Hi Jared_f, ms_g I have talked to Apple Support and think we have all URLs unblocked. I have tried looking at proxy logs also with no success. ( I dont see any unreachable URLs) I am tempted to think that the login is via Meraki and Meraki syncs with Apple School Manager. Meraki also cant identify where the issue is. If it is a URL / port I cant identify it and I cant see how the ipad functions happily on initial log in and subsequent logins until you leave it for a while (unless the ipad caches the password for a limited time) and thereafter it has to go back to Meraki for verification. I cant get anyone from Meraki who can state 1. the exact initial login process including urls and port 2 if the ipads cache the passcode at all 3 the exact subsequent login process 4 if my assumption that shared ipads verify against Meraki and Meraki syncs with Apple is correct
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