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The GaryVee Audio Experience

The Biggest Financial Opportunity for People Under 25

The GaryVee Audio Experience

Gary Vaynerchuk

Business, Marketing, Entrepreneurship

4.818.1K Ratings

🗓️ 31 October 2025

⏱️ 40 minutes

🧾️ Download transcript

Summary

Today's episode is a podcast interview I did with Tom Papa on his podcast Breaking Bread. I talk about how to juggle multiple things in business without burning out, why self-awareness and hiring for your weaknesses matter, and how one TikTok can literally change your life. I share stories about my first big break on Conan O’Brien’s show, making money doing what you love, and why young people shouldn’t fear AI — they should learn it. We wrap up with a reminder to stay grateful and keep executing.


(PS: I’m going live today at 1PM on TikTok @garyvee — join me!)

Transcript

Click on a timestamp to play from that location

0:00.0

I know I might have scared you on Halloween because we're a little late, but here it is. Hope you enjoy it. Also, have a TikTok live today at 1 p.m. If you want to check that out, check on my Instagram post this morning. There's a way to get a link to it. I know, Instagram to TikTok. We bounce around in here. Audio, Instagram, TikTok. Audio, Instagram, TikTok. This is the GaryVee

0:22.5

audio experience. You go and speak and you do a lot of public speaking. You have, we're saying

0:30.4

earlier that we're kind of similar in that realm. The other side of your life is business, running businesses, running companies,

0:39.5

doing all of that stuff. How have you balanced the two? And what do you see as the primary

0:46.3

difference in them? Because one is you're selling you. It's very different. And then you're selling

0:50.4

media companies. So a couple of things. The way I balance it is first, and this is important, this may help some people that are busy,

0:59.0

especially working parents.

1:01.0

The real answer to your question of how I balance it is by not overjudging myself and giving

1:06.0

myself grace.

1:07.0

When you're doing 93 things like I am, you know, when you're juggling 13 things, I don't know if you know about this, but six fall to the ground and break. Right. I don't cry about the six plates that broke. I'm happy that I have seven plates in a world where most people have one. Oh yeah, that's smart. So first, it's a relationship with myself. Yeah. I'm so entrepreneurial, I have so much stuff going on. Yeah. Stuff fails. Yeah. I'm not dwelling on my failures. I want to learn from them. I definitely don't want to hurt other people. Yeah. So like I'm always conscious of that. Investors, employees. That's very real to me. Yeah. So first, it's that. Second, I work. Like, real talk? Like, how do you get a lot done? Like, I have 11, 12 hour days. That's real life. Yeah. You know, and that's not for a lot of people. Yeah. And I don't think you have to work that hard. I just love what I do. Yeah. You know, it's just real life for me. It's the most fun that you have. Yeah. I always tell people this. I'm like, I'm telling you, you may not believe me, especially if you're not that kind of person.

2:03.6

When people tell me they get a high from running, I'm like, you're full of shit.

2:06.6

Right. I'm like, what are you talking about? Like, running is the worst. But it is not lost on me that there are many people

2:13.8

that really get a tremendous joy from running.

2:16.4

I have no idea what the fuck you guys are talking about.

2:18.4

So when I say to people, I like working and running my companies more than golfing and sailing and laying on the beach, it's not lost on me that 90% of the audience right now is like, this guy is not telling the truth. But I know it to be true for me. Yeah. You know? You enjoy. I really enjoy it. I'm very blessed. It's why I talk so much about doing what you love. Right. It's nirvana. Yeah. I would argue it's the ultimate human experience. Yeah. So hours, judgment, and then self-awareness. I know what I'm good at, and then I hire for what I'm not good at.

2:53.2

When did you realize that the Gary Vee part of it

2:56.1

was something you were good at?

2:59.4

Was it because you ran companies and you can deal with people?

3:01.7

Actually, I'm gonna tell you cool story,

3:03.1

especially for the comedy crowd.

3:04.6

The greatest compliment I was ever given

3:06.5

went completely over my head. When you just said, when did you know? I knew after the fact I did something. Let me tell you the story. Okay. YouTube comes out. I was right about dot com for context everyone. I launched an e-commerce site for my dad's liquor store in 1997 when that was like, what are you talking about? Yeah. And exploded, built a huge company for my family, for my family, I had to start my own thing later. Immigrant family businesses, you all know who. If you know, you know everyone. So I was right about the website. Then I was really one of the first significant email marketers in 1997. I was right about that. Then a website called Google came out. I don't know if you heard about it. And they had this concept of Google ads where if you searched ads with pot up, I literally did that first. Day one, the day it launched. I bought all the wine terms. It crushed. I built this huge company. Then YouTube comes along and I'm like, man, this is interesting because I've been watching MySpace. I'm like, MySpace is doing something interesting. Which is why I was an early investor in Facebook, Twitter, all those things. YouTube comes out. I'm like, this is cool. A year earlier, I asked my developer who does the tech stuff. I'm like, can I make wine videos to review wine on our website? Because better than words would be me tasting and telling people. He came back, he's like, no, it costs too much to host the videos. If like 50 people watch this video costs like 4,000 dollars, we'll be out of business, no way. So when YouTube comes out, Eric Castro, I always want to give him flowers. Eric Castor came to me, he's like, hey, there's this new site YouTube, And I think you can do what you wanted a year ago, make wine videos, and we can just embed the video, and we cost nothing. I'm like, nothing, that's a good price. 399 is always the right price. So I start this wine show, Wine Library TV, in February of 2006. I do a show every day. It's a 20-minute video. They's still up online if you want to go look at them. 20 minutes of me drinking wine, reviewing it. And I broke out because prior to that, all the wine critics, Robert Parker, the wine speck, it was all stuffy shit. You guys know, the wine world. And I'm out here comparing wine to like Hulk Hogan's jock scrap and like Big League chew and like very irreverent.

...

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