Pep Guardiola is a Spanish football manager and former professional player, currently managing Manchester City. He is renowned for his record-breaking managerial career, leading teams like Barcelona and Bayern Munich to numerous domestic and continental titles.
This is based on winning 5 head-to-head matchups with other famous people, but also losing 9 head-to-head matchups.
Most recently Pep Guardiola lost a matchup to Jamie Oliver (#507) voted by someone from United States.