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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 FixTechGuide email error solutions using Windows 10 Pro. The repeated issue logging in started after I enabled the modern authentication in the Office 365 administration panel. The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password. Checking the Account in Word showed the correct authentication and subscription. In the instances that this occurs the effected user is not new to MFA but has been running it for at least months.
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.
- Hi, my office 365 account used to work with my desktop apps, I have confirmed with my admin system twice already that I have the appropriate license and everything is enabled but i keep getting stuck in this loop.
- The user had Office 2015 and Office 2016 credentials and Teams credentials that we deleted.
- Tried CC cleaner to clean up registry and everything — also keep in mind this is a fairly recent reinstall of windows.
- 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.
Fix constant sign-in prompt for Microsoft
In each case the fix has either been one of the Office 365 Sync Errors Fix above items or a combination of them. There doesn’t appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user. So figuring that was the same issue here, I did the same thing.
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
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 Outlook Login Issues Troubleshooting 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.