Marco van Basten is a Dutch former football manager and player famed for his time at Ajax and AC Milan, as well as for the Netherlands national team. Known for his scoring abilities, he won the Ballon d'Or three times and retired early due to an ankle injury.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 24 head-to-head matchups.
Most recently Marco van Basten lost a matchup to Jared Padalecki (#850) voted by someone from United States.