In this episode of The Career Flipper, I chat with Jenna Leveille, who went from working as a merchant in the travelling Renaissance Festival circuit to becoming the Deputy State Cartographer of Arizona and now she’s the VP of State and Local Government Strategy at a mapping company.
But this journey? It’s anything but straight. Jenna’s path weaves through non-traditional college years, a detour into zoology (because saving the world felt like a good place to start), and finally landing in the world of geospatial tech and GIS.
We talk about what it’s like to not have it all figured out, to follow your curiosity, and to keep showing up, even when the next step is unclear. If you’ve ever felt like your career map is a bit...hand-drawn in pencil, this one’s for you. Jenna proves you can absolutely make your own route—and that community, resilience, and a little self-trust can take you further than you imagined.
Connect with Jenna
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🎵 Music Credits
Season 1: Intro & outro music by Audionautix.com
Season 2: Original music by yours truly, Jenny Dempsey, recorded in my home studio
And hey, remember my favorite question: What’s the best that could happen? 💫
