The mastermind behind the biggest online communities in the world - Casey Woodard

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In this episode, Dylan Vergara interviews Casey Woodard, an entrepreneur with a diverse background in sales and reselling. Casey shares his journey from selling cars at CarMax to building successful online communities and a venture capital fund. He discusses his move from New York to Austin, the value of college education, and his early entrepreneurial ventures, including flipping items for profit. Casey also reflects on his experience with the Audi R8, his negotiation skills, and the birth of his reselling community, Divine Star, which focuses on sneaker reselling and online arbitrage. In this conversation, Casey shares his journey from starting a simple newsletter to building the largest reselling community online. He discusses the importance of community retention, the challenges of non-financial communities, and the strategies behind scaling and acquiring other communities. Casey emphasizes the need for a strong brand identity and the significance of maintaining the culture of acquired communities. He also reflects on his personal branding choices and how they align with his business goals. In this conversation, Casey discusses the evolution of his business strategies, focusing on community building and investment in various sectors, particularly health and wellness. He emphasizes the importance of leveraging skills in community management for business growth, the significance of authentic relationships in sales, and the lessons learned from his journey towards financial freedom. Casey also reflects on the impact of his financial milestones and the role of sales in achieving success, encouraging others to embrace failure and change their environments for personal growth.