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on December 28, 2025
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Tried CC cleaner to clean up registry and everything -- also keep in Outlook OST vs PST repair mind this is a fairly recent reinstall of windows. I am unable to stay signed in to my work account on Teams, Outlook, Office365 for more than 5 minutes. 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.
Microsoft 365 Login Loop because of MFA
When I try to sign again it will be stuck in sign in loop with the message " Taking you to your organization sign in page" after I have logged in on my company site... 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. Or, any suggestion on how to fix this issue, even better. I do NOT have this issue with the other laptop, an iPad, a MacBook Pro and tablet.
I have a valid MS 365 subscription that includes 5 device licenses.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 user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted.This is now the 2nd machine that presents the same issue.I created a new Outlook profile, and then the old one started working.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’ve seen this happen when the time and or date is wrong on the machine.I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately.
Fix constant sign-in prompt for Microsoft
I created a new Outlook profile, and then the Outlook Login Issues Troubleshooting old one started working. I wonder if the compuer cached a new logon token or something that the old Outlook profile could use. Also, during the new profile creation, I was only prompted for a password and not for MFA. When we opened the old, existing profile it didn’t ask for ANY authentication, it just started working.
Outlook stuck in an MFA loop
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. We’ve got a support case opened with Microsoft on this one but it’s been open for about 3 months.
Office 365 desktop apps infinite authentication loop -- asking to reintroduce details forever / activate office
We are looking at using conditional access policies where a user with a Domain joined PC is not prompted 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 user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted. We checked with Word that the account was connected–it Fix Outlook and Office365 Sync Issues 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.
Topics:
troubleshoot office 365 sync and login issues, guide to office 365 sign-in errors, repair outlook profile online
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