outlook 2021 keeps asking for outlook.office365.com login password

Question

Outlook 2021 keeps asking for login to "Internet email" on outlook.office365.com via a popup (attached). I do and it keeps popping up>

Answer 1

Hi @KEITH FRANCIS ,

Welcome to our forum!

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In order to better resolve your case, please provide more information about your case:

1.Does this issue occur recently? If so, have you done any specific operations before that?
2.Considering the impact of the corrupted Outlook profile, it is suggested that you could try to create a new profile (Control Panel>Mail>Show Profiles>add) and add the account for testing to check if there are some differences.

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Answer 2

I've had the MS Office 2021 reseller technician help me and changing some account settings. They haven't been working and sometimes they work for a while, then the server signin pops up. Here are my settings: outlook acct settings current.jpg

After my problems with basic "old" outlook, a "new" outlet popped up, and this version doesn't have these server sign in popup issues. But I don't care for this "new" Outlook, and my subfolders are not loading all emails. So I'd like to resolve the "old" Outlook if I can.

If you see any thing wrong with my setting please advise. new outlook about outlook.jpg

..outlook password2.jpg

Answer 3

I have this sign in problem for over a year. Sometimes I can sign in and works for a while then it doesn't. The popup sign in is the symptom. It won't load new emails until signin accepted. I used to be able to "repair" my acct, and it would work. . for a while. Now I can't repair, says "encrypted and nonencripted signin not working." Since I changed some settings.

Is there any real time MS office (2021) support to resolve this outlook sign in problem? I don't care to use web-based Outlook (it doesn't populate my subfolders) and MS Office 365 Basic is web-based Outlook.