I have been having a kind of a strange issue for a longe while and finally got around to troubleshooting and figuring out why so here is a breakdown of the strange case of the failed remote desktop gateway connection.

The setup is as follow, using diffrent machines Windows 10, 8.1 and 7 to connect to diffrent remote desktop gateway solutions and for some reason the connection failed with wrong username and password to a couple of the RDGWs.

So after som digging and alot of help from my good friend over at isloation.se we found the issue and how to check if you are also running into this issue.

The check

On the RDGW check under incomming connections/monitoring and if the connections display as RPC-HTTP. This is the clue that something is not all right.

The cause

So over the years the has been alot of fixes and version…