Good day, everyone. I took the plunge into self-hosting in the last couple of weeks and set up a server running Linux Mint. I installed the media streaming stack composed of Jellyfin, Jellyseerr, Radarr, Sonarr, Jackett, Bazarr and Transmission according to this excellent guide: https://zerodya.net/self-host-jellyfin-media-streaming-stack/
Before installing it on my server, I tested it on my Linux Mint laptop and it worked perfectly. I also run NordVPN and had no issues running the streaming stack with my VPN running on the laptop. I then installed it on my server (running the exact same version of Linux Mint) and it runs fine UNTIL I turn on my VPN and then I get an "Internal Server Error 500" from Jellyseerr. Jellyseerr is still able to list the requests I've made, but can't display the Discover sections that list popular movies and shows unless I turn off the VPN.
The one difference between my successful laptop test setup and my final server setup is that I'm also running Pi-Hole on my server, so perhaps the problem is related to that? I installed the Pi-Hole using the official Ubuntu installer on the Pi-Hole website.
Anyway, I'm new to self-hosting so I'm not sure if I've provided the necessary details. Any help getting this setup to work with my VPN is greatly appreciated.
You were right, it wasn't the pihole. I managed to get the system running by whitelisting my LAN in my VPN, which I've never had to do before. I'll certainly look into creating services with gluetun, though! Thanks!