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No?


No. Thinking about it on the way to work, and having done some investigation on MSDN, it doesn't appear to be possible to bind a socket to a specific interface on MS' TCP stack -- I thought it was.

Yeah, any local proxy will still use the default routing rules, which won't do what you want. You'd need a proxy on a different box.

For more information on how Windows routes outbound packets, see this.
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-- roger