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The GaryVee Audio Experience

The Habits of Winning Entrepreneurs / Why You Should Give Away More For Free | 2018

The GaryVee Audio Experience

Gary Vaynerchuk

Business, Marketing, Entrepreneurship

4.818.1K Ratings

🗓️ 17 August 2025

⏱️ 10 minutes

🧾️ Download transcript

Summary

This is one of the top 10 throwback episodes, originally from 2018.This section out of a business meeting I had with Hip Hop artist Racks really shows the value you get in return for giving away your best shit for free - pure exposure. I dive into why free is the gateway to reaching an even broader audience & why it makes up the habits of true winning entrepreneurs. 

Transcript

Click on a timestamp to play from that location

0:00.0

If you understood how off the fucking reservation

0:02.6

I was as a kid, like I'm like a normal guy,

0:05.7

so I had friends and everything,

0:06.8

but I was so different.

0:09.1

Like, to the extreme,

0:12.1

I didn't, like, pretty girls liked me in high school

0:14.9

and I didn't want to talk to them

0:15.6

because I wanted to go to Kmart

0:17.7

and buy Shaquille O'Neal figures

0:19.4

to sell on the flea market on Saturday.

0:22.4

Like, you know?

0:24.0

So my big thing on that is, on that,

0:27.8

is like, who gives a fuck what people's opinions are?

0:31.2

It's so funny, I'm a winner.

0:33.7

And when I drive to like the airport

0:37.1

at like 5.30 in the morning, and I'm like, and I look outside and I see a line, I drive like to like the airport at like 5.30 in the morning and I like I'm like

0:39.8

and I look outside and say a line I'm like winners. I swear my fucking children. That's

0:45.3

what goes right through my head. Early risers. I look I'm like winners. Right? Like

0:51.3

remember remember remember what year did you, A.J. Star College, 05? Yeah, 05. Before Your Grills.com. Yeah. Do you remember we had a site called Bap the Bathingape.com? Yeah. Remember that? Didn't you and AJ come down the first Bap Store in Soho when it opened? It's where it opened first. I remember when it opened. Like, yeah, I'm with you.

1:12.6

Like, yeah, so, but because at the end of the day,

1:14.6

like you said, winters, those same kids that are getting up at 5 o'clock in the morning. I want to hire all of them. Yeah, that's what I'm saying. So like... Those are the only ones I want to talk to. Like, if you got an A and like science, like I don't want to talk to you.

1:11.6

I don't care about that shit, yeah.

...

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