As @pl_5309 mentions, a set of server log files are needed to help diagnose what is happening. Please do the following: Stop Plex Media Server and wait 20 seconds. Start Plex Media Server Wait three minutes for Plex to fully start and log the startup sequence Re-create the problem - Plex crashing Re-start Plex Media Server Download the server log files (Settings → Troubleshooting) Post the zip file (drag into the message window and wait for it to upload)