271: Fighting Food Waste and Growing Fast, With Ben Chesler of Imperfect Foods

271: Fighting Food Waste and Growing Fast, With Ben Chesler of Imperfect Foods

Ben Simon showed up at his college classmate Ben Chesler’s door with a giant, ugly sweet potato, plopped it down in front of him, and declared, “This is the future.” Chesler believed him. Simon had visited multiple farms in California, and discovered that 20% of the state’s produce was being thrown out, which amounted to around 3 billion pounds of unnecessary waste. Together, with their friend Ron Clark, the trio launched a service in 2015 that would save ugly, unwanted fruits and vegetables and deliver them to consumers at low prices. They called it Imperfect Foods. Thanks to an admirable mission and relatively untouched market, Imperfect Foods took off. Four years after the launch, the company now boasts six fulfillment centers in over 20 cities and more than 1,000 employees. The team is also expanding their offerings in order to fight food waste across the entire system, now offering dairy, dry goods, and canned foods to their customers as well. Learn more about food waste, the power of customer interactions, and the importance of giving employees a stake in a company in this interview with Chesler. Key Takeaways How Chesler and Simon got their start tackling food waste in the nonprofit world The giant, ugly sweet potato that became the catalyst for Imperfect Foods The hilarious story of how Reddit brought in more customers for Imperfect Foods than The New York Times Why the original founding team’s first hires were a bunch of teenagers A look into Imperfect Foods’ massive growth over just four years Why product-market fit wasn’t on the team’s mind until six months after the company’s launch The brilliant marketing strategy that helped Imperfect Foods take off The power of customer interactions Why Chesler and the founding team make sure every single employee works in the warehouse at least once—and has access to stock options The biggest challenges Imperfect Foods faces Chesler’s reasoning for hiring people you have no business hiring, early on

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623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

623: $500K in Debt, 5 Maxed Credit Cards — How Jordan Harper Built an 8-Figure Brand in Year One

Jordan Harper built an eight-figure skincare brand in its first year by maxing out five credit cards while already $500,000 in debt — and never raised a single dollar from investors. In this inter...

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622: (Solo) The Truth About Founder-Led Content in 2026

622: (Solo) The Truth About Founder-Led Content in 2026

Founder-led branding isn’t dead — but it is evolving fast. Showing your face and posting “day in the life” content is no longer enough to stand out. The bar has risen, audiences have matured, and what...

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621: We Bet $200K on Bras Before Making a Single Sale — Sold 400,000 in 2 Years | Nala

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Nala was built by two founders with no fashion background who invested $200,000 before making a single sale and went on to sell over 400,000 pieces in just two years. In this interview, Chloe and ...

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620: (Solo) The Secret to Making Bold Business Moves With Confidence

620: (Solo) The Secret to Making Bold Business Moves With Confidence

One of the biggest challenges founders face — especially at the end of the year — is knowing what to do next and feeling confident that the move you're about to make is the right one. Certainty feels ...

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619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

619: Airline Charged Me $65 - So I built a $250M Competitor | Adam Ewart

Adam Ewart turned a £50 excess baggage fee into a global bootstrapped logistics company operating in 145 countries and staying profitable for 15 straight years. In this interview, Adam breaks down ...

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618: (Solo) What 5 World-Class Founders Taught Me This Year

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Every year I sit down with some of the world’s most fascinating founders — but this year’s interviews hit me harder than most. Reinvention, resilience, copycats, failure, loneliness after exits, scrap...

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617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

617: How A Failing Skincare Brand Became An 8-Figure Makeup Empire | Aliett Buttelman

Aliett Buttelman spent eight years grinding in the dark before a single viral moment with Taylor Swift turned Fazit into an overnight seven-figure brand. In this interview, Aliett breaks down the ...

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616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

616: (Solo) 5 Honest Business Lessons I’m Taking Into 2026

2025 has been one of the most eye-opening years of my founder journey — personally, professionally, and strategically. Instead of sharing a highlight reel, I want to share the real lessons that moved ...

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