Jeremy R is looking for a career that will allow him to have prestige. He doesn't want to work hard, and values continued learning. He enjoys Arts and Writing, and is good at taking risks.
Inspector Gadget (Inspector Gadget) John Wayne Gacy and Ted Bundy were both put in jail due to the hard work of detectives, as were a host of other criminals and crumb-bums. Inspector Gadget doesn't really do anything. His niece, Penny (who I had quite the crush on when I was a kid-got to love them cartoon honeys), does all the work.
Lucille (Sin City) Probation and parole officers look after people on probation or parole. In Sin City, Lucille is Marv's parole officer and friend (this doesn't happen often, I assure you), and everything goes swimmingly until some crazy guy eats her hand and she gets shot... bummer.
Professor Sherman Klump (The Nutty Professor) Professors have found a way to never get a job: they just stay in school until they are dead. Klump, at least, is one of those professors who does a lot of research and work outside of his job, which amuses his entire family.
Kim Jong Il (Team America: World Police) Diplomats resolve all sorts of tensions and conflicts between nations (if they are good, a bad one creates these, I'm sure), and get to sit down for a good luncheon from time to time. Kim Jong Il plays diplomat as well as musical theatre enthusiast for disastrous results.
Indiana Jones (Indiana Jones Series) Archaeologists study artifacts of past civilizations in order to better understand their cultures and societies. While some do this from the comforts of their cushy desks, Indy takes a more hands-on approach by whipping Nazis, raiding dangerous tombs and running from giant boulders.