How To Fail With Elizabeth Day

Aline Brosh McKenna - The Rom Com Queen Who Wrote The Devil Wears Prada

May 6, 2026
Aline Brosh McKenna, screenwriter and director best known for The Devil Wears Prada and co-creator of Crazy Ex-Girlfriend, reflects on a career that flipped at 38. She chats about writing bold, brash characters, revisiting Miranda for a sequel, her scrappy on-set craft, failed magazine dreams that nudged her to screenwriting, and the hard-won confidence to ask for what she wants.
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INSIGHT

People Pleasing Is A Strategic Strength

  • 27 Dresses reframes people-pleasing as a strength rather than weakness.
  • Aline wrote it from the best friend’s POV, arguing women’s shapeshifting and emotional labor can be powerful assets, not mere subservience.
ADVICE

Stop Smallifying Your Voice

  • Do stop 'smallifying' your ideas and language in meetings and writing.
  • Aline encourages women to avoid apologetic hedging and occupy more space instead of cinching their legs or diluting proposals.
INSIGHT

Sequel Finds Purpose In Real World Change

  • Revisiting characters works when the world around them has meaningfully changed.
  • Aline found the sequel compelling because fashion, publishing and journalism transformed, giving new stakes for Miranda and Andy.
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