Hey @BMMW and welcome to the Community,
Sorry to hear you're having some trouble. A few things to check first:
1) Is the OS (Operating System) up to date on your iPhone?
2) Is the POS app up to date?
3) Is your internet connection strong?
Sometimes it also helps to delete and reinstall the app completely, as long as you don't have any pending Offline Mode payments.
Make sure those things are all updated. If you're still running into problems, give our team a call so they can go through some additional steps.
For peace of mind too- that message doesn't mean anything is insecure. It just means the reader can't connect.
Ashley C
Community Moderator, Square
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