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Also, at the time, that user did not have MFA turned on. 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.
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Please help can't afford a new computer if I throw this one against the wall. 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’. Office 2016 is already Modern Authentication aware so APP passwords are not required.
Microsoft Office 365 Endless Authentication Loop Issue
Today was the first time in about 2 months that I had the issue.In each case the fix has either been one of the above items or a combination of them.I then approve the login with my authenticator app.Outlook must be online or connected to complete this action.Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.So figuring that was the same issue here, I did the same thing.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.
You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a troubleshoot Outlook synchronizing folders error time, forgoing the restore of the cached files. If this box is greyed out or disabled then you need to reset the Windows Credential Manager first. Or, any suggestion on how to fix this issue, even better.
Outlook stuck in an MFA loop
The reset cached Exchange mode 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. 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. I’ve seen this happen when the time and or date is wrong on the machine. 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.
Outlook 365 Password Prompt Issue on Windows Desktop
So not doing anything at all even seems to work. Which to me sounds solve Office 365 mailbox sync delays like the issue is service side, not client side. 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.