Gimlet Media: Alex Blumberg and Matt Lieber

Gimlet Media: Alex Blumberg and Matt Lieber

Alex Blumberg made his early career by helping build two of the most successful shows in radio and podcasting: Planet Money and This American Life. In 2014, convinced that podcasts could make money, he walked away from the safe umbrella of public media to start a new media company with co-founder Matt Lieber. Every doubt, triumph and humiliation of building the business was documented on the podcast Startup, which included the back-and-forth over how the company got its name: Gimlet. Many more successful podcasts followed, and five years after launch, Gimlet sold to Spotify for roughly $200 million. PLUS in our postscript "How You Built That," after years of researching how women's shoes wreak havoc on the joints, Casey Kerrigan quit her job in medicine to start 3D printing more comfortable designs: Oesh Shoes. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Barefoot Wine: Bonnie Harvey and Michael Houlihan

Barefoot Wine: Bonnie Harvey and Michael Houlihan

Bonnie Harvey and Michael Houlihan started Barefoot Wine with $300,000 in debt and almost no knowledge of wine. What they did understand was how to sell it—with a carefree name and label that evoked t...

16 Sep 20241h 15min

Advice Line with Leah Solivan of Taskrabbit

Advice Line with Leah Solivan of Taskrabbit

Taskrabbit founder Leah Solivan joins Guy on the Advice Line, where they answer questions from three tech founders working to identify and grow their core customer base. First we meet Kate in Los Ange...

12 Sep 202448min

Groupon and Descript: Andrew Mason

Groupon and Descript: Andrew Mason

Andrew Mason was a 27-year-old with a degree in music when he co-founded one of the fastest growing companies of all time: Groupon. Its deep discounts on everything from sushi rolls to plastic surgery...

9 Sep 20241h 11min

Advice Line with Scott and Ally Svenson of MOD Pizza

Advice Line with Scott and Ally Svenson of MOD Pizza

MOD Pizza founders Scott and Ally Svenson join Guy on the Advice Line, where they answer questions from three founders about strategic expansion, plus discuss MOD’s recent acquisition.Today we meet Ev...

5 Sep 202445min

Olipop: Ben Goodwin

Olipop: Ben Goodwin

When Ben Goodwin was growing up, the concept of healthy soda seemed as oxymoronic as jumbo shrimp. But for Ben, that presented an irresistible challenge: to create a beverage that evoked the colas and...

2 Sep 20241h 9min

Advice Line with Ariel Kaye of Parachute Home

Advice Line with Ariel Kaye of Parachute Home

Parachute Home founder Ariel Kaye joins Guy on the Advice Line, where they answer questions from three founders on being mindful and strategic in their next expansion steps. Today, we meet Daen, an en...

29 Aug 202450min

Insomnia Cookies: Seth Berkowitz

Insomnia Cookies: Seth Berkowitz

When Seth Berkowitz was in college, he was the cookie guy on campus. He’d grown frustrated that the only food he could get delivered late at night were standards like pizza or Chinese food. He had a s...

26 Aug 20241h 17min

Advice Line with Jamie Siminoff of Ring

Advice Line with Jamie Siminoff of Ring

Ring founder Jamie Siminoff joins Guy on the Advice Line, where they answer questions from three founders about balancing short- and long-term goals. Today, we meet Vico, an industrial designer in so...

22 Aug 202451min

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