WEBVTT

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Welcome back to the Deep Dive. Today we are opening

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the file on a figure who is, well, he is monumental.

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And I mean that in every sense of the word. Oh,

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absolutely. You literally cannot walk through

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the streets of New York City without seeing his

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fingerprints on the architecture. And you definitely

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can't look at the history of the American economy

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without running headfirst into him. It is hard

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to overstate his impact. We are talking about

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Cornelius Vanderbilt. The Commodore. The Commodore

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himself. To most people, he is just a name on

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a university or a statue outside a train station.

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But if we really dig into the records, the biographies,

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the business ledgers, the court transcripts,

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we find a man who fundamentally reshaped the

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geography of the United States. And the corporate

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economy. He basically invented a certain kind

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of American capitalism. He really did. For better

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or for worse. I want to start with the scale

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of the wealth because I think it really sets

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the stakes for everything else. When he died

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in 1877, his estate was valued at $105 million.

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Right. And that number can be deceptive. It can.

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Because in today's world of tech billionaires

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and trillion -dollar market caps, you might hear

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$105 million and think, OK, that's rich, but...

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Is it that rich? But you can't just run it through

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a standard inflation calculator. That doesn't

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capture the reality of it. So how do we wrap

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our heads around it? The best way is to look

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at it as a share of the nation's gross domestic

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product, the GDP. If you take the percentage

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of the entire U .S. economy that he controlled

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in 1877 and you apply that same proportion to

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today's economy. Well, the numbers get staggering.

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What are we talking about? Some economists estimate

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his fortune would be worth roughly $143 billion.

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Other calculations, depending on the metric you

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use, suggest it could be even higher. So on par

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with the biggest names today. easily. But even

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that doesn't quite get it. At one point, it's

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believed he controlled one out of every $20 in

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circulation in the entire United States. Wait,

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say that again. One out of every $20? One out

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of 20. Think about that. The sheer liquidity,

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the power that gives you, it's almost unimaginable.

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That is absolutely wild. And the mission for

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us today is to figure out how he pulled that

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off. Because he didn't start with a trust fund.

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He wasn't born into some East Coast aristocracy.

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Not even close. So we're going to look at how

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an uneducated boy from Staten Island became a

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steamship tycoon, then a railroad tycoon, and

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along the way earned this. This dual reputation.

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And that is the central tension of his life,

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isn't it? It's what we need to explore deeply.

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Was he a captain of industry who built the essential

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infrastructure of the country? A visionary? Or

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was he a robber baron who bled the economy dry,

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who crushed his competitors without a shred of

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mercy? And the answer seems to be. Yes, he was

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both, often on the same day. Precisely. And what

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makes it so fascinating, to me at least, is the

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contradiction in his career arc. Here is a man

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who spent the first half of his career fighting

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monopolies. Literally fighting them. In court,

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on the water. Right. Battling against government

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-sanctioned exclusivity to break open markets

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for everyone. And then he spends the second half

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of his career trying to build one of the largest,

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most powerful monopolies the world had ever seen.

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So he was the rebel until he won. And then he

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became the empire. In a nutshell, yes. He was

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the insurgent who became the incumbent. It's

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an incredible story. OK, let's unpack this. Let's

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go back to the very beginning. Section one, the

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ferryman's hustle. Where does the Vanderbilt

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story actually start? Because Vanderbilt sounds

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so grand and aristocratic now. But it didn't

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start that way. No, not at all. It's very humble.

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It starts on Staten Island, New York in 1794.

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Cornelius was born to a family with deep Dutch

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roots. Right. The name itself is Dutch. It is.

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His ancestor, Jan Artsen, came from a little

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village in the Netherlands called De Bilt. So

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Vanderbilt literally means from the built. And

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over time, that just smushes together into the

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Americanized Vanderbilt. Correct. Now, his father,

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also named Cornelius, was a ferryman and a farmer.

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The historical record suggests the father was

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a hard worker, but not particularly ambitious.

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He was content. Which is not a word you would

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ever use for a Cornelius. Never. The younger

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Cornelius was wired completely differently. He

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wasn't interested in farming. He certainly wasn't

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interested in schooling. He actually quit school

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at age 11. 11 years old. That is young. I mean,

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even for the late 18th century, that feels significant.

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It was. He had almost no formal education. He

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was barely literate for much of his young life.

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His spelling was atrocious, effectively phonetic.

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You look at his letters and you can almost hear

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him sounding out the words. So he couldn't read

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a classic novel. But he could read other things.

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Oh, he could read the things that mattered for

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his business. He could read the tides, the currents

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and the winds of New York Harbor better than

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anyone else. He went straight to work on his

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father's ferry. And this is where we see that

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drive, that relentless energy appearing almost

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immediately. And this is where we get the famous

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story, which feels almost like a myth at this

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point about how he got his start as an owner.

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Every tycoon seems to have a borrowed -a -dollar

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story. It's a classic piece of American folklore,

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this one. The story goes that at age 16, he wanted

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to buy his own boat, a perry auger. A perry auger.

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Okay, you have to tell me what that is. It sounds

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very exotic. It's not as fancy as it sounds.

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It's a flat -bottomed, two -masted sailing vessel.

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They were all over the harbor at the time because

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they were stable and could carry a lot of cargo

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or passengers. Not glamorous, but very practical.

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Got it. So he wants his own Periager. Though

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legend says he borrowed $100 from his mother,

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Phoebe Hand, to buy a boat he named the Swiftshire.

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And the deal was she'd give him a loan, but he

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had to clear, plow, and seed an eight -acre rocky

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field on his own. A supposedly impossible task.

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But the sources suggest it might not be quite

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that simple, right? Right. The first published

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account of his life, which came out way back

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in 1853, during his lifetime, suggests the boat

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actually belonged to his father. And they split

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the profits. It's a bit more of a family business

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arrangement. Which makes sense. But the other

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story is better. The other story is much better,

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but I think the key insight isn't the accounting,

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you know, whether it was a loan or a partnership,

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it's the attitude. He was working so hard, pushing

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so fast, undercutting his rivals' prices, that

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other captains in the harbor started calling

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him the Commodore. And it wasn't a compliment.

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It was a joke. They were mocking him. Yes, initially.

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Imagine a rough, barely literate 16 -year -old

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kid barking orders, taking his boat out in storms

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that grounded the older sailors, acting like

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he was commanding a naval fleet. They called

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him Commodore to tease him. Look at the little

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Commodore over there. Exactly. But the nickname

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stuck. And eventually, it wasn't a joke anymore.

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It became a title of respect and, frankly, a

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title of fear. I love that. He basically rebranded

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himself through sheer force of will. He owned

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the insult until it became a title. He did. And

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he moved just as fast in his personal life. He

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didn't wait around to start a family either.

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No. At age 19, he marries his first cousin, Sophia

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Johnson. Which, again, was much more common at

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the time. Different times for sure. But Sophia

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is a crucial and I think often overlooked part

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of this early success story. She's not just a

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footnote. She is absolutely essential. While

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Cornelius was out on the water obsessively reinvesting

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every penny of profit into more boats and business

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ventures, Sophia was running the domestic and

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economic engine at home. And they had a huge

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family. A massive family. Thirteen children in

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total, twelve of whom lived to adulthood. That

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is a small army to support. And that costs money.

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Serious money. It does. And the sources say that

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when they moved to New Brunswick, New Jersey

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for one of his business ventures, Sophia operated

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a very profitable inn called Bologna Hall. It

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was known for its food, its cleanliness, and

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the proceeds from that inn were used to feed,

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clothe, and educate those 12 children. So wait

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a minute. She was covering the overhead of the

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entire family with her own business. That's the

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crucial part. This is a huge strategic advantage

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for him. Because Sophia was covering the family's

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living expenses, Cornelius didn't have to draw

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a salary from his boat business to buy groceries

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or shoes for the kids. He could take every single

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cent of profit. Every cent. And plow it right

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back into buying more boats, expanding his routes.

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It was like having an angel investor living in

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your house, funding your life so you could fund

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your business. That puts a whole new spin on

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the self -made man narrative. He had a partner

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who was... Effectively subsidizing his capital

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expenditure from day one. Precisely. And that

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capital accumulation, that ability to reinvest

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everything, allowed him to make his first really

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big pivot. In 1817, he made a move that confused

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a lot of people. He stopped working for himself

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and went to work for a man named Thomas Gibbons.

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This is section two, the monopoly breaker. And

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it starts with this strange move. Why would a

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guy with an ego like the Commodore go work for

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a boss? Because he saw the future. And the future

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was steam. Vanderbilt had been a sailing man.

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He was an expert with wind and tide. But Thomas

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Gibbons offered him a chance to captain a steamboat.

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This was the new technology. It was dangerous,

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boilers could explode, but it was powerful. And

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it wasn't just about the technology, was it?

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Gibbons was in a fight. Gibbons was in a war.

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At the time, the waters of New York were completely

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locked down by a monopoly held by the heirs of

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Robert Fulton, the inventor of the steamboat.

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and a powerful politician named Robert Livingston.

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So Robert Fulton invents the steamboat, and the

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state basically gives him and his partner the

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exclusive right to use it. Effectively, yes.

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The New York legislature granted them the exclusive

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right to operate steamboats in all New York waters

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for a term of years. They had licensed a man

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named Aaron Ogden to run the lucrative ferry

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route between New York and New Jersey. And Thomas

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Gibbons wanted it. Gibbons wanted to break that

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monopoly mostly because he had a personal vendetta

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against Ogden. It was a long, bitter rivalry.

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He wanted to drive Ogden into bankruptcy. I love

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that so much of this history is driven by spite.

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It's not just business. It's deeply personal.

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So where does Vanderbilt fit into this? Is he

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just driving the boat? He starts as the captain

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of Gibbons's boat, the Bologna, but he very quickly

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becomes the business manager, the general on

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the ground. And he attacks this job with this

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aggressive creativity. He was running at sort

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of guerrilla warfare on the water. What do you

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mean by that? Well, because what they were doing

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was technically illegal in New York, Vanderbilt

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had to dodge process servers from Ogden's company

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who were trying to arrest him and impound the

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boat. So he's basically a blockade runner in

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his own harbor. He is. He devised secret hiding

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spots on the boat, a hidden locker he could slip

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into. He would drop passengers off at nonstandard

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docks to avoid the authorities. He flew a flag

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that said New Jersey must be free. It was this

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constant cat and mouse game. He was clearly thriving

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on the conflict. Absolutely. But while Vanderbilt

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was the muscle on the water, the real fight escalated

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all the way to the Supreme Court. This becomes

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the famous case. Gibbons V. Ogden. Vanderbilt

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wasn't the lawyer, obviously. No, but he was

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deeply involved in the strategy. He actually

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went down to Washington, D .C. himself. He helped

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hire Daniel Webster, who was the most famous

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order and lawyer of the day, to argue the case.

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Vanderbilt knew they needed the heavy artillery.

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And what was the legal argument? The argument

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was simple but profound. Does a state like New

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York have the right to grant a monopoly on commerce

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that crosses state lines? Or does that power

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belong to the federal government under the Commerce

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Clause of the Constitution? And what was the

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verdict? In 1824, the Supreme Court, led by Chief

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Justice John Marshall, ruled decisively in Gibbons'

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favor. They said that states had no power to

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interfere with interstate commerce. Only the

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federal government could regulate that. Now,

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this sounds like a dry legal rolling, but this

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is a massive deal for the American economy, right?

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It's arguably the legal bedrock of the modern

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American economy. It meant that you could do

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business across state lines without getting blocked

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by local monopolies or protectionist laws. It

00:12:06.360 --> 00:12:08.080
turned the United States... from a collection

00:12:08.080 --> 00:12:11.080
of separate state markets into one giant, unified

00:12:11.080 --> 00:12:13.899
free market. And Vanderbilt, by fighting this

00:12:13.899 --> 00:12:17.740
very personal, spite -fueled battle, helped create

00:12:17.740 --> 00:12:19.980
that precedent. He was there at the creation.

00:12:20.179 --> 00:12:22.600
He helped unlock the competitive interstate commerce

00:12:22.600 --> 00:12:25.179
that would drive American prosperity for the

00:12:25.179 --> 00:12:27.440
next century. So the Commodore helps break the

00:12:27.440 --> 00:12:30.620
monopoly. Gibbons eventually dies. What does

00:12:30.620 --> 00:12:33.460
Vanderbilt do next? Does he stick with the company?

00:12:33.700 --> 00:12:36.669
He runs it for Gibbons' son for a bit. But by

00:12:36.669 --> 00:12:40.190
1829, he's ready. He strikes out entirely on

00:12:40.190 --> 00:12:42.570
his own. He takes his knowledge of steam, his

00:12:42.570 --> 00:12:45.169
accumulated capital, and his ferocious reputation,

00:12:45.509 --> 00:12:48.629
and he starts his own lines. And here is where

00:12:48.629 --> 00:12:51.590
we see his signature tactic really develop. The

00:12:51.590 --> 00:12:54.419
Price War. This is where the... robber baron

00:12:54.419 --> 00:12:56.539
versus captain of industry debate gets really

00:12:56.539 --> 00:12:59.679
interesting it really does in 1834 he decides

00:12:59.679 --> 00:13:02.139
to go after the hudson river steamboat association

00:13:02.139 --> 00:13:05.000
this was a new monopoly a cartel really running

00:13:05.000 --> 00:13:07.879
the route between new york city and albany they

00:13:07.879 --> 00:13:09.759
thought they had the route locked down and then

00:13:09.759 --> 00:13:11.940
vanderbilt shows up and vanderbilt shows up he

00:13:11.940 --> 00:13:13.919
launches a rival service called the people's

00:13:13.919 --> 00:13:16.259
line the people's line i mean the marketing is

00:13:16.259 --> 00:13:19.659
just brilliant so populous it was very intentional

00:13:19.659 --> 00:13:22.120
he's channeling the spirit of andrew jackson

00:13:22.120 --> 00:13:24.679
framing him himself as the champion of the common

00:13:24.679 --> 00:13:27.279
man against the greedy elites, the monopolists.

00:13:27.519 --> 00:13:30.419
And his weapon was price. The association was

00:13:30.419 --> 00:13:33.080
charging $3 for a ticket. Which was a decent

00:13:33.080 --> 00:13:36.039
amount of money back then. A fair bit. So Vanderbilt

00:13:36.039 --> 00:13:39.240
comes in and drops the price to $1. The association

00:13:39.240 --> 00:13:42.299
matches him. Vanderbilt drops it to 10 cents.

00:13:42.559 --> 00:13:44.860
10 cents. How do you even make money on 10 cents

00:13:44.860 --> 00:13:47.299
a ticket? Eventually he dropped it to zero. Free

00:13:47.299 --> 00:13:50.139
passage. Okay, now you're losing me. How is a

00:13:50.139 --> 00:13:52.480
business sustainable if the product is literally

00:13:52.480 --> 00:13:55.519
free? There has to be a catch. It's the original

00:13:55.519 --> 00:13:58.220
concession stand model. He packed the boat with

00:13:58.220 --> 00:14:00.500
people who were thrilled to ride for free, but

00:14:00.500 --> 00:14:02.320
he charged them for the food and drinks sold

00:14:02.320 --> 00:14:04.580
on board. Oh, that's clever. He made a profit

00:14:04.580 --> 00:14:07.620
on the huge volume of food sales, while the competition

00:14:07.620 --> 00:14:10.740
who had high overhead, fewer passengers, and

00:14:10.740 --> 00:14:13.539
no real food strategy was just bleeding cash

00:14:13.539 --> 00:14:17.120
on every trip. That is genius and absolutely

00:14:17.120 --> 00:14:19.820
brutal. It destroyed the association's margins.

00:14:20.120 --> 00:14:22.379
They couldn't compete. Eventually, the monopoly

00:14:22.379 --> 00:14:25.159
gave up. They came to him and paid him a large

00:14:25.159 --> 00:14:28.440
lump sum and an annual stipend just to stop competing

00:14:28.440 --> 00:14:30.240
on their river. Wait, so they paid him to go

00:14:30.240 --> 00:14:33.490
away. They bribed their competitor. Yes. This

00:14:33.490 --> 00:14:35.610
is a tactic that would later be called greenmail.

00:14:36.529 --> 00:14:39.450
He proved he could destroy their profits, so

00:14:39.450 --> 00:14:41.409
it was cheaper for them to just buy him out.

00:14:41.590 --> 00:14:44.190
He took their money, agreed to leave the Hudson

00:14:44.190 --> 00:14:46.750
River route, and promptly moved all his operations

00:14:46.750 --> 00:14:49.370
to the Long Island Sound. And I'm guessing he

00:14:49.370 --> 00:14:51.669
did the same thing there. He did the exact same

00:14:51.669 --> 00:14:55.070
thing there. By the 1840s, he dominated the Sound

00:14:55.070 --> 00:14:57.149
and started taking over the connecting railroads,

00:14:57.250 --> 00:14:59.590
too. He was building an integrated transportation

00:14:59.590 --> 00:15:03.440
network. So if you're a regular person, a passenger,

00:15:03.620 --> 00:15:07.159
you love Vanderbilt. He's making travel affordable

00:15:07.159 --> 00:15:09.159
for the first time. You love him. He's driving

00:15:09.159 --> 00:15:11.399
down prices. He's making it possible for people

00:15:11.399 --> 00:15:13.720
to move around the country cheaply. That's the

00:15:13.720 --> 00:15:16.539
core of the captain of industry argument. But

00:15:16.539 --> 00:15:18.960
if you're his competitor, he's a monster. He's

00:15:18.960 --> 00:15:21.019
a predator who exists to destroy your business

00:15:21.019 --> 00:15:24.039
and then get paid off. Exactly. He democratized

00:15:24.039 --> 00:15:26.259
travel through ruthless aggression. He created

00:15:26.259 --> 00:15:28.600
value for the consumer by destroying the value

00:15:28.600 --> 00:15:31.059
of his rivals. It's a complex legacy. And all

00:15:31.059 --> 00:15:33.259
this time, he's just building a massive pile

00:15:33.259 --> 00:15:37.899
of cash. And then 1849 hits, the gold rush. This

00:15:37.899 --> 00:15:40.679
changes everything. This is the next major chapter,

00:15:40.799 --> 00:15:44.230
and it takes him onto the world stage. Gold is

00:15:44.230 --> 00:15:47.210
discovered at Sutter's Mill in California. Suddenly,

00:15:47.289 --> 00:15:49.990
the entire East Coast wants to get to the West

00:15:49.990 --> 00:15:52.289
Coast. And there's no easy way to do it. No.

00:15:52.590 --> 00:15:54.809
There's no cross -country railroad yet. That's

00:15:54.809 --> 00:15:56.889
decades away. You have two terrible options.

00:15:57.070 --> 00:15:59.350
You can go overland by wagon, which is incredibly

00:15:59.350 --> 00:16:02.549
dangerous and takes months, or you go by ship.

00:16:02.809 --> 00:16:05.690
Most people went to Panama, crossed the disease

00:16:05.690 --> 00:16:07.830
-ridden isthmus on mules through the jungle,

00:16:07.970 --> 00:16:10.070
and then took another ship up to San Francisco.

00:16:10.110 --> 00:16:12.879
But Vanderbilt looks at a map. and sees something

00:16:12.879 --> 00:16:15.580
else. He sees Nicaragua. He notices that it's

00:16:15.580 --> 00:16:17.779
significantly closer to the U .S. than Panama.

00:16:17.980 --> 00:16:19.919
And he has a bold idea. He thinks he can build

00:16:19.919 --> 00:16:22.860
a canal there. A canal? Long before the Panama

00:16:22.860 --> 00:16:25.860
Canal was even a serious proposal. Yes. He actually

00:16:25.860 --> 00:16:27.480
got a charter from the Nicaraguan government

00:16:27.480 --> 00:16:29.600
to build one. But the engineering challenges

00:16:29.600 --> 00:16:32.779
were immense. And more importantly, the funding

00:16:32.779 --> 00:16:35.080
wasn't there yet. The investors were too scared.

00:16:35.240 --> 00:16:38.600
So he pivots. He pivots brilliantly. He launches

00:16:38.600 --> 00:16:40.740
a company called the Accessory Transit Company.

00:16:41.320 --> 00:16:44.240
He used ocean steamships to get passengers to

00:16:44.240 --> 00:16:47.500
the Caribbean side of Nicaragua. Then they would

00:16:47.500 --> 00:16:50.220
take smaller, custom -built steamboats up the

00:16:50.220 --> 00:16:53.340
San Juan River and across the vast Lake Nicaragua.

00:16:53.879 --> 00:16:56.980
Then a short 12 -mile carriage ride on a road

00:16:56.980 --> 00:16:59.360
he built to the Pacific Ocean and another one

00:16:59.360 --> 00:17:01.559
of his ships up to San Francisco. Was it faster

00:17:01.559 --> 00:17:03.899
than the Panama Route? It cut two days off the

00:17:03.899 --> 00:17:06.440
journey and was significantly cheaper. He absolutely

00:17:06.440 --> 00:17:09.200
cornered the market on gold rush travel. The

00:17:09.200 --> 00:17:11.400
sources say he was personally making over a million

00:17:11.400 --> 00:17:13.960
dollars a year in 1850s money just from this

00:17:13.960 --> 00:17:16.799
one route. A million a year. That's an astronomical

00:17:16.799 --> 00:17:19.299
sum. It made him one of the richest men in America.

00:17:19.579 --> 00:17:21.640
And this is where we get into some serious international

00:17:21.640 --> 00:17:24.339
intrigue. Because while Vanderbilt is making

00:17:24.339 --> 00:17:26.740
this fortune, he decides to take a victory lap.

00:17:26.940 --> 00:17:31.369
A big one. He does. In 1853, he built a massive

00:17:31.369 --> 00:17:34.549
steamship yacht called the North Star. It was

00:17:34.549 --> 00:17:38.130
270 feet long, larger than many Navy vessels.

00:17:38.849 --> 00:17:41.269
He packed up his entire family, and even his

00:17:41.269 --> 00:17:43.609
pastor, and took them on a grand tour of Europe.

00:17:43.869 --> 00:17:46.490
It was this unprecedented display of American

00:17:46.490 --> 00:17:48.950
wealth. He was showing off to the monarchies

00:17:48.950 --> 00:17:51.240
of Europe. But while the cat's away... The mice

00:17:51.240 --> 00:17:54.019
will play. His partners in the accessory transit

00:17:54.019 --> 00:17:56.839
company men he trusted, Charles Morgan and Cornelius

00:17:56.839 --> 00:17:59.279
Garrison, conspired against him while he was

00:17:59.279 --> 00:18:02.079
gone. They manipulated the stock, they forged

00:18:02.079 --> 00:18:04.279
board meeting minutes, and they denied him the

00:18:04.279 --> 00:18:06.420
payments he was owed from the company. They basically

00:18:06.420 --> 00:18:08.599
stole it from him while he was meeting with the

00:18:08.599 --> 00:18:10.980
Tsar in Russia. Oh, that is a big mistake. You

00:18:10.980 --> 00:18:13.480
do not steal from the Commodore. No, you do not.

00:18:13.579 --> 00:18:15.619
When Vanderbilt returned and found out what had

00:18:15.619 --> 00:18:17.980
happened, his response was just legendary. He

00:18:17.980 --> 00:18:20.200
didn't scream or shout. He wrote a letter to

00:18:20.200 --> 00:18:21.839
him. them it's one of the most famous letters

00:18:21.839 --> 00:18:23.819
in american business history what did it say

00:18:23.819 --> 00:18:26.859
it was short and to the point it read gentlemen

00:18:26.859 --> 00:18:30.200
you have undertaken to cheat me i won't sue you

00:18:30.200 --> 00:18:33.279
for the law is too slow i'll ruin you yours truly

00:18:33.279 --> 00:18:36.299
cornelius vanderbilt that gives me chills the

00:18:36.299 --> 00:18:38.960
law is too slow i'll ruin you And did he? He

00:18:38.960 --> 00:18:41.640
absolutely did. He didn't sue. He launched a

00:18:41.640 --> 00:18:44.259
rival steamship line to California via Panama

00:18:44.259 --> 00:18:47.259
this time. He slashed prices again, bleeding

00:18:47.259 --> 00:18:49.140
their profits until their stock was worthless.

00:18:49.339 --> 00:18:52.180
But the conflict in Nicaragua got even messier.

00:18:52.380 --> 00:18:54.339
And this is where a guy named William Walker

00:18:54.339 --> 00:18:56.240
enters the picture. Yes, this is the part of

00:18:56.240 --> 00:18:58.420
the story that just sounds like a crazy action

00:18:58.420 --> 00:19:01.460
movie. Who is William Walker? William Walker

00:19:01.460 --> 00:19:04.730
was an American filibuster. Now, in the 19th

00:19:04.730 --> 00:19:06.730
century, that word didn't mean talking for a

00:19:06.730 --> 00:19:09.450
long time in the Senate. It meant a private military

00:19:09.450 --> 00:19:12.730
adventurer, a mercenary leader. Okay. Walker

00:19:12.730 --> 00:19:15.549
took a small mercenary army to Nicaragua, got

00:19:15.549 --> 00:19:17.650
involved in a civil war, and essentially took

00:19:17.650 --> 00:19:20.170
over the government. He declared himself president

00:19:20.170 --> 00:19:22.529
of Nicaragua. You just took over a country, an

00:19:22.529 --> 00:19:25.329
American citizen. Briefly, yes. It was part of

00:19:25.329 --> 00:19:29.069
this whole manifest destiny ideology. And Vanderbilt's

00:19:29.069 --> 00:19:31.589
old rivals, Morgan and Garrison, they saw an

00:19:31.589 --> 00:19:34.019
opportunity. They bribed Walker. They gave him

00:19:34.019 --> 00:19:37.200
cash and logistical support. In exchange, Walker

00:19:37.200 --> 00:19:39.779
annulled Vanderbilt's original charter and seized

00:19:39.779 --> 00:19:41.819
all of his boats and properties in Nicaragua.

00:19:42.000 --> 00:19:46.220
So now Vanderbilt has lost his company to a military

00:19:46.220 --> 00:19:49.680
dictator who is being bankrolled by his business

00:19:49.680 --> 00:19:52.079
enemies. Exactly. Most businessmen would just

00:19:52.079 --> 00:19:54.180
write off the loss at this point. It's a foreign

00:19:54.180 --> 00:19:57.240
country. There's been a military coup. What can

00:19:57.240 --> 00:19:59.660
you do? But this is Cornelius Vanderbilt. So

00:19:59.660 --> 00:20:02.660
he declares his own private war. He tried to

00:20:02.660 --> 00:20:04.640
get the US and British governments to intervene,

00:20:04.839 --> 00:20:08.539
but they were hesitant to get involved. So Vanderbilt

00:20:08.539 --> 00:20:11.039
went rogue. What did he do? He partnered with

00:20:11.039 --> 00:20:13.259
the government of Costa Rica, which was already

00:20:13.259 --> 00:20:16.420
fighting Walker's regime. Vanderbilt then sent

00:20:16.420 --> 00:20:19.900
a secret agent. A tough, resourceful guy named

00:20:19.900 --> 00:20:22.980
Sylvanus Spencer to lead a raid. A raid, like

00:20:22.980 --> 00:20:25.539
a special forces operation. Very much so. Spencer

00:20:25.539 --> 00:20:27.700
knew the river. He knew exactly where the steamboats

00:20:27.700 --> 00:20:29.960
were docked. He led a small unit of Costa Rican

00:20:29.960 --> 00:20:32.539
commandos up the San Juan River. They moved by

00:20:32.539 --> 00:20:34.920
night, and they captured the steamboats one by

00:20:34.920 --> 00:20:37.380
one, often without firing a shot. Why capture

00:20:37.380 --> 00:20:39.480
the boats? Why not just attack Walker's army

00:20:39.480 --> 00:20:42.000
directly? Logistics. It's always about logistics

00:20:42.000 --> 00:20:44.680
with Vanderbilt. He knew that Walker's army relied

00:20:44.680 --> 00:20:47.369
on a steady stream of fresh recruits and... supplies

00:20:47.369 --> 00:20:50.210
coming from the U .S. Those recruits traveled

00:20:50.210 --> 00:20:53.410
on those very steamboats. Ah, so by capturing

00:20:53.410 --> 00:20:56.009
the boats. He cut off Walker's supply line completely.

00:20:56.390 --> 00:20:59.029
No more recruits, no more ammunition, no more

00:20:59.029 --> 00:21:01.910
food. He strangled the regime from the river.

00:21:02.049 --> 00:21:04.069
He didn't attack the army. He attacked its supply

00:21:04.069 --> 00:21:06.789
chain. He did. Walker was isolated and eventually

00:21:06.789 --> 00:21:08.849
his government collapsed. He was driven out of

00:21:08.849 --> 00:21:12.170
Nicaragua. Vanderbilt, a private American citizen,

00:21:12.509 --> 00:21:15.009
effectively defeated a foreign government using

00:21:15.009 --> 00:21:18.069
logistics and business strategy. That is unbelievable.

00:21:18.289 --> 00:21:20.890
It really highlights that for Vanderbilt, transportation

00:21:20.890 --> 00:21:23.150
wasn't just about moving people from A to B.

00:21:23.250 --> 00:21:26.170
It was about power. If you control the bottleneck,

00:21:26.190 --> 00:21:28.789
you control the outcome. Exactly right. And in

00:21:28.789 --> 00:21:31.650
a final ironic twist, even after winning, he

00:21:31.650 --> 00:21:33.710
decided the Nicaraguan route was too politically

00:21:33.710 --> 00:21:36.930
unstable. So ever the pragmatist, he switched

00:21:36.930 --> 00:21:39.750
his focus, took over the Panama monopoly, and

00:21:39.750 --> 00:21:42.150
forced the existing Panama lines to pay him a

00:21:42.150 --> 00:21:45.210
massive monthly non -compete fee just to stay

00:21:45.210 --> 00:21:47.410
out of the market. So he was getting paid not

00:21:47.410 --> 00:21:51.269
to work. The ultimate passive income. A masterstroke.

00:21:51.589 --> 00:21:54.309
Okay, so this brings us into the 1860s. The Civil

00:21:54.309 --> 00:21:57.170
War breaks out. Vanderbilt is getting older now.

00:21:57.369 --> 00:22:00.369
He's in his late 60s. How does the war affect

00:22:00.369 --> 00:22:03.069
him and his empire? It was a period that brought

00:22:03.069 --> 00:22:06.130
out a strange mix of patriotism and ultimately

00:22:06.130 --> 00:22:10.029
profound personal tragedy for him. In 1861, at

00:22:10.029 --> 00:22:12.630
the start of the war, the Union Navy was scrambling

00:22:12.630 --> 00:22:15.630
for ships to blockade the South. Vanderbilt owned

00:22:15.630 --> 00:22:17.549
the largest and fastest steamship in the country,

00:22:17.690 --> 00:22:19.789
the Vanderbilt. He tried to donate it to the

00:22:19.789 --> 00:22:21.970
Union, maybe. A very generous gift. You would

00:22:21.970 --> 00:22:24.750
think. But initially, the Secretary of the Navy,

00:22:24.950 --> 00:22:27.549
Gideon Wells, actually rejected it. He thought

00:22:27.549 --> 00:22:29.890
the ship was too large, too luxurious, and would

00:22:29.890 --> 00:22:31.869
be too expensive to maintain and operate with

00:22:31.869 --> 00:22:34.589
coal. He basically said, no thanks, we don't

00:22:34.589 --> 00:22:36.910
want your giant white elephant. That had to sting

00:22:36.910 --> 00:22:39.329
the Commodore's ego. Oh, it did. It was a huge

00:22:39.329 --> 00:22:42.450
public embarrassment. Until, that is, the Confederates

00:22:42.450 --> 00:22:44.910
changed the game. They launched the CSS Virginia,

00:22:45.269 --> 00:22:47.109
the ship more famously known as the Merrimack.

00:22:47.289 --> 00:22:49.380
It was an iron... clad warship and it caused

00:22:49.380 --> 00:22:52.619
panic absolute panic it sailed out and started

00:22:52.619 --> 00:22:55.140
destroying the union's wooden ships like they

00:22:55.140 --> 00:22:58.640
were toys the north was terrified the ship was

00:22:58.640 --> 00:23:01.920
seemingly invincible and suddenly a giant fast

00:23:01.920 --> 00:23:05.059
steamship looked pretty good to the Navy. All

00:23:05.059 --> 00:23:07.099
of a sudden, Abraham Lincoln and the War Department

00:23:07.099 --> 00:23:09.720
were personally appealing to Vanderbilt for help.

00:23:09.920 --> 00:23:12.400
He took the Vanderbilt, had its bow reinforced

00:23:12.400 --> 00:23:14.980
with iron to turn it into a massive battering

00:23:14.980 --> 00:23:17.579
ram, and filled the boilers with high -grade

00:23:17.579 --> 00:23:20.940
fuel. He even hand -picked the officers. The

00:23:20.940 --> 00:23:23.599
ship was sent to hunt the ironclad. Did it ever

00:23:23.599 --> 00:23:25.670
fight the Merrimack? They never had a direct

00:23:25.670 --> 00:23:28.329
confrontation, but its presence helped bottle

00:23:28.329 --> 00:23:30.750
up the Confederate ironclad, preventing it from

00:23:30.750 --> 00:23:33.569
terrorizing the rest of the coast. Later in the

00:23:33.569 --> 00:23:36.009
war, the Vanderbilt was sent on a long chase

00:23:36.009 --> 00:23:38.650
to hunt the very successful Confederate raider

00:23:38.650 --> 00:23:42.029
Alabama. For his contribution, Congress awarded

00:23:42.029 --> 00:23:44.690
him the Congressional Gold Medal. The highest

00:23:44.690 --> 00:23:47.309
civilian honor. It was. So he goes from being

00:23:47.309 --> 00:23:49.650
scorned by the Navy to being celebrated as a

00:23:49.650 --> 00:23:51.890
national hero. But you mentioned tragedy. This

00:23:51.890 --> 00:23:53.630
wasn't a triumphant time for him personally.

00:23:54.079 --> 00:23:57.460
No, it was devastating. While he was managing

00:23:57.460 --> 00:24:00.400
all this, his personal life completely collapsed.

00:24:00.839 --> 00:24:03.980
His youngest and favorite son was George Washington

00:24:03.980 --> 00:24:07.059
Vanderbilt II. And why was he the favorite? George

00:24:07.059 --> 00:24:09.619
was everything the Commodore valued. He was a

00:24:09.619 --> 00:24:11.880
West Point graduate. He was strong, disciplined,

00:24:12.180 --> 00:24:15.000
athletic. The Commodore saw himself in George,

00:24:15.160 --> 00:24:17.200
or at least the idealized version of himself

00:24:17.200 --> 00:24:20.480
that he wanted to see. He saw George as the heir

00:24:20.480 --> 00:24:22.900
apparent, the one with the strength and fortitude

00:24:22.900 --> 00:24:25.180
to carry on the empire. But George gets sick.

00:24:25.559 --> 00:24:28.559
He contracts an illness, probably tuberculosis,

00:24:28.660 --> 00:24:30.960
and dies during the war without ever seeing a

00:24:30.960 --> 00:24:32.859
day of combat. That must have just crushed him.

00:24:33.039 --> 00:24:36.039
It broke him. It fundamentally changed his view

00:24:36.039 --> 00:24:39.259
of his own legacy and his succession plans. Because

00:24:39.259 --> 00:24:41.180
up until this point, he had always viewed his

00:24:41.180 --> 00:24:44.119
eldest son, William, known as Billy, as a total

00:24:44.119 --> 00:24:45.940
disappointment. Which is funny because Billy

00:24:45.940 --> 00:24:47.960
ends up being a business titan in his own right.

00:24:48.319 --> 00:24:51.559
He does. But early on, Billy was quiet. He was

00:24:51.559 --> 00:24:53.700
anxious. He wasn't this larger -than -life figure.

00:24:54.480 --> 00:24:57.460
Vanderbilt called him a blockhead and a blatherskite.

00:24:57.559 --> 00:25:00.400
A blatherskite. Yeah. I love these old insults.

00:25:00.420 --> 00:25:03.640
He famously exiled Billy to a farm on Staten

00:25:03.640 --> 00:25:06.200
Island and basically told him to make a living

00:25:06.200 --> 00:25:08.299
digging in the dirt because he wasn't fit for

00:25:08.299 --> 00:25:10.400
real business. Go farm, Billy. You're no good

00:25:10.400 --> 00:25:13.549
at capitalism. Essentially. But what the Commodore

00:25:13.549 --> 00:25:16.289
didn't realize or didn't want to see was that

00:25:16.289 --> 00:25:18.910
Billy had turned that farm into a massively profitable

00:25:18.910 --> 00:25:22.069
enterprise. He was a meticulous accountant and

00:25:22.069 --> 00:25:25.230
a great manager. With George gone, the Commodore

00:25:25.230 --> 00:25:28.009
had no choice but to pivot his legacy to Billy.

00:25:28.289 --> 00:25:30.990
He started bringing Billy into the inner circle.

00:25:31.269 --> 00:25:33.710
And speaking of pivots, this leads us to the

00:25:33.710 --> 00:25:36.750
most surprising business move of his entire life.

00:25:36.890 --> 00:25:39.329
The Great Pivot. I love that term for it. The

00:25:39.329 --> 00:25:42.930
year is 1864. Vanderbilt is 70 years old. Most

00:25:42.930 --> 00:25:44.990
men are dead or have been retired for decades.

00:25:45.450 --> 00:25:48.289
And Vanderbilt decides to sell his ships, all

00:25:48.289 --> 00:25:51.190
of them, his entire steamship empire. He's the

00:25:51.190 --> 00:25:53.309
undisputed king of steamships. Why would he sell?

00:25:53.430 --> 00:25:55.670
He saw the future again. And the future was rail.

00:25:55.849 --> 00:25:57.769
He realized that while ships were profitable,

00:25:57.950 --> 00:26:00.049
the railroads were the essential arteries of

00:26:00.049 --> 00:26:02.150
the coming industrial economy. They could run

00:26:02.150 --> 00:26:04.390
year round. They were faster. They could go places

00:26:04.390 --> 00:26:07.329
ships couldn't. So he started buying railroads.

00:26:07.490 --> 00:26:10.799
At 70 years old. That's like a tech billionaire

00:26:10.799 --> 00:26:14.299
today deciding at age 70 to switch from software

00:26:14.299 --> 00:26:17.599
to, I don't know, asteroid mining. It's a completely

00:26:17.599 --> 00:26:19.839
different industry with different rules. It was

00:26:19.839 --> 00:26:22.500
a massive, massive risk. And he started with

00:26:22.500 --> 00:26:25.160
a railroad that Wall Street considered absolute

00:26:25.160 --> 00:26:29.279
garbage. The New York and Harlem Railroad. Why

00:26:29.279 --> 00:26:31.680
was it considered garbage? It didn't go anywhere

00:26:31.680 --> 00:26:34.420
important, really. It didn't connect to a major

00:26:34.420 --> 00:26:37.180
city like Chicago or Albany. It just went north

00:26:37.180 --> 00:26:39.519
from Manhattan into the countryside. It was seen

00:26:39.519 --> 00:26:42.619
as a little commuter line for farmers. Worthless.

00:26:42.740 --> 00:26:45.180
But Vanderbilt saw something nobody else valued

00:26:45.180 --> 00:26:47.900
enough. He saw one thing. The Charter. What was

00:26:47.900 --> 00:26:49.880
so special about the Charter? It was the only

00:26:49.880 --> 00:26:52.759
steam railroad that had the legal right to enter

00:26:52.759 --> 00:26:55.400
the center of Manhattan. Its tracks ran down

00:26:55.400 --> 00:26:57.880
4th Avenue, which is now Park Avenue, all the

00:26:57.880 --> 00:27:00.420
way to 42nd Street and even further south at

00:27:00.420 --> 00:27:02.960
the time. Location, location, location. Precisely.

00:27:03.400 --> 00:27:06.240
As the city grew and became more dense, the government

00:27:06.240 --> 00:27:09.279
banned noisy, dirty steam locomotives in the

00:27:09.279 --> 00:27:11.599
lower parts of the city. But the Harlem line

00:27:11.599 --> 00:27:14.480
had this grandfathered in right of way. It was

00:27:14.480 --> 00:27:16.559
the only driveway into the biggest house on the

00:27:16.559 --> 00:27:18.640
block. So if any other railroad wanted to get

00:27:18.640 --> 00:27:20.740
their passengers or freight into the heart of

00:27:20.740 --> 00:27:22.839
the city, they had to connect to his tracks and

00:27:22.839 --> 00:27:25.400
pay him for the privilege. He leveraged this

00:27:25.400 --> 00:27:28.259
position brilliantly. He forced a merger with

00:27:28.259 --> 00:27:31.079
the Hudson River Railroad. Then he went after

00:27:31.079 --> 00:27:33.410
the mighty New York Central. which ran all the

00:27:33.410 --> 00:27:36.369
way to Buffalo and the Great Lakes. By 1870,

00:27:36.470 --> 00:27:38.470
he merged them all into the New York Central

00:27:38.470 --> 00:27:41.069
and Hudson River Railroad. It was one of the

00:27:41.069 --> 00:27:44.349
first giant corporations in U .S. history. A

00:27:44.349 --> 00:27:46.369
behemoth. But it wasn't all smooth sailing on

00:27:46.369 --> 00:27:48.470
the rails. We have to talk about the Erie War.

00:27:48.630 --> 00:27:50.990
This is a legendary story in the history of finance.

00:27:51.150 --> 00:27:53.490
Oh, the Erie War is fantastic. It's a clash of

00:27:53.490 --> 00:27:55.950
titans. It was Vanderbilt versus three of the

00:27:55.950 --> 00:27:58.630
most notorious speculators of the era, Daniel

00:27:58.630 --> 00:28:01.069
Drew, Jay Gould, and James Fisk. And what was

00:28:01.069 --> 00:28:03.609
the conflict over? Vanderbilt wanted to control

00:28:03.609 --> 00:28:06.089
the Erie Railway to complete his monopoly on

00:28:06.089 --> 00:28:09.230
all rail traffic into New York City. So he started

00:28:09.230 --> 00:28:12.109
doing what he did best, buying up all the stock

00:28:12.109 --> 00:28:14.890
to corner the market. Can you explain a corner

00:28:14.890 --> 00:28:18.069
for those of us who aren't day trading 19th century

00:28:18.069 --> 00:28:20.849
stocks? A corner is when you buy up so many of

00:28:20.849 --> 00:28:23.130
the available shares of a company that anyone

00:28:23.130 --> 00:28:26.039
who has shorted the stock that is. bet that its

00:28:26.039 --> 00:28:28.440
price would go down, is forced to buy the shares

00:28:28.440 --> 00:28:30.940
back from you at whatever exorbitant price you

00:28:30.940 --> 00:28:33.619
decide to set. Vanderbilt was trying to buy everything.

00:28:34.059 --> 00:28:36.420
So his plan was just to buy the majority of shares.

00:28:37.119 --> 00:28:39.579
Seems simple enough. It should have been. But

00:28:39.579 --> 00:28:41.859
Gold and Fisk were on the board of the Erie,

00:28:41.900 --> 00:28:44.869
and they played dirty. unbelievably dirty. They

00:28:44.869 --> 00:28:47.490
utilized a loophole in the corporate bylaws and

00:28:47.490 --> 00:28:49.890
they literally set up a printing press in the

00:28:49.890 --> 00:28:52.890
basement of the Erie railway offices. A printing

00:28:52.890 --> 00:28:55.369
press? Why? To print new stock certificates.

00:28:55.769 --> 00:28:59.049
Thousands and thousands of them. As fast as Vanderbilt

00:28:59.049 --> 00:29:01.329
was buying shares on Wall Street, Gould and Fisk

00:29:01.329 --> 00:29:04.109
were printing new unauthorized shares and secretly

00:29:04.109 --> 00:29:06.150
dumping them into the market for Vanderbilt's

00:29:06.150 --> 00:29:08.529
brokers to buy. This is what's called watering

00:29:08.529 --> 00:29:11.960
the stock. Exactly. The term comes from the old

00:29:11.960 --> 00:29:14.539
ranchers trick of forcing cows to drink tons

00:29:14.539 --> 00:29:17.099
of water right before weighing them for sale.

00:29:17.220 --> 00:29:20.240
So they seemed heavier and more valuable. Gould

00:29:20.240 --> 00:29:23.440
was diluting the value of the company. Vanderbilt

00:29:23.440 --> 00:29:25.759
was pouring millions of dollars into buying what

00:29:25.759 --> 00:29:27.940
he thought was a limited supply of stock. But

00:29:27.940 --> 00:29:30.240
the supply was effectively infinite. So he's

00:29:30.240 --> 00:29:32.619
pouring millions into a bucket with a giant hole

00:29:32.619 --> 00:29:34.880
in the bottom. A hole that's getting bigger every

00:29:34.880 --> 00:29:37.039
minute. He eventually realized what was happening.

00:29:37.119 --> 00:29:39.220
He supposedly said if this printing. press keeps

00:29:39.220 --> 00:29:42.539
going i'll be broke he finally stopped buying

00:29:42.539 --> 00:29:45.279
but he had lost a fortune millions and millions

00:29:45.279 --> 00:29:47.519
of dollars that sounds completely illegal it

00:29:47.519 --> 00:29:50.480
was murky it was definitely unethical vanderbilt

00:29:50.480 --> 00:29:54.279
sued of course but jay gold wasn't done he took

00:29:54.279 --> 00:29:58.460
a suitcase filled with 500 000 in cash An insane

00:29:58.460 --> 00:30:01.559
amount of money up to Albany. He bribed the key

00:30:01.559 --> 00:30:03.619
members of the New York state legislature to

00:30:03.619 --> 00:30:06.319
pass a law that retrospectively legalized the

00:30:06.319 --> 00:30:08.940
stock they had illegally issued. Wow. He didn't

00:30:08.940 --> 00:30:11.019
just break the law. He bought a new one. He did.

00:30:11.180 --> 00:30:13.599
It was the robber baron era in its most naked

00:30:13.599 --> 00:30:16.519
form. Vanderbilt eventually recovered some of

00:30:16.519 --> 00:30:19.140
his money through settlements, but he never conquered

00:30:19.140 --> 00:30:22.339
the Uri. It was the one time he really got outmaneuvered

00:30:22.339 --> 00:30:24.640
by rogues who were even more ruthless than he

00:30:24.640 --> 00:30:26.960
was. But he still had his New York central empire.

00:30:27.369 --> 00:30:30.069
And he left a huge physical mark on the city

00:30:30.069 --> 00:30:34.009
from that. A massive mark. In 1871, he opened

00:30:34.009 --> 00:30:37.130
the Grand Central Depot on 42nd Street. It was

00:30:37.130 --> 00:30:39.230
the predecessor to the Grand Central Terminal

00:30:39.230 --> 00:30:41.990
we know today. But here is the key infrastructure

00:30:41.990 --> 00:30:44.730
move. To make it all work, he decided to sink

00:30:44.730 --> 00:30:47.769
the tracks on 4th Avenue. Sink them. As in, put

00:30:47.769 --> 00:30:50.170
them underground? Yes. He put them in a massive

00:30:50.170 --> 00:30:52.089
trench and then covered them up, creating the

00:30:52.089 --> 00:30:54.589
Park Avenue Tunnel. If you've ever been to New

00:30:54.589 --> 00:30:57.269
York, the reason Park Avenue is so wide and grand

00:30:57.269 --> 00:31:00.029
and valuable today is because Cornelius Vanderbilt

00:31:00.029 --> 00:31:03.450
buried the noisy, smoky trains underground. He

00:31:03.450 --> 00:31:06.410
literally created the geography of modern midtown

00:31:06.410 --> 00:31:09.289
Manhattan. It's incredible how one person's business

00:31:09.289 --> 00:31:12.730
decision can shape a city for 150 years. So let's

00:31:12.730 --> 00:31:14.529
look at the man himself in these later years.

00:31:14.650 --> 00:31:17.670
He's unbelievably rich. Does he live like a king?

00:31:17.990 --> 00:31:20.690
You know, it's surprising, but no. He lived at

00:31:20.690 --> 00:31:23.170
10 Washington Place in Greenwich Village. It

00:31:23.170 --> 00:31:26.130
was a large, nice townhouse, but it was modest

00:31:26.130 --> 00:31:28.750
compared to the insane palaces his grandchildren

00:31:28.750 --> 00:31:30.950
would build a few years later. He wasn't into

00:31:30.950 --> 00:31:33.509
high society. Not at all. He didn't go to the

00:31:33.509 --> 00:31:35.950
opera. He didn't collect fine art. He thought

00:31:35.950 --> 00:31:37.990
it was all a waste of time. He cared about his

00:31:37.990 --> 00:31:40.569
business and he cared about racehorses. Horses.

00:31:40.569 --> 00:31:43.190
He loved strutting horses. That was his passion.

00:31:43.630 --> 00:31:46.130
In his late 70s, he would take his carriage out

00:31:46.130 --> 00:31:48.490
to Harlem Lane, which is now St. Nicholas Avenue,

00:31:48.690 --> 00:31:51.509
and he would race against other drivers. This

00:31:51.509 --> 00:31:54.650
old man, this billionaire, tearing down the road,

00:31:54.730 --> 00:31:57.190
whipping his horses, challenging anyone to a

00:31:57.190 --> 00:31:59.609
drag race. That is a great image. The billionaire

00:31:59.609 --> 00:32:01.980
drag racer. And he had a... new wife by this

00:32:01.980 --> 00:32:04.380
point, didn't he? Yes. His first wife, Sophia,

00:32:04.680 --> 00:32:08.940
died in 1868 after a long illness. The Commodore

00:32:08.940 --> 00:32:12.420
was heartbroken for a bit, but in 1869, he married

00:32:12.420 --> 00:32:14.880
Frank Armstrong Crawford. Frank was a woman's

00:32:14.880 --> 00:32:17.339
name. It was in this case. She was a much younger

00:32:17.339 --> 00:32:19.980
cousin from Alabama. She was in her 30s while

00:32:19.980 --> 00:32:22.160
he was in his late 70s. And the sources say she

00:32:22.160 --> 00:32:23.940
had a pretty big influence on him in his final

00:32:23.940 --> 00:32:26.720
years. A huge influence. She was very religious

00:32:26.720 --> 00:32:28.839
and socially conscious. She really worked to

00:32:28.839 --> 00:32:31.859
soften his rough edges. And she, along with a

00:32:31.859 --> 00:32:34.349
connection to... a Methodist bishop named Holland

00:32:34.349 --> 00:32:37.369
McTier convinced Vanderbilt to make the only

00:32:37.369 --> 00:32:40.529
major philanthropic gift of his entire life.

00:32:40.670 --> 00:32:42.490
This would be Vanderbilt University. Correct.

00:32:42.650 --> 00:32:46.670
He gave an initial gift of $1 million to found

00:32:46.670 --> 00:32:49.779
a university in Nashville, Tennessee. The idea

00:32:49.779 --> 00:32:51.779
was that it would help heal the sectional wounds

00:32:51.779 --> 00:32:55.059
of the Civil War. A northern tycoon funding a

00:32:55.059 --> 00:32:57.400
major southern university. It was meant as a

00:32:57.400 --> 00:32:59.900
gesture of reconciliation. That's a nice part

00:32:59.900 --> 00:33:01.960
of his legacy. But we have to talk about the

00:33:01.960 --> 00:33:04.650
family drama. Because when you have 13 kids and

00:33:04.650 --> 00:33:07.730
$100 million, things get complicated. We mentioned

00:33:07.730 --> 00:33:09.829
Billy, who he finally came to see as capable.

00:33:10.109 --> 00:33:12.210
What about the others? Well, there was his other

00:33:12.210 --> 00:33:14.569
surviving son, Cornelius Jeremiah Vanderbilt.

00:33:14.609 --> 00:33:17.029
The Commodore considered him a complete wastrel.

00:33:17.089 --> 00:33:19.890
A wastrel? Another great 19th century insult?

00:33:20.089 --> 00:33:22.630
What was his issue? Cornelius Jeremiah was a

00:33:22.630 --> 00:33:25.589
compulsive gambler. He was also epileptic, which

00:33:25.589 --> 00:33:27.990
in those days carried a terrible stigma. He was

00:33:27.990 --> 00:33:30.150
constantly borrowing money, using the famous

00:33:30.150 --> 00:33:32.670
family name to run up huge debts all over town.

00:33:33.009 --> 00:33:35.789
He would write bad checks. The Commodore had

00:33:35.789 --> 00:33:38.029
a very difficult, cold relationship with him.

00:33:38.250 --> 00:33:40.529
He basically kept him on a tiny allowance just

00:33:40.529 --> 00:33:42.450
to keep him out of jail and stop him from embarrassing

00:33:42.450 --> 00:33:45.130
the family. And his nine daughters. He provided

00:33:45.130 --> 00:33:47.359
for them. He bought them all nice houses. But

00:33:47.359 --> 00:33:49.660
he was very much a man of his time. He did not

00:33:49.660 --> 00:33:51.859
view women as potential managers of his empire.

00:33:52.200 --> 00:33:54.839
He had this core belief that the fortune had

00:33:54.839 --> 00:33:57.759
to be kept intact in one piece to remain powerful.

00:33:57.880 --> 00:33:59.799
It couldn't be split up. And this becomes the

00:33:59.799 --> 00:34:02.700
crux of the final battle of his life. The will.

00:34:02.799 --> 00:34:05.279
The biggest battle of all. Okay. Take us to the

00:34:05.279 --> 00:34:09.139
end. It's January 4th, 1877. The Commodore dies.

00:34:09.659 --> 00:34:12.480
He dies at age 82, basically of exhaustion and

00:34:12.480 --> 00:34:15.000
chronic disorders he'd had for years. The estate

00:34:15.000 --> 00:34:18.119
is valued at $105 million. The entire country,

00:34:18.199 --> 00:34:20.619
the newspapers, they're all waiting breathlessly

00:34:20.619 --> 00:34:22.760
to see where this unprecedented fortune goes.

00:34:23.059 --> 00:34:24.880
And when the will is read, it's a bombshell.

00:34:25.019 --> 00:34:28.739
It's a shockwave. 95 % of the entire wealth went

00:34:28.739 --> 00:34:32.280
to one son, Billy, and by extension to Billy's

00:34:32.280 --> 00:34:35.920
four sons. 95%. Yeah. To one son out of all those

00:34:35.920 --> 00:34:38.880
children. Yes. The nine daughters received comparatively

00:34:38.880 --> 00:34:43.000
small amounts, around $250 ,000 to $500 ,000

00:34:43.000 --> 00:34:46.219
each, which was a lot of money in 1877. You could

00:34:46.219 --> 00:34:48.559
live like a king on that, but it was a pittance

00:34:48.559 --> 00:34:51.900
compared to the total. Cornelius Jeremiah, the

00:34:51.900 --> 00:34:54.360
wastrel, got the income from a small trust fund,

00:34:54.420 --> 00:34:57.039
but no capital. Billy got the keys to the entire

00:34:57.039 --> 00:34:59.300
kingdom. I can't imagine the siblings took this

00:34:59.300 --> 00:35:01.699
well. Not at all. They sued. And this trial was

00:35:01.699 --> 00:35:03.719
an absolute spectacle. It was the OJ Simpson

00:35:03.719 --> 00:35:06.400
trial of the 1870s front page news every single

00:35:06.400 --> 00:35:08.639
day. They sued on the grounds that the Commodore

00:35:08.639 --> 00:35:11.380
was of unsound mind when he wrote the will. And

00:35:11.380 --> 00:35:13.429
their main argument was. Interesting. It was

00:35:13.429 --> 00:35:15.329
wild. They argued he was under the influence

00:35:15.329 --> 00:35:17.409
of spiritualists. Spiritualists, you mean? Yeah.

00:35:17.630 --> 00:35:20.369
Mediums and ghosts. Yes. In his later years after

00:35:20.369 --> 00:35:22.889
Sophia died, Vanderbilt had become very interested

00:35:22.889 --> 00:35:25.829
in mediums and seances. It was a popular craze

00:35:25.829 --> 00:35:28.150
at the time. The lawsuit alleged that Billy had

00:35:28.150 --> 00:35:30.730
conspired with and bribed a spiritualist named

00:35:30.730 --> 00:35:33.829
Mr. Stoddard. What was the claim? The claim was

00:35:33.829 --> 00:35:36.610
that during a seance, a spirit claiming to be

00:35:36.610 --> 00:35:38.989
the Commodore's deceased wife, Sophia, appeared

00:35:38.989 --> 00:35:41.789
and told him that Billy was the only trustworthy

00:35:41.789 --> 00:35:44.610
one, the only son capable of handling the great

00:35:44.610 --> 00:35:47.110
fortune. So the argument was that Billy used

00:35:47.110 --> 00:35:49.989
a fake ghost to manipulate his senile father

00:35:49.989 --> 00:35:52.769
into giving him all the money. Exactly. The siblings'

00:35:52.869 --> 00:35:55.130
lawyers painted this picture of a senile man

00:35:55.130 --> 00:35:58.070
terrified of death, taking financial advice from

00:35:58.070 --> 00:36:00.550
ghosts that were being paid off by his son. That

00:36:00.550 --> 00:36:03.460
is just incredible. The ghost told me to leave

00:36:03.460 --> 00:36:06.159
all the money to Billy. Did the court buy it?

00:36:06.239 --> 00:36:08.880
It never got to a final verdict. The trial dragged

00:36:08.880 --> 00:36:11.880
on for over a year, and it was deeply humiliating

00:36:11.880 --> 00:36:14.099
for the family. It was airing all their dirty

00:36:14.099 --> 00:36:16.860
laundry in public, the Commodore's affairs, his

00:36:16.860 --> 00:36:19.619
volcanic temper, his eccentric health beliefs.

00:36:19.860 --> 00:36:22.190
And Billy just wanted it to end. Billy, being

00:36:22.190 --> 00:36:24.250
the pragmatist, knew this was destroying the

00:36:24.250 --> 00:36:26.449
family's reputation, so he settled out of court.

00:36:26.610 --> 00:36:29.050
He gave the siblings a bit more cash, an extra

00:36:29.050 --> 00:36:31.710
$200 ,000 here, a bigger trust fund there, to

00:36:31.710 --> 00:36:34.090
make them all go away. But he kept the bulk of

00:36:34.090 --> 00:36:36.510
the fortune. The empire remained intact, just

00:36:36.510 --> 00:36:39.309
as his father had wished. So in the end, Billy

00:36:39.309 --> 00:36:42.510
wins. The Commodore's gone. What is the final

00:36:42.510 --> 00:36:44.809
legacy here, when we step back and look at the

00:36:44.809 --> 00:36:48.170
whole picture? It is so complicated. On one hand,

00:36:48.230 --> 00:36:50.730
you have the pure robber baron narrative. He

00:36:50.730 --> 00:36:53.389
crushed his competitors without remorse. He manipulated

00:36:53.389 --> 00:36:56.250
markets. He operated with a ruthlessness that

00:36:56.250 --> 00:36:59.409
would be highly illegal today. He bought laws

00:36:59.409 --> 00:37:01.590
from legislatures when he needed them. But on

00:37:01.590 --> 00:37:04.650
the other hand, the captain of industry argument.

00:37:05.000 --> 00:37:06.920
He drove the cost of transportation down for

00:37:06.920 --> 00:37:09.159
everybody. He made travel and shipping cheaper

00:37:09.159 --> 00:37:12.440
and faster for millions of people. He consolidated

00:37:12.440 --> 00:37:15.840
a chaotic patchwork of inefficient small railroads

00:37:15.840 --> 00:37:18.800
into a unified, powerful system that really powered

00:37:18.800 --> 00:37:21.340
America's industrial growth after the Civil War.

00:37:21.599 --> 00:37:24.320
The historian T .J. Stiles, his best biographer,

00:37:24.500 --> 00:37:27.519
argues that he vastly improved and expanded the

00:37:27.519 --> 00:37:30.039
nation's transportation infrastructure. And that's

00:37:30.039 --> 00:37:32.099
undeniable. It's the classic tradeoff, isn't

00:37:32.099 --> 00:37:34.179
it? We got this incredible, efficient infrastructure.

00:37:34.320 --> 00:37:37.420
But we got it through monopoly, brute force and

00:37:37.420 --> 00:37:40.420
political manipulation. And we still see his

00:37:40.420 --> 00:37:43.440
physical legacy everywhere. There's the statue

00:37:43.440 --> 00:37:46.280
of him at Grand Central Terminal. He stands there

00:37:46.280 --> 00:37:48.599
looking down the length of Park Avenue, the very

00:37:48.599 --> 00:37:51.280
avenue he created. And of course, there's the

00:37:51.280 --> 00:37:53.579
Gilded Age mansions. Right. The money didn't

00:37:53.579 --> 00:37:55.739
stay in the business for long. Not all of it.

00:37:55.760 --> 00:37:58.619
His grandson, another George Washington Vanderbilt,

00:37:58.659 --> 00:38:01.199
built the Biltmore Estate in North Carolina.

00:38:01.360 --> 00:38:03.320
It's still the largest private home in the United

00:38:03.320 --> 00:38:06.159
States that was built with the Commodores Railroad

00:38:06.159 --> 00:38:08.639
money. And you have famous descendants like Gloria

00:38:08.639 --> 00:38:11.699
Vanderbilt and Anderson Cooper. Yes, though by

00:38:11.699 --> 00:38:14.119
Anderson Cooper's time, the vast fortune had

00:38:14.119 --> 00:38:17.480
mostly been dissipated or donated away. The famous

00:38:17.480 --> 00:38:20.139
Vanderbilt balls and the dozens of mansions,

00:38:20.139 --> 00:38:22.039
they ate through the Capitol pretty quickly.

00:38:22.199 --> 00:38:24.780
But the name still feels like American royalty.

00:38:25.199 --> 00:38:27.440
So here is the final provocative thought for

00:38:27.440 --> 00:38:29.639
you listening. We look back at Vanderbilt as

00:38:29.639 --> 00:38:31.900
this historical figure, almost like that statue

00:38:31.900 --> 00:38:34.119
in the train station. But think about the power

00:38:34.119 --> 00:38:36.760
he actually wielded. He was a private citizen

00:38:36.760 --> 00:38:39.460
who could effectively declare war on a country.

00:38:39.820 --> 00:38:42.739
who could hold the entire U .S. economy in the

00:38:42.739 --> 00:38:45.639
palm of his hand. In today's world of tech giants

00:38:45.639 --> 00:38:48.440
and global billionaires, are we seeing a return

00:38:48.440 --> 00:38:52.440
to the age of the Commodore? Do our modern tycoons

00:38:52.440 --> 00:38:55.320
have that same kind of geopolitical power? It

00:38:55.320 --> 00:38:57.840
is a question worth asking, I think. The technology

00:38:57.840 --> 00:39:00.739
changes. It goes from steam to silicon. But the

00:39:00.739 --> 00:39:03.360
fundamental dynamics of power, wealth, and influence,

00:39:03.579 --> 00:39:06.039
those might be timeless. Something to mull over

00:39:06.039 --> 00:39:07.679
next time you're walking through Grand Central.

00:39:07.820 --> 00:39:10.039
Look up at that statue and ask yourself, who

00:39:10.039 --> 00:39:11.860
is really running the show? Thanks for listening

00:39:11.860 --> 00:39:13.820
to The Deep Dive. We will catch you next time.
