How to Deal with Uncertainty (and Stop Overthinking Everything) | Simone Stolzoff

How to Deal with Uncertainty (and Stop Overthinking Everything) | Simone Stolzoff

From Marriage Kids and Money: Personal Finance for Families by Andy Hill

May 20, 2026 · 26 min

About this episode

Simone Stolzoff discusses how to embrace uncertainty and its value in a world that demands answers.

Simone Stolzoff’s new book: How to Not Know - ⁠https://amzn.to/420WLhp⁠ (affiliate) Uncertainty is everywhere right now. From economic shifts and global conflict to career changes and parenting decisions, many of us are craving answers in a world that feels increasingly unpredictable. In this episode, we sit down with author and journalist Simone Stolzoff to discuss how we can become more comfortable with uncertainty instead of constantly trying to eliminate it. Simone shares insights from his new book, How to Not Know: The Value of Uncertainty in a World That Demands Answers, and explains why our obsession with certainty may actually be fueling anxiety. We discuss how technology has changed our tolerance for the unknown, why discomfort can lead to growth, and practical ways to build resilience in uncertain times. If you’ve been feeling overwhelmed by the future, this conversation will help you slow down, breathe deeper, and rethink your relationship with uncertainty. RESOURCES Own Your Time – Pre-order our first book today! MKM Coaching – Get 1-on-1 support with your family finance journey. Coast FIRE Calculator – Find out when you can slow down or stop investing for retirement…

People in this episode

Host: Andy Hill

Guest: Simone Stolzoff

Topics covered

  • uncertainty
  • personal finance
  • parenting decisions
  • mental health
  • resilience
  • technology

Keywords

  • uncertainty
  • anxiety
  • personal finance
  • growth
  • technology
  • parenting
  • resilience

Sponsors

Monarch Money, Crew

Mentioned in this episode

Books & works: How to Not Know

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