Darren McCarty
Darren McCarty had a successful hockey career in the 1990’s while playing for the Detroit Red Wings. He made more than $15 million, but unfortunately made some terrible financial choices. He eventually filed for bankruptcy and owed $6 million to creditors.
OJ Simpson
OJ Simpson is known for his infamous murder case, which left him with a “not guilty” verdict, but also with very little of his previous $11 million net worth. Later, Simpson was found guilty of another civil suit, owing $40 million. Later he was convicted of yet another unrelated charge, which led him to spending 9 years in prison. He is now free but completely broke.