Trying to get away from my phone more, and an e reader sounds like a good way to get myself to read more. Kobo is sounding like the most recommended one based on some googling, but I’m also ok with jailbreaking something like an older kindle from eBay. Something that plays nice with Libby would be ideal but not required. 
Kobo’s are very good. I have mine configured to redirect the Kobo store to my own Calibre-Web library, and pull all my books from there. I got my SO a Kobo, and configured her with an account on the same server, set her up the same way. It’s very nice.
This is also my setup. I also have ShelfMark which provides a nice interface for people to download from Anna’s Archive and my private torrent trackers without actually logging into them or anything.
Without this, it’s easy enough to just plug the Kobo on and dropping books into the Kobo folder too. That’s how you have to do it with PDFs, since Kobo sync doesn’t support them.
Do you set up ShelfMark to use some sort of anonymizing proxy or VPN? I haven’t gotten around to figuring that out so I’ve been doing downloads manually by starting a VPN first.
I’ve been torrenting for about 20 years while living in the US and have never used a VPN while downloading. Not saying it’s necessarily a good idea, but unless you’re a major distributor yourself, I only ever got an ISP letter very early on for downloading obviously hot topics like Harry Potter (for the GBA lol) and Game of Thrones.
Without a setting in the app itself, I think you’d have to hook up the Docker container to something like Gluetun so that all traffic from that container is directed through the VPN. That’s how people usually set it up with torrents, but I’m not super familiar.
Thanks for the explanation! I’ll have to look into Gluetun and see if I can set it up.
This has been my new favorite service, it works so well with calibre