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But by mistake, I turned on MFA for the admin account, and then when I logged in again, it prompted me to use Microsoft Authenticator. The bad thing is this account was not registered with Microsoft Authenticator, so I couldn't see any codes diagnose Office activation conflicts in the authenticator. And there were no other login options, and I was stuck in a login loop. This is now the 2nd machine that presents the same issue. I have a valid MS 365 subscription that includes 5 device licenses. On the main machine where I have been using the suite, now my account is deactivated and if I try to authenticate, it looks like it works but then get the "Fix", "Authenticate", "Activate" or "Resolve" buttons, all of which do nothing.
Outlook credential prompt loop
In the instances that this occurs the effected user is not new to MFA but has been running it for at least months. The problem appears to randomly affect users (I’ve had it affect myself once too), and the only solution appears to one of (or a combination of) the options in the OP. Out of 140 staff the problem seems to occur once every 2-3 weeks on average. In this case are you saying that there is a password prompt for the users credentials? Clear the Windows Credential manager or recreate the users Outlook profile. In fact if you just turned on MFA and you were not using MFA before you usually end up having to rebuild diagnose Office activation conflicts the profile and clearing the credential manager.
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 FixTechGuide mailbox repair Steps 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.
I even tried disabling my anti -virus while authenticating, that didn't work.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.I cannot find the phone number again to contact MS Office support (eventually they were helpful, but only after insisting they help!), I'm in the Netherlands so if someone has a phone number, I'd love to get it again.Where I work, we have a new sandbox tenant to make tests before official deployment.I do NOT have this issue with the other laptop, an iPad, a MacBook Pro and tablet.You may have to rebuild/restore your outlook folder/files which is a pain.We had the issue where Outlook 2016 kept prompting for a password for an Office 365 user whose laptop was connected to their Office 365 account using Windows 10 Pro.In each case the fix has either been one of the above items or a combination of them.
Changing Outlook Security Settings:
If this box is greyed out or disabled then you need to reset the Windows Credential Manager first. @Microsoft, given the level of attention the community has given this issue, I hope you come up with an update soon. We have been experiencing the exact same issue for months now.
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