I haven’t tried Docker Desktop as the other poster mentioned but I use a similar GUI interface called Cosmos Cloud to manage Docker. It integrates a “market” of easily installable docker apps, graphic interface for managing/updating the containers, internal port management and optional reverse proxy/url management for external access, plus a few more advanced features like VPN and OIDC SSO.
It’s probably overkill for just Jellyfin but if you’ve been considering trying out other self-hosted services I highly recommend it.

Standalone installation is the way to go: https://cosmos-cloud.io/docs/index/

Then I’m not sure what advice we can give you without knowing more about how you installed it and how the file structure and Jellyfin libraries are linked

I would guess you have an issue with your docker volume or bind mount then, assuming you built it as a Docker container?

How are you trying to run Jellyfin? What part isn’t working for you?

I have it as a Docker container in Ubuntu and it works perfectly. The only trick was I had to find jellyfin’s internal docker IP address to do the initial Jellyfin server setup steps.

https://massgrave.dev/windows_ltsc_links

I stumbled across this site the other day and it’s incredible - all the official windows ISO’s and full activation scripts. Your options are to use his script to activate extended security updates (ESU) for your current windows, possibly modify your windows 10 to the LTSC or IoT LTSC versions, or fresh install either of those LTSC versions. Plain LTSC is expected to receive security updates until 2027, IoT version will receive security updates until 2032.