Fix constant sign-in prompt for Microsoft

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Modifying the Outlook profile by using the "Profiles" registry path is not supported and may cause your Outlook profile to be in an unsupported state.



credential loop in Microsoft 365

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 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.



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Please help can't afford a new computer if I throw this one against the wall. 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’. Office 2016 is already Modern Authentication aware so APP passwords are not required.

credential loop in Microsoft 365

Microsoft Office 365 Endless Authentication Loop Issue



  • Native IOS and Android Mail apps will require the APP password or users can use Outlook for IOS/Android which is Modern Auth aware.
  • There doesn’t appear to be any pattern to the issue occurring or the problem being limited to any specific computer or user.
  • We are looking at using conditional access policies where a user with a Domain joined PC is not prompted for MFA.
  • It happened right before lunch, locked my machine, went out for lunch, came back, and logged in, this time successfully.
  • I checked my MS account info page, subscription is fine.
  • The user could use the Windows mail and calendar apps but Outlook wouldn’t connect and kept prompting for a password.
  • I disabled the Zoom and Adobe PDF plugins and it stopped prompting me immediately.


In each case the fix has either been one of the 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. By chatting and providing personal info, you understand and agree to our Terms of Troubleshoot Outlook Synchronizing Folders Error Service and Privacy Policy. 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 in. It would be nice if it distinguished between your password and the app password.

Outlook stuck in an MFA loop





Close and open your web browser again and go into FixTechGuide mailbox repair steps SuiteFiles. You will most likely need to enter your Microsoft 365 credentials again so ensure you tick any box that says remember my credentials but it should now work for all future documents you open and not require your credentials. Upgrade to Microsoft Edge to take advantage of the latest features, security updates, and technical support. I regret that you are experiencing issues with your Microsoft installation.

Outlook 365 Password Prompt Issue on Windows Desktop



So not doing anything at all even seems to work. Which to me sounds guide to Office 365 sign-in errors like the issue is service side, not client side. 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.
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