Raghib “Rocket” Ismail

Downfall: The food industry.

Raghib Ismail found out the hard way that just because you have money to throw into business deals, that doesn’t mean you should. The former Dallas Cowboy wide receiver signed an $18.2 million deal in 1991, but invested in a slew of failed businesses including a record company, cosmetics, nationwide phone-card dispensers, calligraphy proverb kiosks, and a Hard Rock Café knock-off restaurant called the Rock n’ Roll Cafe.

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