When I think of someone who makes fun of another person in a funny way I think of Stephen A Smith. His job is as a sports commentator. Just yesterday he was saying how bad the cowboys were and listing all the reasons they can not win. Not only does he break down teams he also breaks down players. To me is it funny because I play sports and I know how it is to have a bad game. Another thing that he does that is entertaining is arguing with the other commentators. They will argue about if a player or team is better and they can be very entertaining.
Colte I have never heard of Stephen A Smith but by your description, you have piqued my interest and I will be sure to watch him.