I recently have been testing OpenVPN on Windows machines. I am able to configure networks between Windows XP machines without a problem. However if I try and setup a Windows 2000 Server as a VPN server or client, the connection never works. Basically the machines seem to connect but after the client receives its IP address, it ping fails to work from the client to server and vice versa. There are no firewall issues and I am running OpenVPN 2.0.9.
I have a XP and 2000 box at the office and at home I also have an XP and 2000 box. Connecting both XP computers is no problem, however if the 2000 box fails as a client and server.
The documentation says that OpenVPN is compatible with Windows 2000 so maybe someone can help me sort this out. It is also possible that setting up an Ethernet bridge could be an alternate option but I have yet to figure out how to configure that feature.