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It's 1894 on New York's Lower East Side. Irish cop Tom McGlory and Italian immigrant Vita Caputo fall in love despite their different upbringings. Vita goes from sweatshop laborer to respected bank clerk to reformer, helping elect a mayor to beat the Tammany machine. While Tom works undercover to help Ted Roosevelt purge police corruption, Vita's father arranges a marriage between her and a man she despises. When Tom's cousin is murdered, Vita's father and brother languish in jail, charged with the crime. Can Vita and Tom's love survive poverty, hatred, and corruption?

It's 1932. Prohibition rages, the Depression ravages, and Billy McGlory comes of age whether he wants to or not. Musical and adventurous, Billy dreams of having his own ritzy supper club and big band. On the eve of his marriage to the pregnant Prudence, the shifty "businessman" Rosario Ingovito offers him all that and more. Fame, fortune, his own Broadway musical-it's all his for the taking, despite Pru's opposition to Rosie's ventures. Meanwhile, Pru's artistic career gains momentum and their child is born. Can anything go wrong for Billy? Only when he gets in way over his head does he stop to wonder how his business partner really makes his millions, but by then it's far too late...