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6 Ways Questions Can Transform Your Life | Elizabeth Weingarten

In a world obsessed with answers, Elizabeth Weingarten invites us to pause — and reconsider the power of the question. In this question-provoking episode, Elizabeth shares insights from her forthcoming book How to Fall in Love with Questions, which blends personal storytelling, behavioral science, and philosophical reflection. Drawing inspiration from Rilke and decades of inquiry into identity, inclusion, and resilience, Elizabeth makes the case for cultivating a “questions practice” — a mindset shift that embraces curiosity over certainty.

We unpack how our discomfort with uncertainty often drives us toward shallow solutions. But what if, instead of rushing to resolve ambiguity, we learned to sit with it? What if the way forward — in work, in relationships, in life — begins with asking better questions and being patient with their answers?

This episode is an invitation to reflect. Whether you’re a leader navigating complexity, a person in transition, or simply someone who’s felt the pressure to “figure it all out,” Elizabeth offers a richer, more resilient path: one that begins not with knowing, but with wondering.

Want to watch this episode? Check it out on our YouTube Channel

Topics

[0:00] Intro and Speed Round with Elizabeth Weingarten

[11:04] The Power of Loving Questions

[15:50] The Biological Need for Certainty

[21:48] The Role of Patience in Asking Questions

[39:18] Questions and the Role of Behavioral Science

[47:57] Desert Island Music

[50:38] Grooving Session: The Value of Sitting With Questions

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Ep. 395 – Unlocking Intimacy: The Power of Questions | Topaz Adizes

Ep. 412 – Ask the Right Question, Get the Best Answer | Jeff Wetzler