He signs to gmail using the client and he has 2 key factor authentication. This way 2 factor would not keep prompting every few days. Ok so i assume you are using user name as whenever the issue arises in Keychain Access, Outlook 2016 for Mac Keeps asking for password office 365. I remember when I used to use outlook I created a password that was specifically used only for outlook. ![]() Why does Outlook 2016 Mac Keeps Asking for Office 365 Password? thing is the client keeps asking for a password every few days/week. ![]() It is evident from above that the reason behind this situation is Keychain Access password. Outlook for Mac keeps asking for password.
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