9. Make It Rain On 'Em
Last month, the Worm put rumors of his being broke down when he made it rain in a random department store for the TMZ cameras. We ain't mad at ya Dennis, but something tells us you did the celebrity versions of The Apprentice, The Mole, and Big Brother for more than just bettering yourself. In fact, based on your spot on this list, we know those appearances were for the money.