Hi @Doran!
I sell annual memberships but maybe what I do might help you a little bit. Although I have set up recurring memberships using Subscriptions on my Square Dashboard and a few clients have mentioned they intend to renew using that feature, I have to date sold memberships and renewals at the POS during checkout for services.
To keep track of the level of membership (I have "Basic" and "Plus" memberships) and the expiry date I have set up custom fields in the Customers > Settings > Configure Profiles. A multiple choice selection is used to identify a membership level and a date field is used to track the expiry date. Accordingly, I have special pricing for members set up in my Services menu, ie; Regular, Basic, Plus. Only the Regular price is shown online for bookings so I have to click on the client name to view if they have a valid membership then edit their appointment to select the appropriate pricing option. It's not exactly elegant but it is practical and prevents non-members from selecting the lower price option.
In your case you might set up an additional field for Facial and use that to inform when someone has used up their Facial credit. Now you have to remember to reverse the Facial selection when you set a new expiry date upon renewal. Again, no elegance here but gets the job done. Adding any automation is a little outide my imagination at this moment. I'll chime back in if anything to comes to mind. At this point I'm not even sure this is easier than a spreadsheet but I know although I do track all this in a spreadsheet I no longer have to look at it since it's all right there in my Square Appointments on screen in the moment I need it.
Good luck!
