Loyalists in the Siege and Evacuation of Boston, with Dr. Patrick G O’Brien (episode 349)

What does it mean to lose your home to a war you hoped would never come? In the popular imagination, the American Revolution is a black and white story of “Good Patriots” versus “Bad British,” but the reality on the streets of occupied Boston was far more gray, hungry, and heartbreaking. By the time the British fleet finally sailed out of the harbor on March 17, 1776, the city was a shell of its former self—a place where residents had been reduced to eating rats and burning their neighbors’ houses for warmth.

Our last episode examined the nearly miraculous American victory at Boston that forced the occupying British troops and Massachusetts residents who sympathized with them to evacuate Boston.  In this episode, co-host emerita Nikki sits down with historian Dr. Patrick G. O’Brien to explore Evacuation Day from the perspective of the Bostonians who later became known as “loyalists.”

From the economic fallout of the Boston Port Act to the shocking sight of British soldiers sleeping in tattered tents on a frozen Boston Common, this conversation explores the human cost of civil war, from the 1774 arrival of thousands of Redcoats to the desperate 10-day scramble of the March 1776 evacuation. From the rocky, fog-drenched shores of Halifax to the lonely streets of London, it’s a story of divided families, broken kinship bonds, and the long, bitter road to reintegration, reminding us that for many, March 17th was not a day of liberation, but a day of profound loss.


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Boston’s Independence Day: Evacuation Day at 250 (episode 348)

2026 marks the 250th anniversary of American independence, and here in Boston Independence Day comes early, on a holiday we celebrate every year on March 17 as Evacuation Day.  In the early months of 1776, the American Revolution was stuck in a freezing, muddy stalemate. For nearly a year, George Washington’s fledgling Continental Army had kept the British regulars pinned inside the city of Boston, but without heavy artillery, they lacked the muscle to actually end the occupation. Washington, frustrated and desperate, even fantasized about a suicidal frontal assault across the ice of the Charles River. But the arrival of Henry Knox and his “noble train of artillery”—dozens of cannons hauled 300 miles through the winter wilderness from Fort Ticonderoga—flipped the script overnight. This episode explores the high-stakes gambit that followed: the secret, overnight fortification of Dorchester Heights.

We’ll dive into the primary accounts of those who lived through it—from Abigail Adams listening to the earth-shaking roar of a diversionary bombardment, to British officers waking up to find a “miraculous” fortress staring down their throats. You’ll learn how Washington used the best tactics and technology of 18th-century military engineering, like portable bulletproof shields crafted of wicker and dirt, known as Gabions, Fascines and Chandeliers, pulling off a logistical feat that left the British commander, General Howe, stunned. It’s a story of military brinksmanship, a providential storm that changed the course of history, and the chaotic, plundering retreat of the British that we remember every March 17th as Evacuation Day. Join us as we go behind the lines of the first great American victory of the war. 


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Literal Nazis (episode 215)

They stockpiled guns and ammunition.  They built homemade bombs.  They had a hit list of a dozen members of Congress who were targeted for assassination.  They believed themselves to be patriots, with soldiers and police officers among their ranks.  They rallied under the motto of America First, but they planned to overthrow our Constitutional government and install a fascist dictatorship.  Believe it or not, I’m not talking about the insurrection on January 6, 2021, but instead a plot that the FBI uncovered in January 1940.  The subsequent investigation threw a spotlight on a group called the Christian Front that made its headquarters at Boston’s Copley Plaza hotel, promoting violent attacks on Jewish Bostonians while accepting covert funding and support from a Nazi spymaster who flew the swastika proudly from his home on Beacon Hill.


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