The Boss, and How He Came to Rule New York by Alfred Henry Lewis
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The Story
This book follows the rise of a man named Richard B. Croker from his early days as a street tough to his reign as the undisputed political boss of New York City. It’s a fictionalized account, but it’s packed with the real grit of Tammany Hall politics. We see how he builds his empire not with grand speeches, but by understanding what people need—a job, protection, help with the law—and making sure he’s the one to provide it. Every handshake is an investment, and every favor is a chain. The story shows the slow, deliberate construction of a system where loyalty is the only currency that matters.
Why You Should Read It
What struck me was how familiar it all feels. The mechanisms of power Lewis describes—patronage, controlling nominations, rewarding friends—aren’t locked in the past. You can see their echoes today. Croker is a fascinating character because he’s not a cartoon villain. He’s shrewd, pragmatic, and understands the city’s heartbeat better than any reformer. The book doesn’t just judge him; it shows you exactly how and why his world works. It’s a masterclass in practical politics, for better and much worse.
Final Verdict
Perfect for anyone who loves political dramas like Boss Tweed or The Power Broker. It’s also a great pick if you enjoy character-driven stories about ambition and the price of power. The writing is straightforward and pulls you right into the smoky rooms and crowded streets. Just be prepared: after reading this, you’ll look at every local election a little differently.
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