Long Island, New York had been under British control since August 27, 1776.2 Benjamin Tallmadge established the Culper Spy Ring and recruited his friends in order that they would work as his informants. Tallmadge was the main handler of the Culper Spy Ring.3 The agents of the Culper Spy Ring provided detailed insider information of the British and their activities. They were “incredibly well-connected and had regular access to privy information.”4 The Culper Spy Ring communicated through cyphers and coded letters, invisible ink created by James Jay,5 hidden letters, mask letters, intercepted letters, one letter shifts, couriers, black chamber operations, dead drops, and specific collection requirements.6 The Culper Spy Ring mainly consisted of Abraham Woodhull—a farmer on Long Island and a childhood friend of Benjamin Tallmadge—Robert Townsend—a merchant in New York—James Rivington—known as the King’s Printer who was publicly known as a loyalist and wrote for a loyalist newspaper in order to gain credibility and avoid suspicion—Caleb Brewster—a whaleboat captain and childhood friend of Abraham Woodhull and Benjamin Tallmadge—Austin Roe—a tavern owner and courier from Setauket who grew up near Caleb Brewster—James Armistead Lafayette—an African American pretending to be…