EP. 1981

Simone Stolzoff

Author, How to Not Know

May 11, 2026
simone stolzoff

Guest Simone Stolzoff, journalist and author of the new book, How to Not Know: The Value of Uncertainty in a World that Demands Answers, says we are living through what the World Health Organization calls a “polycrisis” — overlapping economic, political, technological, and personal disruptions that are leaving many of us feeling anxious, untethered, and desperate for answers.

But what if the goal isn’t to eliminate uncertainty?

What if the real skill is learning how to live with it?

Simone argues that our obsession with certainty — whether in our careers, relationships, finances, or identities — may actually be making us more anxious, less adaptable, and less fulfilled.

In this conversation, we talk about:

  • Why uncertainty tolerance is declining
  • The surprising psychology behind layoffs and career anxiety
  • Why savings can create emotional flexibility, not just financial security
  • How to stop tying your self-worth to your job title
  • The dangers of chasing a “dream job”
  • Why curiosity may be one of the most important skills in the AI era
  • And how becoming a parent forced Simone to practice what he preaches
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