Scottie Pippen – Basketball – $20 Million

Scottie Pippen is a former basketball player with six NBA championships. He spent 17 seasons of his career with the Chicago Bulls, Houston Rockets, and Portland Trail Blazers. The Bulls, who he played with for a total of 12 seasons, retired his jersey.

Pippen has also gotten on the Naismith Memorial Hall of Fame twice for his individual achievements as well as part of The Dream Team. Pippen is worth $20 million and he notably had a bad deal for the same amount through Robert Lunn, the rogue financial adviser who went to prison in 2016 over fraud charges.

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