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

Hercules Mulligan, Spy on the Inside Pt. 1

Hercules Mulligan was indeed a real person who passed intelligence to George Washington, mostly through two means - one was an enslaved man named Cato, and the other was the Culper Spy Ring.

Topics Discussed

Episode Summary

Executive Summary: This episode of Stuff You Missed in History Class profiles Hercules Mulligan, a colorful New York clothier, Patriot activist, and eventually spy during the American Revolution. It traces his Irish immigrant background, friendship with Alexander Hamilton, early resistance work, committee politics, and the circumstances that led him to pass crucial intelligence to George Washington.

Main Topics: Hercules Mulligan’s immigrant background and personality (Priority: 5/5): The hosts outline Mulligan’s Irish origins, education, family migration to New York, and his reputation as a charismatic, highly trusted storyteller and merchant tailor. Friendship with Alexander Hamilton (Priority: 4/5): Mulligan met Hamilton through family and social/business ties, helped him get schooling and housing, and likely influenced his political views. Early Patriot activism in New York (Priority: 5/5): Before espionage, Mulligan was already a visible revolutionary actor: distributing anti-Stamp Act material, joining the Sons of Liberty, speaking at rallies, and serving on multiple committees. New York revolutionary politics and committee power (Priority: 4/5): The episode explains how Patriots, Loyalists, and neutral citizens competed to control New York’s political machinery, including delegate elections and city governance. Mulligan as a wartime organizer and agitator (Priority: 4/5): He helped seize weapons, tear down the King George III statue, made Hamilton’s uniform, and recruited men for Patriot efforts, showing that his role extended well beyond spying. The shift from activist to spy (Priority: 5/5): The first half of the story ends with Mulligan’s arrest, release, and renewed contact with Hamilton, setting up how he transitioned into a more formal intelligence role.

Key Arguments: Mulligan was not an accidental Patriot; he was openly and consistently committed to independence before he ever became a spy. His social skills, shop location, and customer base made him unusually well-positioned to gather intelligence from British and Loyalist officers. Hamilton’s relationship with Mulligan may have shaped Hamilton’s own political development. New York’s revolutionary politics were highly competitive and procedural, with Patriots and Loyalists battling over elections, committees, and public legitimacy. Mulligan’s value to the Patriot cause came from both visible activism and covert intelligence work, making him strategically useful in multiple ways.

Data Points: Year of birth: 1740 - Hercules Mulligan was born in Ireland in 1740. Year family immigrated to colonies: circa 1746 - Mulligan’s parents brought the family to New York when he was about six. Year father listed as Freeman of the City: 1747 - The elder Hugh Mulligan appears on New York’s Freeman list shortly after arrival. Year anti-Stamp Act publication distributed: 1765 - Mulligan helped distribute a strongly anti-Stamp Act pamphlet. Year Sons of Liberty rally: 1774 - Mulligan was a prominent speaker at a Sons of Liberty rally in New York. Date New York Committee of Observation elected: November 22, 1774 - Mulligan was elected to the committee created to monitor and resist British measures. Date New York delegates meeting: March 6, 1775 - The city’s voters met to choose delegates to the Second Continental Congress. Date of George III statue destruction: July 9, 1776 - Mulligan helped tear down the King George III statue at Bowling Green. Address of Mulligan’s final shop: No. 23 Queen Street - He relocated his home and business there in 1776, near Wall Street. Date of marriage: October 27, 1773 - Mulligan married Elizabeth Sanders. Date of Thomas Hickey execution: June 28, 1776 - Hickey was hanged after the alleged plot to kidnap or poison Washington was exposed. Date of Hickey court-martial: June 24, 1776 - Hickey and co-conspirators were tried after the plot was uncovered. Date of Mulligan arrest: September 20, 1776 - He was arrested while trying to evacuate his wife and son during the British occupation of New York. Length of imprisonment: about two months - Mulligan spent roughly two months in Provost Prison before release. Date of travel to Hackensack: November 17, 1776 - Despite restrictions, Mulligan crossed into New Jersey and then returned to New York after Hamilton urged him to stay involved. Age gap with Hamilton: about 15 years - Hamilton was born in 1755, making him roughly fifteen years younger than Mulligan. Troop strength on Long Island: about 18,000 - Washington had around 18,000 troops defending New York before the Battle of Brooklyn Heights.

Pivotal Quotes: "We get to ask other people questions because we're sick and tired of being asked questions." — Jonas Brothers promo: A sponsor segment at the start of the transcript promoting the Hey Jonas podcast. "Hercules Mulligan was already active in resistance against British rule long before he ever met Alexander Hamilton." — Tracy B. Wilson / Holly Pry: Summarizes the episode’s core thesis about Mulligan’s revolutionary commitment. "He was very committee busy." — Tracy B. Wilson / Holly Pry: A humorous characterization of Mulligan’s many committee roles in early Revolutionary New York.

Implications: The episode reframes Hercules Mulligan as more than a Hamilton side character: he was a politically engaged organizer whose social access made him indispensable. It also shows how revolutionary intelligence work grew out of everyday civic, commercial, and social networks.

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