I'm... not sure Microsoft have thought through the consequences of bolting cloud authentication into the Windows authentication stack.

Have a compromised cloud account password -> user (or attacker) enables passwordless -> keep logging in with compromised password via RDP forever, no MFA
https://infosec.exchange/@wdormann/114433140605981140

Will Dormann (@wdormann@infosec.exchange)

Attached: 2 images @GossiTheDog@cyberplace.social @mttaggart Thanks. Yes, you can still RDP in with the old password after the account has been switched to passwordless. No Microsoft Authenticator required.

Infosec Exchange
Windows Logon Scenarios

Learn about common Windows logon and sign-in scenarios.

@GossiTheDog Passwordless sounds like a speedrunning strat
@GossiTheDog
😮🤔
@phpete @GossiTheDog I tried clearing cached credentials, and that did not stop the old password from working
https://samsclass.info/123/proj14/H540.htm
H 540: RDP and Old Passwords (15 pts)