem =
   | {
       kind: 'block'
@@ -2687,6 +2701,12 @@ function App(): React.JSX.Element {
           status: terminalStatus
         })
         updateMessage(run.conversationId, run.messageId, (message) => {
+          const representedToolError =
+            event.type === 'error' &&
+            isErrorRepresentedByFailedTool(
+              message.tools,
+              event.message
+            )
           const toolTerminalState =
             event.type === 'error'
               ? event.status === 'cancelled'
@@ -2694,13 +2714,18 @@ function App(): React.JSX.Element {
                 : ('failed' as const)
               : undefined
           const fallbackError =
-            event.type === 'error' && !message.content
+            event.type === 'error' &&
+            !representedToolError &&
+            !message.content
               ? event.message.slice(0, maxMessageContentLength)
               : ''
           return {
             ...message,
             state: event.type === 'error' ? 'error' : 'complete',
-            status: event.type === 'error' ? event.message : undefined,
+            status:
+              event.type === 'error' && !representedToolError
+                ? event.message
+                : undefined,
             approval: undefined,
             question: undefined,
             tools: toolTerminalState
@@ -5594,7 +5619,9 @@ function App(): React.JSX.Element {
                       {message.status}
                     </div>
                   )}
-                  {message.state === 'error' && (
+                  {message.state === 'error' &&
+                    messageIndex ===
+                      activeConversation.messages.length - 1 && (
                     <button
                       className="message-retry"
                       onClick={() => {
@@ -5609,7 +5636,7 @@ function App(): React.JSX.Element {
                     >
                       {t('chat.retry')}
                     </button>
-                  )}
+                    )}
                 </div>
               </article>
             ))}