I don’t have a lifetime pass; I pay the monthly subscription. I would prefer to use Jellyfin, but Plex works better and the Jellyfin app on Apple TV is abysmal. That’s pretty much it. If Jellyfin worked better, I’d switch, but I’m not suffering through it for some principle against paying for software.

A couple years between releases when the app is as bad as it is might as well be never. I’m not suffering through using an app that barely works in the hope that that some year it will improve.

It sounds like you’re really sensitive to workflow disruption at this time in your life. You can’t change from Windows to Linux without some pretty hefty disruptions, same as if you chose to go from Windows to Mac. If you really don’t feel like you have the personal bandwidth to deal with the workflow disruptions and learning curve, you should go with Windows 11. If you hate it, it’s not like Linux won’t still be there for you to investigate later when your life calms down.