September 21, 1776 One Life to Lose

An ardent patriot in the cause of American independence, the young school teacher turned spy placed his trust, where it did not belong.

From the earliest days of the American Revolution, the nine Hale brothers of Coventry Connecticut fought on the Patriot side. Five of them were there to help out at the battles at Lexington and Concord. The youngest and most famous brother was still at home in New London at the time, finishing the term of a teaching contract.

Nathan Hale’s unit participated in the siege of Boston. Hale himself joined General George Washington’s army in the spring of 1776, as the army moved to Long Island to block the British move on the strategically important port city of New York.

On June 29, General Howe appeared at Staten Island with a fleet of 45 ships. By the end of the week, he’d assembled an overwhelming fleet of 130.

There was an attempt at peaceful negotiation on July 13, when General Howe sent a letter to General Washington under flag of truce. The letter was addressed “George Washington, Esq.”, intentionally omitting Washington’s rank. Washington declined to receive the letter, saying there was no one present by that address. Howe tried the letter again on the 16th, this time addressing “George Washington, Esq., etc., etc.”. Again, Howe’s letter was refused.

British Landing
British Landing on Long island

The next day, General Howe sent Captain Nisbet Balfour in person, to ask if Washington would meet with Howe’s adjutant, Colonel James Patterson. A meeting was scheduled for the 20th.

Patterson told Washington that General Howe had come with powers to grant pardons.  Washington refused, saying “Those who have committed no fault want no pardon”.

Patriot forces were comprehensively defeated at the Battle of Brooklyn, fought on August 27, 1776. With the Royal Navy in command on the water, Howe’s army dug in for a siege, confident that the adversary was trapped and waiting to be destroyed at their convenience.

Retreat-from-LI
British retreat from Long Island

On the night of August 29-30, Washington withdrew his army to the ferry landing and across the East River, to Manhattan.

With horse’s hooves and wagon wheels muffled, oarlocks stuffed with rags, the Patriot army withdrew, as a rearguard tended fires, convincing the redcoats in their trenches that the Americans were still there.

The surprise was complete for the British side, on waking for the morning of the 30th.  The Patriot army had vanished.

The Battle of Long Island would almost certainly have ended in disaster for the Patriot cause, but for that silent evacuation over the night of August 29-30.

Following evacuation, the Patriot army found itself isolated on Manhattan island, virtually surrounded.  Only the thoroughly disagreeable current conditions of the Throg’s Neck-Hell’s Gate segment of the East River, prevented Admiral Sir Richard Howe (William’s brother), from enveloping Washington’s position, altogether.

Expecting a British assault in September, General Washington became increasingly desperate for information on British movements.

Nathan Hale Capture

Washington asked for volunteers for a dangerous mission, to go behind enemy lines, as a spy.  Up stepped a volunteer.  His name was Nathan Hale.

Hale set out on his mission on September 10, disguised as a Dutch schoolmaster. He was successful for about a week but appears to have been something less than “street smart”.  The young and untrained Patriot-turned spy, placed his trust where it did not belong.

Major Robert Rogers was an old British hand, a leader of Rangers during the earlier French and Indian War.  Rogers must have suspected that this Connecticut schoolteacher was more than he pretended to be, and intimated that he, himself, was a spy in the Patriot cause.

The hanging of Nathan Hale

Hale took Rogers into his confidence, believing the two to be playing for the same side.  Barkhamsted Connecticut shopkeeper Consider Tiffany, a British loyalist and himself a sergeant of the French and Indian War, recorded what happened next, in his journal: “The time being come, Captain Hale repaired to the place agreed on, where he met his pretended friend” (Rogers), “with three or four men of the same stamp, and after being refreshed, began [a]…conversation. But in the height of their conversation, a company of soldiers surrounded the house, and by orders from the commander, seized Captain Hale in an instant. But denying his name, and the business he came upon, he was ordered to New York. But before he was carried far, several persons knew him and called him by name; upon this he was hanged as a spy, some say, without being brought before a court martial.”

The “stay behind” spy Hercules Mulligan would have far greater success reporting on British goings-on, from the 1776 capture of New York to the ultimate withdrawal seven years later.  But that is a story for another day.

Nathan Hale was arrested on September 21, 1776, and hanged as a spy. He was 21. CIA.gov describes Hale as “The first American executed for spying for his country”.

Nathan Hale

There is no official account of Nathan Hale’s final words, but we have an eyewitness statement from British Captain John Montresor, who was present at the hanging.

Montresor spoke with American Captain William Hull the following day under flag of truce.  He gave Hull the following account: “‘On the morning of his execution,’ said Montresor, ‘my station was near the fatal spot, and I requested the Provost Marshal to permit the prisoner to sit in my marquee, while he was making the necessary preparations. Captain Hale entered: he was calm, and bore himself with gentle dignity, in the consciousness of rectitude and high intentions. He asked for writing materials, which I furnished him: he wrote two letters, one to his mother and one to a brother officer.’ He was shortly after summoned to the gallows. But a few persons were around him, yet his characteristic dying words were remembered. He said, ‘I only regret, that I have but one life to lose for my country‘.

George-Washington-Brooklyn-Heights

Author: Cape Cod Curmudgeon

I'm not a "Historian". I'm a father, a son and a grandfather. A widowed history geek and sometimes curmudgeon, who still likes to learn new things. I started "Today in History" back in 2013, thinking I’d learn a thing or two. I told myself I’d publish 365. The leap year changed that to 366. As I write this, I‘m well over a thousand. I do this because I want to. I make every effort to get my facts straight, but I'm as good at being wrong, as anyone else. I offer these "Today in History" stories in hopes that you'll enjoy reading them, as much as I’ve enjoyed writing them. Thank you for your interest in the history we all share. Rick Long, the “Cape Cod Curmudgeon”

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