Rachel Bloom

Rachel Bloom

From Reclaiming with Monica Lewinsky by Wondery

May 19, 2026 · 58 min

About this episode

Rachel Bloom joins Monica Lewinsky to discuss transforming personal trauma into creative expression through her work on Crazy Ex-Girlfriend.

Emmy-winning creator and star of the TV series Crazy Ex-Girlfriend, Rachel Bloom joins Monica this week on Reclaiming for a revealing conversation about turning your personal trauma into creative expression. Rachel retraces her path from childhood OCD and early career love triangles, to creating Crazy Ex-Girlfriend—a show that brilliantly dismantled romantic-comedy tropes and reclaimed the "crazy" label with a raw, honest portrayal of mental illness. Expect a conversation brimming with intellectual curiosity, radical candor, and a masterclass in how to find the perfect punchline for your deepest pain...plus Rachel dishes on her latest role in The Devil Wears Prada 2. Thanks to Grow Therapy for sponsoring the show! Whatever challenges you’re facing, Grow Therapy is here to help. Visit GrowTherapy.com/RECLAIMING to get started! Learn more about your ad choices. Visit podcastchoices.com/adchoices

People in this episode

Host: Monica Lewinsky

Guest: Rachel Bloom

Topics covered

  • creative expression
  • mental illness
  • personal trauma
  • romantic-comedy tropes
  • OCD
  • career challenges

Keywords

  • Rachel Bloom
  • Crazy Ex-Girlfriend
  • mental health
  • creative process
  • OCD
  • comedy
  • The Devil Wears Prada 2

Sponsors

Grow Therapy

Mentioned in this episode

Books & works: Crazy Ex-Girlfriend, The Devil Wears Prada 2

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