SOLVED: Problems with Caddy

[TheDreadPirate]

A couple of things.

1) You can remove the extra_hosts section. That is only required when using host networking so that health checks work.
2) Give jellyfin a static IP and explicitly set the hostname. And I recommend using jellyfin bridge IP for the caddyfile.

Code:

jellyfin-prod:
    image: ghcr.io/jellyfin/jellyfin:10.10.7
    container_name: jellyfin-prod
    hostname: jellyfin
    user: ${MEDIAUSER}:${MEDIAUSER}
    group_add:
      - '${RENDER}' # Intel render group
    networks:
      blackmoon:
        ipv4_address: 172.16.100.10
    expose:
      - 8096
    volumes:
      - ./jellyfin-prod-data/config:/config
      - ./jellyfin-prod-data/cache:/cache
      - /media/ramdisk:/media/ramdisk
      - /media/library:/media/library:ro
      - /media/library/liveTV:/media/library/liveTV:rw
    devices:
      - /dev/dri:/dev/dri
    environment:
      - TZ=${TZ}
    restart: unless-stopped

Ignore the "expose" section. My reverse proxy runs directly on the host and expose is required to make it accessible outside of the bridge network, but without port publishing on the host.