Plex Media Server 1.14.1.5487 has just been released as Beta. It has fix for the 1.14.0 issue leading to a crash on launch on MACs when network IP Address aliases are used.
See Release Notice
The server could crash when using network interface aliases on macOS (#9344; rdar://46083980)
Here’s an idea, how about you stop the update to 5470 that you know creates this issue for some Mac users until the beta above is made available for everyone?