Windows server and ORBI router remote access issues

Sounds like your router might change the local IP assigned to the server host (dynamic assignment vs. ip reservation).

As for troubleshooting in general…
Did you already have a look at the related troubleshooting support article?

https://support.plex.tv/articles/200931138-troubleshooting-remote-access/

There’s also a guide with some more details on how to troubleshoot remote access issues: