389: The Connecticut Leatherman
Ghost Town: Strange History, True Crime, & the Paranormal
Ghost Town
3.7 • 938 Ratings
🗓️ 6 May 2026
⏱️ 21 minutes
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Summary
A 19th century mystery traveler makes his way across the northeast in legendary fashion.
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Transcript
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| 0:00.0 | Did you know we have completely add free early access to all of our episodes? |
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| 0:05.3 | Not only that, but we have dozens of bonus episodes waiting for you. |
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| 0:16.1 | That's patreon.com slash ghost town pod. |
| 0:19.9 | A walk to remember. I'm Jason Horton. I'm Rebecca Lebe. |
| 0:23.4 | And this is Ghost Town. The mid-1850s was a tumultuous time in American history. |
| 0:44.7 | Conflict over slavery was intensifying, leading to what would become the Civil War. |
| 0:50.3 | Meanwhile, settlers were rapidly accelerating westward in a historic expansion that would also |
| 0:55.5 | shape the course of history itself. But amongst the tension, the movement, the ambiguity, |
| 1:02.2 | the emotion was a man, a man clad in 60 pounds of thick leather, tanned himself by the sun and walking, |
| 1:10.6 | always walking, between New York City |
| 1:12.9 | and Hartford. As a piece in the New York Times would later say, quote, the word strange hardly |
| 1:18.5 | captures his strangeness. He was rough and hairy and he wandered around on back roads, |
| 1:23.9 | sleeping in caves. Above all, he refused to explain himself. Where did he come from? Where was he |
| 1:30.8 | going? Nobody knew, but many would hypothesize about a controversial, unknown man turned legend, |
| 1:38.3 | turned larger-than-life urban myth. Today on Ghost Town, let me introduce you to the Connecticut Leatherman. Though the |
| 1:48.5 | Connecticut Leatherman was known for many things that we will get into very soon, what struck me first was |
| 1:53.8 | his route. The 365-mile loop he would make every five weeks for over 30 years. From 1857 to 1889, the Connecticut Leatherman |
| 2:05.4 | would take the same iconic circuit through the northeastern United States. It was a 34-day-long |
| 2:11.6 | clockwise trip through southwestern Connecticut and adjacent sections of Lower New York State. |
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