Boris Yeltsin was a Russian politician who served as the first President of Russia from 1991 to 1999. He was instrumental in the dissolution of the Soviet Union and implemented significant economic reforms transitioning Russia to a market economy.
This is based on winning 4 head-to-head matchups with other famous people, but also losing 23 head-to-head matchups.
Most recently Boris Yeltsin lost a matchup to Desmond Tutu (#404) voted by someone from United States.