The First Gangster Kingpin of New York

The First Gangster Kingpin of New York

February 17, 2026 · 1h 4m

About this episode

The episode explores the life and influence of Monk Eastman, a notorious gangster in early 20th century New York.

Monk Eastman ruled the depraved streets of turn-of-the-century Manhattan with fists and absolutely zero regard for human life, commanding an army of 1,200 thugs who terrorized the Lower East Side. At the height of his power, he was pulling cash from every racket you could think of while rigging elections for Tammany Hall and overseeing street violence so extreme that cops needed reinforcements just to enter his territory. Eastman represented a true transition in the evolution of the underworld, when crime became organized. All that, and he managed to become a war hero too, before the street life finally caught up with him. Learn more about your ad choices. Visit megaphone.fm/adchoices

People in this episode

Host: The Underworld Podcast

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Mentioned in this episode

Organizations: Tammany Hall

Places: Lower East Side, New York

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