10. Raghib Ismail
Raghib Ismail starred in both CFL and NFL and somehow he could never shake off his financial troubles. He once withdrew a handsome $4.55 million annual salary with the Argonauts. Yet he lost his money as quickly as he earned it. Speaking at a public gathering he once said, “I looked at my bank statement, and I just went, ‘what the…!’”
Unlike so many entries on our list, Ismail didn’t succumb to drugs or partying. Instead his doom was due to poor investments and financial management. He started many businesses such as phone card dispensers to cosmetics but none of them worked out. He turned his life around though, these days he works as a motivational speaker. He gives speeches about money proficiency and the value of investing properly.