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Problem Solvers

Problem Solvers

Entrepreneur Media 474 Episodes Oct 12, 2026

You have business problems. This show has solutions. Each week, Entrepreneur’s Editor in Chief Jason Feifer digs deep with entrepreneurs and CEOs — identifying the major problems they faced, the solutions that worked, and how YOU can put them to use in your business. No fluff, all tactics. Let’s solve your problems.

Episodes

GoFundMe's Problem Wasn't the Product
GoFundMe's Problem Wasn't the Product Oct 12, 2026 1483 GoFundMe had a strange problem. About a quarter of people created fundraisers and then never shared them. Better share buttons didn't fix it. That's because the problem wasn't the product. It was human. Asking for help is really, really hard. CEO Tim Cadogan explains how GoFundMe rebuilt around that truth, and why the fix generated more than double the help they expected. This episode of Problem
What Customers Ask For vs. What They Actually Want
What Customers Ask For vs. What They Actually Want Oct 5, 2026 1656  SimpliSafe was built for renters. Renters didn't buy it. Homeowners did. Jason has told that story for years, because it's a perfect lesson in how founders get their customer wrong. But he never asked the obvious follow-up: once you finally find the right customer, then what? Now, 20 years in, SimpliSafe founder Chad Laurans and CEO Hilary Schneider reveal what comes after product-market fit
Jon Taffer's Complete Guide to Franchising
Jon Taffer's Complete Guide to Franchising Sep 28, 2026 3025 Jon Taffer, host of the hit TV show "Bar Rescue", has sat on both sides of the franchising table. He's been a franchisee, including one franchise you'd never guess. Now, as founder of Taffer's Tavern, he runs his own franchise system. And even with 40-plus years in business, he's shopping for his next franchise right now. That perspective means he knows exactly what to ask before buying in. The qu
The Forbidden Love Every Founder Feels
The Forbidden Love Every Founder Feels Sep 21, 2026 1743 Raj Mehra had it all: a personal reason to build, a hot new technology, a sector ripe for disruption. Then he put his product in front of real users and watched them fail to use it. So he did the hard thing. He listened. What he learned wasn't just a fix. It was a completely different company. This is the story of Sage Healthcare, and it's also the story of what it takes to break up with your own
Why Data-Driven Is a Trap
Why Data-Driven Is a Trap Sep 14, 2026 1728 Jason sits down with Sebastian Wernicke, data scientist and author of Data Inspired: Building an Organizational Culture of Inquiry for Lasting Transformation, to talk about why "data-driven" companies so often end up trapped inside what they already know instead of discovering what their customers actually need. They get into the sports car company that ignored its own sales numbers, the one quest
Pat Flynn asks "How Do You Sell A Personal Brand"
Pat Flynn asks "How Do You Sell A Personal Brand" Sep 7, 2026 2553 Before he was Deep Pocket Monster, Pat Flynn was the face behind Smart Passive Income. Eighteen years later, he's ready to pour everything into Pokémon, but he's not willing to abandon the community that built him. So he made a call most founders never make. Liz Wilcox, an email marketing expert with her own exit story, joins him to explain what happens next. Learn more about your ad choices. Visi
How a Dying Arcade Brand Became a Nostalgia Machine
How a Dying Arcade Brand Became a Nostalgia Machine Aug 31, 2026 2055 A few years ago, Jason rediscovered his love of Pop-A-Shot, the arcade basketball game. What he didn't know was the whole story behind Pop-A-Shot's sudden renaissance. Tony Stucker, the CEO of Pop-A-Shot, joined the show to unpack the brand strategy behind the turnaround and what it takes to extract new growth from a legacy asset. Learn more about your ad choices. Visit megaphone.fm/adchoices
Why Your Feedback Isn't Landing
Why Your Feedback Isn't Landing Aug 24, 2026 1785 Jason once got an edit back covered in red, all caps, like he'd been screamed at on paper. He swore he'd never do that to anyone, but it turns out most of us are still getting feedback wrong. Caroline Webb, author of Leadership Intelligence, breaks down the one shift that makes people actually hear you. It's simpler than you think, and it starts with what you say before the criticism.. Learn mor
How to Be Irreplaceable In an AI World
How to Be Irreplaceable In an AI World Aug 17, 2026 1859 Will AI make entrepreneurship easier—or make entrepreneurs irrelevant?In this episode of Problem Solvers, Jason Feifer sits down with LinkedIn Chief Economic Opportunity Officer Aneesh Raman, co-author of Open to Work: How to Get Ahead in the Age of AI, to rethink the biggest fear around AI and business: that technology is coming for your job, your company, and your edge.Jason shares his “AI is a
You're Wasting an Hour a Day Doing This
You're Wasting an Hour a Day Doing This Aug 10, 2026 1498 Executive Coach Neal Schore says that fear-driven habits are quietly stealing at least an hour from your day, every day. Drawing from decades of coaching founders, operators, and unicorn CEOs, Neal explains how anxiety about being fired, judged by boards, or seen as “not enough” leads to endless Slack chains, diluted meetings, and mental “swirls” that crush focus and time. Neal and Entreprene
Why This CEO's Billion Dollar Idea Almost Didn't Survive Its Own Pilot
Why This CEO's Billion Dollar Idea Almost Didn't Survive Its Own Pilot Aug 3, 2026 1741 Tom Szaky built TerraCycle into a recycling giant, then decided recycling wasn't good enough. His new venture, Loop, aimed to replace disposable packaging with reusable containers for brands like Tide and Häagen-Dazs. Consumers loved it. Retailers loved it. So why did it nearly die in four out of five test markets? Szaky breaks down the hidden flaw that almost killed Loop, and the simple insight t
How Pacsun Turned Customers Into a Sales Force
How Pacsun Turned Customers Into a Sales Force Jul 27, 2026 1707 Here's a number that should stop you: 11,000 pairs of jeans, sold in 36 hours, from one video posted by a customer with just 5,000 followers. That's the end result of years of work by Brieane Olson, CEO of Pacsun, who decided her brand needed to stop talking at its customers and start building with them. In this episode, Olson shares strategies from her new book, Co-Created, and what she thinks mo

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