CAESAR THE DAY
Your Roadmap to Retiring Abroad
Escape Plan is not another romanticized expat memoir — it’s a tactical, step-by-step guide to relocating from the U.S. to Italy with your sanity and savings intact.
Inside, you’ll find:
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Visa breakdowns with real timelines
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Financial and tax strategies tailored for retirement
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Residency, healthcare, and documentation workflows
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Rent vs. buy housing analysis — with actual numbers
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A month-by-month pre-move checklist to avoid last-minute disasters
Whether you’re five years out or already packing boxes, Escape Plan turns a complex international move into a clear, manageable blueprint.
Greener Pastures is your decision-making toolkit for retiring in Europe — whether you’re torn between Portugal’s tax perks, Spain’s lifestyle, or France’s healthcare.
Inside, you’ll get:
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Side-by-side comparisons of top expat destinations
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Real retirement budgets (not fantasy math)
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Residency, visa, and healthcare breakdowns by country
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Tax insights for U.S. citizens — including common traps
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Strategic timelines to plan your move with confidence
If Escape Plan showed you how to move to Italy, Greener Pastures helps you figure out where you’ll thrive — and how to get there.
Planning Your Move? Thinking About It?
Get the Guidance You Need at Every Step
Not sure where to start?
Let’s chat!
This call helps us assess your needs and see how I can help.
Get clear on your timeline, visa options, finances, and lifestyle preferences so you can move forward with confidence.
Step-by-step guidance on choosing the right visa, navigating Italian residency, and handling bureaucracy in the US and abroad.
Plan an itinerary that maximizes your time, explores potential locations, and gives you a real feel for daily life.
A deep dive into everything you need for a smooth transition tailored to your specific situation.
Ongoing expert support to keep your move on track. Includes strategy calls, unlimited email support, and step-by-step guidance.
About Me
I’m Caesar (Cesare, Cezary, Cesar), a dual U.S.-Polish citizen who knows firsthand what it means to start over in a new country. As an immigrant to the US myself, I’ve navigated the challenges of adjusting to new cultures, systems, and ways of life. Over the years, I’ve lived as an expat in Hong Kong, Paris, Amsterdam, London, and Rome, each experience teaching me valuable lessons about relocation, integration, and finding the right place to call home.
Beyond my personal moves, my career in cybersecurity and IT leadership has taken me across five continents and nearly 40 countries, and I’ve visited over 80 nations. This global experience has given me a unique perspective on culture, adaptation, and the practical realities of settling into a new environment—whether it’s for work, retirement, or a lifestyle change.
Planning my own move to Italy, I realized how complex and overwhelming the process can be—from visas and residency requirements to financial planning and choosing the right city or town. I started breaking it all down into a structured, methodical approach, and now I help others do the same.
Through my book, consulting services, and this website, I offer practical, real-world guidance to help you make informed decisions and settle into your new life in Italy with confidence. Whether you’re still in the early stages of planning or ready to take action, let’s build a strategy that works for you.
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You’ll also get straightforward advice on visas, taxes, housing, and all the stuff no one warns you about — so you can plan smarter and stress less.
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