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  2. Jan 2, 2015 · Find out more about Boss Tweed on Biography.com. Tweed is known for the cronyism of his Tammany Hall political machine, through which he bilked the city of New York of massive sums of money.

    • Boss Tweed learned politics while working as a fireman. Tweed was initially groomed to go into his father’s business as a chair-maker, before going to school for accounting (learning skills that no doubt proved helpful when he was cooking the city budget).
    • He may have saved a Republican mayor's life. One of Tweed's earliest political moves was to help protect the life of a mayor from a different party. During the Draft Riots of 1863, while Tweed was deputy street commissioner, many of the city’s poor and Irish residents (Tammany’s core constituency) took to the streets in violent protest against the conscription law that required they pay $300 or serve on the battlefield for the Union during the Civil War.
    • He stole big. Tweed and his cronies stole somewhere between $30 million and $200 million from the city ($614 million to more than $4 billion in 2020 dollars) while in control of New York's political machine.
    • He held a lot of positions ... While he is most famous for his position as Grand Sachem (or “Boss”) of Tammany Hall, Tweed used his influence and skill with handing out political favors to land a wide range of titles.
  3. Feb 9, 2010 · William Magear “BossTweed, leader of New York City’s corrupt Tammany Hall political organization during the 1860s and early 1870s, is delivered to authorities in New York City after his...

  4. The saga of William M. Tweed, often known as “Boss Tweed,” is a cautionary tale that highlights the complex dynamics of power, corruption, and redemption in American political history. His rise from modest beginnings to becoming one of the most powerful and corrupt political figures in New York City underscores the vulnerabilities inherent ...

  5. Feb 26, 2023 · In 1872, Harper's Weekly published a political cartoon by Thomas Nast featured Tweed in a scene that redefined the term "jailbreak." A giant in the tiny confines of a city jail, he busted walls of a jail on opposite ends. Nast's caption reads in part: "'No Prison is big enough to hold the Boss. In on one side, and out at the other."

  6. Jul 2, 2009 · You cannot understand New York without understanding its most corrupt politician — William ‘BossTweed, a larger than life personality with lofty ambitions to steal millions of dollars from the city.

  7. Mar 27, 2005 · Physically imposing and mentally sharp, Tweed reigned supreme. He was more than simply boss of Tammany Hall, commissioner of Public Works, and state senator.

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