Plex won't start (Even though service says it is running fine)

So, I have ran plex just fine for over a year, no issues. I like to restart my plex server every couple weeks, as I have a 500TB+ library and it sometimes starts to act weird after it has been running for a while. However, did when I attempted to restart it, it started up fine, but it would not start. (As in, server didn’t start, no logs appear, and web ui doesn’t start).

I start my server normally -

myuser@Ubuntu-1604-xenial-64-minimal /var/lib/plexmediaserver/Library/Application Support/Plex Media Server # service plexmediaserver status
● plexmediaserver.service - Plex Media Server for Linux
   Loaded: loaded (/lib/systemd/system/plexmediaserver.service; enabled; vendor preset: enabled)
   Active: active (running) since Fri 2018-07-20 23:16:13 CEST; 15min 48s ago
  Process: 4756 ExecStartPre=/bin/sh -c /usr/bin/test -d "${PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR}" || /bin/mkdir -p "${PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR}" (code=exited, status=0/SUCCESS)
 Main PID: 4760 (sh)
   CGroup: /system.slice/plexmediaserver.service
           ├─4760 /bin/sh -c LD_LIBRARY_PATH=/usr/lib/plexmediaserver "/usr/lib/plexmediaserver/Plex Media Server"
           └─4761 /usr/lib/plexmediaserver/Plex Media Server

Jul 20 23:16:13 Ubuntu-1604-xenial-64-minimal systemd[1]: Starting Plex Media Server for Linux...
Jul 20 23:16:13 Ubuntu-1604-xenial-64-minimal systemd[1]: Started Plex Media Server for Linux.

It says it has started, but there is no webui, no logs being generated, just nothing happens. I have tried restarting the machine, I even upgraded to latest plex version, still nothing. Any ideas?

No logs being generated as, before I restarted, I cleared the logs folder

 /var/lib/plexmediaserver/Library/Application Support/Plex Media Server/Logs

and nothing new appears.

Update, if I remove preferences file and reclaim the server, it works fine, however I obviously don’t want to do this. ( I have never touched the preference file before)

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