195: From Pro Skateboarder to Running a Brand-Building Empire, With Rob Dyrdek of Dyrdek Machine

195: From Pro Skateboarder to Running a Brand-Building Empire, With Rob Dyrdek of Dyrdek Machine

Growing up as a fanatical skateboarder first in Ohio and then moving to California as a teen to pursue skating professionally, many of his friends and fellow skateboarders were older than him and running their own businesses. From a very young age, he was steeped in skateboarding’s DIY culture, always on the lookout for the next frontier in the sport, or scrappy new brand to emerge from the scene. From skate shops to clothing companies, Dyrdek was exposed to a variety of entrepreneurial ventures early in life. Key Takeaways The core traits Dyrdek looks for when investing in businesses and entrepreneurs What his “core to more” philosophy is and how it contributes to a company’s longevity Dyrdek’s many business successes (and failures) and what he learned from each

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614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

614: (Solo) Running on Fumes? Reset Your Mindset Before The Year Ends

If you’re dragging yourself toward the end of the year feeling exhausted, overwhelmed, and mentally drained, you’re not alone. This is one of the toughest stretches for founders — you’re still runni...

16 Dec 20259min

613: Why Most Beauty Brands Fail - and How to Beat The Rest | DIBS Beauty Founder

613: Why Most Beauty Brands Fail - and How to Beat The Rest | DIBS Beauty Founder

DIBS Beauty went from zero to one of America’s fastest-growing makeup brands in just four years, with founder Jeff Lee scaling the business into the mid–8 figures and landing a top spot on the Inc. ...

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612: (Solo) Funding vs Bootstrapping - The Real Tradeoffs EVERY Founders Needs To Know

612: (Solo) Funding vs Bootstrapping - The Real Tradeoffs EVERY Founders Needs To Know

Should you raise money or bootstrap your business? It’s one of the biggest questions every founder faces — and the wrong decision can shape the entire future of your company. In this episode, I share...

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611: From Homeless to Multi-Billionaire - His Success Habits | John Paul DeJoria

611: From Homeless to Multi-Billionaire - His Success Habits | John Paul DeJoria

John Paul DeJoria went from being homeless twice to building two global billion-dollar brands, Paul Mitchell and Patrón Tequila, using nothing but resilience, sales mastery, and a refusal to quit. ...

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610: (Solo) The Secret to Finding Agencies That Don’t Burn You

610: (Solo) The Secret to Finding Agencies That Don’t Burn You

When you’re just starting out, the fastest way to grow isn’t automation, ads, or scaling systems — it’s doing things that don’t scale. In this episode, I share why the most successful founders — fr...

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609: From $0 to $20M in 3 Years Selling Suppliments | Damien Fitzpatrick

609: From $0 to $20M in 3 Years Selling Suppliments | Damien Fitzpatrick

From professional rugby player to successful entrepreneur, Damien Fitzpatrick built a sports recovery brand trusted by elite athletes around the world. In this interview, Damien shares how he went...

27 Nov 20251h 4min

608: (Solo) Why Short-Term Wins Can Quietly Kill Your Business

608: (Solo) Why Short-Term Wins Can Quietly Kill Your Business

When I first started Foundr, I made a lot of short-term decisions — and most of them hurt us more than they helped. It took years (and a few hard lessons) to understand that sustainable growth only co...

25 Nov 202510min

607: How I Built a $120M/Year Cookie Business From My Appartment | Loren Castle

607: How I Built a $120M/Year Cookie Business From My Appartment | Loren Castle

Loren Castle turned a life-threatening cancer diagnosis at 22 into the spark that built Sweet Loren’s, a $120M-a-year clean food brand now sold in over 5,000 supermarkets nationwide. In this inter...

20 Nov 202551min

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