will.i.am is an American rapper, singer, songwriter, record producer, and entrepreneur best known as the frontman of the Black Eyed Peas. He has released several successful albums and has collaborated with top artists such as Michael Jackson and Britney Spears.
This is based on winning 12 head-to-head matchups with other famous people, but also losing 14 head-to-head matchups.
Most recently will.i.am lost a matchup to Paul McCartney (#120) voted by someone from Canada.