Remote Desktop Gateway and Azure AD Multi-Factor Authentication

2021-08-13T12:18:03.793+00:00

Hello,

I'm trying to setup Azure MFA for RDS using next manual https://learn.microsoft.com/en-us/azure/active-directory-domain-services/secure-remote-vm-access
I don't have on-premise Active Directory. All virtual machines connected to Azure AD DS. MFA feature enabled for all users in Azure AD. But there are no any attempts to approve the connection via Authenticator when I'm connecting to a VM with RDS Gateway. I checked the log at the NPS server and didn't find any attempts either. So it looks like Gateway doesn't send any request to NPS. All services are running without any issues on the NPS server and UDP ports are in the listening state. The only information message that I have on the Gateway is "The user "[username]", on client computer "xxx.xxx.xxx.xxx:xxxx", has initiated an outbound connection. This connection may not be authenticated yet." Could you please help to troubleshoot that issue? What should I check first?

Thank you!

Kind regards,
Konstantin

Windows for business | Windows Client for IT Pros | User experience | Remote desktop services and terminal services
Microsoft Security | Microsoft Authenticator
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