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In this expansive and soul-stirring episode, Ashley sits down with Gaby Ulloa—a Cuban-American journalist, writer, and host whose work has appeared in The New York Times, Architectural Digest, Glamour, Refinery29, and more. Through her storytelling and her podcast Irregardless, Gaby creates thoughtful spaces where depth, culture, and human honesty can breathe.
Gaby opens up about her personal journey of identity, creativity, and reinvention. She shares how trusting her evolving voice became the foundation of her career.
Together, Ashley and Gaby dive into what it truly means to follow your curiosity, honor your lived experience, and forge your own opportunities when the traditional path doesn’t fit. They explore the beauty and challenge of visibility, the courage required to build a nonlinear life, and the transformative power of representation in expanding what feels possible for others.
This episode is an invitation to question old narratives about success, to embrace the fluidity of personal evolution, and to remember that your voice—and your story—are worthy guides toward a more authentic life.
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