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Michael Jordan

Basketball legend Michael Jordan married Juanita Vanoy in 1989. For more than a decade it was smooth sailing, and their union produced three children. Behind the scenes, however, it was a different story. By 2002, the couple filed for divorce. They reconciled, but in 2006 they filed papers again, and this time it stuck.

Juanita Vanoy Jordan was awarded $168 million in the divorce settlement. In 2007, Forbes magazine put the dissolution of the Jordans’ marriage at the top of its list of the most expensive celebrity divorces of all time, eclipsing those of Steven Spielberg, Paul McCartney, and Mick Jagger.

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