Scottie Pippen – $20 Million

Considered by many to be the greatest small forward ever, Bulls legend Scottie Pippen brought in career earnings of $109 million during his 17 seasons with the NBA. Today, Pippen’s fortune is estimated at $20 million, so he probably won’t need to take out a loan. Since leaving the NBA, the Arkansas-born star has appeared several times in pop culture.

Fans were thrilled to see Pippen making cameos in shows like Fresh Off the Boat and Chicago Fire. He also featured in the documentary series The Last Dance in 2020, refraining from making any public comments about his feature.