@BigWheel - This is definitely a bug, as can be seen in the following threads - @ChuckPa - any status updates to provide?
I provided a bunch of debug logs in the last thread.
@wdtvswns - The server will always generate thumbnails for new media after a plex restart, until the Scheduled Task runs - this is the bug that many of us have been trying to get Plex to fix for almost a year (like you mention.)
An alternative solution to restarting is:
Go to Library settings
Change “Generate video preview thumbnails” to Never.
Change “Generate chapter thumbnails” to Never.
Save The changes.
Change both the settings above back to “As a scheduled task and when media is added”
