Recently I updated to the latest version of Plex. I run Plex behind a Reverse Proxy server. When I initially set it up it was to provide HTTPS before Plex supported it. Now that Plex supports it I still use it to have my custom domain name attached to it.
This latest Plex update seemed to have broken SSL connectivity completely.. I couldn’t get SSL to work no matter what I tried. After pulling much hair out I found out there is a new option under advanced server settings:
Settings / Server / Show Advanced / Network
Scroll downs until you see
Custom server access URLs
It is here that you need to supply your own domain name and port. I struggled this for a while. If you type https://<domain name>, but don’t specify a port, it defaults to 32400, not 443. I finally got SSL to work with plex again by entering https://mydomain.name:443 in that field.
Plex works with SSL once more. All is right with the world again.