OJ Simpson – $3 Million

We also have to mention some not-so-successful stories, like that of the former football legend, O.J. Simpson. O.J. used to work as a TV producer and actor and reportedly owned a $10.8-million net worth when he filed for a divorce from his late wife Nicole, in 1992. And while the expensive divorce took a toll on his fortune, what really depleted his savings account was his alleged involvement in the murders of his ex-wife and her friend. Thanks to the best criminal defense attorney, O.J. was initially freed from all charges, but in a separate trial, the families managed to win a $33.5-million wrongful death judgment. Allegedly, Simpson has paid only $500K so far and that his current net worth is now $3 million.