Tiger Woods is an American professional golfer widely regarded as one of the greatest golfers of all time. He has won 15 major championships and 82 PGA Tour events. Woods has set numerous golf records and is a member of the World Golf Hall of Fame.
This is based on winning 56 head-to-head matchups with other famous people, but also losing 41 head-to-head matchups.
Most recently Tiger Woods lost a matchup to Toni Collette (#1732) voted by someone from Denmark.