Andre Agassi is an American former world No. 1 tennis player, known for winning eight major championships, an Olympic gold medal, and achieving a career Grand Slam during the Open Era.
This is based on winning 7 head-to-head matchups with other famous people, but also losing 15 head-to-head matchups.
Most recently Andre Agassi lost a matchup to Pelé (#324) voted by someone from United Kingdom.