the latest beta release of Plex Media Server version 1.14.0.5468 has fixed two issues that impacted Remote Access
See Release Note Plex Media Server
- Automatic port mapping could fail with some older routers (#9335)
- Fix for Server Unreachable and Remote Access issues (#9228)
If you have Plex Pass, please ensure you run with this beta. if problems persist, please provide setup details and logs
See
https://support.plex.tv/articles/201643703-reporting-issues-with-plex-media-server/
https://support.plex.tv/articles/200250417-plex-media-server-log-files/