No soup for you!

[idaho7]

Got it. I took the client I was on off the VLAN I had it on, and was able to claim the server. Appreciate the detailed response.

For some reason Plex wants you to be on the same subnet when you claim the server, I had this issue when I was away from my server and a vpn wasnt working to re-claim my plex server. What did work was creating a ssh tunnel and claiming the server, after that I could access it from a different subnet. The command is
ssh -L 9999:plexip:32400 user@plexip
For this you have to enable ssh in the plex jail itself. After you run the command you should be sshed into the plex jail, then go to your browser and type localhost:9999 to access the Plex web interface.