Problem Solvers
Entrepreneur Media
0
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.
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Why Data-Driven Is a Trap 14.09.2026 28minJason 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 question that reveals whether your company can actually handle being wrong, and how Jason's own newsletter taught him he'd built himself a very comfortable cage. Timestamps 0:00 The Hit Song Formula That Failed 0:27 Welcome to Problem Solvers 0:38 Why a Song About Pop Music Matters to Your Business 2:45 Meet Sebastian Wernicke, Author of Data Inspired 3:06 Why Data Feels Like Comfort (And Why That's a Trap) 4:52 Two Ways to Use Data: Optimization vs. Innovation 5:06 Google's "50 Shades of Blue" Experiment 6:38 Data-Driven vs. Data-Inspired, Defined 7:46 The Sports Car Company's Weird Stereo 10:25 How Do You Know Which Outlier to Trust? 13:19 Use Data to Support a Bold Guiding Policy, Not a Safe One 14:20 The Medical Device Company's Real Diagnosis 16:29 Jason's Own Data Trap: A/B Testing His Newsletter 20:59 Error Reduction vs. Loss Aversion 22:24 Can a Junior Analyst Challenge the Boss in Your Company? 26:03 The Book: Data Inspired Learn more about your ad choices. Visit megaphone.fm/adchoices -
Pat Flynn asks "How Do You Sell A Personal Brand" 07.09.2026 42minBefore 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. Visit megaphone.fm/adchoices -
How a Dying Arcade Brand Became a Nostalgia Machine 31.08.2026 34minA 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 24.08.2026 29minJason 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 more about your ad choices. Visit megaphone.fm/adchoices -
How to Be Irreplaceable In an AI World 17.08.2026 30minWill 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 microwave” theory: it’s a powerful new tool, but we’re still learning what belongs in it—and what absolutely doesn’t. Aneesh explains why AI is lowering the cost of starting a business, making it easier to research markets, build prototypes, and test ideas fast. But as access goes up, so does the premium on something AI cannot replicate: your unique perspective, taste, curiosity, courage, communication, and lived experience.They break down why the future of work is not about humans becoming better AI prompters. It’s about becoming more entrepreneurial, more creative, and more distinctly human. In a world flooded with AI-generated sameness and “AI slop,” the people who win will be the ones who use AI to amplify—not replace—their judgment, originality, and connection. Learn more about your ad choices. Visit megaphone.fm/adchoices -
You're Wasting an Hour a Day Doing This 10.08.2026 24minExecutive 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 Entrepreneur Editor in Chief Jason Feifer unpack why good things often start with worst-case scenarios (like getting fired), how to stop overcompensating out of fear, and why managing you—not everyone else—is the only way to reclaim your calendar. He shares practical tools from his new book, The 25th Hour, like the “clarifying question” that can turn a 7-hour crisis into a 7-minute conversation, the devil/angel metaphor for fear versus real performance issues, and a simple five-minute “swirl limit” to stop catastrophic thinking from hijacking your nights and weekends. If you’re a founder or senior leader stuck in loss-aversion, overcommitting to boards, or living in constant “what if I get fired?” mode, this conversation shows you how to get out of your own way, protect your time, and even see job loss or client churn as the start of better fits—not the end of your career. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Why This CEO's Billion Dollar Idea Almost Didn't Survive Its Own Pilot 03.08.2026 29minTom 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 that finally made it scale. Learn more about your ad choices. Visit megaphone.fm/adchoices -
How Pacsun Turned Customers Into a Sales Force 27.07.2026 28minHere'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 most companies get wrong about "community" in the first place. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Stop Dabbling: How High Performers Choose One Path and Go All In 20.07.2026 33minLeadership expert Ryan Hawk tackles one of the biggest traps for ambitious entrepreneurs: dabbling in everything and committing to nothing. Ryan unpacks the idea of “beefing up your obituary” by becoming the kind of person people remember for deep work and sustained excellence—not half-finished projects.If you’ve been spreading yourself thin across side hustles, content platforms, and random opportunities, this conversation will help you identify your “one main thing,” build an ecosystem around it, and know when you’re still just coasting versus when it’s time to dive. Check out Ryan's new book, The Price of Becoming. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Naveen Jain on Solving Any Problem 13.07.2026 28minNaveen Jain has built multiple billion-dollar companies all without being the smartest person in the room. His secret? He asks the questions the experts are too expert to ask. In this episode, Naveen joins Jason to make the case that your biggest weakness might actually be your biggest asset - if you're curious enough to use it. Naveen breaks down the framework behind his new book, Counterintuitive, and why approaching every problem like a two-year-old could just be the smartest trick of all. Learn more about your ad choices. Visit megaphone.fm/adchoices -
GoRuck's Founders on Why Community Makes You Future-Proof 06.07.2026 26minJason and Emily McCarthy built GoRuck into the leading name in rucking. But when rising costs forced them to raise prices, that community became more than a marketing asset. It became the reason the moment didn't turn into a crisis. Jason and Emily explain why with a loyal community being upfront with bad news is always the smarter play. Learn more about your ad choices. Visit megaphone.fm/adchoices -
How to Make People Understand You 29.06.2026 10minYou know what you do, but does anyone else? There's often a gap between what you offer and how you explain it. In this episode, Jason shares his framework for closing that gap, so your audience knows exactly what you're offering, and why you're the right choice. Learn more about your ad choices. Visit megaphone.fm/adchoices -
How Columbia Sportswear Stands Out in a Crowded Market 22.06.2026 26minA viral ad from Columbia Sportswear caught Jason's eye. After he wrote about it on LinkedIn, the company reached out. So Jason sat down with Tim Boyle, CEO and third-generation owner of Columbia Sportswear, to find out where the idea came from and what it reveals about how to reposition a legacy brand. The outdoor apparel industry had gotten serious and self-important. Columbia decided it was time to bring back fun. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Snoop Dogg’s Ice Cream? Here’s the Strategy 15.06.2026 34minHaving one of the most recognizable and beloved celebrities in the world attached to your brand seems like it should be an easy win. But getting someone to buy once is one thing. Getting them to buy again is the real test. Cordell Broadus (Snoop Dogg's son) and his business partner Sam Rockwell explain what it actually takes to build an ice cream brand like Dr. Bombay, one that delivers value beyond a famous face. In this episode, they break down how to make a celebrity partnership work on a deeper level and how to work with celebrities in a way that's authentic, not just convenient. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Ciara Launches A Juice to Solve A Common Parenting Problem 08.06.2026 35minThe kids' juice aisle looks completely covered. So does the protein market. Most people would conclude there's no room for anything new. Ciara didn't. The Grammy-winning musician and mom of four was watching her daughter refuse every protein option put in front of her. So Ciara started looking for solutions and met Chris Koch, a CPG entrepreneur. Together, they founded Frosh, the first protein-enhanced juice for kids. She sits down with Jason to share a lesson in how the best opportunities are often hiding inside the markets everyone else has already written off. Learn more about your ad choices. Visit megaphone.fm/adchoices -
How To Sustain High Performance - Sami Inkinen of Virta Health 01.06.2026 27minSami Inkinen is a three-time founder and world-class triathlete. A triathlete! And yet he went to the doctor and discovered he was pre-diabetic. The news triggered a series of changes including a pivot away from his real estate startup Trulia toward his healthcare company Virta Health, where he's now on a mission to reverse metabolic disease in one billion people. And along the way, he developed something he calls sustainable high performance. It’s the idea that if you're building something that takes decades, you'd better figure out how to last that long. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Why Most Founders Can't Grow Past 25 Employees 25.05.2026 26minDavid 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. Learn more about your ad choices. Visit megaphone.fm/adchoices -
How Burger King Is Making a Comeback 18.05.2026 43minThe 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. Learn more about your ad choices. Visit megaphone.fm/adchoices -
What Is Your Time Worth? 11.05.2026 31minUnsure 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. Learn more about your ad choices. Visit megaphone.fm/adchoices -
Tetris: Building a Brand Beyond the Block 04.05.2026 26minIf 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. Learn more about your ad choices. Visit megaphone.fm/adchoices
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