Many of the events in the film are based upon the life of Al Capone and the Chicago gang wars of the 1920s. In order, the most prominent are: 1. Tony's killing of his boss, "Big Louie" Costillo, in the lobby of his club is based on Capone's involvement in the murder of his first boss, "Big" Jim Colosimo. 2. Guino ( George Raft ) comes into Tony's apartment wearing a flower in his coat lapel and we learn he killed rival boss, O'Hara, in the latter's flower shop. In real life, Capone's men killed Charles Dion O'Bannion in his flower shop. 3. The scene where Gaffney ( Boris Karloff ) leads a caravan of cars in a drive-by shooting at Tony in a restaurant was based on an incident in 1927 when Capone's rival, Hymie Weiss, did the same thing to him. 4. When Johnny Lovo tries to get Tony killed in a car chase. That comes from the demise of Capone's allies, the Genna Brothers. 5. The St. Valentine's Day Massacre of 1929.

Film

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