Raphael

Wiseguy (also commonly known as the Sarcastic Clerk, Raphael, or middle-aged man), voiced by Hank Azaria, is a man with a sarcastic outlook on life.

Jobs
He has held numerous jobs in Springfield including: garage owner, mail man, taxi driver, gun salesman, and various shop clerks and handymen. He has an apparent dislike to Comic Book Guy, presumably because both of them are the most sarcastic characters on the show. However, his most-occurring job is a repo-man, of which (when he "accidentally" hurts Milhouse) he says “Ha ha! I love this job!” (in “The President Wore Pearls”).

Appearance
He is usually seen as a balding smoker with gray hair and a gray moustache. His voice is intended to resemble Charles Bronson, as seen when the Simpsons try to travel to Branson, Missouri, but mistakenly end up in Bronson, Missouri first. He often calls people “pallie,” or “boyo".

Real Name
In “Day of the Jackanapes”, Sideshow Bob identifies his first name as Raphael.