Remote Desktop over SSH SOCKS proxy to bypass firewall

Posted by scrumpyjack on Server Fault See other posts from Server Fault or by scrumpyjack
Published on 2010-12-21T12:43:32Z Indexed on 2010/12/21 12:55 UTC
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Hi folks, I'm trying to connect to a Windows server from my Mac using RDC2.1 for Mac.

The problem is the server I need to connect to is guarded by the evil dragon - IP-based access control on a completely separate network.

I have an IP I can get in on, but it's at my office (i.e. a completely separate network).

Because that network isn't set up for VPN, I've set up a SOCKS proxy through an SSH tunnel (which is all working fine).

               (SSH proxy)
Me (on my Mac) ----------> Office Linux box ----> Windows server
(home network)             (office network)       (other network)

From my Linux server in my office (the SSH server) I can telnet to port 3389 on the Windows server, no problem. But from my Mac I can't get so much as a squeak out of it. Any ideas?

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