Unbossing

For 33 years, Janet Foutty helped the world's largest companies reinvent themselves. Then she had to do it herself. When she stepped down as Executive Chair of Deloitte US, she didn't walk into a plan. She walked into a blank page she didn't know how to fill. In this episode of Unbossing, hosts Rishad Tobaccowala and Drew Ianni talk with Janet Foutty, former CEO of Deloitte Consulting and former Chair of Deloitte US, about what it means to unlearn the thing you were best at. Janet spent three decades at one firm. She knew every hallway, every decision, every person to call. Then she left and quickly discovered that map didn't work anywhere else. Her lesson: the beginner's mindset doesn't kick in until you no longer have an organization to cover for you. We're all leaders in training, including the ones who've already led everything.See omnystudio.com/listener for privacy information.

Everything changes - except your brand and your story. Fifty years after buying his first flower shop, Jim McCann did something almost no founder does voluntarily: he fired himself. In this episode of Unbossing, hosts Rishad Tobaccowala and Drew Ianni talk with Jim McCann - founder and Executive Chairman of 1-800-Flowers - about what five decades of building, adapting, and letting go actually teach you. In 1986, Jim heard a radio ad for a struggling flower shop in Texas. He bought their telephone number, rebranded his company around it, and turned a 14-store flower shop chain into one of the most recognised brands in American retail. Since then, 1-800-Flowers has moved through six technology waves - from the 800 number to the internet to AI. But Jim’s lesson is clear: the real competitive advantage was never the technology. It was the relationship. He also opens up about stepping down as CEO and the advice that shaped his leadership philosophy: fire yourself from every function, so you can focus on the things only you can do.See omnystudio.com/listener for privacy information.

Jim Lesser started his career as a receptionist at a New York ad agency. His last role in that same industry was CEO of BBDO San Francisco — one of the few creative directors in advertising to ever make that leap. Now, as Chief Brand Officer at ServiceNow, he's doing something nobody expected: turning a B2B enterprise software company into a brand people actually know and feel something about. This week on Unbossing Jim Lesser talks with Rishad and Drew  about what he had to unlearn to go from receptionist to CCO, from CEO to CMO. Jim opens up about the unlearning that comes with every major career transition and how he went from the fun uncle to the responsible parent, from focusing on his team to focusing on every team. He makes the case that craft and taste is more important in the world of AI than ever before and that micro managing and attention to detail is a very different thing.See omnystudio.com/listener for privacy information.

Reed Hastings built Netflix from a DVD-by-mail startup into a global entertainment empire — and then did something most founders never do: he walked away. In this first episode of Unbossing, hosts Rishad Tobaccowala and Drew Ianni sit down with Reed for a candid conversation about the leadership principles he'd keep, the ones he'd rewrite, and what he's learned building something entirely new. Reed opens up about the famous Netflix Culture Memo — what it got right, what it got wrong, and why, if he could do it again, he'd lead with the heart. Now on the board of Anthropic and developing Powder Mountain into a private ski community in Utah, Reed reflects on the shift from the digital to the very physical — and what that's taught him about culture, community, and starting over. This is a conversation about unlearning the rules that made you successful, so you can build something even better.  See omnystudio.com/listener for privacy information.