Hey @Savant,
Sounds like you may be using a new iPad or iPhone - due to changes Apple made with the way the touch screen operates on their new devices, there was an issue with PIN entry when using older versions of the Square app on new Apple devices.
This issue has since been fixed via an app update - if you update the POS app to version 5.3 or higher this should resolve the issue.
If this isn't the case, or updating the app does not resolve this, please get in touch with our support team on 1800 760 130 - they'll be able to look further into your operating environment and work out what's happening 👍.
Seamus
Square, Australia
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