Deb Flemming

No political organization could be more crooked than New York City’s “Tweed Ring” in 1868-71. “Boss” Tweed and his Democratic henchmen “Slippery Dick” Connolly, “Brains” Sweeney and “The Elegant One” Hall looted the City treasury of more than $45 million, primarily through shady deals involving unscrupulous contractors. Tweed himself amassed $12 million.

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