diff --git a/dags/veda_data_pipeline/utils/build_stac/handler.py b/dags/veda_data_pipeline/utils/build_stac/handler.py
index dd87bffa..984dfcaf 100644
--- a/dags/veda_data_pipeline/utils/build_stac/handler.py
+++ b/dags/veda_data_pipeline/utils/build_stac/handler.py
@@ -63,7 +63,24 @@ def handler(event: Dict[str, Any]) -> Union[S3LinkOutput, StacItemOutput]:
     try:
         stac_item = stac.generate_stac(parsed_event).to_dict()
     except Exception as ex:
-        out_err: StacItemOutput = {"stac_item": {"error": f"{ex}", "event": event}}
+        # Extract filename from first asset for better error reporting
+        filename = None
+        if event.get("assets"):
+            first_asset = next(iter(event["assets"].values()), {})
+            href = first_asset.get("href", "")
+            filename = href.split("/")[-1] if href else None
+
+        item_id = event.get("item_id", None)
+        logging.error(f"Failed to generate STAC for file: {filename} (item_id: {item_id}) - Error: {ex}")
+
+        out_err: StacItemOutput = {
+            "stac_item": {
+                "error": f"{ex}",
+                "filename": filename,
+                "item_id": item_id,
+                "event": event
+            }
+        }
         return out_err
 
     output: StacItemOutput = {"stac_item": stac_item}
@@ -140,12 +157,34 @@ def stac_handler(payload_src: dict, bucket_output, ti=None):
         if payload_failures:
             logging.warning("\n=== Error Breakdown ===")
             error_breakdown = {}
+            failed_files_by_error = {}  # Track files per error type
+
             for failure in payload_failures:
                 error_msg = failure.get('error', 'Unknown error')
                 error_breakdown[error_msg] = error_breakdown.get(error_msg, 0) + 1
 
+                # Extract filename
+                filename = failure.get('filename', 'unknown')
+                if filename == 'unknown' and 'event' in failure:
+                    # Fallback: extract from event if not in failure directly
+                    assets = failure['event'].get('assets', {})
+                    if assets:
+                        first_asset = next(iter(assets.values()), {})
+                        href = first_asset.get('href', '')
+                        filename = href.split("/")[-1] if href else 'unknown'
+
+                # Group filenames by error
+                if error_msg not in failed_files_by_error:
+                    failed_files_by_error[error_msg] = []
+                failed_files_by_error[error_msg].append(filename)
+
             for error, count in error_breakdown.items():
                 logging.warning(f"  - {error}: {count} occurrences")
+                # Show up to 5 example filenames per error
+                example_files = failed_files_by_error[error][:5]
+                logging.warning(f"    Example files: {', '.join(example_files)}")
+                if len(failed_files_by_error[error]) > 5:
+                    logging.warning(f"    ... and {len(failed_files_by_error[error]) - 5} more")
 
         result = {
             "payload": {
diff --git a/dags/veda_data_pipeline/utils/submit_stac.py b/dags/veda_data_pipeline/utils/submit_stac.py
index bc0b2d3b..cc904179 100644
--- a/dags/veda_data_pipeline/utils/submit_stac.py
+++ b/dags/veda_data_pipeline/utils/submit_stac.py
@@ -1,4 +1,6 @@
 import json
+import logging
+import math
 import os
 import sys
 from dataclasses import dataclass
@@ -40,6 +42,7 @@ class Creds(TypedDict):
     token_type: str
     scope: str
 
+
 @dataclass
 class IngestionApi:
     base_url: str
@@ -86,16 +89,32 @@ def submit(self, event: Dict[str, Any], endpoint: str) -> Dict[str, Any]:
             "Authorization": f"Bearer {self.token}",
             "Content-Type": "application/json",
         }
-        response = requests.post(
-            f"{self.base_url.rstrip('/')}{endpoint}",
-            json=event,
-            headers=headers,
-        )
+
+        # Extract filename/item_id from the event for error reporting
+        item_id = event.get("id", None)
+        filename = None
+        if "assets" in event:
+            assets = event.get("assets", {})
+            if assets:
+                first_asset = next(iter(assets.values()), {})
+                href = first_asset.get("href", "")
+                filename = href.split("/")[-1] if href else None
+
         try:
+            response = requests.post(
+                f"{self.base_url.rstrip('/')}{endpoint}",
+                json=event,
+                headers=headers,
+            )
             response.raise_for_status()
         except Exception as e:
-            print(response.text)
-            raise e
+            logging.error(f"Failed to submit STAC item. Item ID: {item_id}, Filename: {filename}, Error: {type(e).__name__}: {e}")
+            # Log response text if it's an HTTP error
+            if hasattr(e, 'response'):
+                resp = getattr(e, 'response')
+                if hasattr(resp, 'text'):
+                    logging.error(f"Response: {resp.text}")
+            raise
         return response.json()