Bill O'Reilly is an American political commentator, television host, and writer known for hosting 'The O'Reilly Factor' on Fox News. He has authored numerous best-selling books.
This is based on winning 15 head-to-head matchups with other famous people, but also losing 47 head-to-head matchups.
Most recently Bill O'Reilly lost a matchup to Marilyn Monroe (#40) voted by someone from Canada.