How To Ask Better Questions with Elizabeth Weingarten | 347

2025-09-24

What if the smartest, bravest thing you could say wasn’t “I know” — but “tell me more”? In this episode of This Is Woman’s Work, we sit down with Elizabeth Weingarten — journalist, applied behavioral scientist, and author of How to Fall in Love with Questions. Her career has spanned writing and research roles at The Atlantic, Slate, and The Think Tank New America, as well as leadership work in applied behavioral science. Elizabeth’s mission? To help us break free from the cult of certainty and rediscover the power of curiosity.

What if the smartest, bravest thing you could say wasn’t “I know” — but “tell me more”?

In this episode of This Is Woman’s Work, we sit down with Elizabeth Weingarten — journalist, applied behavioral scientist, and author of How to Fall in Love with Questions. Her career has spanned writing and research roles at The Atlantic, Slate, and The Think Tank New America, as well as leadership work in applied behavioral science. Elizabeth’s mission? To help us break free from the cult of certainty and rediscover the power of curiosity.

Her new book isn’t just philosophy — it’s a practical toolkit for navigating life’s biggest unknowns with courage and creativity. She shows us why asking better questions leads to better relationships, smarter decisions, and more meaningful leadership of self and others.

We dive into:

Why curiosity is a leadership superpower (and why it’s harder than it sounds)
The four elements of a powerful “questions practice”
How reframing your questions can transform relationships, careers, and confidence
The danger of outsourcing answers instead of trusting your inner wisdom
Back pocket questions you can use to connect more deeply — with yourself and others

Because sometimes the most world-changing thing you can say isn’t I know — it’s tell me more.

Connect with Elizabeth:

Website: www.elizabethweingarten.com

Book: https://www.harpercollins.com/products/how-to-fall-in-love-with-questions-elizabeth-weingarten?variant=42922801758242

Substack: https://timetravelforbeginners.substack.com/

LI: https://www.linkedin.com/in/elizabeth-weingarten/

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