diff --git a/plugins/endpoints/api/routes.py b/plugins/endpoints/api/routes.py
index 3a0e1a57..f407e7d8 100644
--- a/plugins/endpoints/api/routes.py
+++ b/plugins/endpoints/api/routes.py
@@ -2942,12 +2942,18 @@ def _send_operator_report_alert(report, asset_id, hostname):
     from flask import url_for, request
     from shopdb.utils.mailer import get_smtp_config, _normalize_recipients
 
+    current_app.logger.info('_send_operator_report_alert called for report %d, asset %d, hostname %s',
+                            report.operatorreportid, asset_id, hostname)
+
     # Check if we have recipients before doing expensive work
     config = get_smtp_config()
+    current_app.logger.info('SMTP config: enabled=%s, host=%s, alert_recipients=%s',
+                            config.get('enabled'), config.get('host'), config.get('alert_recipients'))
     recipients = _normalize_recipients(config['alert_recipients'])
     if not recipients:
-        current_app.logger.debug('Skipping operator report alert: no alert recipients configured')
+        current_app.logger.warning('Skipping operator report alert: no alert recipients configured')
         return
+    current_app.logger.info('Will send alert to %d recipient(s): %s', len(recipients), recipients)
 
     asset = Asset.query.get(asset_id)
     if not asset:
@@ -3107,10 +3113,12 @@ def upload_operator_report():
         db.session.rollback()
 
     # Send email alert to default alert recipients
+    current_app.logger.info('Operator report %d saved, attempting to send email alert', report.operatorreportid)
     try:
         _send_operator_report_alert(report, asset_id, hostname)
+        current_app.logger.info('Email alert function completed for report %d', report.operatorreportid)
     except Exception as e:
-        current_app.logger.warning('Failed to send operator report alert email: %s', e)
+        current_app.logger.error('Failed to send operator report alert email for report %d: %s', report.operatorreportid, e, exc_info=True)
 
     return success_response(report.to_dict(),
                             message='Operator report received', http_code=201)