WEBVTT

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How does a kid born into a literal black market

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adoption ring grow up to become a global pop

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culture phenomenon? Right. A guy who claims 21

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world championships, directly influences modern

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hip hop, and is... wildly enough, still stepping

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into wrestling rings into his mid -70s. It's

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almost unbelievable. Welcome to today's Deep

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Dive, everyone. We are unpacking a massive 50

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-year saga today, and we're using an incredibly

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extensive Wikipedia source file to do it. And

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our mission here is really to look at the life,

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the myth, and honestly, the sheer chaotic reality

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of professional wrestling's most flamboyant and

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controversial icon, Ric Flair. It is a staggering

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document to synthesize for you because we are

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looking at much more than just a timeline of

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wrestling matches here. Oh, absolutely. This

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is a study of a man who essentially became his

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own creation. We're going to connect the dots

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between the absolute glitz of the wrestling ring,

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you know, the robes, the catchphrases, the historic

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championships. And the deeply complex psychological

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reality of a performer who quite literally could

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not figure out how to let go of his persona once

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the cameras actually stopped rolling. Which is

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a heavy theme we'll see throughout his entire

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life. Okay, let's unpack this by starting right

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at the very surprising beginning. Because long

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before he ever stepped foot in a ring, his origin

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story reads like something out of a true crime

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documentary. It really does. He was born in 1949

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in Memphis, Tennessee. But his birth name wasn't

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Ric Flair. It wasn't even Richard Fleer. Right.

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According to the source, his birth name is actually

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recorded variously as Fred Phillips or Fred DiMari

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or even Fred Stewart. The records are just a

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mess. He was born to a woman named Olive, but

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he was placed into the Tennessee Children's Home

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Society. And if you know your mid -century history,

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that organization was actually the front for

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Georgia Tann's infamous infant trafficking scandal.

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Exactly. It was a black market baby ring, which

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is an incredibly heavy start to anyone's narrative.

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It is. But he was adopted out of that corrupt

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system by Kathleen and Richard Fleer. Richard

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was a doctor. He was completing a residency in

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Detroit at the time. And the family eventually

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settled up in Minnesota. And what stands out

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in the source material about his youth is that

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the rebellious boundary pushing streak, the one

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that would define his entire career. was present

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almost immediately oh yeah he admits in his own

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memoir that he had severe undiagnosed adhd tendencies

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growing up he was already partying drinking alcohol

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and having sex by the age of 14. which led his

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parents to eventually send him away to wayland

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academy in wisconsin just to try and instill

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some sort of discipline and he actually lettered

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in football track and wrestling while he was

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there after a brief Pretty chaotic stint at the

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University of Minnesota, he found himself at

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a wrestling camp. A camp held in a literal barn,

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right? Yes, literally in a barn. This was run

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by the legendary promoter and wrestler Vern Gagne

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in the winter of 1971. He survives this grueling

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camp, and by December 1972, he debuts in the

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AWA. But the actual turning point for him, the

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single moment that forged the Ric Flair the world

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knows today, happened a few years later. On October

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4th, 1975. The plane crash in Wilmington, North

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Carolina. Exactly. A 26 -year -old Flair was

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a passenger on a twin -engine plane that simply

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ran out of fuel and went down. It was horrific.

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The crash killed the pilot and paralyzed fellow

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wrestler Johnny Valentine. And Flair himself

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broke his back in three different places. The

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doctors looked at him and delivered the absolute

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worst possible news for a young athlete. They

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told him he would never wrestle again. But obviously

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he didn't listen. What's fascinating here is

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how that specific... devastating physical trauma

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completely altered the trajectory of professional

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wrestling history. How so? Well, before the crash,

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Flair was a brawler. He tipped the scales at

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nearly 300 pounds and relied on a very power

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-based heavy -hitting style. Right. He was just

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a big bruiser. But with a back broken in three

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places, lifting opponents and relying on brute

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force was just no longer mechanically possible.

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So rather than retire at 26, he completely reinvented

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his in -ring technique. He had to, physically.

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Yeah. He shed a massive amount of weight. He

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shifted away from power and focused intensely

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on grappling, on endurance, targeted limb work,

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and ring psychology. That physical limitation

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is essentially what birthed the cunning nature

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boy persona. Exactly. He couldn't overpower his

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opponents anymore, so his character had to outsmart

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them, outlast them, and more often than not,

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blatantly cheat to win. Here's where it gets

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really interesting, because that pivot from a

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generic brawler to a strategic tactician didn't

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just save his career. It skyrocketed him to a

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level of fame that is genuinely hard to comprehend

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today. It really is. I mean, he miraculously

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recovered from that broken back in just three

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months. And over the next two decades, he just

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went on an absolute tear across the globe. The

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championship dominance that followed is historic,

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though there is a longstanding debate over just

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how many world championships he actually won.

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Right. The numbers. get fuzzy. WWE officially

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recognizes 16 reigns spread across the NWA, WCW,

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and WWF. However, during the territory days of

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the 1970s and 80s, titles often changed hands

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-off television. Yeah, or in unrecorded matches

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just to pop the local crowds, only to be switched

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back days later. Because of that, Flair himself

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claims 21 world championships. And given the

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sheer volume of 60 -minute time limit draws he

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wrestled night after night across the country,

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21 is the number most widely accepted by his

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peers in the industry. Just to put his global

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draw into perspective for you, in April 1995,

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Flair wrestled the Japanese icon Antonio Inoki

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at an event called Collision in Korea. Which

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took place in Pyongyang, North Korea. And the

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attendance for that single match was a staggering...

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190 ,000 spectators. That is massive. To this

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day, it remains the largest crowd in professional

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wrestling history. But back in the United States,

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his dominance and his cultural footprint were

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really cemented a decade earlier. In 1985, with

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the formation of a very specific group. The Four

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Horsemen. Yes. This was a faction consisting

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of Ric Flair, Arne Anderson, Ole Anderson, Tully

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Blanchard, and their manager, J .J. Dillon. They

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were the absolute pinnacle of 1980s wrestling

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villains. They wore these custom -tailored suits.

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They flaunted. excessive wealth, and they brutally

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dismantled fan favorites. They famously cornered

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Dusty Rhodes, who was the ultimate working class

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hero in a parking lot, and broke his leg with

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a baseball bat. If we connect this to the bigger

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picture, the Four Horsemen fundamentally revolutionized

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how wrestling factions operate, both structurally

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and psychologically. Because before them, villain

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alliances were usually temporary, right? Right,

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or just loosely affiliated. But the Horsemen

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were presented as a cohesive, corporate -style

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unit. They used strength in numbers to completely

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monopolize a wrestling promotion's championships.

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At their peak, they held the world title, the

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tag team titles, and the television titles simultaneously.

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And they weaponized the greed and the excess

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of 1980s capitalism to generate intense anger

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from working -class audiences. They essentially

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created the blueprint for the villainous wrestling

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stable, which is a template every major wrestling

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promotion still relies on today. And as the leader

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of that group, Flair's personal aesthetic became

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undeniably ingrained in the broader pop culture.

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Let's just look at the sensory overload of this

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character. It was a lot. First, you have this

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signature woo shout, which he actually adapted

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after hearing Jerry Lee Lewis sing Great Balls

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of Fire. Then you have the entrance. He would

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walk down the aisle in these extravagant fur

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-lined sequined robes that cost tens of thousands

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of dollars. All while the booming classical music

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of Richard Strauss's also sprake Zarathustra

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played over the arena speakers, which most people

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know is the theme from 2001, a space odyssey.

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He paired that visual excess with legendary microphone

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skills. He constantly referred to himself as

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the limousine riding, jet flying, kiss stealing,

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wheel and dealing son of a gun. He was selling

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a lifestyle just as much as he was selling a

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wrestling match. He really was. And I want to

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ask you, the listener, what stands out to you

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about how this 1980s wrestling gimmick somehow

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transcended the sport entirely because it heavily

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influenced modern hip -hop in a way you wouldn't

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expect. The cultural footprint is massive. Rapper

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Pusha T famously paid homage to him in the song

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Sweet Serenade, utilizing that signature. Killer

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Mike released a track simply titled Ric Flair.

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And we absolutely cannot forget the massive multi

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-platinum hit song Rick Flair Drip by Offset

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and Metro Boomin, which actually featured Flair

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himself wearing his jewelry and robes in the

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music video. For an entire generation of musicians,

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the character of Rick Flair became shorthand

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for ultimate unapologetic swagger. But that level

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of swagger, when it's lived 365 days a year,

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casts a very long shadow. It does. The source

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material documents how the line between Richard

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Flair, the man, and Ric Flair, the character,

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began to dissolve entirely. And as we transition

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into his life outside the ring, we see a timeline

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marked by intense backstage conflicts, legal

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troubles, and a serially chaotic personal life.

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Now, before we dive into the controversies and

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his political involvement, we need to make something

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very clear. Yes, absolutely. As we always do

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when discussing heavily charged or political

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topics, we are maintaining strict, absolute impartiality

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here. We are just reporting what is in the source

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material without endorsing any views or taking

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any sides. We're simply laying out the facts

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of his life. Perfectly said. So looking strictly

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at the factual timeline provided in the source,

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Flair frequently flirted with the political arena.

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In 2000, he seriously explored a run for governor

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of North Carolina. But that run was allegedly

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derailed after a candid conversation with former

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wrestler and governor of Minnesota, Jesse Ventura.

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This is a wild detail. Flair admitted to Ventura

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that he had accumulated 143 speeding tickets

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in his lifetime. And Ventura strongly advised

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him that the media scrutiny over that would be

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insurmountable. So he backed out. He did continue

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to dip his toes into political endorsements later

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on, though, publicly supporting Republican candidates

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like Mike Huckabee in 2008 and Ted Cruz in 2016.

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And in a bizarre turn that same year, he teased

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a presidential run alongside rapper Waka Flocka

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Flame, though he never actually filed the official

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paperwork. It was the strange mix of genuine

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political ambition and character -driven publicity

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stunts. But the publicity wasn't always played

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for laughs. No, not at all. In 2002, he was involved

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in an incident widely known in wrestling history

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as the Plane Ride from Hell. During a WWE chartered

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flight, Flair was accused of wearing only his

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signature wrestling robe while naked underneath

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and allegedly forcing two female flight attendants

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to touch him. The flight attendants subsequently

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sued the WWE over the incident. The source notes

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that the case was ultimately settled out of court.

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And Flair has vehemently denied the allegations.

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He released a formal statement completely refuting

00:11:05.649 --> 00:11:08.429
them. However, the legacy of that flight caught

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up with him nearly two decades later. Right,

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in 2021. When the Canadian documentary series

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Dark Side of the Ring aired an episode covering

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the flight, the corporate fallout was immediate.

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The insurance company, Carshield, temporarily

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paused a major advertising campaign that featured

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him. And WWE temporarily removed his iconic,

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whoa, from their television introductory signature.

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So the consequences were very real, and his backstage

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feuds during his career were often just as intense

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as his legal troubles. Definitely. WWE Hall of

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Famer Teddy Long alleged that Flair directed

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racist language at him during the 1980s. Long

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claimed Flair walked up to him and used a racial

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slur while aggressively asking if he liked working

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there. According to Long, Flair never apologized

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for the incident. Moving into the 1990s, he clashed

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heavily with other major stars over the philosophical

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direction of the business. He had a bitter, long

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-running feud with Bret Hart. They traded serious

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insults in interviews and autobiographies over

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wrestling styles and drawing power. Hart criticized

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WCW as a minor leaguer and questioned Flair's

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psychology. While Flair countered by criticizing

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Hart's ability to consistently draw large crowds

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in the United States compared to his own record,

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he also clashed with Mick Foley. Foley criticized

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Flair's time acting as a booker, which is the

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industry term for the person writing the storylines,

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deciding who wins, and managing the roster. Foley

00:12:31.259 --> 00:12:33.220
wrote that Flair was an awful booker who misused

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talent, and Flair responded in his own book by

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dismissing Foley as nothing more than a glorified

00:12:38.139 --> 00:12:41.320
stuntman. He also had a notoriously bitter feud

00:12:41.320 --> 00:12:43.720
with Shane Douglas, though the source does note

00:12:43.720 --> 00:12:46.139
that Flair eventually reconciled and became friendly

00:12:46.139 --> 00:12:48.440
with both Hart and Foley in their later years.

00:12:48.879 --> 00:12:51.259
But the animosity during their primes was visceral.

00:12:51.440 --> 00:12:53.700
The controversies even extended into intellectual

00:12:53.700 --> 00:12:56.200
property disputes much later in his life. In

00:12:56.200 --> 00:13:00.120
2019, he engaged in a major legal trademark dispute

00:13:00.120 --> 00:13:03.360
with WWE and star Becky Lynch over the moniker,

00:13:03.460 --> 00:13:06.159
The Man. Flair had used the catchphrase, to be

00:13:06.159 --> 00:13:08.399
the man, you gotta beat the man, for decades.

00:13:08.759 --> 00:13:11.539
While Lynch had recently adopted The Man as her

00:13:11.539 --> 00:13:14.620
wildly popular character nickname. Flair threatened

00:13:14.620 --> 00:13:17.100
legal action against WWE which caused a highly

00:13:17.100 --> 00:13:19.620
publicized rift with his own daughter, Charlotte

00:13:19.620 --> 00:13:22.019
Flair, who was actually wrestling Lynch in main

00:13:22.019 --> 00:13:24.019
events at the time. Flair eventually transferred

00:13:24.019 --> 00:13:27.460
the rights to the nickname to WWE in 2020 and

00:13:27.460 --> 00:13:30.480
publicly apologized to Lynch in 2023. But when

00:13:30.480 --> 00:13:32.440
you look at all of this together, the lawsuits,

00:13:32.679 --> 00:13:35.500
the backstage vitriol, the controversies, his

00:13:35.500 --> 00:13:38.340
off -screen life was arguably far more chaotic

00:13:38.340 --> 00:13:40.580
than his scripted storylines. It's a heavy toll.

00:13:40.779 --> 00:13:43.039
He has been married and divorced four times.

00:13:43.259 --> 00:13:45.580
He faced severe financial problems, including

00:13:45.580 --> 00:13:48.559
his business, Ric Flair Finance, filing for bankruptcy

00:13:48.559 --> 00:13:50.759
and having warrants issued for unpaid debts.

00:13:51.000 --> 00:13:54.100
And amidst all of this, he suffered unimaginable

00:13:54.100 --> 00:13:57.500
family tragedies. In 2013, his son Reed died

00:13:57.500 --> 00:13:59.820
from an overdose of heroin and prescription pills.

00:14:00.100 --> 00:14:03.620
And just recently, in October 2024, his stepson

00:14:03.620 --> 00:14:06.340
Sebastian died by suicide. The man behind the

00:14:06.340 --> 00:14:08.860
million -dollar robes has lived a life marked

00:14:08.860 --> 00:14:12.299
by extreme, dizzying highs and devastating, tragic

00:14:12.299 --> 00:14:15.590
lows. So what does this all mean? When you have

00:14:15.590 --> 00:14:18.350
a life that intense, a body that has absorbed

00:14:18.350 --> 00:14:21.330
50 years of physical punishment and a legacy

00:14:21.330 --> 00:14:24.350
that is already universally cemented, why not

00:14:24.350 --> 00:14:26.350
just stop? That is the million dollar question.

00:14:26.570 --> 00:14:28.610
Why not walk away and rest? The final part of

00:14:28.610 --> 00:14:30.809
our deep dive looks at his absolute inability

00:14:30.809 --> 00:14:33.529
to retire. It represents a profound psychological

00:14:33.529 --> 00:14:36.679
block. He has had multiple massive retirement

00:14:36.679 --> 00:14:39.240
ceremonies that were designed to be the perfect

00:14:39.240 --> 00:14:41.700
ending to his story, but he subsequently walked

00:14:41.700 --> 00:14:43.519
back every single one of them. The most famous

00:14:43.519 --> 00:14:47.279
attempt was in 2008 at WrestleMania 24. He wrestled

00:14:47.279 --> 00:14:49.700
Shawn Michaels in a highly emotional match, where

00:14:49.700 --> 00:14:52.200
the stipulation was that if Flair lost, his career

00:14:52.200 --> 00:14:54.580
was over. Michaels famously mouths the words,

00:14:54.679 --> 00:14:56.679
I'm sorry, I love you, before delivering the

00:14:56.679 --> 00:14:59.340
final blow. It was a masterpiece of storytelling.

00:14:59.940 --> 00:15:02.320
Voted the match of the decade by Pro Wrestling

00:15:02.320 --> 00:15:05.049
Illustrated. The very next night on television,

00:15:05.309 --> 00:15:07.850
the company gave him a lavish send -off that

00:15:07.850 --> 00:15:10.730
completely broke character boundaries. All the

00:15:10.730 --> 00:15:12.870
heroes and villains came out together to applaud

00:15:12.870 --> 00:15:16.250
him. It was the perfect ending. But he simply

00:15:16.250 --> 00:15:18.750
couldn't stay away. He eventually returned to

00:15:18.750 --> 00:15:21.230
the ring, signing with Total Non -Stop Action

00:15:21.230 --> 00:15:24.769
Wrestling, or TNA. A move many of his peers and

00:15:24.769 --> 00:15:26.950
wrestling critics felt actively tarnished his

00:15:26.950 --> 00:15:29.970
legacy. He was wrestling into his 60s, bleeding

00:15:29.970 --> 00:15:32.490
heavily in matches and sustaining further severe

00:15:32.490 --> 00:15:35.789
injuries, including a torn triceps. The financial

00:15:35.789 --> 00:15:38.409
necessity was certainly a factor given his bankruptcies

00:15:38.409 --> 00:15:41.090
and divorces. But even Flair admitted in 2016

00:15:41.090 --> 00:15:43.649
that continuing to wrestle in TNA was his number

00:15:43.649 --> 00:15:46.929
one career regret. Yet even that regret wasn't

00:15:46.929 --> 00:15:48.549
enough to keep him out of the ring permanently.

00:15:49.019 --> 00:15:52.899
Fast forward to July 2022. Flair is 73 years

00:15:52.899 --> 00:15:55.320
old, and he promotes an event literally titled

00:15:55.320 --> 00:15:57.899
Ric Flair's Last Match in Nashville. He teams

00:15:57.899 --> 00:16:00.620
up with his son -in -law on Drodd. And during

00:16:00.620 --> 00:16:02.820
this match, the terrifying reality of his age

00:16:02.820 --> 00:16:04.879
and physical condition caught up to him on live

00:16:04.879 --> 00:16:07.139
pay -per -view. He later confirmed that he passed

00:16:07.139 --> 00:16:09.919
out twice during the bout. Worse, he revealed

00:16:09.919 --> 00:16:12.080
afterward that he suffered a legitimate heart

00:16:12.080 --> 00:16:14.100
attack during the match. A heart attack in the

00:16:14.100 --> 00:16:17.519
ring at 73 years old. And he still didn't completely

00:16:17.519 --> 00:16:20.120
walk away from the business. Bringing us right

00:16:20.120 --> 00:16:23.820
up to the present day, late 2025. In late 2023

00:16:23.820 --> 00:16:27.620
and early 2024, he showed up in AEW to be part

00:16:27.620 --> 00:16:30.220
of the retirement tour for his old rival, Sting.

00:16:30.259 --> 00:16:34.279
And just recently, in November 2025, he appeared

00:16:34.279 --> 00:16:37.350
at AEW's Blood and Guts event. The source explicitly

00:16:37.350 --> 00:16:39.990
notes that he had to leave the arena early because

00:16:39.990 --> 00:16:42.389
he was in immense pain from a recent rotator

00:16:42.389 --> 00:16:45.070
cuff injury. Add to that the fact that in June

00:16:45.070 --> 00:16:48.409
2025, he revealed he had been diagnosed with

00:16:48.409 --> 00:16:50.830
skin cancer for the second time in three years.

00:16:51.029 --> 00:16:53.570
His body is constantly aggressively failing him,

00:16:53.629 --> 00:16:55.450
yet he keeps finding his way back to the cameras.

00:16:55.690 --> 00:16:58.009
This raises an important question about the psychology

00:16:58.009 --> 00:17:00.610
of the performer and something many athletes

00:17:00.610 --> 00:17:03.529
struggle with, though rarely to this extreme.

00:17:03.649 --> 00:17:07.279
Why do it? Why does a man risk his life literally

00:17:07.279 --> 00:17:09.759
having a heart attack in front of a paying audience

00:17:09.759 --> 00:17:12.660
instead of resting on his laurels? It speaks

00:17:12.660 --> 00:17:16.240
to a powerful, dangerous psychological addiction.

00:17:16.420 --> 00:17:19.440
The roar of the crowd. Exactly. When you spend

00:17:19.440 --> 00:17:22.700
50 years feeding off the visceral roar of a stadium,

00:17:22.900 --> 00:17:25.539
that external validation becomes your oxygen.

00:17:26.059 --> 00:17:29.160
His entire self -worth became inextricably tied

00:17:29.160 --> 00:17:31.460
to the audience's reaction. Without the crowd,

00:17:31.660 --> 00:17:34.079
the persona has no mirror to reflect back its

00:17:34.079 --> 00:17:36.700
greatness. Right. He isn't just addicted to wrestling.

00:17:36.779 --> 00:17:38.859
He's addicted to the relevance that only the

00:17:38.859 --> 00:17:42.059
ring can provide. It is an incredible, exhausting,

00:17:42.339 --> 00:17:44.480
and truly fascinating journey we've unpacked

00:17:44.480 --> 00:17:47.109
today. We started with a baby caught up in a

00:17:47.109 --> 00:17:49.829
1940s black market adoption ring. We tracked

00:17:49.829 --> 00:17:51.869
him through a horrific plane crash that forced

00:17:51.869 --> 00:17:54.390
him to invent the Nature Boy, transforming a

00:17:54.390 --> 00:17:56.670
broken back into a legendary career. We watched

00:17:56.670 --> 00:17:59.349
him claim at least 16 world championships, inspire

00:17:59.349 --> 00:18:02.109
hip hop royalty, and shout a catchphrase that

00:18:02.109 --> 00:18:04.430
is still echoed in arenas all over the globe

00:18:04.430 --> 00:18:07.809
today. Ric Flair's story is the ultimate example

00:18:07.809 --> 00:18:10.950
of the power of creating a larger than life personal

00:18:10.950 --> 00:18:15.240
brand. But also the extreme danger of letting

00:18:15.240 --> 00:18:17.920
that brand consume your entire existence. It

00:18:17.920 --> 00:18:20.839
certainly is a cautionary tale of identity. And

00:18:20.839 --> 00:18:22.799
I want to leave you with a final lingering thought

00:18:22.799 --> 00:18:25.400
to mull over as you digest all this. We've talked

00:18:25.400 --> 00:18:28.299
a lot about Flair's addiction to the crowd. But

00:18:28.299 --> 00:18:30.079
what about the crowd's role in this dynamic?

00:18:30.460 --> 00:18:32.720
That's a great point. If you spend 50 years playing

00:18:32.720 --> 00:18:36.099
a character who is a grandiose, rule -breaking,

00:18:36.240 --> 00:18:39.240
jet -flying playboy, does the mask eventually

00:18:39.240 --> 00:18:42.619
become your actual face? When the stadium lights

00:18:42.619 --> 00:18:45.339
finally shut off, what happens to a person when

00:18:45.339 --> 00:18:47.799
the character they created completely erases

00:18:47.799 --> 00:18:50.059
the person they were born to be? A heavy question

00:18:50.059 --> 00:18:52.299
to end on, but a vital one when we look at the

00:18:52.299 --> 00:18:54.700
culture of celebrity. Thank you so much for joining

00:18:54.700 --> 00:18:56.759
us on this deep dive. We hope you found as much

00:18:56.759 --> 00:18:59.500
insight in this staggering saga as we did, and

00:18:59.500 --> 00:19:01.619
we can't wait to unpack the next topic with you.

00:19:01.680 --> 00:19:03.400
Stay curious, and we'll catch you next time.
