JUMP with Traveling Jackie

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The Unexpected Freedom of Putting Down Roots (JUMP212)

June 10, 2026

What if putting down roots could actually set you free? In this deeply personal solo episode, Jackie celebrates buying her first house and takes us through nearly a decade of reflections on home, belonging, freedom, and life as a long-term traveler. Through four essays and the recurring symbol of a rice cooker, she shares how her relationship with possessions, stability, Montana, and the idea of putting down roots has evolved over the years. Jackie recounts the surprising way her house found ...

Building the Community She Couldn’t Find with Cassidy VanOrden (JUMP211)

May 27, 2026

What happens when you can’t find the community you’re looking for? For Cassidy VanOrden, the answer was simple: create it. In this episode, Jackie sits down with Cassidy, founder of Girl Get After It, a women-focused community built around outdoor adventure, movement, trying new things, and making real friendships as adults.Cassidy shares the story behind Girl Get After It, from growing up in a tiny Montana town and being shaped by her family’s entrepreneurial spirit, to navigating deep grief...

How 52 Hikes Became a Healing Movement with Karla Amador (JUMP210)

May 13, 2026

Karla Amador, founder of the 52 Hike Challenge, joins Jackie to share the deeply personal story behind a movement that has inspired hundreds of thousands of people to get outside. After becoming a mom at 17, navigating a young marriage, and later going through a painful divorce, Karla found herself in a dark season where hiking became a path toward healing, strength, and self-trust.What started as a simple goal to hike once a week for a year grew into a nationwide community, complete with cha...