Unable to have 2 PMS running from the same router

[ronoray]

I have a bit of a strange problem and I cant seem to resolve it at all. The setup is a wee bit complicated but nothing surely for you cats.

I have 2 machines… one running windows and the other one on a ubuntu 18.04 headless server. Both are connected to the same router. I have a static ip and port forwarding for all the apps.

For the headless server I have all the webui softwares in a docker as containers. All of the softwares are opening up. They have been installed through docker-compose.yml. My problem solely rests with Plex.

I am accessing the 2 machines through a laptop. I cannot get rid of the windows machine as it is the old one which has everything. In the ubuntu server I have externally port forwarded plex to 35400 and also installed the claim token. The installation is getting completed successfully and MYSTATICIP:35400 opens up but the server is not connecting. I am unable to add anything in my library. It says Server is not installed. Neither Organizr nor Tautulli gets connected. Tautulli says Server found cannot connect Websocket.

The docker installation for Plex states that for the first run ssh tunneling will be required if the claim token is not established during installation. I have entered the claim token but I still tried running ssh tunnelling and it says localhost authenticity could not be established; the port I am using is 35400.

What could be the issue and how can I get the Ubuntu server plex to run. Please do help. Any suggestion would be greatly appreciated. Can you have 2 PMS on the same router with different accounts is probably the basic question here