In this episode of The Inflection Point, TJ sits down with former NHL player Jake Gardiner to talk about life after hockey, the transition into business, and his work in equipment financing for startups. Jake shares what athletes and founders have in common, why culture matters, how he evaluates founders, and what professional sports taught him about pressure, rejection, structure, and resilience.

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In this episode of The Inflection Point, TJ sits down with Narbe Alexandrian of Define Capital to talk about investing, lower-middle-market software, AI, cannabis, career inflection points, and what makes durable companies worth buying. Narbe shares how he moved from accounting to venture, became an operator in a public company, and now focuses on acquiring niche software businesses with strong retention and mission-critical value.

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In this episode of The Inflection Point, TJ sits down with Rebecca Kacaba, CEO and co-founder of DealMaker, to talk about building a new category in capital markets, leaving Bay Street to become a founder, and why community-led capital could change who gets access to funding. Rebecca shares lessons on early pivots, customer feedback, acquisitions, AI adoption, culture, and why execution still matters most.

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In this episode of The Inflection Point, TJ sits down with Max Marchione, co-founder of Superpower, to talk about longevity, healthcare, startup building, and the future of AI-driven medicine. Max shares why longevity is really about the number of meaningful experiences we get to have, how Superpower is working to democratize access to better healthcare, and why he believes every person may one day have an AI doctor.

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