Gary Vee Says the Smartest Investors Are Going Analog

24 Apr 2026 · 28 min · 13 chapters

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In short

Gary Vaynerchuk argues that AI lowers the cost of content creation, making online differentiation harder, and will trigger a “barbell” shift toward analog opportunities (physical retail, events, collectibles, sports venues) while still using AI for efficiency.

Guest backgrounds

Gary Vaynerchuk is from Vayner Media and is a serial media/marketing entrepreneur and investor.

Key claims

Distribution is effectively free, so businesses must go multi-platform and produce “mid-funnel” organic content. AI-generated product photography lowers the quality bar, so brands must find other differentiators. Extreme digitalization will be countered by analog demand; investors should back both digital-scale and analog-scale plays.

Notable examples

Wombos (word-combo branding), vinyl surpassing $1B/year, pickleball/Unrivaled/sailing/whiffle ball/slam ball investments, Josh Kushner’s Giants stake, The Sphere, 900 local restaurant rollups, drive-in movie theaters, collectibles/community (Comic-Con, Sports Card National, Fanatics Fest).

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding Wombos

0:45 to 2:34

Gary explains the concept of Wombos and their significance.

“So we were just maybe like a little, just a few months into the show.”

The Journey and Growth

2:34 to 4:05

Discussion on the growth of the show and the importance of multi-platform presence.

“The example we'd always talk about is like cooking where all you need is like a cool kitchen.”

The Cost of Distribution

4:05 to 5:44

Gary emphasizes the unique opportunities in today's media landscape.

“You have a couple of cameras, so you have different angles.”

The Impact of Live Streaming

5:44 to 7:44

Analysis of the evolution of live streaming and its economic implications.

“You're, you're like a couple of prompts away from it.”

The Rise of Analog

7:44 to 10:15

Exploring the potential resurgence of analog businesses in a digital world.

“And I also think that we're about to see the explosion of analog, right?”

Vinyl's Comeback

10:15 to 12:19

Gary discusses the significance of vinyl records in today's market.

“I want your reaction to this headline that for the first time this century, vinyl music sales eclipsed$1 billion in a calendar year.”

Opportunities in Sports

12:19 to 14:02

Discussion on investments in alternative sports and their future potential.

“And so it's just, it's normal consumer behavior, but it is clearly a counterpoint to extreme in feed, in digital consumption.”

The Analog Investing Opportunity

14:02 to 15:01

Explore the growing potential of investing in analog experiences amidst digital dominance.

“This decentralization of distribution along with this analog and not disrupted by AI thing is why six or seven years ago, I started investing very heavily in alternative sports.”

Creative Analog Concepts

15:01 to 16:10

Discuss innovative analog business ideas like modern drive-in theaters and local restaurant chains.

“is really missing the plot of what's happening.”

Lessons from the Ryan Mafia

16:10 to 17:08

Learn about the valuable life lessons Gary gained from notable Ryans in his life.

“We can play on either side of extreme digitalization or analog.”
Show all 13 chapters

The Value of Writing at a Young Age

17:08 to 21:12

Discuss the significance of young authors sharing their perspectives through writing.

“You know, it was a little more slang for machine learning.”

The Evolution of Masterclass

21:12 to 23:35

Understand the impact of platforms like Masterclass in the age of digital learning and marketing.

“And so, um, yeah, I mean, they've come to me a whole bunch of times.”

Wasted Marketing Spend

23:35 to 25:44

Examine the prevalent issue of inefficiency in marketing budgets across companies.

“Uh, what are you hearing from sort of like fortune 500 CMOs, uh, like larger company marketers around how, if anything, they should change in the world of AI around their marketing mix.”
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Transcript

Automatic transcript. May contain errors.

0:00Gary Vaynerchuk from Vayner Media. Gary, how are you doing? Welcome back to the show. Gary, do you know about Wombos? I do not, my friend. You gotta learn about Wombos. You gotta learn about Wombos. They are the next meta. They are the next meta. If you're not doing Wombos in 2026, you're getting left behind. So Wombos are word combos. So the example would be a queesh is quirky and niche. You put it together and that's queesh. Or Lorraine, lore plus explain. That was a risky start for the first word. Yeah, that's a risky one. Lorraine is a better one. If I say Lorraine. First and foremost, congratulations.

0:41Thank you. Thank you. Thank you. Thank you. I remember our very first call. I think it was in Q1 of 2025. So we were just maybe like a little, just a few months into the show. And you, even at that point, We were very, very small. I think we had maybe just gone live a few times. And you told us, you guys, you said go harder. We were already going pretty hard, but you said go harder. And we certainly did. And go multi-platform. That was really huge too. You were very early in like, why don't you have a newsletter right now? Why aren't you on YouTube in multiple ways? Why aren't you on Instagram yet?

1:20And so we did the uncomfortable thing of posting pretty subpar content for a while. but it started the compounding very very early and now it's really much better everything starts subpar right like when you start working out or when you start singing or drawing like you know like i for everybody who's watching right now every business every personal brand every b2b every b2c the to not take advantage of the attention media landscape that's in place right now. It's really uncomprehendable to me. There's never been a time in the history of humanity or business where the cost of distribution is zero for the distribution.

2:05There's costs in the content and then when you do it, but the upside is so extraordinary against the investment and when you frame it up properly, multi-channel, multi-format, the business outcomes can be extraordinary and um i'm happy to see you guys get one yeah well thank you are you is it is it is it funny that uh is it funny to you that that it feels like it feels like in some ways we're like a decade into live streaming and yet two people are by some measure well yeah two decades by some measures but like twitch has been big for a long time there's been so much attention there i mean i mean i wrote this book in 2008 it came out in 09 crush it in the back of the book i talk about you stream and live streaming yeah I mean you know it ebbs and flows and to your point like I mean I can't even comprehend the economic impact live social shopping is gonna do over the next 10 years for humans and consumer businesses yeah it's all the same stuff brother it's always been around forever and it's always the beginning right like it's just kind of the way consumer behavior and human behavior works yeah it does it does surprise me how many more people have not replicated the very you know basic strategic framework that you guys executed in this genre well the well the interesting the interesting thing is we there's there's easily been a hundred a hundred shows that have like taken some level of inspiration from what we're doing it's still very very hard it's still very very hard to break through right there's it's not just it's not just the overlay in the format but i have been surprised i i've been very confident i've said this on podcasts for, you know, we've talked about this going back probably six, six to eight months ago, you should take this format of a live stream and you just add a extra level of production beyond, you just have a laptop there and you're hanging out and you apply that.

4:00The example we'd always talk about is like cooking where all you need is like a cool kitchen. That's your set. You have a couple of cameras, so you have different angles. And then you just say, Hey, every day at 3 PM, I'm going to cook dinner. This is what I'm going to cook. Here's the schedule. You can make dinner with me. And I think that that's like an entire niche that you could build around. You could integrate guests into something like that too. So you have different content creators coming through every day. And then I think you can apply that to a bunch of other things. Sports has honestly been the most advanced in terms of live streaming.

4:34So credit to them. Yeah, I mean, it's there for the taking. A lot of things are there for the taking. yeah uh how are you thinking about uh how branding and marketing will evolve i had this interesting moment this week with the uh gbt images 2 launch where suddenly any brand like basically fully democratized high quality product photography now there's still categories where like i don't want you to ai generate the the product photography like even apparel is actually interesting where like fit matters a lot and so if you generate a bunch of ai images of your shirt and then i buy it and it doesn't fit well like i'm not going to be happy about it but for a bunch of categories it's cool and i always kind of have this like kind of strange moment where uh it used to be you could identify an entrepreneur's ability by their product photography in some way because even if somebody's like bootstrapped and scrappy like they would find that friend and say like hey do me a favor, help me get some great images.

5:36And you could kind of categorize like a company that you're seeing online, like, okay, could this person figure out how to get great product photography or not? But now the bar is just so much lower. You're, you're like a couple of prompts away from it. And so it feels like it's going to be harder than ever to stand out online. Well, I mean, there's a lot there. I mean, it's, we just got done talking about how hard it is to stand out online. Right. Like, like the, The cost of entry is zero, but this is a competition. Everyone's trying, and so everyone will make content, video, picture, audio, at a level that is uncomprehendable to all of us that were born prior to five minutes ago, and this will be another transition.

6:24I think there's always going to be a timing game to this, right? So right now, this open claw allows me to do things that a lot of people aren't thinking about right now and me knowing that and me playing with that and then even more interestingly, how creative or strategic am I with the agentic agents and what are they doing for me and how do I understand them, blah, blah, blah, blah, blah. So I think it's kind of always gonna be the same thing. Like whether it was electricity and some people put electricity in their home and other people were scared to because there was demons in it or, you know, the car or the, you know, the typewriter is one that I've like been fascinated by the competitive advantages of the companies that actually brought typewriters in versus, you know, putting penmanship on a pedestal, you know, like computers and the internet and mobile devices and open source versus closed source and social media.

7:23Now AI, you know, look, this AI thing is no joke. We all know that it's big stakes. There's a lot to it. But, you know, I still think whatever that human was to being scrappy to find their friend for the photography, you know, that scrappiness is going to be deployed into something else. Totally. Totally. And so I also think, right? And I also think that we're about to see the explosion of analog, right? Like, I think this barbell that I keep thinking. Totally. I've been thinking like, okay, you want to start an apparel brand? Do you want to go on Instagram or TikTok and duke it out with like 10 ,000 other brands?

8:00Or why don't you like find somebody that has a retail store that they can't rent out and like do a deal with them and just try to get big in your hometown again? And my argument would be and. Yeah. Right? Yeah. Like to me, this bar, like I just, extreme AI, I think is creating extreme analog. I really do think it's a barbell. I think in the next 10 years, obviously it's 2036, but I feel like it's going to feel like 2050, which actually is bringing the rise of 1950. I couldn't be more impressed with what Ari Emanuel and others are doing that are investing in all these analog businesses. I could not be more interested in physical retail, in event-driven businesses, in concerts and venues.

8:45And I think the rise of analog. I have a restaurant business, part of a restaurant group. I keep pushing my partners who are really operating. Let's open a restaurant that makes people check in their phone as soon as they walk in. Let's put people in group tables. Like, you know, you see what's happening with flip phones. Gen Alpha buying them. We see vinyl sales. You know, I've been very at the forefront of collectibles. I felt collectibles was something tangible and was a gateway drug to community. If you've never been to San Diego Comic Con or the Sports Card National or Fanatics Fest. So I think there's a lot of interesting non-digital realities that are coming as a counter move to the insanity of AI advancements.

9:28We're literally within a half decade not believing a single video, not a single fucking video that's on the internet. Like in five years, if we're having this video, this interview right now, most of the audience is trying to figure out if we're real or not. That is very real and has real substantial counter opportunities. So, you know, the photographer who's sad when they hear that, I'm like, no, no, no. You might actually crush in a different way. And so I'm curious to see what the counter scaled moves are going to be of the next decade. And I think for any real entrepreneur, they're not crying about AI killing them.

10:08They're curious about what AI at scale is going to create opportunity for them. Okay. Totally. All right. Let's go deeper on analog. I want your reaction to this headline that for the first time this century, vinyl music sales eclipsed$1 billion in a calendar year. Yeah, they're effectively - Vinyl records are up something like 10 % in 2025. Yeah, they're effectively like 10 % of global streaming revenue is just vinyl still. It's bigger than CDs. It's making a bigger comeback than other formats. What is your reaction? Is it people looking for wall decorations? Are they actually listening to the vinyl?

10:50Do you have any idea of what we should read into that idea of this nostalgic format? I mean, do you see my shelves here? The only thing I've been thinking about for the last seven, eight years, or not only, but very hot on this. Yeah, I mean, the answer is yes to both. Some of it's happening with decorative. A lot of it's happening with collectibles. Even more is happening with subconscious counterpush to extreme digitalization.

11:20By the way, one of the reasons we're not going to see unlimited television commercials and social media content that's just pure AI from the biggest companies in the world is every time they try to go there, you probably have touched on your show, McDonald's, others. they get such backlash because the whole world is so scared that AI is going to take their job that the consumer is pushing against it. And then that's one part. And then the second part is, yeah, people are starting to do counter behavior consciously and unconsciously. And then there's just swings of trends. Like music sounds great in a great record player.

11:55And people are like, oh, this is kind of cool too. And it becomes behavioral. It starts in the same stuff. You know this. It's like the Brooklyn extremists are like, let's go hippie cool culture. And they get their little thing in the little sub pocket, it bleeds out a little bit. Then the Manhattanites feel like they're not cool anymore, so they do it to keep up with the Brooklynites. And then we have that version everywhere in California, Texas and Florida and everywhere in the world. And so it's just, it's normal consumer behavior, but it is clearly a counterpoint to extreme in feed, in digital consumption.

12:29And I think that's great. It speaks to the thing I most believe in, which is humans correct themselves at a level that we are unbelievably underestimating. The sheer adaptability of the human race is extraordinary. Let's give it up for us. Sports. Well said. I want to talk about sports. Yeah, I mean, sports are a good example. We were talking earlier, a friend of the show, Josh Kushner, is looking to acquire a stake in the Giants out of his new Eternal Fund, which is basically, will seemingly be a collection of like, you know, evergreen bets that aren't, that can't be disrupted by AI because I don't want to watch an AI simulation of the giants.

13:11The Sphere is another good example. Crazy. Everyone was thinking that that was not going to go well. They were worried about the debt and the stock is up like 3x. It's done very well. How are you thinking about both opportunities in new physical locations like the Sphere and then also in the more legacy brands like the San Francisco Giants, the New York Mets, the different sports franchises out there? Yes.

13:43You know, it's really interesting. I'm going to tie a couple things together. This distribution channel that you and I are on right now, right, the fact that there are people watching in a way that 40 years ago, somebody would have to say, you guys are good faces and you look good and you're charismatic and you might get a shot on this distribution. This decentralization of distribution along with this analog and not disrupted by AI thing is why six or seven years ago, I started investing very heavily in alternative sports. So I made a big bet on pickleball that I think is gonna work out quite well.

14:19You know, unrivaled, the three-on-three basketball league, aj and i my brother early investors in that the whiffle ball league the sailing league um slam ball yeah i've been very aggressive on alternative sport investing padel uh so i'm very bullish on it i think josh obviously plays at a at a very heavy economic level with his funds of that nature and everyone like him and others especially him i have so much pride in his building because he's done such a great job and new york city based when we were always like mbs is the best staff, so it's been great to see him thrive, shine. I think all, anyone who does not realize how substantial the analog opportunities are is really missing the plot of what's happening.

15:04And so it gets exciting, it's exciting to think that you can invest in both something that could get as big as anthropic in an extreme digital world, but also forget about the obvious ones like the giants or the sphere. I'm talking about people rolling up 900 local restaurants and building up a huge, like it compounds two X what anyone in PE would have thought because people want to go physically out and eat instead of just do seamless. You know, somebody buying up shopping malls not to make them data centers, but because they think they can make a half experiential, half old mall shopping environment that people are gonna be yearning for.

15:44Here's a left field one, like the drive-in movie theater, right? The stuff that dominated the 50s and 60s. When I say that out loud of like, do you think a modern drive-in movie theater, which has done really well and executed super well, do you think that a lot of people would be about that life? I think we can all agree that yes. 100%, yeah, totally. What happens to the person that does 39 of those and has a real business and flips it? I think it's a really cool time for a lot of us that have watched this show. We're like, oh, crap. We can play on either side of extreme digitalization or analog.

16:20Be creative. Well, yeah, the beauty, you know, the example of somebody making like a modern chain of drive-in movie theaters is like you get all the benefits of AI still. You get to use it to instantly respond to any customer message and help solve problems. What about this? Now we're nerding out. What if you have 40 of them and now this is seven years from now and you start showing your own films that you make in AI and build your own IP through your own analog distribution? Yeah. Oh, that's interesting. I could see doing that for kids. Yeah, totally. Like maybe slightly lower bar, but you create your own kind of kids' content.

17:02Again, a lot of things I do get more obvious later. I got made fun of writing that book. Anyone can personal brand on Twitter. Now it doesn't look so funny. I mean, I started - Who's laughing now? Who's laughing now? Yeah. Well, when I started building V friends and like building this Pokemon Sesame Street thing, yes, there was a lot of blockchain in it, but it was a lot of my smartest friends in Silicon Valley five years ago were like, this AI thing is percolating. You know, it was a little more slang for machine learning. And then it obviously got accelerated real quick. But like, yeah, I believe in a lot of this stuff.

17:35Well, speaking of people that are watching the show, there is an army of people named Ryan in the chat and they want to be acknowledged by us. So I'll ask you a question about a Ryan from your life. Can you tell me something you learned from Ryan Serhant or Ryan Holiday or maybe Ryan Harwood? Do any of these names conjure any interesting stories or life lessons? Yeah, the Ryan Mafia is good. I mean, Ryan Harwood, I've learned nothing from. Zero. Absolutely nothing. I'll just put that on the desk. You know, Ryan Holiday was definitely the individual that I was like finally put a word to kind of how I was living my life, right?

18:14I know my mother's my hero. She taught me just how to be a really happy human. You know, I thought it was immigrant and I thought it was simplicity and I thought it was love and health over everything and truly, truly not just cliche bullshit, but live your life that way even if you're an entrepreneur and a capitalist and wanna compete. but when Ryan Holiday started talking about being a stoic and stoicism, I was like, oh. Like, you know, like I was like, oh shit, that sounds like, oh that, that, that's interesting. And so I think that that's one for him. Sirhan, you know, is a fun one for me because a lot, you know, he's obviously playing at such a big personal brand level now and he had that TV show on Bravo and then it was off the air.

18:59you know his curiosity and humility was amazing like he was always around our ecosystem and he really learned to play the playbook i've lived you've lived he's lived so much of you know now he's back on netflix but he had a really great era in between his television moments of really winning on social and going all in and i'm really proud of him and hardwood is uh is just a dear actual friend he's family not even friendly so i uh he's taught me that uh i'm glad you I'm glad you circled back because I was like, damn, he's taking shots. You know, he's a Long Island boy. I'm a Jersey boy. I think anyone from our part of the world knows, like, taking shots to your brothers is like the ultimate form of I love you more than anything.

19:45I think literally from 1985 to 2000, 98 % of the words out of my best friend's mouth was highly disrespectful in my direction. Of course, that's the best. That's the only way to do it. Ryan Holiday wrote, trust me, I'm lying. Confessions of a media manipulator at 25. Should more young people write books? I talk to some brilliant young people every day on the show. A lot of them fantasize about writing a book, but it always feels like it's something that needs to come with wisdom and needs to come with being 40, 50, 60. Yeah. Do you get a lot of wisdom? But part of it's like you're generating wisdom through writing thinking deeply do you feel like i think of it this way man i think it is it's weirdly back to my barbell i think people that have something to say will probably be best at the barbell you know meaning it's kind of like someone's first album you had your whole life to write it right yeah yeah and then so i don't know for me speaking for myself like again back to the books like when I look back at that I'm like how like and I'm pretty like I don't feel good about myself and we have me and me have a good relationship with each other but even I like I look at it and I'm like how the hell did you write that in 2008 and then and then to your point I think my next next best piece of work will be when I'm wrapping it up and I can synthesize all the good stuff so I would wildly encourage especially the kind of characters you guys hang out with they have a lot to say because much like I had in my youth I saw things others couldn't see because I wasn't playing by yesterday's rules I always say fresh eyes are dangerous eyes you know nothing it makes you dangerous you can really innovate and then I think those people that you know have sustained careers and can have years of wisdom and chapters have a lot to say that can really wrap up and bring value so I think most people if they're going to be in that game are probably going to write their best book first and last uh you partnered up with masterclass yeah tell us about it tell us about it you know i 15 years ago anything that looked like masterclass like selling stuff was really scammy like i grew up in the web 1 0 era and like i stayed away from a lot of subscription patreon only fans Masterclass, like selling information was really dirty in 97, 98,$150 ebook that was straight garbage.

22:18I wanna give Masterclass some flowers. Like when they first kind of hit the scene around that era we were just getting into the earliest stage of where we are now where premium content, you know, Substack, Beehive, like now it's respected which is amazing and I think is great for a lot of individual writers and contributors. you know it was really good company like I like who they had for this class it's addressing something I believe is real which is like getting an MBA in real life and AI at you know pennies versus taking on extreme debt and getting an MBA from a high-class university that you think that logo is going to get you financial opportunity in a way that I believe has passed us by you know just feels like I want to be part of things that are historically correct or, you know, are just a little more practical and common sense.

23:10And so, um, yeah, I mean, they've come to me a whole bunch of times. This was the first time I was like, you know what? I can join this crew. I have something to say about AI marketing and production and the strategies of that. And, and I hope that, you know, me or Cuban or any of the other people they threw at it might get someone to stop and not take on$300 ,000 in debt, that's not going to be ROI positive. Yeah. Uh, what are you hearing from sort of like fortune 500 CMOs, uh, like larger company marketers around how, if anything, they should change in the world of AI around their marketing mix.

23:50Um, I'm giggling cause we're going to wrap up here and I'm actually going to take your question, but try to give an extraordinary amount of value to everyone that I know listens this epic show. It's not what they're saying, it's how they're acting, which leads me to the following sentence. Everybody who's watching, who's highly invested in big companies that spend a lot of money on marketing, your marketing department is wasting 93 cents of every dollar they spend.

24:19We are living in such a radical transformation of the mid funnel dominating, not the upper funnel and the lower funnel. us three right now we're on mid-funnel we are producing content I was born in the mid-funnel I mean look this is what's going on in my mind this is a production day this will be post-produced into creative that will go in the mid-funnel organic social and the things that do well will go up for brand and down for performance every brand on earth should be spending 20 % of their entire marketing budget just on social media organic production because the mid-funnel and TikTokification of social has eaten up the world and we should spend no media dollars against creative that we're guessing for the big campaign.

25:06And then what I tell you, every Fortune 5000 company is still doing guessing on the upper funnel, sponsorships, ridiculous shit, and then the lower funnel, 2016 EV testing beta frameworks when the mid-funnel ate up the whole world and you guys are winning, Bruins is winning, and any personal brand and many other businesses and so that doesn't even get into the AI of it all. That to me is tooling and infrastructure to be great at what I just said. But Jesus, there's a lot of money being wasted by the companies representing the eyeballs that are watching the show right now and that makes me sad.

25:44Yeah, makes a lot of sense. I can't stand wasted marketing spend. Yeah, it makes my blood boil. Well, thank you so much for taking the time. you come chat with us congrats we barely got to talk about live commerce yeah there's a lot we'll get the update next time yeah we you need everybody here anybody selling to the consumer needs to understand that china's going to do a trillion in gmv a trillion in gmv this year and stuff sold and tick tock shop and whatnot are doing real numbers in in the u.s and meta's clearly going to be popping off any second with what they're going to do, which will lead YouTube to do what they're going to do.

26:27Sorry, I know you got to leave, but give me your 30-second outlook on TikTok post kind of acquisition, change in ownership. How's the platform changing and what's your outlook? I felt nothing. I haven't done any real homework on any corporate structure or what is going to be the vibe. But will the new owners be willing to subsidize TikTok shop is kind of what I'm getting at. They don't need to. It actually works on merit. You only need to subsidize shitty shit.

27:05Always a good time. Thank you so much for coming on the show. Great to see you. We'll talk to you soon, Gary. Goodbye. Later in the show, we'll be telling you about a local man who grew a 900 pound pumpkin in his backyard and we'll tell you what it means for AI scaling laws. But up next, we have Humble Robotics, the founder and CEO, is in the waiting room. Let's bring in Ayol Cohen to the TBP and Ultradome. How are you doing? What's going on? Great.

From the publisher

This is our full interview with Gary Vaynerchuk, recorded live on TBPN.

We discuss his belief that the explosion of AI and zero-cost digital distribution is creating unprecedented competition online, why that shift is driving a massive resurgence in analog businesses like restaurants, retail, and live experiences, and how entrepreneurs can win by playing both sides of the barbell, leveraging AI for scale while building real-world, experiential businesses that consumers are increasingly craving.

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