thread Re: Square Messages is currently experiencing issues sending text messages. in Customer Engagement

Square Marketing Text Messages Not Sending

PinkButterBush — Sun, 21 Sep 2025 07:50:01 GMT

I have scheduled multiple Mothers Day text messages and tried to send them directly, however, they are not sending. Is anyone else having this issue? Great day to shut down Square!

Re: Square Marketing Text Messages Not Sending

JessPoynter — Sun, 14 May 2023 19:53:45 GMT

There have been issues with Messages for quite some time now. Long story short, from what I've been told, clients/customers will need to re-opt-in due to Square needing to tighten up privacy policies. I agree, very frustrating, but that is the direction from Square, for now. Support is very aware of our need to have functioning, customizable messaging options.

Re: Square Messages is currently experiencing issues sending text messages.

Nuthera — Tue, 20 Jun 2023 23:29:45 GMT

I’m still getting issues as it is saying message undeliverable to all clients for receipts

“There was an error sending your texts. Please try again later.“

FeelPretty — Wed, 21 Jun 2023 15:38:29 GMT

Hello, I receive this message while trying to send a text message campaign.

someone please help me. I have no clue why it won’t send. I’ve tried from

difference phones, devices, laptop, WiFi no WiFi and nothing.

Re: Square Marketing Text Messages Not Sending

FeelPretty — Thu, 22 Jun 2023 12:02:59 GMT

I’m having the same issue! It’s so frustrating. There’s no point in paying for the additional service if I can’t use it.

Re: “There was an error sending your texts. Please try again later.“

Gold — Thu, 22 Jun 2023 12:39:41 GMT

HI, hopefully this Square Support page will help. Square Text Message Marketing.

https://squareup.com/help/us/en/article/6759-text-message-marketing

https://squareup.com/us/en/software/marketing/pricing#text

Re: Square Marketing Text Messages Not Sending

_Violet — Thu, 22 Jun 2023 20:16:27 GMT

Hi @PinkButterBush @FeelPretty @Nuthera - I'm sorry to hear that this issue with Square Messages has brought you to the Seller Community.

I suggest starting out with the troubleshooting steps that @Gold mentioned above in the Best Answer. If those don't improve things, please reach out to Support directly by logging into your Square account and heading here for further assistance.

I hope this helps!