You join a machine to a domain and run profwiz to “move” over all the files. Outlook 2016 stops working, it doesn’t prompt for a password. Clearly, profwiz broke it good.
The issue apparently seems to be an implementation on “Web Account Manager” (WAM) in Office/Windows. The solution is to set below registry key to 1 in below path.
Key: DisableADALatopWAMOverride (DWORD)