Episode
182. What if My Biggest Regrets End Up Being the Decisions I'm Making Today…
- Published
- Jul 27, 2026
- Duration seconds
- 1455
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Summary
What if your greatest regrets aren't behind you—but are quietly being created by the decisions you're making today? In this episode, I challenge the way most high performers think about regret, revealing why your greatest regrets won't come from one bad decision, but from the small choices you justify every single day. In this episode, you'll learn : Why regret is created one small decision at a time The difference between regret of action and regret of inaction What the Top Five Regrets of the Dying teach entrepreneurs Jeff Bezos' Regret Minimization Framework Why every business decision is actually a life decision How to use regret as a guide instead of a burden Practical questions to make better long-term decisions How to build a future you'll be proud to look back on If you're building a successful business but worry about what it might be costing your health, marriage, family, or peace of mind, this episode will help you make the kind of decisions your future self will thank you for. Listen now. Time Stamps : 00:00: The simple question that could completely change the next 10 years of your life 5:35: Why regret isn't failure—it's one of your greatest teachers 7:37: The heartbreaking question a 14-year-old asked his father after seven years of disappointment 10:26: The type of regret that stays with people for the rest of their lives 15:10: The Jeff Bezos decision-making framework every entrepreneur should use 18:58: You're not making business decisions—you're making life decisions 20:39: The one parenting question that instantly changes your priorities I help founders and CEOs overcome the hidden psychological and emotional costs of success so they build a life that feels as successful as it looks. Apply for Private 1:1 Coaching : If you're successful on paper but…