50 Chairs
50 Chairs
Podcast Description
Welcome to 50 chairs, where Gary Hensley — a 3x founder, investor whisperer, and storyteller at heart — sits down with world-changers, educators, and entrepreneurs to uncover how bold ideas become real movements. Whether it’s startups, school funding, or life’s curveballs — Gary’s been there, built that, and has the receipts.
Podcast Insights
Content Themes
The podcast focuses on entrepreneurship, technology, and personal growth, with episodes designed to highlight transformative ideas and leadership lessons. For example, the first episode features Tucker Hamilton discussing AI initiatives and the importance of teamwork in high-stakes environments, emphasizing themes such as resilience and adaptability.

Welcome to 50 chairs, where Gary Hensley — a 3x founder, investor whisperer, and storyteller at heart — sits down with world-changers, educators, and entrepreneurs to uncover how bold ideas become real movements. Whether it’s startups, school funding, or life’s curveballs — Gary’s been there, built that, and has the receipts.
In Episode 3 of 50 Chairs, Gary Hensley sits down with Lisa Sutton Gunderson to unpack a career defined by ambition, discipline, and reinvention—from law and business bankruptcy to building and exiting a successful bakery brand, competing in pageantry with a high-performance strategy, and ultimately joining The Veteran Fund as a GP through relentless conviction and values alignment. Lisa shares how high standards shaped her confidence, why studying failure patterns is a shortcut to smarter entrepreneurship, and how partnering with strong operators has enabled her to scale across industries while staying grounded in purpose.
@50chairs
For the 50chairs Playbook from every episode go to 50chairs.com

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