Jessa Smith

Jessa Smith has always been a nomad by nature. Never stayed in one place too long. Never needed company to chase a sunrise in Morocco or motorbike through back alleys in Hanoi. But being a solo woman on the road? It’s a dance with risk. She’s felt the eyes. Dodged the hands. Slept with a knife under her pillow in hostels that didn’t feel right. She’s never been anyone’s victim—but she’s come close enough to understand what’s at stake. That’s why she turned her travel blog, Roam Rogue, into a global resource for women who wander. She maps safe spots, flags red zones, reviews local guides with honesty and edge. Her DMs are a lifeline for first-timers, and her safety gear recs go viral for good reason. She’s got stories she doesn’t share—but tips she gives like gospel. Jessa didn’t become a Baddie because she stayed safe. She became one because she refused to stay scared. Now she walks into every new city like she owns the map—and makes sure other women can too.

Crossroads for Women

Jessa chose the Crossroads for Women because freedom should mean more than just walking out of a cell—it should mean walking into possibility. Their mission to support women emerging from incarceration with integrated services, housing, and real community hits close for her. As a solo traveler, Jessa knows what it’s like to rebuild, to start over somewhere unfamiliar with nothing but your instincts. She gives because Crossroads doesn’t just offer shelter—they offer sovereignty. To Jessa, these women aren’t fragile. They’re fierce. And with the right support? They don’t just re-enter society—they rewrite their story.

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