let me know!Īlso, as it appears, in your case, after the steps you’ve taken, and it some-what working after, could also be an issue with the Keychain. If other accounts do the same, and the same behavior Occurs in Apple Mail and other accounts, etc. As well, some now “Oath” accounts require creating/using a “Secure Mail Key”.įor instance, Gmail stopped working on Mac Mail totally, until users deleted / re-added the accounts, and were THEN prompted to authenticate in Safari, having to “Allow Mac OS to access their Google Mail”. For example, many providers now offer or require you to generate “App Specific passwords” for other apps or devices to access your information, (Mail, etc). If other accounts in Outlook work just fine, then yes, you’re right, it could totally have to do with account security. Likewise, I’ve seen installed VPN’s do the same on Macs, (Even when not enabled), do you see any VPN Interfaces, in the same Network Preferences? If so, I’d highlight and remove with the “-“ below and hit Apply again. If anything other than the very bottom one is enabled which you didn’t do, disable, hit Okay > Apply, on the bottom right. Safe Mode May also be a good test, as well as testing in another user account.įirst, however, can you check System Preferences > Network > Advances > Proxies? Likewise, does the same happen in Apple Mail? (If you don’t use Apple Mail, it may be a good test). There could be, however, a conflict with the network configuration on your Mac, however, do other accounts work okay? (If you have other accounts)? Obviously, from your post, it doesn’t matter what network you’re connected to right?ĭoes the same happen, also on other Macs and / or devices? I’ve seen this before, there could be many causes, so thanks for breaking it down.

Outlook 365 vs mac mail