diff --git a/src/server/__tests__/conversation-service.test.ts b/src/server/__tests__/conversation-service.test.ts
index 265c125f3..919ca1bee 100644
--- a/src/server/__tests__/conversation-service.test.ts
+++ b/src/server/__tests__/conversation-service.test.ts
@@ -290,6 +290,14 @@ describe('ConversationService', () => {
     )
     expect(env.CC_HAHA_DESKTOP_SERVER_URL).toBe('http://127.0.0.1:3456')
     expect(env.CLAUDE_CODE_ENABLE_SDK_FILE_CHECKPOINTING).toBe('1')
+    expect(env.CLAUDE_CODE_RESUME_INTERRUPTED_TURN).toBe('1')
+  })
+
+  test('buildChildEnv does not force interrupted-turn resume for non-SDK sessions', async () => {
+    const service = new ConversationService() as any
+    const env = (await service.buildChildEnv('/tmp')) as Record<string, string>
+
+    expect(env.CLAUDE_CODE_RESUME_INTERRUPTED_TURN).toBeUndefined()
   })
 
   test('uses bun entrypoint fallback on Windows dev mode', () => {
diff --git a/src/server/services/conversationService.ts b/src/server/services/conversationService.ts
index 70389b5e7..9af3d1bea 100644
--- a/src/server/services/conversationService.ts
+++ b/src/server/services/conversationService.ts
@@ -900,6 +900,16 @@ export class ConversationService {
       CLAUDE_CODE_ENABLE_TASKS: '1',
       CLAUDE_CODE_ENABLE_SDK_FILE_CHECKPOINTING: '1',
       CLAUDE_CODE_DIAGNOSTICS_FILE: cliDiagnosticsPath,
+      // Desktop frequently restarts the SDK CLI in-place (stop generation,
+      // runtime/model switch, reconnect). When the previous turn was
+      // interrupted, print.ts only re-enqueues that interrupted user prompt if
+      // this env flag is enabled. Without it, the resumed transcript keeps the
+      // synthetic "[Request interrupted by user]" / "No response requested."
+      // pair, but the interrupted prompt is not actively resumed on restart,
+      // which can make follow-up turns appear to "forget" earlier user input.
+      ...(sdkUrl
+        ? { CLAUDE_CODE_RESUME_INTERRUPTED_TURN: '1' }
+        : {}),
       CALLER_DIR: workDir,
       PWD: workDir,
       ...(sdkUrl