Simone Stolzoff, author of How to Not Know, joins Jay to explore why our search for certainty often leads us into three traps: comfort, hubris, and control. They discuss how replacing those instincts with growth, humility, and acceptance can help us move forward without having every answer.

Simone shares practical ways to build your tolerance for uncertainty, including introducing small doses of randomness into your routine, looking to your past for evidence that you can handle difficult situations, and trusting your future self to solve future problems.

They also break down four questions that can bring clarity during a crisis: What is really happening? What are the trade-offs? What are your priorities? What is the next right action?

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We talk about:

[00:00] Why Uncertainty Makes Us So Uncomfortable

[01:34] The Three Traps of Certainty

[06:53] How to Get Better at Not Knowing

[11:36] What Happens When You Randomize Your Life

[20:58] Four Questions for Navigating a Crisis

[34:06] Let Go of the Life You Didn’t Choose

[38:52] The Challenge: Choose Who You Want to Become

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