Mikhail Gorbachev was the last leader of the Soviet Union, known for his roles in ending the Cold War and introducing major political and economic reforms such as glasnost and perestroika. He received the Nobel Peace Prize in 1990.
This is based on winning 9 head-to-head matchups with other famous people, but also losing 19 head-to-head matchups.
Most recently Mikhail Gorbachev lost a matchup to Hayley Williams (#907) voted by someone from Canada.