Tunneling traffic through two VPN hops/tunnels.

Posted by Roberto Sebestyen on Server Fault See other posts from Server Fault or by Roberto Sebestyen
Published on 2010-03-23T15:10:12Z Indexed on 2010/03/23 15:13 UTC
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I am a web developer, and I find myself often working from home.

But when I do, I am forced to Remote Desktop to the Office desktop computer and work from there. The reason is because the application I am working on needs to connect to servers at a Data Center via a VPN from the Office Desktop.

HomeDesktop (Win7) ---> PVN ---> OfficeDesktop(WinXP) ---> VPN ---> Data Center

What I would really like to do is, I would like to find a way to be using my Home desktop developing on that, and whenever my computer tries to access servers on the Data Center, I would like to tunnel that traffic through the two VPN tunnels separating me and the Data Center.

I have admin privileges on both Office Desktop and Home Desktop, but I do not have any admin privileges in the Data Center. So what kind of tunneling solution could I use here? Is it even possible?

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