WEBVTT

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Welcome back to the Deep Dive. Today we are opening

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a file that I have been itching to get into for

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a long, long time. It's a story about a figure

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who, for the better part of two decades, has

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been the invisible hand and sometimes the very,

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very visible fist. of the modern music industry.

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It's a name that really acts like a Rorschach

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test. You know, you say it and people either

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see this like brilliant business strategist who

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basically invented the modern pop star or they

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see the ultimate villain of the artist's rights

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movement. There's almost no in between. We're

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talking, of course, about Scooter Braun. And

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I think the timing for this is just it's perfect

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because we're recording this in February 2026.

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The dust has, for the most part, finally settled.

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It really has. If you've only been reading headlines

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on Twitter or X or whatever we're calling it

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this week, you might just know him as the guy

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Taylor Swift hates. Yeah. Or the guy who discovered

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Baber. And that's it. Exactly. And that is such

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a surface level reading of what happened. Oh,

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completely, because by the time he retired from

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artist management back in 2024, he had fundamentally

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altered the infrastructure of how celebrity works.

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And now, sitting here in 2026, looking at his

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corporate role at Hybe, we can actually see the

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full picture, the whole arc. And that's our mission

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today. Yeah. We are going to move past the memes,

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past the Stan Wars. We want to understand the

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mechanics. How does a frat boy from Emory University,

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who didn't even graduate, by the way, how does

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he end up becoming a billionaire CEO? and a board

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member of a massive South Korean entertainment

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giant. It's the mogul method. And honestly, looking

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at the biography and the financial filings we

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have in front of us, it's a master class in recognizing

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and creating leverage. He never just took the

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job he was given. He always tried to buy the

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building the job was housed in. So let's rewind.

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We need to get out of the boardroom and go all

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the way back to the dorm room. Because the origin

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story here is actually... It's kind of wild.

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It starts in Atlanta, but he's not from Atlanta.

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No, no. He's a total transplant. Born in New

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York City in 1981. Raised in Coscob, Connecticut.

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Scott Samuel Braun. And his background is, you

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know. It's very traditional, but also very intense.

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His grandparents were Hungarian immigrants who

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fled the revolution in 1956, and they were survivors

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of the Holocaust. So that's the family history

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he's born into. His father, Ervin, was a dentist,

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but also a high school basketball coach on the

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side. OK, that combination explains a lot. The

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precision of a dentist and the competitive fire

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of a coach. Exactly. I mean, you don't grow up

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in a house like that without inheriting a certain

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kind of drive. And it showed. He was class president

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at Greenwich. high school, you know, a total

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golden boy on paper. For sure. So he follows

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that path, heads down to Emory University in

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Atlanta to play basketball. And this is where

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the timeline gets really interesting. It's the

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early 2000s in Atlanta. And you have to picture

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the scene. The city is just exploding culturally.

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It's the center of the universe for music. You've

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got Outkast, Ludacris, Jermaine Dupri. The Dirty

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South movement is literally taking over the world.

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And right in the middle of all this, you have

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this Jewish kid from Connecticut who decides

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he's going to be a party promoter. And not just,

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like you said, dorm room parties. No, not keg

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stands in the basement parties. He starts organizing

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these massive professional events. He had a hustle

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that was... Frankly, just unusual for a college

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student. He wasn't just putting up flyers on

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campus. He was building a real network. By 2002,

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he's maybe 19 or 20 years old, and he gets hired

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to plan the after parties for the anger management

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tour. Well, we need to pause on that, the anger

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management tour. Because for listeners who might

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be a bit younger, this wasn't just some tour.

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No, this was an event. This was Eminem at the

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absolute dizzying peak of his powers touring

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with Ludacris. It was arguably the biggest hip

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hop tour of the entire decade. For sure. And

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a college dropout is running the nightlife for

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it. Across five major cities. That right there

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is the sink or swim moment. I mean, if you mess

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up the security or the VIP list for Eminem's

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entourage, you're done. Your career is over before

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it starts. Blacklisted forever. Forever. But

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Braun didn't mess up. He crushed it. And that

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is when Jermaine Dupri spots him. The legend.

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JD. The man behind So Too Deaf Records. Right.

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Dupree sees this kid, you know, controlling the

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crowd, managing the chaos, making everything

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run smoothly. And he doesn't offer him an internship.

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He doesn't offer him a junior A &amp;R job. He offers

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him the position of executive director of marketing

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for So So Death. That is just, it's laughable.

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I mean, can you imagine being 20 years old and

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your business card says executive director of

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a major hip hop label? It's insane. And it really

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speaks to a specific talent that Braun had from

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the very beginning, code switching. He could

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walk into a boardroom with corporate sponsors

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and speak their language, you know, ROI, brand

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synergy, all of that. And then he could walk

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into the studio with Ludacris and speak that

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language. He was the bridge. He was the translator.

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And he just kept. He kept leveling up. He was

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organizing parties for the 2003 NBA All -Star

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Game, for Britney Spears' Onyx Hotel tour in

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2004. He was just everywhere. You made himself

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indispensable. But then, in 2005, he leaves SoSo.

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And this, to me, is where I think the mogul method

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really truly begins. Because he brokers a deal.

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The Pontiac deal. The Pontiac deal. This is the

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Rosetta Stone for his entire career. We absolutely

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have to unpack this. Please do. Because usually

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when we think of music managers back then, we

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think of guys booking gigs or getting their artists

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on the radio. This is something completely different.

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So Ludacris has a music video coming out. The

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old model would be, you know, you try to get

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a car company to pay you 20 grand to put their

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car in the video. Basic product placement. Basic

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product placement. Braun goes to Pontiac General

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Motors and he doesn't pitch product placement.

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He convinces them to build an entire campaign

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around Ludacris. It wasn't just, let's feature

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the car. It was, let's integrate the car into

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the artist's brand and integrate the artist into

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the car's marketing. And the number is what's

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staggering. It was a $12 million deal. $12 million

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in 2005. That is a massive, massive spend for

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a car company on one artist. It was astronomical

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at the time. And the insight there, the thing

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that Braun saw that maybe others didn't, was

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that hip hop wasn't a niche anymore. It was the

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dominant youth culture. Corporate America was

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desperate to touch it, but they were spared.

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They didn't know how. Right. They didn't speak

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the language. Exactly. And Braun basically walked

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in and said, I can translate for you. He leveraged

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the cool of the artist to sell the commodity

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of the car. And it worked. And presumably he

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took a very, very healthy commission on that

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$12 million. Enough to set up his own shop. He

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goes independent. He starts consulting for the

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Atlanta Hawks basketball team. He's building

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his own little fiefdom in Atlanta. But he's still

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looking for that one thing, that one asset that

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he can build from the ground up that he can own.

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Which brings us to 2008, the year of what our

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source calls the happy accident. The click heard

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round the world. It sounds like a myth, but it's

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true. The story has become... Almost mythical

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at this point. So Scooter is sitting at his computer

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late at night, supposedly trying to find a video

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of a different singer. I think it was an R &amp;B

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artist he was scouting. And he accidentally clicks

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a related link on the side of the page. And up

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pops this grainy, pixelated video of a 12 -year

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-old kid. It's a little kid. A little kid sitting

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on a plastic chair in what looks like a living

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room in Stratford, Ontario, singing a Ne -Yo

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song. Justin Bieber. Now, be honest. If you saw

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that video in 2008, would you have seen a billion

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dollar globe spanning empire? Absolutely not.

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I mean, not a chance. I would have seen a cute

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kid with a really nice voice. And that's why

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Braun is who he is. And I am not. He saw something

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totally different. What did he see? He saw stickiness.

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That's the word he uses. He saw that this kid

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had a charisma that somehow transcended the terrible

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video quality. There was just something there.

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But the industry did not agree with him at all.

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No. And this is really important context. In

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2008, YouTube was for cat videos and, like, funny

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home movies. It was not a talent pool. When Braun

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started calling record labels saying, hey, I

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found a kid on the internet, they laughed at

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him. Literally laughed at him? Yeah. They told

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him to his face, we don't sign YouTube kids.

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It wasn't a thing yet. He was too early. So what

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did he do? He basically went into like full on

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detective mode, didn't he? He did. He had to.

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He tracked down the school board in Stratford,

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Ontario, just to try and find Justin's mom, Patty

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Millett. And Patty was a very tough sell. Understandably.

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For sure. She was a devout Christian, a single

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mom, extremely protective of her son. She was

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not thrilled about some fast talking guy from

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the Atlanta hip hop scene calling her out of

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the blue about her son. I can just imagine that

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first phone call. Yeah. Hi, trust me, you should

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fly. with your preteen son to the city where

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Outcast lives, it'll be great. It's a hard pitch.

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And he said in interviews that he had to rely

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on his own religious background, actually. He

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connected with her through their shared faith

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and values. He had to convince her he was trustworthy.

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And eventually it worked. It did. She finally

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agrees to fly down to Atlanta for a trial run.

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And once they are on his turf, Braun moves fast.

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He gets Justin in the studio immediately, gets

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him in front of Usher. But Justin Timberlake

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was also in the mix at that point, right? There

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was a competition. It became a full -on bidding

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war. Timberlake wanted to sign him. Usher wanted

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to sign him. And Braun played them off each other

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beautifully. That's the way they go with Usher.

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In the end, they went with Usher because the

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mentorship deal just made more sense. And they

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formed a new company, a joint venture. And this

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is the key distinction. This is so important.

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Braun wasn't just hired as the manager. No. He

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was the partner. He owned half the asset. Correct.

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He owned the discovery. And because the major

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labels were still skeptical, they were still

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saying, uh, YouTube kid, we don't know. Braun

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and Bieber had to do something totally revolutionary

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at the time. They bypassed the radio. They just

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ignored it. They went straight to the fans on

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Twitter and YouTube. I remember this so vividly.

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The one time video. The constant tweeting. He

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would have Justin reply to fans individually

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for hours. He weaponized the parasocial relationship

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before we even had a word for it. He realized

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that if you could build an army of teenage girls

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on the Internet, the radio stations would have

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no choice but to play the record. The demand

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would be overwhelming. He created the Beliebers.

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It was the first time I think we saw social media

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used to just brute force a star into the mainstream.

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It was a siege. And it worked. The kid became

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the biggest pop star on the planet. And suddenly

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Scooter Braun isn't the party planner from Atlanta

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anymore. He's the genius. He's the guy who cracked

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the code. And now everyone wanted the code. Everybody

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wanted the code. He signs Ariana Grande in 2013.

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Which was a completely different kind of challenge,

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right? She wasn't an unknown. She was a Nickelodeon

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star. And breaking a child actor out of that

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Disney or Nickelodeon mold is notoriously difficult.

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They usually crash and burn or they just fade

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away. Right. The curse of the child star. But

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Braun navigated her transition into a legitimate,

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high fashion, global pop diva almost flawlessly.

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It was incredible to watch. Then he brings in

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Kanye West for a time, Demi Lovato, J Balvin,

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Martin Garrix. The roster just becomes this.

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It's a who's who. It reads like the Billboard

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Top 100 for the entire decade. Carly Rae Jepsen,

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Tori Kelly, David Guetta, the Kiddly Aras. Hit

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after hit after hit. But managing that much ego,

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that much talent, that much pressure. I mean,

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it has to be a complete nightmare. It's got to

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be high stress. And we saw the cracks eventually,

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right? The relationship with Kanye imploded,

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which, to be fair, is kind of a pattern with

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Kanye. Right. That's not unique to Scooter. And

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then in 2023, there was that bizarre week where

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it seemed like every headline was that someone

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else had fired him. Yeah. Demi left. Ariana left

00:12:06.129 --> 00:12:08.210
for a bit, then came back. The media was basically

00:12:08.210 --> 00:12:10.370
writing his obituary as a manager. They were.

00:12:10.529 --> 00:12:12.649
But the thing is, he had already pivoted by then.

00:12:12.710 --> 00:12:14.549
And this is where we get into the empire section

00:12:14.549 --> 00:12:16.909
of this whole story. Because while he was managing

00:12:16.909 --> 00:12:19.490
all these stars, he was quietly, methodically

00:12:19.490 --> 00:12:22.779
building a corporation behind them. sb projects

00:12:22.779 --> 00:12:26.220
because he realized i think that management is

00:12:26.220 --> 00:12:29.080
ultimately a service business it is you serve

00:12:29.080 --> 00:12:31.240
the client and if the client decides to leave

00:12:31.240 --> 00:12:34.100
you have nothing all that work and your revenue

00:12:34.100 --> 00:12:36.960
stream is gone overnight He wanted to be in the

00:12:36.960 --> 00:12:39.379
asset business. He wanted to own intellectual

00:12:39.379 --> 00:12:41.940
property. Okay, so give us a concrete example

00:12:41.940 --> 00:12:44.440
of how that manifested. Okay, look at Never Say

00:12:44.440 --> 00:12:46.860
Never, the Justin Bieber documentary from 2011.

00:12:47.259 --> 00:12:49.860
The 3D movie, I remember. A traditional manager

00:12:49.860 --> 00:12:52.500
would have just let a studio like Paramount make

00:12:52.500 --> 00:12:54.500
that movie, and maybe they'd take an executive

00:12:54.500 --> 00:12:57.519
producer fee, a nice little payday. Sure. Braun

00:12:57.519 --> 00:12:59.700
produced it himself through his own company,

00:12:59.840 --> 00:13:04.250
SB Projects. The budget was $13 million. It grossed

00:13:04.250 --> 00:13:07.870
nearly $100 million worldwide. That is a staggering

00:13:07.870 --> 00:13:11.129
return on investment. Just unbelievable. Domestically,

00:13:11.190 --> 00:13:13.590
it was the highest grossing music documentary

00:13:13.590 --> 00:13:16.330
of all time until the Taylor Swift era's tour

00:13:16.330 --> 00:13:19.029
movie came along years later. Braun captured

00:13:19.029 --> 00:13:20.970
the value. He didn't just rent Bieber out to

00:13:20.970 --> 00:13:24.110
a studio. He created a product around him that

00:13:24.110 --> 00:13:26.860
he owned. And he didn't stop with music docs.

00:13:27.120 --> 00:13:29.279
I was actually surprised when I was looking through

00:13:29.279 --> 00:13:33.179
the sources to see his name on the credits for

00:13:33.179 --> 00:13:36.340
Dave, the show on FX with Lil Dicky. Which is

00:13:36.340 --> 00:13:38.799
a fantastic show, by the way. It is. And it was

00:13:38.799 --> 00:13:40.759
the most watched comedy in the history of the

00:13:40.759 --> 00:13:43.139
FX network. That's not a vanity credit. That

00:13:43.139 --> 00:13:46.600
is a legitimate, massive hit TV show. And he

00:13:46.600 --> 00:13:49.639
also executive produced Scorpion on CBS, which

00:13:49.639 --> 00:13:52.500
was a huge procedural drama that ran for four

00:13:52.500 --> 00:13:55.480
seasons. He signed a first look deal with Amazon

00:13:55.480 --> 00:13:58.759
Studios. He even launched a company called Mytho

00:13:58.759 --> 00:14:01.639
Studios with David Maisel. David Maisel. That's

00:14:01.639 --> 00:14:03.200
the guy who founded Marvel Studios, right? The

00:14:03.200 --> 00:14:05.500
founding chairman. The guy who came up with the

00:14:05.500 --> 00:14:08.200
whole cinematic universe idea. They started a

00:14:08.200 --> 00:14:10.580
company to produce new comic book franchises.

00:14:10.779 --> 00:14:13.860
This is classic Portfolio Theory 101. Explain

00:14:13.860 --> 00:14:15.639
that for us. What do you mean? If you're just

00:14:15.639 --> 00:14:18.980
a manager, your income is volatile. It depends

00:14:18.980 --> 00:14:21.039
entirely on whether Justin wants to tour this

00:14:21.039 --> 00:14:23.519
year or whether Ariana has a hit song. It goes

00:14:23.519 --> 00:14:26.820
up and down. But if you own a piece of a TV show

00:14:26.820 --> 00:14:29.220
that's in the syndication or a movie that's on

00:14:29.220 --> 00:14:32.740
streaming services or a comic book IP, that revenue

00:14:32.740 --> 00:14:36.080
is much more stable and predictable. He was hedging

00:14:36.080 --> 00:14:38.399
his bets against the volatility of pop stars.

00:14:38.679 --> 00:14:41.259
Which sets the stage perfectly for the move that

00:14:41.259 --> 00:14:43.799
turned him from a very rich guy into a certified

00:14:43.799 --> 00:14:46.820
billionaire. Yeah. the formation of Ithaca Holdings,

00:14:46.820 --> 00:14:49.940
and the eventual sale to HYBE. This is it. This

00:14:49.940 --> 00:14:52.259
is the pinnacle of the mogul method. In April

00:14:52.259 --> 00:14:54.820
of 2021, HYBE, the South Korean entertainment

00:14:54.820 --> 00:14:58.279
powerhouse, the company behind BTS, comes knocking.

00:14:58.519 --> 00:15:01.019
So let's ask the question, why did HYBE need

00:15:01.019 --> 00:15:03.980
Scooter Braun? They had BTS. I mean, they were

00:15:03.980 --> 00:15:05.639
literally printing money. They were the biggest

00:15:05.639 --> 00:15:07.259
thing on the planet. They had the biggest band

00:15:07.259 --> 00:15:09.539
in the world, yes, but they were also dangerously

00:15:09.539 --> 00:15:12.250
dependent on that one single asset. And they

00:15:12.250 --> 00:15:13.990
had global ambitions. They didn't want to just

00:15:13.990 --> 00:15:15.730
be a K -pop company. They wanted to be a global

00:15:15.730 --> 00:15:17.370
music company. And they needed the foothold in

00:15:17.370 --> 00:15:20.429
the U .S. They needed a real foothold in the

00:15:20.429 --> 00:15:22.690
U .S. market. They needed the connections to

00:15:22.690 --> 00:15:25.850
radio, to brands, to the whole Western media

00:15:25.850 --> 00:15:28.730
infrastructure. Scooter Braun was that infrastructure.

00:15:29.009 --> 00:15:31.190
He had spent 15 years building it. So they didn't

00:15:31.190 --> 00:15:33.429
just hire him. They bought his entire holding

00:15:33.429 --> 00:15:35.980
company, Ithaca. The whole thing. For an estimated

00:15:35.980 --> 00:15:40.700
price of $1 .5 billion. A billion dollars. Yeah.

00:15:40.720 --> 00:15:43.139
Let that sink in. It's an incredible number.

00:15:43.240 --> 00:15:45.899
A billion dollars for a management and media

00:15:45.899 --> 00:15:49.039
company. It was unheard of. So Braun becomes

00:15:49.039 --> 00:15:52.480
the CEO of the New Hype America and he gets a

00:15:52.480 --> 00:15:54.700
seat on the board of the parent company in Korea.

00:15:55.210 --> 00:15:58.070
It was a massive validation. He effectively sold

00:15:58.070 --> 00:16:02.090
his hustle, his network, to a multinational conglomerate.

00:16:02.169 --> 00:16:04.370
And I remember reading at the time that he really

00:16:04.370 --> 00:16:06.309
took care of his people in that deal. He did.

00:16:06.429 --> 00:16:08.370
And this is an important detail, I think. He

00:16:08.370 --> 00:16:11.070
carved out about $50 million of his own stock

00:16:11.070 --> 00:16:13.789
allocation from the deal and gifted it to his

00:16:13.789 --> 00:16:15.549
longtime staff, the people who had been with

00:16:15.549 --> 00:16:18.009
him for years. And his biggest clients, Bieber

00:16:18.009 --> 00:16:20.929
and Ariana Grande. They each got about $10 million

00:16:20.929 --> 00:16:23.629
in stock as well. He made sure that the people

00:16:23.629 --> 00:16:25.610
who helped build the empire got a piece of the

00:16:25.610 --> 00:16:28.490
exit. So he becomes the CEO of Hybe America,

00:16:28.850 --> 00:16:32.269
and he starts making moves. He acquires Quality

00:16:32.269 --> 00:16:36.980
Control Music for $300 million. QC. The label

00:16:36.980 --> 00:16:39.580
home of Migos, Lil Baby, Lil Yachty. Right, bringing

00:16:39.580 --> 00:16:42.440
Coach K and P. Kevin Lee and Pierre Thomas, who

00:16:42.440 --> 00:16:45.059
are absolute legends in the Atlanta trap scene,

00:16:45.259 --> 00:16:47.960
under the Haib umbrella. It was such a full circle

00:16:47.960 --> 00:16:49.940
moment, wasn't it? The kid who started out promoting

00:16:49.940 --> 00:16:52.320
parties in Atlanta comes back 20 years later

00:16:52.320 --> 00:16:54.720
and buys the biggest, most important hip hop

00:16:54.720 --> 00:16:57.820
label in the city. And then in 2024, the mic

00:16:57.820 --> 00:17:00.759
drop. He officially announces he's retiring from

00:17:00.759 --> 00:17:02.720
day to day artist management. He steps away from

00:17:02.720 --> 00:17:04.559
the grind. No more late night calls from artists

00:17:04.559 --> 00:17:06.740
having breakdowns on tour. He focuses purely

00:17:06.740 --> 00:17:10.220
on the CEO role. And then in 2025, he transitions

00:17:10.220 --> 00:17:12.859
again to a board member and senior advisor role.

00:17:12.960 --> 00:17:14.740
He's fully corporate now. The transformation

00:17:14.740 --> 00:17:19.019
is complete. But we cannot tell this story. We

00:17:19.019 --> 00:17:21.400
just can't without stopping at the darkest chapter.

00:17:21.789 --> 00:17:24.750
The biggest stain on the resume, the few that

00:17:24.750 --> 00:17:27.009
probably generated more tweets than the 2024

00:17:27.009 --> 00:17:29.670
election. We have to talk about the Taylor Swift

00:17:29.670 --> 00:17:32.329
masters dispute. Yes. And we had to treat this

00:17:32.329 --> 00:17:33.930
carefully because people have very, very strong

00:17:33.930 --> 00:17:36.009
feelings about it. But let's just stick to the

00:17:36.009 --> 00:17:38.029
business facts as they're laid out in our sources.

00:17:38.170 --> 00:17:41.809
Yeah. In 2019, bronze company Ithaca acquires

00:17:41.809 --> 00:17:45.009
Big Machine Label Group. OK. Big Machine was

00:17:45.009 --> 00:17:47.670
Scott Borchetta's label. Borchetta is a guy who

00:17:47.670 --> 00:17:50.089
discovered Taylor Swift when she was just a teenager

00:17:50.089 --> 00:17:52.869
in Nashville. He signed her. And crucially, the

00:17:52.869 --> 00:17:54.950
contract she signed back then stated that the

00:17:54.950 --> 00:17:58.369
label, Big Machine, owned the master recordings

00:17:58.369 --> 00:18:00.930
of her first six albums. OK, we need to do an

00:18:00.930 --> 00:18:04.549
ELI five here. Master recordings. Why does owning

00:18:04.549 --> 00:18:07.569
the master matter so much more than, say, writing

00:18:07.569 --> 00:18:10.410
the song? Think of it like a house. The publishing

00:18:10.410 --> 00:18:12.529
rights, which Taylor owned, that's like the blueprint

00:18:12.529 --> 00:18:14.710
of the house, the lyrics, the melody. But the

00:18:14.710 --> 00:18:16.970
master is the physical house itself. It's the

00:18:16.970 --> 00:18:19.309
actual original recording that you hear on Spotify

00:18:19.309 --> 00:18:22.269
or the radio. So if you want to use that specific

00:18:22.269 --> 00:18:26.130
recording in a movie or in a TV commercial or

00:18:26.130 --> 00:18:28.710
even just stream it, you have to license it from

00:18:28.710 --> 00:18:31.809
the owner of the master. It is the primary revenue

00:18:31.809 --> 00:18:35.190
generating asset from a recording. So when Braun

00:18:35.190 --> 00:18:38.259
bought Big Machine, from his point of view, He

00:18:38.259 --> 00:18:40.160
wasn't trying to hurt Taylor Swift personally.

00:18:40.319 --> 00:18:43.710
From a purely business perspective, no. He was

00:18:43.710 --> 00:18:46.529
buying a catalog of incredibly valuable assets

00:18:46.529 --> 00:18:50.029
that generate predictable, long -term cash flow.

00:18:50.210 --> 00:18:52.069
It's like buying an apartment building to collect

00:18:52.069 --> 00:18:55.109
rent every month. He paid over $300 million for

00:18:55.109 --> 00:18:57.130
the label, and the value was almost entirely

00:18:57.130 --> 00:18:59.789
in those six Swift albums. But Taylor saw it

00:18:59.789 --> 00:19:01.809
very, very differently. She saw it as a profound

00:19:01.809 --> 00:19:04.130
betrayal. She called it her worst -case scenario.

00:19:04.569 --> 00:19:06.789
She claimed she had been bullied by Braun in

00:19:06.789 --> 00:19:08.930
the past. She referenced some social media stuff

00:19:08.930 --> 00:19:12.210
involving Bieber and Kanye. And now, this person

00:19:12.210 --> 00:19:15.259
she despised owned her life's work, her diaries,

00:19:15.279 --> 00:19:17.819
her teenage years. And the central point of controversy

00:19:17.819 --> 00:19:20.359
was this. Did she have a chance to buy them herself

00:19:20.359 --> 00:19:23.259
before he did? That is the core of the he said,

00:19:23.299 --> 00:19:26.000
she said. Scott Borchetta, the founder of Big

00:19:26.000 --> 00:19:28.480
Machine, he released texts and statements claiming

00:19:28.480 --> 00:19:31.019
she had been offered a deal to earn her master's

00:19:31.019 --> 00:19:33.700
back over time. Taylor's side claimed that deal

00:19:33.700 --> 00:19:36.619
was manipulative, that she had to earn one old

00:19:36.619 --> 00:19:38.880
album back for every new one she turned into

00:19:38.880 --> 00:19:41.440
the label. She wanted to buy them outright for

00:19:41.440 --> 00:19:44.000
cash, and she says she was never given that specific

00:19:44.000 --> 00:19:46.460
opportunity before Braun swooped in and bought

00:19:46.460 --> 00:19:48.720
the whole company. The public fallout was just,

00:19:49.039 --> 00:19:53.140
it was nuclear. She completely weaponized her

00:19:53.140 --> 00:19:55.700
fan base against Braun. It was a PR catastrophe

00:19:55.700 --> 00:19:59.400
for him, an absolute disaster. But, and here's

00:19:59.400 --> 00:20:02.039
the cold hard business truth of the matter, he

00:20:02.039 --> 00:20:04.460
still won. Financially. Yeah. How did he win?

00:20:04.640 --> 00:20:07.059
Because in 2020, just about a year after buying

00:20:07.059 --> 00:20:09.460
the label, his company, Ithaca, sold just the

00:20:09.460 --> 00:20:11.519
master rights to those six Taylor Swift albums

00:20:11.519 --> 00:20:14.720
to a private equity fund called Shamrock Holdings.

00:20:14.839 --> 00:20:18.460
For how much? The reported price was $405 million.

00:20:19.000 --> 00:20:21.619
Wait, wait. So he bought the entire label with

00:20:21.619 --> 00:20:24.039
all his artists for around $300 million? A little

00:20:24.039 --> 00:20:26.579
over $300, yeah. And then he sold just the Taylor

00:20:26.579 --> 00:20:30.759
Swift masters for $405 million. Correct. Ithaca

00:20:30.759 --> 00:20:33.819
is estimated to have made a net profit of $265

00:20:33.819 --> 00:20:38.519
million on that specific flip. Braun's personal

00:20:38.519 --> 00:20:41.460
net from the entire Big Machine deal by 2023

00:20:41.460 --> 00:20:45.619
was close to $400 million. He treated the art

00:20:45.619 --> 00:20:48.220
like a stock, he bought it, it appreciated, and

00:20:48.220 --> 00:20:50.950
he sold it for a massive game. But Taylor kind

00:20:50.950 --> 00:20:53.430
of had the last laugh in a way. The Taylor's

00:20:53.430 --> 00:20:55.470
version re -recordings. Which was a genuinely

00:20:55.470 --> 00:20:58.369
brilliant strategic move. By re -recording all

00:20:58.369 --> 00:21:01.009
those old songs, she created new masters that

00:21:01.009 --> 00:21:03.630
she owned completely. She encouraged her fans,

00:21:03.750 --> 00:21:06.470
movie studios, ad agencies, everyone to use her

00:21:06.470 --> 00:21:09.269
versions, which effectively devalued the asset

00:21:09.269 --> 00:21:11.730
that Braun had sold to Shamrock. And finally,

00:21:11.809 --> 00:21:14.630
in May of 2025, the headline we all knew was

00:21:14.630 --> 00:21:16.890
coming eventually. Taylor Swift acquired the

00:21:16.890 --> 00:21:19.009
rights to her first six albums. She got them

00:21:19.009 --> 00:21:21.630
back. We don't know the exact details, if she

00:21:21.630 --> 00:21:23.970
bought them outright from Shamrock or if there

00:21:23.970 --> 00:21:26.950
was some complex asset swap. But the loop is

00:21:26.950 --> 00:21:29.869
now closed. She owns her work. Braun made his

00:21:29.869 --> 00:21:33.190
hundreds of millions in profit. It was a brutal,

00:21:33.230 --> 00:21:36.289
ugly war between art and commerce. And somehow,

00:21:36.390 --> 00:21:39.630
both sides ended up richer. It really just highlights

00:21:39.630 --> 00:21:41.710
the fundamental difference in their worldviews.

00:21:41.730 --> 00:21:44.200
For Braun... It was a financial transaction.

00:21:44.440 --> 00:21:47.539
For Swift, it was deeply personal. And I don't

00:21:47.539 --> 00:21:49.880
think those two perspectives can ever truly reconcile.

00:21:50.279 --> 00:21:52.700
No, and it changed the music industry forever.

00:21:53.119 --> 00:21:55.640
Every young artist signing a deal now fights

00:21:55.640 --> 00:21:57.660
for control of their masters because of this

00:21:57.660 --> 00:22:00.920
saga. It was a landmark case. Okay, let's pivot

00:22:00.920 --> 00:22:03.950
away from the drama to the other. maybe less

00:22:03.950 --> 00:22:06.569
known way, Braun actually made his billion. Because

00:22:06.569 --> 00:22:08.710
while all this was going on, while he was fighting

00:22:08.710 --> 00:22:11.049
with Taylor Swift, he was also quietly being

00:22:11.049 --> 00:22:12.950
one of the smartest venture capitalists in Silicon

00:22:12.950 --> 00:22:15.250
Valley. This is the investments chapter. And

00:22:15.250 --> 00:22:17.289
frankly, this is why he's a billionaire. The

00:22:17.289 --> 00:22:19.549
music money is fantastic, but the tech money

00:22:19.549 --> 00:22:22.190
is generational wealth. So he's a partner in

00:22:22.190 --> 00:22:24.349
a firm called TQ Ventures. What did they get

00:22:24.349 --> 00:22:26.450
into early? Get ready for this list. It's kind

00:22:26.450 --> 00:22:31.109
of staggering. Uber, Spotify, Waze, Dropbox,

00:22:31.289 --> 00:22:36.650
Pinterest. Hold on. He was an early investor

00:22:36.650 --> 00:22:39.869
in Uber. Very early. And Spotify. So how does

00:22:39.869 --> 00:22:43.289
a music manager get into the seed rounds of these?

00:22:43.410 --> 00:22:45.250
I mean, these are tech unicorns. How do you get

00:22:45.250 --> 00:22:46.990
a seat at that table? It's all about access.

00:22:47.519 --> 00:22:50.839
Back in, say, 2010, 2011, these tech founders

00:22:50.839 --> 00:22:53.119
were desperate for cultural relevance. They were

00:22:53.119 --> 00:22:55.980
desperate for cool. They needed celebrities to

00:22:55.980 --> 00:22:58.019
use their apps to get them to catch on. Right.

00:22:58.099 --> 00:23:00.400
To get mainstream adoption. Exactly. So Braun

00:23:00.400 --> 00:23:02.640
would go to them and say, I can get Justin Bieber

00:23:02.640 --> 00:23:05.039
to tweet about your new app or I can get Usher

00:23:05.039 --> 00:23:07.119
to use it on stage. But I don't want cash for

00:23:07.119 --> 00:23:09.200
that. I want equity. I want a piece of the company.

00:23:09.400 --> 00:23:12.140
That is just it's genius. Yeah. He traded his

00:23:12.140 --> 00:23:15.039
client's fame for stock. Precisely. He used his

00:23:15.039 --> 00:23:17.569
client's cultural capital to. buy his way into

00:23:17.569 --> 00:23:19.990
the cap tables of what would become the biggest

00:23:19.990 --> 00:23:22.430
tech companies of the decade. So when Uber went

00:23:22.430 --> 00:23:25.329
public, when Spotify had its IPO, those payouts

00:23:25.329 --> 00:23:27.289
for him personally just dwarfed the commission

00:23:27.289 --> 00:23:29.869
he was making on a Bieber tour. And that explains

00:23:29.869 --> 00:23:32.950
the net worth crossing the $1 billion mark in

00:23:32.950 --> 00:23:36.210
2021. It wasn't just a hype deal. It was the

00:23:36.210 --> 00:23:38.789
cumulative effect of all of these tech investments

00:23:38.789 --> 00:23:41.720
cashing out. It creates a flywheel effect. The

00:23:41.720 --> 00:23:43.619
more money he made in tech, the more leverage

00:23:43.619 --> 00:23:45.980
and power he had in music. The more power he

00:23:45.980 --> 00:23:48.700
had in music, the more access he got in tech.

00:23:49.000 --> 00:23:51.680
It just fed itself. And, you know, he hasn't

00:23:51.680 --> 00:23:53.380
been hoarding at all. We should definitely talk

00:23:53.380 --> 00:23:54.920
about the other side of the ledger here, the

00:23:54.920 --> 00:23:57.259
philanthropy and the politics. Because for a

00:23:57.259 --> 00:24:00.259
guy who is so often painted as this cartoon villain,

00:24:00.480 --> 00:24:03.000
he does a lot of heavy lifting for charity. He

00:24:03.000 --> 00:24:05.819
does. And it's significant, high -impact work.

00:24:06.099 --> 00:24:09.619
Take them. March for our lives. After the Parkland

00:24:09.619 --> 00:24:11.539
school shooting, Braun didn't just write a check.

00:24:11.700 --> 00:24:13.980
He and George Clooney were instrumental in actually

00:24:13.980 --> 00:24:17.000
organizing the march in D .C. He used his logistical

00:24:17.000 --> 00:24:19.220
expertise, I mean, remember, he's a tour manager

00:24:19.220 --> 00:24:21.940
at heart, to handle the operations of a massive

00:24:21.940 --> 00:24:24.420
political protest. And make a wish. That's another

00:24:24.420 --> 00:24:26.390
big one for him. He's on their board of directors

00:24:26.390 --> 00:24:29.210
now. But even before that, he and his roster

00:24:29.210 --> 00:24:31.990
of artists had granted more wishes than any other

00:24:31.990 --> 00:24:34.410
single organization or celebrity group in the

00:24:34.410 --> 00:24:37.210
charity's history. It's a huge commitment. And

00:24:37.210 --> 00:24:39.150
we have to mention the Stuck With You project

00:24:39.150 --> 00:24:41.869
during COVID. Right, the duet with Bieber and

00:24:41.869 --> 00:24:45.529
Ariana Grande. That song single -handedly raised

00:24:45.529 --> 00:24:47.529
millions of dollars for the First Responders

00:24:47.529 --> 00:24:50.049
Children's Foundation, funding grants for the

00:24:50.049 --> 00:24:53.250
kids of frontline workers. He knows how to mobilize

00:24:53.250 --> 00:24:55.960
his resources for a cause. He's also been very

00:24:55.960 --> 00:24:58.759
active and very vocal regarding the Middle East.

00:25:01.519 --> 00:25:15.920
But he also tried to kind of... bridge the divide,

00:25:16.119 --> 00:25:18.200
didn't he? He didn't just take one side. He did.

00:25:18.400 --> 00:25:21.640
A few months later, in March 2024, he launched

00:25:21.640 --> 00:25:23.900
a major fundraising initiative with the organization

00:25:23.900 --> 00:25:27.099
CARE .org, and that was specifically for Palestinian

00:25:27.099 --> 00:25:30.660
relief in Gaza. He has tried to maintain this

00:25:30.660 --> 00:25:33.200
very difficult position of supporting his Jewish

00:25:33.200 --> 00:25:36.019
heritage while also publicly acknowledging the

00:25:36.019 --> 00:25:37.880
humanitarian disaster happening on the other

00:25:37.880 --> 00:25:41.059
side. It's a very tough tightrope to walk, especially

00:25:41.059 --> 00:25:43.710
in today's climate. But he hasn't stayed silent.

00:25:43.950 --> 00:25:46.029
And politically in the U .S., he's a pretty big

00:25:46.029 --> 00:25:48.269
deal for the Democrats, right? Oh, a mega donor.

00:25:48.609 --> 00:25:51.150
He hosted a huge fundraiser for Hillary Clinton

00:25:51.150 --> 00:25:54.170
at his house back in 2015. He did the same for

00:25:54.170 --> 00:25:58.609
Kamala Harris in 2019. He's deeply, deeply embedded

00:25:58.609 --> 00:26:00.670
in the Democratic Party fundraising machine.

00:26:01.150 --> 00:26:03.450
So let's touch briefly on the personal side.

00:26:03.569 --> 00:26:05.650
Yeah. Because his life, for better or worse,

00:26:05.829 --> 00:26:08.269
has been tabloid fodder for years. For sure.

00:26:08.369 --> 00:26:10.410
He was married to Yale Cohen. She's the founder

00:26:10.410 --> 00:26:13.019
of the charity Fuck Cancer back in... 2014. For

00:26:13.019 --> 00:26:14.539
a while, they were a real power couple. They

00:26:14.539 --> 00:26:16.480
have three kids together, but they divorced in

00:26:16.480 --> 00:26:18.640
2022. Right. And that was finalized right around

00:26:18.640 --> 00:26:20.319
the time his professional life was going through

00:26:20.319 --> 00:26:22.619
all that chaos we mentioned earlier with clients

00:26:22.619 --> 00:26:25.480
leaving. Yeah. It was a tumultuous period for

00:26:25.480 --> 00:26:29.880
him all around. And now it's 2026. Who is he

00:26:29.880 --> 00:26:33.849
seeing? Well, the reports as of late 2025 have

00:26:33.849 --> 00:26:36.430
him dating the actress Sydney Sweeney. The actress,

00:26:36.589 --> 00:26:38.650
of course. It keeps him in the ecosystem, you

00:26:38.650 --> 00:26:40.910
know. Even if he's a corporate executive now,

00:26:41.009 --> 00:26:43.170
he's still dating one of the biggest, most talked

00:26:43.170 --> 00:26:46.049
about stars in Hollywood. It just reinforces

00:26:46.049 --> 00:26:48.190
that brand of being right at the center of the

00:26:48.190 --> 00:26:50.849
culture. OK, so we have covered a lot of ground.

00:26:51.029 --> 00:26:54.289
The college parties, the Pontiac deal, the Bieber

00:26:54.289 --> 00:26:57.809
discovery. the empire building with SB Projects,

00:26:57.829 --> 00:27:00.529
the billion -dollar Hive acquisition, the Taylor

00:27:00.529 --> 00:27:03.849
Swift war, the tech billions. It is an absolutely

00:27:03.849 --> 00:27:06.410
exhausting list for a guy who is still only in

00:27:06.410 --> 00:27:08.490
his mid -40s. So let's try to synthesize all

00:27:08.490 --> 00:27:12.430
of this. So what here? If I'm a listener, why

00:27:12.430 --> 00:27:15.069
does Scooter Braun's career actually matter to

00:27:15.069 --> 00:27:17.990
me and the music I listen to? I think he represents

00:27:17.990 --> 00:27:20.329
the death of the old music business and the birth

00:27:20.329 --> 00:27:22.509
of the asset management business that just happens

00:27:22.509 --> 00:27:24.609
to deal in music. Unpack that. That's interesting.

00:27:24.920 --> 00:27:27.759
Before Scooter, a manager was kind of a glorified

00:27:27.759 --> 00:27:30.420
babysitter and booking agent. You make sure the

00:27:30.420 --> 00:27:33.180
artist showed up on time and, you know, didn't

00:27:33.180 --> 00:27:35.740
do drugs in public. Scooter looked at an artist

00:27:35.740 --> 00:27:38.900
and he saw a startup. He saw IP. He saw a media

00:27:38.900 --> 00:27:42.059
platform. He realized that the music was, in

00:27:42.059 --> 00:27:45.019
a way, just the marketing for the larger brand.

00:27:45.299 --> 00:27:47.799
And he proved that you could build real institutional

00:27:47.799 --> 00:27:51.690
sellable value around that brand. Exactly. By

00:27:51.690 --> 00:27:54.509
selling to Hybe for a billion dollars, he showed

00:27:54.509 --> 00:27:57.549
that a management company, a soft business, could

00:27:57.549 --> 00:28:00.289
be valued like a tech company. He legitimized

00:28:00.289 --> 00:28:02.650
the entire industry in the eyes of Wall Street

00:28:02.650 --> 00:28:05.009
and private equity. But is there a downside to

00:28:05.009 --> 00:28:07.650
that approach? The downside is exactly what we

00:28:07.650 --> 00:28:10.089
saw with the Taylor Swift saga. When you treat

00:28:10.089 --> 00:28:12.829
art strictly as an asset, as just another line

00:28:12.829 --> 00:28:14.509
item on a spreadsheet to be bought and sold,

00:28:14.670 --> 00:28:17.009
you risk stripping away the humanity from it.

00:28:17.029 --> 00:28:19.670
You alienate the creator. You invite rebellion.

00:28:19.950 --> 00:28:21.589
And maybe that's the fundamental tension that's

00:28:21.589 --> 00:28:23.349
going to define the next decade of music. You

00:28:23.349 --> 00:28:25.829
have these massive conglomerates like Hybe and

00:28:25.829 --> 00:28:28.170
Universal trying to own everything. And then

00:28:28.170 --> 00:28:30.930
you have artists fighting for control and ownership

00:28:30.930 --> 00:28:33.210
of their own work. That is the battleground.

00:28:33.369 --> 00:28:35.329
Absolutely. So here's a final thought to leave

00:28:35.329 --> 00:28:38.220
you with. Scooter Braun officially retired from

00:28:38.220 --> 00:28:40.960
management in 2024 to go sit on a corporate board.

00:28:41.640 --> 00:28:44.619
Taylor Swift bought her master's back in 2025

00:28:44.619 --> 00:28:48.799
to own her artistic legacy. In a way, they both

00:28:48.799 --> 00:28:52.000
won their respective games. But look at the charts

00:28:52.000 --> 00:28:55.720
today in 2026. How many organic grassroots stars

00:28:55.720 --> 00:28:58.640
are there really? Or is everything just an algorithm

00:28:58.640 --> 00:29:01.579
managed by a holding company and optimized for

00:29:01.579 --> 00:29:03.970
TikTok engagement from day one? It feels like

00:29:03.970 --> 00:29:06.930
that happy accident of discovering a Justin Bieber

00:29:06.930 --> 00:29:09.150
on YouTube just can't happen anymore because

00:29:09.150 --> 00:29:11.029
the algorithm is too controlled now. There are

00:29:11.029 --> 00:29:14.130
no accidents. Exactly. So does Scooter Braun's

00:29:14.130 --> 00:29:16.750
career, this whole arc we've discussed, suggest

00:29:16.750 --> 00:29:18.910
that the future of music isn't really about the

00:29:18.910 --> 00:29:21.490
music at all? Is it just about who owns the platforms

00:29:21.490 --> 00:29:24.170
and the IP that control it? I think we're already

00:29:24.170 --> 00:29:26.230
seeing the answer to that. On that cheerful note,

00:29:26.349 --> 00:29:28.089
thanks for diving deep with us. We'll catch you

00:29:28.089 --> 00:29:28.789
next time. Take care.
