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The Rethinking Work Show

by Rishad Tobaccowala
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Latest episodes

  • The Hidden Work Crisis

    October 21, 2026 · 42 min

    What if the crisis of work and the crisis of mental health are actually one and the same? Kristen Beveridge, founder of phae, explores why finding work that fits who we are is essential to our wellbeing, how traditional career paths are…

  • The Reputation Gap

    October 7, 2026 · 34 min

    As companies retreat from public commitments and corporate values, what are they risking in the process? Haider Nazar, co-founder and CEO of MAHA Global, explores the growing gap between what companies say and what they stand for, why…

  • The Price of Easy

    September 24, 2026 · 33 min

    As AI makes work faster and easier, what might we lose along the way? Bala Muthiah explores the hidden cost of convenience, why productive friction strengthens learning and judgment, and how we can use AI without outsourcing our ability to…

  • Doing More With Less

    September 2, 2026 · 46 min

    What if building a bigger business doesn’t require building a bigger team? Tim Huelskamp, co-founder and CEO of 1440, shares how a small, focused team reaches millions of readers, and why staying lean, curious, and intentional can create…

  • Career Rewired

    August 12, 2026 · 39 min

    How do you keep evolving when the world around you won’t stop changing? Marketing leader Lou Paskalis explores what it takes to reinvent your career, stay relevant through disruption, and embrace change before it’s forced upon you. Lou…

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  • The Human Edge

    July 22, 2026 · 32 min

    As AI becomes more capable, what will make humans indispensable? Matt Lewis, founder and CEO of Transformental, explores why the future of work depends not just on smarter technology, but on strengthening human judgment, leadership, and…

  • Finding Your Fit

    July 16, 2026 · 30 min

    How do you find work that aligns with who you are, not just what you can do? William Vanderbloemen, founder and CEO of Vanderbloemen Search Group, explores how understanding your strengths, behaviors, and motivations can lead to more…

  • Rethinking Career Growth

    June 24, 2026 · 40 min

    Is career success measured by moving up or moving forward? Cliff Maxwell, co-founder and CEO of Vocation, explores the difference between career progression and career progress, why fulfillment matters as much as advancement, and how…

  • Identity Reinvention

    June 18, 2026 · 44 min

    What happens when you leave the career you've spent decades building? Julie Fedele, a Future of Work strategist and portfolio career mentor, explores why career transitions are as much about identity as opportunity, and how more…

  • Collaboration Revolution

    June 3, 2026 · 45 min

    In a world overflowing with productivity tools and AI assistants, are we actually working better together? Toby Daniels, co-founder of ON_Discourse and Domain, explores why the future of work depends on better collaboration, stronger…

  • The Talent Shift

    May 13, 2026 · 42 min

    As AI transforms marketing and reshapes organizations, what skills and leadership qualities will matter most? Richard Sanderson, Partner at Spencer Stuart, explores how companies are rethinking talent, adapting team structures, and…

  • Dynamic Teaming

    April 29, 2026 · 32 min

    What if teams weren’t built around roles, but around problems? Britt Gage, founder and CEO of oAT (of All Trades), explores the shift from static org charts to dynamic teaming, where generalist operators execute, adapt, and connect across…

Full episode archive on Apple Podcasts →

About the show

Rethinking Work is a show hosted by Rishad Tobaccowala about how work is changing and how we can change with it. In each episode, Rishad sits down with bold thinkers, builders, and leaders to explore the future of work across industries. From remote work and AI to purpose, creativity, and culture, we uncover the ideas reshaping how we live, lead, and grow in today’s world. Subscribe to hear fresh, human conversations about what work can and should become.