> what may be useful is the transparent TCP proxy support in Tor for > ensuring the VPN connections are going through Tor. (VPN software > being difficult to SOCKS'ify so to speak)
Ahem... if your VPN software is using TCP rather than UDP or raw IP, then I strongly recommend that you choose a different VPN vendor. Which means that until Roger, Nick and their basementful of slaves implement a datagram transport for tor, it will not be possible to run a well-designed VPN over tor. Juliusz