Stop Guessing. Start Executing. You are here because you are tired of abstract advice and social media hype. You need a blueprint, not a daydream.
We help you relocate, date, and build a stable life in the Dominican Republic without the costly "Gringo Tax" mistakes.
The "Jerry & Sheila" Advantage: We don't deal in theory; we deal in proof and logic.
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Jerry (US Army Ret.): I bring 21 years of operational discipline. I will deconstruct your plan, call out weak logic, and eliminate wasted motion.
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Sheila (Native Dominican): She brings the cultural reality. She navigates the local systems that confuse most expats.
This isn't a casual chat. It is an investment in leverage. We provide clear, actionable conclusions that will save you significantly more than the cost of this session.
Our Mission: To ensure your move is robust, realistic, and action-biased.
In Our Sessions
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The Blueprint: A step-by-step plan for your move (Visas, Logistics, Timeline).
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The Budget: Real cost-of-living breakdowns (Housing, Food, Transport) vs. the "Internet Hype" prices.
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The Reality Check: Housing rental scams, relationship red flags, and safety protocols.
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The Setup: Basics of Dominican banking, healthcare, and residency.
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The Business: Insights on LLCs, Airbnbs, and avoiding "dependency-based" income models.
🌎 Trusted by Expats Around the World
Book Your 30 or 60-Minute DR Strategic Challenge Session Now.
30 min
147 US dollars1 hr
247 US dollars15 min
70 US dollars
FAQ
Q: What do we cover? A: We tailor the hour to YOU. Whether it's visas, dating culture, finding an apartment, or setting up a business, we tackle your specific friction points.
Q: Is this for tourists? A: No. This is for people serious about relocation, lifestyle transition, and long-term planning. We focus on life, not vacation tips.
Q: Why is Sheila included? A: You need both perspectives. Jerry gives you the expat strategy; Sheila gives you the local truth that expats often miss.
Real Results. Real Moves.
Real stories from expats who took the leap, and got clear guidance before making big decisions.
"I was paralyzed by the logistics of visas and housing. Jerry gave me a step-by-step battle plan in one hour. No BS, just the tactical steps I needed to get my boots on the ground."
Nathan, Florida (Moved to Punta Cana)
"I've watched their videos for months, but the private session was next level. They treated my move with military seriousness. No sales pitch, just straight guidance on banking and residency."
Jimmy, New York