Herman Cain was an American businessman and prominent activist within the Tea Party movement. He held key leadership roles in major companies like Burger King and Godfather's Pizza and was a significant figure in the Republican Party, particularly known for his 2012 presidential campaign and 9–9–9 tax plan.
This is based on winning 1 head-to-head matchups with other famous people, but also losing 24 head-to-head matchups.
Most recently Herman Cain lost a matchup to Dan Quayle (#1105) voted by someone from Denmark.