thread Re: Issue with connecting to Square Checking via Plaid? in Banking With Square

Issue with connecting to Square Checking via Plaid?

jdevelvis — Sat, 20 Sep 2025 13:15:59 GMT

I'm using Wave, and had my Square account connected and it was importing properly until 1/4. Since then, it hasn't been able to connect. I reached out to Wave support today and they said Plaid is giving this error: "We are experiencing issues connecting to this institution for updating transactions."

Is there a known issue with Square Checking/Plaid? If so, is there a status update?

Re: Issue with connecting to Square Checking via Plaid?

BernadetteA — Fri, 12 Jan 2024 02:01:12 GMT

Hi @jdevelvis 👋 Thanks for reaching out.

I have not seen any other reports regarding this, but I did reach out to some colleagues to see if I can get some more information for you.

Was there anything else that Wave had to say regarding this?

Re: Issue with connecting to Square Checking via Plaid?

jdevelvis — Fri, 12 Jan 2024 14:55:56 GMT

Thanks for checking into this for me! All they said was that since it was an issue Plaid was saying was between them and Square, there was nothing they could do but wait. If you need anything from me to help find the issue, don't hesitate to let me know!

Re: Issue with connecting to Square Checking via Plaid?

alexandriak — Tue, 16 Jan 2024 19:30:42 GMT

Plaid is terrible! I hate that wave switched to them because Plaid doesn't connect to my business accounts with either of my banks anymore.

Make sure you stay on top of Plaid because they still haven't corrected my issue and it's been years.

Re: Issue with connecting to Square Checking via Plaid?

jdevelvis — Thu, 18 Jan 2024 15:11:59 GMT

Update: It's working again! 🙂 Thanks for your help, @BernadetteA!

Re: Issue with connecting to Square Checking via Plaid?

JJ_ — Thu, 18 Jan 2024 16:24:38 GMT

Glad to hear this has been addressed @jdevelvis. Plaid can be flaky at times. Hopefully, this one sticks and continues working for you.