Venture capital isn’t luck — it’s math. Jess Larsen sits down with Jamie Rhode, Partner at ScreenDoor, to reveal how elite allocators consistently hit 3× returns and 20–25% CAGR over decades.

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Julie Wainwright transformed the stigma around “used” luxury into a movement worth over a billion dollars. The founder of The RealReal, reveals the story behind the luxury resale empire that changed how the world shops for secondhand fashion. In conversation with Jess Larsen, she shares how she identified a market gap Amazon couldn’t fill, scaled from her living room to IPO, and turned setbacks into strategy.

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What do Apple, Google, Meta, and Microsoft all have in common? They’ve all relied on Glenn Gow’s expertise. Having coached over 20 CEOs, advised Fortune 500 companies, Glenn joins Jess Larsen to talk about the brain science of leadership, why top founders and athletes all rely on coaches, and how AI is becoming a make-or-break tool for companies.

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Biotech might produce the world’s next trillion-dollar company—and Simba Gill and Steve Ledger are betting on it. Join Jess Larsen as he explores how Serina Therapeutics’ drug optimization platform could reshape the future of treatment for Parkinson’s, cancer, and beyond. Simba, with four decades of biotech leadership, and Steve, with roots in finance and venture, share how science, capital, and mission come together to drive massive impact. This is a behind-the-scenes look at what happens when breakthrough science collides with visionary leadership.

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Michael Episcope started his career on the chaotic trading floor of the Chicago Mercantile Exchange, twice ranked as one of the top 100 traders in the world. But when automation disrupted his industry, he pivoted. With his own wealth on the line, he co-founded Origin Investments in 2007, just before the financial crisis. In this episode with Jess Larsen, Michael shares the hard lessons from losing money in bad deals, the pivot during 2008 that set up Origin’s growth, and how they scaled to more than $2 billion under management. From risk management to wealth preservation, this conversation is a masterclass in how to grow — and keep — wealth.

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What do millionaires and billionaires know that the average person doesn’t? That it only takes one lawsuit to wipe out a lifetime of work. In this episode, Jess Larsen sits down with Hillel Presser, attorney and founder of The Presser Law Firm, to reveal the step-by-step strategies the wealthy use to bulletproof their assets. From protecting homes and businesses to safeguarding investments and retirement accounts, Presser explains how anyone — not just the ultra-rich — can secure their future. This conversation is a wake-up call for entrepreneurs, investors, and leaders who want to keep what they’ve worked so hard to build.

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From record-breaking $160M sales to becoming a real estate media empire, Ryan Serhant has redefined what it means to lead with confidence. In this episode, Ryan breaks down the mindset, systems, and self-belief behind his success—including his signature "5 Ps of Power." This isn’t just about real estate. It’s about building a brand that outlasts the market.

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What does it take to lead a team where decisions happen at 60 mph and trust can’t wait? SailGP Canada Team Coach Billy Gooderham shares the highs and heartbreaks of racing, including recovering from a devastating crash, staying mentally sharp under pressure, and turning risk into high performance. This is leadership—wind, speed, and all.

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