Hunter S is looking for a career that will allow him to have sex appeal. He doesn't want to work hard, and values continued learning. He enjoys Arts and Writing, and is good at being creative.
Veronica Corningstone (Anchorman: The Legend of Ron Burgundy) Broadcasters are very often the most annoying people on television, the friendship between them is obviously false, and their jokes always seem to fall flat. Veronica Corningstone is an exception, perhaps because of her fictional nature.
Jackie Moon (Semi-Pro) Professional athlete is for those with talent, drive, and... talent. Look at Jackie Moon, he's not even good enough and he still went for it. It worked out well, too.
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.
Robert Neville (I Am Legend) Biochemists play around with biological tissues and chemical processes to find cures for all our ailments. Robert Neville shows the possibility of job advancement into super-villainy, though, by creating a virus that wipes out humanity.