
We have Azure MFA already enabled from long time and issue just appeared now. The problem is outlook authentication is stopped working suddenly on one of the proxy (which is a bypass proxy) on which it was working previously. The outlook authentication was working fine and suddenly it broke. In one of our customer’s environment suddenly we got this issue. I also document fixes like this here so this is the powershell that he wrote up to run on end-user systems experiencing these issues (stolen from article, all credit goes there)… this is THE SILVER BULLET to end your Microsoft Authentication woes: Solving Modern Authentication Issues with Office 365


If any of that sounds familiar, I highly recommend you read the article he published on linked-in…. You call Microsoft Support complaining of these issues and they are eventually stumped and tell you to rebuild the desktop/laptop from scratch… great for end-users that deal with this issue 1 year into the job and rather like their systems as-is… -or- MS Support tells you to pop a registry key into the end-user’s system which just disables Modern Authentication all together – which may fix Outlook but leaves many many other things broken… Admins have an impending sense of “dread” when setting up systems for new users because 80% of the time they are going to spend hours sorting out the above issues.Ĥ. Turning on Azure MFA for an end-user ruins their life (and yours) because all office applications, teams, etc. Outlook client can’t connect and/or authenticate for end-usersĢ. A colleague of mine recently solved one of the biggest pain points I have dealt with regarding Office365 – that is, Microsoft’s seemingly hit-or-miss modern authentication.ġ.
