But by mistake, I turned on MFA for the admin account, and then when I logged in again, it prompted me to use Microsoft Authenticator. The bad thing is this account was not registered with Microsoft Authenticator, so I couldn't see any codes guide to Office 365 sign-in errors 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. 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.

Outlook credential prompt loop

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. In this case are you saying that there is a password prompt for the users credentials? Clear the Windows Credential manager or recreate the users Outlook profile. In fact if you just turned on MFA and you were not using MFA before you usually end up having to rebuild modern authentication troubleshooting the profile and clearing the credential manager.

Loop of 'Sign in to your account'.

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. 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.

Resetting the Windows Credential Manager:

When we opened the old, existing profile it didn’t ask for ANY authentication, it just started working. Office 2016 is already Modern Authentication aware so APP passwords are not required. Native IOS and Android Mail apps will require the APP password or users can use Outlook for IOS/Android which is Modern Auth aware. FYI outlook 2013 requires a registry setting to work with MA. Where I work, we have a new sandbox tenant to make tests before FixTechGuide mailbox repair steps official deployment. I tried registering the account to my Outlook Desktop app and for some reason I am in a credential prompt loop that always asks for it anytime I input my password.

• We’ve got a support case opened with Microsoft on this one but it’s been open for about 3 months.
• I am unable to stay signed in to my work account on Teams, Outlook, Office365 for more than 5 minutes.
• We have been experiencing the exact same issue for months now.
• Create your account and connect with a world of communities.
• We too have been seeing this more and more, all W10 on O365, although we use Okta as our MFA.
• Initially, this account didn't have MFA turned on, and I was able to log in.

Changing Outlook Security Settings:

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. 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 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.