The Dread Pirate Rachel (episode 147)

History records that Rachel Wall was the last woman to be hanged in Massachusetts, and legend remembers her as the only woman pirate from Boston.  Her highly publicized trial took place as America implemented its new constitutional government. The state attorney general who prosecuted her had been a signer of the Declaration of Independence.  A few weeks after the trial, the presiding judge became one of the first US Supreme Court justices, and her defense attorney, who had helped ratify the constitution, soon became the first US Attorney for Massachusetts under the constitution.  Not only that, but her death warrant carried perhaps the most famous signature in US history, that of governor John Hancock. On this week’s episode, we uncover the fascinating true story of Rachel Wall’s life, trial, and death that’s hiding within the legend.  


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The Secret Tunnels of Boston’s North End (episode 143)

If you’ve ever taken a walking tour of Boston’s North End, or if you’ve talked to the old timers in the neighborhood, you’ve probably heard stories about the network of so-called secret pirate tunnels or smugglers’ tunnels that connects the wharves to the basements of houses, Old North Church, and even crypts in Copp’s Hill burying ground.  Sometimes the tunnels are attributed to a Captain Gruchy, who’s often called a pirate or a smuggler, and who is portrayed as a shadowy figure. It doesn’t take much research to debunk this version of the story, and yet there is historical evidence for tunnels under the streets of the North End. This week, we’ll take a look at that evidence and try to separate fact from fiction.


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Pirate Classics (episode 80)

Arrrr, matey!  Nikki and I are running a pirate themed relay race on Cape Cod this weekend instead of recording a new episode, so of course we’re going to play three classic pirate stories this week.  The first two clips will highlight the role Boston played in the golden age of piracy, while the third discusses Puritan minister Cotton Mather’s complicated relationship with the pirates whose execution he oversaw.  Listen now!


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Episode 66: Cotton Mather REALLY Hated Pirates

This week, we’re talking about the conflict between Puritans and pirates in the late 1600s and early 1700s. Cotton Mather is remembered for his role in the Salem Witch Trials, but he was the childhood minister to Ben Franklin, ultimate symbol of the American Enlightenment, and he died less than fifty years before our Declaration of Independence was signed. In a way, Mather was one of the last Puritans, and some of his most famous sermons are the ones he wrote for mass executions of pirates.  Times were changing, setting up a conflict between rigidly hierarchical Puritan societies and fledgling democracies that could be found on board pirate ships.

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Episode 36 Boston in the Golden Age of Piracy, Part 2

In this episode, we continue our tale of Boston in the Golden Age of Piracy, picking up at the end of the War of The Spanish Succession.  We’ll learn about some of the most fearsome and notorious pirates in history, as well as one of the most ineffective.  We’ll see how one of these pirates gave a founding father his start in public life, which US president’s great grandfather bought a former pirate as a slave, and what other president’s great grandfather decapitated a pirate with an axe.  

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Episode 34: Boston in the Golden Age of Piracy, part 1

Shiver me timbers!  This is the first in a two-part series about Boston’s role in the Golden Age of Piracy, from 1650 to 1726.  A few pirates set sail from our city, some preyed on the shipping coming in and out of our port, and even more met their ends on the gallows in Boston.  We’ll hear stories of daring raids and buried treasures, of mutiny, jailbreak, and double crossing.

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