Wanted to warn others -- starting Oct 18, 2025, Square stopped sending us email notification of online orders. We had been receiving email notifications prior to that and made zero changes on our end. Checked spam. Receiving emails successfully from everyone else except Square. Square just stopped sending email notification of online orders, and didn't warn us or tell us. We were left to discover this on our own.
After hours and hours and hours spent over many days trying to get support on this from Square, Square at first admitted that they changed settings on our account without our permission and without telling us, and told us they had to change a setting on their end to start sending these email notifications to us again (which wouldn't have happened if we had not persisted through Square's abysmal "support"). Then they quickly tried to walk back that explanation and instead tried blaming it on gmail flagging these online order email notifications as spam. We check spam and the emails are not there. Prior to Oct 18 and continuously through now, we also have a successfully working email filter in place so that no emails sent from Square or including Square info could be sent to spam.
This is just the latest email issue in Square's long line of email issues this year. Square took away the ability to customize emails and also took away the ability to use any custom "from" address (so emails cannot be sent from our company or our domain or any address associated with our company). Square also now requires that all email communication to our online ordering customers must come from a generic square email address (and if our customers reply to their online order confirmation, we don't get their emails...we have to log into Square and check the message center there all the time to see if any customer emails went there).
On top of all this, Square just up and turned off email notification of our online orders...in Q4, the busiest online ordering season of the whole year no less.
Square Online is so far behind in ecommerce -- they took away even these basic, entry-level services and we can't even trust them to notify us of online orders and trying to get help from "support" is time consuming and usually fruitless.
As the busy holidays are already here, we can't continue with all the issues we've already experienced with square online's email shenanigans. Our customers also tell us their order confirmation emails are going to spam or sometimes don't arrive at all. Now Square Online isn't even sending us online order notifications consistently.
We moved our online sales to Squarespace last weekend. Includes email customization, our own "from" address, better online experience for our customers, none of the inventory management issues we've had with Square Online, better gift card options, even cheaper fees.
