5. Andy Dick ($5,000)
Andy Dick is a household name and is well known for his roles in shows like The Andy Dick Show andNewsRadio. He’s also had a few other minor roles and appeared in a number of popular comedies including Dude, Where’s My Car, Zoolander, Old School and Employee of the Month. In spite of his popularity though, Andy doesn’t have much to show for it. A list of things such as, Drugs, lawyer fees, inconsistent work and a number of controversies have left Dick with about $5,000 to his name.