General George Washington asks for a volunteer for an extremely dangerous mission: to gather intelligence behind enemy lines before the coming Battle of Harlem Heights. On September 8, 1776, Captain Nathan Hale of the 19th Regiment of the Continental Army stepped forward and subsequently become one of the first known American spies of the Revolutionary War.
Disguised as a Dutch schoolmaster, the Yale University-educated Hale slipped behind British lines on Long Island and then successfully gathered information about British troop movements for the next several weeks. While Hale was behind enemy lines, the British invaded the island of Manhattan; they took control of the city on September 15, 1776. When the city was set on fire on September 20, 1776, British soldiers were put on high alert for sympathizers to the Patriot cause. The following evening, on September 21, 1776, Hale was captured while sailing Long Island Sound, trying to cross back into American-controlled territory.