Amar'e Stoudemire is a retired American-Israeli basketball player known for his impressive career in the NBA. He was a six-time NBA All-Star and won the Rookie of the Year award in 2003. Stoudemire also had successful stints in Israeli basketball.
This is based on winning 2 head-to-head matchups with other famous people, but also losing 18 head-to-head matchups.
Most recently Amar'e Stoudemire lost a matchup to Dan Quayle (#1105) voted by someone from Canada.