Plex Media Server not launching

Plex Media Server
2

If the Plex Media Server won’t start and doesn’t even get to the stage where it’ll be writing to the server logs, you can attempt the following procedure to see if there’s any error messages on the OS level:

  1. Open Finder and navigate to /Applications
  2. Select Show Content from the context menu of the Plex Media Server.app item
  3. Navigate to Contents/MacOS
  4. Open the Terminal app
  5. Drag the Plex Media Server executable from the Finder window (#3) into the Terminal Window and press Return to execute it

This is no different from running the app, so it won’t succeed – but you should get a more specific error message about what’s causing it to fail starting.