15. Johnny Unitas
Unitas was a record breaking NFL player. It took a lot of time before someone broke his record of 47 consecutive games with a touchdown pass. He is in fact one of the best NFL quarterbacks who ever played the game.
But after his NFL career, he decided to try his luck with opening few business. By few we mean bowling alley chain, restaurant and an air freight company.
It didn’t work out good for Unitas, and he filed for bankruptcy with debts of $3.2 million.