#77 The Biggest Bets I Made — And How They Paid Off: Gary Vee

BigDeal

Codie Sanchez

Business, Investing, Entrepreneurship, Marketing

4.8 • 681 Ratings

🗓️ 9 July 2025

⏱️ 80 minutes

🔗️ Recording | iTunes | RSS

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Summary

In a world drowning in noise, the ability to capture and monetize attention isn't just a skill—it's the entire damn game. That’s why today, we’ve got Gary Vaynerchuk… the man who doesn’t just predict digital trends, he makes them. For over two decades, from transforming a local liquor store into an e-commerce pioneer to building VaynerMedia into a global powerhouse, he’s made foundational bets on giants like Facebook and Twitter before most even had accounts. He’s a multiple New York Times bestselling author, commands a daily global audience in the tens of millions, and has built a multi-industry empire by showing entrepreneurs how to turn overlooked attention into undeniable results and lasting legacy. Check out BigDeal wherever you get your podcasts: https://contrarianthinking.co/the-big... MORE FROM BIGDEAL: 🎥 Youtube: / @podcastbigdeal 📸 Instagram: / bigdeal.podcast 📽️ TikTok: / big.deal.pod MORE FROM CODIE SANCHEZ: 🎥 Youtube: / @codiesanchezct 📸 Instagram: / codiesanchez 📽️ TikTok: / realcodiesanchez OTHER THINGS WE DO: Our community: https://contrarianthinking.typeform.c... Free newsletter: https://contrarianthinking.biz/3XWLlZp Biz buying course: https://contrarianthinking.biz/3NhjGgN Resibrands: https://resibrands.com/ CT Capital: https://contrarianthinking.biz/4eRyGOk Main St Hold Co: https://contrarianthinking.biz/3YfGa8u Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	Rated T for Teen.
0:01.6	Each year, thousands of adults lose their shred.
0:05.1	It's an epidemic simply known as shred loss, but it doesn't have to be this way.
0:09.2	Because rekindling your shred is as easy as playing the new Tony Hawk's Pro Skater 3 and 4.
0:13.8	With new parks, cross-platform multiplayer, and sick new game modes,
0:18.9	we can put an end to shred loss everywhere.
0:22.3	Hit the new Tony Hawk's Pro Skater 3 and 4 and show the world that the shred's not dead.
0:26.4	Pre-order Tony Hawk's Pro Skater 3 and 4 and play the Foundry demo.
0:29.9	I think the dirt and the clouds are the only interesting parts of the game.
0:33.4	If you don't know Gary Vaynerchuk, well, you've probably been living under Iraq.
0:37.7	He has a multiple New York Times bestseller.
0:40.0	He has multiple nine-figure businesses.
0:41.9	People ask me how I scale Vayner, 1080-10.
0:44.4	I open and close.
0:45.3	So the truth is, you need to be an absolute freak of nature.
0:48.0	You have to have outlier behavior.
0:49.7	Do you know how fucking hard it is to make a million dollars a year?
0:51.8	How do you know what characteristics a great
0:54.3	founder has? Very early on in my career, I was unstoppable. Facebook, Twitter, and Tumblr to my first
0:59.9	reinvestments in my life. I went on pure intuition. What are your craziest predictions when it
1:04.4	comes to AI? My craziest prediction is that most people's grandchildren will marry an AI robot.
1:09.8	I had an epiphany. I was like, fuck.
	...

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