Trivia: When we first see Andy Dick, who plays the guy at the front desk of the motel, he is reading/looking at a Celebrity Skin magazine, with Drew Barrymore on the cover. This magazine was chosen by Todd Phillips as an inside joke, because at the time this movie was filmed, Drew Barrymore was engaged to Tom Green, who plays Barry.
Trivia: The scenes supposedly taking place at the University of Austin were actually filmed at Emory University in Atlanta.
Answer: It's funnier if Jacob constantly bothers the characters and gets away with it, and receives his comeuppance in the end in an over the top manner (he forms a suicide cult but is the only member that actually kills himself).
BaconIsMyBFF