Better known as “Ashy Larry” on Chappelle’s Show, Donnell Rawlings has mixed up his career with comedy and film since the good ol’ days of reciting his “I’m rich bitch” catchphrase. He’s made appearances on TV as Judge Rawlings on MTV2’s Guy Court and in movies like Queen Latifah’s Percentage and blockbuster biggie Spider-Man II. (Anita Overcash)