diff --git a/bridge.py b/bridge.py
index 872d444..9676c9b 100644
--- a/bridge.py
+++ b/bridge.py
@@ -93,11 +93,11 @@ class BridgeProtocol:
             logger.info(f"Startup cleanup: removed {cleaned} stale pending files")
 
     def get_pending_requests(self) -> list[ApprovalRequest]:
-        """Read all pending approval requests. Skips files older than 5 minutes."""
+        """Read all pending approval requests. Skips files older than 30 minutes."""
         requests = []
         fields = {f.name for f in ApprovalRequest.__dataclass_fields__.values()}
         now = time.time()
-        MAX_AGE = 300  # 5 minutes
+        MAX_AGE = 1800  # 30 minutes (matches Discord button timeout)
         for f in self.pending_dir.glob("*.json"):
             try:
                 data = json.loads(f.read_text(encoding="utf-8-sig"))