PODCAST · business
Problem Solvers
by Entrepreneur Media
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
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Your Best Customers Are Costing You Too Much. Now What? Anthony Pompliano
Anthony Pompliano built an AI financial assistant people loved. Then his most engaged users started costing him too much money. That’s a good problem to have. But it’s still a problem. His solution came from an unlikely place. Olive Garden’s breadsticks. Here’s how Silvia cut costs without…
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GoFundMe's Problem Wasn't the Product
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...
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What Customers Ask For vs. What They Actually Want
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,...
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Jon Taffer's Complete Guide to Franchising
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...
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The Forbidden Love Every Founder Feels
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.…
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Why Data-Driven Is a Trap
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…
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Pat Flynn asks "How Do You Sell A Personal Brand"
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...
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How a Dying Arcade Brand Became a Nostalgia Machine
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...
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Why Your Feedback Isn't Landing
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…
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How to Be Irreplaceable In an AI World
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...
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You're Wasting an Hour a Day Doing This
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...
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Why This CEO's Billion Dollar Idea Almost Didn't Survive Its Own Pilot
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...
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How Pacsun Turned Customers Into a Sales Force
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…
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Stop Dabbling: How High Performers Choose One Path and Go All In
Leadership 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...
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Naveen Jain on Solving Any Problem
Naveen 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...
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GoRuck's Founders on Why Community Makes You Future-Proof
Jason 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...
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How to Make People Understand You
You 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....
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How Columbia Sportswear Stands Out in a Crowded Market
A 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...
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Snoop Dogg’s Ice Cream? Here’s the Strategy
Having 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...
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Ciara Launches A Juice to Solve A Common Parenting Problem
The 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…
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How To Sustain High Performance - Sami Inkinen of Virta Health
Sami 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...
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Why Most Founders Can't Grow Past 25 Employees
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. Learn...
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How Burger King Is Making a Comeback
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...
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What Is Your Time Worth?
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. Learn more about your ad choices. Visit...
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Tetris: Building a Brand Beyond the Block
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...
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How to Find Your First Customers
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...
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Stop Being Interchangeable
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...
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The Formula for Efficient, Effective Content
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. Learn more…
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You Can’t Scale a Secret
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…
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Win Your Category
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...
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Insider's Guide to LinkedIn
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...
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The Wildest Story You've Ever Heard
Today, Jason is sharing something different and special. His wife, Jennifer Miller, has a new podcast — a true-crime story about mistaken identity, impossible choices, and one man who goes to prison for his twin brother's crime. It's called Blood Will Tell. Here, you'll find the first episode.…
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How Melissa & Doug Fight Fakes, Dupes and Copycats
Melissa Bernstein co-founded Melissa & Doug and built it into a billion-dollar children's toy company. Along the way, she learned a lot about entrepreneurship, which she shares in her new book The Heart of Entrepreneurship. Today, for the first time publicly, she shares the three-part strategy…
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The Science of Knowing When to Walk Away
Every entrepreneur has been told to push through, stay the course, and that grit is everything. But advice like that leaves out that some of the smartest, most successful people in business got there by quitting at exactly the right moment. So how do you know when that moment is? Dr. Anthony…
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Kevin Smith Makes Movies. But Something Else Made Him Famous.
Kevin Smith went from making art to being the art and learned the hard way that when you become the product, there's no off switch. In this episode, Smith breaks down how he's stayed relevant for 30 years by treating fans like the bosses they actually are. Plus: Jason shares how he once convinced...
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How to Engineer the Perfect Product Market Fit
Joey Zwillinger, the founder of Allbirds and Biologica, sat down with Jason to talk about the challenges of finding your ideal customer. Joey's done it both ways. Starting with a product and searching for the right people to buy it, and starting with a problem and building the solution. In this...
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I Hate Meetings. This Expert Showed Me Why I'm Part of the Problem
Nobody likes meetings. But there’s a good reason for that. Organizational behavior expert Dr. Rebecca Hinds, author of the new book Your Best Meeting Ever, explains why most meetings are a massive waste of time and what to do about it. She shares a simple test to determine if a meeting actually...
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How Solopreneurs Can Lower Their Taxes
For sole proprietors and self-employed professionals, taxes can feel confusing, time-consuming, and easy to get wrong. What counts as a deduction? How do you save money on your taxes? And how do you stay organized when you’re doing everything yourself? In this episode, CPA and tax expert with...
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Gary Vee’s 2026 Marketing Playbook
Gary Vaynerchuk joins Jason to share why he believes traditional social media is fading and where smart businesses should focus next. He explains how to find the audience you’re overlooking, and offers a practical framework for getting your content in front of the right people in 2026. Plus, why...
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What If You Are In The Wrong Role?
Moments Lab co-founders and identical twins, Frederic & Philippe Petitpont, realized they were in the wrong role. The CEO became CTO. The CTO became CEO. As a result, the business got stronger. In this episode, they break down how to spot role misalignment and how putting the company first can...
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Should Leaders Make Slower Decisions?
We’re taught that good leaders decide fast. But that belief may be holding you back. Harvard instructor and author of Manage Yourself to Lead Others, Margaret Andrews, explains why effective decisions often take longer and how rushing creates more work later.Together, she and Jason explore the...
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Jersey Mike’s CEO on Scaling Without Losing the Brand
Jersey Mike’s just hit No. 1 on Entrepreneur’s Franchise 500, as it enters a new era of ownership and leadership. New CEO Charlie Morrison explains how the brand plans to grow without breaking what already works. Plus, he reveals whether Danny DeVito is really going to lose his job to Eli…
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Why Nostalgia Sells Even For New Brands
Brand historian Jason Liebig explains how nostalgia works as a strategic tool, not just a retro look. He breaks down why familiar emotions build trust faster and how brands use nostalgia without copying the past. Plus, practical ways founders can apply it through design, storytelling, and…
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"I Have Too Many Ideas and Analysis Paralysis. Help!"
Listener Melissa calls the Help Line today because she's experiencing some analysis paralysis (haven't we all). Jason gives her a formula to help her determine which parts of her work she should change; plus, he shares how to failure-proof her pivot by making it into an experiment. Learn more…
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How to Start a Million-Dollar Business in a Weekend
Yes, you can start a million-dollar business in a weekend. Noah Kagan, founder of AppSumo and author of the book "Million Dollar Weekend", shares how the foundations of a great business come together quickly, and why it's worth moving fast. Learn more about your ad choices. Visit...
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How to Build Brand Awareness Without Paying for Ads
Building brand awareness doesn’t have to cost big bucks. It can be as simple as leveraging your relationships in the community. The founders of Cold Blooded and Bizarre share how they built a beloved local brand by showing up everywhere their community already gathers, and turning simple...
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Shark Tank’s Robert Herjavec: Here’s How to Impress An Investor
You’ve seen Robert Herjavec make deals on Shark Tank, but do you actually know how he thinks? In this candid conversation, Robert breaks down the real questions investors should ask, and the common mistakes founders keep making. He also warns about the wrong lesson some people take from Shark…
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Coach’s Longtime CEO Had An Intense Hiring Process
When Lew Frankfort joined Coach in 1979, he knew nothing about fashion but he understood people. That skill became the foundation of his leadership and the reason he transformed Coach from a small, overlooked accessories brand into a global powerhouse. In this episode, Lew shares the interview...
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How to Get Out of a Creative Rut
Feeling stuck? Uninspired? Unsure how to find the right answer to the problem you're trying to solve? Scott Anthony can get you unstuck. He teaches strategy at the Tuck School of Business at Dartmout, and is the author of the book Epic Disruptions. He walks us through simple, science-backed...
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How to Find a Problem Worth Solving
What makes an idea truly worthy of your time? Nir Zicherman, co-founder of Anchor and former Head of Audiobooks at Spotify, thought he’d left the startup world behind. But he kept wondering if he could help people learn in a better way. And oboe.com was born. In this conversation, Nir and Jason...
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ABOUT THIS SHOW
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.
HOSTED BY
Entrepreneur Media
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Frequently Asked Questions
How many episodes does Problem Solvers have?
Problem Solvers currently has 492 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.
What is Problem Solvers about?
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...
How often does Problem Solvers release new episodes?
Problem Solvers publishes regularly with 492 episodes available. Check the episode list for the typical release schedule.
Where can I listen to Problem Solvers?
You can listen to Problem Solvers on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.
Who hosts Problem Solvers?
Problem Solvers is created and hosted by Entrepreneur Media.
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