I experience the issue myself as well, every once in a while. Tried CC cleaner to clean up registry and everything -- also keep in mind this FixTechGuide Windows update Outlook fix is a fairly recent reinstall of windows. I am unable to stay signed in to my work account on Teams, Outlook, Office365 for more than 5 minutes.

Outlook credential prompt loop

I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately. My client’s Outlook will only continuously ask for the password mailbox not updating on IMAP after MFA is enforced and Office.com has been logged in. It would be nice if it distinguished between your password and the app password. You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a time, forgoing the restore of the cached files. Not sure if it has to do with being an onmicrosoft.com account that has no domain assigned to it.

Loop of 'Sign in to your account'.

I had this exact issue on another machine, that after 2.5 hours on the phone with MS support (via Zoom), the solution was to uninstall MS Office 365 and reinstall it. Yeap, you describe it exactly and unfortunately we still don’t have an answer. Closed the window without entering anything and Outlook returned to ‘Connected to Exchange’. I created a new Outlook profile, and then the old one started working. I wonder if the compuer cached a new logon token or something that the old Outlook profile could use. Also, during the new profile creation, I was only prompted for a password and not for MFA.

Resetting the Windows Credential Manager:

If you are saying that they are getting multiple MFA prompts then this is an out of sync issue with the wrong code being used. We’ve got a support case opened with Microsoft on this one but it’s been online Outlook email repair utility open for about 3 months. Unfortunately when the problem occurs they’ve asked us to ring straight away but of course you can never get them instantly (we’ve just been given someone’s direct number now). To make a long story short we’ve since been asked to collect Outlook logs and install Fiddler to capture additional logging. Initially, this account didn't have MFA turned on, and I was able to log in.

• It’s not caused by an out of sync MFA prompt as I have personally looked at a number of cases with the user as stepped through it.
• Problem doesn’t just happen on PC’s connected to the internal network, but can happen when a laptop is remote and connected via external wifi or mobile hotspot.
• Have looked all over and people have all sorts of possible solutions, but nothing we found to resolve the issue and get a new issue daily and just keep going through until it eventually works.
• Not sure if it has to do with being an onmicrosoft.com account that has no domain assigned to it.
• I have a valid MS 365 subscription that includes 5 device licenses.
• Hi, my office 365 account used to work with my desktop apps, I have confirmed with my admin system twice already that I have the appropriate license and everything is enabled but i keep getting stuck in this loop.
• Checking the Account in Word showed the correct authentication and subscription.
• Office 2016 is already Modern Authentication aware so APP passwords are not required.

Changing Outlook Security Settings:

Hi, my office 365 account used to work with my desktop apps, I have confirmed with my admin system twice already that I have the appropriate license and everything is enabled but i keep getting stuck in this loop. We are looking at using conditional access policies where a user with a Domain joined PC is not prompted for MFA. Right now we have it set to prompt when a user is not on any of our corporate networks or they are using a mobile device. The user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted. We checked with Word that the account was connected–it was and the we opened Outlook and it immediately connected. We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA.