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Built to Sell: How to Scale with Exit Intention w/ Ryan Estes of Kitcaster
What if your biggest success came from a total collapse? For Ryan Estes, that moment came when the pandemic wiped out his agency’s entire client list. Instead of folding, he doubled down on a side project—Kitcaster—and turned it into a thriving podcast booking service that would eventually be acquired. In this episode, Ryan opens up about his scrappy start, the mindset shift that fueled his growth, and why building a culture rooted in clarity (not chaos) made all the difference.
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Episode Resources
“The Origin of Consciousness in the Breakdown of the Bicameral Mind” by Julian Jaynes (https://a.co/d/8gKcq1r)
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The Intuition Advantage: Using Gut and Grit to Bet Big and Bounce Back w/ Tom Williams of ELEASE
At just 25, Tom Williams launched his first lending business with $5,000, a dream, and a San Francisco office he secretly lived in. In this episode, Tom walks us through his unorthodox journey from boat-washing teenager to fintech founder, revealing the pivotal moments, early sacrifices, and bets that shaped his entrepreneurial path. He opens up about navigating failure, weathering the dot-com bust from inside Silicon Valley, and rebuilding from scratch to ultimately create a sustainable, values-driven business that’s thrived for over two decades. This is a story about resilience, conviction, and what it really takes to build a business from the ground up.
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Episode Resources
“The Man in the Glass” by Anonymous (https://allpoetry.com/The-Man-in-the-Glass)
“The Man in the Arena” by Theodore Roosevelt (https://www.theodorerooseveltcenter.org/Learn-About-TR/TR-Encyclopedia/Culture-and-Society/Man-in-the-Arena.aspx)
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Validating Your Startup Idea w/ Iñaki Gonzalez of Climatta
Iñaki joins the show to share how he turned a no-code prototype and one powerful ally into his fast-growing climate-tech startup, Climatta. He dives into the power of starting lean, why building with customer feedback is everything, and how trust—not just traction—wins investors. From co-founder dynamics to bootstrapping with nothing but a Figma file and a favor, this is a raw, insightful look at what it really takes to build something that matters.
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Episode Resources
“Only the Paranoid Survive” by Andrew Grove (https://a.co/d/acCH658)
“Predictable Revenue” by Aaron Ross (https://a.co/d/iFC7efW)
“The Mom Test” by Rob Fitzpatrick (https://a.co/d/drMFDyi)
“Crossing the Chasm” by Geoffrey Moore (https://a.co/d/9tq5mlq)
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