
ThamaraiK.06888 (Customer) asked a question.
Users are prompted twice for credentials on Server 2019 after enrolling Okta RDP MFA agent
The Remote Desktop connection to Server 2019(only) prompts username and password twice after enrolling them to Okta RDP MFA. Does anyone face this issue? Please advise.

seems this might be the answer: https://support.okta.com/help/s/article/Understanding-and-Mitigating-the-Windows-RDP-Authentication-Bypass-CVE-2019-9510?language=en_US
I switch the RDS server to 2016 and this resolved the disconnect reconnect issue.