Plunkitt's political career was marked by his pragmatism and his belief in machine politics. He famously declared, "I seen my opportunities and I took 'em." He saw politics as a game and believed that the best way to succeed was to build a strong political organization that could deliver votes.
Plunkitt was also known for his colorful personality and his ability to connect with ordinary people. He was known for his love of cigars, his witty sayings, and his practical advice on politics. He often said, "Honest graft" is when a man steals a million dollars and is elected mayor for doing so.
Plunkitt's political career ended when he was defeated for re-election to the State Senate in 1911. However, his influence on American politics continued for many years. He is often considered to be one of the most important figures in the history of machine politics.
Plunkitt's life and career have been the subject of numerous books, articles, and films. In 1939, his autobiography, "Plunkitt of Tammany Hall", was published and became a bestseller. The book is considered a classic of political literature and provides an insider's view of machine politics in the early 20th century.