Uncharted

Uncharted
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Grow your business with advice from the best. Uncharted is a private collective of top-tier founders, funders, and creators — and on this podcast, our members share the unseen tactics and strategies that drive their success. It’s like you’re sitting next to them at an Uncharted event.

  1. 28 AVR.

    How to Win in a Crowded Market

    You don’t win on product alone. You win by recognizing the white space that’s hidden in plain sight In this episode, Jason talks with beverage entrepreneur Michelle Ivey — who built Illegal Mezcal and sold it to Bacardi, helped Megan Thee Stallion launch her tequila, and is now building multiple beverage brands — about what it actually takes to stand out when every shelf is full.

    45 min

  2. 14 AVR.

    How to Lead When Everything Is Changing

    During big technological shifts, leaders face a difficult question: How do you project calm and vision, while everything around you changes? Raynmaker CEO Joe Gagnon has led six companies, and has an answer: You must move as fast as the change itself. He explains how to create confidence in uncertain times, where AI actually helps (not hurts), and why the fundamentals of business matter more than ever.

    39 min

  3. 31 MARS

    How the Best Founders Solve Problems Faster

    How do founders stay calm, think clearly, and find answers faster when everything goes wrong?In this episode, host Jason Feifer talks with Gambit Robotics cofounder and former U.S. chess player Nicole Maffeo about the real mechanics of problem solving. They break down how great operators handle ambiguity, why patience is now a competitive advantage, how to “chunk” complex problems into solvable parts, and why losing well may be one of the most valuable entrepreneurial skills.

    38 min

  4. 17 MARS

    The Skill That Helps Founders Win in Any Industry

    If you’re thinking about a pivot, a new venture, or a move into unfamiliar territory, this conversation will give you a smarter way to think about starting from scratch. In this episode, Jason Feifer talks with Michael Louis, cofounder and CEO of the AI company Cerebrium, about what it takes to win in spaces you’ve never worked in before. Michael has built companies across blockchain, e-commerce, and AI, and he explains how he approaches every new market: by invalidating ideas fast, solving the next problem instead of obsessing over the long-term plan, building highly autonomous teams, and using relationships to accelerate learning and growth.

    38 min
  5. Achieve More Without Burning Out, with Global Expert Dr. Taryn Marie Stejskal

    4 MARS

    Achieve More Without Burning Out, with Global Expert Dr. Taryn Marie Stejskal

    Burnout is the greatest danger to any ambitious founder. But with the right strategies, you can drive hard, grow fast, and preserve your sanity. Dr. Taryn Marie Stejskal explains how. She’s the founder of the Resilience Leadership Institute, was previously head of executive leadership development & talent strategy at Nike, and a recognized expert on resilience and burnout.

    53 min
  6. Tim Draper, VC Legend

    10/04/2025

    Tim Draper, VC Legend

    Tim Draper graciously joined us while traveling, so we appreciate your patience with any audio variances during the conversation. In this episode of Uncharted, legendary venture capitalist Tim Draper joins for a wide-ranging conversation that’s part masterclass, part manifesto. From backing 20+ unicorns and buying Bitcoin when no one else would, to founding Draper University and creating a global pitch show, Draper unpacks his philosophy, his aversion to bureaucracy, and why trust and freedom are the bedrock of innovation. He shares war stories from early DFJ days, reflects on the rise and fall of China’s entrepreneurial boom, and dishes out advice on where the smart money should go next. Fly-Flat.com/Uncharted for $250 off your eligible long-haul, international, business and first class flight FlyFlat reclaims up to 90% of their customers’ time on booking international premium travel via their 24/7 white-glove concierge service. They average 35% off long-haul, international, business and first-class flights, and offer savings as high as 80% off for one-ways and last-minute flights.

    55 min
  7. Kevin Lavelle, Harbor

    06/03/2025

    Kevin Lavelle, Harbor

    In this episode, we sit down with Kevin Lavelle, founder of Mizzen+Main and now the visionary behind Harbor, a company reinventing baby sleep technology. Kevin shares his raw, unfiltered journey of building a multi-million dollar menswear brand from the ground up, the highs and lows of startup life, and what led him to leave it all behind to tackle an entirely new industry. He opens up about the early struggles of entrepreneurship—maxing out credit cards, going years without a salary, and navigating the emotional toll of building a business. Now, with Harbor, Kevin is taking another bold swing, challenging the status quo in the baby monitor industry and introducing a first-of-its-kind remote night nanny service. He reflects on his fundraising struggles, the lessons learned from venture capital roadblocks, and why resilience and conviction matter more than ever. Fly-Flat.com/Uncharted for $250 off your eligible long-haul, international, business and first class flight FlyFlat reclaims up to 90% of their customers’ time on booking international premium travel via their 24/7 white-glove concierge service. They average 35% off long-haul, international, business and first-class flights, and offer savings as high as 80% off for one-ways and last-minute flights.

    44 min
  8. Hailey Swartz, Actual Veggies

    20/02/2025

    Hailey Swartz, Actual Veggies

    In this episode of The Uncharted Podcast, we sit down with Hailey Swartz, co-founder of Actual Veggies, the brand behind what many call the best veggie burger on the market. With over $12 million in revenue and 6,000 retail doors, Hailey shares how she built a category-defining brand in a crowded and competitive CPG landscape. We dive into the state of the vegetarian market, the unexpected lessons from launching during COVID, and how Hailey and her team hacked their way into retail with bold strategies and scrappy execution—including their unexpected launch on QVC. Hailey also opens up about the highs and lows of fundraising, the realities of scaling in grocery, and why staying disciplined and lean is the key to survival in the ever-changing world of CPG. Fly-Flat.com/Uncharted for $250 off your eligible long-haul, international, business and first class flight FlyFlat reclaims up to 90% of their customers’ time on booking international premium travel via their 24/7 white-glove concierge service. They average 35% off long-haul, international, business and first-class flights, and offer savings as high as 80% off for one-ways and last-minute flights.

    28 min
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À propos

Grow your business with advice from the best. Uncharted is a private collective of top-tier founders, funders, and creators — and on this podcast, our members share the unseen tactics and strategies that drive their success. It’s like you’re sitting next to them at an Uncharted event.

Informations

  • Création
    Uncharted
  • Années d’activité
    2023 - 2026
  • Épisodes
    27
  • Classification
    Tous publics
  • Copyright
    © Uncharted
  • Site web de l’émission
    Uncharted