Bobbi Brown

#1,004: Join us as we sit down with Bobbi Brown – legendary makeup artist, entrepreneur, bestselling author, and one of the most influential forces in modern beauty. Bobbi turned a simple idea and a radically different point of view into Bobbi Brown Cosmetics, building a global beauty empire before selling the company to Estée Lauder. Years later, she walked away from the brand that still carried her name – and eventually decided to start all over again. In this episode, Bobbi takes us inside the entrepreneurial journey behind both Bobbi Brown Cosmetics and Jones Road, sharing what it really takes to turn an idea into something people want. She opens up about starting small, thinking differently, trusting her instincts when others didn’t see the vision, selling her first company, navigating life after leaving it, and having the courage to build something new in a completely different chapter of her career. Bobbi also shares why she believes common sense can be one of the most underrated advantages in business, why bigger and faster isn’t always better, how she approaches risk and decision-making, and the lessons she’s learned about hiring, growth, creativity, health, and knowing when to slow down. This conversation goes far beyond beauty. It’s about betting on yourself, staying curious, thinking independently, and refusing to believe you’ve missed your opportunity. Whether you’re building a company, pursuing an idea, changing careers, or simply trying to figure out what’s next, Bobbi’s story is a reminder that you don’t need to have everything figured out to start – and you’re never too established to begin again.