feat: enhance message handling with content pattern matching and update environment configuration

main.py

@@ -50,6 +50,7 @@ logging.basicConfig(
 load_dotenv()
 
 WEBHOOK_URL = os.getenv('DISCORD_WEBHOOK_URL')
+TEST_MESSAGE_DELETE_PATTERN = r"test notification"
 
 
 def get_state() -> dict:
@@ -158,13 +159,16 @@ def create_embed(type: str, tz_list: list[str] | None = None) -> dict:
     return embed
 
 
-def send_notification(message: str) -> None:
+def send_notification(message: str) -> bool:
     """
     Send a notification to the Discord webhook.
+
+    Returns:
+        bool: True when the webhook accepted the notification, False otherwise.
     """
     if not WEBHOOK_URL:
         logging.error("WEBHOOK_URL not set")
-        return
+        return False
 
     _update_state(
         last_type=message,
@@ -192,6 +196,7 @@ def send_notification(message: str) -> None:
             logging.info(f"Notification sent: {message}")
             _update_state(last_success_at=datetime.now(),
                           last_status_code=response.status_code)
+            return True
         else:
             logging.error(
                 f"Failed to send notification: {response.status_code} - "
@@ -199,9 +204,23 @@ def send_notification(message: str) -> None:
             )
             _update_state(last_status_code=response.status_code,
                           last_error=response.text)
+            return False
     except requests.RequestException as e:
         logging.error(f"Error sending notification: {e}")
         _update_state(last_error=str(e))
+        return False
+
+
+def _schedule_startup_test_cleanup(test_sent: bool) -> None:
+    """Schedule one-time cleanup for the startup test notification."""
+    if not test_sent:
+        return
+
+    def cleanup_startup_test_message() -> schedule.CancelJob:
+        delete_old_messages(1, content_pattern=TEST_MESSAGE_DELETE_PATTERN)
+        return schedule.CancelJob
+
+    schedule.every(1).minutes.do(cleanup_startup_test_message)
 
 
 def schedule_notification(interval: str, at: str, type: str) -> None:
@@ -237,10 +256,9 @@ def main() -> None:
 
     logging.info("Scheduler started.")
 
-    # Test the notification on startup
-    send_notification("test")
-    # delete the test message after a short delay to keep the channel clean
-    schedule.every(1).minutes.do(delete_old_messages, 1)
+    # Send one startup test message and cleanup only if send succeeded.
+    test_sent = send_notification("test")
+    _schedule_startup_test_cleanup(test_sent)
 
     # delete old messages on startup to clean up any previous notifications
     # delete_old_messages(6)