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Add Fix constant sign-in prompt for Microsoft

Kira Angwin 2025-12-03 21:37:30 +08:00
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Fix constant sign-in prompt for Microsoft.-.md Normal file

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Content<br>
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.
Additional resources
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
Native IOS and Android Mail apps will require the APP password or users can use Outlook for IOS/Android which is Modern Auth aware.There doesn’t appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user.It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully.I checked my MS account info page, subscription is fine.When we opened the old, existing profile it didn’t ask for ANY authentication, it just started working.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.The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password.I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately.
You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a [how to fix Outlook not opening today](https://gitlab.innive.com/elsakeck91698/office-365-sync-errors-fix2016/-/issues/3) 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 [Outlook Not Sending or Receiving Email](https://zelexi.com/outlook-2013-2016-2019-imap-mail-is-not-populating/) 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 [Outlook Stuck on Synchronizing Folders](http://gitlab.itechnolabs.tech/philipppilcher/venus2004/-/issues/1) 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.