In short
Gary Vaynerchuk argues the AI opportunity is real but misunderstood; the “middle” of entrepreneurship may shrink while a long tail of small creators and “vibe coders” builds micro-wealth. He predicts a barbell future: extreme tech plus renewed value for analog/real-world experiences and brand building.
Guests
None. The episode is a solo interview featuring Gary Vaynerchuk (serial entrepreneur, best-selling author, early investor in Facebook, Twitter, Uber; predicted TikTok/creator economy).
Key claims
AI will automate many tasks, but consumer behavior won’t instantly switch; brand and discovery remain human-led. Platforms often don’t pay creators; businesses will increasingly use AI-personas but still need human “faces” and IP control. “Hustle” is framed as joy and accountability, not validation. AI splits people into “architects” (build) vs “masons” (do), and immigrants should use self-awareness, humility, curiosity.
Notable examples
Japan’s AI-robot marriages; Japan-style live AI commerce; “Bloomberg terminal for free” headline (Claude); Gary’s own TikTok growth; analog value examples like pop-up shops and real-life studio podcasts.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOIntroduction to Gary Vaynerchuk
0:28 to 2:12
Gary Vaynerchuk discusses the current economic landscape and AI's impact on wealth building.
“He predicted TikTok talking to computers and the creator economy before anyone saw it coming.”
The AI Opportunity for Wealth Creation
2:12 to 6:19
Gary shares insights on how AI could create hyper micro wealth and discusses the potential divide in entrepreneurship.
“And, you know, I've been watching you for eight years now, so I've been preparing for this interview for eight years.”
The Role of Companies in the New Economy
6:19 to 8:00
The conversation shifts to the balance of large companies and smaller startups in the AI-driven economy.
“Do we live in a three-day work week environment with the other four days subsidized from the companies that we work from?”
The Future of Content Creation
8:00 to 10:54
Discussion about the increasing role of analog value and opportunities for content creators amidst AI advancements.
“But there's going to be a long period of time here.”
Navigating AI in Social Media
11:48 to 14:02
Exploring the implications of AI in social media and the future of content creation.
“Real life, restaurants, real life studio podcasts.”
The Power of Authentic Content Creation
14:02 to 16:39
Learn about the importance of genuine content creation across platforms.
“Every book I've written, everyone with my written content, people come up to me.”
Navigating the AI Landscape in Business
16:39 to 20:10
Discover how AI influences business strategies and the need for human touch.
“Like, I'm talking to so many big brands, and they've never advertised with creators, and I'm just surprised.”
The Unique Opportunity of AI and Technology
20:10 to 22:49
Understand the potential of AI and technology for wealth creation in the next decade.
“I feel the same when I was flying here yesterday.”
Detaching Self-Worth from Results
22:49 to 25:56
Explore how to separate personal value from business success to reduce anxiety.
“I feel like we have this year, and then it's basic for everyone.”
Instilling Confidence and Resilience in Children
27:36 to 28:01
Tips on teaching children to build confidence and manage peer pressure.
“and that was just tremendous parenting, luck of the draw with DNA and the circumstances I grew up with.”
Show all 23 chapters
Parenting for Happiness and Anxiety
28:01 to 28:50
Gary discusses his parenting philosophy focused on happiness over external validation.
“and my ex-wife's DNA and are also a little bit cocooned.”
Building Resilience in Children
28:51 to 30:25
The importance of teaching kids how to handle external opinions and validation.
“I have a four-year-old and a six-year-old, and I feel like they really rely on what other kids think of them.”
The Mindset for Overcoming Challenges
30:26 to 33:08
Gary shares how to embrace struggles and build a strong mindset in the face of adversity.
“But how do you go to the next step of your career utilizing this mindset that I don't need external approval and this mistake of failure isn't me's?”
Leisure vs. Productivity
33:09 to 34:15
The conversation emphasizes the balance between leisure and productivity in daily life.
“Are they watching it because they have a little side dish of leisure and enjoyment?”
Advice for Immigrants
34:37 to 36:57
Gary shares key qualities for immigrants to succeed in a new country: self-awareness, humility, and curiosity.
“And I talk about a lot of practical things there.”
The Role of Ego in Success
36:58 to 38:15
Discussion on how ego can hinder progress and the importance of humility in building a career.
“but now for some reason you live in Indonesia and you don't have that many followers in Indonesia.”
Opportunities in the AI Era
38:16 to 40:08
Gary discusses recognizing and seizing opportunities in the age of AI despite fears of automation.
“Do you know how many shortcomings I have?”
The Value of Being Part of a Team
40:09 to 41:09
Exploring the importance of recognizing one's role in a team versus being an entrepreneur.
“And by the way, let me say something right now.”
Future of Education and Work
41:10 to 42:01
Gary discusses the relevance of college degrees in the current and future job market.
“And I have a few questions that are fireside.”
The Value of College Degrees in 2026
42:01 to 42:59
Explore the relevance of college degrees for different professions in 2026.
“For me, for what I like to do professionally and personally.”
Misunderstandings Around AI
43:00 to 43:31
Delve into common misconceptions and the dual nature of AI's impact.
Historical Perspectives on Technological Fear
43:32 to 44:39
Understand how historical fears of technology relate to current AI concerns.
“So for the people that are delusionally thinking this is the greatest thing ever, the counter of the negatives that are going to happen.”
Choosing Optimism Over Pessimism
44:40 to 45:12
Gary emphasizes the importance of practical optimism in the face of uncertainty.
“And if I'm wrong, I promise you, you're not going to worry about your job.”
Transcript
Automatic transcript. May contain errors.0:00Get business done with the new American Express Graphite Business Cash Unlimited card. With unlimited 2 % cash back on all eligible purchases, unlimited 5 % cash back on flights and prepaid hotels booked through American Express Travel Online, and a flexible spending capacity that can grow with your business, you'll have the confidence to keep building. Apply today and earn a welcome offer of$1 ,500 cash back after you spend$50 ,000 in qualifying purchases on your new card within the first six months of card membership. Terms apply. Learn more at go.mx.graphite. every soda's got something to say colas brag probiotics give ted talks then there's mr pib no pitch no promises just bold cherry bringing the flavor bold kick of cherry hey yo mr pib i need everybody to hear this the middle class will be in trouble do you think it's our last chance to build wealth it has the chance to create hyper micro wealth but i think a lot of people are gonna check out of this era This is Gary Vaynerchuk, serial entrepreneur, best-selling author, and early investor in Facebook, Twitter, and Uber.
1:05He predicted TikTok talking to computers and the creator economy before anyone saw it coming. And in our lifetime, most unpredictable moment, I went straight to him for answers. What would you do if you have a laptop and AI? I would build an app that's$5 to$50 a month, make unlimited organic content, and try to... For me as a person in Silicon Valley, I can totally see how Anthropic releases new lines of codes tomorrow and this business is done. Why would I start if it's already being automated? Because everything you learn along the way will set up your next thing. What are you going to do? Lay down and cry?
1:39I'm asking you.
1:56battled and got through it. It was pretty cool. Well, you do speak Russian, which is amazing. I'm glad you... How old are you? 50 years in America. Crazy. No, 47. I came here when I was three. I actually want to talk about AI and what's happening. And, you know, I've been watching you for eight years now, so I've been preparing for this interview for eight years. And what I noticed about you is that you're right at so many things. I remember you predicted TikTok, and you're the reason I started TikTok. I have 3 million followers there because you were like, you need to start TikTok. When you're looking at this AI era, do you think it's our last chance to build wealth right now?
2:36That's a great question. You know, one of the things I try to do is when I talk about things publicly, I've spent a lot of time thinking it through and I've seen indicators of actual human action that shows me an insight to the earliest of preview of something I think will be at scale. So that's why a lot of my predictions have worked out. It's like when I talk about our grandkids marrying AI robots, well, it's already happening in Japan. It is. And so like, to me, that's not a long putt. That's just something that's happening in a part of the world that clearly to me is a human psychology. And so it's going to work.
3:12Your question's interesting because my intuition is it has the chance to create hyper micro wealth the fragmentation of you know vibe coding and all this stuff and the stuff we're already seeing right kids building out products very quickly and having success on the flip side you're also alluding to clearly the super scalers right when you look at what meta and microsoft and google and app like the biggest companies in China, like you could see a winner takes all scenario where 12 or 13 companies, my gut is that the economy and the consumer behavior is so large that yes, there'll be 25 companies that take so much, right?
4:00You look at, you know, Adobe and Salesforce and ServiceNow SaaS companies. I mean, SaaS companies are clearly coming out of an incredible 30 year run and now walking into a potential buzzsaw you know i saw a headline yesterday i don't know if it's true i mean just you know i was busy yesterday but x maybe it was claude claude just made gave everybody a bloomberg terminal for free you know like those kind of headlines seem very real to me they seem really natural but it's almost like meta or anthropic or or someone else is going to eat up more Bloomberg and ServiceNow and Salesforce. It's like the battle of the titans.
4:41Yeah. And then over here on the scraps, well, the scraps actually might be quite big and it might be a social media like era where all of us become, literally all of us become vibe coders. Just like I thought one of my great predictions in 2008 was everybody would have a social media account when it did not seem like that. Is everyone going to have a mini app that is monetizable because they themselves were able to build it, not need a developer for$500 ,000? I don't know. I believe that the middle will be in trouble, and the middle might be a VaynerMedia. you know um but i have a feeling the the the separation of the middle class of entrepreneurship and could be real the differences the long tail could be quite at scale maybe even then creating this middle you know this middle class i don't know if you put a gun to my head i would say no it's not our last chance okay so we have a few years right i think so and again let me take another counter just to build on this conversation if it is our last chance and 79 companies make all the money governments will get massively involved yeah and like it may lead to a nirvana like you know back to where we come from and where we're sitting could extreme capitalism mean a different version of socialism right coming back to the roots you know what i mean could a world where there's only 100 companies that make 80 % of the monies, would they then be forced to subsidize all the displaced workers?
6:23Do we live in a three-day work week environment with the other four days subsidized from the companies that we work from? Do we have more leisure? Do we get more into the arts and family? And do we have side projects that make these micro pennies? I don't know. So what if tomorrow everything crashes for you? Like VaynerMedia, you lose your followers. what would you do if you have a laptop and AI? If I lost my reputation and my personal brand, but I kept my knowledge of how to make content on social, I would build an app that's five to $50 a month. And I would make unlimited organic content on LinkedIn, Twitter, TikTok, and try to get customers.
7:04If you want to stay ahead in the AI era, I bring you the people who see what's coming next every week. Subscribe to this channel so you don't miss it. That's a very interesting approach. I just talked to Bill Gurley, who's like a legendary investor, and he told me, you can't even imagine how many websites are there that are just like passport photos that charge you$6. And yes, AI can do that, but because we're still so used to going to a website and paying, and they're making tens of thousands of dollars a month, and we just don't realize it. Because for me, as a person in Silicon Valley, I'm looking at all the businesses, and I'm like, okay, I can totally see how Anthropic releases new lines of codes tomorrow, and this business is done.
7:40It's not how consumers work. He's right. It's not how it works. And in fact, I would argue what I do for a living and what I'm obsessed with actually explodes in this next era. It's all going to be about brand because you have to discover it. In 30 years, by default, somebody will be like, oh, let me go to the main AI thing and I don't need to. But there's going to be a long period of time here. Yeah. So there's this long tail we still need to adjust. Whereas humans, we take some time to adjust to new reality. When you're a Silicon Valley girl and you even know who Bill Gurley is, you live in a different world than the 99.9 % of people on earth who've never heard of Bill.
8:19And that's opportunity for everyone who's listening. Correct. Because transitioning to that era together with small companies, small businesses, other people educating them, I feel like there is a lot of potential there. When you layer what I've been obsessed with about the last 20 years, which is there is a advertising and brand building ecosystem called social media that does not cost you money. And that's the point about AI apps. It really doesn't cost you money anymore to build something in the way that I grew up. But the fact that you can actually get awareness that you're one TikTok away from having people know who you are and building a platform, that's intoxicating.
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9:38The only thing left is to close the book. The end of an era. And don't miss Taylor Swift, The Era's Tour, the final show featuring for the first time the Tortured Poets Department. Now streaming only on Disney+. But do you have another worry? Talking about social media, right? I see a lot of AI content and we're getting flooded with so much content so we're competing more. But also another thing that I'm always thinking about, what if this social media platform, like why would they pay human creators? Why would they not just, you know, generate AI creators? This is much more personalized content.
10:15It's free and they don't have to pay anyone. Well, platforms don't pay people. Well, some of them do. No, they really don't. Like Meta doesn't pay people. TikTok doesn't pay people. Like they don't pay people. They are an open vessel that people go on and create for. And then businesses come and sit in between people that make content and people that consume content. And then businesses advertise on there or go to a creator and do a brand deal. Now, if you're saying, why would L 'Oreal go to you like they might today versus someone that looks kind of like you that they could even own like a Mickey Mouse?
10:53Exactly. And make 100 videos versus one. They're going to do that. That is good. Now, right now there's stigma around that and big companies are scared to go too deep into AI because there's pushback. But over the next five to ten years, they will. Now, what they might use you for, though, is you might be one of the hundred faces they use, 99 of which they own the IP. But you're going to be able to do this. I think the rise of analog value is going to be extraordinary. So we're sitting in this world right now where a lot of people are behind the scenes doing stuff. I think, you know, for me, and I think you know this about me, I'm comfortable and good in both environments, both with my thumbs and right here.
11:34That person's going to do incredibly well. The person that's very comfortable with analog hosting a conference, having 25 people in this room right now while we do this, right? Brands are going to find incredible value in the analog world. Real life, restaurants, real life studio podcasts. like real life is gonna explode. We're gonna live in this barbell world. Extreme technology, but extremely scaled. What we take for vantage us for is like, that's normal, like being outside, like a pop-up shop, you know, going to a sporting event. They're gonna continue to increase in value. And so, yeah, you're gonna be, like the game's gonna change.
12:15But I remind influencers, influencers are crying to me quite a bit right now. It's like, Gary, AI did, I'm like, you took money from real celebrities. 20 years ago, none of us existed. And all of that money went to Jennifer Aniston. If you were on Shark Tank, you were the only business people. I, Gary Vee, do not have a television show. I get speaking fees and appearance fees greater than most of the sharks, right? That would have never been possible. So the world turns, shit changes. We just get too comfortable in our space. Well, what's funny is when we're young and we're disrupting something, we like it.
12:54But when we're the one that gets disrupted, we don't like it. Yeah. How are you adjusting your social media strategy? Nothing because of what we just talked about. To me, I stay in, my last book I wrote was called Day Trading Attention. I live in that environment. So if AI wasn't even happening right now, I'd still be focused on what I'm focused on, long form written content. So much more sub stack, Beehive, LinkedIn, X, longer form content. So I hired two full-time writers on my staff, journalists, who basically will listen to this entire interview. And he's going to come up with 15 to 20 follow-up questions, which is why I needed someone who had a journalistic background.
13:31Because if it was just transcribing, I can AI that. And then we will create a first-person article about the barbell theory, why analog is on the rise, right? So a lot more written content. Interesting. And I feel like it's becoming so much easier because I remember a couple of years ago, I met, four years ago, I met someone from LinkedIn. They're like, you should be on LinkedIn. I'm like, I can't write. So I'm so bad at that. And then ChatGPT came around and my LinkedIn's growing like crazy. Yeah. And I've always had ghostwriting infrastructure for my books because I've never been able to write.
14:01But I've always wanted it. You know, it's funny. Every book I've written, everyone with my written content, people come up to me. They're like, man, it sounds so much like you. I'm like, it is fully me because it is truly transcribed for my words. I don't write differently than I talk because it's just the transcription. But so writing content, I'm incredibly focused on being, and I'm pushing my team right now on this, I'm just being remarkable on every platform, like obsession to how to win Snapchat spotlight, obsession to understand how to be great at YouTube shorts, to make sure I'm feeding the LLMs of Gemini with my content.
14:38Why shorts, not long form? Both. But shorts allows me to pump out a lot of how to, why, right? There's a little bit of a different thing there. So just hyper fixation on the craft of the written word, the images, testing new formats. I call it pack platforms. So I need to know everything that's happening on Substack X, Pinterest, Instagram, TikTok, shorts, all that. that's algorithms within those what kind of content what format what kind of is it a real is it a full like with uh on linkedin is it right now imagery is doing incredibly well video crushed last year it's declining a little bit this month like just so what's the algorithm within the platforms doing and then see culture like what is happening in popular culture across everything like Like, you know, America has long in popular culture fed from black culture.
15:37Now we're seeing Hispanic culture. We're seeing Korean culture impact so much of U.S. pop culture. Slang terms, quarter zip, la boo-boos in then out, the Starbucks bear tumbler for three weeks, then not, Stanley cups, then not. I love your passion when you're talking about this. Well, because pop culture, you know, baggy pants for guys. Like, pop culture is relevance. right I can make one reference in here of something that's happening in popular culture and then for somebody who's listening if they're also into the same thing I'm into immediately we are connected right we are connected by being born in the same place like people look for we're tribal we love sports religion is because the way it is cultures we have you and I met immediate we're just from the same place it is what it is but by the way when I walk outside right now, if somebody's wearing a Jets hat, they're immediately my brother.
16:32So, you know, I think pop culture, especially in B2B environments, is very misunderstood. But even B2C environments, the biggest consumer brands I work with in my day-to-day, I think they underestimate pop culture. Yeah, even creators. Like, I'm talking to so many big brands, and they've never advertised with creators, and I'm just surprised. So you're saying you're not running faster because of AA. You're just doing whatever you're doing. I'm saying that I don't have a different social media strategy right now because of AI per se. If I wake up from a coma right now in seven years and everything's different, it will not take me long to get back on the bike and be successful because I'll just spend 100 days paying attention to where is everyone paying attention to?
17:17Oh, my God, AI changed everything. We're back to reading newspapers. Okay, I'm going to make newspaper ads. Like it's not complicated. The thesis is simple. understanding and how to be good at the thesis is hard. Has your hiring changed because of it? How many people do you have now? You know, it's funny you say that. We at Vayner, so I have many different companies, but the biggest one I run is VaynerX, VaynerMedia, and there's Chuck Media and the Tomorrow Group, three very large advertising agencies, all of which do something pretty similar. We're exploding. And I'm having this very, very challenging game.
17:51I mean, I was in Seattle yesterday, as you heard before we went on here. I met with the three biggest companies that are HQ'd there, all of which are like, we want to do more with you. We want to do a lot with you. Two that are already working with us. A third that wants to jam with us. So the demand of customers is exploding. I still need an extraordinary amount of human beings because it's human-based business. Yes, I understand that AI can do the job. It is not lost on me that 100 people can now do the work of 400 people. I'm just worried about the output wars of the future what if you're competing with somebody that has 400 and you have 400 you cut 200 and they still have 400 and in our world you and I we're like ah we're outflanking them we're going to be better we're going to make more EBITDA but what if they weaponize those 400 people with the same tools that we weaponize our 200 people in my world advertising if my 400 people now make 27 ,000 ads and your 200 people make 16 ,000 ads for whatever human element is there.
18:54And I understand it doesn't work that way, but this concept of, is AI a shield and a sword and a gun versus rocks in a war, right? You would think 200 will beat 400, but what if the 400 also have shields? And so there's something here that I haven't fully figured out. I'm definitely being cautious we are definitely first and foremost attacking things that do not have value for example if you're a project manager at VaynerMedia and your soul because you know every project manager comes in different shapes and sizes but if you're the kind of project manager who only takes notes like that is how you well that person has already been kind of smoked out and asked to do more.
19:45Was there something that you transformed with AI within your team that blew your mind? You're like, oh my God. My mind has not been blown since kind of the, you know, I had a lot of friends in Silicon Valley talking that machine learning was getting better and better. And I was like, maybe I'm impressed on how fast everything is happening. But I'm in a point where like, yes. It's normal for you now. To me, basically, here's where my head's at. I'm going to take my phone and be like, build this app i want to do this enter done so if i'm already there everything in between is just a step to that that's where i think we're going anything you transformed in your process or you just started executing by yourself i mean like building probably the biggest thing that happened to me is i am an anthropologist pop culture strategist so having that level of thinking power with me that i used to rely on search and like just digging around the internet that was profound.
20:43I feel the same when I was flying here yesterday. I was playing with Claude Scales, which is like a skill that you can build that executes for yourself. It was preparing me for this interview and I was like, this is fascinating. I feel like I'm a superhuman with all these tools because Perplexity Computer every day sends me stocks to buy, Claude Scales does my research. It's just fascinating. Yeah, but I also think it feels like a superhero today, the same way I felt with the iPhone, that first year with the iPhone. so I bought the iPhone the day it came out especially in New York because Wall Street and any big city there was Blackberry obsession and I felt like a superhero that first year because I could go on the internet for real not like the way the Blackberry people could and that gave me a hyper advantage like I would go and do at that point I was already out about a little bit I would go and do something and I could look something up before I like went on stage or went into a meeting and that was like powerful in a way that I didn't have to do with my laptop, even though that used to have that.
21:41It was just so fast. You feel like a superhero with clawed perplexity, GBT, Meta's infrastructure starting to get very impressive. To remind everybody who's listening, your grandmother in the office did not have internet, did not have AI, did not have social media, didn't have an office to your point, Did not have mobile computing, did not have computer in office, did not have internet. Yeah, I mean, this is just technology. But do you feel that we're in this period of time and we are like 1 % of the grasping technology, do we need to run faster to make the most out of it? Well, it depends on the human ambition.
22:23I mean, I think a lot of people are going to check out of this era. Let's talk about Silicon Valley. I have a lot of Silicon Valley friends who were psycho. all in, going so hard during early Web 2, 2005, 6, 7, 8, blogging, podcasting, and then social, who made enough money and are in a different part of their life now, who have given a shit about AI and blockchain. But with somebody who wants to build wealth. I feel like this is just such an opportunity, and it's unique for the next 10 years. I feel like we have this year, and then it's basic for everyone. I think that makes sense that you think that, and I understand that.
23:01I think you and I will see each other in 10 years and be like, man, you were right. It's just that as much as it looks like AI creates a winner takes all world, I have a funny feeling it's not going to. Okay. Because don't forget, there is the human, like there's, it's going to take too much time. Like, you know what people don't do well? Hang with me for a second. Let's play this game. Let's, let's take that point. Let's say 10 companies won everything. Do you literally think that 8 billion people are going to be like, yeah, that's awesome? No. Okay. And governments wouldn't. Yeah. So that's it.
23:34It's just funny to hear this from you because you're the one like hustle, do this. People don't like to take my sentence in its totality. Hustle go hard if you complain and are a crybaby and you don't realize that accountability can help you. Hustle if you like it so much that you would do it if it was free. I would build businesses if it was free. Meaning like it made me, like it's my joy. I build companies the way people like to go golfing and cooking and watching movies. It's more fun to me. You know, it's so funny. We put on a pedestal someone who's a philosopher or a great reader, someone who reads books all day in the rooms, a real thinker and writes, oh, wow, so noble.
24:18That's what I do. I just do something with it on the other side. You know what I mean? So I think hustle, if it makes you happy, one could argue that the extreme opposite of hustle is what I also do. I mean, the more you know me, the more you would realize I'm incredibly detached from my career or my public persona. I'll make it very blunt. I don't give a f*** about Gary Vee or my Vayner empire. I do not think it makes me better then. Who cares if I'm good at business? Some people are good at skiing. Some people are good at singing. Some people are good at writing. It just happens to be something I'm good at.
24:59I have my self-worth wrapped up into who I show up as as a human to people in my life. That I'm a nice guy. Was that a switch ever in your life? Absolutely not. Never. It was ingrained in me by my mother and my circumstances and my DNA. What would you say to someone who thinks their worth is tied to their results? and that makes them very anxious in this era. Correct. I would tell them that, first of all, it depends on what results, right? You know, if you're saying financial results. I don't know, I'm in Silicon Valley. Great. Your company's valuation. I would say I understand. It's a very common human trait.
25:35I would also say that almost everybody I know on earth that is wrapped up in that metrics mindset has incredible anxiety and anxiety sucks. How do you separate yourself from it? But I feel like it's easier to say for you because you have all the millions followers already and millions of dollars. You're saying that because you don't know me. If my friends that have known me my whole life will tell you that I have the millions of followers and dollars because I've always been this way. That's the reason. It's not the. Right. My detachment because I have an incredible relationship with losing. Good sleep is everything.
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27:04I like it. What do you tell yourself when you lose? That I sucked and that was funny and let's not try to do that again. And like, what can we do? Like, I love the challenge. I was the kid when I was losing in sports or ping pong or pool, I loved playing again. I loved playing again. I loved playing again. I didn't think me losing in front of my sister or mom meant that I was lesser then. I played outside of this short-term validation framework, and I also was incredibly structured to not struggle with peer pressure. In high school and in college, when so many of my contemporaries did everything for validation amongst their peers, I did not.
27:42and that was just tremendous parenting, luck of the draw with DNA and the circumstances I grew up with. What are you telling your kids? Well, they're not me. I'm trying to leave deposits on that but they're growing up in a very different environment. Now, luckily, my children share a lot of mine and my ex-wife's DNA and are also a little bit cocooned. My 17-year-old daughter does not live her life for her friend's or boy's attention. so she's cooking with gas my 13 year old son also he's i would have said three years ago i'm like he's already starting to like really develop this and so you know look dna is a real thing and then when you have parents that are conscious and are pushing you on the right things the only core thing they're for sure they have different is environment i don't have this ideology for my children to be exactly like me or just like me, or they need to be hungry like I was.
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28:41I want them to be happy and lack anxiety like I was. And that comes into this, not anything else. This. Any tip how to teach that? I have a four-year-old and a six-year-old, and I feel like they really rely on what other kids think of them. What do you tell your kids? I pounded that narrative into my kids verbally. You just tell them like you... I think it's like as young as that, I would tell my children like people making fun of you, people saying you're awesome means nothing. How do you feel? What do you like? Yeah. And learning not to react to positive things and negative. The reason I can deal is I today have 95 % validation, 5 % skepticism and pushback.
29:29it's the goat emojis in my Instagram posts that I have to not pay attention to not the you suck Gary or you got lucky or you know you're a snake oil to me it's not hearing the accolades I'm telling you that that's where the lack of anxiety comes from I don't need to have a house or a plane or a third home or a Nobel Peace Prize or 40 million followers or an exit to impress Bill Gurley I don't need that It is not what my life is about. I like it, but I feel like I'm an athlete who wants to be great on the field, but off the field, that is not the man that I think I am. I feel like everybody should learn this type of mindset, especially now.
30:14Because also I have this question from my team. Please. Who read your piece, AI splits people into architects and masons. Yes. And half of my team thinks they're masons. But they have the ability to become an architect. So how do you deploy that mindset when you know you're losing right now because AI is replacing you? But how do you go to the next step of your career utilizing this mindset that I don't need external approval and this mistake of failure isn't me's? How do you lose 25 pounds when you know you're not feeling great? I'm asking you. Well, it's either or. You die sooner than if you don't.
30:52Yeah, there's that outcome. But how do you do it? I'm not saying what the outcome is. And you're right about that. I don't know. I don't have this problem, so I can't relate. My husband has this problem. He loves sugar. Yeah, me too. So yeah, he just feels worse. And for him, it's stopping sugar completely. That will work. Like completely. But it's hard. It is. Like I go through patches where I also cut it out. So I'm your husband. I have the same issue. Sugar is the real bane of my existence. to me let me tell you how i stopped drinking soda for every beverage 13 years ago i also i hired a full-time person to literally 12 years ago there would have been a man in here right now to make sure i didn't take a sip really for one year i took an extreme measure of babysitting to get me into the discipline he suffocated me to then get into patterns to get into the discipline and then it became my norm.
31:51If you are a Mason and you want to become an architect, you can cry about it. You can stop and start. We all stop and start in health, in wellness, in work, but you need to, for it to become your actual pattern. It becomes your norm. To your point, sometimes it's cold, but it starts here first. Like what I would, if I had that whole team right now, I'd be like, listen, you can do it. You have to believe that if you don't, it's what are we going to do? Like It first starts mentally and then it starts physically. You need to start using these tools to help you think better, to put in the work. You need to start reading.
32:25You need to start doing this. You need to start hanging out with these people. You need to start taking from your leisure, which you're using to get an escape from your concern, and you need to allocate some of your leisure time into more work. You have to go to the gym and eat better. That starts with your mind, but then it has to happen with your actions. and then you just have to stay into that conversation like this is staying in a conversation the reason the world is so tight right now is we've stayed in the negative conversation for 10 years but like my news feed is not politics my news feed is not telling me that the world is going to my news feed doesn't tell me that my parents had it better than me like you're in control of your algorithm you're in control of the people that you spend time with look at all the people that are listening to this right now these people chose to follow you and listen to you some are here because this is the first time they're listening to you because they follow me knowing enough of your platform and definitely knowing my platform these are people that are choosing offense these are people that are choosing optimism these are people that are choosing to try to figure it out that same person could have a twin sibling who right now we're on this is a Saturday morning that you and I are filming this, who might be watching Netflix this morning, which is lovely and you should have leisure, but why are they watching it?
33:45Are they watching it because they have a little side dish of leisure and enjoyment? That's beautiful. But if it's their main course and they're doing it because they had an anxious week and they're devastated that they have to go back Monday, now I'm concerned. Does that make sense? Totally. Like to me, leisure and escapism needs to be side dishes and amuse-bouches, not the main meal. When it's the main meal, you are escaping your actual life that isn't going well. And that's what I think. Gary just told me that AI is splitting people into architects who build things and masons who do things. And most people don't even know which side they're on yet.
34:24Future Proof is my weekly newsletter where I break down exactly what architects are doing right now that masons aren't. The tools, the moves, the mindset shifts. Link is in the description. Please subscribe. It's absolutely free. And I talk about a lot of practical things there. Let's talk about people who are watching who are immigrants because I have a lot of immigrants watching. You came to America at age three. I came when I was 25. For someone who arrives today, what is the first thing they should be doing? I think it's a framework it's funny we used curiosity I think it's a framework of self awareness humility and curiosity so self-awareness is if you come from Guatemala Poland you know South Korea and you're here in the U.S.
35:08or you're or by the way you're an American who's deciding like I don't you know what one of those people which you're allowed and you're moving to Sweden or you're going from India to England or England to Argentina, no matter what shift you're making, a lot of people listening here will move to other countries because of jobs. Their wife's the big executive, they're the entrepreneur, and she just got a big job and now you're moving to Portugal. When you are new, in an entirely new country, immigrant, I think there's three things to rely on. Number one is self-awareness. Who are you, right? When I came over, I was a kid, But the older generation, these people were engineers in the Soviet Union, and they were literally cleaning toilets.
35:53That was the second part, humility. You know, humility is a superpower. You know, I'm aware that my humility does not show up on the internet because that is not the way I communicate. But I will tell you that in my real life, behind the scenes, it is one of the beacons of my success. I've never gotten away from the kid that immigrated. Like with all the stuff on paper, I still don't think I'm better than. I don't think I have earned the ability to not put in the work or to be gracious or to be kind or whatever it might be. So I would say self-awareness. Who are you? What are you good at? You have to then see if that's available to you in the country.
36:33Sometimes it is. Sometimes it's not. Nuclear engineers from the Soviet literally had to clean, you know, toilets because America wasn't just giving them jobs. and then they had to build themselves up and they owned a pharmacy later on. You know how it all worked out, right? Humility. I know that you were the big dog in India, but maybe here in Poland that doesn't work or you were amazing. You were a good creator in America, but now for some reason you live in Indonesia and you don't have that many followers in Indonesia. Humility, right? And then back to curiosity. For me, I would just, again, face got ripped off like that John Travolta, John Travolta, Nicolas Cage movie.
37:13reputation lost. I find myself in Peru. This is where I'm going. Who am I? I have good people skills. I have work ethic. I know how to buy and sell. I know consumer behavior. Next, humility. I'll go work at a store as a cashier. If I have nothing, if I have nothing, and then curiosity. At night, after I get back from the store, what's going on here in Peru? Where's my angle? What can I do? What can I sell? So that is my advice, that emotional framework. And then you have to act on it. Ego is just pure insecurity. Ego is just pure insecurity. Posturing, trying to be the big dog, that just means you're scared.
37:54That means you're a - And that places limits on what you're doing because you're trying to feed your ego versus build something. Yeah. You are not good internally. Thus, you must render your peacocking to trick everyone around you. And by the way, I'm not mad at that. Do you know that I'm not mad at people that are like that? I'm sad about it. I wish they could like themselves for all. Do you know how many shortcomings I have? Plenty. We all do. Yeah. Okay. If someone's watching right now and they're like, okay, I'm going to work on all of this, but I really want to build in this AI era. What do you think is the biggest opportunity right now?
38:32It goes back to the last question. There's a million of them. I just don't know the person that's listening right now. For example, if you're overly charismatic, the biggest opportunity is to go live streaming on the internet and then drive all of that audience to an AI app that you built that's$10. Before it's automated by AI. Because have you seen in China how they're doing this live? They just basically put an item in front of the camera and it's automated and there is this AI person already wearing it or showing it. It was crazy. including the influencer is AI. It's me and I put your face on me and I'm a woman selling makeup.
39:09But when I think about this, why would I start if it's already being automated? Because everything you learn along the way will set up your next thing. What are you going to do, lay down and cry? I don't know, find something else. Because I'm talking to a lot of entrepreneurs. They're in this stage. They're like, oh, I really want to do this. But then, yeah, it's just going to be taken away by a big company in a week. You're too young for this. but in 2005, 6, 7, 8, 9 in Silicon Valley, the same thing was being said. Why would I start this? Google's gonna copy it. You're just talking to fake entrepreneurs.
39:39Okay. Real entrepreneurs are willing to lose. Real entrepreneurs know that the two years they work on something that Claude f***ed up was two years of them working on something that sets up their next thing. Real entrepreneurs don't know how to do anything else. Real entrepreneurs don't lay down and cry. Real entrepreneurs don't say, I'll just go get a job. Real entrepreneurs are real entrepreneurs. Yeah, that goes back to knowing who you are. Correct. And by the way, let me say something right now. This is actually a beautiful segue. I need everybody to hear this. If you're listening right now and you think you're an entrepreneur, but these last three minutes of this talk are triggering some weird feelings, do you know how awesome it was to be the number seven at Facebook?
40:28Do you know how incredible it was to be the number nine at Tesla? Do you know how epic it is to be number 34 at LinkedIn, Microsoft? I mean, like - How cool it is to be a podcaster? Correct. Like this concept that like, again, I grew up, entrepreneurship wasn't even a word. Being a businessman was not cool. And then I, ironically, was part of the movement that kind of made this thing cool. but I have been talking for 10 years of like, please, it's only cool if you are that. It's not cool to be a teacher if you're not a teacher. It's not cool to be, you know, it's not cool to be anything if you're not actually, you know?
41:09Yeah. That is a good ending. And I have a few questions that are fireside. Rapid. What are your top three favorite AI tools that you use daily? GBT, Claude. And honestly, the mangus is really, like, is really, yeah, metas, like, I'm, I'm like just a couple of weeks going in, but it's. Do you use it for Instagram? Yeah. I feel like they have access to all the data. Correct. They can do better analytics than anyone. Correct. Okay. That's, that's a good one to work on. What's your favorite prompt? My favorite prompt is me intuitively feeling something that's happening in culture. Right. I'll give you one right now.
41:49does the baggy pants movement for men have another domino to fall? That's a very advanced problem. So you know exactly what's happening and you're trying to predict what's next. Correct. Almost everything I'm doing is that. For me, for what I like to do professionally and personally. Okay. College degrees in 2026, yes or no? for 50 % of the people that are listening right now, yes. They need that degree to do the profession legally in medicine. For the most creative and entrepreneurial people, yes, if mommy and daddy paid for it because 18 to 22 as a full-pledge vacation to hang out with other 18 to 22-year-olds is a lot of fun.
42:41It is. And you will work your whole life. no for 18 to 22 year olds that are taking on substantial debt who are creative and entrepreneurial yeah makes sense one industry to stay away from none everything's in play i mean i'm i mean look betting your whole life to be an admin who doesn't think an admin that's a mason not an admin that's architect bad admin that's architect huge i'm gonna hire people that have the power of 13 and 13 admins for me and she or he is gonna sit at the top of that and i'm gonna pay that person a fortune to make my life effective yeah and the last one what's the most misunderstood thing about ai right now the counter to whatever anybody's thinking.
43:34So for the people that are delusionally thinking this is the greatest thing ever, the counter of the negatives that are going to happen. And for the people that think everyone's and China and perplexity and anthropic and America and Russia, there's gonna be nine countries and nine companies and everybody else's are out of their minds. The counter to the extremism of what people think. thank you for your positivity and energy you're welcome it's really charging right what you're saying gives energy to create versus like just and i think i think that sits i thank you and i want to end with this that that doesn't sit in some blind optimism or even the great parenting that i was given it sits in historics it is historically true that we were scared of electricity and it wasn't.
44:25We were historically true to get off the farms. We did so much more. It's humans are great. I know we're told that we're not, but 99.99 % of us are either neutral or great. And if it, and if I am wrong, here's why I'm this way. And if I'm wrong, I promise you, you're not going to worry about your job. If I'm wrong, we're all dead anyway. So either I'm right that you should choose practical optimism and there's gonna be a million opportunities for you if you go insular and work on you. Yeah. Or if unfortunately I'm wrong. Then who cares? I'll see you in heaven. Like, you know, you know, like this.
45:06I mean, I don't get it. It's not practical to be pessimistic and cynical. It is not practical. Yeah. You heard Bill Gurley's name enough times today that I think you know what's coming. In our conversation, Bill shared a mindset shift that's worth every minute of your time. I put the video right here on the screen and let me know in the comments if you came from this episode.
45:51With Gary.
From the publisher
I spent 8 years waiting to have this conversation. Gary Vaynerchuk on whether this is actually our last chance to build wealth with AI, what he'd do if he woke up broke tomorrow, why the middle of the market is the most dangerous place to be right now, and the mindset that separates people who thrive from people who freeze. One of the most honest takes on AI, ambition, and identity I've heard.
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