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

ℹ️ EPISODE INFO

Released

July 9, 2025

Duration

1h 18m

Channel

BigDeal by Codie Sanchez

Watch on YouTube

▶ Open ↗

📝 EPISODE DESCRIPTION

My new book Own Or Be Owned is out now! I wrote Own or Be Owned to answer one question: How do you make more money, less miserably? I broke it into the 12 Profit Levers… The 12 levers I've seen determine whether you print cash or hate your life. Check it out: → https://contrarianthinking.biz/oobo_bigdeal 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. 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.com/to/WBztXXID 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

🎤 SPEAKERS

• Gary Vaynerchuk

  guest

  Entrepreneur and CEO of VaynerMedia/VaynerX, known as “Gary Vee,” focused on marketing, attention strategy, and investing.

• Codie Sanchez

  host

  Investor and media host of the Big Deal podcast, focused on business acquisitions and entrepreneurship.

🧾 EPISODE SUMMARY

In this episode of BigDeal by Codie Sanchez, featuring Gary Vaynerchuk and Codie Sanchez, The Biggest Bets I Made — And How They Paid Off: Gary Vee explores Gary Vaynerchuk on Investing Instincts, Underpriced Attention, Merit, and AI's Coming Disruption Gary Vaynerchuk says he invests and hires on intuition about the person and the business, which he calls the jockey and the horse, and says he lost money when he backed ideas without analyzing the founder.

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