diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index 3fe2075c6..bb2d9cc0b 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -55,6 +55,7 @@ repos:
     hooks:
       - id: mypy
         name: mypy-clients-python
+        files: clients/python/.*
         entry: mypy --config-file clients/python/mypy.ini
         language: system
   - repo: https://github.com/pre-commit/mirrors-mypy
diff --git a/clients/python/llmengine/data_types.py b/clients/python/llmengine/data_types.py
index 211106d8f..076124207 100644
--- a/clients/python/llmengine/data_types.py
+++ b/clients/python/llmengine/data_types.py
@@ -355,6 +355,24 @@ class CompletionStreamOutput(BaseModel):
     """Detailed token information."""
 
 
+class StreamErrorContent(BaseModel):
+    error: str
+    """Error message."""
+    timestamp: str
+    """Timestamp of the error."""
+
+
+class StreamError(BaseModel):
+    """
+    Error object for a stream prompt completion task.
+    """
+
+    status_code: int
+    """The HTTP status code of the error."""
+    content: StreamErrorContent
+    """The error content."""
+
+
 class CompletionStreamResponse(BaseModel):
     """
     Response object for a stream prompt completion task.
@@ -372,6 +390,9 @@ class CompletionStreamResponse(BaseModel):
     output: Optional[CompletionStreamOutput] = None
     """Completion output."""
 
+    error: Optional[StreamError] = None
+    """Error of the response (if any)."""
+
 
 class CreateFineTuneRequest(BaseModel):
     """
diff --git a/docs/getting_started.md b/docs/getting_started.md
index 46741d1b4..fea0531a0 100644
--- a/docs/getting_started.md
+++ b/docs/getting_started.md
@@ -81,11 +81,10 @@ stream = Completion.create(
 )
 
 for response in stream:
-    try:
-        if response.output:
-            print(response.output.text, end="")
-            sys.stdout.flush()
-    except: # an error occurred
-        print(stream.text) # print the error message out 
+    if response.output:
+        print(response.output.text, end="")
+        sys.stdout.flush()
+    else: # an error occurred
+        print(response.error) # print the error message out 
         break
 ```
diff --git a/docs/guides/completions.md b/docs/guides/completions.md
index 4719edc39..dee51f615 100644
--- a/docs/guides/completions.md
+++ b/docs/guides/completions.md
@@ -87,12 +87,11 @@ stream = Completion.create(
 )
 
 for response in stream:
-    try:
-        if response.output:
-            print(response.output.text, end="")
-            sys.stdout.flush()
-    except: # an error occurred
-        print(stream.text) # print the error message out 
+    if response.output:
+        print(response.output.text, end="")
+        sys.stdout.flush()
+    else: # an error occurred
+        print(response.error) # print the error message out 
         break
 ```
 
diff --git a/model-engine/model_engine_server/api/llms_v1.py b/model-engine/model_engine_server/api/llms_v1.py
index 67abfefa4..92ddad0e7 100644
--- a/model-engine/model_engine_server/api/llms_v1.py
+++ b/model-engine/model_engine_server/api/llms_v1.py
@@ -1,7 +1,10 @@
 """LLM Model Endpoint routes for the hosted model inference service.
 """
+import traceback
+from datetime import datetime
 from typing import Optional
 
+import pytz
 from fastapi import APIRouter, Depends, HTTPException, Query
 from model_engine_server.api.dependencies import (
     ExternalInterfaces,
@@ -28,6 +31,8 @@
     ListLLMModelEndpointsV1Response,
     ModelDownloadRequest,
     ModelDownloadResponse,
+    StreamError,
+    StreamErrorContent,
 )
 from model_engine_server.common.dtos.model_endpoints import ModelEndpointOrderBy
 from model_engine_server.core.auth.authentication_repository import User
@@ -71,6 +76,34 @@
 logger = make_logger(filename_wo_ext(__name__))
 
 
+def handle_streaming_exception(
+    e: Exception,
+    code: int,
+    message: str,
+):
+    tb_str = traceback.format_exception(etype=type(e), value=e, tb=e.__traceback__)
+    request_id = get_request_id()
+    timestamp = datetime.now(pytz.timezone("US/Pacific")).strftime("%Y-%m-%d %H:%M:%S %Z")
+    structured_log = {
+        "error": message,
+        "request_id": str(request_id),
+        "traceback": "".join(tb_str),
+    }
+    logger.error("Exception: %s", structured_log)
+    return {
+        "data": CompletionStreamV1Response(
+            request_id=str(request_id),
+            error=StreamError(
+                status_code=code,
+                content=StreamErrorContent(
+                    error=message,
+                    timestamp=timestamp,
+                ),
+            ),
+        ).json()
+    }
+
+
 @llm_router_v1.post("/model-endpoints", response_model=CreateLLMModelEndpointV1Response)
 async def create_model_endpoint(
     request: CreateLLMModelEndpointV1Request,
@@ -226,42 +259,30 @@ async def create_completion_stream_task(
     logger.info(
         f"POST /completion_stream with {request} to endpoint {model_endpoint_name} for {auth}"
     )
-    try:
-        use_case = CompletionStreamV1UseCase(
-            model_endpoint_service=external_interfaces.model_endpoint_service,
-            llm_model_endpoint_service=external_interfaces.llm_model_endpoint_service,
-        )
-        response = use_case.execute(
-            user=auth, model_endpoint_name=model_endpoint_name, request=request
-        )
+    use_case = CompletionStreamV1UseCase(
+        model_endpoint_service=external_interfaces.model_endpoint_service,
+        llm_model_endpoint_service=external_interfaces.llm_model_endpoint_service,
+    )
+    response = use_case.execute(user=auth, model_endpoint_name=model_endpoint_name, request=request)
 
-        async def event_generator():
-            try:
-                async for message in response:
-                    yield {"data": message.json()}
-            except InvalidRequestException as exc:
-                yield {"data": {"error": {"status_code": 400, "detail": str(exc)}}}
-                return
+    async def event_generator():
+        try:
+            async for message in response:
+                yield {"data": message.json()}
+        except (InvalidRequestException, ObjectHasInvalidValueException) as exc:
+            yield handle_streaming_exception(exc, 400, str(exc))
+        except (
+            ObjectNotFoundException,
+            ObjectNotAuthorizedException,
+            EndpointUnsupportedInferenceTypeException,
+        ) as exc:
+            yield handle_streaming_exception(exc, 404, str(exc))
+        except Exception as exc:
+            yield handle_streaming_exception(
+                exc, 500, "Internal error occurred. Our team has been notified."
+            )
 
-        return EventSourceResponse(event_generator())
-    except UpstreamServiceError:
-        request_id = get_request_id()
-        logger.exception(f"Upstream service error for request {request_id}")
-        return EventSourceResponse(
-            iter((CompletionStreamV1Response(request_id=request_id).json(),))  # type: ignore
-        )
-    except (ObjectNotFoundException, ObjectNotAuthorizedException) as exc:
-        raise HTTPException(
-            status_code=404,
-            detail="The specified endpoint could not be found.",
-        ) from exc
-    except ObjectHasInvalidValueException as exc:
-        raise HTTPException(status_code=400, detail=str(exc))
-    except EndpointUnsupportedInferenceTypeException as exc:
-        raise HTTPException(
-            status_code=400,
-            detail=f"Unsupported inference type: {str(exc)}",
-        ) from exc
+    return EventSourceResponse(event_generator())
 
 
 @llm_router_v1.post("/fine-tunes", response_model=CreateFineTuneResponse)
@@ -405,12 +426,12 @@ async def delete_llm_model_endpoint(
             model_endpoint_service=external_interfaces.model_endpoint_service,
         )
         return await use_case.execute(user=auth, model_endpoint_name=model_endpoint_name)
-    except (ObjectNotFoundException) as exc:
+    except ObjectNotFoundException as exc:
         raise HTTPException(
             status_code=404,
             detail="The requested model endpoint could not be found.",
         ) from exc
-    except (ObjectNotAuthorizedException) as exc:
+    except ObjectNotAuthorizedException as exc:
         raise HTTPException(
             status_code=403,
             detail="You don't have permission to delete the requested model endpoint.",
diff --git a/model-engine/model_engine_server/common/dtos/llms.py b/model-engine/model_engine_server/common/dtos/llms.py
index 27a12ddcf..bf0b75199 100644
--- a/model-engine/model_engine_server/common/dtos/llms.py
+++ b/model-engine/model_engine_server/common/dtos/llms.py
@@ -202,6 +202,24 @@ class CompletionStreamOutput(BaseModel):
     token: Optional[TokenOutput] = None
 
 
+class StreamErrorContent(BaseModel):
+    error: str
+    """Error message."""
+    timestamp: str
+    """Timestamp of the error."""
+
+
+class StreamError(BaseModel):
+    """
+    Error object for a stream prompt completion task.
+    """
+
+    status_code: int
+    """The HTTP status code of the error."""
+    content: StreamErrorContent
+    """The error content."""
+
+
 class CompletionStreamV1Response(BaseModel):
     """
     Response object for a stream prompt completion task.
@@ -209,6 +227,8 @@ class CompletionStreamV1Response(BaseModel):
 
     request_id: str
     output: Optional[CompletionStreamOutput] = None
+    error: Optional[StreamError] = None
+    """Error of the response (if any)."""
 
 
 class CreateFineTuneRequest(BaseModel):
diff --git a/model-engine/model_engine_server/domain/use_cases/llm_model_endpoint_use_cases.py b/model-engine/model_engine_server/domain/use_cases/llm_model_endpoint_use_cases.py
index 97d9f69b3..5b1798722 100644
--- a/model-engine/model_engine_server/domain/use_cases/llm_model_endpoint_use_cases.py
+++ b/model-engine/model_engine_server/domain/use_cases/llm_model_endpoint_use_cases.py
@@ -1308,7 +1308,7 @@ async def execute(
         )
 
         if len(model_endpoints) == 0:
-            raise ObjectNotFoundException
+            raise ObjectNotFoundException(f"Model endpoint {model_endpoint_name} not found.")
 
         if len(model_endpoints) > 1:
             raise ObjectHasInvalidValueException(
diff --git a/model-engine/tests/unit/api/test_llms.py b/model-engine/tests/unit/api/test_llms.py
index 2e909aeb5..32178b499 100644
--- a/model-engine/tests/unit/api/test_llms.py
+++ b/model-engine/tests/unit/api/test_llms.py
@@ -113,6 +113,32 @@ def test_completion_sync_success(
     assert response_1.json().keys() == {"output", "request_id"}
 
 
+def test_completion_sync_endpoint_not_found_returns_404(
+    llm_model_endpoint_sync: Tuple[ModelEndpoint, Any],
+    completion_sync_request: Dict[str, Any],
+    get_test_client_wrapper,
+):
+    client = get_test_client_wrapper(
+        fake_docker_repository_image_always_exists=True,
+        fake_model_bundle_repository_contents={},
+        fake_model_endpoint_record_repository_contents={},
+        fake_model_endpoint_infra_gateway_contents={
+            llm_model_endpoint_sync[0]
+            .infra_state.deployment_name: llm_model_endpoint_sync[0]
+            .infra_state,
+        },
+        fake_batch_job_record_repository_contents={},
+        fake_batch_job_progress_gateway_contents={},
+        fake_docker_image_batch_job_bundle_repository_contents={},
+    )
+    response_1 = client.post(
+        f"/v1/llm/completions-sync?model_endpoint_name={llm_model_endpoint_sync[0].record.name}",
+        auth=("no_user", ""),
+        json=completion_sync_request,
+    )
+    assert response_1.status_code == 404
+
+
 @pytest.mark.skip(reason="Need to figure out FastAPI test client asyncio funkiness")
 def test_completion_stream_success(
     llm_model_endpoint_streaming: ModelEndpoint,
@@ -136,6 +162,7 @@ def test_completion_stream_success(
         f"/v1/llm/completions-stream?model_endpoint_name={llm_model_endpoint_streaming.record.name}",
         auth=("no_user", ""),
         json=completion_stream_request,
+        stream=True,
     )
     assert response_1.status_code == 200
     count = 0
@@ -146,3 +173,33 @@ def test_completion_stream_success(
         )
         count += 1
     assert count == 1
+
+
+@pytest.mark.skip(reason="Need to figure out FastAPI test client asyncio funkiness")
+def test_completion_stream_endpoint_not_found_returns_404(
+    llm_model_endpoint_streaming: ModelEndpoint,
+    completion_stream_request: Dict[str, Any],
+    get_test_client_wrapper,
+):
+    client = get_test_client_wrapper(
+        fake_docker_repository_image_always_exists=True,
+        fake_model_bundle_repository_contents={},
+        fake_model_endpoint_record_repository_contents={},
+        fake_model_endpoint_infra_gateway_contents={
+            llm_model_endpoint_streaming.infra_state.deployment_name: llm_model_endpoint_streaming.infra_state,
+        },
+        fake_batch_job_record_repository_contents={},
+        fake_batch_job_progress_gateway_contents={},
+        fake_docker_image_batch_job_bundle_repository_contents={},
+    )
+    response_1 = client.post(
+        f"/v1/llm/completions-stream?model_endpoint_name={llm_model_endpoint_streaming.record.name}",
+        auth=("no_user", ""),
+        json=completion_stream_request,
+        stream=True,
+    )
+
+    assert response_1.status_code == 200
+
+    for message in response_1:
+        assert "404" in message.decode("utf-8")
diff --git a/model-engine/tests/unit/api/test_tasks.py b/model-engine/tests/unit/api/test_tasks.py
index 5192f0250..611195bd3 100644
--- a/model-engine/tests/unit/api/test_tasks.py
+++ b/model-engine/tests/unit/api/test_tasks.py
@@ -364,6 +364,7 @@ def test_create_streaming_task_success(
         f"/v1/streaming-tasks?model_endpoint_id={model_endpoint_streaming.record.id}",
         auth=(test_api_key, ""),
         json=endpoint_predict_request_1[1],
+        stream=True,
     )
     assert response.status_code == 200
     count = 0