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The GaryVee Audio Experience

Tea with GV Ep #76: Why Risk Is Your Best Business Strategy in Your 20s

The GaryVee Audio Experience

Gary Vaynerchuk

Business, Marketing, Entrepreneurship

4.818.1K Ratings

🗓️ 15 July 2025

⏱️ 32 minutes

🧾️ Download transcript

Summary

In this episode, Gary shares his unfiltered advice for graduates and young professionals entering the business world. He explains why your 20s are the best time to take risks, embrace humility, and build something meaningful. If you're thinking about launching a startup, choosing between jobs, or struggling with pressure to “play it safe,” this episode is your strategic wake-up call.


Transcript

Click on a timestamp to play from that location

0:00.0

All right, all right, all right. We are in it. Good morning, T with Gary Vee. Aaron, I'm ready to go. Let's get into the show.

0:07.2

We've got a timely question. It's graduation time for so many high school and college kids. What's your one hand of advice for those hitting that milestone this weekend?

0:17.6

Look, I think I've been very consistent on the issue of what should kids be thinking about.

0:24.5

My number one piece of advice if you're graduating high school or college is that you should be as high risk as possible.

0:33.0

Meaning 18 to 30 is about dreams. It has to be.

0:39.3

And I know so many people that I'm looking at right here

0:41.3

did not go down that path.

0:43.3

And all of you are so young, and yet

0:46.3

it is so obvious to me that this is still not an accepted point of view.

0:52.3

But I really believe that 18 to 20 has to be about dreams.

0:58.0

Because my belief is that dreams are funded with humility.

1:03.0

Meaning, if you were humble enough to eat and live shitty at 22, you can literally cheat, like, again, everyone thinks about this.

1:14.6

I can't do it, I have to get a job, and I keep going to, you can do it,

1:18.6

because 18 to 30 is the only time that most people find it acceptable

1:24.6

to live with two or three or four other people.

1:26.6

And I know people do it in New York City

1:28.6

People come to New York City in LA and get roommates because it's so expensive to chase their dream

1:35.2

But people don't do it as much in places that are not as expensive like you have less roommate mentality of like I'm gonna live in Tulsa Oklahoma with five other

1:45.5

roommates but that is out there for everyone 18 to you know 30 and I you know my

1:52.3

biggest piece of advice is if you're not gonna follow or chase your dream of

1:56.8

what you want to be when you grow up from 18 to 25 like when are you going to do it

2:03.8

because you're definitely not going to do it when you have kids can everybody in the

...

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