Benjamin Tallmadge (1754-1835) acted as principal director of George Washington's secret service from 1778-1783, after the death of Nathan Hale. He won distinction as a field officer, notably at the capture of Fort St. George, Long Island, in 1780. With his leadership, Washington was able to create a strong and successful chain of spies throughout the New York area, beginning the secret service in America. These agents, primarily the Culper Spy Ring, gathered information for Washington, which greatly aided in winning the war.
In 1792, Tallmadge was appointed postmaster of Litchfield, Connecticut. He served until he resigned to assume his seat in Congress. He established a successful mercantile and importing business and was the first president of the Phoenix Branch Bank, a position he held from 1814 to 1826.
Tallmadge married Mary Floyd (1764–1805) on March 18, 1784, daughter of William Floyd, a signer of the Declaration of Independence and a U.S Representative from New York. Their children included:
William Smith Tallmadge (1785–1822); Henry Floyd Tallmadge (1787–1854);
Maria Jones Tallmadge (1790–1878);
Benjamin Tallmadge (1792–1831);
Frederick Augustus Tallmadge (1794–1869);
Harriet Wadsworth Tallmadge (1797–1856);
George Washington Tallmadge (1803–1838.
Mary died in 1805, and Tallmadge married Maria Hallett (d. 1838) in 1808, daughter of his friend Joseph Hallett. Tallmadge died March 7, 1835, in Litchfield, Connecticut. He is buried in East Cemetery in Litchfield, Connecticut.