I am trying to understand why the following is a problem.
- I have an ASUS RT68U Router on which i have enabled the OpenVPN Server.
- I can successfully connect to the OpenVPN Server using an external connection e.g. use OpenVPN app on iOS to connect with .opvn exported file. Once i am connected to the OpenVPN Server, I can successfully connect to local clients on the LAN (e.g. Mac Pro, the Router).
- However, if i turn on OpenVPN Client connection on the Mac Pro using TunnelBlick e.g. connect to PIA on the Mac Pro, the Mac Pro will become unreachable via OpenVPN Server connection (e.g. cannot ping the machine anymore). As soon as the Mac Pro disconnects from PIA, it is reachable again.
Why is this? Is there some kind of conflict occurring. I have spent two hours trying to understand the problem.
Apologies if the description is hazy, here are the various configurations that work and do not work where the second configuration is the one i am trying to understand:
External Client ---> OpenVPN Server ---> Router ---> Mac Pro : REACHABLE
External Client ---> OpenVPN Server ---> Router ---> OpenVPN Client ---> Mac Pro : NOT REACHABLE
Internal Client ---> Router ---> OpenVPN Client ---> Mac Pro : REACHABLE