NBA’s biggest riches to rags stories

2. Scottie Pippen

Scottie Pippen made quite a bit playing for the Chicago Bulls alongside Jordan and Rodman. Unfortunately, he hasn’t always made the best financial decisions. He lead a lavish lifestyle (once paying $4mil for a corporate jet he didn’t even use), made some bad investments and had some very opportunistic attorneys. Thankfully, he has turned his life around and is now senior advisor to Bulls President and COO Michael Reinsdorf.