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Bob Pittman
My MTV hit list.
Sam Parr
Mtv.
Bob Pittman
Mtv. Mtv.
Sam Parr
Mtv.
Bob Pittman
Mtv.
Sam Parr
Grew the company from zero to billions in revenue.
Bob Pittman
Yeah, we were a high margin money machine. It was sort of the height of the cable TV revolution, which began to deteriorate in the early 2000s with the digital revolution.
Sam Parr
You helped create South Park Chappelle Show, Stephen Colbert.
Bob Pittman
We had Jimmy Kimmel on. He got his start there. Bill Maher got his TV start on Comedy Central.
Sam Parr
You're recruited by Steve Jobs. Same with Geffen, who is one of the most successful media business guys there ever is. You, I think, made an offer to buy Facebook. Is that right?
Bob Pittman
Yeah, we were the first people. We went back and forth and we put a bid on the table and they turned us down.
Sam Parr
How big? What was it?
Bob Pittman
It was like 1.7 million billion. Excuse me.
Sam Parr
When you were like trying to spot winning people or creatives, was there like a common theme?
Bob Pittman
Yeah, well, I feel like I can rule the world. I know I could be what I want to.
Sam Parr
I put my all in it.
Bob Pittman
Like, no days off on the road, let's travel.
Sam Parr
I was trying to think of the way that I could introduce you. Tom helped found mtv, which was one of the most important networks when I was raised, like, going home and watching TRL at like 3, 3:30 was like the greatest thing ever. But then you also owned VH1, Comedy Central, which meant you helped create South Park Chappelle Show, Jon Stewart's Daily Show. The Daily Show, Stephen Colbert.
Bob Pittman
We had Jimmy Kimmel on. I mean, he got his start there. Bill Maher got his TV starred on Comedy Central.
Sam Parr
Yeah, it goes on and on and on. And then also this is a business podcast. You grew the company from zero to billions in revenue.
Bob Pittman
Yeah.
Sam Parr
How big did you.
Bob Pittman
Billions. We got up to like 8 or 9 billion dollars. That includes consumer products, which became a big thing for us because we would own the IP of all the Nick tunes. SpongeBob.
Sam Parr
Yeah. You had, you own Nickelodeon.
Bob Pittman
So rented was the biggest business was Nickelodeon.
Sam Parr
Nickelodeon was.
Bob Pittman
Yeah, by far.
Sam Parr
I want to talk about that business, but I just like wanted to, like, show like the traction not only from a cultural, like you had your impact on culture, but also the business side, which those two aren't always correlated.
Bob Pittman
Yeah, it was a wonderful business. I mean, we were a high margin money machine. It was sort of the height of the cable TV revolution, which, you know, began to deteriorate in the early 2000s with the. With the digital revolution. So, yeah, we had amazing business model. I mean, because we had. We had three revenue streams. We had subscribers which is like One third to 40%, you know, from cable operators or satellite operators, advertising, and then consumer products, movies and other things that we would do.
Sam Parr
How old were you when you started it?
Bob Pittman
I was the oldest guy. When we started MTV, the development team was seven or eight people. I was 33 and I had run a business in India and Afghanistan. We used to design and make clothes and sell them to better stores here and in Canada and a couple of other countries. And I knew nothing about that business, but I wanted to live in India.
Sam Parr
Were you like a hippie and you just like went over there?
Bob Pittman
I wasn't a hippie. I was just. I had been working in an ad agency in New York and they assigned me to Charmin toilet paper. And that was like the last straw for me, a line I couldn't cross. And a girlfriend, ex girlfriend, called me from Paris, said, oh, man, you can't, you can't sell toilet paper. I'm going across the Sahara desert. Why don't you, you should just come with me. Quit your job. Don't do this. I was on a plane like, you know, 10 days later, which is weird
Sam Parr
because I think I read that you graduated number one in your class from getting your MBA at ny.
Bob Pittman
I did that, yes. I went to business school primarily originally to stay out of the draft because Vietnam war was raging. And then in business school I encountered people like Peter Drucker and professors. I was really entranced and turned on by business. And then when I got out of there, I basically decided I'd do menial jobs and bartend my way around for a year and sort of take what people would call now a gap year. So I worked like an Aspen in the Caribbean. And, you know, there was well rounded experience I'd recommend for anybody to do. I was sort of the king of the road kind of phase for me. Then I came back and got a job in an ad agency, which was interesting on another level, working at a big organization, a creative organization at its heart. And then I quit and went traveling across the Sahara desert. We split up. I kept going, ended up in India and Afghanistan. And I, because I had met another woman in Greece, she said, oh, you should go to India. That's like the Holy Grail. It's the greatest show on earth. In the 70s, it was, you know, 60% of people were under the poverty line. It was really way before, you know, the 90 economic reforms in India that really transformed the place. And so I decided I wanted to live there. Then I said, well, what am I going to do? How can I support myself? Because he couldn't get a job there in those days. And she had. She had told me, this woman in Greece, she had lived in Kathmandu and she would make and design her own clothes. She was a former clothing designer who was sort of dropped out from New York City, and she would lived in Kathmandu like a queen. She would make and design these clothes and then take them overland and sell them on beach resorts in the Mediterranean in the summertime. She had her own sort of, you know, vertically integrated conglomerate. And I said, well, what if I scale that up? And I could do better stuff than the commodity imports and find partners and build businesses and factories. And our peak revenue at the time was probably $8 million. But that was then.
Sam Parr
What year was that?
Bob Pittman
This was 1972.
Sam Parr
That could be like 40 million today, right?
Bob Pittman
It was good. I mean, I had my first million in my 20s.
Sam Parr
How old were you?
Bob Pittman
25? 20? I was probably. No, 26, 27.
Sam Parr
Did you make a million? Were you able to take home anything?
Bob Pittman
Well, yeah, I made it, but it was. You've probably noticed it was on paper.
Sam Parr
Oh, yeah.
Bob Pittman
It was on paper because it was all tied up in inventory. It was tied up in receivables. You know, you felt I had to pay for goods in adv. It was fun.
Sam Parr
When you wound it down, I think you're what, like 30, 33?
Bob Pittman
I wound it down. I mean, I really got yanked out of the business because in Afghanistan, there had been a communist coup that kind of drove me out of there. And then I doubled down on my business in India. And then, of all people, having endured strikes and blackouts and dust storms and all these delays and having to pay hustle. Jimmy Carter put us out of business because he put an embargo, not a tariff, but an embargo on clothing imports from India.
Sam Parr
So did you walk away with anything?
Bob Pittman
No. I ended up smuggling three tons of clothes over the St. Lawrence river to meet a delivery date at Bloomingdale's. We were doing a big. They called India. That was it. Called in the Fantasy India. And I shipped clothes to Canada and then brought them in, you know, to try and put a dent in my desk. But I ended up broke, bankrupt, and deep in debt. You know, just, like, had my whole business yanked out from under me. It was the hardest work I'd ever done or would ever do.
Sam Parr
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Bob Pittman
Yeah, broke. And I'm going, coming back to New York and all my friends, they've grown up, they've gotten married, they have mortgages or whatever. So I said, I gotta change careers. I need a new line of business.
Sam Parr
Weiss. I heard that you read a book.
Bob Pittman
Yes, I bought a book. The only self help book I ever bought is called and it was the first edition. What color is your parachute?
Sam Parr
You're the second successful person I've talked to in the last month that said that book changed their life.
Bob Pittman
That book so changed my life. And it is a simple premise. You have a series of skills that come out of your personality and you, you've built them and they're transferable from one industry another. You can change careers, you can do different things. But at the heart of it, there's a few things used to think about. You basically want to do something that you love and you're attracted to. I mean, that's, that's a no brainer. It would be great to get a business. You go to work in a business that's also not only that you love, but it's ascendant. So it looks like there's some forces that are making this business rise. And then they gave you all these exercises to determine what skills you have and how you match them up. So I sat around my kitchen and did them all. And I said, voila. I want to go in the music business now. My brother was in the music business. I used to watch him. I'd say, well, I could do that. But I had an encyclopedic knowledge of rock and roll music. I got hired at the company that would become MTV and MTV Networks in March of 1980.
Sam Parr
When they started the company, when you guys all started the company, it was eight of you trying to figure it out. I think I read that you got like 35 grand a year. That was their first year salary.
Bob Pittman
That was. I got more than anybody. Everyone else was getting 30 what'd you get? I got 35.
Sam Parr
What was the seed money to start it?
Bob Pittman
We had. When it finally got approved, we were the child of American Express and Warner Communications. It was a joint venture.
Sam Parr
Why would American Express want to be in the TV business?
Bob Pittman
Good question. They got into Warner Cable in the 70s, had developed this interactive thing called Cube. It was going to be interactive television, if you can imagine such a thing. Q, U B E. And it was a test they had in Columbus, Ohio. And American Express thought this would be a great way for them to get into the interactive television business, which is the first, you know, iteration of it. So they formed a company and they said we're going to, we're going to bid on and get franchises in big metropolitan areas because no one had cable. It only really existed in rural areas. So then they said, well, we're going to have to feed the system. We need to feed it with some channels of programming. So they started a second smaller company, Warner Amex Satellite Entertainment company or it's a mouthful wasac. And they started the movie channel, which was sort of like HBO. It was 24 hours of movies, just movies.
Sam Parr
Was it HBO? Is that the precursor of HBO?
Bob Pittman
No, HBO had been around since 74. It was doing uncut movies. And that was a big innovation. And it was using a satellite, which is our other innovation. We would, we would not use broadcast towers, but we would bounce off a geosynchronous satellite 23, 000 miles up there. This is sound like outer space stuff. And this little satellite company, we had Nickelodeon and then we were going to launch a whole, you know, portfolio of channels. MTV was one of them. It was, it was called we're going to do a music channel of some kind. And it would be, instead of being a broadcast network, these things would be what we call then narrow cast. We're only going to program one genre and we're going to do it to one segment of an audience.
Sam Parr
You know, because before it was like abc, there's only like four channels. And it was like we got to do everything for everyone.
Bob Pittman
Yeah, every. And so basically no, we're going to
Sam Parr
be a niche network.
Bob Pittman
We're going to be a niche network. Do one thing all the time, do it really well, build a, build up a relationship with our viewers. And you know, so we were sort of existing on the side of the highway. And that was a, you know, wonderful place to be because the, the major networks would live or die on their shows. People knew the, knew the shows. They didn't, weren't really that conscious of whether it was NBC or ABC or whatever. We were going to be places, not shows. So you're going to watch mtv, you're going to watch Nickelodeon.
Sam Parr
Was that a new idea?
Bob Pittman
Yeah. The people who ran this company came out of the radio business. The media business had been so boring and unchanged for so long. The big innovation in the 70s was FM radio that would kind of take over the AM dial and they would have, instead of these general interest stations they would be like, they would have genres like soft rock or you know, freeform rock and roll music. So they kind of gradually sliced away the big AM radio stations and that was the model they saw happening in television too. Niche programming.
Sam Parr
What was your seed?
Bob Pittman
$25 million.
Sam Parr
That's a shitload.
Bob Pittman
Yeah, it was a shitload of money. But then again, you know, we almost ran down to zero before we really had a business.
Sam Parr
What did you spend? If I. Okay, so it was eight, eight of y' all making 35 grand. So nothing. But you have $25 million.
Bob Pittman
Well, it was eight people who developed it and we, when we launched, by the time we launched it we had hired other people because we had to, you know, run a network. We were running a 24 hour network, seven days a week which was insane
Sam Parr
because one of my heroes, Ted Turner, he had the idea of CNN and that must have been a little bit
Bob Pittman
before, well a few months before. So cnn, espn, us, USA network, we were all starting at the same time. It was really the beginning of the modern but can cable network business. We were kind of pals. Yeah, we were, we were all trying to break down the broadcast monopoly that had like a 90, 95 market share who all thought we were idiots.
Sam Parr
Which is funny because like it's you, you've been around long enough that I'm going to ask you about it later. Like you've seen cycles of like the innovator then gets disrupted and etc, it becomes like, you know, the main guy and gets disrupted. I think I read that by year five or year seven you were doing like 70 million in revenue, is that right?
Bob Pittman
Yes.
Sam Parr
So that's like a pretty fast ramp up. I mean 25 million is a lot for.
Bob Pittman
Well, 25 million was the cost. I mean we started with. No, I mean the 25 million was, was how much we had to you know, invest in this company before we went broke, you know. So show me your business. We're going to give you a pot of 70, $25 million. Let's see if you can get your business plan which I Think originally was four years to break even. Let's see what you can do. And we were stalled, and we had to figure out a Hail Mary pass to kind of save us. Because the cable operators who really had to carry us, and they were monopolists at the time, they didn't want to pay 10 cents a month for MTV.
Sam Parr
What was the business model?
Bob Pittman
The business model was multiple revenue streams. We're going to have this narrow cast kind of programming strategy, and we're going to get into all these cable systems. But what really had to happen was the cable guy had to come and wire America. And so we were also waiting for what we thought was the inevitability of cable TV coming to every household in America.
Sam Parr
And you'd get 10 cents per.
Bob Pittman
We would get for MTV, we would ask 10 cents a month, so $1.20 a year. And then that was only to be like one third of the revenue. The rest was to come from advertisers.
Sam Parr
And how many subscribers did you have?
Bob Pittman
We had a year, three or four. When we were running out of money. We had only like two and a half million subs. We were really behind schedule.
Sam Parr
So only 250. That'd be three or four million dollars a year in subscriber revenue. Did you have any other revenue?
Bob Pittman
We barely. Barely. We had some advertiser revenue, but we didn't really have big enough numbers to attract advertisers of any significance. So we were running low. And the roadblock we had was that the cable operators are going, no way. We don't, by the way, we don't even like this music. This looks like something from the Devil. You know, this is rock and roll. And these guys were more like Elvis Presley fans or Bible thumpers. The guys who control the cable industry way back then.
Sam Parr
Which is funny because they experienced the same thing with Elvis.
Bob Pittman
Yeah, exactly. But then. So we needed an ad campaign. We said we have to really go for broke. I knew because I was a marketing guy, I would go to these towns like Tulsa, which actually had MTV from day one and 100,000 homes. So you had a little microcosm where you could see what would happen if MTV was in a community and people went crazy for it.
Sam Parr
What did they like about it?
Bob Pittman
They just liked it that it was 24 hours of music videos. People had never seen music videos before. So this is a network that looked like, where the hell did this come from? We just. It just one day it showed up on their TV set and there was all these groups. They'd never heard of with all this fast cutting, this whole new visual style. And it was funny and irreverent and looked like some underground thing. And here it was on my cable tv. I didn't have to order it or anything. So if you were a music fan, you're going, wow, this is fantastic.
Sam Parr
Which is interesting because like MTV doesn't do music videos anymore. But I watch music videos all day on YouTube. So I have to like, the, the music videos are still relevant.
Bob Pittman
I think they make more music videos now than ever.
Sam Parr
That's what I thought. Like, what about that behavior, the idea of a music video? I guess if you pitched it to me in the 70s, late 70s, I would sort of react in the same way that I would react if when TikTok like, so you're telling me I'm just gonna watch people dance on the Internet or I'm gonna watch like people play video games on the Internet. That sounds silly, but then I actually find myself doing it all the time. Was there like a conversation where it was like, someone's just gonna like pretend that they're singing and play music and that's what we're gonna be into?
Bob Pittman
Well, the birth of the music video was basically in Europe, television had not been deregulated, so there was. Or radio. So the radio stations didn't even play music. If you can remember or you read history. There were these pirate radio stations that existed on boats off the UK that could play like radio, like American style radio where they would be playing records all day. So they said, since we can't get on the radio because there's no radios playing music, we need to get on one of these television shows. Like in the UK there was a show called Top of the Pops.
Sam Parr
Yeah.
Bob Pittman
And people would make music videos to use on that show. Or hey, why not put them in record stores? That's where I saw them. I was living in Berlin and I used to go to this record store and they had a little tiny TV and I'd see music videos for the first time. And it was kind of like playful and low key and lo fi. And it was another way to reach the consumer to promote the sales of LPs. The CDs hadn't even arrived yet. So this new business came out of a need just to how do we find some exposure for our product, which was the album? So then, you know, But America didn't really have any exposure to the music videos because we had radio stations that played music all day long. They didn't have such a need here. So when we started MTV. We only had 160 videos and they were largely from the UK or Europe. Largely from the UK, from independent acts. And then when people saw these could really help sell records, we could sell a lot of records. And, you know, gradually the Bruce Springsteens and the ZZ Topps started making them. And new artists like Madonna would come on the scene who found video to be a really great imager for themselves and they could use it very effectively and smartly. And gradually this business developed making these things which, you know, still exists today, even though mtv, you know, for a whole bunch of reasons, just sort of gave up on them, which, you know, I think was a mistake, obviously. A mistake.
Sam Parr
You're able to like find and employ all these amazing creative people. So like Steve, I forget Steve's last name. The guy who started SpongeBob SquarePants.
Bob Pittman
Steve Hilburn. No.
Sam Parr
And then Mike Judge, who is. Did King of the Hill, Daria, Beavis and Butthead. And then most recently Silicon Valley, the TV show. And then Matt and Trey from south park. Like all these amazing people. When you're talking to a young unaccomplished person. Because I think Steve, the SpongeBob SquarePants guy, I think he was a marine biologist. When you were like trying to spot winning people, not even ideas, was there like a common theme?
Bob Pittman
Yeah, well, first of all, I really consciously wanted to make the company like it was an eccentric. We were not a traditional media company. We were like this eccentric place that we would thrive on sort of offbeat, leading edge talent, whether that be musical or comedians or whatnot. And we would try gradually bring them into the mainstream. So we kept our, you know, pop culture kind of moves up from the street. So I wanted to have a really young employee base that was pretty loose and, you know, casual.
Sam Parr
I think I said that your. I think I read that your dress code was no frontal nudity.
Bob Pittman
That was it. Yes. We had the worst dress group of people going in and out of any Manhattan office building, which would be a tie for today because no one seems to have a dress code. But in those days, everyone had to wear suits and ties. And it was really kind of straight laced. But I wanted it to be a fun place and I wanted all the employees to know that our main aptitude was creativity and taking risks. So I would put creative people in charge of these networks and I wanted to send a signal to the employees that creativity and finding people and nurturing them and having these relationships was absolutely core to our business.
HubSpot Host
And.
Bob Pittman
And people wouldn't stay there a long Time people would come and work a few years and leave. But I wanted there always to be like a long line of creative people who wanted to get a job at our company. We were like a talent magnet in a way, and very good at spotting things. We would look for people who were sort of immersed and lived on the popular culture of the day. It wouldn't be unlike, say, record companies have A and R, people who go out and try and spot young bands and they would, you know, hire those bands and, you know, hopefully have some hits with them. But we would have people who, you know, when we started, for example, yo, MTV Raps, we really put hip hop on the stage for America. We were the first people to really. It came from two interns. Well, there was an intern and a production assistant who lived downtown New York who were part of the original hip hop scene in a way, as fans. And they would be champions for that within the company. And they would bring this cast of characters that they knew to us.
Sam Parr
But did you get it, like, when you saw someone rap for the first time, were you like, oh, I get how this could be big? Or was it like, I'm good at hiring people and just letting them do whatever?
Bob Pittman
I was good at, I guess, hiring people who were good at attracting people and had good instincts and good taste. I always thought, you know, you need someone who was well versed in the popular culture, who had good instincts, who had diplomatic skills, was able to spot talent and build relationships with these people. It wasn't like everybody we hired or got behind was a success, but we were. You know, we would find people like Mike Judge at animation festivals. He would go to places then where a lot of these young talent who had ideas in their head and they were animators, but they didn't want to go to Hollywood and get immersed in the factory animation scene. I didn't meet him. The first thing I saw was a short called Frog, Baseball, Beavis and Butt. It wasn't even called Beavis, but it was. It was Beavis and Butthead. And it was like a maybe a five minute thing that this guy who worked with his name, Abby Triculi, who was an animation freak, I mean, he. He would go to all the festivals. He saw this in Austin, Texas, and it was Beavis and Butthead. And they would have a frog and they would. One Beavis would throw a frog and Butthead would hit it with a bat. You know, which sounds kind of grim and gruesome, but just their attitude and sensibility and the way they laughed and the Way they were dressed. Wow. This is so the whole green lighting process, if you will, was like, you know, a minute. Well, that's been. That's hilarious. These guys. How do we get this guy Mike Judge inside the tent? And how can we make it easy for him to kind of develop a series with this that we. Well, how do we do that? So we made a deal with Mike Judge and we started cranking out, you know, how well they can sit on a couch and rate music videos and talk about music videos, which is like how we imagine some people in our audience would be doing and make it funny. Matt and Trey, when they came to us with south park, the head of programming at MTV at the time, Brian Graden, he had commissioned a Christmas card to send to like 3,000 people. And it was a six minute thing with these foul mouthed kids who became the south park guys, wasn't it?
Sam Parr
Was. And I think even at the time, wasn't there, like still a talking turd, like, listen.
Bob Pittman
And that was again, that was a case of we'll greenlight that we needed to hit desperately on Comedy Central. That took like a minute. Okay, let's do that.
Sam Parr
Were you like, these guys are gonna be special or were you like, they're just one of many.
Bob Pittman
No, these guys are gonna be special. By the way, this is the most original thing we have seen for a while. It's offbeat. There's nothing else like it. It pushes the edge, it's funny, it's irreverent, and it's gonna get attention. We made six episodes with them.
Sam Parr
First one was Cartman getting an alien up his ass. He's like an anal probe.
Bob Pittman
They like the anal probes.
Sam Parr
Yeah, I know.
Bob Pittman
It's funny because this last season where they really go to town on the Trump people, has been their most successful in terms of ratings and buzz and everything. I mean, they're really, they're great guys. I'm friends with Matt, you know, to this day, and, you know, their success has been just great to watch. I mean, then they did the Book of Mormon on top of that. They're talented guys.
Sam Parr
Yeah, they're generative.
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Sam Parr
So I hire creatives and I'm trying to get basically like I hire content people and the best ones are oftentimes the biggest pains in the asses. And also I love it. It's so. It's kind of like a love hate thing. But I'm always looking for ways to increase my batting average of like finding young talented people and giving them a shot and increase the likelihood of a hit rate from. I don't know what your hit rate was but like let's say it's like 30%. Try to get to 60%.
Bob Pittman
Yeah, well it's exactly the same challenge we would have because they are a pain in the ass. I mean that's the beauty about them. They're difficult. They really had a point of view and it was hard to move them from it or they had no point of view. They didn't want to do something and they didn't want to be told they wanted. You know, they kind of follow their own north stars and we would generally hire people who if they were going to be on the air they basically had a project under their belt. When they came to us it was they, they were selling something. People would come, you know, we were, they want to sell because they'd want to get on one of our networks. But finding the employees who would basically be the talent pickers or people who have to work with talent, that was a whole other skill. You know, these were people who didn't necessarily, you know, make things but they would power creators. I would hire someone who would be basically the talent picker if you want, if you get what I mean. Because I realized at some point I don't have necessarily the instincts to do it myself because I was a little bit older and away from the action which always seemed to focus on what's going on with 20 year olds. What did 20 year olds want? So the best thing is how can you best connect with those people? I mean I, I wasn't like an, an idiot but I, I would find like a woman like Judy McGrath and she would always say what we have to do is hire aberrant people because it's going to be aberrant people who are a pain in the ass but they're going to bring us the most success.
Sam Parr
What's that word mean? I've never heard that.
Bob Pittman
They are trouble and they're like they're not mainstream people. They were people maybe sitting in the back of the class when they were going to school. And they, they don't have a lot of respect for the system. They're on an individual agenda.
Sam Parr
You know, there's small things that companies do in their culture that have big, big shifts and shape the culture. For example, one of my favorite companies to read about is this company called Rakuten. It's like ebay or Amazon of Japan. And they don't have cleaners in their offices even though it's like a, you know, 10,000 person company or whatever. Because every day at 4pm the employees are expected to spend 30 minutes cleaning their area and tidying their area. And then like they have like assigned jobs, like this person takes out the trash, whatever. And like the idea being is like we want to sweat the details. There was anything that you did that you found other companies should implement in order to get their people to do more things that could get them fired at another company, but at your company could give you like a 10x outcome.
Bob Pittman
But we would have parties that were kind of, you know, I wanted the place to have a bit of a wild vibe to it.
Sam Parr
Yeah, I heard at one of your parties, I think it was Jon Stewart. He was like, maybe he was thinking about signing with you guys to host the Daily show or he had just signed and he goes to the holiday party and he sees you on the ground in the street because you were on someone's shoulders chicken fighting and you like fell over or something like that. And he was like, and he was like, these guys are drunken idiots. I'm in the perfect place.
Bob Pittman
We had a lot of that. We have, you know, we used to have these girls. He couldn't do a lot of this stuff these days, but we used to have these girls in like, you know, short pants with bandoliers filled with shot glasses and holsters that had tequila bottles in them. And so we would have what basically were like wild parties and get togethers and social things.
Sam Parr
At my company we don't do like that many because I've got kids and so like I, I go home. But like I do think that like intentionally hosting parties, it sounds so obvious and silly, but I actually do think that like shifts culture a little bit.
Bob Pittman
Yeah. And if you have a party, it's not a plus one party. I mean people aren't bringing their husbands or wives or boyfriends or girlfriends. It's, it's the, it's the people who work together. So to try and Build a bond up with them. So I want the salespeople to get to know some of the people in the animation department. You're. You're a salesperson. You're also, you know, we got to sell. We have to sell this creatively because we are this small guy still, and we're up against these big networks. So how do we take this creative ethos we think really powers our business and apply it to accounting and sales and other things like that, and let's have these people socialize together and become friends. People love working there. You say when we had the pandemic and the office culture disappeared for a few years and hasn't isn't fully back yet, we used to have people who slept in their offices. They would be there 24 7. They couldn't wait to come in. It was like the center of their social life.
Sam Parr
What was the average age, you think?
Bob Pittman
20s.
Sam Parr
Were a lot of people sleeping around with each other?
Bob Pittman
Yes.
Sam Parr
Was that good or bad?
Bob Pittman
Well, you know, a lot of them are married and they're still. They're still married.
Sam Parr
I mean, it was what I would tell my co workers. I'm like, this only ends well if it ends in marriage.
Bob Pittman
Yeah, there's.
HubSpot Host
There.
Bob Pittman
There was that problem. But, you know, you have a lot of young people, they're working really hard. They're, you know, 16, 18 hours a day, they're consumed with their work, or 12 hours a day. I mean, the only place they're meeting people is at work. So, you know, people start having relationships. We would also, you know, show people what we're making and what we're doing. And when I would speak to the employees, we would have, like, these town halls where they could ask me anything they want. I would always lead with all the creative successes that we have and talk about the risks that we've taken and which risks have paid off and maybe which risks happen. And then show programming and talk about who is behind it and have some of the creators come out and how we revered, say, Jon Stewart or Stephen Colbert or John Oliver and the stable of talent we were able to grow there be there some interaction with that and the staff rather than focusing on our financial results. When I was speaking at a company as a whole, I almost never spoke about our financial results. I never spoke about our relationship to Viacom, which was our parent company, which in many cases was a sin, because the parent company always wanted synergy between the various divisions. The other divisions might have been, you know, Simon and Schuster or whatever, but no one came to work there to work for. You know, Viacom was this abstract public company. We don't even know what it does. They came to work at MTV or Nickelodeon and then I had to knit together. How do people at Nickelodeon who were largely better dressed and maybe came from a schoolteacher sensibility, good for kids. More socially conscious than the MTV or VH1 people. How do they all kind of fit together and think they're on the same team?
Sam Parr
Can you talk to me about the Nickelodeon business? You said that was the biggest business. I lived on the street from Sesame
Bob Pittman
street, you call it. You lived on the street?
Sam Parr
Sesame street is 63rd.
Bob Pittman
Hmm.
Sam Parr
Yeah. My in laws live on Sesame street because that's where run now by.
Bob Pittman
It was been run for a long time with Nickelodeon alumni.
Sam Parr
I've always been interested in that business because I think they're independent still.
Bob Pittman
Right.
Sam Parr
The Jim Henson Company.
Bob Pittman
Yes, there's a Jim Henson Company and then the Sesame Street Workshop. And I'm not sure the exact Jim Henson Company is kind of separate from Sesame Street Workshop, but it's still a
Sam Parr
multi billion dollar independent company.
Bob Pittman
Yeah. And it runs on public broadcasting. They license the public broadcasting.
Sam Parr
What does it take to create a show or a piece of content that becomes legacy and do you think can last for two or three decades?
Bob Pittman
Well, you never know in advance. You're always hoping you're going to do that. That's the home run. So not that it only lasts for decades, but you're able to also spin it off into, you know, consumer products. That's where the real money is. Or motion pictures. That's what we would do. You know, and historically these characters would be chosen by. In sort of the factory world, the commodity children's space. They would try and pick something and say, does it have. The word they had was toy ability.
Sam Parr
Toy ability. That means like just the. Can the character become a toy? What can't become a toy?
Bob Pittman
You know that we had a show called Angry Beavers. I mean, you know, I watched that when I was a kid.
Sam Parr
Yeah.
Bob Pittman
There wasn't anything there. But our criteria for green lighting a show and going in and producing it had nothing to do with toy ability. It was. Were we in love with these characters and did we think it could be a good show and get good numbers and resonate with the audience in spite of the fact that maybe it isn't going to be a consumer products bonanza? So we were really thinking because it goes back to the creator. The creator who had these characters in his head probably wasn't thinking about toy ability. Either he had a more crystallized, simple idea as to what could happen here rather than what would be the eventual spinoffs. And maybe he didn't want to interfere with that. He wasn't that interested in toys. So we would do things that we were in love with and a lot of them turned out to have, you know, with spongebob and Rugrats and so many, there was a lot of consumer products that we could crank out and feature films, because when we got linked up with Paramount, we set up film labels there on the lot, you know, for MTV and VH1 and, and comedy Central and Nickelodeon that. To develop films that would use the IP that we had generated and made famous on the television network.
Sam Parr
I have this feeling that a podcast must have one of the following three things. In order to be good, you need to have a unique perspective. So for example, that could be LeBron James talking about basketball. It doesn't matter if he talks on the worst microphone ever. People are going to love that because LeBron James is one of one. The second thing is really high end or unique production. For example, if you get the best voice actors and it has the best sound effects, you're like, okay, I like this because it's like a total immersive experience. Or the third one is world class delivery, meaning a comedian. A lot of comedians that I listen to on podcasts, they can talk about anything, but they're so funny and good at delivering it that I'm into it. And so when I think of podcasting, I'm like, okay, those are like three attributes. Can I lean in on one of them? Did you think of attributes for some of your shows where like, if it hits one or more of these attributes, this is a winner?
Bob Pittman
Yeah, we used to have this thing we called filters, which is sort of like that just had pass through these filters that we would have. Nickelodeon, the Nickelodeon people were very conscious about having some kind of pro social appeal. Off the top of my head, I mean, we used to think that we had basic values like nonviolence, pro kid things kids liked. It was fun, it was funny, it was irreverent. And also, does it have sort of a modern presentation? We were trying to position ourselves as the sort of, I hate to use this word, but sort of like the. The hipper children's network, the cooler children's network versus Disney, which was the powerhouse children's operation. We wanted to be sort of the modern version of the Disney thing. So those would be some of the filters we draw. We draw through. I can't have to go back and remember what they might have been for MTV or VH1. It usually had a lot to do with, like its appeal to the very specific core audience we were going after.
Sam Parr
Did you have a name for that person?
Bob Pittman
The ultimate person was a 24 year old. That's who we would program to. 22 to 24 year olds. And that teenagers. We would never talk about anyone younger than that or have them appear on the air because the minute people 24 or older saw a teenager, they were going to say goodbye. They didn't want to be part of some teeny bopper network. Even though teenagers were maybe one third of our audience, they were never showcased on the air. But we would also get people who were older watching. But the core audience was on MTV was 18 to 24 year olds. Then we would really move it to like 22 to 24 year olds.
Sam Parr
I was reading about, I was reading about you and I think, when, I think that you said in the book you were fired because you didn't buy MySpace and Rupert Murdoch bought it and
Bob Pittman
you were fired by Sumner Redstone.
Sam Parr
Yes, Sumner Redstone, who was a mogul. It seemed like a real jackass, though. And then you were recruited immediately, I think, by Rupert Murdoch and a few other people to join, you know, whatever they had going on. But I don't think you took. I think you're recruited by Bono. I also think you're recruited by Steve Jobs or. And you had some affiliation with him. Same with Geffen, who is one of the most successful media business guys there ever is. You knew Bowie, Jagger, all these guys. You said you bought Andy Warhol's old house. You, I think, made an offer to buy Facebook. Is that right?
Bob Pittman
Yeah, we were the first people. We offered like $800 million cash with like a 900 million dollar earnout, if you can imagine.
Sam Parr
Tell me the Mark Zuckerberg story.
Bob Pittman
Well, this guy called me up one day, Kevin Wall, who I knew from the music business, said, hey, I got this guy. You know, we, we were aware of social media was coming on and we were aware this is a big paradigm shift.
Sam Parr
What year?
Bob Pittman
This would have been 19. This is 2005.
Sam Parr
So how old is Facebook?
Bob Pittman
Facebook was still only programming to college kids.
Sam Parr
Oh, was it like three years old?
Bob Pittman
I guess so. Two, three years old. And their revenue was like seven or eight million dollars a year. And Mark Zuckerberg had just moved to California and the business thing they were wrestling with, he came in to see us in Times Square and I always remember he was like Wearing a hoodie and flip flops. It was February, and I had him meet us at the MTV offices because I figured it'd be younger and it'd be. And he wanted to see what that was like.
Sam Parr
And he's only 21.
Bob Pittman
Yeah. And their big challenge was, do we want to expand this to high school kids? Because it's just college kids. That could really be on Facebook. The Facebook. Could we. Is it going to be a mistake to expand our target audience to high school kids? The revenue was $8 million a year. I remember this. But we saw that, you know, social media was going to be a big force in the business and was going to grow because people now could, you know, they could connect directly to each other. The gatekeeper era was going to begin to fade, but we didn't have the capabilities or skill set to really create our own social network. So maybe we buy somebody else's and bring it in house. So he came to see us, but they must have felt something good because discussions ensued with his team. There was a fellow named Owa Van Atta, who I believe was the first cfo. And we went back and forth and we put a bid on the table and they turned us down.
Sam Parr
How big? What was it?
Bob Pittman
It was like 1.7 million billion.
Sam Parr
Excuse me, 1.7. How much cash?
Bob Pittman
800 or 900 million. I'm trying. It was 800, 900 million in cash. The rest was an earn out.
Sam Parr
Okay.
Bob Pittman
So Zuckerberg, he did not want his mtv. Eventually we got turned down because the, the, the negotiations happened at a lower level than me. But I do remember at one point he was going back to Dobbs Ferry, New York for Thanksgiving, and this guy, Michael Wolf, who was kind of heading the negotiations from MTV Networks, he said, you know, I could offer Mark Zuckerberg a ride on the plane and he'd basically be like a captive audience for five hours or so. And, you know, maybe we can make some headway in the negotiation. Obviously it didn't work. Didn't work out.
Sam Parr
He got on the plane, though.
Bob Pittman
He got on the plane. His parents picked him up at the airport. Yeah, so this is really way back in the. In folklore.
Sam Parr
Why didn't you invest in it?
Bob Pittman
That's a good question. We did. We weren't thinking of that. We were thinking like buying and owning something. We had. We had been a company that sort of grew organically, and we had never bought anything. And we weren't really like a venture. We weren't really set up as a venture firm. And our company was Always the parent company was always sort of operating on a shoestring in terms of how much money we can really invest in our own businesses or buy other ones. I don't think we were thinking of doing an investment. That might have been a clever way to go, but they turned us down. And everybody else showed up at the door. You know, it was Microsoft, Yahoo. Everybody wanted to buy Facebook at higher and higher.
Sam Parr
I think about that all the time. To be 21 or 22 and being offered to be a billionaire and just the gall that he had. And I find that to be fascinating.
Bob Pittman
It's refreshing. You know, people would start a company and they, Their purpose wasn't, well, one day I'm going to sell this company to Google or Facebook or somebody else. They wanted to start a company and have it work, you know, and grow and grow to the tree, to the sky. It was the same thing with Steve Jobs and Bill Gates and Paul Allen and Phil Knight. They all started companies because they thought that was interesting, fun. They saw something in the culture where they thought they could slide in with an innovation and make a business.
Sam Parr
But those people always end up richer.
Bob Pittman
Yes.
Sam Parr
Not always.
Bob Pittman
They're owners. They didn't check out. That's not to say you can't sell your business and do something else or sell your business and maybe stay with it. But these guys were true believers.
Sam Parr
Did you know Steve Jobs?
Bob Pittman
Well, we went up once to see him at. This is before the. We went up to see him and we wanted to talk about maybe doing a joint venture with MTV and Apple. This is before itunes. There's this guy who worked with me who had a digital name, Jason Hirschhorn. And he made the case to Steve Jobs that itunes wasn't the way to go. The way to go was to put together basically a music streaming service which would have been like Spotify. And Steve Jobs was adamant about, no, that's not the way we're going to do it. We're going to, we're going to do. We had the itunes model and you know, he gave us a nice tour of the Pixar studios and you know, we had a fine relationship, but he was someone we of course really idolized as an icon for us. A guy who could lead, lead creatively. He was also, by the way, a, a pilgrim from India.
Sam Parr
Oh, yeah, yeah, yeah.
Bob Pittman
Not to compare myself to him, but I mean, he, he had, he didn't have a straight ahead business mindset.
Sam Parr
Yeah, he made fun of Steve Job, Bill Gates. He was like, Bill, you need, you need to do Some acid.
Bob Pittman
Right.
Sam Parr
Which other icons did you. I read a ton of biographies and I'm always, like, trying to find, like, who I can learn something from. Which icons did you meet that you were like, this person needs to be studied?
Bob Pittman
Well, there's Rupert.
Sam Parr
What do you think about him?
Bob Pittman
Well, you know, he's a bold buccaneer, kind of old school, classic media mogul. I can't say I agree with the results of some of his political programming, but you've got to give him credit for a guy who take big risks.
Sam Parr
What was he like?
Bob Pittman
Well, he. I got to know him fair amount because his wife, Wendy Deng, was good friends with my. My wife Kathy. So we would go on trips together and so forth. But, you know, he's quite, you know, he could be fun.
Sam Parr
Was he a workaholic?
Bob Pittman
I think so, yeah. I mean, but he'd travel. The difference between him and my boss, who was Sumner Redstone, they were about the same in terms of age. Rupert was a little younger, but they were both big moguls who took bets. Sumner was always focused almost entirely on people who might be screwing him so he could sue. From an antitrust perspective, he was a former antitrust lawyer or the stock price. Whereas Rupert Murdoch would fly around the world endlessly in his 727, and he would really understand the machinations of how the operations all worked.
Sam Parr
There's not very many good biographies on Rupert, so I've been able to piece together a few. But there's a cool documentary about him a little bit on HBO right now, and there's stories about him being. The company being huge, billions in revenue, and he was still calling editors for certain headlines. I mean, like, you should change it to this, this and this, and people will buy more magazines or newspapers because of that.
Bob Pittman
He knew the business, whereas, I mean, he really knew how the business worked as something like that he can make a contribution to. And they'd say, oh, you know, it's the boss. He wants to do this. It's like, it's not just the boss who wants to do this, but he may well have a point. He had credibility with his underlings.
Sam Parr
I heard he made huge bets just over one little conversation. Like, I think it was they bought MySpace, right?
Bob Pittman
He bought it on a weekend.
Sam Parr
Yeah, I heard.
Bob Pittman
No due diligence.
Sam Parr
How much did he pay for it?
Bob Pittman
$560 million.
Sam Parr
And it obviously was shit. It was the wrong bet at the time.
Bob Pittman
That was, you know, you Gotta remember in 2000, we had the Time Warner AOL merger. That was a Disaster. That was the real first linking of a new media and an old media legendary legacy media company. And that kind of blew up. So everyone was paranoid about making big bet on digital media after that. So now it's like five years later, he just lays out on a weekend with no due diligence buying this social media site that we, we had been looking at and were aware of in Santa Monica, just bought it over the weekend. And he became, because of that purchase, he became like, oh, he's the new media savant. He's like this old dude. But he also gets this because he's buying this hot up and coming media company, which of course, or new media company, which of course didn't work out. But this really aggravated my boss, Sumner Redstone, who really had never heard of MySpace until he heard that Rupert bought it.
Sam Parr
And he fired you just because.
Bob Pittman
Well, I think there might have been other reasons, but a primary reason, like he told Charlie Rose, was that, you know, I, I had the prize and I let it go and I let
Sam Parr
it go to Murdoch and MySpace was the prize.
Bob Pittman
Yeah, which ended up dissolving and being sold to Justin Timberlake for $35 million years later. So it wasn't much of a prize.
Sam Parr
Were you able to make money on this as you went personally? Yeah.
Bob Pittman
Yes, we had. You know, when we started, like I told you, we, everyone's making 30, 35 grand a year. There was no stock options. People wouldn't even know when a stock option was. In 1980, it wasn't like part of the normal nomenclature, you know, we, we just can't believe we have a job here. We're on a crusade. This is the greatest thing. It's going to be the greatest thing. We're going to sweep the nation with this thing. So they were like crusaders. But then we decided we, in 1995, Warner MX needed money and they made one third of the company public and everybody got like a little bit of stock options. So we started seeing that the one we were this hot company were MTV Networks. MTV was the first name. It was a really hot commodity. So you get a, you know, everybody had a little taste and then we got bought when we were sold. So all those stock options vested and paid out. But you know, in today's no one was becoming a billionaire or even a millionaire.
Sam Parr
I want to ask about writing rooms. This is for the folks out there who have a business that does at least $3 million a year in revenue. Because around this point that's when you're able to look up after Being heads down for years, building your company, and you realize two things. One, you've done something great, but you're still a long way from your final destination. And two, you look around and you realize, I am all alone. I've outrun my peers. Which means you're now making $10 million decisions alone, by yourself. And that is when mediocrity can creep in. My company, Hampton, we solved this problem by giving you a room of vetted peers of other entrepreneurs who are going to hold you accountable, call you out on your nonsense, and help show you the way. Because the fact is, is that there's only a tiny number of people in your town who know what you're going through and who have been there. And they're hard to find. And if you can find them, it's hard to have this explicit time, this explicit place where you sit down where the rules are clear that we are here to help each other and to be one another's board of directors. The biggest risk is not failing. You have a company and it's working. You're going to be fine. But the biggest risk is waking up 10 years from now and saying, I barely grew in business and in life. And for people like you who are ambitious, wasted potential and regret is what we want to help you to avoid. We have made so many of these groups and we have a thousand plus members. And I know this stuff actually works, whether you work with Hampton or you get your own group on your own. But having a group like this, a group of people who you meet with in real life once a month, it can change your life. It changed mine, and I know it will change yours. So check it out. Joinhampton.com I was listening to you and Jon Stewart talk about that, and the idea of a writing room is foreign to me because a, when I'm creative, I'm by myself. I prefer just to like, you know, my old company. I used to have to write a bunch of articles a week, and I was like, I just need to go into a room by myself and not talk to anyone. What did a writer's room look like? And what do you think made a writer's room successful in order to get the best outcome from a group of people?
Bob Pittman
Well, I get it this in my book in a bit. We didn't really have writers for a lot of what we did at mtv. There was stuff was really written individually. We didn't have a writer's room per se. At one point, Rupert Murdoch and Barry Diller launched the Fox Network, which was gonna Be not just a broadcast network like the others, but it was gonna focus on younger people. And they were putting on soap operas like Melrose Place and Beverly Hills 90210. So I said, well, our creative people are always trying to do something a little more ambitious. Why don't we do a soap opera? So we developed one and it was developed with this company named Boone and Murray. Really successful folks, great people. They were young at the time. And it came to me and it had a budget. And in that budget was a big line item for writers. And I said, you know, we don't really have that kind of money to hire writers. We're probably gonna make stuff for $100,000 an episode or something like that. But we wanted to do it regularly and we had a lot of other financial needs for the money. So they went back and came back to me with, okay, we're eliminating the writers. What we're going to do is find seven or eight people and stick them in a loft down on Broadway and Prince Street. We found this loft and we're going to put hidden cameras in and we're going to tape them. And then we're going to use what our real skill set was at the time was in post production and editing. We will edit all this action from these kids and all this interchange into these episodes. And that became the Real World, which really launched the modern version of reality television. That was 1992, but, you know, that was the birth of the real world. And then, you know, for the first season, the people who are in it, they had no idea they'd become reality stars because such a thing hadn't existed yet. Now when they cast people to being in these various reality shows, which are everywhere, everybody knows they have to have sort of an outsized personality and, you know, be controversial and whatnot. But the success of the Real World was just exploded because we found out young people wanted to see other young people on television. They wanted to see. They get a lot of social clue cues and whatnot. The Real World. We were doing a thing with Ozzy Osbourne and Sharon Osbourne. And Sharon Osbourne was driving around in the back of a car with our head of programming, Brian Graden, and she says, oh, you know, this day is crazy. If there was a crew following me around, you know, it would be an amazing reality show. So Brian done. That was it. That became the Osbournes, which was the first celebrity reality show. Now there's like 50 categories of reality shows. There's a whole industry around them.
Sam Parr
What was the Conversation like where you said, we're not doing this writer stuff. Was there a unanimous agreement in the room?
Bob Pittman
Yes, yes. Everybody said everyone wanted to do let's do something. You know, we gotta get this show on the air and let's. This is a good idea. We could actually make this better than ever, make it real.
Sam Parr
Whose idea was it?
Bob Pittman
Well, Buna Murray had the idea. There was a fellow who was a champion for it, internally named Doug Herzog, who eventually would go on and become the head of Comedy Central. And I'm sure there's some other people's names involved that I'm forgetting right now.
Sam Parr
Did you. Were you on the board of own? Oprah? Is it own?
Bob Pittman
I wasn't on the board, but I was hired by Oprah to be a consultant when I got fired from Viacom. I went to Burma, which I had known from my travels in Asia, which was like the crazy uncle of Southeast Asia run by a military dictatorship. There's no media there. I just wanted to disappear with my wife and just kind of rethink and see if I could get some epiphany about what I was going to do next. And I got back to this place. We were up in the jungle, and I got back to the hotel on a boat. You had to go by everywhere by boat. And there's a message, and there's a message for you in the office. They didn't have cell phones there. Nothing. Oprah Winfrey called.
Sam Parr
Were you starstruck?
Bob Pittman
Yeah. I go, what Oprah Winfrey? I don't even know Oprah Winfrey. Why is she calling? Why is she calling me? So I got back in New York and I called her, and she said, yeah, I called you. I saw that you left, and I saw you got a big cheer, which I write about in the book. When I left the company, there was, like, all these people in the lobby to send me off and says, I'd love to meet with you and talk with you, and why don't you come up to Montecito and I'll make your breakfast? Which I did, and we become good friends. She helped me promote my book recently. I did an interview with her, and I loved Oprah. I mean, there's no easier person in the world to speak to. She's curious. She knows a little bit about everything, and she's. She knows how to talk to people like, you know, nobody's business. So, I mean, that's what she does for a living. Right? She's always done that. So she's been able to carve out and set up this whole like modern media business. She was one of the first people like in the creator economy, which people would use that word today. I mean, here you have a creator who's. She's at the center of a media enterprise. You know, her ethos and her thing,
Sam Parr
you know, does she still own. Is that still its own company?
Bob Pittman
Own is owned by Discovery. It was originally called the Discovery Health Network. And so she did a joint venture with Discovery. David Zaslav, much in the news. He called Oprah and he said look, we'd like to change this Discovery Health Network, which is just sort of laying there and what if you came in and made it the Oprah Winfrey Network and we could have something really original and noteworthy. And so she hired me as a consultant and I did that for a couple of years.
Sam Parr
Man, it's just so crazy. I wonder if this stuff still exists. Like the way that I've been, you know, I've studied Ted Turner. That's my hero. The way that it seems is like because, because cable was like the pipes. If you get in the pipes, the likelihood that you're going to be a somebody was. Was a lot higher than a little bit than what it is now.
Bob Pittman
That was the era of the monoculture in a way. You know, there was a. Where things were controlled by editors and there was a barrier to get in. Now anybody can.
Sam Parr
Which is pros and cons.
Bob Pittman
Yes.
Sam Parr
Con being if you're one of the, if you were Oprah, like it was, it was awesome.
Bob Pittman
Yeah, because you had a built in audience, you had a head start over everybody. But you know, here you are, you're scrambling. You've built a business basically on your own W, your personality, but you're competing with like infinite amount. Yeah, everybody's their own broadcaster.
Sam Parr
Well, do you have any advice to that? Like you've been on top of the game for like three generations now. Where do you think things are going to go? I know that I've heard you talk like where you're. You seem a little frustrated with the rise of digital because that kind of made MTV less relevant because it kind of messed with the business model. Mess with the margins which made it all possible. Do you have any predictions on where it's going to go or tips on how to succeed right now?
Bob Pittman
Well, you know, you see things emerging to me, I mean I, I really don't look at everything but I look at stuff like in the so called creator economy and you can see there's stuff, there's things now like patron or substack or everything where I always.
Sam Parr
Patreon.
Bob Pittman
Yeah, Patreon, rather. What I would do If I was 25 years old, you know, if I. Because I'm thinking, well, the same things. How could I align the things I like and care about and say, you know, if I can work for some type of enterprise and learn the business, an enterprise that's really about powering creative people and getting them more famous and more relevant. And how do you do it? I mean, you have to sort of be a master of social media these days, and you have to have an intrinsic quality that will allow you to stand above everybody else, which is truly everybody else.
Sam Parr
Well, you know what's funny is my company, the Hustle, it was a daily newsletter, which at the time was. People kind of laughed at it, but I was like, I think this can get to a couple hundred million in revenue if we do it right. And we sold before we got there. But my competitors and, like, where the company that I sold now is, like two. Hundreds of millions in revenue was possible. That was right. But I was inspired by Ted Turner. I read his biographies. He's my hero. And I knew all. So I studied cable. So I read about cable. Cowboys and liberty Media. Media. Like I. I studied like crazy. I've studied you like crazy. And at the time, in 2014, right around when I was starting the company, Buzzfeed was popular and Vice was popular, but what was going on was their business models were going down because Facebook was pulling back reach so they would get less clicks. And I was like, well, where's, like, the last bit of real estate that I could fully own and not rent? And it was newsletter, newsletters. And you know who I got that idea from? Bob Pittman.
Bob Pittman
Oh, really?
Sam Parr
Bob Pittman had this thing called the Pilot Group.
Bob Pittman
I know. I said, I had dinner with Bob Pittman last night. Strange as it may seem. I mean, it's just a synchronicity.
Sam Parr
And you're one of your co founders. He's a co founder, and he had this thing called the Pilot Group where he would fund newsletter companies, one of them being Daily Candy, which sold for $100 million. I heard about that story, and I was like, I'm just gonna copy that and do it with business news. And so that's how I started my first company, which we ended up selling four years in.
Bob Pittman
They also involved Ben Lair. I'm trying to remember the name of
Sam Parr
the guy I copied. Yeah, Ben for Thrillist. Yeah, I was Thrillist.
Bob Pittman
Yes.
Sam Parr
Yeah. I was like, I'm Just gonna do was good.
Bob Pittman
I mean, the newsletters had an era. Digital media had an era.
Sam Parr
Well, they still do because Substack and Patreon, which you're talking about, they created their company because they saw what I was doing and they're like, yeah, that's cool. But what if we just created the technology for it, which obviously is far more lucrative.
Bob Pittman
Do you regret selling that company?
Sam Parr
No. Because I was broke. I didn't pay myself much money. The business, the year I sold it, we sold it in February, the trailing year, we had done 12 million in revenue. That moving forward year, that forward year, we were going to do like 18. So it was growing like a weed. It was doing great. But I paid myself, like the first two years, like two grand a month. And so I was broke the last couple of years. I started paying myself a little bit more money. But a few things happened. I sold in February of 21st. So the black Lives Matter protests were happening, Covid was happening, and I felt the world was, like, going to end. And so the second that I had an opportunity to kind of cash out and have financial security for forever, I was like, I will do that in a heartbeat. So I don't regret it, but I regret being in the position to sell it. Meaning I wish I could have owned it forever and still, like, had both outcomes. Obviously, that's not possible.
Bob Pittman
There's a different form of the innovator's dilemma.
Sam Parr
What is that?
Bob Pittman
The brokenness of scrambling with no money when you have a life to support.
Sam Parr
Well, my biggest takeaway from that era is I should have paid myself more money. But, dude, thank you for doing this.
Bob Pittman
I enjoy. I've enjoyed the conversation very.
Sam Parr
I could talk to you all day. It was. You've been. You were the man behind the scenes of the content that shaped my childhood.
Bob Pittman
Well, it's been great and it's been, you know, I've summarized it all in this book, which was a lot of fun to put together. Unplugged.
Sam Parr
It was good. I read it this past weekend. It was awesome. We didn't even get to it because I've seen you talk to it in some other podcasts. But, like, you got busted for having hundreds of pounds of pot on you and.
Bob Pittman
And what they used to say, advice. They said, what are you doing? Well, we're doing a lot of stuff that's really smart and a lot of stuff that's really stupid, which is sort of another version of the high and low.
Sam Parr
That's awesome.
Bob Pittman
I'm still gonna do that. Yeah.
Sam Parr
Well, thank you.
Bob Pittman
All right, we're off. I feel like I can rule the world I know I could be what I want to I put my all
Sam Parr
in it like a days off on a boat.
HubSpot Host
Hey, let's take a quick break. I want to tell you about a podcast that you could check out. It is called the Science of Scaling by Mark Roberge. He was the founding CEO of HubSpot and he's a guest lecturer at Harvard Business School. The guy smart, and he sits down every week with different sales leaders from cool companies like Klaviyo and Vanta and OpenAI. And he's asking about their strategies, their tactics, and how they're growing their companies. As, you know, head of sales or chief revenue officer, if you're looking to scale a company up, if you're a CRO or head of sales that's looking to level up in your career, I think a podcast like this could be great for you. Listen to the Science of Scaling wherever you get your podcasts.
Podcast: My First Million
Hosts: Sam Parr & Shaan Puri (Hubspot Media)
Guest: Bob Pittman (Co-founder of MTV, former CEO of MTV Networks)
Date: May 29, 2026
This episode is an in-depth conversation between hosts Sam Parr and Bob Pittman, the legendary media executive behind MTV, VH1, Nickelodeon, and more. Pittman recounts his wild, entrepreneurial journey—from starting as a broke ex-ad guy traveling through India and Afghanistan, to reshaping American media with MTV and helping launch cultural phenomena like Comedy Central, South Park, The Daily Show, and SpongeBob. The episode dives into the business mechanics, innovation cycles, creative leadership, culture, and the disruptive power—and pitfalls—of both legacy and digital media.
Bob's Early Ventures:
“I ended up broke, bankrupt, and deep in debt. … Hardest work I'd ever done or would ever do.” [06:23] – Pittman
Career Reboot and Self-Discovery:
“You basically want to do something that you love and you're attracted to. … It would be great to work in a business that's ascendant.” [07:53] – Pittman
Birth of MTV & Cable TV Era
“We were going to be places, not shows. So you're going to watch MTV, you're going to watch Nickelodeon.” [11:17] – Pittman
Early Struggles & Pivot
“People went crazy for it… 24 hours of music videos, fast cutting, whole new visual style.” [15:59] – Pittman
Revenue Model
Creative Hiring & ‘Aberrant’ People
“Our main aptitude was creativity and taking risks. … I would put creative people in charge of these networks.” [20:22] – Pittman
“Judy McGrath … would always say what we have to do is hire aberrant people … they're going to bring us the most success.” [27:28] – Pittman
Lenient, Social Culture:
“People love working there … it was like the center of their social life.” [30:25] – Pittman
Emergence of Legacy IP
“We were really thinking … about the creator … rather than what would be the eventual spinoffs.” [33:56] – Pittman
“How do we get this guy Mike Judge inside the tent?” [22:06] – Pittman
“These guys are gonna be special. … Most original thing we've seen in a while. … We made six episodes with them.” [24:27] – Pittman
Attempted Facebook Acquisition
“He got on the plane [private jet]. His parents picked him up at the airport ... this is really way back in folklore.” [41:15] – Pittman
“We weren’t thinking of that [venture investment]. We were thinking like buying and owning something.” [41:22] – Pittman
MySpace Fiasco
“He told Charlie Rose, ... I had the prize and I let it go.” [47:10] – Pittman
Reflections on Visionary Entrepreneurs:
“They wanted to start a company and have it work, you know, and grow ... These guys were true believers.” [42:37] – Pittman
Audience Targeting
“The minute people 24 or older saw a teenager, they were going to say goodbye.” [37:00] – Pittman
Reality TV Innovation
“We eliminated the writers ... [we] find seven or eight people and stick them in a loft … then edit all the action … that became The Real World.” [50:34] – Pittman
Rise of the Creator Economy
Advice for Today
“You have to sort of be a master of social media these days … have an intrinsic quality that will allow you to stand above everybody else.” [57:31] – Pittman
Business Model Lessons
“Their purpose wasn’t, ‘one day I’m going to sell this company.’ They wanted to ... grow. … These guys were true believers.” [42:09] – Pittman
Personal Takeaways
“I was inspired by Ted Turner… but you know who I got that idea from? Bob Pittman.” [59:04] – Sam Parr
On Recruiting ‘Aberrant’ Talent:
“Hire aberrant people … sitting in the back of the class … they don't have a lot of respect for the system. They're on an individual agenda.” [27:28] – Bob Pittman
On Mistakes & Risk:
“We’re doing a lot of stuff that’s really smart and a lot of stuff that’s really stupid, which is sort of another version of the high and low” [61:23] – Bob Pittman
On the Arc of Media Innovation:
“It was the era of the monoculture...now anybody can. Everybody's their own broadcaster.” [56:22/56:52] – Bob Pittman
On Owner Mindset:
“The difference is, those people always end up richer ... they're owners. They didn't check out.” [42:36] – Pittman