WEBVTT

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Welcome to the deep dive. So I want you to imagine

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stepping onto a modern commercial airliner today.

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You turn left, you peek into the cockpit, and

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you see the pilot. Right. The person you are

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trusting with your life. Exactly. But it's not

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someone in a crisp uniform who spent I don't

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know, years running safety protocols in a highly

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controlled flight simulator. No, definitely not.

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Instead, it's a guy whose previous job was literally

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strapping himself to the outside of a biplane

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wing for carnival crowds. Just a literal daredevil.

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Yeah. And in the 1920s, that wasn't a safety

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violation. That was actually like the only way

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airlines knew their pilots were qualified to

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survive. It's kind of wild to think about. It

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really is. So today, we are exploring an era

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when the people building the corporate foundations

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of an industry were also literal, death -defying

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daredevils. It is a phenomenal contradiction,

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honestly. You have this brief chaotic period

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in history where the reckless adrenaline junkie

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and the stuffy corporate tycoon were often the

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exact same person. Right. And our mission for

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this deep dive is to unpack how one specific

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individual completely embodied that contradiction.

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We've got this really concise but fascinating

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Wikipedia article today, and we're exploring

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the life of Charles W. Holman. Better known to

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history as Speed Holman. Speed Holman, yes. We're

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going to see how he navigated the incredible

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and honestly often fatal transition between the

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Wild West era of barnstorming and the birth of

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modern commercial aviation. He really is the

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perfect lens for this because, you know, his

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life traces that exact trajectory from the carnival

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atmosphere of early flight right into the boardroom

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of a major airline. OK, let's unpack this because

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to understand the mindset here, we have to look

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at the world he was born into. Charles Willis

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Holman was born in Bloomington, Minnesota, right

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at the very end of the 19th century. December

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27, 1898. Right, and we have to set the historical

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stage for you here. Think about what the world

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looked like in 1898. It's a completely different

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reality. Exactly. The internal combustion engine

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is still this terrifying, loud, messy novelty.

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The Wright brothers haven't even flown at Kitty

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Hawk yet. No, that wouldn't happen until, what,

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1903. Right, 1903. So, Holman is born into a

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world where the very idea of human flight is

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still considered literal science fiction by most

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sensible people. He grows up exactly as the world

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is discovering the whole concept of mechanized

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speed. And he caught the bug incredibly early.

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Like, long before he ever took to the sky, he

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was chasing adrenaline on the ground. Oh, absolutely.

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By 1917... when he's just a teenager, he is already

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racing motorcycles at the Minnesota State Fair,

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and that's actually where he earned his first

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nickname, which was Slim. Slim, yeah, but apparently

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Slim wasn't quite punchy enough. No, not at all,

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because he later upgraded it to the much cooler

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moniker Speed. It's a great rebrand. And you

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know, racing motorcycles on dirt tracks in 1917

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was no joke. Can't even imagine. You had primitive

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suspension, crude brakes, and essentially an

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exploding engine strapped to a heavy bicycle

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frame. You had to be fearless. Right. But what's

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really crucial here is what happens the very

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next year, in 1918. The obsession shifts from

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two wheels on the dirt to the sky. He desperately

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wants to fly. But there's a massive barrier that

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almost every early aviator faced. He's totally

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broke. Yeah, completely. And flying was unimaginably

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expensive back then. It was. The machines were

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incredibly fragile, the high octane fuel was

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costly, and the knowledge of how to operate these

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aircraft was guarded by a very small, elite group

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of people. Right. It's not like today. Exactly.

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There were no commercial flight schools you could

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just, you know, take out a student loan for.

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So he gets creative. And what blows my mind is

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how he actually got his foot in the door. Since

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he couldn't pay for lessons, he literally bartered

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his sweat. Yeah. He went to a pilot named Walter

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Bullock and offered to wrench on the planes as

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a mechanic in exchange for stick time. Which

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is brilliant, honestly, because understanding

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the mechanics of an aircraft becomes the ultimate

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survival tool for him later on. Right. But free

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lessons still don't pay for your food or your

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rent. Exactly. So to earn actual cash, he doesn't

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just, like, get a normal side gig. He starts

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doing parachute jumps and wing walking. Just

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casually walking out onto the canvas wing of

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an airplane mid -flight to pay the bills. It's

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wild to think about that as a financial strategy.

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It's almost like a modern extreme sports unpaid

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intern doing death -defying stunts just to get

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course credit. That's a great way to put it.

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Right. You are personally funding your entry

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into a whole new industry using this completely

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reckless hustle because polite society thought

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you were out of your mind. What's fascinating

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here is the pure economic grit of these early

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aviators. We tend to look back at barnstormers

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and wing walkers and think of them purely as

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thrill seekers. Yeah, just adrenaline junkies

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showing off at county fairs. Exactly. But it

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was a very necessary economic hustle. You had

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to monetize your bravery. Wow. The only way you

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could afford to put fuel in the tank and master

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the incredibly complex mechanics of flight was

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to convince people on the ground to pay to watch

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you cheat death. It was a very blunt transaction.

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You know, you give me a few dollars, I'll show

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you something that might kill me. Precisely.

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And for Holman, that hustle worked. He gets his

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flight time. He masters the machines inside and

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out. And as the 1920s progress, we see a massive

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pivot in his career. Yeah, he transitions. He

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does. The barnstorming hustle evolves into laying

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the actual infrastructure for commercial aviation.

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Because he proves he has serious skill. Like

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by 1924, he takes second place in a competitive

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flying event called the Onto Dayton Race. A huge

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achievement. Right. And that competitive edge

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lands him one of the most grueling jobs you could

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possibly imagine in 1926. He becomes an airmail

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pilot. This is a critical stepping stone. He's

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flying the Cam 9 route alongside another famous

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aviation pioneer, Matty Laird. And the Cham 9

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route went from Minneapolis to Chicago. Let's

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really think about the mechanics of what that

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means for a second. It's brutal. Yeah, flying

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from Minneapolis to Chicago in 1926 means flying

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open cockpit biplanes through Midwestern winters.

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It is punishing work. We aren't talking about

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sitting in a heated cabin with autopilot. These

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pilots were completely exposed to the elements.

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They would cover their faces in thick grease

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just to prevent frostbite. Good grief. And the

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engines were incredibly temperamental in the

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cold blake. Oil would literally freeze in the

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lines, plus there was no radar. Right, so how

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did they even know where they were going? They

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navigated using what they called the iron compass,

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which meant flying dangerously low just to visually

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follow train tracks through snowstorms. Surviving

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that requires a level of physical and mental

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endurance that is just hard to even fathom today.

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Yeah. But that CM9 airmail route is the seed

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of something much bigger. Right. Because this

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is where the money men step in. Right. A man

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named William Bushnell Stout, along with several

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financiers, look at this airmail route and decide

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to reorganize it into a commercial passenger

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business. OK. They form Northwest Airlines and

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they hire Speed Holman as their very first pilot.

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He eventually becomes their first operations

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manager and then their chief pilot. OK, wait.

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I have to stop you there because this makes zero

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business sense to me. Well, if you're William

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Bushnell Stout. or one of these wealthy financiers

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in the 1920s, your biggest hurdle is convincing

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a highly skeptical public that flying is safe.

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Yeah. That they won't die if they buy a ticket.

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Right. Safety is the ultimate product. Exactly.

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So why on earth do you hire the guy whose resume

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highlights include wing walker and parachutist

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as your chief pilot? Doesn't that just screen

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danger to your potential customers? I mean, it

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sounds like a terrible PR move today. You wouldn't

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hire a Hollywood stunt driver to be the safety

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director of a public transit system. But you

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have to look at the reality of the labor pool

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in 1926. The broader context is that the only

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people on Earth with enough flight hours to actually

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run an airline were the daredevils. Because no

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one else had survived that much time in the air.

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Exactly. There were no corporate flight schools

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cranking out trained professionals. The machines

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were incredibly unpredictable. Engines failed

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constantly. So you need someone who won't panic.

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Precisely. The financiers knew that when things

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went catastrophically wrong in the air, they

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needed someone in the cockpit who had already

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navigated a hundred mid -air crises. Someone

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who used to fix engines while standing on the

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wing mid -flight. Wow. The daredevils were the

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only ones qualified to make aviation boring and

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safe for the rest of us. That makes perfect sense

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when you explain the sheer mechanics of survival

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back then. And Holman wasn't just an employee

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taking a paycheck either. What blows my mind

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is that he became a major investor in Northwest

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Airlines. He really bought in. Yeah, he actually

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bought $2 ,000 worth of stock in the company.

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Which is a massive amount of capital in the late

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1920s. It shows he wasn't just in it for the

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weekend thrills. He saw the structural business

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potential. He was literally financially invested

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in building the future of commercial aviation.

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But, and this is the wild duality of the man.

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Despite becoming a successful corporate executive

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and a major investor, he just couldn't leave

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his daredevil roots behind. No, he couldn't.

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It's like his professional corporate success

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merely funded bigger, faster, more insane physical

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thrills. He was living a complete double life.

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Executive by day, pushing the absolute limits

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of aerodynamics by the weekend. And the timeline

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of how he pushes those limits is just staggering.

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Once you realize he mastered survival in the

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open cockpit winters of the airmail rounds, it

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makes perfect sense why he felt comfortable pushing

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the absolute limits of g -force and speed in

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the late 20s. Right, he was already forged in

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the fire. Exactly. So in 1927, he wins the New

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York to Spokane cross -country air derby in a

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layered commercial biplane. That same year, he

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gets his first official pilot's license and the

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signature on that license. Orville Wright himself.

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That detail alone shows you how incredibly compressed

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this technological history is. It's crazy. The

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man who invented the airplane is physically signing

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the commercial license for the man who was building

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one of the first major passenger airlines. The

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dawn of flight and the dawn of the corporate

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airline industry overlap perfectly right there

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on that piece of paper. It's an amazing historical

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collision, but Holman doesn't stop. By 1928,

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cross -country endurance isn't enough. He decides

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to set a looping record over the St. Paul Airport.

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And this is a record of pure, punishing physical

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endurance as much as it is of piloting skill.

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Here's where it gets really interesting, because

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there's actually a funny historical discrepancy

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we uncovered in the source text for this. Oh

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yeah, the numbers. Right. On one hand, the Wikipedia

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article states he did 1 ,433 consecutive loops

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in five hours. But right next to that... A photo

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caption claims it was 1 ,093 loops in four hours

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and 27 minutes. A bit of historical fuzziness,

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which is, you know, common for early aviation

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records. Yeah, but honestly, either way you slice

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the math, the man spent roughly half a day doing

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nonstop somersaults in the sky. If it was the

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1 ,433 loops in five hours, that's nearly five

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loops every single minute. That is just nauseating

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to think about. Can you imagine the inner ear

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damage, the sheer centrifugal force draining

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the blood from your head over and over again?

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It's a relentless physical punishing of his own

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body. It is. And he escalated the danger even

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further the very next year. In 1929, while serving

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as a leading executive pilot for Northwest, he

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becomes the fourth person in the entire world

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to perform an outside loop. Wow. And the very

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first person to ever do it in a commercial aircraft.

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Okay, we need to explain the physics of an outside

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loop because it is terrifying. Normally, when

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you loop a plane, you pull the nose up and go

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over backwards. The positive g -forces push you

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safely down into your seat. Right, like a roller

00:11:56.129 --> 00:11:59.289
coaster. Exactly. But in an outside loop, you

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push the nose down and loop under. Which entirely

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reverses the aerodynamic stress on the airplane.

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Right. In 1929, an outside loop was considered

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an absolute death sentence for the airframe.

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The wings of commercial biplanes were braced

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with wires meant to handle air pressure pushing

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from the bottom up. So pushing down? Pushing

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the nose down into an outside loop reverses that

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stress, threatening to literally rip the wooden

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wings right off the q -slot. Not to mention,

00:12:25.659 --> 00:12:27.820
the negative G -forces are trying to violently

00:12:27.820 --> 00:12:30.340
eject the pilot out of the open cockpit. And

00:12:30.340 --> 00:12:32.960
he's held in by nothing but a primitive lap belt.

00:12:33.299 --> 00:12:35.899
It's just a lap belt, while rushing all the blood

00:12:35.899 --> 00:12:39.100
directly into his brain, what pilots call a red

00:12:39.100 --> 00:12:41.620
-out. Doing that in a passenger plane speaks

00:12:41.620 --> 00:12:44.620
to his absolute mastery of the machine. He knew

00:12:44.620 --> 00:12:46.539
exactly where the structural breaking point of

00:12:46.539 --> 00:12:48.860
the aircraft was, and he loved to dance right

00:12:48.860 --> 00:12:51.870
on that invisible line. He really did. Which

00:12:51.870 --> 00:12:55.090
leads us to what is perhaps his most famous racing

00:12:55.090 --> 00:12:58.909
moment, the 1930 Thompson Trophy. Oh, this story

00:12:58.909 --> 00:13:02.190
is incredible. So Maddie Laird, the guy Holman

00:13:02.190 --> 00:13:04.549
used to fly the grueling airmail routes with,

00:13:04.909 --> 00:13:06.710
was commissioned to build a racing plane for

00:13:06.710 --> 00:13:08.570
the Thompson Trophy race. It was called the Laird

00:13:08.570 --> 00:13:11.330
Solution. OK. And it was built for a pilot named

00:13:11.330 --> 00:13:14.549
Lee Schoenherr who flew for B .F. Goodrich. Right.

00:13:14.649 --> 00:13:17.210
A very prominent pilot with a major corporate

00:13:17.210 --> 00:13:20.129
sponsor. Yeah. But Schoenherr looks at the calendar.

00:13:20.399 --> 00:13:22.720
looks at the plane being built and backs out.

00:13:23.220 --> 00:13:25.320
He refuses to fly it because the aircraft hasn't

00:13:25.320 --> 00:13:28.000
been properly tested. He essentially thinks it's

00:13:28.000 --> 00:13:30.379
a death trap. Which, let's be clear, is a perfectly

00:13:30.379 --> 00:13:33.399
reasonable, logical, self -preserving corporate

00:13:33.399 --> 00:13:36.639
decision. A racing plane is built for pure speed.

00:13:36.779 --> 00:13:39.720
It's got stubby wings, a massive engine. It is

00:13:39.720 --> 00:13:43.159
inherently unstable. Exactly. But where a sensible

00:13:43.159 --> 00:13:46.940
pilot backs away, Speed Holman steps in. He enters

00:13:46.940 --> 00:13:50.600
this untested plane. And how exactly do you test

00:13:50.600 --> 00:13:53.899
an airplane in 1930? You don't put it in a wind

00:13:53.899 --> 00:13:55.860
tunnel. No, you physically take it up. Right.

00:13:56.259 --> 00:13:58.879
Holman flew this plane in the actual race only

00:13:58.879 --> 00:14:00.779
a few minutes after he flew it on its maiden

00:14:00.779 --> 00:14:02.970
flight. Think about the mechanics of what he's

00:14:02.970 --> 00:14:05.330
doing in those few minutes. He takes off, and

00:14:05.330 --> 00:14:07.730
he has to instantly feel the vibration in the

00:14:07.730 --> 00:14:10.429
stick. If the ailerons start fluttering, the

00:14:10.429 --> 00:14:12.750
wing is about to fail. He has to listen to the

00:14:12.750 --> 00:14:14.669
pitch of the engine, feel the rudder authority.

00:14:15.029 --> 00:14:18.450
He is processing all of this raw tactile engineering

00:14:18.450 --> 00:14:21.070
data at 200 miles an hour. He basically takes

00:14:21.070 --> 00:14:23.190
it around the block once to make sure the wings

00:14:23.190 --> 00:14:25.090
don't snap off, and then lines up against the

00:14:25.090 --> 00:14:27.919
best racers in the world. and he wins. It's unbelievable.

00:14:28.059 --> 00:14:30.340
He wins the Thompson Trophy at an average speed

00:14:30.340 --> 00:14:34.000
of nearly 202 miles per hour. That moment in

00:14:34.000 --> 00:14:36.700
1930 perfectly encapsulates his personality,

00:14:37.240 --> 00:14:39.360
jumping into an untested machine because the

00:14:39.360 --> 00:14:42.059
original pilot was too scared. It wasn't a blind

00:14:42.059 --> 00:14:44.299
death wish though, it was a calculated risk.

00:14:44.740 --> 00:14:47.500
He trusted his own mechanical knowledge, from

00:14:47.500 --> 00:14:50.440
his days bartering mechanic work for flight lessons,

00:14:50.940 --> 00:14:53.139
more than he feared the unknown variables of

00:14:53.139 --> 00:14:56.200
the new plane. But when you constantly escalate

00:14:56.200 --> 00:14:58.840
that level of risk, you know, when you make a

00:14:58.840 --> 00:15:01.519
habit of operating at the absolute edge of physics

00:15:01.519 --> 00:15:04.159
and structural engineering, there's a brutal

00:15:04.159 --> 00:15:07.299
math to it. There is. And sadly, the hosts of

00:15:07.299 --> 00:15:09.480
that math eventually come to collect. It brings

00:15:09.480 --> 00:15:11.919
us to the inevitable tragedy. The conclusion

00:15:11.919 --> 00:15:14.620
of Holman's story is solemn, but given everything

00:15:14.620 --> 00:15:16.820
we've just discussed about the aerodynamic limits

00:15:16.820 --> 00:15:20.559
he was pushing, perhaps not surprising. On May

00:15:20.559 --> 00:15:24.110
17, 1931, Charles Speed Holman died. He was only

00:15:24.110 --> 00:15:27.450
32 years old. 32. It's staggering to think about

00:15:27.450 --> 00:15:29.850
how much infrastructural history he crammed into

00:15:29.850 --> 00:15:32.110
barely three decades of life. The details of

00:15:32.110 --> 00:15:34.409
the crash are heartbreaking. He was at the opening

00:15:34.409 --> 00:15:36.990
of an airport in Omaha, Nebraska. He was doing

00:15:36.990 --> 00:15:38.970
what he always did, pushing the limits, entertaining

00:15:38.970 --> 00:15:41.289
the crowd. Yeah. He was flying his aircraft upside

00:15:41.289 --> 00:15:45.250
down and he crashed. Right in front of 20 ,000

00:15:45.250 --> 00:15:48.149
spectators. Just imagine being one of those 20

00:15:48.149 --> 00:15:51.330
,000 spectators. You show up to celebrate the

00:15:51.330 --> 00:15:54.149
miracle of flight. only to witness the brutal

00:15:54.149 --> 00:15:56.789
reality of its dangers. It must have been horrific.

00:15:56.970 --> 00:15:58.730
And we have to talk about the macro effect of

00:15:58.730 --> 00:16:01.549
that crash. When Holman crashes in front of 20

00:16:01.549 --> 00:16:04.090
,000 people, it isn't just a localized tragedy.

00:16:04.250 --> 00:16:07.409
Right. It is a massive industry -wide PR crisis.

00:16:07.649 --> 00:16:10.269
Exactly. Northwest Airlines and these other commercial

00:16:10.269 --> 00:16:12.330
companies are trying to sell the illusion of

00:16:12.330 --> 00:16:15.509
safety to the general public. Yeah. And their

00:16:15.509 --> 00:16:18.129
chief pilot, the guy supposed to represent ultimate

00:16:18.129 --> 00:16:21.500
control, just died a very public, very violent

00:16:21.500 --> 00:16:24.399
death. It shatters that illusion instantly. It

00:16:24.399 --> 00:16:27.200
was a deeply traumatic reminder that while aviation

00:16:27.200 --> 00:16:29.639
was rapidly becoming a standardized business,

00:16:30.259 --> 00:16:33.100
the sky was still an incredibly unforgiving environment

00:16:33.100 --> 00:16:35.799
that frankly did not care about corporate charters.

00:16:36.000 --> 00:16:38.500
The outpouring of grief was massive. His funeral

00:16:38.500 --> 00:16:40.279
was one of the largest ever held in St. Paul,

00:16:40.279 --> 00:16:43.639
Minnesota. The community lost a hero, but they

00:16:43.639 --> 00:16:46.000
made sure his legacy was permanently cemented

00:16:46.000 --> 00:16:48.399
in the region's infrastructure. His name is still

00:16:48.399 --> 00:16:50.720
woven all throughout Minnesota aviation today.

00:16:50.860 --> 00:16:53.720
Yeah, the list of honors from the source is extensive.

00:16:54.639 --> 00:16:57.159
The St. Paul downtown airport was named Holman

00:16:57.159 --> 00:17:00.259
Field in his honor. The Holman Field administration

00:17:00.259 --> 00:17:02.500
building is actually listed on the National Register

00:17:02.500 --> 00:17:05.319
of Historic Places. Oh, wow. There is a Holman

00:17:05.319 --> 00:17:07.980
Street in St. Paul. There is even a restaurant

00:17:07.980 --> 00:17:10.119
located right at the airport called Holman's

00:17:10.119 --> 00:17:12.779
Table. And of course, he was inducted into the

00:17:12.779 --> 00:17:15.059
Minnesota Aviation Hall of Fame. They made sure

00:17:15.059 --> 00:17:17.779
his name would outlast his incredibly short life.

00:17:18.339 --> 00:17:20.859
If we connect this to the bigger picture, it's

00:17:20.859 --> 00:17:23.759
about... what those 32 years actually represented.

00:17:24.180 --> 00:17:27.200
Right. He lived fast enough to see aviation transition

00:17:27.200 --> 00:17:30.480
from a dangerous novelty to a foundational global

00:17:30.480 --> 00:17:33.420
industry. From Orville Wright physically signing

00:17:33.420 --> 00:17:35.960
a sporting license to navigating the freezing

00:17:35.960 --> 00:17:38.119
airmail routes to the establishment of Northwest

00:17:38.119 --> 00:17:40.599
Airlines. He saw it all. He was the vital bridge.

00:17:40.900 --> 00:17:43.519
And he literally sacrificed his life to push

00:17:43.519 --> 00:17:45.420
those engineering limits forward so that the

00:17:45.420 --> 00:17:47.240
rest of us could eventually buy a ticket and

00:17:47.240 --> 00:17:49.460
safely complain about the leg room. So what does

00:17:49.460 --> 00:17:51.940
this all mean? When we distill this deep dive

00:17:51.940 --> 00:17:54.559
down, the real takeaway for you listening is

00:17:54.559 --> 00:17:58.039
about recognizing the incredible duality of a

00:17:58.039 --> 00:18:01.180
figure like Speed Holman. He wasn't just a reckless

00:18:01.180 --> 00:18:03.799
adrenaline junkie chasing the next high, and

00:18:03.799 --> 00:18:06.359
he wasn't just a stuffy corporate pioneer crunching

00:18:06.359 --> 00:18:09.539
numbers in a hanger. He was both. Exactly both.

00:18:09.759 --> 00:18:12.140
His story reminds us that sometimes profound

00:18:12.140 --> 00:18:14.700
technological progress requires individuals who

00:18:14.700 --> 00:18:17.539
are willing to operate at the absolute dangerous

00:18:17.539 --> 00:18:21.009
edge of safety. The comfortable board rooms and

00:18:21.009 --> 00:18:23.990
the strict safety regulations only arrive after

00:18:23.990 --> 00:18:26.369
people like Holman have mapped out where the

00:18:26.369 --> 00:18:28.890
fatal edges actually are. This raises an important

00:18:28.890 --> 00:18:30.309
question though and it's something I think we

00:18:30.309 --> 00:18:32.769
should all reflect on. We look back at early

00:18:32.769 --> 00:18:35.509
aviation and we can clearly see that it required

00:18:35.509 --> 00:18:37.829
these daredevils to build the foundation of a

00:18:37.829 --> 00:18:40.799
safe industry. But look at the emerging industries

00:18:40.799 --> 00:18:43.900
of today. It makes you wonder if the pioneers

00:18:43.900 --> 00:18:46.460
of today's tech industries like commercial space

00:18:46.460 --> 00:18:49.259
play or artificial intelligence or biotechnology.

00:18:49.799 --> 00:18:53.299
were forced to physically ride inside the machines

00:18:53.299 --> 00:18:55.319
they are building, the way Speed Holman did,

00:18:55.839 --> 00:18:58.140
would they push the limits just as fast? Oh,

00:18:58.140 --> 00:19:00.279
that's a great point. Would the whole move fast

00:19:00.279 --> 00:19:03.140
and break things ethos look completely different

00:19:03.140 --> 00:19:05.700
if it was their own lives on the line? Are we

00:19:05.700 --> 00:19:08.039
prepared for the crashes that inevitably happen

00:19:08.039 --> 00:19:11.079
before those industries become safe? That is

00:19:11.079 --> 00:19:13.980
exactly the right question to leave on. The frontier

00:19:13.980 --> 00:19:16.539
always demands a price and it changes everything

00:19:16.539 --> 00:19:18.700
when you're the one paying it. I want to thank

00:19:18.700 --> 00:19:20.819
you so much for joining us on this deep dive

00:19:20.819 --> 00:19:23.200
today. Keep questioning the world around you,

00:19:23.299 --> 00:19:25.759
stay curious, and keep seeking out these incredible

00:19:25.759 --> 00:19:28.460
complex stories that are hiding right in plain

00:19:28.460 --> 00:19:28.759
sight.
