AI Advisor returns errors — what's wrong?
5-step troubleshooting flow: check daily limit, status page, simpler question, Plaid connection, then contact support with details.
If the AI Advisor isn't responding or returns an error message, here's the troubleshooting flow:
1. Check your daily limit. Pro users have a soft cap of 20 queries per day (resets at midnight UTC). If you've hit the limit, you'll see a friendly "daily limit reached" message with the reset time. Wait until midnight UTC or contact support@keepingup.com if you need an exception.
2. Check our status page. Visit keepingup.com/status. If we're reporting an AI Advisor incident, Anthropic (our AI provider) may be experiencing an issue on their end. These typically resolve within 30-60 minutes.
3. Try a shorter, simpler question. Very long or complex questions sometimes time out. Break the question into two simpler ones.
4. Make sure your connection is healthy. The Advisor needs your most-recent transactions and net-worth data to give accurate advice. If your Plaid connection is broken (see the Plaid reconnect guide), reconnect first.
5. Still not working? Email support@keepingup.com with:
- The exact error message you saw
- The question you tried to ask (we won't see your data, just what you typed)
- Roughly what time you tried it
Most AI Advisor issues resolve within minutes once we identify the cause.