School of Hard Knocks Podcast

The School of Hard Knocks
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Mar 26, 2026 • 57min

Bill Gurley | Legendary Investor on Missing Google, Backing Uber, and What Makes Billion-Dollar Founders

Bill Gurley, legendary venture capitalist and early backer of Uber and Zillow, shares field-tested views on spotting network effects and why execution beats ideas. He reflects on passing on Google, what traits make founders scale, where to place your bets in crowded markets, and how young investors can build an edge.
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6 snips
Mar 20, 2026 • 53min

John Caudwell | The British Billionaire Who Lost Everything… Then Built a $2B Empire

John Caudwell, British entrepreneur and philanthropist who built Phones 4u and now backs youth charities. He recounts starting from losses, mastering commercial instinct and arbitrage. He talks about hiring elite talent, surviving supplier crises, scaling operations on thin margins, and channeling wealth into measurable charity work.
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Mar 12, 2026 • 1h 13min

Robert Croak | How the Sillybandz Founder Built a $100M Global Brand and Kept His Millions

Robert Croak is the founder of Sillybandz, the global toy brand that exploded into one of the biggest product crazes of the 2010s, selling billions of units worldwide. In this episode he shares the story behind discovering the idea in China, scaling from 17 to over 3,000 employees, and building a brand that reached hundreds of thousands of retail stores. Croak also breaks down lessons on entrepreneurship, venture investing, product-market fit, and the wealth habits that separate successful founders from the rest. This conversation dives deep into execution, failure, and building businesses that scale globally.Hosted on Ausha. See ausha.co/privacy-policy for more information.
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Mar 4, 2026 • 53min

Ben Pogue | He Took Over His Dad’s Company at 29… Now He Owns a $20M Private Jet

Ben Pogue is the CEO of one of America’s fastest growing construction companies, generating over $1.5 billion in annual revenue. After unexpectedly taking over the business at age 29, he navigated personal hardship, public industry controversy, and massive leadership pressure. In this episode, Ben shares how culture, faith, and people-first leadership transformed his company into a powerhouse with industry-leading client retention. The conversation explores crisis leadership, scaling teams, building billion-dollar companies, and the mindset required to endure the hardest seasons of entrepreneurship.Hosted on Ausha. See ausha.co/privacy-policy for more information.
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Feb 25, 2026 • 58min

Forbes Riley | From Actress to the Pitch Queen, $2.5B in Sales, Media, and Modern Selling

Forbes Riley is the “Pitch Queen,” known for selling over $2.5B in products across TV, infomercials, and live demonstrations, including 64,000 units in 24 hours and $1.2M in a day.In this episode, she breaks down the pitch structure that creates instant desire, third-party proof, urgency, and closes without over explaining.She also shares the personal adversity that shaped her obsession with communication, confidence, and legacy.A tactical masterclass on getting “yes” faster without sounding like a salesperson.Hosted on Ausha. See ausha.co/privacy-policy for more information.
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Feb 18, 2026 • 57min

Vick Tipnes | From $78 in His Bank Account to Owning a Private Jet

Vic Tipnes, a healthcare entrepreneur who scaled a dominant home sleep testing company from almost nothing. He recounts hitting $78 in the bank and choosing to double down. He explains aggressive deal-making, using service as a competitive weapon, rapid hiring after rival failures, scaling culture through personal branding, and how a private jet changed opportunity and standards.
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6 snips
Feb 11, 2026 • 1h 5min

Myron Golden | You’re 60 Minutes Away From NEVER Being Broke Again!

Myron Golden, a sales strategist who turns content into cash and trains entrepreneurs, shares bold takes on value over effort. He explains how proximity creates opportunity. He breaks down offers that replace time-for-money, using the law of averages in sales, faith-guided decision making, and turning media and mentorship into profitable authority.
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Feb 6, 2026 • 53min

Jim Keyes | Former CEO of 7-Eleven and Blockbuster on What Always Happens Before a Company Crash and How He Ran Multi Billion Dollar Busines

Jim Keyes, former CEO who led 7‑Eleven and Blockbuster, draws on turnaround and global expansion experience. He recounts how crisis propelled his career and why fear collapses companies. He discusses cultural literacy for international growth, the CEO’s 45,000‑foot view, people as the top asset, earning equity, and cutting toxic culture to save a business.
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18 snips
Jan 29, 2026 • 59min

Vic Keller | Sold 9 Companies Including 3 to Berkshire Hathaway on Building Durable Businesses, Partnerships, and Wealth

Vic Keller, serial entrepreneur who founded 17 companies and sold nine, including three to Berkshire Hathaway. He recounts blue-collar lessons that forged his edge. Topics include building durable, service-first businesses; choosing the right partners and hiring for character; deleveraging founders so companies survive; and when to walk from lowball offers.
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27 snips
Jan 23, 2026 • 1h 9min

Kirt Linington | He Came to America With $700… Then Sold for 9 Figures, Started Knocking On Doors At 42 & Made Millions

Kirt Linington, a South Africa–born entrepreneur who built a national roofing platform and sold it for a nine-figure exit. He discusses starting with $700, door-knocking sales before systems, scaling to $62M while working a corporate job, handling rejection as a skill, preparing for private equity, and integrating acquisitions into one national platform.

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