It wasn’t the upgrade.
If your ‘plexdata/Plex Media Server’ directory’ is where Plex’s metadata lives, This is your root cause because it’s under /media.
Please detail how you have this configured?
where is PLEX_MEDIA_SERVER_APPLICATION_SUPPORT_DIR ?
is it on an external disk as the pathname implies?
If so, is that external disk mounted via /etc/fstab?
The drive is external. I have numerous external and internal drives on a server that run PLEX exclusively.
I have upgraded every single release in the same fashion. I kill the service, “sudo service plexmediaserver stop”, uninstall “sudo apt remove plexmediaserver”, install the new one “sudo dpkg -i filename.deb”. It always comes up fine reads my previous configuration and stays running 24/7. After this upgrade the server starts but does read from that location. It behaves as a fresh install. That is not the end of the world but I have multiple users, along with myself that would like to pick up where we left off.
Why would this update behave differently? It was running perfectly.