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When Success Isn’t Enough: How Self-Trust Transforms High-Achievers, Lessons from Coaching with Jenna Lee Dillon

Author
Rebecca Dollard: Somatic Mind-Body Life Coach, Enneagram Coach, Speaker, Boundaries Coach, Mindset
Published
Wed 20 Aug 2025
Episode Link
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What if transformation isn’t about fixing what’s broken, but learning to relate to yourself with compassion and trust?

In this raw and powerful conversation, guest Jenna Lee Dillon shares the inner shifts she’s experienced through somatic coaching, masterminds, and retreats. Once living in a constant state of “pedal to the metal,” Jenna Lee discovered the radical freedom of trusting herself to know when to accelerate- and when to slow down.

We explore:

  1. Why strategy alone can’t touch the deepest parts of growth
  2. The metaphors that help women in their head shift how life feels 
  3. How to stop performing resilience and actually build a “bigger boat” before the storm hits
  4. What changes when high-achieving women stop caretaking everyone else’s emotions first

This episode is an invitation to step off the hamster wheel of extremes and into a new way of being - one where presence, vulnerability, and trust create the kind of transformation no strategy can.

Want to work with Becca? Apply or coaching here: https://www.the-motherhood-mentor.com/reclamationcoaching

Retreat Waitlist: https://themotherhoodmentor.myflodesk.com/ha3wbltjvk


Guest Jenna Lee Dillon 

Gutsy Money : https://gutsymoney.co/

Listen to the podcast on money here: https://podcasts.apple.com/us/podcast/the-motherhood-mentor/id1735994095?i=1000697677756


Jenna Lee's Book: https://a.co/d/1YuFPHz

If you’re ready to stop living on autopilot and start leading your life with deep presence, I’d love to work with you. Book a free interest call here: Click Here

💌 Want more? Follow me on Instagram @themotherhoodmentor for somatic tools, nervous system support, and real-talk on high-functioning burnout, ambition, healing perfectionism, and motherhood. And also pretty epic meme drops.

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