Hey @IAS

While there isn't a feature to do exactly what you're looking to do, you do have a few options:

1. Card on File - You can save your students' cards on file, so when it's time to charge, you ring up a student, and charge it to their card on file so you don't have to manually enter the cards each time. While you can't select multiple students and just run it that way, it does save you entering each card number each time.

https://squareup.com/help/us/en/article/5770-use-card-on-file-with-the-square-point-of-sale-app

2. Recurring Invoices - This one is probably your best bet - You can set up recurring invoices to automatically charge your students each month. This, in combination with Card on File should make this super easy. https://squareup.com/townsquare/how-to-recurring-payments

3. Installments - If your account qualifies for Square Installments, your students can apply to set up payments in installments. It's a few extra steps and some people (both sellers and students) may not qualify, but it is an option that's out there.

https://squareup.com/us/en/installments

Hope this helps!

Pesso