The Will to Change: Where Leadership Meets the Courage to Evolve

E389: Deadheading the Garden: On Growth, Grace, and Letting Go

November 7, 2025·31 min
Episode Description from the Publisher

In this minisode, Jennifer reflects on the quiet courage it takes to outgrow the rooms, roles, and identities that once fit us. Drawing on the poetry of Dr. Tunde Okewale and her own metaphors of gardens, shells, and shifting seasons, she explores grace not as softness, but as a vital leadership technology—what allows us to stay human in uncertain times. Legacy, she reminds us, isn't something we leave behind; it's a living practice shaped by how we lead, let go, and tend what's next. This episode invites you to find meaning in the liminal space between endings and beginnings, and to trust that releasing what no longer fits is itself an act of becoming.

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