Add Resolve Office 365 Authentication Loop Issues Expert Q&A
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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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Additional resources
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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.
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Microsoft Office 365 Endless Authentication Loop Issue
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I even tried disabling my anti -virus while authenticating, that didn't work.We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA.Microsoft Outlook 2016 and some recent builds of Outlook 2013 are not affected by this issue.If this box is greyed out or disabled then you need to reset the Windows Credential Manager first.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 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.
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You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a [flush DNS and re-sync Outlook](https://educhoice.co.uk/user/profile/55030) 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.
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Outlook stuck in an MFA loop
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Close and open your web browser again and go into [connection status shows disconnected](https://highfivedecore.com/microsoft-office-365-login-issues-updated-2025-fixes/) SuiteFiles. You will most likely need to enter your Microsoft 365 credentials again so ensure you tick any box that says remember my credentials but it should now work for all future documents you open and not require your credentials. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. I regret that you are experiencing issues with your Microsoft installation.
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Outlook 365 Password Prompt Issue on Windows Desktop
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You can reply to reactivate the question if you decide you want to continue. Let's [Outlook Stuck on Synchronizing Folders](https://visualchemy.gallery/forum/profile.php?id=5092273) 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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