Microsoft 365 features that help users manage their subscriptions, account settings, and billing information.
So this is a problem on both Microsoft's and Apple's end (iOS14):
- Microsoft's obsession to repeatedly ask for your password on the slightest change in your computer (this can be noticed as well when using their web access, where it will reset your password even if you farted)
- Apple's introduction with MAC address randomization feature since iOS14 to improve privacy.
So hypothesis: iOS14 changes your MAC address -> Microsoft asks for your password.
I didn't tested it, but disabling 'private address' could fix this issue in 'Settings'. You might have to do this for every WIFI network you encounter..
I would rather have Microsoft solution in the end and is much more needed. Just relax the password requirement for an outlook account, it is getting pretty neurotic.