I configured my Dell PowerEdge T330 server with RDSH role, Terminal licensing with per Devices CALs but I can only use two concurrent Remote Desktop sessions. Attached are some screen shots from my server.
Someone should come to my rescue!
Thanks for your question!
I'm moving your question to the Windows Server space to get more visibility.
Have you activated your licence server and installed your device CALS?
have a look here https://social.technet.microsoft.com/wiki/contents/articles/37408.setup-rd-licensing-role-on-windows... on how to do this.
Hope that helps if you need further assistance just ask.
I activated the license server before and installed 100 per Device CALs. When I used the first two clients to remote into the server, I was able to see the remaing 98 per Device CALs
It is sounding like the server has not been setup to use the licencing server. I am taking a guess here and going to say you do not have a connection broker, but I could be wrong.
This can be done via gpo / local security policy or PowerShell.
have a look here https://blogs.technet.microsoft.com/askperf/2013/09/20/rd-licensing-configuration-on-windows-server-... and scroll down to the section Configuring License server manually.
Hope that helps.
If not happy to help further.