Why It's Time to Retire the Idea of Retirement with Derek Coburn

Derek Coburn is a seasoned financial advisor, entrepreneur, and bestselling author of Networking Is Not Working. He is the co-founder of Cadre, an exclusive community for CEOs and entrepreneurs, and a respected voice on redefining success and fulfillment. In this episode, Derek dives into the ideas behind his new book Let's Retire Retirement, challenging the outdated notion of traditional retirement and offering a fresh, liberating approach to living well now and later. Listeners will gain valuable insights on how to align financial planning with purpose, connection, and long-term joy—without waiting for "someday."

Today we discussed:

00:00 Introducing Derek Coburn

00:45 The true history of retirement: Bismarck, FDR, and outdated milestones

03:24 Why 25–30% of retirees are going back to work

04:50 The concept of redefining retirement for personal fulfillment

07:37 Entrepreneurs and the myth of I'll do it after I exit

08:49 Real-world case study: Jay Baer's pivot from agency to tequila influencer

10:13 Financial math: how working longer cuts required savings dramatically

12:07 The 401(k) rethink: taxes, Roth conversions, and planning smarter

13:38 Parenting, presence, and valuing your $50,000 moments

14:58 The mindset shift needed to fully embrace this new paradigm

More About Derek Coburn:

Pre-order Let's Retire Retirement and access exclusive bonuses: https://DerekCoburn.com

Rate, Review, & Follow

If you liked this episode, please rate and review the show. Let us know what you loved most about the episode.

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👉 Get Your Free Prompts: https://dtm.world/freeprompts

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| Wed, 4 June 2025

Why It's Time to Retire the Idea of Retirement with Derek Coburn

Derek Coburn is a seasoned financial advisor, entrepreneur, and bestselling author of Networking Is Not Working. He is the co-founder of Cadre, an exclusive community for CEOs and entrepreneurs, and a respected voice on redefining success and fulfillment. In this episode, Derek dives into the ideas behind his new book Let’s Retire Retirement, challenging the outdated notion of traditional retirement and offering a fresh, liberating approach to living well now and later. Listeners will gain valuable insights on how to align financial planning with purpose, connection, and long-term joy—without waiting for “someday.” Today we discussed: 00:00 Introducing Derek Coburn 00:45 The true history of retirement: Bismarck, FDR, and outdated milestones 03:24 Why 25–30% of retirees are going back to work 04:50 The concept of redefining retirement for personal fulfillment 07:37 Entrepreneurs and the myth of I’ll do it after I exit 08:49 Real-world case study: Jay Baer's pivot from agency to tequila influencer 10:13 Financial math: how working longer cuts required savings dramatically 12:07 The 401(k) rethink: taxes, Roth conversions, and planning smarter 13:38 Parenting, presence, and valuing your $50,000 moments 14:58 The mindset shift needed to fully embrace this new paradigm More About Derek Coburn: Pre-order Let's Retire Retirement and access exclusive bonuses: https://DerekCoburn.com Rate, Review, & Follow If you liked this episode, please rate and review the show. Let us know what you loved most about the episode. Struggling with strategy? Unlock your free AI-powered prompts now and start building a winning strategy today! 👉 Get Your Free Prompts: https://dtm.world/freeprompts

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