Stuff You Missed in History Class
Stuff You Missed in History Class

Hercules Mulligan, Spy on the Inside Pt. 2

After years of protesting and resisting British rule in New York, Mulligan passed important information on to George Washington, possibly saving his life. How did that one-time act of happenstance blossomed into a career as a full-time spy?

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George Washington Guest

Topics Discussed

Episode Summary

Executive Summary: The episode profiles Hercules Mulligan’s evolution from fashionable New York clothier to highly effective Revolutionary War spy, detailing how his shop, social access, and courier network with Cato and Haim Solomon fed intelligence to Washington, Hamilton, and the Culper Ring. It also explains his arrests, imprisonment, postwar financial hardship, and eventual recognition by Washington.

Main Topics: Hercules Mulligan’s shop as an intelligence hub (Priority: 5/5): Mulligan’s clothing business attracted British officers, Hessians, and civilians, giving him access to conversations, orders, travel clues, and provisioning details that revealed military intentions. How the spy network functioned (Priority: 5/5): The episode explains the practical mechanics of Mulligan’s intelligence chain: Cato carried packages, Solomon translated and gathered information, and safe houses repackaged messages to remove Mulligan’s name. Relationship to the Culper Spy Ring (Priority: 4/5): Mulligan later connected to Washington’s Culper Ring through Robert Townsend, though the partnership was risky and not fully embraced by Abraham Woodhull due to Mulligan’s visibility. Major intelligence successes (Priority: 5/5): Mulligan’s reports helped Washington interpret British fleet movements in 1777, protect French forces in 1780, and avoid a 1781 ambush in Connecticut. Arrests, prison, and operational decline (Priority: 5/5): British suspicion, Benedict Arnold’s accusation, and detention at Provost Prison weakened Mulligan’s business and reduced the effectiveness of his espionage work, though he continued when possible. Postwar hardship and belated recognition (Priority: 4/5): After the war, Mulligan’s business collapsed, he fell into debt, and only later received public thanks from Washington, who visited him and bought civilian clothing.

Key Arguments: A clothing shop in occupied New York could double as an intelligence post because British officers openly discussed plans while ordering uniforms and formal wear. Haim Solomon’s translator role and Cato’s courier work made an otherwise immobile intelligence system possible across New York and New Jersey. Mulligan’s intelligence was often gathered indirectly through clothing orders, household billeting, family business ties, and tavern conversations. The Culper Ring valued secrecy so highly that Mulligan’s very public patriot identity made him a liability, even if his information was useful. British arrests did not end Mulligan’s spying; instead, they reduced his business and forced him to rely more on his brother’s provisioning work and the Culper network. Mulligan’s reports appear to have saved Washington at least twice: once by warning of a 1780 attack on French forces and again by helping Washington avoid the 1781 Connecticut ambush. Despite his wartime service, Mulligan’s finances deteriorated badly after the war because his customer base vanished and his wartime side work disappeared.

Data Points: British fleet size: 260 ships and more than 17,000 men - The late-April 1777 intelligence report Cato carried about a British armada under General William Howe. Year Washington asked for a trusted spy in New York: 1777 - The episode notes Washington’s comment to Hamilton that he wished for a trusted spy in New York City. British attack warning date: August 20, 1777 - Washington inferred the British target was Philadelphia when the fleet was sighted in Chesapeake Bay. French force targeted by Britain: about 5,000 troops - Britain planned an attack on French forces led by Count Rochambeau at Newport in summer 1780. Ambush date near Lebanon, Connecticut: March 5, 1781 - Mulligan learned of a plot to kill Washington as he traveled to meet Rochambeau. Postwar insolvency period: until 1785 - Washington’s visit and clothing orders helped Mulligan financially, but he remained listed among insolvent debtors until 1785. Children: 8 - Mulligan and his wife had eight children. Children by gender: 3 sons and 5 daughters - The episode lists the composition of Mulligan’s children. Death year: 1829 - Hercules Mulligan died in 1829.

Pivotal Quotes: "Generals have a way of talking sometimes when they're bein' fitted for an embroidered waistcoat, so I keep my ears open." — Hercules Mulligan: Mulligan’s description of how he gathered intelligence while fitting officers for clothing. "I wish they had a trusted spy in New York City" — George Washington: Washington’s reported wish, relayed to Hamilton, that prompted formal spy contact with Mulligan. "That is the look of an innocent man." — Narrator/host reading promo copy: Quoted in sponsor material embedded in the transcript; not part of the Hercules Mulligan history segment but present in the audio.

Implications: The episode shows how ordinary commerce and social access could become decisive wartime intelligence tools, while also highlighting the fragility of covert networks and the way patriots could be rewarded only after suffering postwar ruin.

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