This forum is for Apple's Remote Desktop and therefore not for you. Microsoft's Remote Desktop forum is here:

Microsoft Remote Desktop Mac Gateway

From the mac, I can connect to another VM (in the same azure account) which is not running behind a vpn. From Parallels Desktop (with networking set to Shared mode and the vpn connection active on the mac), I can successfully connect using the windows rdp client. So it seems the Microsoft RDP-client for mac is not using the vpn connection. Added support for the 'remoteapplicationcmdline' RDP file setting for remote app scenarios. The title of the session window now includes the name of the RDP file (and server name) when launched from an RDP file. Fixed reported RD gateway performance issues. Fixed reported RD gateway crashes.

You should have a word with your network administrator and ask them the question. FWIW I think there's a certificate or a protocol setting that needs to be configured somewhere that will allow your Mac to 'pass-through'. This could be something built-in on a PC or pre-configured when your IT department roll out the setting to their PC clients. Be patient and persistent and don't let them fob you off simply because you're on a Mac and not a PC. They should be supporting you properly irrespective of platform. It's their job after all

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Apr 3, 2020 4:17 AM