Clayton Kershaw is an American professional baseball pitcher for the Los Angeles Dodgers. Known for his exceptional pitching skills, he is a three-time NL Cy Young Award winner and a World Series champion. Kershaw is widely regarded as one of the greatest pitchers in baseball history.
This is based on winning 9 head-to-head matchups with other famous people, but also losing 58 head-to-head matchups.
Most recently Clayton Kershaw lost a matchup to Steve Ballmer (#2002) voted by someone from United Kingdom.