André Villas-Boas is a Portuguese football executive and former manager known for his success with FC Porto and his managerial stints at Chelsea and Tottenham Hotspur. He is currently the president of FC Porto.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 28 head-to-head matchups.
Most recently André Villas-Boas lost a matchup to Hampton Lintorn-Catlin (#1803) voted by someone from United States.