Alison B is looking for a career that will allow her to have prestige. She doesn't want to work hard, and values continued learning. She enjoys Arts and Writing, and is good at managing people.
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.
Miss Baggoli (Confessions of a Teenage Drama Queen) People don't just intrinsically know how to act or do stagecraft. This the job of the drama teacher. It isn't easy acting up with kids all day, but Baggoli loves it way too much.
Chef (South Park) Cooks are great! They make the food that you can't make yourself. Chef proves you can be a sexy cook, and that you can say terrible, terrible things to children without repercussions.
Nick Marshall (What Women Want) You are very charismatic and that is why this job is for you. You get to wine and dine clients while you try to sell them on ad campaigns. Just don't fall in love with your boss while you are trying to steal her job.
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.