64 Episodes

  1. Chris Carter Wants You To Believe

    Published: 6/3/2025

  2. Check it Out: Ira Glass on Three Decades of ‘This American Life’ Magic

    Published: 5/27/2025

  3. Not Reading the Comments with Maureen Dowd

    Published: 5/20/2025

  4. Remembering to Forget with Lewis Hyde

    Published: 5/13/2025

  5. Playing God with Jonathan Roumie

    Published: 5/6/2025

  6. Looking Back: One Year of Fail Better

    Published: 4/29/2025

  7. Chris Evert Hates To Lose More Than She Loves To Win

    Published: 4/22/2025

  8. The Grit and Grind of Steve Lukather

    Published: 4/15/2025

  9. Introducing: Confessions of a Female Founder with Meghan

    Published: 4/11/2025

  10. EXCLUSIVE PEEK: Reflections on Alec Baldwin, Kenya Barris, and more

    Published: 4/8/2025

  11. Graydon Carter and The Editor’s Eye

    Published: 4/1/2025

  12. 25 Years Later and Bree Sharp Is Still Asking Why Won’t I Love Her

    Published: 3/25/2025

  13. Failure Matters with Jaleel White

    Published: 3/18/2025

  14. Check it Out: “Use a Messy Closet, a 3-Hour Rule for Difficult People & Renowned Judy Blume on Reading”

    Published: 3/11/2025

  15. Peter Singer Wants to Save Animals… and Humans, Too

    Published: 3/4/2025

  16. Failure-ish with Kenya Barris

    Published: 2/25/2025

  17. Kara Swisher Is So Much More Than the World’s ‘Musk-splainer’

    Published: 2/18/2025

  18. Failure, Freedom, and ‘Friends’ with Maggie Wheeler

    Published: 2/11/2025

  19. EXCLUSIVE PEEK: Reflections on Gillian Anderson, Rosie O’Donnell, and more

    Published: 2/4/2025

  20. The Humor of Being Human with Costica Bradatan

    Published: 1/28/2025

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To be human is to fail – period. And not just to fail once, but to fail a lot. As the author Samuel Beckett said: “Fail again. Fail better.” This saying means a lot to me and my family – so much so that my daughter got a tattoo of it. Why are we, and so many others, so deeply concerned by failure? And if it’s something we all do so often, why are we so afraid of it – especially those of us here in win-at-all-costs America? In this podcast, I sit down with successful, thoughtful people like Ben Stiller, Bette Midler, Sean Penn and more to talk about failure – or what they labeled “failure,” but what was really an unparalleled opportunity for growth and revelation. I even want to delve into my own hardest moments, when I wrestled with setbacks, shame, and fear. We’ll still fail again. And again. But maybe if we fail better, we’ll feel better -- and maybe if we can all laugh together in failure, that's a start.