VPN and Remote Desktop Stopped Working (Windows Server 2008 R2)

Question

Recently, both the VPN and remote desktop stopped working. See below for details.

VPN:

Error 800: The remote connection was not made because the attempted VPN tunnels failed. The VPN server might be unreachable. If this connection is attempting to use an...

Remote Desktop:

Still accessible from within LAN
Gets stuck on Configuring remote session... from outside the network

From what I've gathered, every other service is working perfectly. All ports appear to be forwarding properly, and I can access the various web interfaces that are served via that server. This issue seems to be centered around the VPN and remote desktop feature. I have tried restarting different services, and did a physical reboot.

Any ideas, links, etc., would be greatly appreciated. Thanks in advance!

EDIT: The Remote Desktop functionality works when VPN is disabled. The utter randomness of this is frustrating!

Barring any firewall changes, I would reboot your firewall and/or router. — joeqwerty, Jul 15 '11 at 20:26
Hi joeqwerty, No firewall changes in Windows Server, or the router. Already reboot router and server itself. — Caffeinated Aviator, Jul 15 '11 at 20:30

score 0 · Answer 1 · answered Jul 15 '11 at 20:20

0

You might check to see if any recent firewall changes have taken place.

answered Jul 15 '11 at 20:20

user48838

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What happens when you telnet to the RDP port from outside your network? – user48838 Jul 16 '11 at 02:01
Good call. Telnet seems to indicate it is getting through (no connect failed message or anything like that). – Caffeinated Aviator Jul 17 '11 at 04:03
But what is actually being displayed? – user48838 Jul 17 '11 at 17:09
Your standard blinking cursor – Caffeinated Aviator Jul 17 '11 at 17:26
Then something else is probably intercepting the ssh session, you might compare it to a session from within your network. – user48838 Jul 17 '11 at 17:36
Works fine from within the network. How can I get more information on what is happening inside vs. outside? – Caffeinated Aviator Jul 17 '11 at 17:47
Map out the equipment that is between the two pathing configurations and check at the additional points/equipment. It's probably your router, firewall or ISP. – user48838 Jul 17 '11 at 18:22

VPN and Remote Desktop Stopped Working (Windows Server 2008 R2)

1 Answers1