iHeartPodcasts and Bubbler
Unbossing
Hosts Rishad Tobaccowala and Drew Ianni are Reinventing Leadership in Chaotic Times and will feature conversations with the most fearless leaders in business and tech about what they’ve had to unlearn to succeed again in a world where the future no longer fits old rules.
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iHeartPodcasts and Bubbler
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Podcast website
Latest episode
Jun 23, 2026
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Episodes
Janet Foutty on Knowing When to Leave, Separating Who You Are From What You Do, and the Beginner's Mindset 23.06.2026 30:56
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 C...
Sarah Personette on Leading with Balance, Reframing Imposter Syndrome, and Building Media's Future 09.06.2026 41:25
At seven years old, Sarah Personette told a stranger she wanted to be a CEO. She spent the next three decades making it happen. Days after Elon Musk closed his $44 billion acquisition of Twitter, she resigned — walking away from a role she'd spent four years building, and stock she hadn't fully vested, to protect what she stood for. In this episode of Unbossing, hosts Rishad Tobaccowala and...
Jim McCann on His First Flower Shop, 1-800-Flowers, and Firing Himself 26.05.2026 43:55
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 teac...
David Kenny on Leading Through Uncertainty, Managing vs. Governance, and Why Curiosity Beats Expertise 12.05.2026 32:06
What do you hold onto when almost everything is changing? David Kenny — co-founder of Digitas, former CEO of Nielsen, and one of the most sought-after board members in tech and media — has a simple answer: find your true north and don't deviate from it. In this episode of Unbossing, hosts Rishad Tobaccowala and Drew Ianni go deep with David on the leadership questions that are defining...
Jim Lesser on Craft, Taste and Going From Fun Uncle to the Responsible Parent 28.04.2026 44:39
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 abou...
Tariq Hassan on Fear, Failure, and Brand Role in Culture 14.04.2026 45:19
What if the fear of failure is the biggest thing standing between your team and greatness? Tariq Hassan — former CMO and Chief Customer Experience Officer of McDonald's and former CMO of Petco — has spent his career contemplating this question. In this episode of “Unbossing,” hosts Rishad Tobaccowala and Drew Ianni sit down with Tariq for a candid conversation about the lea...
Reed Hastings on Unlearning Leadership: From Netflix to the Mountain 01.04.2026 33:45
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 ne...
Unbossing ... Coming Soon! 02.02.2026 1:25
Hosts Rishad Tobaccowala and Drew Ianni are reinventing leadership in chaotic times and will feature conversations with the most fearless leaders in business and tech about what they’ve had to unlearn to succeed again in a world where the future no longer fits old rules. See omnystudio.com/listener for privacy information.
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