Hidetoshi Nakata is a retired Japanese footballer considered one of Asia's best football talents. He played as a midfielder, notably winning the Serie A title with Roma and representing Japan in three World Cup tournaments.
This is based on winning 1 head-to-head matchups with other famous people, but also losing 18 head-to-head matchups.
Most recently Hidetoshi Nakata lost a matchup to Michael Phelps (#250) voted by someone from United States.