What's Wrong With You?

Successful people’s stories of failure.

About the show

Successful people sharing true stories of failure: entrepreneurs, authors, music producers, comedians, wine sommeliers, top YouTube creators, and more. Each episode asks the same series of questions:

1) What's wrong with you?

2) Tell me about a time that you failed?

3) If you could go back in time, what would you tell yourself?

4) When does that come up now? When do you think about that moment, or that failure, or that lesson?

Hosted by Sarah Klegman.

What's Wrong With You? on social media


  • Sorry, Dad

    December 17th, 2019  |  Season 2  |  29 mins
    college, comedy, kirshen, klegman, mathematics, standup

    We're struggling to make choices, dealing with overwhelm, and disappointing our parents with UK comedian, Matt Kirshen! You've seen him on Fallon, you've heard him on his Probably Science podcast, and he's written on Arrested Development and The Jim Jeffries show.

  • Episode 16: Silence, or Else

    October 31st, 2019  |  Season 2  |  33 mins 54 secs
    nodes, sarah klegman, taali, taali music, talia billig, vocal cords, whats wrong with you

    A singer almost loses the ability to speak - let alone sing - forever. Meet Taali, a thriving artist and songwriter, helming her own NYC record label (Rainbow Blonde), while performing, touring, and creating epically beautiful music videos.

  • Episode 15: Your Own Harshest Critic

    October 24th, 2019  |  Season 2  |  27 mins 32 secs
    anxiety, comedy, depression, heather thomson, los angeles, mental health, sarah klegman, storytelling

    Heather Thomson is a comedian from Los Angeles who has been in the game for over 10 years. In this episode, we get into the reality of dealing with anxiety, depression, and self-doubt. But like, funny.

  • Episode 14: Knock-Knees, Herpes, and Jews

    October 17th, 2019  |  Season 2  |  35 mins 28 secs
    cape town, comedian, comedy, herpes, jewish, knock-knees, limmud, limmudfest, nik rabinowitz, podcast, sarah klegman

    Nik Rabinowitz is a South African comedian with knock-knees, herpes, and very little control over when to turn off the funny.

  • Episode 13: Minding Your Own GD Business

    October 11th, 2019  |  Season 2  |  26 mins 52 secs
    failure, klegman, leitman, margot leitman, moth, storytelling, the moth

    Have you ever just NEEDED to know?! Margot Leitman is a bestselling author and world-renowned storyteller with a total inability to mind her own business - and thank god for that.

  • Bonus Episode: Meet The Host, Sarah Klegman

    October 4th, 2019  |  Season 2  |  15 mins 14 secs
    acceptance, challenge, failure, journey, klegman, podcasting

    A special episode for new and old listeners alike. Learn more about your host Sarah, and the real reasons she started this show!

  • Episode 11: The Brilliant Bioethicist With ADHD

    October 4th, 2019  |  Season 2  |  41 mins 27 secs
    add, adhd, coping, klegman, limmud, limmudfest, wolpe

    Paul Root Wolpe is a bioethicist who struggled with ADHD in his childhood. Hear about how he's turned one of his greatest weaknesses into his greatest strength!