Problem Solvers

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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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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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.

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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 explicitly wasn't trying to reach. Now it had a big decision to make: Does SimpliSafe keep going with renters, or change everything (including its product!) to court this new marketplace of customers?

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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 than wait for the decline to come, he was going to shut down a major portion of his company now—sacrificing $30 million in revenue!—and rebuild it as a different company whose future looked brighter. This is the story of how he took such a big risk, and why it paid off.

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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 would think of.

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