Entrepreneurship is pressure, patience, and pain—and most people aren’t built for it. Before becoming one of the world’s top marketing experts, GaryVee worked at his family’s liquor store until he was 34, growing the business from $4 million to $60 million in annual sales. He was playing the long game, even as he loaded up cases of Dom Pérignon in his friends’ BMWs. Just nine years after founding VaynerMedia, he scaled it to over 800 employees, servicing clients like PepsiCo and GE. In this episode, GaryVee delivers a masterclass in day trading attention and social media marketing, sharing how to leverage interest graph algorithms in content strategy and modern advertising.

In this episode, Hala and Gary will discuss:

(00:00) Introduction

(04:22) Why Most People Can’t Be Entrepreneurs

(10:51) Doing What You Love Without Burning Out

(15:08) The Real Mental Health Cost of Entrepreneurship

(21:01) How Gary Spots Digital Trends First

(26:16) TikTokification and the Rise of Interest Graphs

(35:14) The Power of Targeted Audience Cohorts 

(39:29) Mastering Platforms and Pop Culture for Virality

(42:31) Using Strategic Organic Content to Win

(47:50) Why Storytelling Is Everything in Marketing

(52:00) Why Small Brands Can Now Beat Big Companies

Gary Vaynerchuk, famously known as "GaryVee," is a serial entrepreneur, investor, and CEO of VaynerMedia, a leading advertising agency. He is a pioneer in digital marketing and social media, known for his early adoption of platforms like YouTube and X (formerly Twitter). With over 44 million followers across various social media platforms, Gary is a prolific content creator and host of the top-rated marketing podcast The GaryVee Audio Experience. He’s also a five-time New York Times bestselling author, and was named on the Fortune list of the Top 50 Influential people in the NFT industry.

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Resources Mentioned:

Gary’s Book, Day Trading Attention: bit.ly/DayTradingAttention 

Gary’s Podcast, The GaryVee Audio Experience: bit.ly/TGVAE-apple 

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Entrepreneurship, entrepreneurship podcast, Business, Business podcast, Self Improvement, Self-Improvement, Personal development, Starting a business, Strategy, Investing, Sales, Selling, Psychology, Productivity, Entrepreneurs, AI, Artificial Intelligence, Technology, Marketing, Negotiation, Money, Finance, Side hustle, Startup, Career, Leadership, Health, Growth mindset, SEO, E-commerce, LinkedIn, Instagram, Communication, Video Marketing, Social Proof, Marketing Trends, Influencers, Influencer Marketing, Marketing Tips, Online Marketing, Marketing podcast