Dec. 17, 2025

The Origin of Weird: Timothy Dexter

The Origin of Weird: Timothy Dexter
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A fortune built on bed warmers, coal, stray cats, and whale bones shouldn’t exist, yet Timothy Dexter kept cashing in. We jump into the outrageous life of a leather apprentice turned millionaire who wagered on “worthless” Continental currency, shipped the wrong goods to the right places, and somehow surfaced on the winning side of almost every trade. The more he won, the bigger his persona grew—statues of himself, a gilded mansion, and a jaw-dropping stunt funeral that pushed his quest for status over the edge.

We break down the trades that made his legend. Why did bed warmers sell in the tropics? How did coal to Newcastle pay when the city was awash in fuel? What made islanders buy cats by the crate? And how did a pile of baleen turn into a corset gold rush? Along the way, we explore the infrastructure of early American trade, the fallout of Revolutionary War finance, and the way simple scarcity questions can beat the experts. Dexter’s “A Pickle for the Knowing Ones,” a punctuation-free pamphlet, adds to the spectacle—part trolling, part marketing, fully memorable.

Beneath the antics is a debate that still resonates: was Dexter absurdly lucky or quietly perceptive about markets and timing? We look at how ridicule from insiders may have pushed him toward contrarian bets, how strikes and fashion cycles became catalysts, and how audacity turned risk into headline-grabbing returns. It’s a story about arbitrage, ego, and the thin line between genius and buffoonery—told with humor, curiosity, and a clear eye for the lessons buried inside the chaos.

Enjoyed the ride? Follow the show, share this episode with a friend who loves strange history, and leave a quick review to help others discover the podcast. Got a question or a wild historical theory for us to explore next? Drop us a note—we’d love to hear it.

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00:00 - Milestone And Banter

01:39 - Meet Timothy Dexter

03:08 - From Apprentice To Trader

05:30 - The Continental Currency Gamble

08:35 - Chasing Status And Snubs

10:15 - Bedwarmers Become Molasses Tools

12:05 - Coal To Newcastle During A Strike

13:40 - Exporting Cats For Pest Control

15:35 - Whale Bones And The Corset Boom

18:10 - Mansions Statues And Self-Myth

20:20 - The Fake Funeral And Backlash

22:00 - A Pickle For The Knowing Ones

24:00 - Luck Versus Judgment

25:40 - Wrap-Up And Listener CTA

WEBVTT

00:00:15.919 --> 00:00:16.879
Oh, hey there.

00:00:17.120 --> 00:00:17.839
Oh, hey there.

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How's it going today?

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I'm good.

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How are you?

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I am well.

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I'm Bradley.

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I'm Kate.

00:00:22.960 --> 00:00:25.600
This is the History Buffoon's origin of weird.

00:00:27.920 --> 00:00:31.440
I don't know if you could tell, but that was an actual trumpet.

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The beauty is I I said that as she was about to take a sip of her beverage.

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Well and behold, it was actually a trumpet.

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Anyways.

00:00:50.640 --> 00:00:57.039
So okay, so this is our 100th combined episode.

00:00:58.000 --> 00:01:05.680
So if you take buffoons plus origin, since we've started, this would be our hundredth released episode.

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So we kind of do these separately where we do the origin side and the buffoon side.

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But if you put them together, yes, this is our 100th episode.

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So congratulations.

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Look at us go.

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We made it to 100 total.

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Um, 101 if you include our our trailer, but I don't because why would you?

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But no, yeah, this is our hundredth hundredth episode.

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So well that deserves a cheers.

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Well, in a crossroom high five.

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High five.

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There we go.

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All right.

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What do you got for uh what's weird today?

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Well, we are gonna talk about Timothy Dexter.

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Timothy Dexter.

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I have not heard of such a character.

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He was um born in 1747.

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Oh, so just last week.

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And he was pretty much a self-made New England businessman.

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So we're in the Americas.

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Okay.

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But he's he's got some flair.

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Oh, like Rick Flair?

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Like he's pretty fucking lucky.

00:02:02.560 --> 00:02:02.959
Oh, okay.

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He's a lucky man.

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What made him lucky?

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I will tell you.

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Oh, do tell.

00:02:08.719 --> 00:02:14.159
So he was born just outside of Boston to poor Irish immigrant farmers.

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Sure.

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So he had very little formal education.

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Right.

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And he was working in the fields when he was little.

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Do you know what kind of crops they did?

00:02:24.319 --> 00:02:25.919
I'm gonna guess potatoes.

00:02:26.159 --> 00:02:28.080
That's what I was hoping you would say.

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Being Irish immigrants and all.

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I don't say potatoes.

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Potatoes.

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Poters, you mean put them in a stew?

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Sorry.

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What is it?

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Boyle measure.

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Put them in a stew or something, whatever, yeah.

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You know, potato potatoes.

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Uh I gotta love Samwise Gamge.

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Uh-huh.

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Um, so he was in the fields by age eight, and by 14, he was actually an apprentice for like a leather dresser.

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A leather dresser?

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Yeah, so he he knew how to make leather goods.

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Sure, sure.

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Wow, that's I mean, pretty good at 14.

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Yeah.

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I know times were different back then, and you had to learn a skill pretty early because you're about to die in three years, but that's impressive.

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And he had kind of a sharp eye for opportunity.

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Yeah.

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So around 1769, he moved to um New Berryport, Massachusetts.

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You I'm sorry, you said he was born in 47.

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Is that right?

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Yes.

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So he would have been about 22 at this point.

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Okay.

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And New Berryport, Massachusetts is quite a bit north of Boston.

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It's right on the border of I think it's New Hampshire.

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Oh man.

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Oh my god.

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Geography, am I right?

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I I don't do the New England area very well.

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It's all so combined because it was obviously the original colonies and everything.

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So it's I always get confused.

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And all the borders are so funky monkey.

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Oh, they were.

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More or less, yeah.

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I mean, look at look at North and South Dakota.

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Yeah.

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Or even the what is it?

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Kansas and Colorado.

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Arizona, New Mexico, Nevada, and um Colorado.

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The the four corners.

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It literally, it's like just a fucking squared off and everything.

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So yeah.

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Yeah.

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Things were a lot different back then.

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Yeah.

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So fair enough.

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So um this Newberryport, Massachusetts was a town that launched 70 ships alone that year.

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Ships for what?

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Like naval?

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Just poor uh trading.

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Oh, okay.

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Gotcha.

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So Dexter didn't exactly like climb the ladder to success.

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He actually rode an elevator.

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Like, fun fact, they didn't have elevators back then, but we're gonna say like he rode the elevator because that's how quickly he rose.

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So he skyrocketed.

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It's like skyrocketed.

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Wow.

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Jesus Christ.

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They didn't have elevators back then, but let's just say they did.

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That's what he would have been on.

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Okay.

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Climbing the corporate elevator.

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So he married Elizabeth Frothingham.

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Frothingham.

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Wow.

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She was nine years his senior.

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She had an endowment, and he married her and had got the money.

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I mean, he wasn't like a tool or anything.

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You just it is what it is.

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Inherited it through marriage.

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Yes.

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More or less.

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So he started trading in everything from moose high trousers and gloves to whale blubber and animal hides.

00:05:27.839 --> 00:05:29.920
What was the moose high trousers?

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Moose high trousers.

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Moose hide.

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I'm like, moose high.

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I'm like, what?

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Hide.

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Sorry.

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I that was a mishearing.

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That's okay.

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And then by the end of the Revolutionary War, he had tucked away a few thousand dollars and he did something most would consider financial suicide.

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Sure.

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He poured it all into continental currency.

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Continental currency.

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This was the first paper money issued by the Continental Congress from 1775 to 1779.

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Okay.

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And that was to finance the American Revolutionary War.

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Right.

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The notes were essentially bills of credit and were not backed by gold or silver.

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Right.

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But rather the anticipation that we would come out on top.

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Yes.

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That's quite the gamble.

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Yes.

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So the value of the currency plummeted due to an oversupply of notes.

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Well, yeah.

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It was printed by both the states and Congress.

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Oh, really?

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I didn't I didn't know that.

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And then it was also counterfeited a lot by British forces.

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Right.

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So by 1781, it took$100 in Continental to purchase just one dollar in hard currency.

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That sounds like a terrible return.

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Yes.

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But somehow eternal turn.

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Thanks to Alexander Hamilton's post-war financial reforms.

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Do they talk about this in the musical?

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I don't recall.

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I've never watched it.

00:07:05.839 --> 00:07:06.639
Yeah, I don't recall.

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But he created basically the first US bank.

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Ish Treasury or something?

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Yeah.

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So those near worthless bills were redeemed at full value.

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Wow.

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Turning Dexter overnight from a trader to a millionaire.

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And that's traitor with a D.

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Yes.

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Yes.

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Because, you know, tumultuous times and all.

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So now he's flush with cash, and Dexter bought a fleet of ships and res revived an overseas trading business.

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But he wanted, he had bigger dreams.

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He wanted status, not just the money.

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He wanted status.

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He wanted to be known.

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So he moved to Boston for a little bit.

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Um and he tried to lobby for like their elite for recognition, but was snubbed by by society.

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Yeah.

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Why why do you think that was?

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He was just kind of a kooky guy.

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He wasn't educated.

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Yeah.

00:08:06.480 --> 00:08:06.720
Yeah.

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Okay.

00:08:07.360 --> 00:08:14.800
Um, so he took his wealth and relocated back to Newberryport, and he was determined to carve out his own eccentricities.

00:08:15.040 --> 00:08:15.360
Okay.

00:08:15.839 --> 00:08:18.800
So let's talk about his dumb luck.

00:08:19.199 --> 00:08:19.839
Oh dear.

00:08:20.000 --> 00:08:20.160
Okay.

00:08:20.560 --> 00:08:22.639
Sure dumb luck.

00:08:23.199 --> 00:08:24.319
What's that from?

00:08:24.639 --> 00:08:25.680
Harry Potter.

00:08:25.839 --> 00:08:32.320
Um Professor McGonagall said something about pure dumb luck.

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Anyway.

00:08:33.360 --> 00:08:33.519
Yep.

00:08:33.679 --> 00:08:41.840
So once in New Berryport, Dexter's Wealth and Confidence spawned a series of Lucky as F business ventures.

00:08:42.080 --> 00:08:42.399
Okay.

00:08:43.039 --> 00:08:47.919
Experienced merchants secretly egged him on, hoping to destroy him.

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Why would you want to do that?

00:08:49.759 --> 00:08:50.399
I mean, seriously.

00:08:50.639 --> 00:08:51.279
He just wasn't.

00:08:51.519 --> 00:08:52.080
He was different.

00:08:52.320 --> 00:08:54.240
He was different, and people didn't like that.

00:08:54.480 --> 00:08:54.960
Well, you know what?

00:08:55.039 --> 00:08:56.639
They didn't go fuck right off.

00:08:56.879 --> 00:08:58.960
I don't think he was a tool or a rude man.

00:08:59.039 --> 00:08:59.840
He was just, I don't know.

00:09:00.080 --> 00:09:01.039
I think he was just different.

00:09:01.600 --> 00:09:02.240
Yeah.

00:09:02.639 --> 00:09:10.879
Um, so a neighbor advised Dexter to ship brass bedwarmers.

00:09:11.120 --> 00:09:12.159
Bed warmers.

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Like what in Pirates of the Caribbean?

00:09:14.480 --> 00:09:14.720
Yes.

00:09:14.879 --> 00:09:15.039
Nice.

00:09:15.279 --> 00:09:18.320
They put coal and stuff in there and they shove it under the yeah.

00:09:18.559 --> 00:09:20.000
I still can't believe they fucking did that.

00:09:20.159 --> 00:09:20.399
I know.

00:09:20.559 --> 00:09:22.480
How many people died because of that?

00:09:22.720 --> 00:09:23.519
Yeah, I don't know.

00:09:23.759 --> 00:09:24.240
Seriously.

00:09:24.399 --> 00:09:28.639
You can't tell me that some of the embers wouldn't lit those fucking linens that they used to have.

00:09:28.879 --> 00:09:30.159
Full of down feathers.

00:09:30.399 --> 00:09:31.200
And whatever.

00:09:31.440 --> 00:09:31.919
Whatever.

00:09:32.080 --> 00:09:32.399
Yeah.

00:09:32.639 --> 00:09:33.039
Hey?

00:09:33.120 --> 00:09:33.519
I don't know.

00:09:33.600 --> 00:09:34.320
Oh, we don't know.

00:09:34.559 --> 00:09:35.120
We weren't there.

00:09:35.360 --> 00:09:36.240
I wasn't there.

00:09:36.480 --> 00:09:38.399
So I don't even think that really happened.

00:09:38.639 --> 00:09:44.159
This neighbor said ship brass bedwarmers to the Caribbean.

00:09:44.720 --> 00:09:46.639
Which is literally what we just fucking said.

00:09:46.720 --> 00:09:47.279
Jesus Christ.

00:09:47.519 --> 00:09:50.080
But like the Caribbean is the tropics.

00:09:50.320 --> 00:09:50.639
Yeah.

00:09:50.879 --> 00:09:56.639
The Caribbean, they probably aren't going to use it very often as bedwarmers.

00:09:56.799 --> 00:09:58.639
Except for Empires of the Caribbean.

00:09:59.120 --> 00:10:01.039
But Elizabeth Swan used them.

00:10:01.360 --> 00:10:05.440
Dexter purchased, give or take,$42,000.

00:10:06.000 --> 00:10:11.840
Oh my did you come across at all what like one of those cost by chance?

00:10:12.240 --> 00:10:15.039
No, but I have a picture of it if you want to see what it looks like.

00:10:15.279 --> 00:10:16.879
Oh, that show tells me the price.

00:10:17.120 --> 00:10:17.519
I know.

00:10:17.600 --> 00:10:18.320
That's what I thought.

00:10:18.559 --> 00:10:19.360
I mean, I've seen them.

00:10:19.440 --> 00:10:19.759
You don't.

00:10:19.919 --> 00:10:20.080
Oh.

00:10:20.720 --> 00:10:21.600
There's a nice glare.

00:10:21.679 --> 00:10:22.480
Yep, there it is.

00:10:22.799 --> 00:10:23.360
Look at that.

00:10:23.519 --> 00:10:29.200
Looks like a what's the sea creature with the right?

00:10:29.440 --> 00:10:29.759
Yeah.

00:10:30.000 --> 00:10:31.279
What the fuck's the name of that?

00:10:31.440 --> 00:10:31.679
I don't know.

00:10:31.840 --> 00:10:32.799
But you know what I'm talking about, right?

00:10:33.120 --> 00:10:33.360
I do.

00:10:33.519 --> 00:10:35.279
Oh my god, I'm drawing a blank on the name.

00:10:36.559 --> 00:10:36.879
Anyways.

00:10:37.279 --> 00:10:40.879
Almost like a uh seashell crab?

00:10:41.360 --> 00:10:41.600
Sure.

00:10:42.000 --> 00:10:42.720
Is that what it is?

00:10:43.039 --> 00:10:43.679
Sand dollar?

00:10:44.399 --> 00:10:44.639
No.

00:10:45.120 --> 00:10:46.720
You know what a fucking sand dollar is that?

00:10:46.799 --> 00:10:47.679
It doesn't have a tail.

00:10:48.080 --> 00:10:48.799
Doesn't it?

00:10:48.960 --> 00:10:49.279
No.

00:10:49.519 --> 00:10:49.840
Okay.

00:10:50.159 --> 00:10:50.480
Anywho.

00:10:51.039 --> 00:10:52.960
Anyway, so we're talking about the tropics here.

00:10:53.200 --> 00:10:53.919
We sure are.

00:10:54.159 --> 00:10:55.840
42,000 bedpans.

00:10:56.159 --> 00:10:57.519
Warming pans.

00:10:57.919 --> 00:10:58.960
Bedpans.

00:11:01.200 --> 00:11:03.279
If you need a shit, I got you.

00:11:03.759 --> 00:11:13.919
Upon arrival, plantation owners rebranded them as molasses strainers and ladles.

00:11:14.399 --> 00:11:15.840
Because it's holy.

00:11:16.320 --> 00:11:19.279
Well, yeah, I mean, that makes sense.

00:11:19.600 --> 00:11:28.000
So they planted in sugar vets, the pans proved invaluable to molass the molasses industry.

00:11:28.320 --> 00:11:32.000
So Dexer sold them at 79% markup.

00:11:32.320 --> 00:11:33.360
Holy fuck.

00:11:33.519 --> 00:11:33.919
Yo.

00:11:34.399 --> 00:11:35.120
Jesus.

00:11:35.360 --> 00:11:37.360
They're like, screw you, neighbor.

00:11:37.600 --> 00:11:44.000
That's quite a they're like, yeah, I all said bedpans to the why do we keep saying bed pants?

00:11:44.159 --> 00:11:45.360
I don't know, but it's kind of funny.

00:11:45.519 --> 00:11:46.320
Oh my gosh.

00:11:46.639 --> 00:11:47.840
Bed warmers, everybody bedrooms.

00:11:48.879 --> 00:11:49.679
Oh my goodness.

00:11:49.840 --> 00:11:50.159
Okay.

00:11:50.799 --> 00:11:52.320
Wow, I do declare.

00:11:53.360 --> 00:11:53.679
Okay.

00:11:54.240 --> 00:11:58.879
Other traders tricked him into buying anthracite coal.

00:11:59.600 --> 00:12:00.799
Do you remember anthrocyte?

00:12:01.039 --> 00:12:06.320
I was just gonna say we talked about this in umia, Pennsylvania.

00:12:06.480 --> 00:12:11.440
So just to kind of refresh your memory, I took this directly from our podcast episode.

00:12:12.399 --> 00:12:15.279
Anthracite is a hard black coal.

00:12:15.519 --> 00:12:15.840
Yep.

00:12:16.000 --> 00:12:24.720
It's a natural mineral with high carbon and energy content that gives off light and heat produce energy when burned, making it useful as fuel.

00:12:25.440 --> 00:12:29.759
It's 98% carbon and 2% away from being a diamond.

00:12:30.080 --> 00:12:30.799
Which is wild.

00:12:30.960 --> 00:12:31.360
Yeah.

00:12:31.679 --> 00:12:36.080
Anthracite coal was primarily used for domestic heating and industrial purposes.

00:12:36.320 --> 00:12:36.799
Right.

00:12:37.120 --> 00:12:47.279
So traders tricked him into buying all this anthracite coal and sending it to Newcastle, England's coal capital.

00:12:48.799 --> 00:12:51.600
A city famous for its mines.

00:12:52.320 --> 00:12:54.960
There's a really there you okay, let me rephrase that.

00:12:55.120 --> 00:12:57.840
There used to be a really good beer called Newcastle.

00:12:59.279 --> 00:13:01.840
Imported from, obviously, to England.

00:13:02.159 --> 00:13:02.960
Newcastle.

00:13:03.519 --> 00:13:12.720
And then um kind of was going down, going down, and then Laganitas kind of bought them, and it's brewed here, and it's more of a craft beer.

00:13:13.279 --> 00:13:14.000
It's not the same.

00:13:14.799 --> 00:13:15.600
It's unfortunate.

00:13:15.759 --> 00:13:17.840
It's still okay, but I don't know.

00:13:18.240 --> 00:13:18.879
Anyways.

00:13:19.360 --> 00:13:22.799
So sending coal to a coal mining city.

00:13:23.120 --> 00:13:23.279
Right.

00:13:23.519 --> 00:13:24.080
Yeah, yeah.

00:13:24.639 --> 00:13:30.320
Miraculously, oh dear, the local miners were on strike.

00:13:30.720 --> 00:13:31.679
Come on.

00:13:32.080 --> 00:13:38.320
Dexter unloaded his cargo at a premium price during the sort shortage, again making bank.

00:13:39.519 --> 00:13:43.360
What what are the fucking chances?

00:13:43.759 --> 00:13:45.200
Oh, but we ain't done yet.

00:13:45.360 --> 00:13:46.000
I know.

00:13:46.480 --> 00:13:47.039
Jesus.

00:13:47.200 --> 00:13:54.000
I mean, seriously, of all the dumb fucking luck, he's got fucking strikes and molasses strainers.

00:13:54.159 --> 00:13:55.120
Jesus Christ.

00:13:55.440 --> 00:14:01.600
So Dexter noticed that in New Berryport there was a surplus of stray cats.

00:14:01.919 --> 00:14:02.879
Like the band?

00:14:03.279 --> 00:14:03.440
No.

00:14:03.919 --> 00:14:04.799
Like extra records?

00:14:05.039 --> 00:14:05.759
Cat cats.

00:14:06.000 --> 00:14:06.480
I got it.

00:14:06.960 --> 00:14:08.240
The stray cats are a band.

00:14:08.720 --> 00:14:09.279
Stray cats.

00:14:09.360 --> 00:14:09.519
Okay.

00:14:09.679 --> 00:14:09.840
Yeah.

00:14:09.919 --> 00:14:10.159
Anyways.

00:14:10.480 --> 00:14:16.799
He collected dozens of cats and shipped them to the Caribbean Islands where plantation houses needed.

00:14:18.960 --> 00:14:19.200
Yep.

00:14:19.440 --> 00:14:19.840
Mm-hmm.

00:14:20.080 --> 00:14:20.399
Yep.

00:14:20.559 --> 00:14:22.480
And of course, the plan worked perfectly.

00:14:22.799 --> 00:14:23.360
Of course it did.

00:14:23.600 --> 00:14:30.240
Grateful Islanders bought the cats to act as pest control, and Dexter turned it into a profit.

00:14:30.559 --> 00:14:31.919
That's fucking wild.

00:14:32.240 --> 00:14:33.600
I mean, it makes sense though.

00:14:33.759 --> 00:14:38.879
But also, like, it's funny when people did that, especially back in the day.

00:14:39.120 --> 00:14:40.320
Like they didn't know better.

00:14:41.440 --> 00:14:44.720
Cats can be invasive depending on their environment.

00:14:44.879 --> 00:14:45.840
And almost could be bad.

00:14:46.399 --> 00:14:48.159
Like bunnies in Australia.

00:14:48.240 --> 00:14:50.480
I think is I think that's one of the places, right?

00:14:51.440 --> 00:14:52.639
Or is it bunnies in Australia?

00:14:52.799 --> 00:14:53.519
I don't remember.

00:14:54.080 --> 00:14:58.240
There's something that they introduced into Australia, and now it's like not good.

00:14:59.200 --> 00:14:59.679
Oh really?

00:15:00.240 --> 00:15:00.639
Oh wow.

00:15:01.679 --> 00:15:11.919
Or even like um recently, not that long ago, they released these wolves that were causing mischief up in the I think it was the Pacific Northwest.

00:15:12.000 --> 00:15:14.480
They moved them to fucking Colorado.

00:15:14.879 --> 00:15:16.080
Do you know where they put them?

00:15:16.639 --> 00:15:18.240
Near fucking farms?

00:15:18.639 --> 00:15:18.799
Oh.

00:15:19.120 --> 00:15:20.159
I wonder what they're gonna eat.

00:15:20.399 --> 00:15:20.799
I don't know.

00:15:20.960 --> 00:15:21.279
Cows.

00:15:21.440 --> 00:15:22.240
Why do they do that?

00:15:22.480 --> 00:15:23.600
Because they're idiots.

00:15:23.840 --> 00:15:32.480
But um, yeah, it's like good on him for getting the mice and the rats or whatever, but or rats, you said, but um cats and yeah, cats and rats.

00:15:33.039 --> 00:15:34.320
Cats and rats living together.

00:15:34.399 --> 00:15:35.440
It's mass hysteria.

00:15:35.840 --> 00:15:44.799
Okay, so again, okay, Dexter was hoarding a large quantity of whale bones, bay we baleen whales.

00:15:45.120 --> 00:15:45.440
Yeah.

00:15:45.600 --> 00:15:48.879
Um, apparently by mistake, like, what am I gonna do with all these bones?

00:15:48.960 --> 00:15:51.120
I'll just keep saving them, you know, kind of a thing.

00:15:51.360 --> 00:15:57.840
So that's when he because from he was getting the whale blubber before, which is what made it that was made mainly for oil lamps.

00:15:58.159 --> 00:15:58.960
Oil lamps, yeah.

00:15:59.039 --> 00:15:59.360
Yeah.

00:15:59.600 --> 00:16:05.919
So baleen whales were used in the 1700s for various products, but could be oversupplied.

00:16:06.159 --> 00:16:06.399
Sure.

00:16:06.559 --> 00:16:14.080
So Dexter was had what was said to have cornered the market, amassing hundreds of tons of whale bones.

00:16:14.720 --> 00:16:19.360
And this caused people to call him just, you're a freaking idiot, dude.

00:16:19.440 --> 00:16:20.879
What are you doing with all these?

00:16:21.120 --> 00:16:23.279
It's like I'm waiting for the right time, fuckers.

00:16:23.759 --> 00:16:27.840
The right time has come because fashion has come to the rescue.

00:16:28.159 --> 00:16:33.360
Baleen whale bones became highly sought for ladies' corset stays.

00:16:33.519 --> 00:16:33.919
Yep.

00:16:34.240 --> 00:16:36.320
I I kind of thought that's where you were going.

00:16:36.480 --> 00:16:37.200
What the fuck?

00:16:37.600 --> 00:16:46.399
I mean, and corsets were very info popular, whatever you whatever terminology you want to use in that time frame.

00:16:46.960 --> 00:16:47.840
That's wild.

00:16:48.080 --> 00:16:50.720
He sold his Elizabeth Swan.

00:16:50.879 --> 00:16:51.840
Elizabeth Swan.

00:16:52.080 --> 00:16:52.879
It's the newest fashion.

00:16:53.279 --> 00:16:54.159
Bailey whale bones.

00:16:55.360 --> 00:16:59.600
Dexter sold his horde at 75% markup.

00:17:00.000 --> 00:17:01.120
Oh my god.

00:17:02.240 --> 00:17:02.559
Wow.

00:17:02.879 --> 00:17:04.240
So who would you sell that to?

00:17:04.400 --> 00:17:08.880
Just like um fashion seamstresses, probably.

00:17:09.359 --> 00:17:10.640
Or whatever companies make.

00:17:10.960 --> 00:17:13.119
Yeah, and the seamstresses but blah blah blah.

00:17:13.359 --> 00:17:13.680
Okay.

00:17:14.079 --> 00:17:14.880
That's wild.

00:17:15.119 --> 00:17:23.839
And I want to say his wife Elizabeth sold notions, which are things that go with sewing, like little doodads.

00:17:24.160 --> 00:17:26.559
Oh, needles and thread and gotcha.

00:17:26.720 --> 00:17:28.559
Thimbles and what what did you call them?

00:17:28.640 --> 00:17:29.279
They're called notions.

00:17:29.599 --> 00:17:30.480
Oh, I've never heard that before.

00:17:30.640 --> 00:17:30.880
Yeah.

00:17:31.039 --> 00:17:31.519
Interesting.

00:17:31.759 --> 00:17:32.000
Okay.

00:17:32.240 --> 00:17:32.480
Okay.

00:17:32.720 --> 00:17:34.079
So what next?

00:17:34.480 --> 00:17:38.640
Each impossible success, his reputation grew.

00:17:38.960 --> 00:17:39.440
Of course.

00:17:39.680 --> 00:17:48.400
Um, biographers later argued that Dexter may have understood basic market forces, but better than what people gave him credit for.

00:17:48.720 --> 00:17:50.799
Yeah, they just thought it was complete dumb luck.

00:17:50.960 --> 00:17:51.200
Yes.

00:17:51.680 --> 00:17:53.200
But maybe there was something to it.

00:17:53.440 --> 00:17:57.359
It's possible that he inquired where goods were scarce and cornered that market.

00:17:57.599 --> 00:17:57.839
Sure.

00:17:58.000 --> 00:18:02.000
Um, but in any case, by 1792, Dexter's fortune was immense.

00:18:02.160 --> 00:18:09.200
Yeah, he owned large ships and a yacht, and he um launched trade voyages to the West Indies and to Europe.

00:18:09.440 --> 00:18:09.920
Wow.

00:18:10.160 --> 00:18:16.240
By the 1790s, Dexter was a millionaire, but he still craved attention and status.

00:18:16.559 --> 00:18:17.920
He wanted everything.

00:18:18.160 --> 00:18:18.559
Yes.

00:18:19.039 --> 00:18:26.160
So he purchased a grand brick mansion on High Street in Boston or Newberryport.

00:18:26.720 --> 00:18:28.559
I actually didn't look up where it was.

00:18:29.119 --> 00:18:30.799
But it's still there, it still exists.

00:18:31.039 --> 00:18:31.519
Oh, okay.

00:18:31.680 --> 00:18:32.880
Is it a museum now?

00:18:33.039 --> 00:18:36.240
Uh no, I don't I I didn't look into it, but it's still really pretty.

00:18:36.559 --> 00:18:37.039
Yeah.

00:18:37.359 --> 00:18:42.400
But um he put a gilted eagle atop its roof.

00:18:42.640 --> 00:18:44.319
A gilded gild gilt?

00:18:44.559 --> 00:18:47.359
A gilded gilded eagle atop its roof.

00:18:47.599 --> 00:18:48.480
Not a gilded.

00:18:49.039 --> 00:18:53.759
And Turkish style towers capped with golden balls.

00:18:54.079 --> 00:18:55.839
So it kind of looks like Aladdin's castle.

00:18:56.640 --> 00:18:57.440
Aladdin?

00:18:57.839 --> 00:19:03.440
Well, the the not his castle, but right?

00:19:03.839 --> 00:19:06.000
The bulb bulbous tops and towers?

00:19:06.160 --> 00:19:06.960
Is that what you're saying?

00:19:07.200 --> 00:19:09.200
No, I don't I don't think so.

00:19:09.440 --> 00:19:11.039
No, it's more colonial looking.

00:19:11.359 --> 00:19:12.240
You know what's really funny?

00:19:12.400 --> 00:19:18.400
There was an old uh video arcade place in the 90s we go to called Aladdin's Castle.

00:19:19.039 --> 00:19:20.160
I just remember that.

00:19:20.799 --> 00:19:22.720
My brother Ryan had his birthday party there once.

00:19:23.039 --> 00:19:23.279
Nice.

00:19:23.440 --> 00:19:23.759
Yeah.

00:19:24.480 --> 00:19:30.240
In front of his house, he built outdoor museum statues.

00:19:30.720 --> 00:19:39.039
So 15-foot tall columns with figures of world history on top.

00:19:39.440 --> 00:19:49.839
He had George Washington on one, he had John Adams on one, Thomas Jefferson stood on one, um, Napoleon, Adam and Eve, a pair of lions.

00:19:50.000 --> 00:19:52.079
Like wait, Napoleon?

00:19:52.960 --> 00:19:53.519
Mm-hmm.

00:19:53.759 --> 00:19:56.240
Was he like relevant at this time?

00:19:56.640 --> 00:19:58.000
I I guess so.

00:19:59.200 --> 00:19:59.680
Guess so.

00:20:00.079 --> 00:20:02.000
You were well, yeah, I know he was like the early 1800s.

00:20:02.160 --> 00:20:03.279
What year are we talking?

00:20:03.599 --> 00:20:05.920
Um, we're talking late 1700s.

00:20:06.240 --> 00:20:09.279
I don't think Napoleon was okay.

00:20:09.440 --> 00:20:10.559
Fact check that.

00:20:11.680 --> 00:20:20.319
So Dexter was a millionaire in the 1790s, and Napoleon was born in 69, 1769.

00:20:20.720 --> 00:20:21.680
Oh, all right.

00:20:22.000 --> 00:20:25.839
I just always think of Napoleon in like the early 1800s, I guess.

00:20:26.079 --> 00:20:27.839
Because that's when he's most notable.

00:20:28.079 --> 00:20:28.480
Yeah.

00:20:29.920 --> 00:20:30.559
Anyways.

00:20:30.880 --> 00:20:31.680
Anyways.

00:20:32.720 --> 00:20:37.039
Um, two of the statues were of Dexter himself.

00:20:37.359 --> 00:20:38.799
That's not vain at all.

00:20:39.039 --> 00:20:48.319
One proudly barred the inscription, quote, I am the first in the east, the first in the west, and the greatest philosopher in the Western world.

00:20:48.640 --> 00:20:49.279
What a douche.

00:20:49.599 --> 00:20:50.319
Pokey dokie.

00:20:50.559 --> 00:20:51.920
Yeah, that's more than quirk.

00:20:52.000 --> 00:20:52.960
That's super douche.

00:20:53.279 --> 00:20:58.640
So Dexter went as far as to anoint himself Lord Timothy.

00:20:59.279 --> 00:21:00.240
Oh my god.

00:21:00.480 --> 00:21:05.279
He painted his coat with a coat of arms and took to wearing um glittering regalia.

00:21:05.920 --> 00:21:11.359
In social situations, he insisted friends and servants address him as Lord Dexter.

00:21:12.000 --> 00:21:22.720
And he even floated plans to become Earl of Chester in New Hampshire, offering land or a feast to anyone who would agree to do it.

00:21:23.039 --> 00:21:23.759
Jesus Christ.

00:21:36.160 --> 00:21:42.799
Graceful merchant found um Dexter's castle house, whatever, kind of gaudy.

00:21:43.119 --> 00:21:43.279
Yeah.

00:21:43.839 --> 00:21:52.480
Um he wasn't an aristocrat by birth or manners, and the nobles mocked his um badges of rank, rank.

00:21:52.720 --> 00:21:57.039
Um, and despite the uproar, Dexter's outlandish style did not deter him.

00:21:57.119 --> 00:21:58.079
He was like, That's fine.

00:21:58.160 --> 00:21:59.039
I'm still lucky.

00:21:59.279 --> 00:22:00.160
Look at me though.

00:22:00.319 --> 00:22:01.440
I don't need y'all.

00:22:01.599 --> 00:22:02.799
Look at my what I got.

00:22:03.039 --> 00:22:04.640
This becomes a little toolish.

00:22:04.960 --> 00:22:12.720
Um, he staged his own funeral in 1806 to see who would mourn his death.

00:22:13.119 --> 00:22:15.599
So, like he pretended to die?

00:22:15.759 --> 00:22:16.319
Yeah.

00:22:16.640 --> 00:22:18.160
Okay, he's now a douchebag.

00:22:18.480 --> 00:22:18.720
Yeah.

00:22:19.119 --> 00:22:34.640
Several thousand townspeople showed up for the procession, and afterwards, Dexter did pop out of hiding saying gotcha, but then angrily struck his wife for not crying enough during the service.

00:22:35.200 --> 00:22:38.079
Were it please tell me he popped out of the fucking coffin?

00:22:38.240 --> 00:22:38.880
I don't know.

00:22:39.119 --> 00:22:42.240
Because if he didn't, then he fucking failed.

00:22:42.640 --> 00:22:53.599
Because if you're gonna be a douchebag and stage your own and then hit your wife for not crying enough at his fake funeral funeral, maybe she knew it was fake.

00:22:54.079 --> 00:22:55.920
Well, she wasn't crying.

00:22:56.160 --> 00:22:57.200
That's what I was just gonna ask.

00:22:57.279 --> 00:23:06.559
It's like, okay, if she was in on this, she's clearly not a good actress, but that's also not her profession.

00:23:07.039 --> 00:23:09.519
So maybe not be a tool bag.

00:23:10.160 --> 00:23:10.640
Wow.

00:23:10.880 --> 00:23:14.400
So by his own account, Dexter was something of a philosopher as well.

00:23:14.720 --> 00:23:15.519
He wasn't, but okay.

00:23:15.759 --> 00:23:22.319
In 1802, he published a little 24-page volume titled A Pickle for the Knowing Ones.

00:23:23.839 --> 00:23:28.799
This pamphlet contains zero punctuation.

00:23:29.039 --> 00:23:30.240
Oh, good lord.

00:23:30.480 --> 00:23:39.039
There is an occasional capital letter, um, but there was eccentric spelling, run-on sentences, obviously, because there's no periods.

00:23:39.359 --> 00:23:45.920
Dexter used it to boast of his deeds and attack critics, including mocking his wife and town officials.

00:23:46.400 --> 00:23:48.640
Well, what did he have against his wife?

00:23:48.880 --> 00:23:50.720
Seriously, what the hell?

00:23:51.119 --> 00:23:56.400
Readers who um grived about the lack of commas were giving a solution.

00:23:56.720 --> 00:24:06.640
Dexter quietly printed a separate page of dots and dashes telling readers that they could salt and pepper the text wherever they pleased.

00:24:07.440 --> 00:24:09.920
I'm really starting not to like this guy.

00:24:10.799 --> 00:24:15.599
Dexter gave away copies for free, um, and the public still snapped them up.

00:24:15.920 --> 00:24:16.880
Because who would buy that?

00:24:17.119 --> 00:24:21.200
But it went through at least eight printings in the early 1800s.

00:24:21.359 --> 00:24:22.079
That's impressive.

00:24:22.319 --> 00:24:27.519
And long after Dexter's death, the book remained a bizarre collectible, obviously, because it is kind of odd.

00:24:27.759 --> 00:24:31.039
Well, yeah, and like I'm sure it stopped printing at some point.

00:24:32.160 --> 00:24:36.640
So to his contemporaries, Dexter was a mix of spectacle and astonishment.

00:24:36.880 --> 00:24:41.759
Newspapers labeled him as a ridiculous millionaire of Newberry Port.

00:24:42.240 --> 00:24:52.799
In 1806, obituary bluntly called him, quote, one of the most eccentric men of his time, and noted that his intellectual endowments were not of the most exalted step.

00:24:54.480 --> 00:24:55.039
All right.

00:24:55.440 --> 00:24:57.759
Wealthy neighbors assumed he was a fool.

00:24:57.920 --> 00:25:02.559
It was hard to believe any man so uneducated could succeed the way he did.

00:25:02.799 --> 00:25:06.160
Yeah, just pure dumb luck at their thinking.

00:25:06.319 --> 00:25:21.279
So while after a century a half a century after Dexter's death, one chronicler wrote that everything he undertook worked well, not by luck, as many thought and said, but by most excellent judgment.

00:25:21.680 --> 00:25:22.720
Which is possible.

00:25:22.960 --> 00:25:28.160
So Dexter may not have been a total fool, rather, he was just a total tool.

00:25:28.400 --> 00:25:32.400
Immensely lucky, yeah, that's true, but also willing to gamble where others wouldn't.

00:25:32.720 --> 00:25:42.400
Well, and that's sometimes what you need to do because there are a lot of people who be like, I got this great idea, and they won't go through with it because they just can't risk the gamble per se.

00:25:42.559 --> 00:25:44.160
Whereas he's like, I'll do it.

00:25:44.319 --> 00:25:52.000
Yeah, I'll I'll send uh as you would call it bedpans to the Caribbean, um, bedwarmers to the Caribbean.

00:25:52.160 --> 00:25:53.440
He's like, Yeah, sure, why not?

00:25:53.599 --> 00:25:54.880
Yeah, how many you got?

00:25:54.960 --> 00:25:55.519
I'll buy them all.

00:25:55.599 --> 00:25:56.880
I'll buy the lot I'll take the lot.

00:25:57.599 --> 00:25:58.240
Take the lot.

00:25:58.480 --> 00:25:59.279
Yeah, Harry.

00:25:59.680 --> 00:26:07.119
So that was Timothy Dexter, one of the luckiest bastards in the 1700s.

00:26:07.359 --> 00:26:08.160
That was weird.

00:26:08.240 --> 00:26:10.079
Yeah, it got weird at the end.

00:26:10.799 --> 00:26:13.119
Not even his luck was weird, he got weird.

00:26:13.359 --> 00:26:14.079
He got weird.

00:26:14.240 --> 00:26:15.920
Because what the fuck?

00:26:16.160 --> 00:26:18.960
Do you think any of his statues still remain?

00:26:19.119 --> 00:26:19.839
I don't know.

00:26:20.000 --> 00:26:21.200
But his house is still there.

00:26:21.440 --> 00:26:22.160
That's what you said.

00:26:22.240 --> 00:26:23.440
So I wonder it's pretty.

00:26:23.599 --> 00:26:24.240
I I bet.

00:26:24.319 --> 00:26:28.720
I wonder if any of the statues are still at the house or if they've been removed and/or whatever.

00:26:29.359 --> 00:26:32.319
I'm gonna guess one of them is at House on the Hill.

00:26:32.559 --> 00:26:33.680
Or is it House on the Rock?

00:26:33.839 --> 00:26:34.319
House on the Rock.

00:26:34.559 --> 00:26:35.039
House on the Rock.

00:26:35.279 --> 00:26:35.440
Really?

00:26:35.519 --> 00:26:36.640
You think one would be there?

00:26:36.880 --> 00:26:37.200
Oh.

00:26:37.680 --> 00:26:41.759
The guy who who made House on the Rock, he would totally get that.

00:26:42.000 --> 00:26:43.839
Yeah, I mean, you're not wrong.

00:26:44.079 --> 00:26:50.559
We should look into that and see if something like that is the case, because um, maybe we should do a buffoon's trip to the House on the Rock.

00:26:50.640 --> 00:26:51.599
I haven't been there in a long time.

00:26:51.839 --> 00:26:53.759
I went there a couple years ago with Nathan.

00:26:54.079 --> 00:27:02.640
And it was the what they say, like allow four hours to get through it, but like by hour two and a half, three, I'm like, let's just get through it.

00:27:02.799 --> 00:27:08.000
Yeah, can I just so like everything at the end, like I hardly even looked at because it was just too long.

00:27:08.319 --> 00:27:13.119
Maybe if we go there, we speed through the front, then you slow it down.

00:27:13.839 --> 00:27:14.319
There you go.

00:27:14.559 --> 00:27:15.200
I mean, right?

00:27:15.359 --> 00:27:16.559
I mean, you're not wrong.

00:27:16.720 --> 00:27:17.359
We could do that.

00:27:17.680 --> 00:27:19.279
I couldn't tell you the last time I've been there.

00:27:19.359 --> 00:27:22.640
It's been a it's been probably twenty.

00:27:23.839 --> 00:27:27.359
It's cool if you've never been very eclec um very eclectic.

00:27:27.759 --> 00:27:28.480
Eclectic.

00:27:28.720 --> 00:27:29.119
Yep.

00:27:29.359 --> 00:27:31.680
Or electric or whatever you're gonna say.

00:27:32.000 --> 00:27:34.079
Hoarding is a understatement.

00:27:34.480 --> 00:27:35.599
Yeah, big hoarder.

00:27:36.000 --> 00:27:38.480
Excuse me, but big hoarder of weird things.

00:27:38.640 --> 00:27:40.480
Oh just weird, eccentric shit.

00:27:40.720 --> 00:27:44.720
Like this guy has a whole huge carousel in his house, which is wild.

00:27:44.960 --> 00:27:49.920
Yeah, he's got a whole whale in his house.

00:27:50.319 --> 00:27:51.279
Do you remember?

00:27:51.440 --> 00:27:55.119
Um, I think I'm pretty positive I showed you this, so if I didn't, I apologize.

00:27:55.200 --> 00:27:58.720
But do you remember my old bank that I have with the whale?

00:27:58.799 --> 00:28:02.319
And it's like the you put the coin on the guy, it's Jonah and the whale.

00:28:02.559 --> 00:28:03.839
Yeah, I had a panda one.

00:28:04.000 --> 00:28:04.240
Yeah.

00:28:04.480 --> 00:28:06.880
Um that is it, the house of the rod.

00:28:07.119 --> 00:28:07.440
Oh, okay.

00:28:07.680 --> 00:28:08.720
But I think his is real.

00:28:08.799 --> 00:28:10.160
Mine's uh knockoff.

00:28:10.480 --> 00:28:11.759
Import knockoff or whatever.

00:28:11.839 --> 00:28:15.599
But I've also had it for probably 40 years, so fuck off.

00:28:15.759 --> 00:28:16.400
It's good.

00:28:17.359 --> 00:28:18.400
Means something to me.

00:28:18.559 --> 00:28:21.359
It's from I think I got it from my godfather, actually.

00:28:21.599 --> 00:28:23.119
But anyways.

00:28:23.440 --> 00:28:25.200
Well, I suppose.

00:28:25.440 --> 00:28:26.480
All right, buffoons.

00:28:26.559 --> 00:28:27.839
That's it for today's episode.

00:28:28.160 --> 00:28:32.240
Buckle up because we've got another historical adventure waiting for you next time.

00:28:32.480 --> 00:28:34.640
Feeling hungry for more buffoonery?

00:28:34.799 --> 00:28:39.599
Or maybe you have a burning question or a wild historical theory for us to explore?

00:28:39.839 --> 00:28:41.200
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00:28:41.359 --> 00:28:46.079
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00:28:46.240 --> 00:28:50.559
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00:28:50.720 --> 00:28:53.680
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00:28:53.839 --> 00:28:58.559
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00:28:58.799 --> 00:29:02.160
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00:29:02.319 --> 00:29:04.960
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