Happy Beyond 40

What Comes After “Enough”? Rethinking Success with Carolyn Reagan

Marcy Sutherland and Sarah Breigle Season 4 Episode 3

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0:00 | 38:39

Are you feeling stuck in your career—even though you’ve achieved success on paper? Wondering what’s next, but unsure where to start?

In this episode, co-hosts Sarah and Marcy sit down with Carolyn Regan, former Chief People Officer turned leadership coach and creator of The Vital Shift, to explore how high achievers can reinvent their work and life for more meaning, alignment, and fulfillment.

After a successful corporate career, Carolyn took a “power pause” and discovered that many accomplished professionals feel burned out, disconnected, and unclear about their next chapter. This conversation offers a practical path forward.

In this episode, you’ll learn:

  •  How to recognize the difference between burnout and lack of fulfillment 
  •  Why traditional success (money, titles) stops feeling meaningful—and what comes next 
  •  The concept of “enough” and how it reshapes your career decisions 
  •  The 4 key freedoms: time, relationships, purpose, and wealth 
  •  Simple micro-actions to help you get unstuck and start your next chapter 

If you’re navigating a career transition or craving more meaningful work, this episode will help you reset and move forward with clarity.

Connect with Carolyn: https://www.linkedin.com/in/carolynregan/ 

Subscribe to The Vital Shift: https://thecarolynregan.substack.com/