I paid for the lifetime pass maybe, 10 years ago? I dunno, it's been a very long time. It's still my primary. I've been trialing Jellyfin, but there are still enough quirks that my wife (non-techie at all) won't put up with, so yeah. That, and Plex makes it too easy to share outside my house, not sure where Jellyfin is at with it. I appreciate Jellyfin for what it is though, it has a lot of potential.
Got a plex lifetime sub like 7 years ago… As soon as Jellyfin allows downloads for offline viewing, I’m jumping ship. I know I’ll have to figure out TV listing data for OTA recordings, but that seems like a small price to pay. I’ve already got Jellyfin setup and running in my Kubernetes cluster for my video backups, but plex thus far “just works”.
Findroid has been around longer with downloads working well too. Just has an issue where it doesn't download the images of the items, which is a bit silly.
I know Findroid allows easy downloading and offline watching. Fladder (another newer Android client) also has downloading, haven't tried it myself yet.
For music, offline play is already available via Finamp. For everything else I'm personally making due with the regular Download feature that just gives yout the raw files. But then again it doesn't really come up often, since I don't really consume anything but audiobooks when I'm on the go.
I've had a Lifetime PlexPass since 2013, so I've definitely had my moneys worth and then some, but for the last 2 years I’ve been dual wielding Jellyfin and watching it slowly get to the point where I can move over entirely.
I'm 100% Jellyfin now for my personal playback at home, and will be transitioning users over to it as soon as it gets a few more user management features for remote users.