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In this episode of The Art of Imperfect Adulting, Amy Stone speaks with Stephanie Benedetto about the transformative journey of moving from the United States to Portugal. Stephanie shares how an unexpected insight sparked her international move. Through vulnerability and humor, she details the emotional decisions, logistical hurdles, and personal Growth that accompanied her leap into expatriate life, offering inspiration and practical lessons for anyone contemplating a major life change or cross-continental relocation.
About Stephanie Benedetto:
Steph (DragonHeart) Benedetto is a creative catalyst, transformative coach, and storyteller devoted to awakening the creative fire in visionary entrepreneurs, artists and their communities.
Through The Awakened Business and her new body of work, Steph DragonHeart, she guides creators to bring their soul’s work to life — without the hustle, hype, or pretending.
Steph has over two decades of experience in conscious business, creative entrepreneurship, and Coaching transformation. A born storyteller and lifelong lover of dragons, she blends deep presence, irreverent humor, and fierce compassion to reveal the brilliance already within you.
Main Topics Covered:
Quote from the Episode:
“I had seen enough at that point to know that if I want something different on the outside, the place to really look is in me and how I’m showing up.” — Stephanie Benedetto
Timestamps:00:23 Introduction to Stephanie Benedetto and context for her move to Portugal02:54 Stephanie shares her initial lack of intention or planning to move abroad04:01 The inner insight that catalyzed Stephanie’s life change05:07 The book “Sane: Getting Real with Reality” and its influence06:44 Shifting from external to internal locus of control07:38 Life upheaval: new insights, surrender, and giving up expectations08:14 Age, season of life, and the impact of not owning property10:12 Navigating relationship changes before moving12:42 Going to Portugal as a tourist and the reality of remote/self-employed work13:04 New relationship develops during travel in Portugal14:54 Decision to stay and the visa process begins17:51 Ending rental lease and financial/logistical challenges19:40 Visa application difficulties and emotional impact22:09 Navigating tourist visas, back-and-forth travel, and timing24:17 The remote worker visa and changing residency rules in Portugal26:14 Relationship and cultural challenges as the biggest hurdles29:00 Observing and adapting to cultural differences as an American in Portugal31:01 How pole dancing led to unexpected community and friendships33:10 Navigating food and vegan options in Portuguese cuisine35:37 Stephanie’s coaching business and professional focus37:52 Light-hearted fun questions: daily rituals, self-care, and podcast recommendations
ABOUT THE SHOW: The Art of Imperfect Adulting elevates the voices of experience by sharing real stories from real people figuring out adult life. Every episode features honest conversations about life’s choices, changes, and challenges—interviews with individuals (not celebrities) who share their personal experiences and insights. Through these authentic stories, listeners find validation, motivation, and inspiration for navigating their own path through modern life. Because there’s a big difference between expert advice and shared experience, and hearing another person’s lived experience helps us feel less alone in our own situations.
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GET STEPHANIE’S SPECIAL OFFER: The Paid to Be You Workshop: Realign Your Business to Create a Life You Love
In The Paid to Be You workshop, you’ll design a business that feels like it was made for you, one that funds the life you love and lets you do your work with joy.
Value: $33 It’s free here: https://www.theawakenedbusiness.com/paid
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before that I used Kit.
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