Rudy Giuliani is an American attorney and politician known for serving as Mayor of New York City from 1994 to 2001. He gained national prominence for his leadership following the 9/11 attacks.
This is based on winning 45 head-to-head matchups with other famous people, but also losing 73 head-to-head matchups.
Most recently Rudy Giuliani lost a matchup to Oprah Winfrey (#41) voted by someone from United States.