Reinvention, Family Business & the Courage to Pivot in Midlife | Jennifer Wilson episode artwork

EPISODE · Jul 4, 2025 · 55 MIN

Reinvention, Family Business & the Courage to Pivot in Midlife | Jennifer Wilson

from say YES to yourself! | Midlife Reinvention: Real Stories, Bold Moves

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 confidenceThis 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 HomestayJenniferRobinWilson.comInstagram @jenniferrobinwilsonReferenced in this Episode:Burnout: The Secret to Unlocking the Stress Cycle by Emily and Amelia NegoskyBuilding a Story Brand: Clarify Your Message So Customers Will Listen by Donald MillerEpisode 161: Saying YES to Harnessing the Power of Flow with Diane Allen________________________________________________________________________________________Connect with Wendy:LinkedinInstagram: @wendy.harropFacebook: Phineas Wright HouseWebsite: Phineas Wright House PWH Farm StaysPWH Curated Experience and TravelInterested in being a guest on the show? Send your pitch to [email protected] 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.

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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 de...

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Reinvention, Family Business & the Courage to Pivot in Midlife | Jennifer Wilson

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