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December 9, 2025 41 mins

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In the very first episode of Roam Alone, host Theresa Stephens shares the personal stories that ignited her passion for exploring the world on her own. From a spontaneous birthday weekend in Chicago to an unforgettable solo night at a Jon Batiste concert, Theresa reflects on the quiet confidence and unexpected connections that come from taking that first step alone.

She also opens up about one of her most transformative adventures—traveling to Africa solo to join a group trekking Mount Kilimanjaro. Through these moments, Theresa reveals how independence, curiosity, and courage shaped her journey and ultimately inspired the creation of this podcast.

Whether you're dreaming of your first solo trip or already a seasoned wanderer, this episode dives into the beauty, growth, and self-discovery that solo travel makes possible.

00:00 — Welcome + what this episode is about 

06:13 — My weekend solo trip to Chicago 

14:52 —Kilimanjaro on a whim 

27:58 — Jon Batiste meetup in Cincy 

36:01 – What’s next

Please like and Subscribe to the show! If you have a solo travel story, leave a recorded video or voicemail at theresaannstephens@gmail.com and you could be featured on the next Roam Alone!

Roam Alone is hosted by Theresa Stephens.

Instagram: @theresaannstephens

Facebook: /theresastephens

Facebook: /RoamAlone

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