Richard Stallman is an American free software movement activist and programmer. He founded the GNU Project and the Free Software Foundation, advancing the concepts of copyleft and free software. His work includes GNU Emacs and the GNU General Public License.
This is based on winning 2 head-to-head matchups with other famous people, but also losing 23 head-to-head matchups.
Most recently Richard Stallman lost a matchup to Philip Seymour Hoffman (#1390) voted by someone from Canada.