Takeshi Kitano, also known as Beat Takeshi, is a Japanese comedian, actor, and filmmaker renowned for his idiosyncratic cinematic style and influential works such as 'Hana-bi' and 'Takeshi's Castle.'
This is based on winning 1 head-to-head matchups with other famous people, but also losing 20 head-to-head matchups.
Most recently Takeshi Kitano lost a matchup to Alison Krauss (#1397) voted by someone from Canada.