fix: drop tool_return_message when using assistant_message (#784)

letta/services/job_manager.py

@@ -303,16 +303,12 @@ class JobManager:
 
         request_config = self._get_run_request_config(run_id)
 
-        # Convert messages to LettaMessages
-        messages = [
-            msg
-            for m in messages
-            for msg in m.to_letta_message(
-                use_assistant_message=request_config["use_assistant_message"],
-                assistant_message_tool_name=request_config["assistant_message_tool_name"],
-                assistant_message_tool_kwarg=request_config["assistant_message_tool_kwarg"],
-            )
-        ]
+        messages = PydanticMessage.to_letta_messages_from_list(
+            messages=messages,
+            use_assistant_message=request_config["use_assistant_message"],
+            assistant_message_tool_name=request_config["assistant_message_tool_name"],
+            assistant_message_tool_kwarg=request_config["assistant_message_tool_kwarg"],
+        )
 
         return messages
 

tests/test_managers.py

@@ -3018,13 +3018,14 @@ def test_get_run_messages(server: SyncServer, default_user: PydanticUser, sarah_
         PydanticMessage(
             organization_id=default_user.organization_id,
             agent_id=sarah_agent.id,
-            role=MessageRole.user if i % 2 == 0 else MessageRole.assistant,
-            text=f"Test message {i}",
+            role=MessageRole.tool if i % 2 == 0 else MessageRole.assistant,
+            text=f"Test message {i}" if i % 2 == 1 else '{"status": "OK"}',
             tool_calls=(
-                [{"type": "function", "id": f"call_{i}", "function": {"name": "custom_tool", "arguments": '{"custom_arg": "test"}'}}]
+                [{"type": "function", "id": f"call_{i//2}", "function": {"name": "custom_tool", "arguments": '{"custom_arg": "test"}'}}]
                 if i % 2 == 1
                 else None
             ),
+            tool_call_id=f"call_{i//2}" if i % 2 == 0 else None,
         )
         for i in range(4)
     ]
@@ -3049,6 +3050,58 @@ def test_get_run_messages(server: SyncServer, default_user: PydanticUser, sarah_
         assert msg.tool_call.name == "custom_tool"
 
 
+def test_get_run_messages(server: SyncServer, default_user: PydanticUser, sarah_agent):
+    """Test getting messages for a run with request config."""
+    # Create a run with custom request config
+    run = server.job_manager.create_job(
+        pydantic_job=PydanticRun(
+            user_id=default_user.id,
+            status=JobStatus.created,
+            request_config=LettaRequestConfig(
+                use_assistant_message=True, assistant_message_tool_name="custom_tool", assistant_message_tool_kwarg="custom_arg"
+            ),
+        ),
+        actor=default_user,
+    )
+
+    # Add some messages
+    messages = [
+        PydanticMessage(
+            organization_id=default_user.organization_id,
+            agent_id=sarah_agent.id,
+            role=MessageRole.tool if i % 2 == 0 else MessageRole.assistant,
+            text=f"Test message {i}" if i % 2 == 1 else '{"status": "OK"}',
+            tool_calls=(
+                [{"type": "function", "id": f"call_{i//2}", "function": {"name": "custom_tool", "arguments": '{"custom_arg": "test"}'}}]
+                if i % 2 == 1
+                else None
+            ),
+            tool_call_id=f"call_{i//2}" if i % 2 == 0 else None,
+        )
+        for i in range(4)
+    ]
+
+    for msg in messages:
+        created_msg = server.message_manager.create_message(msg, actor=default_user)
+        server.job_manager.add_message_to_job(job_id=run.id, message_id=created_msg.id, actor=default_user)
+
+    # Get messages and verify they're converted correctly
+    result = server.job_manager.get_run_messages(run_id=run.id, actor=default_user)
+
+    # Verify correct number of messages. Assistant messages should be parsed
+    assert len(result) == 4
+
+    # Verify assistant messages are parsed according to request config
+    assistant_messages = [msg for msg in result if msg.message_type == "assistant_message"]
+    reasoning_messages = [msg for msg in result if msg.message_type == "reasoning_message"]
+    assert len(assistant_messages) == 2
+    assert len(reasoning_messages) == 2
+    for msg in assistant_messages:
+        assert msg.content == "test"
+    for msg in reasoning_messages:
+        assert "Test message" in msg.reasoning
+
+
 # ======================================================================================================================
 # JobManager Tests - Usage Statistics
 # ======================================================================================================================