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  • Micaela Poulson
  • 5841272
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  • #2

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Opened Nov 30, 2025 by Micaela Poulson@micaelapoulson
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Outlook continually prompts for password when you try to connect to Microsoft 365 Outlook Microsoft Learn

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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 the profile and clearing the 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.

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The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action. 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.

Microsoft Office 365 Endless Authentication Loop Issue

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.Before you access it, back up the registry for restoration in case problems occur.On the off chance that none of these things solve this issue for you, please contact our support team atClear the Windows Credential manager or recreate the users Outlook profile.Also, during the new profile creation, I was only prompted for a password and not 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 connection to Microsoft Exchange is unavailable.We checked with Word that the account was connected–it was and the we opened Outlook and it immediately connected.

You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a disable faulty add-ins in Outlook 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 FixTechGuide Office 365 troubleshooting 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

You can reply to reactivate the question if you decide you want to continue. Let's microsoft outlook email Repair tool online start by answering a few simple questions to understand the problem. We have been experiencing the exact same issue for months now. I experience the issue myself as well, every once in a while. On the off chance that none of these things solve this issue for you, please contact our support team at

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Reference: micaelapoulson/5841272#2