Offline Queue and Retries
Cowork keeps your messages safe when the network drops, and tells you what to do when something fails.
When to use it
When the network drops or a message fails while you work.
How to use it
No network
If you send while the network is down, the message shows Offline — sends automatically when the connection is back. Up to 10 messages can wait; after that you are asked to wait for the earlier ones.
Short outages
If the connection drops while the AI is working, the status line shows Connection lost, reconnecting and retries by itself.
When something fails
- If the chat says the conversation was interrupted, send your message again.
- If it says your session expired, sign in again (for Codex or Claude: Settings › General › Models).
- If a chat says it can no longer restore its context, start a new chat. The old messages stay readable.
See also Sign-in Problems.