My 10 year old daughter has been rewatching it for years. She found a role model in Leela and a name for her cat in Fry.
As for the references and jokes, yea many go over her head. But as time progresses, fewer and fewer. And she often asks about stuff she doesn't understand.
Even without a complete understanding of the jokes and references, she absolutely adores the show. And is asking on a daily basis if the new episodes are out yet.
Do we even know for sure any money changed hands? Maybe the bail bonds person is a cult 45 member and sees it as service to the dear leader? Admittedly, my bail bonds knowledge is limited to late night cheesy commercials and an episode and a half of dog the bounty hunter, but I got the impression they're something of a shady character; someone who'd be at home in the cult. No?