Scottie Pippen – $50 Million

Scottie Pippen became a professional basketball player in the late ’80s, and he’s best known for his career with the Chicago Bulls. He’s a six-time NBA Champion and a seven-time NBA All-Star. His skills as a small forward are what made him stand out as a player.

He takes pride in being the only name in the NBA who bagged the gold at the Olympics and the NBA Championship in the same year, twice. Pippen currently possesses a fortune estimating to $20 million. As of 2020, he’s no longer the Bulls’ public relations ambassador because of compensation disagreements.