Scenario: I have a Mac running Lion that is connected to an OpenVPN server I have a Windows XP VM (running on parallels, but I don't think this is important) I want to be able to route traffic from the XP VM via the host Mac's OpenVPN connection so that I can log on to a domain. The remote network is 172.16.0.0/23 (255.255.254.0) Open VPN is configured to supply address in the 10.100.101.0/24 range and sets up the routing to 172.16.0.0 using the gateway 10.100.101.1/32 My local network is 192.16.1.0/24 NOTE: I do not want to install OpenVPN into the XP virtual machine as I would have to use a passwordless key in order for OpenVPN to connect before logon. Anyone got any ideas?