After becoming the most powerful mob boss in the country, Al Capone now finds himself locked up in America's newest and harshest maximum security prison: Alcatraz. Prohibition has recently been repealed and one of the Outfit's most important sources of income dries up. With Capone cut off from all communication, his most trusted men, Frank Nitti, Tony Accardo and Paul Ricca, must keep his organization from collapsing. With Americans flocking to theaters by the thousands, the movie business is raking in millions of dollars a month. To take advantage of Hollywood, Nitti recruits Willy Bioff. Acardo breaks into a new racket in Chicago: slot machines. With help from Ricca, Accardo builds a network of slots in Chicago bars, earning up to $20,000 a year. By the end of 1939, the Outfit is bringing in more money than ever before... But new problems start to appear.