The Midlife Chrysalis

Reinvention After 50 with Seth Godin: Make Life Your Best Work of Art


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What if midlife isn’t a crisis, but your most creative chapter yet?


In this inspiring and deeply personal episode, bestselling author and entrepreneur Seth Godin shares how he’s reinvented his life through purpose-driven work, disciplined freedom, and the belief that life itself is a series of art projects.


We explore why the “dip” is a crucial part of growth, how to walk away from success when it no longer serves you, and what it really means to build a legacy. Seth also opens up about aging, identity, and choosing meaning over momentum.


It’s a conversation full of wisdom, honesty, and practical insight for anyone navigating change. Subscribe for more episodes that help you reimagine your next chapter!


Timestamps:

00:00 Intro

01:16 How Seth and Chip first met at Stanford

02:49 Writing their first book together

03:53 Jay Conrad Levinson as a modern elder

07:01 Writing over 150 books

08:31 Understanding The Dip and its midlife parallels

12:28 Seth’s two “Dip” examples

14:13 Chip’s hotel dip and decision making

17:27 Creativity, resilience, and entrepreneurship after 50

19:36 Not being in high school anymore & insulating yourself

22:49 Midlife crisis or chrysalis?

27:25 Alt MBA, The Carbon Almanac, and collaborative creation

32:03 Rebranding midlife and self-image as we age

35:28 Things that got better with aging

37:54 Seth’s perspective on retirement & legacy

41:16 Seth’s next project

42:42 The future of the U.S. and generational change

46:28 A bumper sticker of wisdom

48:14 The importance of the origin story


Learn more about MEA at https://www.meawisdom.com/


#SethGodinInterview #MidlifeChrysalis #StanfordStories #TheDipBook #PortfolioLife #ModernElderAcademy #CarbonAlmanacProject #AltMBAJourney #RebrandingMidlife #CreativeAging #WisdomInMidlife #OpportunityCostLesson #EntrepreneurAfter50 #LifeAsArtProject #TeachingLegacy

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The Midlife ChrysalisBy Chip Conley

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