Entrepreneur Media

Problem Solvers

Business EN ↓ 478 episodes

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.

Author

Entrepreneur Media

Category

Business

Podcast website

www.entrepreneur.com

Latest episode

Jul 6, 2026

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Episodes

How Do You Find Your First Customers? 21.01.2019

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 Los Angeles, Keith explains how to turn a com...

How The Points Guy Became The Points Guy 14.01.2019

How do you turn a great idea into a great business? It’s an infinitely complex question. You have to build an infrastructure around that idea -- one that amplifies it and makes it compelling enough for someone to pay for. On this episode, we learn how Brian Kelly did just that. He turned a grueling side hustle into The Points Guy, which is now arguably the most well-recognized and influential site...

The Downside of Going Viral 07.01.2019

What’s it like when your company goes viral? Take it from Kristen Tomlan, the founder and CEO of a viral cookie dough company called DŌ: “It’s terrifying.” And exhausting. And it exacerbated every weakness in her business, including staffing, supply and production. We learn how she fixed it, and harnessed the kind of huge opportunity that may have sunk others. Learn more about your ad choices. Vis...

Customers Come, Customers Leave. Now What? 31.12.2018

There are a lot of Uber-like startups out there—companies that connect customers with some set of service providers, such as cleaners, lawn care pros, or, in the case of Storyhunter, companies looking for video freelancers. But these companies all face the same danger: They're at risk of disintermediation, or being cut out of the deal. (After all, if you're a consumer and find a great cleaner thro...

Everyone Has Imposter Syndrome 24.12.2018

IAC CEO Joey Levin told Problem Solvers host Jason Feifer that everyone -- everyone, at every level! -- feels like they're making things up as they go. On this episode, Jason dives deeper into that idea. At times when you feel intimidated, or worry you're not up to the task, or feel at a loss for the right answer, let this be your guide: It’s knowing that in actuality, nobody inherently belongs. N...

Scaling One Person Into A Company 17.12.2018

Lauren Berger was like many solopreneurs: She'd built a one-person business called Intern Queen, and it made her a good amount of money. But it wasn't scaleable. She could only do so much. In this episode, we learn how Lauren ultimately transformed her one-woman shop into a company that can scale... and in the process, discovered a new line of work that now makes up 90% of her revenue. Learn more...

The Downside of Having A Huge Corporate Client 10.12.2018

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Fixing eBay's Culture 03.12.2018

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A Cautionary Tale About Trademarks 26.11.2018

In 2015, Carrie Sheffield founded a live-streaming news service called BOLD. Two years later, a pair of gigantic public media companies announced that they, too, would be launching a live-streaming news service called BOLD. In this episode, we follow what happened next... and turn to an IP lawyer to help us make sense of it all. Learn more about your ad choices. Visit megaphone.fm/adchoices

SimpliSafe Was Targeting The Wrong Customer 19.11.2018

When the home security company SimpliSafe launched, it marketed itself entirely towards renters. After all, they were an underserved marketplace—no other home security system was made for people who rent apartments. But SimpliSafe wasn't growing as fast as its founders expected, so it dug into its customer data and discovered something surprising: Half its customers were home-owners, the people it...

How Home Depot's CEO Managed A Massive Data Breach 12.11.2018

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Why Meeting Customers In Person Changes Everything 05.11.2018

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He Killed Off A $30 Million Business—And Thrived! 29.10.2018

Andy Monfried's company Lotame was thriving, but he saw trouble on the horizon: His industry was changing. Lotame was a major player in the complicated world of digital advertising, and although there was plenty of growth still to be had and plenty of money still to be made, Andy knew that his company's long-term future was going to be rocky. So he made a difficult, gut-wrenching decision. Rather...

How Gen. Stanley McChrystal Protects His Time 22.10.2018

Every entrepreneur struggles to manage their time, and Gen. Stanley McChrystal (Ret.) knows that challenge especially well. He previously commanded U.S. forces in Afghanistan, and now oversees a 90-person consultancy called the McChrystal Group. How does a guy this busy keep on schedule? In this episode, we learn how McChrystal uses a calendar with the level of rigor only a former military general...

He Hired The Wrong People. Now What? 15.10.2018

When Joshua Tetrick founded his plant-based food company JUST, his goal was to disrupt the entire food industry—and to do that, he decided, he'd hire industry outsiders. He didn't want people with lots of food-industry experience, who'd just carry all the marketplace's old assumptions with them! But then his company began having massive problems, and losing massive amounts of money. And Joshua cam...

The Secret to Working With Family or Friends 08.10.2018

In this special episode, host Jason Feifer gets personal. Whenever he tells people that he wrote a novel (Mr. Nice Guy) with his wife, their reaction is always the same: "You're still married!?" To celebrate the release of the book, Jason and his wife Jennifer Miller talk about how they built a healthy working relationship while also strengthening their marriage, and what it takes for everyone els...

Start A Company, Figure Out The Business Model Later? 01.10.2018

When Ari and Gavi started Indiewalls, a company that wanted to manage sales of art on cafe walls, they hadn't fully thought through just how difficult it would be. But that turned out to be for the better: Because they were willing to dive into this crazy industry, they were able to meet people who wanted art, understand the marketplace, and then transform into an entirely different company. This...

How Comedian Nicole Arbour Thrived Despite Chronic Pain 24.09.2018

Millions of people know Nicole Arbour as a comedian, actor, model, YouTube celebrity, and Instagram influencer—but until recently, she was afraid to reveal another side to her: Years ago, a car accident had left her with chronic, debilitating pain. She worried that if people knew, they wouldn’t want to work with her. Or, she feared, she’d become defined by her disability. But now she’s talking. Th...

The Difference Between "Any Sales" And "The Right Sales" 17.09.2018

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How Malcolm Gladwell Solves Problems 10.09.2018

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Why It Took Dunkin' Donuts 10 Years to Build the Perfect New Cup 03.09.2018

Sometimes, the simplest ideas turn out to be the hardest. That was the case at Dunkin' Donuts, where the company wanted to eliminate its Styrofoam cups and replace them with something more environmentally friendly. They thought it would be easy -- but the change took 10 years, countless prototyes, meetings with competitors, and a deep study of how people hold cups. This is the inside story of that...

The New Product Doesn't Work. Do We Scrap It? 27.08.2018

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Should Entrepreneurs Lie? (And How A Lie Saved Stonyfield Farm) 20.08.2018

Here at Entrepreneur magazine, we hear a lot of stories about how entrepreneurs founded their companies. Many tend to follow a similar format. Someone has an idea. They take a bold risk to make it a reality, often sacrificing a fair amount of time, money, and relationships in the process. They become incredibly resourceful. They outsmart their competition. And at some point... they lie. It's so co...

How Tony Hawk Learned To Protect His Brand 13.08.2018

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Why This CEO Fired Himself 06.08.2018

When Matt Bodnar became CEO of Fresh Technologies, he took over a failing company and saved it from disaster. That felt great. Then he hit a wall: He couldn’t seem to get this company to grow, or to fix its internal culture. He began suffering from self-doubt. He’d always wanted to be a CEO, and he initially seemed good at it, but now here he was… failing! After a lot of soul-searching, Matt came...

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