I can only really speak to your first point. When imported my existing library, I did it using Sonarr/Radarr as applicable. They have a manual import method, here’s a description of Sonarr’s.

Unfortunately that’ll probably work best if they’re formatted in a way Sonarr can readily recognize, something like /Season ##/S##E## - .ext. It may take a little work to get there, I found a program called mmv which helps out a lot. It allows you to move files that match a pattern, capture parts of pattern, and use that captured part to name the output file. That allowed me for format entire seasons at a time, but that method does rely on most files having similar names to begin with.

Since Jellyfin v10.6.0, it’s had a feature called SyncPlay allowing multiple users to watch the same thing at the same time (coordinates pauses, fast forwarding/rewinding, and all that between clients). I’ve used it and it worked like a charm, although I did find that not all clients support it.

I doubt Reddit builds a decent search engine, that doesn’t actually help them at all.
If users can search, they find a previous post pertaining to what they want to see/know and they move on.
If there’s no search, users can’t find old posts or comments so they make new posts about a previously posted topic and more comments are made as other users react. That’s more content, even if low quality from a user perspective, that shows engagement which can be sold to advertisers.

That’s before considering the engineering effort it takes to make a good search engine, constantly fine tune that algorithm, and try to outpace those that are trying to game the search algorithm.

Sunday afternoon, after careful evaluation of a significant security concern, we made the intentional decision to sever our ties to the internet.

I feel like most big announcements like this end up being Ransomware. Cutting off from the wider internet feels like a weird move to defend/mitigate that? Unless it’s to reduce exfiltration?

It’s all about what you value, and supporting the things you love (or rely on, in a more utility sense). I’d value the speed, the lack of data collection that may be used against a user, the speed, the location options, and that same provider being in business for time to come. When I’d need a good VPN, nothing else will do. That seems worth the couple of USD per month to me, whether that VPN is for obscuring traffic I don’t want others to know about (whether it’d be because of those facilitating the connection or the other end of the connection).

I hope so too. But he’s already not supposed to be using Mar-a-lago as a permanent residence. So we’ll see what happens.

I doubt even for health reasons, probably more for security reasons. Secret Service securing a prison would be a nightmare for anything short of splitary confinement. For that reason alone, he’d probably be under house arrest.

Sonarr doesn’t support moving and renaming files where multiple seasons come in on torrent. If you’re doing the search interactively, you can trigger the download but the import won’t happen automatically. You can move/copy/link the files to the roughly desired location, import them manually, then have Sonarr move and rename the files from there.

https://www.theverge.com/2023/6/16/23763661/reddit-rif-is-fun-developer-ceo-steve-huffman

RIF developer pushing back on Huffman’s claims that RIF didn’t want to work with Reddit by releasing emails.

If you’re open to things similar to Plex, I’d recommend Jellyfin! Plex has been making some decisions lately that aren’t necessarily selfhoster friendly. A selfhosted instance of Plex still authenticates using Plex’s central servers (if you’re internet is out or Plex is down and you want to stream your own movies or shows, that won’t work due to failed authentication). That’s compared to your Jellyfin instance handling authentication locally. If you can contact your server, you can watch your media. Plex has also announced a credit skipping feature, uploading credit timing to their central servers that can be restored on complete rebuild. While they say it’s anonymous, they need some way to associate you and the proper credit timings, to send that back to you.

Jellyfin is earlier days in development, and you should check to see what clients are available to see if that would work with your hardware. But Jellyfin is definitely catching up, I’ve been very happy with their server and applications.