Ernesto 'Che' Guevara was an Argentine Marxist revolutionary, physician, and a major figure in the Cuban Revolution. His image has become a worldwide symbol of rebellion. He significantly contributed to communist movements and remains both a revered and controversial figure.
This is based on winning 10 head-to-head matchups with other famous people, but also losing 11 head-to-head matchups.
Most recently Che Guevara lost a matchup to Floyd Mayweather Jr. (#683) voted by someone from Canada.