
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
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
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
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
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
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
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
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





















