Michael Owen is an English former professional footballer renowned for his time as a striker with Liverpool, Real Madrid, Newcastle United, Manchester United, and Stoke City. Post-retirement, he has become a racehorse breeder and sports pundit.
This is based on winning 6 head-to-head matchups with other famous people, but also losing 21 head-to-head matchups.
Most recently Michael Owen lost a matchup to Cyndi Lauper (#415) voted by someone from United States.