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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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Can AI Give Our Kids Emotionally Intelligent Friends? w/ Peter Fitzpatrick of Fawn Friends
Can a robot become your child’s best friend? Peter Fitzpatrick thinks so. In this episode, Peter, co-founder of Fawn Friends, shares the personal story that led him to build emotionally intelligent AI companions for kids. From pool party hustles in grade school to raising millions in venture capital, Peter opens up about the emotional challenges of leadership, the power of character-driven products, and why putting truth first might be the most underrated startup strategy. If you’ve ever questioned whether you’re crazy to dream this big, this one’s for you.
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Episode Resources
Stay up to date with what Peter and his team are building (https://www.fawnfriends.com)
Learn more about Vernon Howard (https://www.anewlife.org)
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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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Inside the World of Deep Tech Investing w/ James Wang of Creative Ventures
How do you spot, then evaluate, the breakthrough technologies of tomorrow? In today’s episode, I sit down with James Wang — a deep tech investor who helps unpack the truths behind venture capital, startup success, and the gritty realities of building frontier technology companies. From founding a startup with his wife to investing in AI, robotics, and synthetic biology, James shares hard-earned insights on what separates funded founders from the rest, why the best product doesn’t always win, and how momentum — not just money — makes or breaks a startup. Whether you’re pitching, investing, or just curious about how it all really works, this conversation offers valuable perspective from a thought-leader in the niche but fascinating world of deep tech investing.
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Episode Resources
Subscribe to James’ Blog (https://weightythoughts.com)
Get more info on Creative Ventures (https://creativeventures.vc)
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Demistifying Angel Investing w/ Marcia Dawood
Angel investor, author, TEDx speaker, and SEC advisor Marcia Dawood joins me to pull back the curtain on what angel investing really is—and why you don’t need to be a millionaire or a finance expert to get started. She shares what most founders get wrong in their pitch, how to evaluate a startup beyond the hype, and why obsessing over the problem is more important than selling the solution. Whether you’re a founder raising capital or someone curious about investing in early-stage companies, this episode is packed with unfiltered insights you don’t want to miss.
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Episode Resources
Marcia’s Podcast: The Angel Next Door (https://www.marciadawood.com/angelnextdoor)
Marcia’s Book: Do Good While Doing Well (https://www.marciadawood.com/dogood)
“Venture Deals” by Brad Feld & Jason Mendelson: (https://a.co/d/eZTwdZy)
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From Bark to Bottle: Reinventing a Caribbean Tradition w/ Ana Bautista of Bayjoo
Ana left a decade-long career in ad tech to build a beverage brand inspired by Mabí — a traditional Caribbean drink brewed from tree bark. In this episode, she shares how nostalgia sparked innovation, how she bootstrapped her way through formulation fails and supply chain setbacks, and what it really takes to launch a CPG product solo. No funding, no co-founder — just grit, Google, and a vision to bring a forgotten flavor to the mainstream.
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Episode Resources
Try some Bayjoo! (https://bayjoo.com)
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Playing the Long Game: A Masterclass in Building, Scaling, and Exiting w/ Bob Knorr of Timeless Tartans
What does it take to walk away from a $15M term sheet? Bob Knorr did just that — choosing ownership, control, and vision over outside capital. He built that company (then 2 others) with a poignant blend of business sense, ethics, and intuition. In this episode we discuss how he built a medtech company from the ground up, bootstrapped it with creativity (and a Costco credit card), and ultimately exited to a publicly traded company. We discuss his other ventures and what he’s learned along the way about hiring the right early employees, developing a go-to-market strategy, and how to stay true to a vision while adapting to reality. Throughout every topic we cover, Bob shares hard-earned wisdom for founders at every stage.
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Episode Resources
Check out what Bob is currently building with his company “Timless Tartans” (https://timelesstartans.com)
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Don't Wait for Perfect: A Serial Entrepreneur's Guide to Launching Products w/ Martijn Smit of WhatPulse
In today’s episode I talk with Martijn Smit, a serial entrepreneur who’s mastered the art of rapidly getting new products to market. Martijn shares his journey from early coding experiments to building multiple startups, including how he balances efficiency with perfection. We dive into why shipping fast beats waiting for the product to be fully-baked, the myth of “if you build it, they will come,” and the power of testing ideas through MVPs. He also reveals his process for filtering ideas, fighting distractions, and overcoming challenges in marketing and sales. If you’re ready to launch smarter and faster, this episode is packed with actionable insights you won’t want to miss!
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Episode Resources
Check out a few of Martijn’s projects (https://whatpulse.org)(https://mutedeck.com)
Atomic Habits by James Clear (https://a.co/d/akrywzm)
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