Philip Rivers is a former American football quarterback known for his 17-season career in the NFL, primarily with the Chargers. He is one of the most accomplished players to never make a Super Bowl appearance.
This is based on winning 8 head-to-head matchups with other famous people, but also losing 63 head-to-head matchups.
Most recently Philip Rivers lost a matchup to John McEnroe (#1281) voted by someone from Denmark.