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Host 1
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Host 2
Welcome back to Founder Story. Today we have Kit Gray, the president co founder of Podcast One, which I've been following for many years. But Podcast one is a leading podcast network, even NASDAQ under podc, which is amazing. I cannot wait kid to talk all the things through. How is it to take a company public? But I know that Podcast one has worked with the likes of A and E, Adam Carolla, Lady Gang, Justin Harbinger and 200 shows, which is incredible. So Kit, what was the spark for you that made you say I want to be an entrepreneur.
Host 1
And why this industry?
Kit Gray
Yeah. Hey, nice to meet you and thanks for having me today. Yeah, you know, really, I became a fan of really audio medium back when I was a kid living in Boston and going to sporting events with my dad, you know, dragging me around to tennis matches or soccer matches or baseball games that I was playing in that, you know, we'd listen to sports talk radio to kind of like break up the. The awkward silence. And during commercial breaks, we would actually talk about it and have something fun to talk about and just, you know, so audio has always had a special place in my heart. And, you know, that. That kind of grew as Howard Stern came into my life. And listening to him and then watching him on his TV show and then realizing how he built brands into both his show and in his radio network. He really was a thought leader in that space. You know, we talk about 360 video podcasts now. Well, Howard did it years and years and years ago, and we really did an amazing job. And when you look at endorsement radio or endorsement anything, I knew that was like a extremely powerful thing early in my career. I wound up going to school not for, you know, anything in the radio or audio space, but I was an analyst, went to business school, got my MBA in finance and worked in a, you know, in a national security firm in Orlando, funny enough, with, you know, missiles and defense contracts and everything that I'm not about. And. But I did learn a lot from that experience and, you know, went to Chicago, worked in a bar with some friends after grad school and. And then decided to take a job in New York City working for Katz Media Group, which was part of iHeart Clear Channel. And what we did was we represented radio stations across the country and then started to pitch why certain radio stations should be on media spend out of advertising agencies in New York. And from there I really learned the business where the funnel of money from clients to ad agencies to planners to buyers, how it all kind of went out. And that was kind of how I learned the business. But I was actually opening an office for them in Los Angeles in 2004, 2005, and I started to listen to podcasts, which back in the day, you had to actually, like, download a file on your computer, hook up your ipod or whatever device you had for MP3s at the time, and then, you know, you download and drag it over and then maybe add like a tape player in your car where it's a wires out and all that kind of stuff, and you could listen to on demand content. And the reason I loved that so much was I lived in Los Angeles. I hate the Lakers, I hate Dodgers. I'm a Boston guy at art. And so basically I had to listen to Boston radio stations on demand that we're doing this. And that's what we did. So I would drive and sit on the 405 in traffic, going to meetings and listening to my podcast. And I started to think about the medium that I was in and if there was scale, that I could start to bring those to advertisers. So what I did on my own was there's a guy named Adam Carolla from the Man Show. He wrote for Jimmy Kimmel. He was on Dr. Loveline, which was with Dr. Drew, which was national syndicated radio show at night, but also on mtv, which is funny, Dan. We was talking about MTV and spring breaks and stuff like that where I live. But yeah, so we just started to talk about. Adam did a podcast after he. He actually took over for Howard Stern on the west coast for syndication. It didn't last too long, unfortunately. It was a really good show. Um, so he decided doing a podcast. And I was listening to that and I reached out to him. We started meeting, making some ad deals, right, where Proflowers and legal zoom and stamps.com and Citrix, we would do reads and we had great return on investment based on these tracking codes. And I started to build a business. So started my own company there, started representing Mark Maron, Bill Burr, the Nerdist, CBS News, and creating a network of shows to offer advertisers and, you know, 2012 or something like that. And it was really exciting. The medium changed, you know, tremendously with the iPhone and being able to download shows and then figuring out what a download is and what's an impression and, you know, targetability and connecting to programmatic desks and we've created. You know, I sold my company two times now and you know, I still run it podcast one, because I love it and it's a great sell and I love my team and I love the, the shows that we work for and work with. And, you know, it's been amazing. Me. We, we. We now do about $51 million in revenue. We're publicly traded, which we'll talk a little bit more about, hopefully. And then, you know, we've got about 200 shows and mostly they are really created so they can work for advertisers. Right. But we do IP where we have shows that we've sold to, you know, different networks to become TV programs. Or movies or books. We do merch, we do live shows. We, you know, really do everything. Kind of soup to nuts to help podcasters monetize their content. We market them, we do talent booking, we do sales, collections, all that fun stuff to really make sure talented people like the people that you mentioned earlier, the Jordan Harbingers, the. The lady gangs, the Caitlin Bristows, the A es that they can give us more content or create more content that. That we can tie to advertisers and model tiles. So that's our business. You know, we've been on the NASDAQ now under PODC for about two years, and that's a whole different animal. But, you know, I would say not as much fun talking to analysts and finance guys. Sorry, guys. But, you know, I really enjoy talking to, you know, the talent and. And in. In creating relationships with them. And certainly a very lucky guy in the sense that I get to deal with some of the funniest, smartest people in the world. So it's been fun.
Host 2
So I'm curious about what you say is very important when it comes to timing. Some of the most successful people that we have spoken to have told me that timing was everything for them. Whether it was timing of the idea, whether. Or timing of how long they stuck it out, these all were very important to the success of the company. How do you feel that timing was.
Host 1
Since you were so.
Host 2
Not only were you so early on, but you've also been doing it for so long.
Kit Gray
Yeah. You know, timing is a lot to it. Right. And hard work and perseverance and believing. I got lucky in the sense that, you know, this medium really took off as audio was kind of going this way and still is. This really, you know, put new life into the audio experience, and the people that really got behind it really understand how impactful audio is. And, you know, you look at, like, radio stations and the fact that you'd have, I don't know, six AFM towers and 4am towers in the market or whatever it is. Right. Each one is different, but it's so limited in what programming you can offer. Not only, you know, viewers or listeners, but also advertiser. Right. And in this case, the Internet is, you know, unlimited. Right. So you can, you know, do podcasts on, you know, gardening and get an audience and monetize it and make a life if you want. I got lucky, too, in the sense that Covid happened, and that was horrible, Obviously, a lot of sleepless nights, stressful times, but it actually helped the medium quite a bit because People were stuck in their homes, a lot of solitude, had a lot of time to, you know, watch or consume content. Once that ran out, people started to get into podcasts and, you know, a lot of these type of conversations like we are having right now where you're across the, the country. For me, this became acceptable forms of content for people to consume. They didn't care. This is normal now. Right. And that timing wise, kind of helped us, it helped the medium. And, you know, three years ago, YouTube got into the podcasting space and, you know, now they're the number one consumption, you know, platform for podcasting and videos exploding. And, you know, so we got lucky there too, right? So, you know, we, we, we feel, you know, even no matter what your political views are, and I definitely don't want to get into that. Certain people on the last election took advantage of the podcasting space and what it offers. And, you know, I think Elon Musk on Rogan said it perfectly. When you have a, an hour, two hour interview, you can't hide. And when people get to know the person they're listening to, the hosts, it's tremendous. And I think podcasting or I know, and I know President Trump would say it greatly helps his opportunity to be the president again. And that's pretty cool stuff for a medium that isn't that old, really living next time.
Host 2
So, yeah, no, I was just gonna bring up these two stats. One was YouTube being the number one consumption place for podcasts. But then also a lot of these traditional cable shows, they are creating their own podcast now because they see, you know, the traditional side of tv, the linear side has been dropping. How did you then navigate the landscape of this being, you know, audio focused, from from ipod to iPhone to phones, to moving into social media now and then everyone getting into it, like you said in 20, I think everyone in 2020 launched a podcast. Funny enough, that's when we launched this show. Right here was the early, early stages of, of COVID How are you navigating that? And not just the specifics, but as a founder, as a president, how do you navigate the changing landscape? As we know business can change every five minutes and if you're not keeping up, your, your company can, can be in trouble.
Kit Gray
Yeah, you know, to me, and I've had this debate with a lot of companies, salespeople, clients, agencies, you name it. But to me, the smartest companies out there and the ones that are going to win the advertising world and become, you know, the squarespaces, the n tuckets of the world that started in podcasting and now are in super bowl commercials and you know, publicly traded and worth billions of dollars. These are, you know, companies that understood buying communities. And when I say we're a podcasting company, it's yes, we are. And that's our focus of doing live reads and endorsements and all the stuff I've already talked about. But really when you're a brand and you're buying into a community, that's where I see the most impact. And you know, there's a lot of brands that work with a lot of big ad agencies and big companies that, you know, I'll leave them out of this. But you know, when you just start putting money into it and you know, selling mass impressions even at a small discounted rate, you're not getting what really is going to move the needle in my opinion. And you know, my opinion is if you can look at, you know, 20 podcasts that have solid numbers in audio, video, social media, you put them all together and say to a brand, hey, I can do this, this and this and you can actually do what I tell you you're going to do, whether it's put the state farm pillow in the right spot or the mug in the right spot and you know, get the social media out when they need it with the backdrops. If you can do that, that's the, those are the companies that are going to really win and see great success. So that's what we do. That's why we're different. We go into these big brands and bring 10, 15, 20 like minded podcasts and bring video, audio, social, mass scale. And then we come through and they keep coming back because they're seeing great results. There's always a battle on, you know, how much money is going to go to these big agencies and they're going to throw it out on radio and TV and overnights to get low CPMs. And I'm like, well, that's not us. You know, we value our inventory, we value our community, we value the endorsements. You know, I have a lot of, a lot of clients that, you know, say no to certain brands for whatever reason and you know, that's okay, right? Like we, we, we will find other ones that will fit better and we do the work that way. So yeah, it's fun, man. I mean, who knows what the next thing is going to be in this space. But I'm excited about it and it keeps growing and clients are happy and when you're a sales guy, like that's a dream come true.
Host 2
Okay, Kit, I need you to sell me this pen. Now I remember, like, that was like, the funniest Bill's question. I went to so many interviews where they said that it was like, this is like the. How did this become even a thing? But I, I am curious. What's the first thing that you sold in your life? What was the first thing that you sold?
Kit Gray
Well, I mean, first thing, like, geez, it goes back to being like 12, 13 years old and like, figuring out girls for the first time. Right. And selling yourself. Right. Like who you are and like, that kind of stuff, right? So there's that. But, like, you know, for podcasting, it was awesome and it's a cool story, I think at least when I went to Adam Carolla and said proflowers, cherries, berries, you know, is. Is on the hook. This is like 2012, and they want to do, you know, a campaign with you. And, and I told them it's going to be like a thousand bucks to do a read. And, you know, leading up to the, to Valentine's Day, the media buyer's like, you're crazy. That's more money than KROCK Morning Drive in LA is. And I'm like, well, what's. What about, like, doing like a cpa, which is cost per thousand thing. And they're like, all right, we'll pay you 12 bucks for every person that uses Adam's coat. I'm like, okay, let me see if I can sell Adam on doing it. Talked to Adam and I said, hey, this is what I'm thinking. We do it. You lean in heavy on this. Let's see what happens. I know that if I can get proof of concept here, they've got more advertisers. I can go to more advertisers that'll do things like this and we'll start rolling, right? And so I got him to, to do it. And Adam is tremendous sales guy himself, right? So he, he's got this great audience that, that he could talk to them about supporting the show. And, you know, if you're going to send anyone Valentine's Day flowers, uh, by the way, these Mother's Day coming up, so don't forget, um, you know, so, you know, just he, he. I think he got. I think when we ended the campaign, it was two weeks. The buyer called me back after Valentine's Day and said, I've got some great news. I said, all right, well, let's see, what is it? And he goes, we owe you $43,000. And I'm like, holy moly, man. We're on it. So I knew then, you know, that this is the basement. Right. So he started getting more clients involved. We did, you know, calls where Adam would get on with talent, with. With brands, and kind of talk about that, too. And so, you know, I think everything. Sales, man. I mean, if you're a sales guy or a sales guy, you're selling all. All the time, right? So, yeah, that's what it is.
Host 2
So I'm wondering.
Host 1
I think most.
Host 2
I think most people would say I want to work with a celebrity or I want to work with somebody, but I'm. I'm too afraid to message them. I'm too afraid to contact somebody who I would think is more important, more special than I am more known. That is very gutsy of you back then, to do that. And I like how you added value to him versus trying to extract value from him. You added value to him. So if somebody is like, hey, kid, I'm going to message, you know, so and so, because this could change my life. Like, what happened with you? How do you think, or what would you say to them as to. How do I go about messaging this person? Because this.
Host 1
This is huge.
Host 2
I. I am. I know so many people that would never have done that, but you took the chance.
Kit Gray
Yeah. You know, we go back to timing, right? Adam had just lost his job at cbs, you know, being syndicated. He was starting the podcast. You know, he had, like, a fan, like, email list. So I'm like, I'll just send it in, you know, and he got back within a day and. And I went in and met with him and his team over in Glendale. And, you know, we started doing it and. And, you know, and nobody knew what a download was or any of that kind of stuff. We just. We figured it out and. And it worked. And you know what I would say, you know, there's a million ways to reach out to talent now through Instagram and, you know, all these. All these shows that I'm, you know, too old for now, but. But I would say never have any regrets in life. Right. Like, if you want to do something, go make it happen, you know, and my wife of 12 years now, she. We weren't married at the time when I started the company, but she supported me along the way and, you know, gave me great belief in what I was doing. And, you know, that. That was really cool of her and having a supportive group around, like, so when those happened and it was stressful, right? Like, after I started building the business, people would start, you know, reaching out to Adam and I'll do it, too. And, you know, you're so in a battling turf, and it got a little, you know, crazy. The good news is I, you know, I, I met some investors that I could start to, to take on some money and hire some people and get contracts going and, you know, prot. That. But I had found it. So back to your original thing, though. If you have an idea and you believe in it, go for it, man. You only live once, right? Like, this is, this is it. And, you know, I'm, I'm one of the few lucky people living my dream. I love it. I've had a bunch of dreams, but this is one of them. And, and, and I really, I still wake up every day and love it. I'm so lucky.
Host 2
You always look really relaxed. You look like you're having a good time. You don't look stressed. So how is it, though, being the president of a publicly traded company and how was the process of taking the company public?
Kit Gray
So that's not the first time I've heard this about not being stressed, which is so crazy, because if you knew me in my head, like, I'm, there's a lot going on up here, and there's a lot of anxiety and sleepless nights. And, you know, I've got 40 employees and they have family, so, you know, there's a lot there. But I try to live it differently. I, I, you know, I'm wearing flip flops and wearing shorts right now, so I, I don't think I'm your typical, you know, CEO of a publicly traded company. I, I go into New York and I was at a, a conference up in, up there, and I was speaking at it, and, and one of the guys came up after doing it because that was the most fun presentation. I'm like, yeah, because I don't do, like, slides or any of that kind of stu talk.
Host 2
And it's one of the best things.
Host 1
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Kit Gray
It's a fun place. And he goes, yeah, I feel like you're like wearing flip flops. And I'm like, if I could wear flip flops here, I would. You know, like that's, that's just kind of my personality. Lived in California and you know, just have that. Running a public transportation traded company is interesting. You know, we, the company that bought us Live One, which is lvo on the, on the, the nasdaq, spun us out their offering into a new offering. And you know, that was, that was interesting. We, we worked with Gunner and then we also worked with the Roth bank and understanding, you know, the process of going public, how that works, what is entailed in it, you know, the reason why we did it is to make it an all inclusive space, right. For talent producers to really win in it. Right. Like, so even when these big deals come down on Spotify or Amazon, you know, the talent's not getting a piece of it. It's a contract and it's a, it is what it is. You know, for us, when we go out to sign talent or work with new talent, we like to offer them stock so they feel the upside, potential upside of the, of the company. Right. So we all are kind of swimming in the same direction together and it's, it's unique. So we, we use stock a lot of times to help us in some of these deals and you know, hopefully keep people like Adam and Brendan Schaub and all these guys I've worked with for years and years to stay with us because they're, you know, invested in the company. So that's pretty cool. You know, and we're continuing to grow. We have a lot of M and A conversations going on right now with a lot of different podcasting companies and non podcasting companies where we feel we're profitable, which is great. And we feel like we have all the systems in place where we don't need any more backend stuff or really more salespeople, maybe some more producers. But if we take on more scale that, you know, that'll help and if a company comes into us and we can take some of Their things like finance and HR and payroll and all that stuff off their plates and help them monetize and market their shows that, you know, one plus one will equal three or four, right. And everybody will roll. So it's been interesting. I, I mentioned it earlier. You know, I got a chance to talk to people like Whitney Cummings, who I'm going to talk to later today and just brilliant, you know, funny, amazing people that are so talented and had so much success in their career and they're so fun to talk to. And then, you know, then I got a call with an analyst, right. Which is, you know, fun but different, you know, so it's, it's no offense to those analysts. I love them too.
Host 2
So, you know, I'm an analyst and I think I'm fun to. No, I'm not really an analyst, but an unofficial analyst. So no, this, this has been great, kid. I, I could, I, I'm really fascinated and I'm excited by the fact that talent can now take over and really win versus before, they had to work through management and they had to work through. There's so many layers. Like you said, in the end they don't even really make much of the money. It was very little, if any at all. There's always, there's too many people involved. But now they can create their own show, they can have their own asset, they can build a company. I was just reading about how diary of a CEO was offered $100 million to do a deal with whatever company was, I guess, Spotify or whatever. And he turned it down and said they can create a company around what they're doing and make more money than $100 million and how they wouldn't even.
Host 1
Receive a lot of the.
Host 2
A hundred million dollars in the end there's. And I was like, wow, this is very interesting that it seems like the team talent now has almost more of the upside or has more of the control than before where it really was like these record labels or these, you know, Hollywood studios, like they really had the control and the talent had to bend to them. But this, this has been amazing. Kit, if people want to get in touch with you, they want to find out more information. How can they do so.
Kit Gray
Yeah, happy to take any emails that kit. Kit@podcast1, that's o. Com. I tried to respond to almost everybody but we, we're on, you know, every social media platform and you can go to podcastone.com, check out our shows, listen to the super talented people that have some amazing stories to tell and you'll find something you like and you know, really enjoy it. But I've I've enjoyed my conversation with you guys and really appreciate your time today.
Host 2
Same I know we might have met each other in Orlando many years ago. Who knows? But.
Host 1
In near future.
Host 2
But thanks for joining us today on Founder Story.
Kit Gray
Thank you. Appreciate it. Take care guys.
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Kit Gray
Can I make my side softer?
Host 2
Can I make my side firmer?
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Can we sleep cooler?
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Founder’s Story: From Radio Obsession to Wall Street – The Untold Story of PodcastOne | Ep 217 with Kit Gray
Release Date: May 9, 2025
Host: IBH Media
Guest: Kit Gray, Co-Founder and President of PodcastOne
In Episode 217 of Founder’s Story, IBH Media delves deep into the entrepreneurial journey of Kit Gray, the co-founder and president of PodcastOne. Kit shares his passion for the audio medium, the inception and evolution of PodcastOne, strategies behind its growth, and the intricate process of taking the company public. This episode is a treasure trove for aspiring entrepreneurs and podcast enthusiasts alike, offering candid insights into the resilience and creativity that define entrepreneurial success.
Host 2 kicks off the conversation by asking Kit about the initial spark that led him to entrepreneurship, particularly in the audio industry.
Kit Gray reflects on his early fascination with audio:
“Audio has always had a special place in my heart. Back when I was a kid living in Boston, listening to sports talk radio with my dad during matches was our bonding time.”
[02:56]
His admiration for Howard Stern played a pivotal role in shaping his vision:
“Howard Stern built brands into both his show and his radio network. He was a thought leader in that space.”
[03:20]
Kit’s academic background in finance and his initial career in national security provided him with a solid foundation in business principles, which he later applied to the burgeoning podcast industry.
Transitioning from his role at Katz Media Group, Kit identifies the potential of podcasts early on. He recounts his first interaction with Adam Carolla, a move that would prove instrumental:
“I reached out to Adam Carolla about integrating advertisers like Proflowers and LegalZoom into his podcast. This was back in 2012, and it laid the groundwork for PodcastOne’s business model.”
[05:10]
Kit explains how PodcastOne leveraged the transition from traditional radio to podcasts, capitalizing on the flexibility and targeted reach of the new medium. By representing high-profile talents like Mark Maron and Bill Burr, PodcastOne quickly established itself as a leading podcast network.
Host 2 brings up the critical role of timing in entrepreneurial success, prompting Kit to elaborate on how PodcastOne navigated industry shifts:
“Timing is a lot to it—hard work, perseverance, and believing in the medium. We got lucky when COVID-19 happened; people were stuck at home consuming more content, which boosted podcast listenership.”
[10:24]
Kit highlights the significance of adapting to technological advancements and market demands:
“With the iPhone revolutionizing on-demand content and YouTube entering the podcasting space, we adapted by enhancing our offerings and integrating video, audio, and social media strategies.”
[11:15]
He emphasizes the importance of community-focused advertising over mass impressions, a strategy that set PodcastOne apart from traditional advertising agencies.
As PodcastOne grew, Kit details the diversification of revenue streams and the expansion into various forms of media:
“We do IP sales where our shows become TV programs, movies, or books. We also handle merchandise, live shows, and comprehensive marketing services to help podcasters monetize their content effectively.”
[12:40]
With $51 million in revenue and over 200 shows, PodcastOne's model showcases a blend of creativity and business acumen, ensuring sustained growth and industry relevance.
The conversation shifts to the complexities of taking PodcastOne public. Kit shares his unconventional approach to leadership:
“I try to live differently as a CEO—wearing flip-flops and shorts, bringing a relaxed demeanor to a publicly traded company.”
[22:49]
He discusses the strategic decision to go public under the NASDAQ symbol PODC, aiming to create an inclusive environment where talent is invested in the company's success through stock options:
“Offering stock to talent ensures they have a stake in the company’s growth, aligning everyone's interests and fostering loyalty.”
[27:44]
Kit also touches upon ongoing mergers and acquisitions, seeking synergistic opportunities to enhance PodcastOne's market position without overburdening the existing infrastructure.
Towards the end of the episode, Kit offers invaluable advice for those looking to embark on their entrepreneurial journey:
“Never have any regrets in life. If you have an idea and you believe in it, go for it. You only live once.”
[20:40]
He underscores the importance of timing, perseverance, and surrounding oneself with a supportive network—highlighted by his wife's unwavering support during the early challenging phases of PodcastOne.
Kit encourages entrepreneurs to take calculated risks, emphasizing that groundbreaking successes often stem from bold moves and genuine belief in one's vision.
Episode 217 of Founder’s Story unveils the intricate tapestry of Kit Gray’s journey with PodcastOne, blending personal passion with strategic business maneuvers. Kit's transparent recounting of his experiences—from initial challenges to orchestrating a successful public offering—serves as both inspiration and a roadmap for aspiring entrepreneurs. His emphasis on community, adaptability, and authentic leadership encapsulates the essence of modern entrepreneurship in the digital age.
For those looking to explore the dynamic world of podcasting and entrepreneurship, Kit Gray’s story is a testament to the power of passion, timing, and relentless drive.
Kit Gray on His Early Passion for Audio:
“Audio has always had a special place in my heart... We would listen to sports talk radio to break up the awkward silence.”
[02:56]
On Leveraging Howard Stern’s Influence:
“Howard Stern built brands into both his show and his radio network. He was a thought leader in that space.”
[03:20]
Discussing the Impact of COVID-19 on Podcasting:
“Covid happened, and while it was horrible, it actually helped the medium quite a bit because people were consuming more content.”
[10:24]
On Offering Stock to Talent:
“Offering stock to talent ensures they have a stake in the company’s growth, aligning everyone's interests and fostering loyalty.”
[27:44]
Advice for Entrepreneurs:
“Never have any regrets in life. If you have an idea and you believe in it, go for it. You only live once.”
[20:40]
For listeners interested in learning more or connecting with Kit Gray, reach out via email at Kit@PodcastOne.com or visit PodcastOne.com to explore their extensive network of shows and opportunities.
This summary captures the essence of Episode 217, focusing on the substantive conversation between Kit Gray and IBH Media hosts, while excluding advertisements and non-content segments.