In some ways it would've been easier if it had been to screw with him. At least then he'd have something real to be angry about instead of this impotent, directionless, unfounded jealousy. It's not that he dislikes Jack as a person, but he's a prime example of the kind of people that do give Reid a hard time. The jocks. The football players.
"Maybe that was the problem. The, uh... the idea of the relationship overshadowing the real deal."