Rahm Emanuel is an American politician and diplomat currently serving as the U.S. Ambassador to Japan. He was the Mayor of Chicago from 2011 to 2019 and White House Chief of Staff under President Obama.
This is based on winning 6 head-to-head matchups with other famous people, but also losing 25 head-to-head matchups.
Most recently Rahm Emanuel lost a matchup to Shakira (#125) voted by someone from Canada.