Michael Jordan and Juanita – $168 Million

These days Michael Jordan has a model named Yvette Prieto on his arm. But when he was blazing a trail and making his legend in the NBA, it was his long-time wife Juanita Vanoy that stood by his side. They even married in 1989, the same year Jordan made his NBA debut.

They share three children, but in 2002 both filed for divorce. They didn’t follow through, eventually reconciling, but in the end, they went through with it, which was confirmed in 2006. It’s alleged that Vanoy walked away with a massive $168 million settlement. This is regarded as one of the largest settlements in sports history.