31 Minutes of Advice for the 20-30 Year Old Who “Needs” a Win

Summary

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The GaryVee Audio Experience

Episode: "31 Minutes of Advice for the 20-30 Year Old Who 'Needs' a Win"

Date: April 28, 2026
Host: Gary Vaynerchuk (with guests Robert Hilmer, Taylor, and others)

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Episode Overview

In this energetic and no-nonsense episode, Gary Vaynerchuk delivers tough love to young adults in their 20s and 30s who are desperate for success, fame, and financial "wins." The talk focuses on the pitfalls of impatience, comparing oneself to others, chasing vanity metrics, and setting arbitrary milestones—especially in the social media era. Gary shares personal stories and offers direct, practical advice on embracing the struggle, focusing on the process, staying authentic, and understanding self-worth. The episode features audience questions and memorable moments of real talk and motivational wisdom.

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Key Segments & Insights

1. Gary’s "First Win" and Its Lifelong Impact

(01:32–05:27)

• Story of Gary's first entrepreneurial win (his eighth-grade baseball card show with friends).
  • The risk: $150 table purchase when $50 was "crazy" to them.
  • Quote:

    "At 11:30am I have sold $200 in trading cards and made $150 in profit. My life has never been the same. That was it, brother. That was my first win… that morning in that mall in 1989 was the fucking moment of my life." (04:18)

• Takeaway: The first genuine win, however small, shapes identity and future drive.
• Gary’s father told him it was okay to lose the money for the sake of learning—a lesson Gary cherishes.

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2. Playing for the Process, Not the Applause

(05:27–07:03)

• Robert observes Gary constantly takes risks: "You expose yourself to as many black swans as you can because you don’t care if you lose." (05:27)
• Gary adds a key self-insight:

  "I’m not even attached or in touch or attached to the upside either... If all this passion was about piano playing, I would just sit in a room and play the piano until I died." (05:55)

• The message: True fulfillment comes from loving the work itself, not from outcome-driven motivations or external validation.

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3. What Young People Get Most Wrong

(07:03–08:45)

• Gary: Too many young people are working for external recognition rather than the joy of the game.

  > "They want to play the piano, to play it in Carnegie Hall. So the New York Times says they’re the best and everybody throws roses at them..." (07:03)
  

• Robert brings up the Wimbledon centre court quote: “Treating triumph and disaster as the same impostor.”
• Gary: Public notoriety came from his authentic drive, not because he chased clout.

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4. Morning Routine and Self-Understanding

(09:07–11:18)

• Gary's routine: Check phone for emergencies, then sports updates, then gym.
• Emphasizes the importance of knowing who you truly are, not who you wish you were:

  "The difference between understanding who you are versus who you wish you were... I’d struggle a lot if I didn’t really genuinely know who I was." (09:59)

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5. Authenticity & Providing Value

(11:18–15:43)

• Advice to a guest aspiring to inspire others: Don’t front, don’t pretend. Share the process honestly instead of doling out advice you haven’t lived.

  > "Talk about your journey of trying to find that voice and synthesize it properly versus, 'let me tell...' Because the problem is, a 30, 40, 50 year old listening to your 1 minute rant video on Instagram... there’s a level of cynicism of like, 'what do you know?'" (14:00)
  

• Authenticity isn’t just a buzzword. Gary’s edge, and the reason he’s winning, is raw realness—even if it’s uncomfortable.

  > "There’s only one thing: The truth." (14:11)
  

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6. Macro Patience, Micro Speed: Advice for the Hustlers

(15:43–17:47)

• Young caller (Taylor) asks about handling pressure after graduation while building a business.
• Gary’s signature formula:
  • "Macro patience, micro speed."
    • Work hard every day (micro speed).
    • Don’t expect big results for years (macro patience).

  • "You need to be patient as fuck. You’re 22, 23 years old. What do you think’s gonna happen overnight?" (16:46)

• Try many ideas in youth rather than sticking to one—exploration is key to avoiding regret.

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7. The Danger of Comparison & Social Media

(18:08–21:12)

• Discussion about comparing oneself to people like the Kardashians or influencers.
• Gary deconstructs the myth: Many so-called "overnight" successes had massive head starts or unique circumstances.

• Powerful advice:

  > "Every second you spend thinking about what somebody else has is taking away from time that you could create something for yourself. You’re losing... and it’s crippling your upside." (20:48)
  

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8. The Work and Process Over the Flash

(21:41–29:05)

• Gary gives a wakeup call to Taylor and other young hustlers:
  • He personally sacrificed all fun in his 20s to build a foundation.

  • "Imagine this... You spent more downtime on not your career this weekend than I did in my entire 20s combined." (22:41)

• Dismantles fantasies about quick millions and becoming a millionaire at 25:

  > "Being a millionaire at 25 when you’re 22 and at dick shit and haven’t even started is inconceivable unless you fucking hit the lotto." (23:56)
  

  -
  > "Wouldn’t you rather guarantee millionaire shit by 36 than by doing long term marathon running versus doing a bunch of bullshit sprints that guarantees never having it?" (24:36)
• The romance is in the struggle, not in the quick hit.

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9. Owning the Process, Rejecting Shortcuts

(26:09–31:51)

• Stop setting arbitrary, superficial goals and focus on the daily grind.
• Authentic hard work (not staged for social media) builds self-esteem and results.
• Recognize that you can fool others, but winners—and yourself—know the truth.

• "Every time you care about one of the things I just mentioned, it will slow down your process of having it." (23:42)

• "You can trick losers. You're not tricking me... None of us are tricking ourselves." (29:35)

• Be okay with delayed gratification and redefine winning as playing your game, not someone else’s.
• Memorable moment:
  • Gary praises Taylor’s answer about buying her dress on sale:

    "That’s the best thing you said. Listen, slow and steady wins the race. You’re only competing with yourself." (31:36)

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Notable Quotes

• "Every second you spend thinking about what somebody else has is taking away from time that you could create something for yourself."
  — Gary Vaynerchuk (20:48)

• "They want to play the piano, to play it in Carnegie Hall. So the New York Times says they're the best… [But] I'm a weird entrepreneur, man. If all this passion was about piano playing, I would just sit in a room and play the piano until I died."
  — Gary Vaynerchuk (07:03 / 05:55)

• "Talk about your journey of trying to find that voice... versus 'let me tell.' Because… there’s a level of cynicism of like, 'what do you know?'"
  — Gary Vaynerchuk (14:00)

• "Patience and absolutely loving the process is the unlock. Macro patience, micro speed."
  — Gary Vaynerchuk (16:23–16:45)

• "You can trick losers. You’re not tricking me... None of us are tricking ourselves."
  — Gary Vaynerchuk (29:35)

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Time-Stamped Highlights

• [01:32] Gary tells his "first win" story and its impact
• [05:27] Exploration of why Gary isn’t attached to outcomes
• [07:03] Insights on why young people get it wrong—chasing glory vs. loving the work
• [09:09] Gary’s morning routine and thoughts on self-awareness
• [11:18] Advice on authenticity—"don’t front"
• [15:43] Taylor seeks advice about post-grad business hustle
• [18:08] Gary challenges the dangers of comparison and social media envy
• [21:41] "Work harder than you think"—perspective on sacrifice and grinding
• [23:43] Debunking the "millionaire by 25" fantasy
• [29:35] "You can trick losers. You’re not tricking me."
• [31:36] "Slow and steady wins. Only compete with yourself."

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Episode Tone & Takeaways

• Gary’s tough love and passionate directness anchor the episode; he is raw, funny, and sometimes harsh but deeply motivating.
• He urges listeners to truly love the process, avoid comparing themselves to others, and not buy into short-term social media-fueled glamour.
• Patience and self-awareness, not quick wins, are the foundation for meaningful—and lasting—success.

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For anyone in their 20s and 30s wrestling with impatience, doubt, and the urge to "win" fast, this episode is an unfiltered masterclass in flipping your mindset and embracing the journey.

Transcript

[A]

Study and play come together on a Windows 11 PC. And for a limited time, college students get the best of both worlds. Get the unreal college deal. Everything you need to study and play with select Windows 11 PCs. Eligible students get a year of Microsoft 365 Premium and a year of Xbox game Pass ultimate with a custom color Xbox wireless controller. Learn [e-mail] studentoffer while supplies last ends June 30th terms at aka mscollegepc. Every second you spend thinking about what somebody else has is taking away from time that you could create something for yourself. You're losing. You're losing. Cause you're laying in your bed looking at somebody's fucking glamorous photoshopped picture of them doing something cool. And you're envious and you're jealous and you're impatient and it's crippling your upside. This is the GaryVee audio experience.

[B]

Thanks for joining another episode of Very first win. I'm your host, Robert Hilmer, founder of Goanna Capital. Today, I'm probably more excited than usual. I'm a little more energetic than usual. I opened up the calendar this morning, and I'm very pleased to have Gary Vaynerchuk here. Gary, how you doing?

[A]

I'm good, brother. Thank you so much. I'm humbled by. I know how passionate you were to make this happen, and that's always flattering to me, and so I'm happy to be here.

[B]

I did email you 215 times.

[A]

Is that the actual number?

[B]

No, I don't know. It was more than that, actually.

[A]

Nice. All right, go ahead. I know we don't have a lot of time. Fire away. How do I help your amazing audience?

[B]

So look, I think one thing that's often overlooked is someone's very first win and how they got it done. What did they learn? Why do they remember it? And how you can talk to our audience about that. Just what do you remember as an important milestone in your life that really got shit going for you?

[A]

Dude, I'm so pumped with you. I've talked about this very infrequently, and as you were asking the question, it lit up like a Christmas tree in my brain. And I'm gonna go into detail. I know my very first actual win that is the foundation of who I am right this second. In eighth grade, me and John Cherchak and Jason Riker went to the Phillipsburg mall to buy a table for a baseball card show. And we had no idea how much the table would cost to set up on Saturday. And Sunday at the Phillipsburg Mall. Even though the show was Friday and Saturday and Sunday, we had school on that Friday a couple weeks later, so we couldn't do that. Maybe we could go at night, but I couldn't. So, da da, da. We're driving to the mall, and we all agree that if it's more than 50 bucks a table, we're not doing it, because that's crazy. And remember, with inflation, everything. This is rural New Jersey. 89. Like, 50 bucks was a lot of money. Like, for kids that are listening, a thousand is what it felt like. All right, we get to the mall. We're asking some of the mall people, where's the baseball card dealer for this show that we were supposed to meet? Cause we knew he was there. Cause they were setting up for another show. And we found him. This enormous man comes out. I'm talking £350, t shirt covering half his belly, like out of a fucking movie. I mean, I'm 4 foot 4 in eighth grade, right? And we go, how much is the table? And he goes, 150 bucks. And we've got one left, and it's not in a great location. I'll be straight with you boys. Before he says, you boys. I say, we'll take it. He shakes my hand, he walks away. I don't know if anyone has ever looked at me with more disgust than John Cherchak and Jason Riker at that moment. To this day, I'm all who I am. You know, who I am now. So it makes sense that I did that. But that night, an hour later, when I was home, I was shitting my pants. I'm like, we're gonna lose all this money. This was so stupid. Like, I was. I was 14. I was 13. We go do the show at 9am the mall opens at 11.30am because we all had our own cards. We all shared a table. At 11:30am I have sold $200 in trading cards and made $150 in profit. My life has never been the same. That was it, brother. That was my first win. My father, who was like, really not. I talk about this a lot, was not around a whole lot. I caught him the night before, and to his credit, he said, you're gonna lose this money, but you're gonna learn. And I remember that very vividly. But I did not lose. And at that point, you know how a shark can sense one drip of blood in the ocean from, like a drillion miles away? That morning in New Jersey, Phillipsburg, New Jersey, which is really Pennsylvania, it's by Easton, Pennsylvania. That morning in that mall in 1989 was the fucking moment of my life. In hindsight, haven't thought about it in a long time, but that was my first win. That's when I knew who I was and I'd become that person.

[B]

I think what I admire most about you is whether I think you realize this, but I think just watching you, obviously from afar, I think you expose yourself to as many black swans as you can because you don't care if you lose. But the implication of that is you're constantly getting exposure to some probability of unlimited upside and limited downside.

[A]

That's right.

[B]

That's what I see when I look at you.

[A]

That's right.

[B]

Perpetually doing that.

[A]

What's. Let me give you a three dimensional look into that, Robert, that you might find very fascinating. Because I found it fascinating when I had my own aha about this for myself, with myself. Very little downside. But I'm not even attached or in touch or attached to the upside either. You've diagnosed that. Well, now I'm gonna take you deep into my soul. It's even weirder than you think. I'm not even like when you just said it about the upside, that did not excite me. I'm in just some weird. I don't know, like I'm a weird entrepreneur, man. I feel like if all this passion was about piano playing that I would just sit in a room and play the piano until I died. What do you think?

[B]

Last question. What do you think young people, let's say 15 to 30 year olds. I know you'll say younger is older than that, but it's arbitrary. What do you think they're getting most wrong today as the world changes?

[A]

The reverse of what I just said. They want to play the piano, to play it in Carnegie Hall. So the New York Times says they're the best and everybody throws roses at them and they get a million dollar check and they buy a BMW and they think it's awesome.

[B]

I think they should read the. Are you familiar with what tennis players see when they walk out onto Centre Court at Wimbledon? Do you know what the quote is?

[A]

I do not.

[B]

I don't know the whole quote. But it's essentially treating triumph and disaster as the same imposter.

[A]

Yeah.

[B]

And that's what you do.

[A]

I. And back to your analogy. I would rip both my arms off to play center court finals Wimbledon because I love the game, man. I would have been a psycho basketball player. I would have taken every last shot and I would have fucking handled winning and losing the game the exact same way. I would have been a good assassin or surgeon. There's just something when I'm in my game that everything gets real quiet. It's me with me, eye with eye. Could give a fuck. This is what's so profoundly interesting to me about my public notoriety, is that it happened because of my insanity and because of my love of communication and my deep need to try to provide karma and value and give back and gratitude. But if I didn't have those beautiful attributes, I don't believe I would be known at all. I would have been very comfortable. Just build 99% of my time is me playing in my cocoon of operations and building Ready to soundtrack your summer with Red Bull Summer All Day Play, you choose a playlist that fits your summer vibe the best.

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[B]

What's the first thing you do when you wake up in the morning?

[A]

I check my phone. I'm in. I'm a firefighter by trade. Like, I have to make sure nothing horrible happened. I don't. I'm desperately needing that moment immediately that I didn't get 17 phone calls from my sister or my mom or dad or brother. And then next I didn't get 10 or 15 calls from Marcus or Tim, who runs my London and Singapore operations. Right? Then I exhale, see if the jets and Knicks did anything weird, check my email and text and kind of go on my way, get to the gym and start the day. I think one of the things that people struggle with is actually being very real with themselves. The difference between being, you know, the difference between understanding who you are versus who you wish you were. And I think that's something that I'm always very fascinated by when I have a meeting like this. Like, what kind of read do you have on yourself and how, like, you know, I think I would struggle a lot if I didn't really genuinely know who I was. And then once you know who you are, you get more comfortable with what you're up to. So like if I asked you right now, and I think it ebbs and flows when you're 28, when you're 32, when you're 57, like if I asked you right this second, like, what do you want to happen? And like, what would you say?

[D]

What do I want to happen with like my creative projects or just with life or what way?

[A]

Sure, all of it.

[D]

All of it. What do I want to happen? I. Yeah, I want to have a life where I'm able to create with fun, create with the team. I want to. To put out content that affects people's lives for the better in terms of helping them feel good or better about themselves and their relationships and cultivating relationships that are meaningful. I want to travel with my man and have property, international property and travel for fun, also for play and also a little bit of time for work. But controlling and maneuvering life with ease and also impacting people for the better. Your process.

[A]

Cool. What are you hoping as you're like rolling up to this office? What are you, like, what are you hoping for?

[D]

You know what?

[A]

For real, by the way?

[D]

Yeah, for real, for real. I mean, there are like, you know, shit that I do not know. So I honestly just want you to pick your brain about a couple of key things and really, like, ideally, like what I was hoping and what I expect is like to get in a place where I know you and I

[A]

could hit me up, start the process of building a relationship. Okay, let's start with this. If you want to. Listening to what you said, the first thing I will tell you, the best thing I think, I hope, I think the first best thing I can tell you is don't front. The number one mistake that people that aspire to the sentences that you just spit out of your mouth, the number one mistake they make is they try to oversell themselves because they think they need it to have people's attention, try to oversell themselves. Correct. So let me give you an example. Whether it's life coach, inspirational figure, business coach, whatever form it takes. I think it's much smarter for you to talk to the world about your process of going through, through this than the advice that you think you should be giving them.

[D]

Yeah, okay, that makes sense.

[A]

And that's where people are struggling. I got real lucky. I've never said this drock, so pay real close fucking attention. I'm not sure that if the Internet was around in its current form that I would be as successful because at 22 and 23, I knew I was special. And I might have not been patient enough to first build a business, first get experience. I didn't start talking to the world till I was 35. And I love to say to you, be patient. To you to be patient. I'm not sure if I would have been. I'd like to think I would have been, but the freedom of putting, like, I love to hear myself talk, you know? And I think anybody that, like, think about, so do you and so do so many of you, like, that's what it is. And what's cool is when you actually say fuck it, then you start betting on your strengths. Do you know, I was a businessman in a world where going to smart colleges was the only thing that mattered for businessmen. You were only a good businessman if you went to Harvard Business School. And then I reversed it. Like, I'm like, I'm a DNF student. Like, like, I curse. I don't dress the part. I do me. And then, you know what happened? The world came to me. And so I would tell you that the best thing that you're gonna walk out of here with is something that took me a long time to really realize, is if you wanna pull this off and you want people listening to you, there's only one thing. The truth.

[D]

There's more of your authentic west.

[A]

The fucking. And everybody says that fucking cliche term

[D]

and beat yourself and all that shit.

[A]

It's unbelievable how much that's the reason I'm winning. And I think it's easier when you have a level of success and it's harder when you're climbing up the ladder. But I think that there's a lot of people who, if they talked about the journey of the climb, could win. I think it's the best piece of advice I can give right now to a bunch of 20 to 30 year olds that feel that they should be talking to the world and bringing value. Talk about your journey of trying to find that voice and synthesize it properly versus, let me tell, go find. You know, because the problem is a 30, 40, 50 year old listening to your 1 minute rant video on Instagram, even if it's powerful, there's a level of cynicism of like, what do you know? Yeah, and I think that that's fair. And look, you could just be a whiz kid about the world and that exists. But I do think there's a smarter way to context it. You know, it's like starting the sentence of you should versus you know, it's funny, right now I can say you should, cause I built so much. But if I was at 20, it needed to be like my intuition says, and that changes everything. Or when I look at or when I met with Gary today, the takeaway I got was that's got It, Yeah.

[C]

Currently graduated college last May and I'm trying to build my own business, brand, hustle, all that kind of stuff. And my question for you is, and I'm probably sure that a lot of people ask this or wonder the same thing, that's okay. How do you get over the stump of you're graduating and you feel this pressure because you're trying to build something, but you're still so young, but you want to do this fast and grow it big. And I'm just in a rut and I can't get out of it, but I have a hustle and a drive that I know I'll be able to build something. But I'm just in this space. I know where you're at, allowing me to.

[A]

So let me help you. The space you're in is probably the macro micro issue. So it's macro patience, micro speed. Right. So what do I mean by that? You need to be patient as Fuck. Taylor. You're 22, 23 years old. Like, what do you think's gonna happen overnight?

[C]

Yeah, I know.

[A]

So you need to be fast. 7am to 2 in the morning every day. But in the big picture, you need to realize nothing good is gonna happen for the next six years.

[C]

Okay. And do you think that I should just try every good idea that I think I have and just go for it all out? Or do you think I should stick with one thing at a time?

[A]

I think the fact that you even asked that question that you should taste flirting with a lot of different things because you'll be crippled by the what if if you don't. Even though that's not the perfect formula to build the biggest short term wealth because you should go triple down on one thing instead of being half pregnant on nine. Okay, Taylor, let me tell you something. Let me ask you the pressure. Are you trying to prove to yourself, to your siblings, to your parents, to the world? Who are you trying to prove that you're successful to? Or that this was the right call or you're gonna make it? That's what you have to figure out.

[C]

Mm. That's what it's like.

[A]

What are you impatient for? Like, what's the problem? You wanna buy a fuckin Rolex? Like, what's the rush?

[C]

I feel like I've known that I'm meant to do something big.

[A]

Me too.

[C]

I grew up in an entrepreneurial household.

[A]

Me too.

[C]

And so it's in my blood, it's in my bones.

[A]

Good.

[C]

And I feel like I watch all these other millennials hitting these huge I guess milestones in their life.

[A]

What milestones?

[C]

And then I'm sitting here.

[A]

Let's break it down. How old are. How old are you?

[C]

I'm 22. About to be 23.

[A]

Okay, what milestone? Please give me a millennial. And the milestone they achieved that makes you feel like you're just sitting in fucking Buffalo.

[C]

Well, I'm sitting in Buffalo, which is one thing I'm not happy about, but that's right.

[A]

Cause it's home to the Buffalo Bills piece of shit team. But before you go there, forget about sitting in Buffalo. Who's the millennial? And what's the milestone that's making you feel like you're sitting there?

[D]

Go.

[A]

The truth. Go.

[C]

Well, honestly, there's people on social media, which definitely is not always true, but I watched. Oh, God. I guess the only thing on the spot I can think of is a Kardashian or a Jenner, which is lame, but.

[A]

Can we talk about this, please?

[C]

Yeah, I feel like. Sure.

[A]

Like you're telling me that Kylie Jenner's fucking trillion followers on Instagram makes you feel like you're just sitting there.

[C]

No, I feel like the fact that she's already got a business started that's super successful, that comes with her fame.

[A]

Did you factor in the fact that her sisters and mom architected something for 10 years while she was a teenager, that she was able to walk directly into that gave her a springboard, and that she had the financial capabilities of deploying ungodly amounts of, you know, plastic surgery and all the other variable things that she's been able to do to create that culture and that financial benefit?

[C]

Yeah.

[A]

Did you factor in that her mom is a ninja architect of business and created that framework?

[C]

Yeah. And I feel like not many people give them the credit for that. I totally think that they built this empire.

[A]

I agree, but what the fuck does that have to do with you?

[C]

It has nothing to do with me. I know.

[A]

No shit. Remember how I. I don't know if you saw this, where I said, stop looking at your friend's shit, or whatever the fuck I put on Instagram.

[C]

Yeah.

[A]

I don't know if you saw it or not, but it doesn't matter. Like, you looking at the Kardashians is the most ludicrous horseshit I've ever heard in my life.

[C]

Well, that's just the first thing that could pop into my head.

[A]

Great. Give me another. Listen, we're here, we're here. Give me another one.

[C]

There's a guy in London I can't think of his name at the time.

[A]

I'm gonna stop you right now.

[C]

Okay.

[A]

Let me give you some. I was gonna say fatherly. I guess my father is 40. No, I'll give you some massively older brother uncle advice. You ready?

[C]

Okay. Yes.

[A]

Every second you spend thinking about what somebody else has is taking away from time that you could create something for yourself. Yeah, you're losing. You're losing. Cause you're laying in your bed looking at somebody's fucking glamorous photoshopped picture of them doing something cool. And you're envious and you're jealous and you're impatient and it's crippling your upside.

[C]

Yeah. Cause that's where I want to be. And I know I'm not there yet.

[A]

You haven't done shit.

[C]

I know.

[A]

So go do shit that actually gets you there so that you earn it instead of you dwelling that you're not there and hoping. Hoping something's gonna happen. I don't know what's going through your mind.

[C]

Yeah, well, I guess I'm hustling on the side, but I don't think I'm doing enough.

[A]

I guess you definitely aren't doing enough if you have enough time to fucking consume the content of a Kardashian and some boy in London.

[C]

That's true.

[A]

Taylor, listen to me. Taylor, listen. You've gotta deploy patience and you've gotta love the process. I'm addicted to the process. Of the battle scars, the setbacks, the. The lack of. Taylor. I gave up my entire twenties. All of them. Imagine not doing anything fun or going anywhere for the next eight years, including Saturday and Sunday. That's what I did from 22 to 30, every day. I spent 15 hours a day in a liquor store. Thought about a liquor store, built a liquor store, sold wine, spent every day this last weekend. Don't lie to me, Taylor. What did you do this last weekend? What did you do fucking Saturday and Sunday? Tell me the truth. Don't. Don't bullshit me.

[C]

Yeah, no bullshit. I'm helping my mom right now on digital media and branding for her company.

[A]

Love you.

[C]

And so I had a marketing meeting with one of the people doing that.

[A]

Love you.

[C]

And then I also.

[A]

How much time did you have? How much time did you have for yourself on Saturday and Sunday that was not working. Every minute. Tell me the truth.

[C]

A lot. A lot.

[A]

I know. So that's the punchline, right? Now imagine this when I tell you this. You spent more downtime on not your career this weekend than I did in my entire 20s combined.

[C]

Oh, shit. Okay. That puts things into perspective.

[A]

I think so.

[C]

Awesome.

[A]

I think so too.

[C]

Yeah. I need to just get to it.

[A]

Taylor, you need to do me a huge favor. If you really wanna win and you wanna come to New York in eight years and shake my hand, here's what you need to do. You need to stop giving a shit about what anybody else has and realize that if you put your head down and just work for the next 10 years, no glamour, no new fucking car, suitcase, jewelry, trip event, no Coachella, no fucking new fucking sneakers. Like fucking work, you will have it. And every time you care about one of the things I just mentioned, it will slow down your process of having it.

[C]

Okay? So in less than eight years, when I'm a millionaire by 25, I'll come shake your hand.

[A]

I promise you. That statement itself made me 100% guarantee that you won't.

[C]

No.

[A]

Yes. Yes. That's how this works. Being a millionaire at 25 when you're 22 and you're at dick shit and haven't even started is inconceivable unless you fucking hit the lotto. What's the romance? What's the romance of? I wanna make. You know how everybody says, gary Vee, when are you gonna buy the jets? In two years. And then I reply 20 years. I'm romantic about the journey and the process, which is why I'm actually gonna pull it off. You're trying to be a millionaire by 25.

[C]

How? Taylor, it's just a goal I've always had.

[A]

Why?

[C]

And right now, with what I'm doing, I guess it's not.

[A]

That's right. It's an arbitrary bullshit thing that means nothing.

[C]

Yeah.

[A]

Wouldn't you rather guarantee millionaire shit by 36 than by doing long term marathon running versus doing a bunch of bullshit sprints that guarantees never having it? And I promise you, a funny thing happens to your self esteem when you're 31 and not a millionaire. Because you've been chasing fast and you're now six years removed from not hitting your goal, your self esteem starts fucking with your head.

[C]

Mm. Yeah.

[A]

Listen carefully. I wanna buy the New York Jets. But when I clarify it to everybody, I want the process of trying to buy the New York jets more than buying the New York Jets. Understand?

[C]

Yeah. Cause ultimately that's the end goal. But there's a process behind that.

[A]

You have to understand. I don't give a fuck about the end goal. I care about the process, the enjoyment of doing it. You're not enjoying yourself trying to get to a million bucks over the next three years.

[C]

No, you're right.

[A]

Oh, I know I'm right. I'm just sticking on this right now because I feel like we've gone into this deep enough that I might as well hold on for a couple more minutes to see if I can actually pull you through instead of you just being on this high of practicality for 36 hours and then going back to Instagram bullshit in 48 hours.

[C]

I need to deactivate that shit.

[A]

No, you need to learn the discipline to be able to put it in the proper bucket.

[C]

Yeah, I just feel like I hold myself at this pedestal and it's crippling myself because I'm not actually doing the things to get there.

[A]

Of course. So you're playing a fake narrative instead of putting in the actual work that's needed to actually pull it off. Wishing instead of executing. And then what's happening is you're living a fake world to yourself, but you know it, which then changes your behavior in the way that you interact with others.

[C]

It's true.

[A]

I know. Like for all my bravado now, I was real quiet in my 20s. People made fun of me like, you work in your dad's liquor store. I'm in Walter making 100,000, I got a BMW. I'm like, that's nice, Pat.

[C]

Yeah.

[A]

Do you understand the level of disrespect I have for Pat? Do you understand the level of disrespect I have for all those 20, 30, 40, 50 year olds flashing shit on fucking Instagram with short term moves? I can't wait for the fucking world to melt. I can't wait for all these bullshit people to get fucking hosed out when the economy gets shit.

[C]

Yeah, it's cause they're short term affording these things that are flashy, but in the long term it's not the same for what they're doing right now.

[A]

Yeah, but meanwhile you're admiring the fuck out of them.

[C]

I know, it's a problem.

[A]

No shit, Taylor.

[C]

It's really bad.

[A]

Taylor, you need to start fucking loving the process and the work and the grind. You need to start respecting people that are sleeping with four roommates and buying their T shirts at Walmart.

[C]

Yeah, you know what? I feel like I need that wake up, but I feel like I need to hit rock bottom. This, have that wake up. I'm too comfortable right now and it's annoying the shit out of me.

[A]

I don't think so. I think you're saying you need to hit rock bottom because it buys you more time to bullshit like you are right now.

[C]

I never thought of that.

[A]

You know what I mean? You know it's not working. You're just saying. By the way, let me go complete left field on you. You're a 22 year old girl, woman. Like it's okay to enjoy a little bit now too. You've heard me say regrets. I don't know how deep you know my content, but once in a blue moon, when people ask me the advice for 25 year old Gary, the answer is go have fun, asshole. It would have been okay to go to Vegas or Acapulco or like do some dumb shit. Do you know what I mean?

[C]

Yeah. I think I've had my fun in college though. And now I feel like it's time to work.

[A]

Well, no, no, that's the bullshit PR version. Tailored the reality tailor is still fucking in that zone.

[C]

Hmm. Yeah.

[A]

Don't beat yourself up. Don't hold yourself accountable to arbitrary bullshit fantasies. Just put in work and enjoy that. Enjoy eating shit and dirt and bleeding and the grind. And don't give a fuck about what anybody else thinks. Why you haven't done it. Why are you doing that? Have four jobs, fucking one. Wendy's, Walmart, your side. Hustle, work, train, learn. Don't think you're a digital expert just cause you're 22 and you have an Instagram account. Show me how much fucking shit you've sold with your digital social media skills.

[C]

Okay.

[A]

Do you understand?

[C]

No, I do. Yeah.

[A]

You're just completely in the wrong game. And I'm holding you onto this because you and 99% of the people that are watching are playing the same game.

[C]

I know. Which is why I wanted to ask the question. I can't. I'm obviously not the only one.

[A]

No, you're the majority and the massive majority. The question is you just need to be. You just need to understand the following. You can trick losers. You're not tricking me.

[C]

Good. Cause I want honest answers.

[A]

You don't need my honest answer. You know, you're not tricking yourself either. None of us are tricking ourselves. I just want to remind you that you might be able to trick your Uncle Hal, and you might be able to trick your girlfriend that was in your fucking college with you, but you're not tricking a winner when you're bullshitting. Got it?

[C]

Got it.

[A]

So even if you're posturing and pandering and pr' ing yourself, no winner thinks you're winning.

[C]

Yeah. Cause I'm not.

[A]

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[C]

All right, I will.

[A]

Was this good?

[C]

Awesome. Thank you so much.

[A]

Can you do me a huge favor?

[C]

Yeah.

[A]

Can you email me in 30 days and don't bullshit me? What's your Twitter handle? Or Instagram? What's your Instagram?

[C]

I don't.

[A]

That's fine.

[C]

Instagram. It's Hefabulousjourney at the Fabulous Journey. Yeah.

[A]

Me and my whole team and the entire Vayner nation is watching.

[C]

Oh, shit. Okay.

[A]

I'm gonna smoke you out of your bullshit.

[C]

Okay.

[A]

Everybody's watching.

[C]

Okay. I got it.

[A]

Do you understand?

[C]

Yeah.

[A]

I like your blue dress.

[C]

Thank you. I got it on sale.

[A]

I like that answer. That's the best thing you said. All fucking. That's the best thing you said this whole time. Listen, slow and steady wins the race. You're only competing with yourself.

[C]

Okay.

[A]

Got it.

[C]

Got it.

[A]

Nobody else defines you. Not me, not everybody watching, not your mom, not the fucking Kardashians. You

[C]

got it.

[A]

You can grind and be patient for 10 years every day and still be nine years younger than me. And I would trade places with you. That's how amazing having time on your side is.

[C]

Yeah.

[A]

Time's everything, so use it.

[C]

I will.

[A]

Good. See ya.

[C]

Thank you.

[A]

You're welcome. You keep asking questions, I'll keep answering them. Everybody, if you enjoyed this podcast, please go back and look at the prior episodes. They're loaded. I appreciate your attention, and thanks for being part of this journey. See you later.