From Montana to Portugal

Somehow Thriving, Mostly Improvising in Portugal


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In this episode, I take you to the coast of Portugal—where a spontaneous swim, a lingering cough, a jazz band at midnight, and a soccer player from Tasmania all weave into an unexpected meditation on what it means to feel truly alive.

I didn’t plan to jump into cold water that morning, and I certainly didn’t plan to rethink my relationship with planning itself—but that’s what unfolded. This is a story about unplanning, aliveness, and those surprising moments that catch you off guard and stay with you like salt on your skin.

Whether you’re chasing goals, recovering from burnout, or just wondering what it might feel like to really live again—this one’s for you.

P.S. The Tootsie Pop makes a cameo. You’ll see what I mean. To get more from me and subscribe go to: https://janelleholden.substack.com



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From Montana to PortugalBy Janelle Holden