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New Book Alert: Greener Pastures Is Here — And It Might Just Change Your Exit Strategy

You ever get the feeling that Italy might not be the only answer?


Yeah, me too.


That’s why I wrote Greener Pastures: A Practical Guide to Retiring in Europe. It’s the follow-up to Escape Plan — but instead of diving deeper into the madness of Italian bureaucracy, this one zooms out. Because after helping hundreds of you figure out your move to Italy, I realized something:


You’re not just leaving a country.

You’re choosing a future.

And that choice deserves more than one postcard-perfect village.

Cover of book: Greener Pastures

Europe Is Bigger Than You Think (And Better Than You’ve Been Told)


Greener Pastures isn’t about wishful thinking. It’s about clarity. It’s about knowing exactly what retiring in Portugal actually costs. What Spain will actually tax. And whether France’s healthcare system will actually save your ass when it matters.


This book lays out the facts for the four countries Americans ask about most:

  • 🇮🇹 Italy

  • 🇵🇹 Portugal

  • 🇪🇸 Spain

  • 🇫🇷 France

  • 🇬🇷 Greece

  • And a few others (Croatia, Poland, Albania, even the Nordics)


Each chapter gives you the breakdown:

Visas. Taxes. Healthcare. Housing. Lifestyle. And the cultural curveballs no YouTube influencer will warn you about.


I don’t sugarcoat.

I don’t romanticize.

I don’t skip the fine print.


This is the guide I wish existed five years ago — and now it does.


So Who Is This Book Really For?


Let me be blunt:

Greener Pastures is for Americans who are ready to stop daydreaming and start making spreadsheets.


It’s for people who:


  • Know they want out — but aren’t sure where “out” should be

  • Don’t want to live on €1 wine and prayers — they want real numbers

  • Need a plan for money, healthcare, and residency — not just scenery

  • Think that “retirement” should mean freedom, not fear

  • Are done pretending the U.S. will magically start making sense again


If that’s you, this book will feel like a breath of fresh Mediterranean air.


What You’ll Learn Inside Greener Pastures


  • How to pick the right country for your goals and temperament

  • Which European residency visas are actually realistic

  • The real cost of living in southern Europe — broken down in USD

  • How U.S. taxes interact (or conflict) with foreign flat-tax schemes

  • What the healthcare situation actually looks like in each country

  • When and how to rent, buy, or just wait it out


Plus:

  • Planning timelines based on how fast you want to leave

  • A no-BS comparison chart of the “Big Four” destinations

  • Bonus: how to avoid becoming the cautionary tale in expat forums


Why I Wrote It


Because this isn’t just about retiring abroad. It’s about regaining control over your next chapter — without having to decode 47 Reddit threads and 14 contradictory blogs.


I wrote Escape Plan to help people get to Italy.

I wrote Greener Pastures to help people figure out where they’ll actually thrive.


You deserve to live somewhere that fits you — financially, emotionally, and legally.


Where to Get It


Prefer to support independent authors who spend their nights researching tax treaties instead of building YouTube empires?



Or if you’re feeling generous and want to help fund Jeff Bezos’s next wedding in Venice,


Final Word

If Escape Plan was about getting unstuck, Greener Pastures is about getting clear.


This is the book you read when you’re serious about leaving — but smart enough to know not all escapes are created equal.


Let’s map your way out.


– Caesar

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