Vicente Fox Quesada, businessman and politician, served as the 62nd President of Mexico from 2000 to 2006. He was the first opposition candidate to win the presidency since 1911, breaking the long rule of the Institutional Revolutionary Party.
This is based on winning 7 head-to-head matchups with other famous people, but also losing 45 head-to-head matchups.
Most recently Vicente Fox lost a matchup to Ted Danson (#406) voted by someone from Canada.