49. The Boondock Saints (1999)
This film was directed by Troy Duffy and starred Willem Dafoe, Sean Patrick Flanery, and Norman Reedus. Two Irish brothers accidentally kill mafia thugs and turn themselves in, only to be seen as heroes. So they ended up going on a mafia-killing rampage.
Troy Duffy, who was working as a bartender and bouncer, had never written a screenplay before. Talk about beginner’s luck. The screenplay was inspired by his disgust at seeing a drug dealer taking money from a corpse across the hall from his apartment.
The next movie involves a major casino heist. Can you guess which one?