WEBVTT

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Welcome back to another deep dive before we before

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we get started today I want you to take a second

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and imagine something for me okay I want you

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to imagine having to pivot your entire career

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like completely reinvent the way you work the

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way you make money the way you connect with people

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and you have to do this every single decade just

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to survive in your industry I mean that sounds

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absolutely exhausting right most people want

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to Find a comfortable lane, settle in, build

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some seniority, you know, and just ride it out

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until retirement. But in certain volatile fields,

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if you stand still for even a few years, you

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don't just fall behind. You simply disappear.

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And that brings us to the focus of today's deep

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dive. We have a highly detailed Wikipedia article

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chronicling the life and career of a comedian

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named Bob Levy. A fascinating career, really.

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It is, and our mission today is to explore the

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wild, entirely unpredictable life cycle of a

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working comic. We are talking about a journey

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that goes from the trenches of blue -collar manual

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labor straight through the absolute madness of

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1990s shock radio and eventually lands right

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in the middle of modern, decentralized digital

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broadcasting. Yeah. When you track a career trajectory

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like this one, you are essentially tracking the

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evolution of audio entertainment over the last

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30 years. It's a perfect case study in media

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survival. OK, let's unpack this. Yeah. Because

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you cannot understand where this guy ended up

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without understanding the extremely gritty place

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where he started. The early days. The origin

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story here is about his blue collar as it gets.

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So Bob Levy was born in Brooklyn, New York in

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1962. By the time he was six years old, his family

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had moved to Staten Island. And his path through

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formal education was incredibly brief. That's

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putting it mildly. Yeah, he dropped out of high

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school after only six years of schooling. Which

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meant he was thrown right into the working world

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at an age when most kids are just starting to

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figure out middle school algebra. It's crazy

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to think about. We are talking about heavy...

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physical labor to make ends meet in New York.

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He spent years working as a landscaper, doing

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grueling yard work in the heat. He worked as

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a house painter. Tough digs. Very tough. This

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wasn't someone who spent his late teens and early

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20s studying sketch theater at an expensive conservatory

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or hanging out at comedy clubs analyzing the

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structural mechanics of a punchline. He was living

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a very hardscrabble life. With that kind of background,

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how does someone even find their way to a comedy

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stage? I mean, you don't just put down a paintbrush

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and suddenly know how to command a room of drunk

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people at a comedy club. You don't. But he did

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have a completely different kind of stage presence

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before he ever picked up a microphone. Oh, right.

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The surprise detail. For a brief period of time,

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Bob Levy was actually a professional wrestler.

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Hold on. A landscaper turned professional wrestler.

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Yep. He stepped into the ring under the incredibly

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dramatic name. Heartbreaker Bobby Slayer. Heartbreaker

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Bobby Slayer. Just picture that. You go from

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landscaping and painting houses to throwing yourself

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around a canvas ring in tights. It's quite the

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visual. That leap alone tells you a lot about

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his willingness to just throw himself into a

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performance. Learning how to take a physical

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bump in a wrestling ring probably translates

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pretty well to the emotional vulnerability of

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bombing on stage. Definitely. The theatricality

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of professional wrestling actually shares a lot

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of DNA with stand -up comedy. How so? Well, you

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are playing an amplified character. You are working

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the crowd. You are trying to elicit a very specific

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visceral reaction, whether that's cheering or

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booing. Makes sense. But the leap to comedy wasn't

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some lifelong dream. Livvy wasn't even a comedy.

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fan growing up. He didn't have a deep appreciation

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for stand -up until around 1990. So what was

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the catalyst in 1990? That was the year he really

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started listening to the Howard Stern Show. Ah,

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the Stern influence. Exactly. He became a massive

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fan of the broadcast, and something creative

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just clicked for him. He began writing his own

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jokes and penning these elaborate song parodies.

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And he'd send them in? Yeah. He would actually

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send them into the show. That creative spark

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gave him the courage to start attending open

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mic nights. Specifically, he started going to

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open mics hosted by Jackie Martling. Who was

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a prominent writer for the Stern Show at the

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time. Exactly. Now the reality of stand -up comedy,

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especially in the beginning, is notoriously brutal.

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The hustle is relentless. I want you to imagine

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doing all of this, putting yourself out there,

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and going entirely unpaid for your first year

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of stand -up. That's a tough pill to swallow.

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Because that is exactly what he did. He was grinding

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away on stage night after night trying to figure

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out his voice without seeing a single dime for

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it. What's fascinating here is how he earned

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the nickname that would stick with him for the

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rest of his career during that unpaid grind.

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Yeah, if you know of him, you probably know him

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as the Reverend Bob Levy. Right. Wait, the Reverend.

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That implies a clean -cut guy in a suit giving

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a sermon. How does a shock comic get a name like

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that? It's rooted in complete irony. Jackie Martling

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was the one who dubbed him the Reverend, and

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he did it for a very specific, almost antagonistic

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reason. Do tell. Martling gave him that name

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because Levy was a, and I am quoting the source

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text directly here. A filthy fucking pig on stage.

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Which is such a brilliant comedy club inside

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joke. Yeah. You introduce the most vulgar guy

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in the room with the most pious title imaginable.

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Exactly. Marlin wanted to call him the exact

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opposite of what he was actually doing during

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his act. Right. He was delivering this incredibly

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dirty, observational, shock heavy humor. Calling

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him the Reverend was the perfect ironic counterpunch

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that instantly set the audience's expectations

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only to completely subvert them the second he.

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He opened his mouth. It perfectly sets the stage

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for the kind of performer he was becoming. And

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by 2001, that gritty shock humor persona was

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really starting to gain traction in the industry.

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He was definitely making moves. He was hitting

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some major milestones around this time. He appeared

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on comedy's Dirtiest Dozen, which perfectly fit

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his brand of humor. He performed at the massive

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Woodstock 94 Festival. Dealing with crowds that

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were massive and unruly. Yeah, and he was even

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opening for huge classic rock acts like the Edgar

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Winter Group and Bachman Turner Overdrive. That

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is a rock solid working conics resume. Opening

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for a classic rock bands is a very specific skill

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set. Because they're not there for jokes. Exactly.

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Crowds are not there to see comedy. They are

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there to drink beer and hear music. If you can

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survive those rooms, you are building an incredibly

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thick skin and navigating the comedy circuit

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effectively. Here's where it gets really interesting.

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Because the true breakthrough, the thing that

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catapult him into a totally different stratosphere

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of recognition, was a return. to the very show

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that inspired him to start comedy in the first

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place. The Howard Stern Show. Yes. This is where

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we see the immense power of massive centralized

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media platforms in the early 2000s. In that era,

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terrestrial radio was king. It really was. If

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you could capture the attention of that specific

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massive audience, your career could change overnight.

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There were no podcasts, no social media algorithms

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to go viral on. You needed the gatekeepers. And

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Levy bypassed the gatekeepers by leaning into

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the hostility of the format. In 2002, he entered

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a contest on The Stern Show called The World's

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Meanest Listener. A very fitting title. To compete,

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he submitted audio clips of himself absolutely

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roasting Howard Stern and the entire show's staff.

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Which is an incredibly bold strategy to attack

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the very people you are hoping will give you

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a platform. Right. But the roasts were so well

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crafted and vicious that he became a top three

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finalist in the competition. And he didn't stop

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there. A couple of years later, in 2004, he doubled

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down and competed in another major contest on

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the show called Get John's Job. To really understand

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this period of his career, we have to look at

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the broader context of entertainment. At that

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time. Let's do it. During the shock jock boom,

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the medium demanded far more than just standard

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stand up comedy routines. You know, where a guy

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stands in front of a brick wall and tells observational

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jokes. Sure. It was an era defined by sheer unadulterated

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spectacle. Audiences wanted crossovers. They

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wanted real life conflict and they wanted larger

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than life characters interacting in highly unpredictable

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ways. And Levy was perfectly positioned right

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in the middle of that circus. Just look at the

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live events he was hosting during this period.

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He became one of the hosts of the Killers of

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Comedy Tour. Right. And this wasn't your standard

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comedy club lineup. Not at all. This tour featured

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an incredibly eclectic mix of guests and staffers

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from the Stern universe. You had established

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sharp comics like Jim Florentine sharing the

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bill with legendary, chaotic show personalities

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like Beetlejuice and even former professional

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wrestlers like the Iron Sheik. It sounds less

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like a comedy tour and more like a traveling

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carnival of shock entertainment. It was a traveling

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carnival. And his role within that universe only

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solidified when The Stern Show made its historic,

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paradigm -shifting move to SiriusXM satellite

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radio in 2006. For someone not familiar with

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the broadcast rules back then, why was that move

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to satellite such a big deal for comedians like

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Levy? Because of the FCC. Ah, right. Terrestrial

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radio is heavily monitored and regulated by the

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Federal Communications Commission. You couldn't

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swear. You couldn't cover certain topics without

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risking massive fines for the station. Which

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is tough for a guy named the Reverend. Exactly.

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Yeah. Moving to a subscription based satellite

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model meant those FCC regulations no longer applied.

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It was totally uncensored. For a guy whose nickname

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was given to him because he was so filthy on

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stage, this was the promised land. It must have

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felt like the ultimate playground. It really

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was. He stepped up as the host for the show's

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series of live comedy roasts and co -hosted a

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weekly comedy show on the Howard 101 Sirius XM

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channel from 2006 to 2010 called Miserable Men.

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But the spectacle of that era wasn't just about

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what you could say into a microphone. It was

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about what you were willing to put your body

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through for the audience. And there was one specific

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event from 2008 that I cannot get over. You have

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to picture this. Bob Levy, a stand -up comedian

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in his mid -40s, a guy who used to paint houses,

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agrees to an actual sanctioned boxing match.

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Against Danny Bonaduce? Yes, the former child

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star of the Partridge family. Well, the Deuce

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had completely reinvented himself at that point

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as a formidable radio personality and somewhat

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of a combat sports enthusiast. He was known for

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being incredibly intense. So they get into the

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ring for a planned three -round fight. Now, I

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will spare you the suspense. It did not go all

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three rounds. No, it didn't. Levy ended up losing

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to Bonaduce by a technical knockout, a TKO, in

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the second one -minute round of the fight. Ouch.

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But... Just the fact that it happened, a comedian

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and a former child actor throwing actual punches

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at each other for radio content, it perfectly

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encapsulates that early 2000s hunger for extreme

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spectacle. It wasn't enough to just tell a joke.

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You had to literally bleed for the bit. If we

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connect this to the bigger picture, behind all

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of that wild public spectacle and getting punched

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in the face for radio ratings, there is another,

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much more pragmatic side to a comedian's career.

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The business side. Exactly. Being a working road

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comic means you are essentially an entrepreneur.

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You are the product, the marketing team, and

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the logistics coordinator. And sometimes, to

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ensure you always have a place to work, you have

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to literally build the stages you want to perform.

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Levy clearly understood the economics of the

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business. In December of 2007, he took the leap

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into venue ownership, opening Levy's Comedy Club

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at the Ramada Inn in Levittown, Pennsylvania.

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Which is a brilliant move. You capture that suburban

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market outside of Philadelphia. People who want

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to see a comedy show but don't want to deal with

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driving into the city, paying for parking, and

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dealing with the crowds. Smart business. And

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he didn't stop there, either. He later expanded

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that business model, opening three other comedy

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clubs all the way down in Easton, Florida. Florida,

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wow. And his entrepreneurial drive to control

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the physical spaces of comedy didn't fade over

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time. Fast forward all the way to October 2022,

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and he partnered with fellow comedian Kevin Brennan

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to co -open a new venue called Brennan &amp; Levy's

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Comedy Loft in Vineland, New Jersey. Building

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brick -and -mortar businesses while maintaining

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a relentless performance schedule requires a

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massive amount of hustle. And his hustle in traditional

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terrestrial radio during these years is just

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as exhausting. Until 2008, he wasn't just doing

00:12:39.879 --> 00:12:42.000
his own gigs or flying down to check on clubs

00:12:42.000 --> 00:12:45.080
in Florida. He was heavily embedded in the East

00:12:45.080 --> 00:12:47.889
Coast radio grind. Which is a deeply physical

00:12:47.889 --> 00:12:50.210
grind. He was a writer and a regular presence

00:12:50.210 --> 00:12:54.049
on Kid Chris's morning radio show on WYSP in

00:12:54.049 --> 00:12:57.210
Philadelphia. Morning radio is brutal. Morning

00:12:57.210 --> 00:12:59.330
radio means waking up at 3 or 4 in the morning

00:12:59.330 --> 00:13:03.049
every single day to generate fresh, topical content

00:13:03.049 --> 00:13:05.629
for hours on end. And he was also physically

00:13:05.629 --> 00:13:08.169
moving up and down the coast. He hosted a show

00:13:08.169 --> 00:13:11.330
called Ears Wide Open alongside Stacey Pressman

00:13:11.330 --> 00:13:14.210
and Joe Conti. which broadcast in two major markets,

00:13:14.350 --> 00:13:16.330
Washington, D .C. and Boston. That's a lot of

00:13:16.330 --> 00:13:18.629
travel. He also had a stint as the host of Rising

00:13:18.629 --> 00:13:20.669
with the Reverend Bob Levy back in Philadelphia,

00:13:20.990 --> 00:13:23.509
co -hosting with Will Bozarth and John Kensel.

00:13:23.850 --> 00:13:26.570
What you are outlining is a classic, heavily

00:13:26.570 --> 00:13:29.629
localized broadcast career. He was bouncing between

00:13:29.629 --> 00:13:32.190
cities, driving the highways, completely reliant

00:13:32.190 --> 00:13:34.149
on the traditional terrestrial and satellite

00:13:34.149 --> 00:13:36.549
radio infrastructure. Right. But the infrastructure

00:13:36.549 --> 00:13:38.929
of audio entertainment was about to undergo a

00:13:38.929 --> 00:13:42.149
massive seismic shift. The radio towers were

00:13:42.149 --> 00:13:44.289
about to lose their power to the Internet. The

00:13:44.289 --> 00:13:47.289
digital frontier. The podcasting revolution.

00:13:47.669 --> 00:13:50.269
This is where we see that vital career pivot

00:13:50.269 --> 00:13:51.970
we talked about at the very beginning of the

00:13:51.970 --> 00:13:54.139
deep dive. It was inevitable. As traditional

00:13:54.139 --> 00:13:56.679
radio started to fragment and audiences moved

00:13:56.679 --> 00:13:59.120
to their smartphones, Levy transitioned right

00:13:59.120 --> 00:14:02.379
along with them. In September 2015, he launched

00:14:02.379 --> 00:14:05.139
his own comedic podcast, appropriately titled

00:14:05.139 --> 00:14:08.200
The Bob Levy Show, which moved to the Radio Misfits

00:14:08.200 --> 00:14:10.639
podcast network shortly after. He recognized

00:14:10.639 --> 00:14:12.519
that the medium was changing and uncapped it

00:14:12.519 --> 00:14:14.779
to the new reality. And he kept building on that

00:14:14.779 --> 00:14:18.220
digital footprint. Since November 2020, he's

00:14:18.220 --> 00:14:21.820
hosted the Levyland podcast. In 2021, he started

00:14:21.820 --> 00:14:24.480
making regular appearances on Kevin Brennan's

00:14:24.480 --> 00:14:27.200
Misery Loves Company podcast. Staying very active.

00:14:27.379 --> 00:14:29.460
He even made sporadic appearances on Internet

00:14:29.460 --> 00:14:31.879
live stream shows like Barry Caravelle Alive

00:14:31.879 --> 00:14:34.899
in the early 2020s. But things get incredibly

00:14:34.899 --> 00:14:37.340
specific, almost surreal when we look at his

00:14:37.340 --> 00:14:41.019
work from 2022 to 2024. This era is a perfect

00:14:41.019 --> 00:14:43.539
example of the hyper niche nature of modern digital

00:14:43.539 --> 00:14:46.190
comedy. It really is. The Internet allows content

00:14:46.190 --> 00:14:48.669
to be so specifically targeted to a dedicated

00:14:48.669 --> 00:14:51.409
community that it would never make sense to a

00:14:51.409 --> 00:14:54.190
traditional radio programmer. No way. For two

00:14:54.190 --> 00:14:57.750
years, Levy co -hosted a daily long form podcast

00:14:57.750 --> 00:15:00.669
called The Uncle Rico Show. And the subject of

00:15:00.669 --> 00:15:03.470
this daily long form show. It wasn't politics.

00:15:03.610 --> 00:15:06.409
It wasn't pop culture. It wasn't general observational

00:15:06.409 --> 00:15:09.070
comedy. Not at all. The entire premise of the

00:15:09.070 --> 00:15:11.649
show was focusing on the hilarious antics of

00:15:11.649 --> 00:15:14.649
one specific person stuttering John Melendez.

00:15:14.830 --> 00:15:16.830
Another alumnus of the Howard Stern universe.

00:15:17.210 --> 00:15:19.870
Exactly. Melendez was a former minor staff member

00:15:19.870 --> 00:15:23.299
and call screener for Stern. And yet the Internet

00:15:23.299 --> 00:15:26.399
is so vast that there was enough of a dedicated,

00:15:26.639 --> 00:15:29.480
highly engaged audience out there to support

00:15:29.480 --> 00:15:32.259
a daily broadcast analyzing his Internet presence

00:15:32.259 --> 00:15:34.919
and public life. That's incredible. It was hosted

00:15:34.919 --> 00:15:37.080
by a whole panel of comedians. You had Levy,

00:15:37.159 --> 00:15:40.340
Shuley Igar, Mike Morse, and Anthony Zenhauser.

00:15:40.500 --> 00:15:43.120
And they created an entire interconnected web

00:15:43.120 --> 00:15:45.539
of creators that the audience refers to as the

00:15:45.539 --> 00:15:48.559
Dabbleverse. A Dabbleverse. It features a really

00:15:48.559 --> 00:15:51.240
extensive roster of guest appearances from other

00:15:51.240 --> 00:15:54.379
comedians swimming in the exact same digital

00:15:54.379 --> 00:15:58.019
waters. People like Anthony Cumia, Chrissy Mayer,

00:15:58.080 --> 00:16:01.559
and Carl Hilbergerger. Levy also became a co

00:16:01.559 --> 00:16:04.820
-host of the BS show on the Shuley Network. It

00:16:04.820 --> 00:16:07.259
is a fascinating evolution when you look at how

00:16:07.259 --> 00:16:09.840
this content is actually distributed and monetized.

00:16:09.840 --> 00:16:11.580
Right. The business model completely changed.

00:16:11.720 --> 00:16:14.179
In the past, to reach an audience of that size

00:16:14.179 --> 00:16:17.240
and get paid, you had to get past terrestrial

00:16:17.240 --> 00:16:20.240
radio gatekeepers, convince a club owner to book

00:16:20.240 --> 00:16:23.039
you, or get a satellite network to give you a

00:16:23.039 --> 00:16:24.679
channel. Like we were just talking about. Now,

00:16:24.679 --> 00:16:26.820
the modern entertainer is no longer just a performer.

00:16:27.039 --> 00:16:30.299
They are a decentralized media network. How exactly

00:16:30.299 --> 00:16:32.799
does that tech stack work for these shows? Well,

00:16:32.860 --> 00:16:35.139
these shows are broadcast live and streamed real

00:16:35.139 --> 00:16:37.440
time across multiple platforms simultaneously

00:16:37.440 --> 00:16:39.980
to capture the audience wherever they are. Got

00:16:39.980 --> 00:16:42.200
it. They utilize mainstream video sites like

00:16:42.200 --> 00:16:45.019
YouTube for discoverability. They monetize directly

00:16:45.019 --> 00:16:46.980
through the audience using platforms like Patreon,

00:16:47.340 --> 00:16:49.960
converting casual listeners into monthly paying

00:16:49.960 --> 00:16:53.269
subscribers. And importantly... To avoid the

00:16:53.269 --> 00:16:55.690
risk of algorithmic censorship or deplatforming,

00:16:55.990 --> 00:16:59.330
they also broadcast on free speech video hosting

00:16:59.330 --> 00:17:02.549
platforms, specifically utilizing Rumble and

00:17:02.549 --> 00:17:05.470
X, formerly Twitter. It is a completely decentralized,

00:17:06.069 --> 00:17:08.630
direct to consumer ecosystem. It represents a

00:17:08.630 --> 00:17:11.150
total shift from the heavily regulated world

00:17:11.150 --> 00:17:13.769
of FCC monitored terrestrial radio we talked

00:17:13.769 --> 00:17:16.589
about earlier to an era of independent digital

00:17:16.589 --> 00:17:19.269
broadcasting. The technology dictates the format.

00:17:19.430 --> 00:17:22.809
Exactly. These comedians built an entire interactive

00:17:22.809 --> 00:17:25.069
universe completely outside of the traditional

00:17:25.069 --> 00:17:27.049
media structures that originally made them famous.

00:17:27.589 --> 00:17:30.069
Levy did leave the Uncle Rico program in 2024,

00:17:30.450 --> 00:17:32.769
but his integration into that digital ecosystem

00:17:32.769 --> 00:17:35.890
is undeniable. So what does this all mean? When

00:17:35.890 --> 00:17:37.789
you zoom out and look at this entire story, why

00:17:37.789 --> 00:17:41.109
does the career of a guy named The Reverend matter

00:17:41.109 --> 00:17:42.970
to you listening to this right now? It's a great

00:17:42.970 --> 00:17:45.269
question. It matters because it is the ultimate

00:17:45.269 --> 00:17:48.029
lesson in navigating the creator economy. No

00:17:48.029 --> 00:17:49.789
matter what field you are in, whether you are

00:17:49.789 --> 00:17:52.430
in sales or tech or teaching or running a business

00:17:52.430 --> 00:17:55.009
survival, means you have to be willing to abandon

00:17:55.009 --> 00:17:57.390
the old way of doing things the second the technology

00:17:57.390 --> 00:18:00.809
changes. You cannot be precious about the medium.

00:18:00.990 --> 00:18:03.730
You have to follow the audience, even if that

00:18:03.730 --> 00:18:06.789
means leaving the radio studio to broadcast from

00:18:06.789 --> 00:18:08.589
your living room on a live stream. Just think

00:18:08.589 --> 00:18:10.349
about the sheer trajectory we've covered today.

00:18:10.750 --> 00:18:13.130
You start with a high school dropout from Staten

00:18:13.130 --> 00:18:16.200
Island doing manual labor. He throws on some

00:18:16.200 --> 00:18:18.940
tights to take bumps as heartbreaker Bobby Slayer

00:18:18.940 --> 00:18:21.839
in a wrestling ring. Which is still insane to

00:18:21.839 --> 00:18:24.960
me. He finds a creative spark, grinds it out

00:18:24.960 --> 00:18:28.619
as an unpaid open mic comic, and leans into being

00:18:28.619 --> 00:18:31.539
the filthy guy on stage to earn the ironic title

00:18:31.539 --> 00:18:35.119
of The Reverend. Right. That hustle gets him

00:18:35.119 --> 00:18:37.059
to the biggest satellite radio platform in the

00:18:37.059 --> 00:18:40.460
world as a SiriusXM roastmaster. He literally

00:18:40.460 --> 00:18:42.759
fights a child star in a boxing ring for entertainment

00:18:42.759 --> 00:18:44.980
value. Can't forget that. He built his own brick

00:18:44.980 --> 00:18:47.059
-and -mortar comedy clubs to secure his own stages.

00:18:47.420 --> 00:18:49.259
And then when the radio towers start to lose

00:18:49.259 --> 00:18:51.839
their dominance, he pivots again, becoming a

00:18:51.839 --> 00:18:54.059
fixture in a live -streaming, multi -platform,

00:18:54.099 --> 00:18:56.799
direct -to -consumer ecosystem known as the dabbleverse.

00:18:57.279 --> 00:19:01.019
It is a relentless forward momentum, a 30 year

00:19:01.019 --> 00:19:04.240
masterclass in not letting the industry leave

00:19:04.240 --> 00:19:07.180
you behind. And this raises an important question.

00:19:07.359 --> 00:19:09.720
Where do we go from here? Well, if the leap from

00:19:09.720 --> 00:19:13.019
terrestrial radio to decentralized direct to

00:19:13.019 --> 00:19:15.339
audience platforms like Patreon and Rumble define

00:19:15.339 --> 00:19:22.369
this generation of comedians. Oh, that's interesting.

00:19:46.920 --> 00:19:49.400
content or will the ecosystem generate its own

00:19:49.400 --> 00:19:52.319
drama? That's a huge shift to consider. It is

00:19:52.319 --> 00:19:54.119
something to seriously think about as we watch

00:19:54.119 --> 00:19:56.299
the media landscape shift under our feet once

00:19:56.299 --> 00:19:59.680
again. That is a wildly complex puzzle and honestly

00:19:59.680 --> 00:20:01.579
a perfect thought to leave you with today as

00:20:01.579 --> 00:20:03.720
we consider the future of entertainment. Thank

00:20:03.720 --> 00:20:05.380
you so much for joining us on this deep dive.

00:20:05.539 --> 00:20:07.779
I hope you found as many surprises in this story

00:20:07.779 --> 00:20:11.079
as we did. Stay curious, keep exploring, and

00:20:11.079 --> 00:20:12.220
we will catch you on the next one.
