The Leap Club
What if regret isn't something to fear, but something to learn from? In this episode, I sit down with storyteller, producer, director, and writer Simon Gullstrom to explore one of the most universal human emotions: regret. After spending two years researching the topic while following four people around the world, Simon dives deep into four distinct forms of regret that shape our lives: foundational regret, connection regret, boldness regret, and moral regret. Together, we unpack what each of these regrets looks like, why they emerge, and what they reveal about the choices we make. Our conversation goes beyond psychology. We explore the decisions that quietly shape the direction of our lives, the moments we wish we'd acted differently, and why the biggest regrets often come from the chances we never took. We also discuss how Simon's work beautifully aligns with The Leap Club's mission: helping people make courageous choices today so they don't look back years from now wondering, what if? If you've ever questioned a decision, hesitated to take a leap, or wondered how to build a life with fewer regrets, this conversation is for you.
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