The Doorway to Hell (1930)

Lou Ricarno is a smart guy. His plan is to organize the various gangs in Chicago so that the mugs will not liquidate each other. WIth the success of his leadership, Louie prospers, marries Doris and retires to Florida to write his autobiography and play golf. In his absence the gang warfare flares, but he does not return as he wants to give a respectable image of life to his wife, younger brother and his Florida neighbors. While letters and telegrams from Mileaway will not influence his decision, events will.