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How can I make sure that a server I run is connected to the internet via a VPN? That is, I'd like to set up a proxy that mirrors a VPN connection (making it possible for me to use the VPN as though it were a proxy). How can I do this? Is it as simple as running something like vpnc, and then setting up a forward proxy like squid?

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I've read this a few times and still have no idea what exactly you're trying to do... – quadruplebucky Mar 1 '10 at 4:17
I want to run a server whose server-side traffic goes over a VPN, but is publicly accessible. How do I guarantee that the web server is not publicly available unless it has access to the VPN? That is, [user's browser] --- [my webserver] --- [VPN] --- [remote resource, whatever the user requested]. How can I make sure that VPN link doesn't break? Or that if it does, it automatically restarts? – aresnick Mar 1 '10 at 16:06
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