50 Cent
He may be money by nam name but he’s certainly not money by nature! Despite selling more than 30 million albums worldwide, 50 Cent was forced to file for bankruptcy in 2015, claiming he was $50 million in debt. Fortunately for the rapper, he was discharged from his bankruptcy last year after paying off $30 million with a combination of his own earnings and $19 million he was awarded from a malpractice lawsuit. The 43-year-old’s financial situation made headlines again earlier this year when he said he “forgot” he owned bitcoins worth $9.7 million. He declared that he was mistaken and does not have any of the cryptocurrency to his name.