Gangland Wire

Hollywood and the Chicago Boys: Stone Wallace on Mobsters in Tinseltown
In this episode of Gangland Wire, retired Kansas City intelligence detective Gary Jenkins sits down with writer and mob historian Stone Wallace—a man whose path has crossed acting, broadcasting, boxing, and a lifelong fascination with organized crime. The focus of today’s conversation is Stone Wallace’s latest book, Hollywood and the Chicago Boys, which uncovers how the Chicago Outfit quietly moved in on Hollywood in the 1930s. With Prohibition fading, figures like Frank Nitti and Tony Accardo shifted their sights to new rackets in film unions, projection booths, and studio lots.
Stone Wallace’s obsession with the mob began at age seven with a library book on the 1920s. It lit a fire that would eventually lead Wallace to explore the violent glamour of the underworld in both fiction and nonfiction.
Stone Wallace shares how he created the fictional studio boss Sam Bast, modeled after several real-life moguls, and how mob-connected actors like George Raft blurred the lines between movie star and made man. From behind-the-scenes extortion to real-life gangland enforcers like Jack “Machine Gun” McGurn, this episode connects the dots between celluloid dreams and street-level muscle.