Problem Solvers

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Why Most Founders Can't Grow Past 25 Employees May 25, 2026

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David Rusenko built Weebly from a dorm room start-up with friends to a business with 300 employees and over $200 million in revenue. But somewhere around employee 25, he hit a wall and realized the problem wasn't his team. It was him. A chance dinner with Richard Branson changed everything.

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How Burger King Is Making a Comeback May 18, 2026

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The President of Burger King, Tom Curtis, knew the brand had gotten stale and that customers had drifted away. So he did something almost no executive does. He gave out a phone number and told people to call him directly. Over 41,000 calls came in. What followed was a viral moment but more importantly, it became a real-time feedback engine. Tom sits down with Jason to talk about why he opened the phone lines, what Burger King has actually done with everything it heard, and how the brand spent four years quietly rebuilding before it ever asked customers to come back.

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What Is Your Time Worth? May 11, 2026

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Unsure what to charge for your services? You're not alone. Ilana Golan struggled with that too, until she developed a framework she now teaches to others through her Leap Academy.

On this episode, Ilana helps you set your rates and get what you deserve.

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Tetris: Building a Brand Beyond the Block May 04, 2026

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If you're a 90s kid like Jason, you probably grew up with Tetris. But not like Maya Rogers grew up with Tetris. Her dad brought the game from the Soviet Union to the rest of the world. Now Maya runs the brand herself, and the job is trickier than it sounds. How do you honor something people feel deeply nostalgic about while also making sure a seven-year-old in 2026 cares about it too? Maya joins Jason to break down the strategy, including one surprisingly powerful legal move that keeps anyone from just copying the game and calling it something else.

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How to Find Your First Customers Apr 27, 2026

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How do you find your first customers? It’s a question first-time founders are often flummoxed by. But Keith Krach has developed a tried-and-true strategy—starting during his days at Ariba (which sold for billions), and extending into his current time as chairman of Docusign. In this special live edition of Problem Solvers, taped at Entrepreneur Live in 2018, Keith explains how to turn a company’s first customers into valuable ambassadors.

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Stop Being Interchangeable Apr 20, 2026

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It's a noisy world. If you want to succeed, you must learn to stand out — or to become, as Jason calls it, "singular." In this episode, he offers a formula for increasing your value: Instead of relying on your expertise or quality of products alone, you must combine that expertise with a well-communicated unique perspective. Here’s how to become the only person people think of when they need what you do.

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The Formula for Efficient, Effective Content Apr 13, 2026

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It's the 450th episode. Okay, it's actually the 451st. But close enough. Every 50 episodes, Jason steps back and reflects on the show: how it's changed, why it's changed, and what he's learned from making it. And this time, he shares the formula for why it’s changed over the years.

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You Can’t Scale a Secret Apr 06, 2026

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Danielle Sepsy started developing her secret scone recipe at 13. That recipe built The Hungry Gnome. But to grow, she had to share it with her team, and eventually with the world in her new book, The Scone Queen Bakes. So how do you scale a secret without losing your edge? Danielle figured it out. And this week, she's telling us how.

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Win Your Category Mar 30, 2026

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What if the secret to winning in business isn't competing better? What if it's competing less? That's the idea behind category creation. And this week, Jason is speaking with Kevin Maney, co-author of The Category Creation Formula, to break down exactly how it works. Kevin lays out a simple but powerful formula for creating and owning your category. Drawing on real-world examples ranging from the minivan to White Claw, Maney shares his strategies for success.

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Insider's Guide to LinkedIn Mar 23, 2026

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Everyone says to “build your personal brand,” but how do you actually do that on LinkedIn? In this episode, Jason talks with Laura Lorenzetti, Senior Director and Executive Editor at LinkedIn News, about what really works and what doesn’t. They walk through how to create content that sparks conversation and build a repeatable strategy for growing your personal brand. Along the way, they bust some common LinkedIn myths, and Laura shares when the perfect time to post on LinkedIn really is. Whether you're growing a business or a career, this is how to make LinkedIn work for you. This is a new edit of an older episode.

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