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Latest / The Playbook

The Power of Persistence

In today’s episode, I sit down with entrepreneur Dylan Conroy to talk about the journey from growing up with financial insecurity to building wealth, losing it all, and finding a greater purpose through faith and service. I share lessons learned from my time with Lee Steinberg, stories about negotiating major sports deals, and a memorable conversation with Ray Lewis that changed how I think about desire and commitment. We also discuss the lasting influence of Napoleon Hill, why wisdom matters more than ever in the age of AI, and how relationships, experiences, and persistence create…

The skinny

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