Episode 777 | Why Retiring Might Be the Worst Goal for Entrepreneurs

What if the traditional dream of retirement is actually a trap for entrepreneurs?

In this episode, Rob Walling talks with Derek Coburn, author of Let’s Retire Retirement: How to Enjoy Life to the Fullest, to challenge the long-held belief that early retirement is the ultimate goal. They explore why many entrepreneurs feel unfulfilled after retiring and how shifting toward purpose-driven work can create more freedom, meaning, and longevity.

(2:17) – Why traditional retirement often leads to boredom and regret



(6:44) – How working longer can drastically reduce your savings burden



(11:05) – The power of $50K moments and appreciating time with loved ones



(17:03) – Prioritizing health and well-being as a long-term strategy



(21:42) – Smarter and more flexible alternatives to full retirement

MicroConf Europe – September 28–30 · Istanbul, Türkiye



TinySeed – Invest



Let’s Retire Retirement – Book on Amazon



Derek Coburn’s Website



Derek Coburn | LinkedIn



Derek Coburn (@cadredc) | X

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