The Regret Test: Starting at the End and Working Backward

Have you ever wondered what you'd wish you had done differently if you knew your time was running short? In this episode, we explore a powerful thought exercise — projecting yourself to the end of your life and looking back to discover what truly matters today. Through three reflective scenarios, we examine how the regrets we fear most can actually become the roadmap for living a more intentional, connected, and present life. From the wishes we'd hold at the end, to the people who shaped us, to the stories that'll be told at our 80th birthday, this is an invitation to stop building a resume and start building a life you'll be proud to look back on.

Timestamped Chapters:

• 0:14 — The Regret Test
  What if we only had three months to live? We explore how imagining the end can surface the things we've left undone — the trips, the relationships, the chances we never took — and how those regrets can become an actionable roadmap for right now.
• 1:47 — The People Who Shaped You
  Think of the top 20 people who've shaped your life. If they were gone tomorrow, what would you wish you had said? This chapter is about taking stock of our deepest relationships and finding the courage to make the call, have the hard conversation, or finally let go of an old grudge.
• 2:55 — The Stories They'll Tell
  Picture your 80th birthday party. Who's there, and what are they saying about you? We reflect on the legacy we're actually building — not through titles or money, but through how we made people feel — and draw on the timeless lessons of A Christmas Carol and It's a Wonderful Life to remind us it's never too late to change the story.

We'd love to hear your thoughts. What do you do to stay present and make decisions you won't regret? Share your reflections with us — and as always, thanks for tuning in.