Tony Blair served as Prime Minister of the United Kingdom from 1997 to 2007 and Leader of the Labour Party from 1994 to 2007. He is known for his policies under 'New Labour,' as well as significant constitutional reforms and involvement in the Northern Ireland peace process.
This is based on winning 37 head-to-head matchups with other famous people, but also losing 50 head-to-head matchups.
Most recently Tony Blair lost a matchup to John F. Kennedy (#94) voted by someone from United States.