Unbossing

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.

Episodes

June 23, 2026 30 mins

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 ...

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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 Drew Ianni talk with Sarah Personet...

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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 a...

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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 this moment: how to manage fear wi...

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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 Lesse...

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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 leadership l...

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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 N...

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February 2, 2026 1 min

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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