Problem Solvers

Latest Episodes:

The Best Employees Have Side Hustles Feb 18, 2019

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Employers often discourage their team members from having side hustles. That's an insane policy, guaranteed to drive your most ambitious and creative people out of your company. Here's a better idea: Think of flexibility as a retention strategy. On this episode of Problem Solvers, we make the business case for embracing your side-hustling employees, and then talk to Jack Taylor PR founder Jon Bier—an employer who has completely changed his view on this subject.

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The Dangers of Expanding Fast (and Benefits of Going Slow) Feb 11, 2019

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Numbers can be deceptive: Just because you have more customers, locations, or dollars coming in, that doesn’t necessarily mean your brand is growing strong and stable. That’s what Jill Salzman discovered with her company The Founding Moms, a collective of meet-ups and resources for mom entrepreneurs. At first, she wanted to be in every city as fast as possible. So she expanded rapidly -- and although her membership numbers were going up, her brand was falling apart. This is the story of how she stepped back and fixed it.

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Groupon's Founder Gets Inspired By Failure Feb 04, 2019

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Every Investor Rejected Them. They Thrived Anyway. Jan 28, 2019

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It’s become a truism of startup life: To grow a company, first go out and get investors. But is that true? Does every company need investment? Not really. That’s what Eric and Sasha of the men’s retailer Buck Mason discovered, after they went out to raise cash and were rejected by every investor they met. It forced them to step back and rethink who they are as a company, and how they can thrive. Their conclusion: They needed to grow smarter, not faster. And now they’re doing just that.

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How Do You Find Your First Customers? Jan 21, 2019

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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 company’s first customers into valuable ambassadors. (This episode originally aired 2/26/18. At the end, we catch up with Keith for an update in 2019.)

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How The Points Guy Became The Points Guy Jan 14, 2019

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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 in the credit card world. It time, grit, and a lot of failure -- but that’s the real a recipe for success. (This episode is a replay, and originally aired 8/28/17. An update from 2019 is included at the end.)

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The Downside of Going Viral Jan 07, 2019

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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.

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Customers Come, Customers Leave. Now What? Dec 31, 2018

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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 through a startup, why keep using the startup? Why not work with the cleaner directly?) This is the problem Storyhunter faced, and solved. Its solution: Understand its users, and then become incredibly valuable to them in every way possible. (Original air date: 7/31/17)

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Everyone Has Imposter Syndrome Dec 24, 2018

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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. Nobody is ready from the start. Nobody has the answer already prepared. And nobody sees you as an impostor any more than they see themselves that way.

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Scaling One Person Into A Company Dec 17, 2018

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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.

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