Becoming You Podcast

Planning, Packing, and Pursuing Dreams: The Road to Sicily


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In this heartfelt and inspiring episode, I’m finally sharing the full story of our family’s move to Italy, a dream over a decade in the making. From the first conversations with my husband about living abroad to packing up our life and saying yes to a brand new chapter in Sicily, I’m taking you behind the scenes of the emotional, logistical, and entrepreneurial journey it took to get here.

I open up about why we chose Sicily, how we’re navigating parenting and business in a brand-new country, and what it means to align your life with your values, even when the path is uncertain. Whether you’re dreaming of a big move, craving more connection with your family, or wondering how to build a life that feels like you, this episode is filled with the lessons, stories, and soul-stretching decisions that brought us here.

In This Episode, I Share:

  • Why moving to Italy has been a dream for over a decade

  • The process of choosing Sicily, and what makes it feel like home

  • How we planned this as a family (yes, even our dog Olive is here!)

  • Restructuring my business for more freedom, creativity, and joy

  • Our schooling decision for the kids, and why we chose full cultural immersion

  • What I’m letting go of to make space for something new

  • How I’m embracing uncertainty, discomfort, and deep trust in this season

Favorite Quotes:

“This is probably the biggest logistical thing of my life because this isn’t just a decision for me or my business. It involves my husband, my children, schooling, working, and even our dog Olive.”

“Would I regret it if I didn’t take the sabbatical…this once-in-a-lifetime opportunity at an age where my kids want to still hang out with me?”

“It was just this beautiful litmus test with everything I was offering—‘Is this just something I do that's a good idea, or does it light me up?’”

Action Steps & Takeaways:

  • Revisit your ‘someday’ dreams—and ask what’s really stopping you

  • Let flexibility be your superpower in seasons of transition

  • Explore education options that align with your family’s values

  • Say goodbye to obligations that no longer feel aligned

  • Choose the experience over the ease—it’s where the magic lives

Resources & Links:

Download your free copy of the Balance Blueprint – a simple tool to help you reset your week and bring more clarity, joy, and intention into your everyday rhythm: https://bit.ly/rebeccasbalanceblueprint

Subscribe for more soulful, strategy-filled episodes: https://www.youtube.com/rebecca.cafiero

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Becoming You PodcastBy Rebecca Cafiero

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