I have lately noticed a bug where if you don’t specify the port manually, it searches on port 0 for incoming connections instead of the hard-coded default of 32400. For anyone without networking and server knowledge, port 0 does not exist. It’s a bug in the Plex software.
Simple fix, just select the button and specify 32400 or whatever you’re forwarding to. Don’t reply on uPnP, that technology is a wonderful concept but has it’s quirks as most things dynamic tend to.

