Problem Solvers

Just Between Friends is a nationwide franchise that runs consignment events. About a decade ago, it experienced a crazy jolt: It sold more franchise units than it ever had... and that fast growth nearly bankrupted the company. Why? Because here’s the difficult truth about growing a business: Not all growth is equal. Sometimes, growth in one part of your business can harm another part of your busin...

Mike McDerment saw the future, and it wasn’t bright. His accounting and invoicing company, Freshbooks, was doing well with customers -- but behind the scenes, its software code was a mess and it wasn’t able to innovate as quickly as it needed to. But fixing this problem was tricky. If he ordered his team to hit pause and fix the code, years could go by and Freshbooks would lose ground to its compe...

Raquel Tavares, founder and CEO of a ghee company called Fourth & Heart, had just finished raising a round of funding -- and then her team looked at the company's numbers and realized they were almost out of money. How did this happen? The answer is simple: The company wasn't properly tracking its inventory and cost of raw materials, and now it was in a terrible bind. What does an entrepreneur do...

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It's perhaps the most terrifying situation an entrepreneur can face: Suddenly, the bank account is nearly empty. You can't pay your staff. You can barely keep the lights on. What now? This is what Saima Khan faced with her high-end cooking company Hampstead Kitchen. She charges a small fortune to cook intimate dinners for industry titans, celebrities, and even world leaders—but then a change in th...

Entrepreneurs must embrace change, or risk becoming outdated. In this episode, we offer a cautionary tale from history: What happened when entrepreneurs of the late 1800s tried to resist a newfangled invention called the bicycle? This episode is a special rebroadcast of a podcast called Pessimists Archive, also hosted by Entrepreneur magazine editor in chief Jason Feifer. For more like it, search...

Everyone who’s experienced setbacks, rejection, and frustration will ask themselves the same inevitable question: “What if the naysayers are right?” Mike Rothman did that. As he built his company Fatherly -- a media site for dads, which is a market everyone told him was nonexistent -- he was told “no” over and over again. But instead of quitting, he made strategic decisions that enabled him to dis...

Califia Farms makes a popular line of plant-based milks, yogurts, and coffees—but they became too popular, too quick. In 2017, demand began significantly outstripping supply, and so the company had to do something it hated to do, but that was critical for its long-term health: It had to start telling retailers "no," while it fixed its entire production system. Learn more about your ad choices. Vis...

Orchard Mile, an online shopping site, had a promising platform and a talented team. But they had two very different ideas about what the company should prioritize. How CEO Jennie Baik made tough decisions to bring them together. Learn more about your ad choices. Visit megaphone.fm/adchoices

It's a question almost every entrepreneur will at some point face: How do you keep a company stable while you're pulled into a personal crisis? For Chris Carter, founder of Approyo, that question came shortly after his startup launched -- when his daughter developed epilepsy. After working himself to exhaustion, Chris stepped back and retooled how his company operated and how he was treating himse...

If you want to learn how to succeed without traditional advertising, ask someone in the "adult" industry. Why? Because most advertising channels—including Facebook, Instagram, Snapchat, and more—are closed to them. That's what Polly Rodriguez learned when she founded Unbound, a company that makes and sells adult products. Most platforms won't take her money, so she had to get creative... and build...

How do you give new life to an old company? Bring new vision to a place that lost its own? And how do you bring your team -- and your new audience! -- along for the change? Those are the challenges Neil Vogel faced when taking over the old internet giant About.com and transforming it into a thriving company called Dotdash. Sponsor: Hover - visit hover.com/problemsolver for 10% off your first purch...

Selling perfume online seems impossible. After all, people need to be able to smell it, right? And when former Ralph Lauren executive Eric Korman launched his online perfume company PHLUR, he ran smack dab into that problem. Industry peers thought he was crazy. He hung in and devised a solution: an ingenious a mix of smart e-commerce strategy, science, photography, psychology, music, and storytell...

People may like to shop for cars online, but they still want to test drive them in real life before buying. So when the online car sales company Shift launched, it created a system its founders were sure would win customers over: They hired “car enthusiasts” -- guys just really passionate about cars -- to drive a car to a customer so they could test drive it together. The car enthusiasts were a hi...

A company's name is one of (if not the) biggest early decisions a company founder will make -- and they often get it wrong. Google was first called BackRub, Best Buy was Sound of Music, eBay was AuctionWeb, and Policygenius was KnowItOwl. In this episode, Policygenius's founder walks us through the rigorous process she went through to scrap a confusing name and create one that led to success. Lear...

Sean Dowdell loved tattoos, but he hated tattoo parlors. They were dirty, uninviting, downmarket, unprofessional and often sexist. So when he set aside his music career to start his own tattoo parlor, he needed to find a way to make a traditionally lowbrow product appeal to a high-end, but still edgy, audience. A decade later, he’s now opening glitzy tattoo shops all over the world. Here’s how he...

What happens when your customers are willing to use your product, but they're not willing to pay for it? Answer: Your business model may be wrong. That's what Ilir Sela learned after launching Slice, a company that helps local pizzerias sell online. He found plenty of early customers, but they weren't paying their invoices. As he dug deeper, he realized the problem wasn't them -- it was him. And h...

Patrick Llewellyn discovered that his design company, 99designs, was only fulfilling some of his customers' needs. He wanted to fill more, so he created a spinoff brand called Swiftly. But in doing so, he created a major problem for himself: He was stretching his resources too thin, and confusing customers about which brand they should use. In the end, he discovered the Curse of the Problem Solver...

When Daniel McCarthy cofounded the music licensing company Musicbed, he had a big idea: "I don’t want customers to just think about Musicbed when they think about music licensing. I want them to think about Musicbed when they’re trying to get inspired." Accomplishing that would require a lot of experimentation, spending money with no sure ROI, and launching (and closing) a magazine. In this episod...

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Every entrepreneur’s journey starts with a big problem. That first hurdle—and hopefully, that first solution. Small and sometimes simple as it may be, this first moment contains so much ingenuity and inspiration, and captures just how resourceful entrepreneurs must be to continue along their path. Today, we’re telling three mini-stories of first-time challenges: how the creator of the Butterie but...

Glenn Kelman thought of himself as a software guy. Then he became CEO of a real estate company called Redfin, but insisted on seeing it as a software company. Confusion reigned. Cultures clashed. For Glenn, it would come to highlight an often-unspoken business challenge: Entrepreneurship means exploring unknown paths, sometimes leading entrepreneurs to a very different place from where they starte...

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...

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From the outside, Cogent Entertainment Marketing looked like a success: It got early into the influencer marketing game, quickly signing big clients and making good money. And because profits were high, founder Mark Zablow was afraid to make any changes—even as major leadership problems in his company began wreaking havoc. In this episode, we explore how Mark finally fixed his culture (while still...