
Our Island
Journey
From two different worlds to one shared purpose — inspiring expats to live, love, and grow in the Dominican Republic.
Peace Over Pressure. Purpose Over Perfection.
That is not just our motto. It is how we live.
We are Jerry and Sheila, a bilingual couple dedicated to helping you relocate, date, and build a stable life in the Dominican Republic. We help you avoid costly mistakes and the confusion of starting over.
From military life to island life, we have learned that starting over is not about escaping. It is about evolving. We share what most people never show you, which includes the real stories, hard lessons, and laughter behind expat life in the Caribbean.
Bridging Two Worlds We provide the truth from both sides of the island.
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Sheila brings the Dominican heart, cultural expertise, and everyday wisdom.
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Jerry brings the expat mindset, US Army structure, and the courage to rebuild from scratch.
Together, we show you what happens when love, faith, and purpose meet palm trees and power outages.
How We Help You Through our videos, guides, and consultations, we help you:
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Build your dream life abroad with confidence.
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Understand Dominican culture from the inside out.
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Avoid financial pitfalls and emotional burnout.
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Redefine what peace and success mean for you.
If you are serious about doing this the right way, book a consultation to get clear guidance based on real experience rather than assumptions.
Welcome to the movement that is bigger than travel. Welcome to Island Living with Jerry & Sheila.
Jerry & Sheila Island Living
After 21 years in uniform, I traded combat boots for flip-flops — and started a new mission: building peace, purpose, and family life in the Dominican Republic.
This journey isn’t just about me — it’s about helping others create their own island reset.
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