Scottie Pippen is a retired American professional basketball player, celebrated for his crucial role in the Chicago Bulls' six NBA championships during the 1990s. Known as one of the all-time greatest small forwards, Pippen also won two Olympic gold medals.
This is based on winning 9 head-to-head matchups with other famous people, but also losing 22 head-to-head matchups.
Most recently Scottie Pippen lost a matchup to Elton John (#146) voted by someone from Canada.