DUO prompt delayed on Hybrid Azure AD Joined Device

Hi All,

I have setup DUO for RDP and am experiencing issues when logging in. When users connect to the RDS via RDP the windows login screen appears with the username filled in already but the password field is blank. The credentials where already filled in when starting the connection via RDP. After 20 to 40 seconds the DUO prompt shows up and users are able to authenticate.

I have found that when I give the machines a “dsregcmd /leave” the DUO prompt appears without delay. So to me it looks like there might be an issue with HAADJ, but could not resolve it by rejoining the device.

The servers are Windows Server 2022 based.

Has anyone else had this issue?