diff --git a/src/khoj/configure.py b/src/khoj/configure.py
index 5d3c7123..53e19f71 100644
--- a/src/khoj/configure.py
+++ b/src/khoj/configure.py
@@ -192,6 +192,7 @@ def initialize_server(config: Optional[FullConfig]):
         configure_server(config, init=True)
     except Exception as e:
         logger.error(f"🚨 Failed to configure server on app load: {e}", exc_info=True)
+        raise e
 
 
 def configure_server(