9. 'It's All About The Pentiums'
Weird Al is often at his funniest when he's lampooning nerd culture. In 1999 he parodied Puff Daddy's hit "It's All About The Benjamins" with "It's All About The Pentiums." He revisited the idea of a rap song about nerds seven years later with "White and Nerdy" and scored the biggest hit of his career. The video for "It's All About The Pentiums" features Emo Phillips, whose appearance as local high school shop teacher Joe Earley is one of the funniest scenes in the history of the moving image.