Diego Alberto Milito is a retired Argentine professional footballer known for his prolific scoring as a striker. He was a key player in Inter Milan's 2010 treble-winning season and was nicknamed 'Il Principe' for his resemblance to Enzo Francescoli.
This is based on winning 5 head-to-head matchups with other famous people, but also losing 13 head-to-head matchups.
Most recently Diego Milito lost a matchup to Ted Turner (#832) voted by someone from Canada.