diff --git a/engines/python/setup/djl_python/huggingface.py b/engines/python/setup/djl_python/huggingface.py
index 0bac03fb9d..a04506213c 100644
--- a/engines/python/setup/djl_python/huggingface.py
+++ b/engines/python/setup/djl_python/huggingface.py
@@ -491,7 +491,8 @@ def _read_model_config(self, model_config_path: str):
         except Exception as e:
             logging.error(
                 f"{model_config_path} does not contain a config.json or adapter_config.json for lora models. "
-                f"This is required for loading huggingface models")
+                f"This is required for loading huggingface models",
+                exc_info=True)
             raise e
 
 
diff --git a/engines/python/setup/djl_python/sm_log_filter.py b/engines/python/setup/djl_python/sm_log_filter.py
index a26f0aca40..348ec1ec99 100644
--- a/engines/python/setup/djl_python/sm_log_filter.py
+++ b/engines/python/setup/djl_python/sm_log_filter.py
@@ -46,7 +46,8 @@ def filter(self, record):
                 return False
         except Exception as exc:
             logging.warning(
-                f"Forwarding {str(record)} failed due to {str(exc)}")
+                f"Forwarding {str(record)} failed due to {str(exc)}",
+                exc_info=True)
             return False
 
     def count(self, key):
diff --git a/engines/python/setup/djl_python/streaming_utils.py b/engines/python/setup/djl_python/streaming_utils.py
index b600518ee7..3efc36c386 100644
--- a/engines/python/setup/djl_python/streaming_utils.py
+++ b/engines/python/setup/djl_python/streaming_utils.py
@@ -87,6 +87,7 @@ def run_generation(model, **kwargs):
             try:
                 model.generate(**kwargs)
             except Exception as e:
+                logging.warning("stream generation failed", exc_info=True)
                 streamer.put_text(str(e))
             finally:
                 streamer.end()
diff --git a/engines/python/setup/djl_python/utils.py b/engines/python/setup/djl_python/utils.py
index 62374c23d4..5cfa756374 100644
--- a/engines/python/setup/djl_python/utils.py
+++ b/engines/python/setup/djl_python/utils.py
@@ -71,9 +71,15 @@ def parse_input_with_formatter(inputs: Input,
                 adapters_per_item, found_adapter_per_item = _parse_adapters(
                     _inputs, input_map, item, adapter_registry)
         except Exception as e:  # pylint: disable=broad-except
-            logging.warning(f"Parse input failed: {i}")
             input_size.append(0)
-            errors[i] = str(e)
+            err_msg = "Input Parsing failed. Ensure that the request payload is valid. "
+            # str(e) for KeyError only yields the name of the key, which isn't useful as a response to the client
+            if isinstance(e, KeyError):
+                err_msg += f"Invalid Request Property: {e}"
+            else:
+                err_msg += str(e)
+            errors[i] = err_msg
+            logging.warning(err_msg, exc_info=True)
             continue
 
         input_data.extend(_inputs)