My last job gave me a windows machine. I tried using Windows Hello for login and... it broke Outlook. Apparently this was a known bug.
My solution? Type my strong password at every reboot and move to using the Yubi key they offered me. Great, I like Yubi keys. Oh, I can't set a security key as my primary means of 2 factor? My options were Hello or using the Microsoft authenticator phone app (couldn't use my other OTP app...). So every single login always started with "Sign in with Hello or use a security key". If using Hello I could just tap my finger and move on (and Outlook might crash silently). If security key I had to go through this dumb process of clicking: "use another device", "security key", "next", "type credentials", "tap security key", "ok". I think that needless "next" button was what really got under my skin. It was already a manufactured problem but an extra dialogue screen that is just doing nothing. Quite Kafkaesque.
My solution? Type my strong password at every reboot and move to using the Yubi key they offered me. Great, I like Yubi keys. Oh, I can't set a security key as my primary means of 2 factor? My options were Hello or using the Microsoft authenticator phone app (couldn't use my other OTP app...). So every single login always started with "Sign in with Hello or use a security key". If using Hello I could just tap my finger and move on (and Outlook might crash silently). If security key I had to go through this dumb process of clicking: "use another device", "security key", "next", "type credentials", "tap security key", "ok". I think that needless "next" button was what really got under my skin. It was already a manufactured problem but an extra dialogue screen that is just doing nothing. Quite Kafkaesque.