Umberto Eco was an Italian semiotician, philosopher, and novelist, best known for his novels 'The Name of the Rose' and 'Foucault's Pendulum.' He was a prominent cultural critic and taught at the University of Bologna for much of his life.
This is based on winning 4 head-to-head matchups with other famous people, but also losing 22 head-to-head matchups.
Most recently Umberto Eco lost a matchup to Simon Cowell (#331) voted by someone from Brazil.