Clint Dempsey is a retired American soccer player known for his time as a forward and midfielder for Premier League clubs Fulham and Tottenham Hotspur, as well as MLS teams New England Revolution and Seattle Sounders FC. He is widely regarded as one of the greatest American players of all time.
This is based on winning 5 head-to-head matchups with other famous people, but also losing 18 head-to-head matchups.
Most recently Clint Dempsey lost a matchup to Hide (musician) (#2158) voted by someone from Finland.