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BigDeal by Codie SanchezThe Biggest Bets I Made — And How They Paid Off: Gary Vee
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WHAT IT’S REALLY ABOUT
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.
- He describes management habits such as 10/80/10, where he shapes the first 10% and closes the last 10% of important work, and argues that small business owners lose by living in the middle 80%.
- He says a local business owner should start with content and treat the store as the studio, since a personal brand is a moat and he says an iPhone is all the production anyone needs.
- He names live social shopping on TikTok Shop and Whatnot as today's underpriced attention, and also points to Snapchat Spotlight, Substack and IRL streaming.
- He calls AI the biggest shift since the internet, predicts that many people's grandchildren will marry AI robots, and urges people to spend time every day learning and using AI tools.
IDEAS WORTH REMEMBERING
5 ideasAnalyze the person, not just the idea
Gary says his early investments in Facebook, Twitter and Tumblr worked on intuition about the founder, while a three-year stretch of backing ideas alone led to losses like Yobongo.
Open and close, avoid the middle
Under 10/80/10, Gary shapes the first 10% of important work and closes the last 10%, and he says small business owners fail by spending all their time in the 80.
Content and personal brand are a moat
Gary says a personal brand is the one asset that doesn't get commoditized even in an AI world, and that creating content also teaches you to run ads for your own business.
Production value is often an excuse
Gary says lack of production is a cover for insecurity and notes he used a $239 Best Buy camera for years. Codie adds that her best-performing ads are unpolished, like a window cleaner revealing a price.
Live social shopping is today's underpriced attention
Gary recommends TikTok Shop and Whatnot for anyone selling physical products, and says creators who sell instead of posting lifestyle content can make millions. He cites estimates of about 30% of Chinese e-commerce and roughly 6% in the US, which he plans to verify.
WORDS WORTH SAVING
5 quotesDo you know what imposter syndrome is? It's called insecurity. We've just given it makeup.
— Gary Vaynerchuk
I think the dirt and the clouds are the only interesting parts of the game.
— Gary Vaynerchuk
if you're paying for your kid when they're a grown adult, you're telling your kid you don't believe in them, through your actions, not your words.
— Gary Vaynerchuk
Production often, often, again, is disguising insecurity.
— Gary Vaynerchuk
Technology's undefeated.
— Gary Vaynerchuk
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SPEAKERS
Gary Vaynerchuk
guestEntrepreneur and CEO of VaynerMedia/VaynerX, known as “Gary Vee,” focused on marketing, attention strategy, and investing.
Codie Sanchez
hostInvestor and media host of the Big Deal podcast, focused on business acquisitions and entrepreneurship.
High quality AI-generated summary created from speaker-labeled transcript.
