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Configuring Server 2008's Terminal Services Gateway for use over the internet?

Ok, I have recently built a server running Windows Server 2008 Enterprise (It's a legit copy, got it from Dreamspark) and I would like to connect to it via the internet. I already have Terminal Services installed and can connect to it from any other computer hooked up to the same router. I would now like to be able to connect to it via the internet, I have set up TS Gateway and configured it with a self-trusted SSL certificate, now I would like to connect to it, but it just won't work. I check the IP address of my server on whatismyip.com and tried to connect, it doesn't work. What steps should I take now in order to be able to connect to my server via the internet? I will post additional info if requested..

Update:

I've just tried forwarding 3889 to 192.168.1.103 as an internal port and 443 as an external port, no dice...

do I need a Static IP service from my ISP for this to work?

1 Answer

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  • 1 decade ago
    Favorite Answer

    Is there a firewall in play here? Sounds like RDP traffic is being blocked from reaching the server from the internet. If there is a firewall between the server and the internet router make sure it is allowing RDP traffic to the server (port 3389).

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