José Mourinho is a distinguished Portuguese football manager known for his tactical acumen and successful stints with top European clubs. Nicknamed "The Special One," he has won numerous league titles and UEFA competitions.
This is based on winning 6 head-to-head matchups with other famous people, but also losing 22 head-to-head matchups.
Most recently José Mourinho lost a matchup to Dick Cheney (#315) voted by someone from Canada.