Episode Details
Back to EpisodesReinvention, Family Business & the Courage to Pivot in Midlife | Jennifer Wilson
Description
Fan Mail: Tell Wendy how you're saying yes to yourself!
Welcome to the Say YES to Yourself! Podcast—the show for midlife women, empty nesters, and those navigating major life transitions like divorce, reinvention, and rediscovery. If you're ready to shed old roles and finally put yourself first, you're in the right place.
In this episode, Wendy is joined by Jennifer Wilson, a certified leadership coach, former CEO, and author of The Heart of Homestay. Together they discuss what it means to design your life on purpose, whether you're stepping away from a long-held role, embracing a new identity, or finally allowing yourself to pursue what’s been calling you.
They explore:
• What it really looks like to walk away from a role you’ve outgrown, especially when it’s “successful”
• How to navigate midlife reinvention with clarity, self-trust, and purpose
• Why discomfort is often a sign you’re growing—and how to move through it with confidence
This is a heartfelt conversation about letting go, leaning in, and living in alignment—on your terms.
Connect with Jennifer:
Get her book: The Heart of Homestay
Instagram @jenniferrobinwilson
Referenced in this Episode:
Burnout: The Secret to Unlocking the Stress Cycle by Emily and Amelia Negosky
Building a Story Brand: Clarify Your Message So Customers Will Listen by Donald Miller
Episode 161: Saying YES to Harnessing the Power of Flow with Diane Allen
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Connect with Wendy:
Linkedin
Instagram: @phineaswrighthouse
Facebook: Phineas Wright House
Website: Phineas Wright House
PWH Farm Stays
PWH Curated Experience and Travel
Interested in being a guest on the show?
Send your pitch to podcast@phineaswrighthouse.com
Podcast Production By Shannon Warner of Resonant Collective
Want to start your own podcast? Let's chat!
If this episode resonated, follow Say YES to Yourself! and leave a 5-star review. It helps more women in midlife discover the tools, stories, and community that make saying YES not only possible, but powerful.