Muammar Gaddafi was a Libyan revolutionary and political leader who ruled Libya from 1969 to 2011. Known for his charismatic and authoritarian leadership, he implemented extensive social programs and promoted Arab nationalism and socialism.
This is based on winning 5 head-to-head matchups with other famous people, but also losing 16 head-to-head matchups.
Most recently Muammar Gaddafi lost a matchup to Andy Roddick (#881) voted by someone from Canada.