diff --git a/containers/backupchecks/src/backend/app/main/routes_settings.py b/containers/backupchecks/src/backend/app/main/routes_settings.py
index e2a4038..29e4cb9 100644
--- a/containers/backupchecks/src/backend/app/main/routes_settings.py
+++ b/containers/backupchecks/src/backend/app/main/routes_settings.py
@@ -197,11 +197,6 @@ def settings_jobs_delete_orphaned():
                 if run.mail_message_id:
                     mail_message_ids.append(run.mail_message_id)
 
-        # Delete related mails permanently (customer is gone)
-        if mail_message_ids:
-            mail_count = len(mail_message_ids)
-            MailMessage.query.filter(MailMessage.id.in_(mail_message_ids)).delete(synchronize_session=False)
-
         # Helper function for safe SQL execution
         def _safe_execute(stmt, params):
             try:
@@ -252,6 +247,12 @@ def settings_jobs_delete_orphaned():
         for job in orphaned_jobs:
             db.session.delete(job)
 
+        # Now delete related mails permanently (customer is gone)
+        # This must happen AFTER deleting jobs/runs to avoid foreign key constraint violations
+        if mail_message_ids:
+            mail_count = len(mail_message_ids)
+            MailMessage.query.filter(MailMessage.id.in_(mail_message_ids)).delete(synchronize_session=False)
+
         db.session.commit()
 
         flash(