Vince McMahon is a prominent American businessman known for revolutionizing the professional wrestling industry. As the co-founder of WWE, he turned it into the largest wrestling promotion globally, creating iconic events like WrestleMania.
This is based on winning 1 head-to-head matchups with other famous people, but also losing 18 head-to-head matchups.
Most recently Vince McMahon lost a matchup to John Cassavetes (#1840) voted by someone from Canada.