
On the main machine where I have been using the suite, now my account is deactivated and if I try to authenticate, it looks like it works but then get the "Fix", "Authenticate", "Activate" or "Resolve" buttons, all of which do nothing. 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
FixTechGuide support for Office 365 uninstall MS Office 365 and reinstall it. 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’.
Microsoft 365 Login Loop because of MFA
I feel like this issue is getting progressively worse as the fix used to be 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.
- To make a long story short we’ve since been asked to collect Outlook logs and install Fiddler to capture additional logging.
- Create your account and connect with a world of communities.
- Today was the first time in about 2 months that I had the issue.
- Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.
- We are looking at using conditional access policies where a user with a Domain joined PC is not prompted for 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.
- When I log in to my account at first from a new device or after a while, it stays signed in and I can work peacefully for about an hour, then it automatically signs me out.
Fix constant sign-in prompt for Microsoft
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. Which to me sounds like the issue is service side, not client side. A vast community of Microsoft Office365 users that are working together to support the product and others. I’ve seen this happen when the time and or date is wrong on the
Expert Outlook Tips By Fixtechguide 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 stuck in an MFA loop

The bad thing is this account was not registered with Microsoft Authenticator, so I couldn't see any codes in the authenticator. And there were no other login options, and I was stuck in a login loop. This is now the 2nd machine that presents the same issue. I have a valid MS 365 subscription that includes 5 device licenses.

Office 365 desktop apps infinite authentication loop -- asking to reintroduce details forever / activate office
I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately. My client’s Outlook will only continuously ask for the password after MFA is enforced and Office.com has been logged
diagnose Office activation conflicts in. It would be nice if it distinguished between your password and the app password. You may have to rebuild/restore your outlook folder/files which is a pain. I’d do that one step at a time, forgoing the restore of the cached files.