Hugh Hefner was an American magazine publisher known for founding and being the editor-in-chief of Playboy magazine. He extended the Playboy brand into a world network of Playboy Clubs and advocated for First Amendment rights and other causes.
This is based on winning 13 head-to-head matchups with other famous people, but also losing 15 head-to-head matchups.
Most recently Hugh Hefner lost a matchup to George Harrison (#666) voted by someone from United States.