4Michael Jordan – $168 million
His story is actually funny.
Months before Michael Jordan divorced his wife, his former lover, Karla Knafel, made a huge scandal that ended up in court.
In order to keep their relationship a secret, the former NBA star promised to pay Karla $5 million, but instead she received only $250.000.
Why do we say that Michael Jordan had bad luck? In December of 2006, he divorced Juanita, and he pulled out of his pocket way more than $250.000 or $5 million.
Juanita received a $168 million settlement, making it the largest divorce settlement at that time on public record.