You have to understand how extreme this show actually is. Their aesthetic is a wonderful reflection of reality television and the real world. Think of it like this. The deadpan humor is gonna be a lot funnier when you realize that sometimes, peoples grip on reality can be fractured. Jon is borderline insane, but comes off as a quirky character, due to the nature of the programming. But in reality, there are too many people who can't appreciate that attitude we see on reality TV in average real life situations, in which Jon is constantly finding himself in. Visiting his girlfriends house and meeting her family while still being "on" for the cameras, the embarrassment the people around him feel, and how it goes over time. In this situation, Jon's reality show really has no hope. It follows the wreckage something like witness relocation can wreak on a family, while be reminded of the surreal quality of television truly invading and exploiting the private lives of people. It's absolutely insane just how understated the insanity is. Because it's completely serious, that's the point. You just gotta be aware of the elements of the show, and how they carry each other to become an enriched fan of the show. But, at the same time, you can just lay back and let it carry you along without a thought and with it's dead pan delivery, contrasting characters, you'll find plenty of reasons to be entertained.