diff --git a/src/a2a/server/request_handlers/default_request_handler_v2.py b/src/a2a/server/request_handlers/default_request_handler_v2.py
index 4942ecfef..59996236e 100644
--- a/src/a2a/server/request_handlers/default_request_handler_v2.py
+++ b/src/a2a/server/request_handlers/default_request_handler_v2.py
@@ -38,6 +38,7 @@
     SubscribeToTaskRequest,
     Task,
     TaskPushNotificationConfig,
+    TaskState,
 )
 from a2a.utils.errors import (
     ExtendedAgentCardNotConfiguredError,
@@ -298,9 +299,16 @@ async def on_message_send(  # noqa: D102
             ):
                 self._validate_task_id_match(task_id, event.id)
                 result = event
-                # DO break here as it's "return_immediately".
-                # AgentExecutor will continue to run in the background.
-                break
+                # A FAILED task may be followed by a producer exception. Keep
+                # the task as the fallback result, but let the subscription
+                # surface that exception or finish the current request.
+                if (
+                    params.configuration.return_immediately
+                    or event.status.state != TaskState.TASK_STATE_FAILED
+                ):
+                    # AgentExecutor will continue to run in the background
+                    # when return_immediately is set.
+                    break
 
             if isinstance(event, Message):
                 result = event
diff --git a/tests/server/request_handlers/test_default_request_handler_v2.py b/tests/server/request_handlers/test_default_request_handler_v2.py
index 3c8ed1983..2eb7e4725 100644
--- a/tests/server/request_handlers/test_default_request_handler_v2.py
+++ b/tests/server/request_handlers/test_default_request_handler_v2.py
@@ -381,6 +381,33 @@ async def cancel(self, context: RequestContext, event_queue: EventQueue):
         pass
 
 
+class FailedStatusAgentExecutor(AgentExecutor):
+    async def execute(
+        self, context: RequestContext, event_queue: EventQueue
+    ) -> None:
+        assert context.message is not None
+        task = new_task_from_user_message(context.message)
+        await event_queue.enqueue_event(task)
+        task_updater = TaskUpdater(event_queue, task.id, task.context_id)
+        await task_updater.update_status(TaskState.TASK_STATE_FAILED)
+
+    async def cancel(
+        self, context: RequestContext, event_queue: EventQueue
+    ) -> None:
+        pass
+
+
+class FailedStatusThenRaisesAgentExecutor(FailedStatusAgentExecutor):
+    def __init__(self) -> None:
+        self.exception = RuntimeError('late producer failure')
+
+    async def execute(
+        self, context: RequestContext, event_queue: EventQueue
+    ) -> None:
+        await super().execute(context, event_queue)
+        raise self.exception
+
+
 async def send_message_with_early_failure(
     request_handler: DefaultRequestHandlerV2,
     params: SendMessageRequest,
@@ -1297,6 +1324,54 @@ async def save_task_and_signal_terminal_state(self, task):
     assert stored_task.status.state == terminal_state
 
 
+@pytest.mark.asyncio
+async def test_on_message_send_failed_task_does_not_hide_producer_exception() -> (
+    None
+):
+    agent_executor = FailedStatusThenRaisesAgentExecutor()
+    request_handler = DefaultRequestHandlerV2(
+        agent_executor=agent_executor,
+        task_store=InMemoryTaskStore(),
+        agent_card=create_default_agent_card(),
+    )
+    params = SendMessageRequest(
+        message=Message(
+            role=Role.ROLE_USER,
+            message_id='msg_failed_then_raised',
+            parts=[Part(text='Hi')],
+        )
+    )
+
+    with pytest.raises(RuntimeError, match='late producer failure') as exc_info:
+        await request_handler.on_message_send(
+            params, create_server_call_context()
+        )
+    assert exc_info.value is agent_executor.exception
+
+
+@pytest.mark.asyncio
+async def test_on_message_send_returns_agent_declared_failed_task() -> None:
+    request_handler = DefaultRequestHandlerV2(
+        agent_executor=FailedStatusAgentExecutor(),
+        task_store=InMemoryTaskStore(),
+        agent_card=create_default_agent_card(),
+    )
+    params = SendMessageRequest(
+        message=Message(
+            role=Role.ROLE_USER,
+            message_id='msg_declared_failure',
+            parts=[Part(text='Hi')],
+        )
+    )
+
+    result = await request_handler.on_message_send(
+        params, create_server_call_context()
+    )
+
+    assert isinstance(result, Task)
+    assert result.status.state == TaskState.TASK_STATE_FAILED
+
+
 @pytest.mark.asyncio
 async def test_on_message_send_early_producer_exception_preserves_originating_message():
     task_store = InMemoryTaskStore()