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In this episode, Douglas sits down with Bruce Gimpel for a thoughtful conversation about ambition, reinvention, spirituality, and the search for meaning beyond professional success.
Bruce spent decades in the demanding world of hedge funds and high finance, where performance, pressure, and achievement shaped daily life. But alongside his professional career, he was also pursuing something less visible — a lifelong search for deeper understanding and fulfillment.
After stepping away from finance, Bruce redirected his energy toward volunteering, nonprofit work, and personal growth. His journey eventually led him to complete five separate 10-day silent meditation retreats — experiences that challenged him to slow down, sit in stillness, and examine life from a completely different perspective.
Together, Douglas and Bruce explore what happens when high achievement no longer feels like the full answer, and why so many successful people eventually begin asking deeper questions about purpose, identity, and inner peace.
In this episode:
This episode is an honest exploration of the second half of life — not as a winding down, but as an opportunity to grow in entirely new directions.
If you’ve ever wondered whether there’s more to life than accomplishment, this conversation will resonate deeply.
What happens when the thing that once defined you… no longer does?
In this episode, Brent shares his journey from being an NFL punter to building a life in the corporate world—and the identity reckoning that came with that transition. Together, we explore how meaning is built outside of work, why tying your entire identity to one role can be so fragile, and what it really takes to live a purposeful, grounded life after a major career shift.
Brent opens up about why he no longer leads with his NFL career when meeting new people, what athletes mean when they say “an athlete dies twice,” and how the character traits developed through elite sports can be translated into a meaningful life beyond the field.
Whether you’re a former athlete, someone navigating a career transition, retirement, or simply questioning how much of your identity is wrapped up in your job—this conversation offers perspective, honesty, and a powerful reminder that meaning is something you build, not something you earn through titles.
In This Episode, We Cover:
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Special edition episode!
Join me and 2 of my pals, Bea and Victoria, as we reflect on our acorns from our recent section hike of the Appalachian Trail.
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Join Leah & one of her dearest friends, Jamie, as they exchange acorns!
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Join Leah and one of her childhood best friends, Maddie, as they exchange acorns 🐿️
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From the publisher's feed
Back To The Nest is a monthly podcast where Leah Kern sits down with a loved one to swap “acorns”—little tips and insights we’re currently leaning into. Acorns can be trivial things, like a fun new…