The Spy Who
The Spy Who

The Spy Who Betrayed the American Revolution | The Traitor and The Gentleman | 3

July 02, 2026 • 38m

Summary

⏱️ 8 min read

Overview

This episode chronicles Benedict Arnold's betrayal of the American Revolution, focusing on his plot to surrender West Point to the British in exchange for £20,000. The narrative follows Arnold's secret communications with British spymaster John Andre, the Culper spy ring's efforts to gather intelligence, and the dramatic unraveling of the plot when Andre is captured carrying incriminating documents. The episode culminates with Arnold's narrow escape and Andre's imprisonment.

The Initial Contact Between Arnold and Andre

British intelligence chief John Andre receives letters from Peggy Shippen, now married to Benedict Arnold, proposing her husband's defection. Arnold offers to surrender a major American fort to the British, marking the beginning of one of history's most infamous betrayals. Andre and his commander, General Clinton, must weigh whether this offer is genuine or an elaborate trap set by George Washington.

  • Andre is promoted to major and assigned as head of British intelligence in New York
  • Joseph Stansbury delivers letters from Peggy Shippen proposing Benedict Arnold's defection
  • Arnold is described as one of America's finest commanders, making his defection almost incomprehensible
  • Andre recognizes this could be either a war-changing opportunity or a trap
" It concerns the defection of a high-ranking American officer. Someone close to General Washington's inner circle. Benedict Arnold. "

Arnold's Ambitions and West Point Strategy

Arnold deciphers Andre's coded response and begins planning his ultimate betrayal. Rather than surrendering a minor southern fort as the British suggested, Arnold sets his sights on West Point, the crucial Hudson River fortification. He calculates that delivering West Point to the British would isolate New England from the other colonies and could end the Revolutionary War, earning him the £20,000 he demands and cementing his place in British imperial history.

  • Arnold and Peggy spend hours deciphering Andre's coded message
  • Arnold proposes West Point instead of the southern fort Andre suggested
  • Arnold argues that surrendering West Point could be the death knell for the Continental Army
  • Arnold believes Washington will grant him the West Point command since he's poorly suited for administrative work in Philadelphia
" I must offer them something irreplaceable, something that could hand them victory. West Point. If I hand West Point to the British, they will be able to isolate New England from the rest of the colonies. It will be the death knell for the whole Continental Army. "

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