Implement retry logic for IB connection on startup

main.py

@@ -80,6 +80,25 @@ async def reconnect_loop() -> None:
     logger.error("Max reconnect attempts reached. Manual restart required.")
 
 
+async def connect_with_retries(max_attempts: int = 12) -> None:
+    for attempt in range(1, max_attempts + 1):
+        try:
+            await asyncio.wait_for(
+                ib.connectAsync(IBKR_HOST, IBKR_PORT, clientId=IBKR_CLIENT_ID),
+                timeout=15.0,
+            )
+            dependencies.setup_dependencies(ib, conn, cursor, db_write_lock)
+            logger.info("Connected to IB Gateway")
+            return
+        except Exception as exc:
+            logger.warning(
+                f"Startup IB connection attempt {attempt}/{max_attempts} failed: {exc}"
+            )
+            if attempt == max_attempts:
+                raise
+            await asyncio.sleep(5)
+
+
 def on_disconnect() -> None:
     logger.warning("IB Gateway disconnected. Scheduling reconnect...")
     asyncio.create_task(reconnect_loop())
@@ -89,9 +108,7 @@ def on_disconnect() -> None:
 async def lifespan(app: FastAPI):
     _validate_config()
     try:
-        await ib.connectAsync(IBKR_HOST, IBKR_PORT, clientId=IBKR_CLIENT_ID)
+        await connect_with_retries()
-        logger.info("Connected to IB Gateway")
-        dependencies.setup_dependencies(ib, conn, cursor, db_write_lock)
         ib.disconnectedEvent += on_disconnect
         yield
     finally: