WEBVTT

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I want you to picture the media landscape of

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the early 1990s for a second. Okay. It is so

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clean, so corporate. You know, you have these

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network news anchors who look like they were

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just manufactured in a factory somewhere. Perfect

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hair, perfect diction, not a word out of place.

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Exactly. And then on the radio, you have all

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these DJs who use that same, like, deep, fake,

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baritone voice. Time for the morning zoo. It

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was just... It was safe. It was sterilized. Oh,

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it's incredibly sterilized. I mean, you had the

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gatekeepers, the SEC, the networks, the big book

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publishers, and they were controlling absolutely

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everything that reached the American public.

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There was a very, very narrow lane of what was

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considered acceptable entertainment. And then

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into all of that, you have this one guy, a guy

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who looks kind of like a heavy metal guitarist,

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speaks like an erotic patient on a therapy couch,

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and is openly at war with his own bosses. on

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the air. And somehow this guy looks at that entire

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sanitized system and just says, I'm going to

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conquer all of it. And he didn't just say it.

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I mean, he statistically did it. And that's really

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what we are unpacking today. We aren't just talking

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about a shock jock. That term is actually kind

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of reductive. When you look at the data, we're

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looking at the numbers behind the title, the

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king of all media. Because, and this is all in

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the source material, there was a specific moment

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in time where Howard Stern had the number one

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movie, the number one book, and the number one

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soundtrack in the country. All at the same time.

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Simultaneously. Which is just, it's unheard of.

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I mean, even if you look at modern stars like

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a Taylor Swift or The Rock, they don't usually

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hold the number one spot in film, publishing,

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and music at the exact same second. Precisely.

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It was a statistical anomaly. So our mission

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for this deep dive is to figure out how he did

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it. We're going to tear apart the biographical

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data to understand the psychology. We'll look

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at the court records from his, you know, his

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long war with the FCC. And we are going to get

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technical on the financial structures of that

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half billion dollar serious deal. We want to

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understand how a painfully introverted kid from

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Long Island weaponized his own insecurities to

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build a business empire. And when you say introverted,

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I think a lot of people might roll their eyes

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at that. Oh, for sure. Because the character

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of Howard Stern, the persona. Feels so large,

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so loud, so confident. You'd assume he was the

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class clown. The guy standing on the table in

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the cafeteria just screaming for attention. And

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that is the first paradox we encounter. And honestly,

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it's probably the most important one. If you

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skip this part, you miss the whole story. Right.

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If you go back to his early life, he was born

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in 1954 in Queens. They moved to Roosevelt and

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then Rockville Center. He just he wasn't the

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loud mouth. When he transferred to Southside

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High School at age 15, the records, the anecdotes,

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they all describe him as a total introvert. A

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total introvert, like didn't talk to anyone kind

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of introvert. Completely. In fact, if you look

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at his yearbook, it lists only one student activity

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membership in the Key Club. That's it. That's

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it. He wasn't the star of the school play. He

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wasn't the quarterback. He was the kid in the

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corner. His sister was also noted as being very,

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very quiet. It was, by all accounts, a quiet

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household. So where does the desire to be heard

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come from? I mean, if you're that shy, usually

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you run away from the microphone. You don't make

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it your life's work. Well, it seems to stem from

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a very complex dynamic with his father, Ben Stern.

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Okay. Ben was a radio engineer. He worked at

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a station called WHO in Manhattan, and he co

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-owned a recording studio called Aura Recording

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Inc. Now, Howard, as a kid, observed something

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very specific about his father. He's been on

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record saying he always felt his dad was critical

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of him, that his dad thought he was a dummy.

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Oh, that's rough. It is. But Howard noticed a

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loophole. A loophole for affection. Or for respect.

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Exactly. For respect. He noticed that his father

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treated the people he worked with, you know,

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the on -air talent, with this immense reference.

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Howard would visit the studio and he'd watch

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these voice legends like Don Adams. The guy who

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played Maxwell Smart and Get Smart. That's the

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one. He'd watch them recording lines and he saw

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his dad's face just light up. He treated them

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like gods. So Howard thought, okay, maybe he

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could look at me with that kind of respect if

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I could get behind a microphone. That is heavy.

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So the logic for him becomes, if I want dad to

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love me or at least respect me, I have to become

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a disembodied voice. I have to be the guy in

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the headphones. Bingo. It's a classic psychological

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transfer. He equated being on a microphone with

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being worthy of respect. And that's where the

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basement tapes come in. Yes. And this isn't just

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a kid playing pretend radio. He's down there

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in the dark in his dad's basement in Long Island.

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And he's building a simulation of a world where

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he is powerful. And the content of those tapes

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is surprising. You'd expect a kid in the 60s

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or early 70s to be, I don't know, mimicking the

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news or introducing Beatles records. Right. But

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he wasn't. doing that at all. He was doing the

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Howard Stern show before it even existed. He

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was doing a character called the Psychedelic

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Bee. He was doing prank calls. And here is the

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real kicker. Even then as a kid, he was doing

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explicit shows. Explicit? How so? He was using

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marionettes to entertain his friends with these,

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uh, let's just say R -rated skits. With puppets.

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He was doing R -rated stuff with puppets. Or

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maybe even X -rated. And this is the critical

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insight here. The whole shock jock thing wasn't

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a marketing strategy he invented in his 30s to

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sell ads. It was his native language. It was

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his default setting. It was the only way he knew

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how to break through that feeling of invisibility

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he felt at school. He had to be so loud, so abrasive

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and so shocking that you simply couldn't ignore

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him. The DNA of the entire show was being formed

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right there in that basement. It's amazing that

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the content was explicit even then. It's like

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the impulse to shock was just hardwired into

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him from the beginning. It seems so. But he didn't

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go straight from the basement to stardom. The

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early career pass sounds. Well, it sounds like

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a disaster, frankly. Disaster is a very fair

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word. It was a grind. He went to Boston University

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for communications. He worked at the campus station,

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WTBU. He actually co -hosted a show there called

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The King Schmaltz Bagel Hour. The King Schmaltz

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Bagel Hour. That's a great name. And it was canceled

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after its very first broadcast. Why? Because

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they did a sketch called Godzilla Goes to Harlem.

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Oh, no. Yeah. It was racially insensitive, obviously,

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and the university administration shut it down

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immediately. So the pattern of push boundaries,

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get punished started literally on day one of

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his broadcasting career. Canceled after one show.

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That is some serious foreshadowing. But he graduates

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in 1976. Does he get a job in radio right away?

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No, and this is a funny little detour in his

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story. He actually took a marketing role at a

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big advertising agency, Benton and Bowles. He

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was trying to be a straight corporate guy. Right,

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fit into the system. But he hated the department

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he was in. So he quit without giving notice to

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take a job in their creative department. Same

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company, just a different floor. That is a bold

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move. A little too bold. The creative department

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realized he was the same guy who had just quit

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the other department without notice, so they

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fired him after only three hours. Fired after

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three hours. That has to be some kind of corporate

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record. It definitely shows a certain lack of

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conformity. He just didn't understand why the

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rules applied to him. But he eventually landed

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a real radio gig at WRNW in Briarcliff Manor,

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New York. OK. And this is where we really need

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to talk about his commitment level, because I

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think people see the limousines and the Hamptons

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house today and they just assume it was easy.

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Right. The pay at WR &amp;W was ninety six dollars

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a week. Ninety six dollars. Oh. A week. Even

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in the late 70s. You can't live on that in the

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New York area. No, you absolutely can't. He was

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desperate to save money. So to make ends meet

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while he was working these insane split shifts,

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he was the production director. He did on air

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shifts. He did public affairs. He was doing everything.

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Everything. Everything. To save money, he rented

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a room in a monastery. Wait, hold on. Howard

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Stern, the guy who would later make a career

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out of strippers and burping contests, lived

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in a monastery. In Armonk, New York, he was renting

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a room from the monks. I mean, can you imagine

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the contrast? spending his days trying to be

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this wild, crazy radio guy, and then his nights

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are in this silent, holy place just to save a

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few dollars. That paints a very different picture

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of his work ethic. It does. This was a guy willing

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to endure total isolation and poverty just to

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stay on the air. That is some serious dedication.

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So he's at WR &amp;W, then he moves to WCCC in Hartford,

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Connecticut. And this is where the team starts

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to come together, right? Yes. Hartford is pivotal

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because that's where he meets Fred Norris. Fred

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was the overnight disc jockey. And anyone who

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listens to Stern knows that Fred Norris became

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the longest serving member of the team, the sound

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effects genius, the writer. They met there in

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1979. Okay, so Fred's on board. But the real

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stylistic shift... The birth of the persona as

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we know it happened in Detroit at a station called

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WWW. WWW 4Ws. And that's where he decided to

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drop the DJ voice. Exactly. I mean, up to that

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point, he had been trying to be a traditional

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DJ. He was trying to do the deep voice, the whole

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coming up next Led Zeppelin shtick. But the ratings

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weren't great. The station was struggling. So

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one morning out of what seems like frustration

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or maybe just exhaustion, he made a conscious

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decision. He said he wanted to cut down the barriers,

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strip down all the ego, and be totally honest.

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What does that even mean in practice on the radio?

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It means if the coffee machine broke, he talked

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about it for 20 minutes. If he had a fight with

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his wife that morning, she talked about it. He

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realized that just talking... Being raw, being

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himself, was way more compelling than introducing

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records. He stopped serving the music and started

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serving the personality. So it's the moment the

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act became reality. That's a great way to put

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it. But Detroit didn't last. The station flipped

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formats to country, which he didn't love. He

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hated it. He called his on -air name Hop Along

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Howie. It was a disaster. Hop along, Howie. Right.

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He couldn't see himself as a country DJ. So he

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moved to Washington, D .C., to a station called

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WWDC. And this is the final piece of the puzzle

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regarding the core team. This is where he was

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paired with a newscaster named Robin Quivers.

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And the story of the meeting is interesting because

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she hadn't even met him when she took the job,

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had she? She hadn't. She was a former Air Force

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nurse and a reporter in Baltimore. The station

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sent her a tape of Stern interviewing a prostitute

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on the air. That was her official introduction

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to him. Most people would hear that and run for

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the hills. She listened to it and accepted the

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job. She thought she would just come in, do the

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news, and leave. But as she later said, it wasn't

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that way. They had instant chemistry. She became

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his anchor in more ways than one. Literally and

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figuratively. She was the laugh track, she was

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his conscience, and she was the audience surrogate

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all rolled into one. So the team is finally set.

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Howard, Robin, Fred. He's killing it in D .C.

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The ratings are tripling. And then the mothership

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calls. NBC, WNBC in New York. This was supposed

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to be the dream job. It was the dream. I mean,

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returning to New York, the number one market,

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working for the National Broadcasting Company.

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But as Stern later put it, it was welcome to

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my worst nightmare. And this is where the story

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really shifts from guy trying to make it to guy

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at war with the system. I mean if he was getting

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the ratings, why did NBC hate him so much? It

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was a culture clash. A massive, massive culture

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clash. NBC was a conservative corporate environment.

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They had just seen a critical news report on

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this new phenomenon of shock radio that featured

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Stern. And the executives were already nervous

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before he even started. So they were on edge

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from day one. They actually debated canceling

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his contract before he even broadcast a single

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show. Instead of firing him, they decided they

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were going to control him. Control Howard Stern,

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good luck with that plan. It went about as well

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as you'd expect. They gave him this long list

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of restrictions. No sexual discussions, no religious

00:12:04.559 --> 00:12:07.460
discussions. In his first month, he got suspended

00:12:07.460 --> 00:12:10.059
for a sketch called Virgin Mary Kong. Virgin

00:12:10.059 --> 00:12:12.279
Mary Kong. Yeah, it was a video game sketch that

00:12:12.279 --> 00:12:15.059
involved men chasing the Virgin Mary around a

00:12:15.059 --> 00:12:17.460
singles bar in Jerusalem. Okay, yeah, I can see

00:12:17.460 --> 00:12:21.000
1982 NBC executives sweating through their suits

00:12:21.000 --> 00:12:23.480
over that one. It got so bad that the station

00:12:23.480 --> 00:12:25.740
hired a lawyer specifically to listen to the

00:12:25.740 --> 00:12:28.220
show and operate a seven -second delay button.

00:12:28.399 --> 00:12:31.220
You're joking. not. Think about that expense.

00:12:31.700 --> 00:12:34.679
They paid a lawyer a full time salary just to

00:12:34.679 --> 00:12:37.179
sit there in a booth and censor their own morning

00:12:37.179 --> 00:12:40.399
guy. They also installed a program director named

00:12:40.399 --> 00:12:43.559
Kevin Matheny, whose sole job, it seems, was

00:12:43.559 --> 00:12:46.019
to enforce these rules. And this is the guy Stern

00:12:46.019 --> 00:12:49.320
famously nicknamed Pig Virus on the air. Yes.

00:12:49.480 --> 00:12:52.360
And this is so important. He didn't just complain

00:12:52.360 --> 00:12:55.389
about his boss behind his back. He made the boss

00:12:55.389 --> 00:12:57.950
a character on the show. He called him pig virus

00:12:57.950 --> 00:13:00.529
to millions of people. He attacked his appearance,

00:13:00.710 --> 00:13:03.429
his management style, his stutter. It was brutal,

00:13:03.509 --> 00:13:06.370
but it was captivating radio. Because it's the

00:13:06.370 --> 00:13:08.330
ultimate workplace fantasy, right? Yeah. Saying

00:13:08.330 --> 00:13:10.389
exactly what you think to your boss out loud.

00:13:10.450 --> 00:13:13.350
Exactly. And he was also feuding with Don Imus,

00:13:13.429 --> 00:13:15.750
the other morning guy at the station. It was

00:13:15.750 --> 00:13:18.539
a completely toxic environment. But here is the

00:13:18.539 --> 00:13:20.480
thing about Stern the pressure cooker just made

00:13:20.480 --> 00:13:23.620
him better. He tripled the ratings at WNBC. He

00:13:23.620 --> 00:13:25.889
was gaining market share. But the management

00:13:25.889 --> 00:13:27.990
just could not stomach the content. They couldn't

00:13:27.990 --> 00:13:30.690
handle it. Not at all. In 1985, right before

00:13:30.690 --> 00:13:32.570
he was supposed to go on air, they fired him.

00:13:32.669 --> 00:13:35.169
The official term they used was conceptual differences.

00:13:35.690 --> 00:13:37.470
Fired while you're delivering the highest ratings

00:13:37.470 --> 00:13:39.529
the station had seen in four years. That has

00:13:39.529 --> 00:13:41.750
to stink. Oh, absolutely. But this leads directly

00:13:41.750 --> 00:13:44.850
to the WXRK era, the K -Rock era. And this is

00:13:44.850 --> 00:13:47.269
really where the explosion happens. He refused

00:13:47.269 --> 00:13:49.330
to leave New York, right? Didn't NBC offer him

00:13:49.330 --> 00:13:52.600
money to just go away? They offered him $50 ,000

00:13:52.600 --> 00:13:54.860
to leave town. It was basically, here's a check,

00:13:54.960 --> 00:13:57.480
please go be famous somewhere else. Wow. He declined.

00:13:57.700 --> 00:13:59.620
He said he wanted to stay in New York and, quote,

00:13:59.740 --> 00:14:04.200
kick NBC's ass. And he did. He signed with Infinity

00:14:04.200 --> 00:14:07.919
Broadcasting, moved to WXRK, and within a year,

00:14:07.940 --> 00:14:10.820
he was syndicated. This is the official start

00:14:10.820 --> 00:14:13.700
of the king of all media reign. So let's talk

00:14:13.700 --> 00:14:15.419
numbers here for a second, because the scale

00:14:15.419 --> 00:14:19.049
of his popularity in the 90s is just... It's

00:14:19.049 --> 00:14:21.370
hard to grasp today with how fragmented media

00:14:21.370 --> 00:14:23.870
is. It is really difficult to compare. I mean,

00:14:23.889 --> 00:14:26.509
today, a big podcast might have a few million

00:14:26.509 --> 00:14:29.779
downloads a month. At his peak at WXRK, Howard

00:14:29.779 --> 00:14:33.679
had 20 million daily listeners, 20 million people

00:14:33.679 --> 00:14:37.299
tuning in every single day. His show was syndicated

00:14:37.299 --> 00:14:40.139
in 60 markets across North America. He wasn't

00:14:40.139 --> 00:14:42.259
just a New York phenomenon anymore. He was a

00:14:42.259 --> 00:14:45.080
national event every single morning. If you drove

00:14:45.080 --> 00:14:47.059
through any major city in the U .S. during the

00:14:47.059 --> 00:14:49.620
morning commute, chances are half the cars were

00:14:49.620 --> 00:14:51.580
listening to him. And he started branching out

00:14:51.580 --> 00:14:54.820
into other media. really testing the waters of

00:14:54.820 --> 00:14:57.279
his popularity. The pay -per -view specials were

00:14:57.279 --> 00:14:59.539
a huge part of this. These were massive moneymakers

00:14:59.539 --> 00:15:02.539
and, more importantly, a proof of concept. In

00:15:02.539 --> 00:15:05.559
1988, he did a special called Howard Stern's

00:15:05.559 --> 00:15:08.639
Negligee and Underpants Party. It grossed $1

00:15:08.639 --> 00:15:12.559
.2 million, but the really big one was on New

00:15:12.559 --> 00:15:15.820
Year's Eve 1993. It was called the Miss Howard

00:15:15.820 --> 00:15:18.259
Stern New Year's Eve pageant. The one with the

00:15:18.259 --> 00:15:20.379
mock beauty pageant. That's the one. It grossed

00:15:20.379 --> 00:15:23.899
$16 million. An estimated 400 ,000 households

00:15:23.899 --> 00:15:26.740
bought it. It broke the subscriber record for

00:15:26.740 --> 00:15:29.059
a non -sports pay -per -view event. And the reviews

00:15:29.059 --> 00:15:32.120
were not great. The New York Post called it the

00:15:32.120 --> 00:15:35.220
most disgusting two hours in the history of television.

00:15:36.100 --> 00:15:39.039
But it proved that his audience would pay directly

00:15:39.039 --> 00:15:42.120
for his content. This was the first real sign

00:15:42.120 --> 00:15:44.120
that a subscription model could work for him

00:15:44.120 --> 00:15:46.399
decades before he did it and then came the books

00:15:47.070 --> 00:15:49.889
Private Parts. Private Parts was a cultural juggernaut.

00:15:49.889 --> 00:15:53.370
It was released in 1993. Simon &amp; Schuster, the

00:15:53.370 --> 00:15:57.070
publisher, did an initial print run of 225 ,000

00:15:57.070 --> 00:16:00.169
copies, and they sold out in hours. Hours. Hours.

00:16:00.210 --> 00:16:02.350
In five days, it became the fastest -selling

00:16:02.350 --> 00:16:04.629
title in the publisher's history. It spent 20

00:16:04.629 --> 00:16:06.289
weeks on the New York Times bestseller list.

00:16:06.570 --> 00:16:08.750
And what's fascinating about the book is that

00:16:08.750 --> 00:16:11.269
it really changed the perception of him. How

00:16:11.269 --> 00:16:13.740
so? Because before that, he was just the monster,

00:16:13.820 --> 00:16:16.460
right? The shock jock. Exactly. Before the book,

00:16:16.460 --> 00:16:18.320
he was just the dangerous guy who made fun of

00:16:18.320 --> 00:16:21.019
people. But the book was autobiographical. It

00:16:21.019 --> 00:16:23.759
was funny, yes, but it was also incredibly vulnerable.

00:16:24.200 --> 00:16:26.600
It told the story of his struggle, his marriage,

00:16:26.720 --> 00:16:28.960
his deep insecurities, the miscarriage his wife

00:16:28.960 --> 00:16:31.519
suffered. It made him human. It made him human.

00:16:31.899 --> 00:16:34.639
Stern himself said, Suddenly, I was a mainstream

00:16:34.639 --> 00:16:36.779
performer who had real clout in the marketplace.

00:16:37.220 --> 00:16:40.460
I was bankable. And that bankability led to Reckle

00:16:40.460 --> 00:16:42.950
to the movie. Which is so rare. Yeah. Radio guys

00:16:42.950 --> 00:16:44.629
don't usually become movie stars playing themselves.

00:16:44.929 --> 00:16:47.370
It's incredibly rare. But the private parts film,

00:16:47.470 --> 00:16:50.990
released in 1997, topped the U .S. box office

00:16:50.990 --> 00:16:53.929
its opening weekend. It grossed over $41 million

00:16:53.929 --> 00:16:57.129
domestically. And you have to remember, the soundtrack,

00:16:57.350 --> 00:17:00.070
which Stern performed on, also hit number one

00:17:00.070 --> 00:17:02.450
on the Billboard 200 chart. So that's it. That's

00:17:02.450 --> 00:17:04.970
the trifecta. That is the king of all media trifecta

00:17:04.970 --> 00:17:07.309
we talked about at the top. Movie, book, soundtrack,

00:17:07.569 --> 00:17:10.009
all number one, all at the same time. But with

00:17:10.009 --> 00:17:12.000
all this success, He was just getting louder

00:17:12.000 --> 00:17:15.519
and more controversial. And, well, we have to

00:17:15.519 --> 00:17:18.000
talk about Fart Man. Yes, we do. Fart Man. The

00:17:18.000 --> 00:17:21.319
1992 MTV Video Music Awards. It's a defining

00:17:21.319 --> 00:17:23.839
image of the 90s, isn't it? Stern, descending

00:17:23.839 --> 00:17:26.400
from the ceiling in this superhero costume that

00:17:26.400 --> 00:17:29.319
exposed his buttocks, playing a character named

00:17:29.319 --> 00:17:32.640
Fart Man. It was pure shock value. It was. But

00:17:32.640 --> 00:17:35.279
here's the deep dive nugget. He was actually

00:17:35.279 --> 00:17:38.640
developing a Fartman movie with New Line Cinema.

00:17:38.759 --> 00:17:41.660
A Fartman movie? Seriously, why didn't that happen?

00:17:41.740 --> 00:17:44.279
It fell apart over merchandising rights and content

00:17:44.279 --> 00:17:47.660
disputes. Stern wanted total creative control,

00:17:47.880 --> 00:17:50.619
and the studio wasn't sure they could sell Fartman

00:17:50.619 --> 00:17:52.920
action figures to kids if the movie's content

00:17:52.920 --> 00:17:55.420
was super R -rated. Yeah, that's a tough sell.

00:17:55.599 --> 00:17:58.319
But it shows you just how much cultural capital

00:17:58.319 --> 00:18:01.259
he had at that moment that a major Hollywood

00:18:01.259 --> 00:18:04.380
studio was seriously considering a Fartman feature

00:18:04.380 --> 00:18:07.599
film. It's absolutely wild, but... While he was

00:18:07.599 --> 00:18:09.880
doing the Superhero Act, he was also getting

00:18:09.880 --> 00:18:12.980
involved in actual politics and not just talking

00:18:12.980 --> 00:18:15.279
about it. He really ran for governor of New York

00:18:15.279 --> 00:18:17.740
in 1994. He did. And at first, you know, everyone

00:18:17.740 --> 00:18:19.500
thought it was a joke, a publicity stunt. He

00:18:19.500 --> 00:18:21.579
ran on the Libertarian Party ticket against the

00:18:21.579 --> 00:18:24.059
incumbent Mario Cuomo. But if you look at his

00:18:24.059 --> 00:18:26.839
platform, it was surprisingly specific. He had

00:18:26.839 --> 00:18:30.119
three main goals, right? Three very clear, very

00:18:30.119 --> 00:18:33.160
simple goals. One, reinstate the death penalty.

00:18:33.500 --> 00:18:36.920
Two, remove all highway tolls to improve traffic

00:18:36.920 --> 00:18:40.779
flow. And three, limit all road work to the graveyard

00:18:40.779 --> 00:18:43.240
shift so it wouldn't disrupt commuters. I mean.

00:18:43.380 --> 00:18:45.960
He promised that once he passed those three things,

00:18:46.079 --> 00:18:48.240
he would resign and hand the governorship over

00:18:48.240 --> 00:18:51.039
to his lieutenant. Look, for any commuter in

00:18:51.039 --> 00:18:53.420
the New York area, that roadwork platform is

00:18:53.420 --> 00:18:56.339
incredibly appealing. It was. He won the Libertarian

00:18:56.339 --> 00:18:58.400
nomination by a landslide. People were taking

00:18:58.400 --> 00:19:01.079
it seriously. But the campaign ended because

00:19:01.079 --> 00:19:03.279
of the Ethics in Government Act. What happened?

00:19:03.339 --> 00:19:05.539
To be on the final ballot, he had to publicly

00:19:05.539 --> 00:19:09.220
disclose his personal finances. And Stern, being

00:19:09.220 --> 00:19:12.380
intensely private about his money, refused. He

00:19:12.380 --> 00:19:14.480
said it was none of their business, so he withdrew

00:19:14.480 --> 00:19:16.140
from the race. It's none of your business, basically.

00:19:16.140 --> 00:19:19.440
Exactly. But here is the amazing... legacy of

00:19:19.440 --> 00:19:22.539
that run. George Pataki, the Republican who eventually

00:19:22.539 --> 00:19:25.440
won that election, acknowledged Stern's influence.

00:19:25.779 --> 00:19:29.079
In 1995, Pataki actually signed a bill limiting

00:19:29.079 --> 00:19:31.559
road construction on state roads to night hours.

00:19:31.799 --> 00:19:34.579
No way. Yes. It was nicknamed the Howard Stern

00:19:34.579 --> 00:19:37.579
Bill. So the guy in the Fartman costume actually

00:19:37.579 --> 00:19:40.440
changed public policy in New York State. That

00:19:40.440 --> 00:19:43.079
is incredible. Yeah. But his relationship with

00:19:43.079 --> 00:19:46.559
authority wasn't usually that constructive. I

00:19:46.559 --> 00:19:49.059
have to talk about the FCC. Because this wasn't

00:19:49.059 --> 00:19:51.339
just a few complaints here and there. This was

00:19:51.339 --> 00:19:53.619
a war. It was a war of attrition. And you have

00:19:53.619 --> 00:19:56.039
to understand how the FCC works. They can't find

00:19:56.039 --> 00:19:58.339
the talent. They find the station license holder.

00:19:58.539 --> 00:20:00.740
The company that owns the station. Right. And

00:20:00.740 --> 00:20:04.900
between 1990 and 2004, the FCC levied fines totaling

00:20:04.900 --> 00:20:07.660
$2 .5 million against the station owners for

00:20:07.660 --> 00:20:11.200
Stern's content. Wow. $2 .5 million. That's a

00:20:11.200 --> 00:20:13.660
lot of money, even for a big broadcaster like

00:20:13.660 --> 00:20:15.990
Infinity. It is. And the fines were for things

00:20:15.990 --> 00:20:18.650
that seem almost tame by today's Internet standards.

00:20:18.710 --> 00:20:20.549
You know, talking about sexual practices, bodily

00:20:20.549 --> 00:20:24.069
functions. But the FCC saw it as indecency, and

00:20:24.069 --> 00:20:26.630
it made Stern a massive liability. Every time

00:20:26.630 --> 00:20:28.690
he opened his mic, the station owners were sweating,

00:20:28.829 --> 00:20:30.470
wondering if it was going to cost them another

00:20:30.470 --> 00:20:33.410
$100 ,000. And this all came to a head after

00:20:33.410 --> 00:20:36.329
the Janet Jackson incident. Super Bowl XXVIII.

00:20:36.470 --> 00:20:39.650
The wardrobe malfunction. That changed everything.

00:20:40.029 --> 00:20:43.069
The Bush administration and the FCC cracked down

00:20:43.069 --> 00:20:46.230
hard, I mean hard, on indecency. The walls started

00:20:46.230 --> 00:20:48.990
closing in. They were. Clear Channel, a huge

00:20:48.990 --> 00:20:51.390
radio conglomerate, dropped his show from several

00:20:51.390 --> 00:20:54.009
of their markets permanently. His own management

00:20:54.009 --> 00:20:56.230
at Infinity started strictly censoring him again,

00:20:56.349 --> 00:20:59.549
just like the old WNBC days. He said he felt

00:20:59.549 --> 00:21:02.180
dead creatively. He felt like he couldn't do

00:21:02.180 --> 00:21:04.220
his show anymore. And this sets the stage for

00:21:04.220 --> 00:21:06.579
the biggest gamble in the history of radio, the

00:21:06.579 --> 00:21:09.640
move to Sirius. Let's just stop on 2004 for a

00:21:09.640 --> 00:21:11.700
second, because looking back from today, moving

00:21:11.700 --> 00:21:13.960
to streaming or satellite seems obvious. Everyone

00:21:13.960 --> 00:21:17.460
has Spotify or Apple Music. But we need to contextualize

00:21:17.460 --> 00:21:19.980
how insane this move was at the time. It was

00:21:19.980 --> 00:21:22.839
widely viewed as career suicide. You have to

00:21:22.839 --> 00:21:25.259
remember, in 2004, you bought a radio, you turned

00:21:25.259 --> 00:21:27.359
it on, and music and talk came out for free.

00:21:27.500 --> 00:21:30.500
The idea that you would pay $12 .95 a month for

00:21:30.500 --> 00:21:33.000
radio was laughable to most Wall Street analysts.

00:21:33.339 --> 00:21:35.759
And Sirius wasn't a tech giant back then. Not

00:21:35.759 --> 00:21:38.079
at all. Sirius was a distressed company burning

00:21:38.079 --> 00:21:40.099
through cash and fighting for scraps against

00:21:40.099 --> 00:21:43.420
its bigger rival, XM Radio. So Stern is leaving

00:21:43.420 --> 00:21:46.119
a terrestrial radio audience of 20 million people,

00:21:46.299 --> 00:21:48.799
literally the biggest platform in the world at

00:21:48.799 --> 00:21:53.920
the time, for a platform that had What? How many

00:21:53.920 --> 00:21:56.660
subscribers did Sirius have? About 600 ,000 subscribers

00:21:56.660 --> 00:21:59.440
total. Not for his show, for the entire platform.

00:21:59.559 --> 00:22:01.460
He was essentially moving from playing the Super

00:22:01.460 --> 00:22:04.339
Bowl to playing a high school gym. So why do

00:22:04.339 --> 00:22:07.660
it? Was it just the money? The headline was $500

00:22:07.660 --> 00:22:10.460
million, which is obviously a lot of motivation.

00:22:10.700 --> 00:22:12.980
The headline number is really misleading, and

00:22:12.980 --> 00:22:14.700
that's where the genius of the deal actually

00:22:14.700 --> 00:22:18.099
lies. That $500 million wasn't a salary check

00:22:18.099 --> 00:22:20.299
for him. It wasn't. No. That was a production

00:22:20.299 --> 00:22:22.640
budget for five years. He had to build the studios,

00:22:22.779 --> 00:22:25.539
pay the entire staff, pay the writers, pay Robin

00:22:25.539 --> 00:22:27.700
and Fred their huge salaries all out of that

00:22:27.700 --> 00:22:30.039
bucket. OK, so he's essentially running a small

00:22:30.039 --> 00:22:32.680
media corporation himself. Exactly. But the real

00:22:32.680 --> 00:22:35.220
wealth, the empire money, was in the stock incentives.

00:22:35.660 --> 00:22:37.619
This is the part that business schools should

00:22:37.619 --> 00:22:40.220
study. He negotiated these huge tranches of stock

00:22:40.220 --> 00:22:42.519
that would vest only if he hit massive subscriber

00:22:42.519 --> 00:22:45.420
targets. He was betting on himself. He bet that

00:22:45.420 --> 00:22:47.559
he could migrate his audience from free radio

00:22:47.559 --> 00:22:50.819
to a paid service. And the analyst said he couldn't

00:22:50.819 --> 00:22:53.059
do it. I remember reading quotes saying things

00:22:53.059 --> 00:22:56.200
like, loyalty has a limit, and the limit is a

00:22:56.200 --> 00:22:59.849
credit card number. They were so wrong. The Howard

00:22:59.849 --> 00:23:03.230
effect was immediate and it was massive. In the

00:23:03.230 --> 00:23:05.549
first year, Sirius didn't just hit their subscriber

00:23:05.549 --> 00:23:08.710
target. They blew way past it. They added millions

00:23:08.710 --> 00:23:11.009
of new subscribers solely on the promise of a

00:23:11.009 --> 00:23:13.549
show. And on the day of his first broadcast in

00:23:13.549 --> 00:23:16.789
2006, the first stock tranche vested. What was

00:23:16.789 --> 00:23:19.430
that worth? He and his agent received stock worth

00:23:19.430 --> 00:23:22.730
two hundred and eighteen million dollars. Wow.

00:23:22.750 --> 00:23:25.990
Just as a bonus. So he essentially equity swamped

00:23:25.990 --> 00:23:28.900
his fame. He took his cultural capital and converted

00:23:28.900 --> 00:23:31.160
it directly into ownership of the platform itself.

00:23:31.420 --> 00:23:33.960
And that's the big takeaway. He realized before

00:23:33.960 --> 00:23:36.500
almost anyone else that content was the king,

00:23:36.640 --> 00:23:39.380
not the distribution method. If the content is

00:23:39.380 --> 00:23:41.579
strong enough, people will buy the new hardware

00:23:41.579 --> 00:23:44.460
to get to it. He single -handedly took Sirius

00:23:44.460 --> 00:23:46.839
from a niche product for truckers and tech nerds

00:23:46.839 --> 00:23:49.799
to a mainstream necessity. But it wasn't a completely

00:23:49.799 --> 00:23:52.440
smooth transition. His old bosses at CBS sued

00:23:52.440 --> 00:23:55.559
him. They did. It got ugly. They claim he misused

00:23:55.559 --> 00:23:58.059
their airtime to promote his new Sirius show

00:23:58.059 --> 00:24:01.220
before he left. Stern called it a personal vendetta

00:24:01.220 --> 00:24:03.839
by Leslie Moonves, who was the head of CBS at

00:24:03.839 --> 00:24:06.099
the time. They eventually settled for Sirius,

00:24:06.140 --> 00:24:09.119
paying CBS $2 million, but it just showed how

00:24:09.119 --> 00:24:11.900
bitter that breakup was. So he lands at Sirius.

00:24:11.940 --> 00:24:14.059
He has two channels, Howard 100 and Howard 101.

00:24:14.299 --> 00:24:16.240
He's completely uncensored. He can swear. He

00:24:16.240 --> 00:24:18.420
can be as explicit as he wants. But something

00:24:18.420 --> 00:24:21.700
interesting happens over the next decade. He...

00:24:22.119 --> 00:24:25.700
He evolves. The evolution is the defining theme

00:24:25.700 --> 00:24:28.619
of his later career. Once he had total absolute

00:24:28.619 --> 00:24:31.079
freedom, he didn't just double down on the shock

00:24:31.079 --> 00:24:33.759
value. He actually started to broaden his horizons

00:24:33.759 --> 00:24:36.000
in a way nobody expected. And the big public

00:24:36.000 --> 00:24:38.140
signal for this was America's Got Talent. Right.

00:24:38.569 --> 00:24:41.150
In 2011, he replaces Piers Morgan as a judge

00:24:41.150 --> 00:24:44.369
on this huge family -friendly primetime network

00:24:44.369 --> 00:24:47.410
show. And he took it so seriously, he actually

00:24:47.410 --> 00:24:49.730
forced them to move the entire production of

00:24:49.730 --> 00:24:51.670
the show to New York so he could do his radio

00:24:51.670 --> 00:24:53.309
show in the morning and then go judge in the

00:24:53.309 --> 00:24:55.609
afternoon. And he was good at it. He was. It

00:24:55.609 --> 00:24:58.450
introduced him to a demographic that would never

00:24:58.450 --> 00:25:00.430
in a million years have listened to the radio

00:25:00.430 --> 00:25:03.710
show. You know, grandmothers, kids. And they

00:25:03.710 --> 00:25:05.869
saw he was actually a thoughtful, constructive,

00:25:06.130 --> 00:25:09.460
and... often kind critic. And we also see him

00:25:09.460 --> 00:25:12.180
picking up these serious hobbies. Photography.

00:25:12.559 --> 00:25:15.220
He got obsessed with photography. He started

00:25:15.220 --> 00:25:17.880
shooting these high fashion layouts for Hamptons

00:25:17.880 --> 00:25:20.940
Magazine. He established his own company, Conlon

00:25:20.940 --> 00:25:23.460
Road Photography. It wasn't just a celebrity

00:25:23.460 --> 00:25:26.400
whim. He studied it. He learned the craft. It

00:25:26.400 --> 00:25:28.380
really aligns with that obsessive personality

00:25:28.380 --> 00:25:31.240
we saw in the basement with the tapes. He has

00:25:31.240 --> 00:25:33.400
to master things. And speaking of personality,

00:25:33.559 --> 00:25:36.700
he's been so open about therapy. in recent years

00:25:36.700 --> 00:25:39.500
he credits psychotherapy and also transcendental

00:25:39.500 --> 00:25:41.720
meditation which he actually started back in

00:25:41.720 --> 00:25:44.319
the 70s for saving his life and his sanity he's

00:25:44.319 --> 00:25:46.400
spoken at length about how therapy helped him

00:25:46.400 --> 00:25:48.980
realize how his narcissism and his constant need

00:25:48.980 --> 00:25:51.059
for attention were affecting his relationships

00:25:51.059 --> 00:25:53.019
especially his first marriage that the character

00:25:53.019 --> 00:25:55.259
was taking over exactly he realized the character

00:25:55.259 --> 00:25:57.599
he created was protecting him but it was also

00:25:57.599 --> 00:26:00.119
isolating him from everyone he loved and that

00:26:00.119 --> 00:26:03.289
introspection led to some public apologies, didn't

00:26:03.289 --> 00:26:05.410
it? I know there was a controversy a few years

00:26:05.410 --> 00:26:09.009
ago where an old sketch resurfaced. Yes. In 2020,

00:26:09.230 --> 00:26:11.849
Donald Trump Jr. tweeted a video of an old sketch

00:26:11.849 --> 00:26:15.410
from a 1993 pay -per -view special where Stern

00:26:15.410 --> 00:26:18.349
appeared in blackface parodying Ted Danson. It

00:26:18.349 --> 00:26:20.670
was, you know, obviously offensive. And instead

00:26:20.670 --> 00:26:23.589
of doubling down or making excuses, Stern addressed

00:26:23.589 --> 00:26:26.190
it and admitted it. He said, and this is a direct

00:26:26.190 --> 00:26:29.809
quote, the shit I did was fucking crazy. Wow.

00:26:30.670 --> 00:26:32.609
He credited his years in therapy for helping

00:26:32.609 --> 00:26:35.150
him understand why that behavior was wrong and

00:26:35.150 --> 00:26:37.910
how much he has changed as a person. It's interesting

00:26:37.910 --> 00:26:40.529
you mentioned Trump Jr. because Stern and Donald

00:26:40.529 --> 00:26:42.369
Trump go way, way back. Trump was a frequent

00:26:42.369 --> 00:26:44.309
guest on the show for years. He was. They were,

00:26:44.390 --> 00:26:47.210
in a sense, radio friends. Trump was the perfect

00:26:47.210 --> 00:26:49.710
guest for the old show. He was loud, opinionated,

00:26:49.750 --> 00:26:51.990
willing to rate women's looks on a scale of 1

00:26:51.990 --> 00:26:54.990
to 10. But politically, they diverged significantly.

00:26:55.349 --> 00:26:57.509
Right. Stern isn't a Republican. Not at all.

00:26:57.609 --> 00:27:00.869
He was a supporter of John Kerry in 2004 and

00:27:00.869 --> 00:27:05.069
urged his listeners to oust George W. Bush. And

00:27:05.069 --> 00:27:07.670
despite his long history with Trump, Stern became

00:27:07.670 --> 00:27:10.849
very critical of Trump's presidency. He even

00:27:10.849 --> 00:27:13.630
said in 2020 that he thought Trump despises his

00:27:13.630 --> 00:27:16.549
own supporters. It just shows that Stern separates

00:27:16.549 --> 00:27:19.410
personal loyalty from his political views. He

00:27:19.410 --> 00:27:21.519
also interviewed President Biden recently. in

00:27:21.519 --> 00:27:24.420
2024. Which really completes the journey, doesn't

00:27:24.420 --> 00:27:26.980
it? From being known as Fartman to doing an in

00:27:26.980 --> 00:27:29.319
-depth sit -down interview with the sitting president

00:27:29.319 --> 00:27:31.859
in the United States. It is a trajectory that

00:27:31.859 --> 00:27:34.059
simply shouldn't be possible. And the style of

00:27:34.059 --> 00:27:36.000
that interview was significant. It was. It wasn't

00:27:36.000 --> 00:27:38.339
a gotcha political interview. It was a deep dive

00:27:38.339 --> 00:27:40.960
into Joe Biden's life, his story of loss, his

00:27:40.960 --> 00:27:44.200
psychology. It was Stern doing what Stern does

00:27:44.200 --> 00:27:47.079
best now. Empathetic, long -form listening. I

00:27:47.079 --> 00:27:48.359
want to touch on the personal side of things

00:27:48.359 --> 00:27:50.400
before we wrap up, because you mentioned that

00:27:50.400 --> 00:27:52.180
the book The private parts dealt with his marriage

00:27:52.180 --> 00:27:54.420
to Alison Burns. They were college sweethearts.

00:27:54.539 --> 00:27:57.000
They were. They met at Boston University, married

00:27:57.000 --> 00:27:59.859
in 1978 when they were both just 24 years old.

00:27:59.900 --> 00:28:02.400
They had three daughters together, but the work

00:28:02.400 --> 00:28:04.559
completely consumed him. He's admitted that,

00:28:04.619 --> 00:28:07.319
right? Oh, many times. Stern admitted he was

00:28:07.319 --> 00:28:10.740
totally neurotic and consumed with work. He prioritized

00:28:10.740 --> 00:28:12.960
the show over everything else in his life. They

00:28:12.960 --> 00:28:15.880
divorced in 2001. It was reportedly amicable,

00:28:16.099 --> 00:28:19.200
but it was clearly the casualty of his ambition.

00:28:19.930 --> 00:28:21.609
And he has spoken about that with a lot of regret

00:28:21.609 --> 00:28:23.809
over the years. But he found love again with

00:28:23.809 --> 00:28:26.710
Beth Ostrowski. Yes, a model and television host.

00:28:26.930 --> 00:28:29.529
They married in 2008. And this relationship really

00:28:29.529 --> 00:28:31.490
highlights that softer side of him that we talked

00:28:31.490 --> 00:28:34.809
about. They are huge animal advocates. They foster

00:28:34.809 --> 00:28:36.789
hundreds and hundreds of cats at their homes.

00:28:37.009 --> 00:28:40.089
Hundreds. The estimate is approximately 200 cats

00:28:40.089 --> 00:28:42.650
a year come through their home. They have dedicated

00:28:42.650 --> 00:28:44.730
rooms for it. They nurse them back to health.

00:28:44.809 --> 00:28:46.869
And then they find them permanent homes. It's

00:28:46.869 --> 00:28:49.900
a far, far cry from the old shock. image. So

00:28:49.900 --> 00:28:51.940
the king of all media is on the floor feeding

00:28:51.940 --> 00:28:54.839
kittens. If you follow Beth on Instagram you

00:28:54.839 --> 00:28:58.140
will see Howard Stern, this media giant, sitting

00:28:58.140 --> 00:29:00.140
on the floor feeding tiny little kittens with

00:29:00.140 --> 00:29:02.359
a bottle. It's a surreal image. And he's also

00:29:02.359 --> 00:29:04.680
dealt with some serious health scares. The king

00:29:04.680 --> 00:29:08.440
of all media is mortal it turns out. He had a

00:29:08.440 --> 00:29:11.359
very serious scare in 2017. They found a growth

00:29:11.359 --> 00:29:13.500
on his kidney. He was convinced it was cancer.

00:29:13.599 --> 00:29:16.930
He thought this is it. I'm going to die. Turned

00:29:16.930 --> 00:29:19.130
out to be a benign cyst, but it shook him to

00:29:19.130 --> 00:29:21.269
his core. It made him confront his own mortality

00:29:21.269 --> 00:29:24.630
in a big way. And he's also battled OCD. Yes,

00:29:24.809 --> 00:29:26.990
obsessive compulsive disorder since college.

00:29:27.130 --> 00:29:29.750
He writes about it in his books, the rituals

00:29:29.750 --> 00:29:32.609
he had to perform to alleviate his anxiety, touching

00:29:32.609 --> 00:29:34.789
things a certain number of times, counting everything.

00:29:35.029 --> 00:29:36.869
It's been a constant struggle for him, and it

00:29:36.869 --> 00:29:39.289
explains a lot of his obsessive nature and his

00:29:39.289 --> 00:29:42.000
drive for control over his environment. So as

00:29:42.000 --> 00:29:44.640
we look back on this entire career, from the

00:29:44.640 --> 00:29:47.700
96 stars a week monastery days to the half billion

00:29:47.700 --> 00:29:50.619
dollar satellite deal, from the explicit basement

00:29:50.619 --> 00:29:53.180
tapes to the White House interview, what is the

00:29:53.180 --> 00:29:55.059
big takeaway? What does the Howard Stern story

00:29:55.059 --> 00:29:57.599
actually tell us? It tells us that authenticity,

00:29:57.940 --> 00:30:01.440
no matter how abrasive or weird it is, is a currency.

00:30:02.130 --> 00:30:04.569
Stern didn't just break the rules. He monetized

00:30:04.569 --> 00:30:07.150
the breaking of rules. But I think more importantly,

00:30:07.390 --> 00:30:09.670
he proved that you can mature without losing

00:30:09.670 --> 00:30:12.869
your edge. He successfully pivoted from being

00:30:12.869 --> 00:30:15.650
a renegade to being an elder statesman of broadcasting.

00:30:15.730 --> 00:30:18.329
Which is a path most shock jocks don't take.

00:30:18.640 --> 00:30:20.960
They don't. Most of them just fade away or become

00:30:20.960 --> 00:30:24.440
caricatures of themselves. He evolved. It really

00:30:24.440 --> 00:30:26.980
is a study in survival and adaptation. Absolutely.

00:30:27.200 --> 00:30:29.200
And if we connect this to the bigger picture,

00:30:29.319 --> 00:30:32.019
it raises a really fascinating question about

00:30:32.019 --> 00:30:35.160
freedom of speech and personal growth. What's

00:30:35.160 --> 00:30:37.680
that? Well, Stern spent the first half of his

00:30:37.680 --> 00:30:40.619
career fighting the government, his bosses, everyone

00:30:40.619 --> 00:30:43.119
for the right to say absolutely anything, no

00:30:43.119 --> 00:30:45.119
matter how offensive. He was a First Amendment

00:30:45.119 --> 00:30:47.660
absolutist. Right. But now in the second half

00:30:47.660 --> 00:30:49.390
of his career. career, he looks back at some

00:30:49.390 --> 00:30:51.869
of those very things he fought to say, like the

00:30:51.869 --> 00:30:53.910
racial sketches or some of the cruel comments,

00:30:54.089 --> 00:30:56.950
and he regrets them. He calls them crazy and

00:30:56.950 --> 00:30:59.769
fucking nuts. That is a paradox, isn't it? It

00:30:59.769 --> 00:31:02.069
is. And so the question for you, the listener,

00:31:02.210 --> 00:31:05.329
is this. Does his career prove that true freedom

00:31:05.329 --> 00:31:08.069
of speech includes the freedom to eventually

00:31:08.069 --> 00:31:11.430
silence your own past self? Is the ultimate victory

00:31:11.430 --> 00:31:13.269
of free speech not just the right to speak your

00:31:13.269 --> 00:31:16.309
mind, but the wisdom to evolve and know when

00:31:16.309 --> 00:31:19.190
you were wrong? That is something to think about.

00:31:19.289 --> 00:31:21.089
Yeah. From the king of all media to the king

00:31:21.089 --> 00:31:23.089
of all evolution. Thanks for listening to this

00:31:23.089 --> 00:31:24.670
deep dive into Howard Stern. We'll catch you

00:31:24.670 --> 00:31:25.130
on the next one.
