Thanks for the logs. I can see 3 attempts to get remote access going - but there seems to be an issue with getting a connection established with a back end plex.tv server for connectivity testing and as such although connections to the server were successful, there was no event received to indicate that.
There was a bug causing transient lockouts when the server is communicating with the router to get the public IP address and there is a possibility that this was happening - although not concrete evidence
I would like to suggest that we wait for the beta hot fix release for 1.14.0 which I am hoping will come out next week and that will have the fix for the transient lockout (which is known to give rise to server unreachable) as well as the uPnP fix discussed earlier
If problem persists with the hot fix release, please let me have fresh logs
