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Find, Grow, And Protect Your Fortune

by Lief Simon
Jun 25, 2026
in Offshore
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Lief and Kathleen walk along a wooden railing by the ocean under a cloudy sky, with a small tree-covered island in the background.

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In Cowboy Millionaire—The New American Pioneer—the predecessor to my new book—I detailed my three decades investing outside America, obtaining residencies and second passports, opening bank accounts and offshore corporations, cutting tax bills, and much more.

In my just-released book, New Frontiers—How And Where To Find, Grow, And Protect Your Fortune, I show you how and where you can do the same in today’s world.

Step one is profiling yourself. You need to identify which of the following categories best describes you and your objectives.

Bear in mind, “millionaire” here doesn’t have to mean you have a million dollars in your bank account right now. Maybe you do. Maybe you have more. Maybe you’re working toward it… or maybe you’re just hoping to find a place where the money you do have stretches to afford you the millionaire lifestyle of your dreams.

You may also find you fit into more than one category, as I do. Not a problem. It means you have more solid options to choose from.

The Cowboy Millionaire

When the pioneers set out to settle the American West, they had nothing—no jobs, no homes, no land. They traveled thousands of miles in search of one thing: Opportunity.

They wanted a chance to find their fortunes and change their lives for the better, cultivating new territories and building bright futures where nothing existed before.

The West has long been settled, but there are parts of this world where you can still pioneer in that same way.

I’m doing it at Los Islotes, the 225-acre former finca where I’m building my own “intentional community.” On Panama’s untamed Veraguas coast, amidst lush jungle and fronted by the most beautiful coastline imaginable, colonial-style homes constructed to the highest standards dot the hillsides.

Kathleen and I spend much of the year here in this place where our neighbors are others who likewise want the freedom to live in paradise and be left alone.

We’re four to six hours from Panama City, depending on who’s driving—far enough off the beaten track that I don’t see the government ever paying much attention to us or the troubles of our increasingly troubled world encroaching.

Bigger picture, we’re in Panama… and Panama is the world’s number-one choice for today’s Cowboy Millionaire.

Los Islotes is about privacy. It’s also about legacy. We intend this community to grow and thrive for hundreds of years.

Lief and Kathleen with two horses on a gravel driveway, pausing to greet a dog in front of a white ranch-style building surrounded by greenery
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That’s the big idea of the Cowboy Millionaire agenda—to set you and your family up for the very long-term.

This is also about adventure. The opportunity to cultivate new lands and blaze new trails. To build things where nothing existed before. To embrace the freedom of open spaces and uncharted territory.

If you, too, are looking for a corner of the world where you can escape prying eyes, get back to basics, reconnect with the land, and enjoy a way of life lost back home, then consider yourself a Cowboy Millionaire, like me.

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The Millionaire Next-Door

You may be a small business owner or an entrepreneur or maybe you’ve worked diligently in your career for decades. You’ve built wealth through discipline, frugality, and smart financial habits. You’re not looking to flash the cash.

Instead, you’re looking for a place where you can continue to protect and grow what you’ve got while also enjoying a better standard of living on the money you’ve worked hard to accumulate.

Community, like-minded souls, and easy living are high on your list of priorities. You’re the Millionaire Next-Door.

The Jet-Set Millionaire

You like to enjoy the finer things in life but perhaps haven’t got the budget to embrace that lifestyle Stateside, so you want to find a location where what you do have will afford you a luxury lifestyle… one that includes things like regular massages, boat trips, a country club membership, a maid, a gardener, a cook…

A location that provides access to activities like golf, skiing, boating, and watersports, as well as opportunities for high-end shopping, fine dining, and travel are key priorities for the Jet-Set Millionaire.

The Crypto Millionaire

Crypto is an increasingly important component of the wealth-creation story globally. Over 560 million people worldwide own cryptocurrency and of those some 200,000 have $1 million or more in crypto holdings.

Cryptocurrency tax treatment is a key consideration. As are a country’s legislation regarding digital assets, banking and financial infrastructure, security and privacy, and access to international markets.

And, of course, as anywhere for anyone, residency, lifestyle, and environmental factors also come into play for the Crypto Millionaire.

Now that you know what kind of millionaire you are (or want to be), it’s time to consider the world map…

My new book, New Frontiers—How And Where To Find, Grow, And Protect Your Fortune is divided into four sections, each detailing five countries that make great sense for each millionaire profile.

Of course, as I mentioned, you may well fit into more than one category.

Perhaps you’ve made your fortune in crypto but your dream is to live on a remote ranch in the wilds or Argentina…

Maybe you’ve got champagne dreams but a beer budget…

Or perhaps you have a singular priority—like obtaining a second passport or reducing your tax bill…

Worthy objectives, all.

Within the pages of my new book, you’ll find a place where you can meet them.

And, right now, you can pick up a free copy with this special offer.

Stay diversified, 

Lief Simon signature

Editor, Simon Letter

Lief Simon

Lief Simon

Lief Simon has lived and worked in 7 countries on 5 continents and traveled to more than 75 countries. His real estate investment career began with a $5,000 down payment on a three-flat building in Chicago. Less than three years later, Lief sold the building for a leveraged return of 3,000%—$150,000 in profit after closing costs and commissions.

From there, he turned his attention overseas and has bought property in 24 countries including France, Croatia, Portugal, Ireland, Belize, Spain, Argentina, Cyprus, Romania, and beyond. Thanks to his decades-long career as a global property investor, Lief has built a multi-million-dollar portfolio that includes rental properties, significant land holdings, and 7 personal residences.

Lief has established residency in 3 countries and acquired a second passport from Ireland.

In 2008 Lief and wife Kathleen Peddicord made the most important investment of their lives—a 215-acre oceanside finca, known as Los Islotes. There, on Panama’s largely undiscovered Veraguas coast, they’ve installed underground electricity, water, and internet and built a forever family home that sits at the heart of their ultimate vision: a gold standard private residential community for those in search of a true safe haven escape.

Lief’s latest book, “Cowboy Millionaire—The New American Pioneer,” collects all the wisdom he has learned in three decades of living and investing outside America.

He offers advice on international diversification in his twice-weekly Offshore Living Letter and monthly Simon Letter dispatches. For real estate investment opportunities, check out his monthly Global Property Advisor service.

If you’d like to meet Lief in person, join him for one of our upcoming in-country conferences. You’ll find further details here.

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