Patrick Dempsey is an American actor and racecar driver, best known for his role as Dr. Derek Shepherd on 'Grey's Anatomy' and his participation in major racing events like 24 Hours of Le Mans.
This is based on winning 11 head-to-head matchups with other famous people, but also losing 15 head-to-head matchups.
Most recently Patrick Dempsey lost a matchup to Amanda Bynes (#471) voted by someone from Peru.