1.16.4.1469 crashes on Win 10

Okay. You will need to provide us with some logs.
https://support.plex.tv/articles/200250417-plex-media-server-log-files/

Crash Logs.
https://support.plex.tv/articles/201455336-crash-logs-plex-media-server/

  • Note : The next time you launch the application, the crash logs will be uploaded for aggregate analysis of crashes and will then be removed. Therefore, please retrieve the crash log prior to launching Plex Media Server again .