318: The Underfulfilled Overachiever: Redefining Success with Life Coach Megan Hellerer
Conversations with Cam
Dear Media
4.7 • 1.5K Ratings
🗓️ 13 August 2025
⏱️ 74 minutes
🧾️ Download transcript
Summary
In this episode, I sit down with my life coach, Megan Hellerer, and author of "Directional Living," to explore the meaning of the "Underfulfilled Overachiever" and discuss strategies for finding true career and life fulfillment. Megan shares her personal journey from working at Google to becoming a transformative coach, and introduces us to concepts like directional living and productivity hoarding. We talk about why so many high achievers feel unfulfilled despite outward success, and how to break free from the cycle of compulsive achievement.
Key Takeaway / Points:
- What is an "Underfulfilled Overachiever"?
- Megan's transition from working at Google to becoming a life coach
- The difference between directional and destinational living
- How to listen to your inner navigation system
- Finding fulfillment when you don't have a clear passion
- Why curiosity is more important than passion in career exploration
- Practical steps for aligning your calendar with your values
- How to balance choosing a career you enjoy with financial needs
- Ways to start living more directionally right now
- Finding hobbies that fuel your passions
- How to get unstuck and take action to find happiness and joy
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Get Megan's book "Directional Living" HERE
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Website: meganhellerer.com
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Transcript
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| 0:00.0 | The following podcast is a dear media production. |
| 0:04.0 | Hello from the summer reassess where you are about to get a lot of information on exactly what that looks like. |
| 0:11.5 | I've mentioned this a lot on social. |
| 0:13.4 | I think I've talked about it in a few episodes, but I'm navigating this summer reassess where I really take a wide lens look at everything I'm doing, how I'm doing it, |
| 0:25.3 | whether I'm enjoying it, what the ROI is from a financial standpoint, from a joy standpoint, |
| 0:30.6 | from a time standpoint, what makes the most sense, and how do I best set up my career, |
| 0:36.8 | yes, but also my life to prioritize joy? |
| 0:39.9 | So with this, I have been working with an incredible coach and she is the guest on today's |
| 0:46.2 | episode, Megan Heller. |
| 0:48.2 | After checking all of the traditional boxes of success and achieving everything that she |
| 0:52.5 | had set out to achieve, like graduating at the |
| 0:54.6 | top of her class from Stanford and spending eight years as a Google executive, she was still miserable, |
| 0:59.9 | and she surprised everyone by quitting her great on paper job with no plan. In an effort only to help |
| 1:05.8 | herself find fulfillment, she created a whole new approach to success and achievement, which she |
| 1:10.3 | called directional |
| 1:11.2 | living. Since then, she's worked with hundreds of underfulfilled overachievers, including |
| 1:15.9 | AOC, to share this methodology and to transform their careers on the way to transforming their |
| 1:21.2 | lives. So the underfulfilled overachievers is really what got my attention when I was introduced |
| 1:26.8 | to her because immediately I was like, |
| 1:28.5 | ding, ding, ding, hey, that's me. Help. And she's doing exactly that. It's been an honor to work |
| 1:34.4 | with her. She's really incredible and has helped me so much in this summer reassess. And I also just |
| 1:39.9 | think she has so many tangible tips and pieces of advice and nuggets of wisdom for many of you |
... |
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