J.R.R. Tolkien was an English writer and philologist, best known for his high fantasy works such as 'The Hobbit' and 'The Lord of the Rings.' He was a professor at Oxford and a close friend of C.S. Lewis.
This is based on winning 33 head-to-head matchups with other famous people, but also losing 36 head-to-head matchups.
Most recently J. R. R. Tolkien lost a matchup to Chris O'Donnell (#548) voted by someone from Canada.