Groupon and Descript: Andrew Mason

For decades, a dozen eggs was just… a dozen eggs.No story. No real branding. No reason to care who produced them.Then Matt O’Hayer came along and asked a question almost nobody in America was asking: what if store-bought eggs could be different? What if they tasted better, looked ...  Show more

In today’s special episode, Guy and four former show guests talk with callers about how they can prove the value of their products—and themselves.First, Meagan from Vermont questions whether an experiential pop-up concept for her reusable gift wrap and bags is worth the effort. T ...  Show more

<span style="font-weight: 400;">Andrew Mason is the founder and former CEO of Groupon… who had a VERY public firing. Today, I'm talking to Andrew about what he learned getting fired from the company he helped create, how he dusted himself off to start a new business, and more. ...

Andrew Wilkinson is the co‑founder of Tiny, a holding company that quietly owns more than three dozen profitable internet and consumer brands, including Dribbble and the AeroPress coffee maker. Starting as a teenage barista and web designer, he’s created a portfolio approaching $ ...  Show more

Ben and David return to make their first foray into enterprise software, covering Salesforce’s $2.5B acquisition of ExactTarget in 2013 with the help of special guest and ExactTarget cofounder & CEO, Scott Dorsey. Technical note: due to an issue we didn’t catch during recording, ...  Show more

Nathan Barry, the creator behind ConvertKit (now rebranded as Kit) came to visit my Inner Circle and gave a very special presentation. Nathan’s journey from a designer to building a software empire fascinated me. He originally tried to solve his frustrations with MailChimp and, i ...  Show more