Jellyfin container fails to start after update

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Guess I should never run Watchtower.

Yes, please! Watchtower is an absolute nightmare unless you use something like LSIO images pinned to a version number that receive various updates to the base OS. It will absolutely destroy your shit otherwise.

If you want an "update" solution that worked well for me for a number of years, try diun: https://github.com/crazy-max/diun. You get notified when a new version is available (I used Slack and Matrix webhooks while I used it) and can format the message to your liking, even with links to release notes and such. Nowadays I check often enough that I don't really need notifications, plus my server is extremely stable, so I fear introducing instability...