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Trying to be as helpful as I can, I think you might consider streaming (Plex/Jellyfin) and downloading (*arrs) as two seperate concerns.
Arrs:
For now don't worry about anything other than sonarr (tv shows) or radarr (movies). you can add the more complexity once you get it working.
These *arrs do two main things:
I would create a minimum viable config like this:
[sonarr] ----> [transmission or whatever torrent/nzb client]
at that point you should be able to download tv shows and you can building on it. Next steps might be nzbget, radarr or seerr (which is a very nice way to surface this functionality to your users), or connect things like prowlarr.
The other thing I would say is use something like Docker for this. Easy to make changes that way and provision new services. Here's my arrs stack's docker-compose.yml (which is by far not best practice, but it might help you)
Plex vs Jellyfin
Everyone one loves to talk about how they use jellyfin, but I suspect many more people quietly run Plex. You should probably try both, but some things to be aware:
Jellyfin:
Pros:
Cons:
Plex
Pros:
Cons:
Personally, I think Plex is best if you want to access this stuff remotely and you haven't yet configured a reverse tunnel that can stream media. If you have a pangolin, or you're comfortable opening a port on your home router, or you have no need to stream remotely, then Jellyfin might be worth looking at if for no other reason than its ecosystem of plugins. I have both available remotely, but I use Plex more than I use Jellyfin.
Holy smokes this is extremely informative! I'll start by pulling in chunks of your config and learning from what it gives me. As for plex/jellyfin again, the only reason I'm (slightly) biased towards jellyfin right now is precisely because it's not as easy to set up and hence gives me more learning opportunities. But I'll keep an eye out for plex offers regardless - sometimes it's nice to have something that just works. But thanks a lot for such a thorough response!
I paid 79€ or something for Plex Lifetime well over a decade ago and it’s by far the best bang for buck I’ve ever got.
It’s also dead simple to share it with friends and acquaintances safely. I know how to manage VPN tunnels and all that shit. I’m not setting that up for my aunt who lives 4 hours away. We did manage to get Plex running on her TV over the phone though.
I’ve said this exact same thing in the past and got flamed for it. The “grandma factor” is a very real consideration. My grandma lives almost 5 hours away. I’m not going to walk my grandma through side-loading the Jellyfin app onto her TV, because no native app exists on its App Store. She won’t understand what a Developer Mode for her TV is, let alone how to enable it. And even if it had a native app, the moment she has to input a custom URL for my server, she’ll shut down and say it’s too hard. But she already has a Netflix account, and understands the concept behind a login page. So I can easily walk her through Plex’s sign-in.
It’s also hard to understate how bad some of the Jellyfin vulnerabilities are. They’re straight up “people can completely bypass the login page to stream media from your server” bad. Sure, it requires knowing the file path ahead of time. And that might be a level of security… Except for the fact that basically everyone uses the Trash Guides to set their *arr’s up, which means they all have the same file structure and automatic naming schemes. And the Jellyfin devs have stated that they likely won’t ever fix many of the biggest vulnerabilities, because it would require completely divesting from the Emby fork that the entire project is built on. Jellyfin is wonderful for LAN viewing. But holy shit please don’t expose it to the internet.
I do run Jellyfin too, it's pretty handy at getting metadata for stuff locally so I have something outside of Plex's internal databases.
And IIRC I have used Jellyfin in the past to watch some more esoteric stuff that Plex (and its official clients) couldn't play.
But there's no way in hell I'm opening it to the outside world.