The Midlife Chrysalis
The Midlife Chrysalis
Podcast Description
The Midlife Chrysalis is a one-hour podcast hosted by Chip Conley, bestselling author of Learning to Love Midlife and founder of MEA (Modern Elder Academy). Chip and his high-profile guests – including Maria Shriver, Hoda Kotb, Elizabeth Gilbert, Michael Franti, and more – dive into raw, vulnerable conversations about the profound transitions they’ve experienced in midlife.
Listeners get a rare look at how even the most successful individuals have to navigate life’s pivotal changes – and gain practical wisdom they can apply in their own lives for a more fulfilling and purposeful next chapter.
Podcast Insights
Content Themes
The show focuses on themes of personal transformation, emotional healing, and the pursuit of purpose in midlife, with episodes discussing topics such as redefining success and letting go of past identities, exemplified by guests like Maria Shriver exploring identity beyond legacy and Michael Franti sharing his journey of emotional recovery through music.

The Midlife Chrysalis is a one-hour podcast hosted by Chip Conley, bestselling author of Learning to Love Midlife and founder of MEA (Modern Elder Academy). Chip and his high-profile guests – including Maria Shriver, Hoda Kotb, Elizabeth Gilbert, Michael Franti, and more – dive into raw, vulnerable conversations about the profound transitions they’ve experienced in midlife.
Listeners get a rare look at how even the most successful individuals have to navigate life’s pivotal changes – and gain practical wisdom they can apply in their own lives for a more fulfilling and purposeful next chapter.
Many successful people reach midlife with a surprising question: What's next?
In this episode of Wisdom Wednesday,Chip Conley shares what he's learning from leading the Purpose Fellowship, a year-long program helping people redefine purpose beyond career, achievement, and old identities.
Chip explores why so many high achievers struggle to find meaning after success, how hidden patterns influence our choices, and why purpose is often much broader than we realize.
In this conversation, you'll learn:
- Why purpose is not just one thing for your entire life
- How career identity can keep people stuck
- The role of the ”shadow” in shaping behavior and decisions
- Why the shift from ego to soul becomes important in midlife
- Four practical ways to reconnect with meaning and fulfillment
If you're navigating a life transition, questioning your direction, or looking for a deeper sense of purpose, this episode offers valuable insights and practical wisdom.
Listen now and start exploring what your next chapter could look like.
Timestamps:00:00 Introduction – The Midlife Chrysalis & Purpose
00:30 Welcome with Chip Conley and Derek Gehl
01:04 Chip's health update and prostate cancer treatment
02:05 MEA Homecoming, Richard Rohr workshop, and finding purpose
03:39 Why purpose matters and common misconceptions
05:17 Big P vs. Small P Purpose
06:46 The origin of the Purpose Fellowship
08:22 Why successful people struggle to find what's next
09:49 Building a Portfolio of Purpose
10:26 The Power 24 Assessment Tool
11:46 The lawyer who became a pastry chef
13:06 Who joins the Purpose Fellowship?
14:52 Common purpose challenges in midlife
15:46 Why achievers struggle to let go of success metrics
16:01 The “Stylus” metaphor and finding new music in life
17:02 Self-reflection, identity, and the Hero’s Journey
18:06 Understanding your shadow self
19:00 The danger of jumping onto a new treadmill
20:30 Letting go of old identities
22:41 The most overlooked area: Spiritual development
23:35 Moving from ego to soul in midlife
24:01 Four pathways to discovering purpose
25:00 Chip's current purpose experiments and passions
25:34 Family, fatherhood, and what matters most
26:07 Chip's new Substack and Wisdom Well26:33 Final thoughts and outro
Learn more about MEA at https://www.meawisdom.com/
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