Do you have a windows server running openvpn, and your plex server at home? If you ever wanted the ability to have plex work local, vice over the internet and back in while you are at home, it’s pretty simple. This will work on any client side openvpn config file. You just need to add this one route in the config file:
route plex.tv 255.255.255.0 192.168.1.1
replace 192.168.1.1 with whatever your router IP address is, boom, problem solved. There used to be a few other domains you have to route, and some IP addresses you had to keep track of, but now plex made it easy, just plex.tv works. I had the issue where anytime I had openvpn running and connected on this server, my tablet connected on the same subnet would try to route traffic for my plex application over the internet. When I went to play a video it would say “you are not direct connected, do you want to play this file still”? This resolved it, and running a tcpdump on my firewall, I see the traffic is not leaving, huzzah!