It’s never too late to join the entrepreneurial party. We've heard all the stories of young geniuses, but plenty of influential entrepreneurs founded companies in their 30s, 40s, 50s. There’s value to being a late-stage founder – like the fact that you’re bringing along all your life experience. That’s what Gwyneth Paltrow did when she launched Goop. Paltrow transitioned from Hollywood star to startup founder with her lifestyle brand, which now has over 8 million subscribers -- and she did it by leaning in to what she knew, embracing what she didn’t, and coming up with strategies to fill the gap. With cameo appearances by Boyd Martin (Olympic equestrian), Ruben Harris (Career Karma), Sara Blakely (Spanx) and Brian Chesky (Airbnb). Read a transcript of this interview at: https://mastersofscale.com/gwyneth-paltrow-entrepreneurship-as-a-second-act/ Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

Early-stage startups are a lot like pirate ships – they need a buccaneering spirit to survive. But every startup needs to shed its pirate nature at some point, and evolve into something more akin to a navy – no less heroic, but more disciplined. As the new CEO of Uber, Dara Khosrowshahi took on the most extreme pirate-to-navy transition in startup history. Though Uber blitzscaled to become the most valuable startup in the world, it was also notorious for its toxic culture. Dara turned the company around. His method? Truth-telling and doing the right thing. Cameo appearances: Arianna Huffington (Thrive Global) and Ben Chestnut (Mailchimp). Read a transcript of this interview at: https://mastersofscale.com/dara-khosrowshahi-how-pirates-become-the-navy/ Subscribe to the Masters of Scale weekly newsletter: https://mastersofscale.com/subscribe See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.