Miles Davis was an American jazz trumpeter, bandleader, and composer. He is considered one of the most influential figures in jazz and 20th-century music, known for his work in various jazz styles and his landmark album 'Kind of Blue.'
This is based on winning 8 head-to-head matchups with other famous people, but also losing 13 head-to-head matchups.
Most recently Miles Davis lost a matchup to Prince (musician) (#95) voted by someone from Canada.