Podcast Episode Details
Back to Podcast Episodes
Episode 777 | Why Retiring Might Be the Worst Goal for Entrepreneurs
Podcast: Startups For the Rest of Us (LS 58 · TOP 0.5% what is this?)
Episode: Episode 777 | Why Retiring Might Be the Worst Goal for Entrepreneurs
Pub date: 2025-06-03
Get Podcast Transcript →
powered by Listen411 - fast audio-to-text and summarization
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.
Topics we cover:
- (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
Links from the Show:
- 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
If you have questions about starting or scaling a software business that you’d like for us to cover, please submit your question for an upcoming episode. We’d love to hear from you!
Subscribe & Review: iTunes | Spotify
The podcast and artwork embedded on this page are from Rob Walling, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.
Published on 6 months, 3 weeks ago