André the Giant, born André René Roussimoff, was a French professional wrestler and actor known for his immense size due to gigantism. He became a major figure in the World Wrestling Federation and appeared as Fezzik in 'The Princess Bride.'
This is based on winning 11 head-to-head matchups with other famous people, but also losing 18 head-to-head matchups.
Most recently André the Giant lost a matchup to Jessica Simpson (#312) voted by someone from Canada.