Hi @calgary1,
Thanks for writing in and welcome to our community! I noticed it's your first post 👋 We love seeing new faces here.
Hopefully, some other sellers who have used both operating systems can weigh in here. In the meantime, I'd like to share some resources regarding compatibility so you can take a look at what Square hardware is compatible with the device you're considering. For compatibility with the Square Reader take a look here, and for compatibility with third-party hardware such as printers or scanners, check out this guide.
