Lleyton Hewitt is an Australian tennis coach and former world No. 1 tennis player renowned for his fierce competitiveness and strategic gameplay. He won the US Open in 2001 and Wimbledon in 2002, becoming the youngest male to achieve the ATP No. 1 ranking at age 20.
This is based on winning 1 head-to-head matchups with other famous people, but also losing 22 head-to-head matchups.
Most recently Lleyton Hewitt lost a matchup to Robert De Niro (#283) voted by someone from United States.