1 Fix constant sign-in prompt for Microsoft
Shantae Mattox edited this page 2025-11-23 06:59:22 +00:00
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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. To locate and view the registry setting for Anonymous Authentication in the Outlook profile, follow these steps. This issue can occur if the Logon network security setting on the Security tab of the Microsoft Exchange dialog box is set to a value other than Anonymous Authentication. 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.

Additional resources

The connection to Microsoft Exchange is unavailable. Outlook must be online or connected to complete this action. Create your account and connect with a world of communities. I cannot find the phone number again to contact MS Office support (eventually they were helpful, but only after insisting they help!), I'm in the Netherlands so if someone has a phone number, I'd love to get it again.

Microsoft Office 365 Endless Authentication Loop Issue

I wonder if the compuer cached a new logon token or something that the old Outlook profile could use.I experience the issue myself as well, every once in a while.In each case the fix has either been one of the above items or a combination of them.I then approve the login with my authenticator app.Outlook must be online or connected to complete this action.Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support.So figuring that was the same issue here, I did the same thing.Those versions have been updated to prevent the problem that is described in the "Symptoms" section.

In each case the fix has either been one of the above items or a combination of them. There doesnt appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user. By chatting and providing personal info, you understand and agree to our Terms of Office 365 sync problems and login fixes Service and Privacy Policy. I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately. My clients Outlook will only continuously ask for the password after MFA is enforced and Office.com has been logged in. It would be nice if it distinguished between your password and the app password.

Outlook stuck in an MFA loop

I do NOT have this issue with the other laptop, an iPad, a MacBook Pro and repair corrupted OST in Outlook tablet. So figuring that was the same issue here, I did the same thing. I'm also getting Error 29, which the MS support rep couldn't explain to me. I even tried disabling my anti -virus while authenticating, that didn't work.

Outlook 365 Password Prompt Issue on Windows Desktop

You can reply to reactivate the question if you decide you want to continue. Let's credential loop in Microsoft 365 start by answering a few simple questions to understand the problem. We have been experiencing the exact same issue for months now. I experience the issue myself as well, every once in a while. On the off chance that none of these things solve this issue for you, please contact our support team at