Planet Hollywood (Stallone, Schwarzenegger, Willis)

Planet Hollywood is the definitive celebrity restaurant disaster, having burned through $250 million in investor money and filing for bankruptcy twice. With Arnold Schwarzenegger, Sylvester Stallone, and Bruce Willis as owners, the chain relied on movie props rather than quality food, leading to a 90% drop in stock value. This failure is 40% more expensive than the typical celebrity venture and outperforms #6 Jessica Simpson's Dessert Beauty in sheer financial loss.