Graham Chapman was a British actor, comedian, and writer, known for being one of the six members of Monty Python. He played key roles in 'Monty Python and the Holy Grail' and 'Life of Brian'.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 23 head-to-head matchups.
Most recently Graham Chapman lost a matchup to Pope John Paul II (#377) voted by someone from Canada.