Square connection problems

Updated October 2, 2026

If Square won't connect, or card payments have stopped, try these.

Connecting fails

  1. Click Connect again. The message "Couldn't connect Square. Try again." is usually temporary.
  2. Make sure you approve the connection on Square's consent screen. Cancelling shows "Square connection cancelled".
  3. Make sure you sign in with the Square account that owns the business you want to use.
  4. If you see a message that the portal and website are out of sync, contact support. We need to fix this on our side.

It used to work, and now doesn't

  1. Open Integrations and check the Square card still says Production connected.
  2. Click Disconnect, then Connect again.
  3. Place a small test order.

Money and refunds

Deposits go to your own Square account, so check payouts in Square. Refunds are made from the order in the portal. See How refunds work.

Terminal problems

See Pair a Square Terminal. If the Terminal checkout doesn't go through, check its power and Wi-Fi, then send it again.

Note: Square must support your country for card processing. If you're unsure, ask Square.

Was this article helpful?

Still need help? Contact us