Hi @Matthew J. Castelein , sorry for the delay in response. As Michael said, if you're using an Azure AD-registered Windows 10 or later PC, you must enter credentials in the AzureAD\UPN format (for example, AzureAD[******@contoso.com]). If you are using a Windows 10 or later PC that's Azure AD joined or hybrid Azure AD joined to the same directory as the VM, you can enter your credentials in the format AzureAD\UPN or just your email address. It seems though this isn't the only issue plaguing you, so please try these steps:
- Verify that the AADLoginForWindows extension wasn't uninstalled after the Azure AD join finished.
- Make sure that the security policy Network security: Allow PKU2U authentication requests to this computer to use online identities is enabled on both the server and the client.
- Verify that the user doesn't have a temporary password. Temporary passwords can't be used to log in to a remote desktop connection.
- Sign in with the user account in a web browser. For instance, open the Azure portal in a private browsing window. If you're prompted to change the password, set a new password. Then try connecting again. My hunch is that this is an issue with the temporary password. Double check this and let me know your results. Please let me know if you have any questions.
If this answer helped you please mark it as "Verified" so other users can reference it.
Thank you,
James