I transitioned to Square for Retail using Square Registers from a Windows based POS system.
While Square is generally more featureful and modern, one of the core capabilities of Windows is the ability to establish a remote desktop session to remotely take over a station and perform activities as if you were physically at the station.
This is not something that is frequently needed (I used it about once per week on average), but it is invaluable in terms of being able to see what is happening at the station and correcting some transactions and settings.
I understand the security risks and implications, but there should be a secure method to allow this access using strong authentication. There are many third party apps that can do this.
Please like and upvote if this would be useful to your business.
Thanks
Square Community