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Yes, setting them up like that might be possible.
The point that puzzles me is how I would be able to set up the home server so that it only ever connects to the internet over the VPN link, but it can also still be accessed freely from my local network.
I sense the difficulty will be that I would need to put the home server on a separate subnet that is used by the DD-WRT, but I would also need to be able to selectively route specific LAN traffic to the home server.
A "I don't really know what I am doing" gif would be appropriate at this point.
So, I have an 'encrypt all the things' question. It may be a specialist one :)
I am trying to configure a DD-WRT router to connect to the internet via PIA over OpenVPN, and then I want to use that connection to provide VPN-routed Wi-Fi, and also for VPN-routed access to LAN devices.
So far, I have just about managed to set up the VPN connection, and last night I got a Virtual Access Point (VAP) running, so I could connect to my DD-WRT access point then straight to the internet over the PIA VPN connection. I wasn't entirely sure what I was doing, and I might struggle to do it again, but it seems to work.
There are now two more things I would like to be able to do:
1) Access the devices on my LAN (e.g. my home server) from my laptop when I am connected to the secure VAP. I can't do that at the moment, and I guess that is because I get routed straight into the VPN.
2) Set up a LAN device (e.g. my home server) so that it can be routed through the VPN connection. I assume that will require some clever network configuration but I don't really know what I'm doing.
If someone can point me in the right direction, or say some things that are probably about right, I can do some googling to try to understand them (which will take a while). I have attached a picture that might help explain a bit about my set-up.