D. B. Cooper is an unidentified man who hijacked a Boeing 727 in 1971 and parachuted from the plane with a $200,000 ransom. His fate and identity remain unknown.
This is based on winning 3 head-to-head matchups with other famous people, but also losing 15 head-to-head matchups.
Most recently D. B. Cooper lost a matchup to Michelle Monaghan (#1024) voted by someone from United States.