playlist can't find media

[TheDreadPirate]

Do you have multiple shared folders from 192.168.2.50? I'm assuming ALL of your content is on that host. Prior to you restarting Jellyfin, it looks like connectivity issues began prior to the restart. When you restarted Jellyfin the playlist cleanup job runs. Since your music is inaccessible it cleans up the playlist.

Disable that clean up job. Dashboard > Schedules Tasks > Cleanup collections and playlists. It triggers on Jellyfin startup. That should stop Jellyfin from purging the playlist again.

More importantly, why is the network share becoming inaccessible?