Bonus points for no jailbreak required : D I didn’t even realize there was a jailbreak for it (or what benefits there are to jailbreaking it… I should do some research but I haven’t found anything I couldn’t do with the stock firmware and it sounds like you generally came to the same conclusion).

Mine is using the stock firmware, wifi off unless using Overdrive, but I plug it into my computer to charge and load it with books. It just shows up as a mass storage device like a USB thumb drive and you can copy/paste books onto it (or use Calibre). After disconnecting it will scan for new/changed files and auto-import any recognized formats into the reader application.