John F. Kennedy Jr., son of President John F. Kennedy and Jacqueline Kennedy, was an influential American attorney, journalist, and magazine publisher. He founded 'George' magazine and was known for his social prominence and media attention.
This is based on winning 4 head-to-head matchups with other famous people, but also losing 5 head-to-head matchups.
Most recently John F. Kennedy Jr. lost a matchup to Mike Tyson (#101) voted by someone from United States.