FedEx had just $5,000 left in its bank account, and Smith's efforts to secure more funding were repeatedly rejected. Bankruptcy seemed almost inevitable. However, Smith wasn't ready to give up. On a fateful trip back from a failed pitch to General Dynamics, Smith made an impulsive decision that would change everything. He detoured to Las Vegas and took the last $5,000 of the company's funds to the blackjack tables. Smith won $27,000 – enough to keep FedEx afloat for a little longer.
“The $27,000 wasn't decisive, but it was an omen that things would get better,” Smith later said about the gamble. This unexpected win gave him enough breathing room to raise another $11 million in funding. With this new capital, FedEx weathered the storm, and by 1976, the company's revenue had climbed to $75 million.