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The events of September 21 · 7 stories
This day in U.S. history

September 21 in American history

1776 Club
Reading 3 of 7 free1776 Club · all 7 storiesMonday, September 21
From the desk

Start with 1780: militiamen near Tarrytown stop a rider calling himself John Anderson and find, tucked in his boot, West Point's defenses in Benedict Arnold's own hand. The rider was Major André, and the papers proved America's most trusted general had sold out its most important fort. Also worth your time: 1981, when the Senate confirmed Sandra Day O'Connor 99-0, with one absent senator apologizing years later by mailing her a novel. New York's fire and Fort Erie's siege fill out a day when secrets and sieges both came to an end.

— The Patriot Compass desk
1780Featured · This day in history

A British officer is caught near Tarrytown with Arnold's plans for West Point sewn into his boot

George Washington had trusted Benedict Arnold with command of West Point, the fortress guarding the Hudson River, just two months earlier. On September 21, 1780, American militiamen stopped a rider near Tarrytown who called himself John Anderson. Inside his boot they found papers detailing the fort's defenses in Arnold's own hand, along with passes Arnold had signed for him. The rider was Major John André, head of British intelligence in New York, and the papers proved Arnold had agreed to hand the Americans' most important river fortress to the British.

Tarrytown, New YorkStory page →
The American Throughline

West Point's near-loss shook Washington badly, and Arnold's name became shorthand for betrayal. Washington's decision to place the fort under a military academy in 1802 traces directly back to the vulnerability exposed that day. Two centuries later, calling someone "a Benedict Arnold" is still an insult.

Did you know
QWhat happened to the three militiamen who caught André after the war?

Congress voted John Paulding, Isaac Van Wart, and David Williams silver medals and lifetime annual pensions of $200 each, a substantial sum for men of modest means in the 1780s. The award recognized that they had refused a bribe far larger than any ordinary reward, choosing to hand André over rather than pocket his offer. Their names were later engraved on a monument near Tarrytown marking the capture site. Van Wart and Williams both lived into the 1820s, long enough to be honored as aging heroes of the Revolution. Paulding died in 1818. None of the three ever held military rank above militia private, yet their roadside decision outlasted the careers of most generals in the war.

QDid Arnold's wife Peggy Shippen face any consequences for her role?

Peggy Shippen was allowed to leave American-held territory unmolested after the plot collapsed, despite her prewar friendship with André and her presence at Arnold's headquarters the night he fled. She staged a convincing display of hysterics in front of Washington's own officers, feigning ignorance of her husband's treason so completely that even Alexander Hamilton, who witnessed it, was moved to sympathy. She was escorted to her family in Philadelphia and later rejoined Arnold in London. Loyalist Philadelphia had already marked her as a favorite of the British occupation before the war ended, and she died in England in 1804, three years after her husband, without ever being formally charged.

QWhat specific reward had André offered his captors before they refused it?

André offered the three militiamen his gold watch, his horse, and any sum of money they named if they would let him pass, on top of what British payroll records suggest could have exceeded the value of his entire military kit. He even produced a pass signed by Arnold under the name John Anderson, hoping the paperwork alone would end the encounter. Paulding, who had recently escaped a British prison himself and recognized a captured British officer's coat beneath André's civilian clothes, pressed the search that turned up the incriminating papers. The refusal of a bribe that size, from a man clearly desperate, is what convinced the militiamen something was badly wrong.

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1776military

Fire sweeps British-held New York; a quarter of the city burns overnight

British troops had held New York City barely a week when the fire broke out on the night of September 20, 1776, near the Fighting Cocks Tavern by Whitehall Slip. Dry weather, high wind, and wooden buildings on narrow streets carried the flames north and west across Broadway toward the Hudson before shifting winds and firefighting by marines and residents finally checked them. Between 400 and 1,000 buildings burned, as much as a quarter of the city, and Trinity Church was destroyed while St. Paul's Chapel, close by, was spared.

New York City, New YorkStory page →
The American Throughline

Washington's private line to his cousin Lund, crediting "Providence, or some good honest fellow," hints at something his formal denial to Congress could not say outright. The fire hardened British suspicion of Patriot sabotage without ever proving it, a pattern of accusation without evidence.

Did you know
QWhat did a Hessian officer say about firefighters who showed up that night?

A Hessian major serving with the British forces wrote that some of the very people fighting the blaze were also robbing their neighbors. According to his account, certain men who joined the bucket lines and firefighting crews "paid themselves well by plundering other houses nearby that were not on fire," using the chaos as cover to loot homes untouched by flames. The remark suggests looting happened alongside the firefighting and arson suspicions that night. No one was ever named or punished for it in the surviving record.

QWhat kept New Yorkers from rebuilding right away after the fire?

The fire's ruins became squatter camps rather than construction sites. With roughly a quarter of the city's 4,000 buildings gone, both British troops and Loyalist refugees flooding back into the city had nowhere to live, so tent cities went up directly on the charred lots. These camps grew squalid fast, and the crowding and poor sanitation persisted for years under British military rule, which lasted until 1783. The overcrowding also soured relations between ordinary Loyalists and the British authorities who were supposed to protect them but couldn't keep pace with the housing shortage the fire had created.

QWho got blamed for the fire besides the usual Patriot suspects?

Major General James Robertson took a targeted approach to the aftermath, confiscating the surviving but empty homes of known Patriots who had fled the city, folding suspicion of arson into a broader policy of seizing property from anyone tied to the rebel cause. This was separate from the roughly 200 people the British detained and questioned about the fire itself, none of whom were ever charged. Robertson's confiscations were a form of punishment that didn't require proving anyone actually lit a match.

2001culture

Every network goes dark to the same broadcast tonight; $200 million follows

Ten days after the September 11 attacks, the heads of ABC, CBS, NBC and Fox set aside decades of competition to air the same program at the same hour. On September 21, 2001, "America: A Tribute to Heroes" ran commercial-free across more than 35 network and cable outlets, simulcast online and on over 8,000 radio stations, and carried to American troops abroad by the American Forces Network. Bruce Springsteen, Stevie Wonder, U2, Willie Nelson and dozens of other performers and actors staffed telephone banks organized by George Clooney. The broadcast raised more than $200 million for the United Way's September 11 Telethon Fund.

The American Throughline

Four broadcast rivals sharing one signal, uninterrupted by ads, had never happened before on American television. The telethon model itself was built for polio and muscular dystrophy fundraising. That night it became a national civic ritual, and the $200 million raised was the largest single-night charitable total in American television history to that point.

Did you know
QWhich musicians left the stage to answer phones themselves during the broadcast?

Neil Young and Eddie Vedder left the stage that night and sat down at the phone banks and took pledges directly from callers alongside actors and other volunteers George Clooney had recruited. It was unusual: stars were normally kept separate from the phone banks during a fundraising drive. Vedder and Young answering calls meant ordinary donors occasionally found themselves talking pledge amounts with a rock star rather than a call-center operator, a detail that showed how completely the usual boundaries of a broadcast had been dropped for those two hours.

QHow did Jon Bon Jovi and Richie Sambora strip down "Livin' on a Prayer" for the broadcast?

The pair reworked their arena anthem into a bare acoustic arrangement built around just two guitars, a single percussionist, and a violin. Gone were the electric guitars, drums and stadium-sized production that usually carried the song, replaced by something closer to a folk performance. The choice matched the candlelit set used throughout the night, where every act performed without their usual touring bands or stage effects. Stripping a song written for arenas down to four acoustic instruments turned a stadium anthem into something quiet.

QWho joined Faith Hill on keyboards during her performance?

Paul Shaffer, best known as David Letterman's bandleader on the Late Show, sat in on keyboards behind Faith Hill, who performed with a full gospel choir backing her. The pairing was unusual: a late-night talk show musician stepping into a mourning-themed telethon alongside a country star and a choir. It reflected how the night's house band drew talent from far outside the usual pool of touring musicians, pulling in session players and television regulars rather than relying on each artist's own band. Shaffer's presence was one of many small crossovers that night between worlds of entertainment that rarely shared a stage.

19811776 Club

99-0, one apology novel

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19421776 Club

Untested bomber, already ordered

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18141776 Club

Rain breaks the siege

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19641776 Club

Fastest bomber, already obsolete

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