Francis Ford Coppola
The brilliant and award-winning director of “Apocalypse Now” and “The Godfather” trilogy filed bankruptcy multiple times for both himself and his production companies. His financial troubles began in the early 1980s when he obtained financing for the film “One from the Heart”, a flashy musical set in Las Vegas which was a flop at the box office. Street scenes were recreated in the director’s production company studios. The film cost $25 million to make and only generated $8 million in revenue. The reorganizations were a success and the director went on to direct many more films.