Episodios

  • Psychedelics Might Be the Future of Mental Health | Althea CEO, Niko Skievaski

    Psychedelics Might Be the Future of Mental Health | Althea CEO, Niko Skievaski
    Apr 16 2026
    From building APIs in healthcare to building a “psychedelic system of record,” Niko Skievaski has always been ahead of the curve. In this episode, he shares how his entrepreneurial journey led him into one of the most misunderstood industries today. He explains the stigma, the science, and the opportunity—and why now is the moment everything is changing. If you’re curious about the future of healthcare, this episode will open your mind.
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    49 m
  • Managing vs Leading | Executive Advisor Dr. Keith Dorsey

    Managing vs Leading | Executive Advisor Dr. Keith Dorsey
    Mar 26 2026
    What’s the real difference between managing and leading? Most people think they know. Few actually do. Dr. Keith Dorsey breaks it down simply: management is execution, leadership is direction. But the implications go much deeper than that. In this episode, you’ll hear how leaders unintentionally hold their teams back, how culture shapes performance, and why clarity of role matters more than motivation. If you’re building a team—or trying to step into leadership—this will give you a clearer lens on what the job actually requires.
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    1 h y 8 m
  • Most Companies Are Stuck in AI “Pilot Purgatory” | Keynote Speaker Charlene Li

    Most Companies Are Stuck in AI “Pilot Purgatory” | Keynote Speaker Charlene Li
    Mar 12 2026
    Charlene Li has advised executives at some of the world’s most influential companies—and she sees a major leadership gap emerging around artificial intelligence. In this episode of Boundary Breakers, she explains the difference between knowing about AI and actually leading with it. Charlene shares why leaders must focus less on shiny tools and more on solving real business problems. She also discusses the cultural side of disruption: why organizations freeze when uncertainty rises and how strong values help teams move forward with confidence. This conversation blends strategy, psychology, and leadership wisdom into a powerful guide for navigating change. If you’re trying to figure out how AI fits into your organization’s future, you won’t want to miss it.
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    1 h y 2 m
  • AI Governance Before AI Breaks You | CEO Matt Kunkel

    AI Governance Before AI Breaks You | CEO Matt Kunkel
    Feb 19 2026
    AI is moving fast, and companies are scrambling to keep up…without blowing themselves up. Matt Kunkel explains why AI governance is about enabling innovation, not slowing it down, and how his customers are drowning in AI requests with no clear standard to follow. Brandon and Matt get into why this is a massive tailwind for risk and compliance, and why “guardrails” are the only way to scale AI responsibly. But this episode is also a founder story: leaving a million-dollar salary, bootstrapping at zero, Techstars, Jeff Weiner, and building culture that actually shows up in day-to-day decisions. You’ll walk away with a clearer picture of what it takes to build, raise, and survive.
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    52 m
  • What Hedge Funds Really Do | Founder & CEO Mark Matson

    What Hedge Funds Really Do | Founder & CEO Mark Matson
    Feb 12 2026
    What if the biggest risk to your money… isn’t the market, but you? Mark Matson has spent decades studying why smart people still make terrible investing decisions. In this episode, he tells the story of walking away from an industry built on prediction, stock-picking, and commissions — even when it paid him extremely well. Mark explains why most active managers underperform, why hedge funds look smarter than they are, and why Bitcoin isn’t the “currency” people think it is. But the deeper point is human: our brains are wired for panic, comparison, and magical thinking. Mark’s mission is to replace that chaos with process, purpose, and coaching. This one will challenge how you see money — and yourself.
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    1 h y 14 m
  • The Birth of UGG Was Almost a Failure | Founder Brian Smith

    The Birth of UGG Was Almost a Failure | Founder Brian Smith
    Jan 15 2026
    What if your biggest failures are actually preparing you for your breakthrough? In this powerful episode of Boundary Breakers, Brian Smith, the founder of UGG, walks Brandon Ansley through the nearly 20-year journey it took to build a brand the world now takes for granted. From selling just 28 pairs in his first season to learning why perfect ads were killing his brand, Brian shares the painful lessons that reshaped his thinking. He explains how intuition, authenticity, and perseverance mattered more than strategy or spreadsheets—and why entrepreneurs can’t skip the “infant stage” of their ideas. This episode isn’t about hype. It’s about grit, timing, trust, and the quiet courage required to keep going when nothing is working—yet.
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    59 m
  • 25% Unemployment in 18 Months? | Founder & CEO Kevin Dean

    25% Unemployment in 18 Months? | Founder & CEO Kevin Dean
    Jan 8 2026
    In this Boundary Breakers episode, Brandon Ansley sits down with ManoByte Founder & CEO Kevin Dean to unpack why he believes we could see 25% unemployment within 18 months—and what leaders can do right now to prepare. Kevin shares his origin story: growing up dirt poor in Lexington, Kentucky, selling candy at a wealthy school just to buy lunch, and later walking away from the Fortune 500 world after a scuba-diving “I’m done” moment. Then the conversation turns to AI agents, “digital coworkers,” and why most AI implementations fail. If you’re running a company and still treating AI like software, Kevin says you’re already behind.
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    1 h y 1 m
  • Cracking Adulting with AI Founder & CEO Realworld Genevieve Bellaire

    Cracking Adulting with AI Founder & CEO Realworld Genevieve Bellaire
    Nov 13 2025
    Student loans, health insurance, taxes, leases—no one taught us this. Genevieve Bellaire, Founder & CEO of Realworld, did something about it. In this episode of Boundary Breakers, she tells Brandon Ansley how she turned her post-grad frustration into a product that helps millions navigate life admin with step-by-step playbooks, checklists, and decision tools. They talk about building a company around real human pain, designing for clarity in a world of jargon, and creating a brand that earns trust from Gen Z and their employers alike. From zero to product-market fit, the story is part mission, part systems design—and totally practical for anyone who’s ever googled “how to adult” at 1 a.m.
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    55 m