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RemoteApp deploymentRD

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I have a AD DC which also hosts the RDS role (2008R2) and has installed an application for remote users. I configured the RDS as:

  • RD Session Host Server: Host's FQDN, port 3389, Access to Unlisted programms: No
  • RD Gateway: Server's public IP, Logon method: NTLM, Use the same credentials for both RD Gateway and Session Host authentication, Bypass RD Gateway server for local addresses: yes
  • Digital Signature: No
  • Common RDP Settings: Share Clipboard, Allow font smoothing, Colors 32bit
  • Custom RDP Settings: authentication level:i:2

Now here is what I am experiencing. If I run the .rdp file inside the intranet after succesful logon, the application starts up fine. If I try from outside (plain simple internet, no VPN) I get to the logon screen, I enter my domain credentials, I get to a status "Starting" and finally getting the following error message:

RemoteApp Disconnected: Your computer can't connect to the remote computer because the Remote Desktop Gateway Server is temporarily unavailable.

Obviously there is something going on with the RD Gateway service. I checked under services to see if there is an entry of it and started but couldnt locate it. At the moment I am stuck and would appreciate some help to troubleshoot further.

FYI regular remote desktop on the server works fine, the remote users group is OK as they can connect with remote desktop fine. Remote hosts run either windows 7SP1 or 8.1 fully updated.



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