I feel like this issue is getting progressively worse as the fix used to be troubleshoot Outlook synchronizing folders error clearing the credential manager or if it was bad uninstalling the entire Office Suite, clearing all traces and reinstalling and now we are seeing nothing helping it. 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. 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. Today was the first time in about 2 months that I had the issue. It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully.

Outlook credential prompt loop

So figuring that was the same issue here, I did the same thing. I'm also getting Error 29, which the MS support rep couldn't explain to me. I even tried disabling my anti -virus while authenticating, that didn't work. On the off chance that none of these things solve this issue for you, please contact our Fix Outlook Not Opening After Windows Update support team at

Loop of 'Sign in to your account'.

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. The repeated issue logging in started after I enabled the modern authentication in the Office 365 administration panel. The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password. Checking the Account in Word showed the correct authentication and subscription.

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 Windows update Outlook fix 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.

• 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).
• This is now the 2nd machine that presents the same issue.
• I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately.
• I’d do that one step at a time, forgoing the restore of the cached files.
• I have contacted my organization and everything looks alright from their end..

Changing Outlook Security Settings:

Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. Create your account and connect with a world of communities. 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.