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Conditional Access MFA Outlook 2016 question
We just set up conditional access and when trying to authenticate users in Outlook 2016, it just continues to prompt for a password and will not work. I had to turn off conditional access for the aff...
Make sure Modern auth is enabled on the client, as well as service-side. What you are describing looks like the good old basic auth prompt - it will not work once MFA is enabled for an account. And forget about app passwords, they should be avoided wherever possible.
I had encountered the same issue on my machine, I deleted cached credentials under Credential Manager for Outlook and reset my MFA. I was running Windows 10 machine and Office 2016 on mine. It worked and hope it helps.