Jay-Z is a renowned rapper and entrepreneur from New York City. Named the greatest rapper of all time by Billboard and Vibe in 2023, he has a record 14 number-one albums and became hip-hop's first billionaire in 2019.
This is based on winning 59 head-to-head matchups with other famous people, but also losing 53 head-to-head matchups.
Most recently Jay Z lost a matchup to Grace Kelly (#294) voted by someone from United States.