I have media server which is using a commercial VPN that I got with my Usenet subscription. This is the only device on my home network that is using a VPN.

I tried to set up pihole on the same server with my router redirecting all traffic to it but couldn’t get it to work while the VPN was active. I’m now looking at getting a Pi 4B solely for pihole and considering running OpenVPN on my router so that my phone can run back to the pihole while I’m out.

My concern is that running the dual VPN setup may expose the traffic on my server. The commercial VPN does have an OpenVPN configuration that I could apply on my router but that’s not my preferred option.

Will my server traffic still be masked if I’m running a private OpenVPN configuration on the router?