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    • Chitré, Panama
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    Cheap

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    • Kyrenia, Cyprus
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    Affordable

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    • Cascais, Portugal
    • Las Terrenas, The DR
    • Pisa, Italy
    • La Rochelle, France
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    Luxury

    • Ambergris Caye, Belize
    • Kotor, Montenegro
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  • Home
  • Countries

    Top Destinations:

    Whether you’re looking for fun and sun, a peaceful retirement, or the chance to earn some extra income, you’ve got a real world of opportunity open to you… In short, we’ve done our best to narrow down your best options, but only you can decide the right country for you.

    • Spain
    • Portugal
    • Panama
    • Belize
    • Colombia
    • Cyprus
    • Mexico
    • France
    • Montenegro
    • Browse All Countries

    Best For:

    • The Best Places To Retire
    • Health Care Abroad
    • Cost Of Living
    • Investing in Real Estate
    • Establishing Residency
    • Gun Laws In The World
    • English-Speaking Countries
    • Safest Places For Retirement
    • Best Places In Latin America
  • Budgets

    How Much Will It Cost You To Live Overseas?

    The only honest answer is, we have no idea. And neither does anyone else. The only one who can answer that question is you. Here’s the most important thing to understand about budgeting your new life overseas…

    Super Cheap

    • Chitré, Panama
    • Santa Marta, Colombia
    • Phuket, Thailand
    • Dumaguete, The Philippines

    Cheap

    • Medellin, Colombia
    • Boquete, Panama
    • Kyrenia, Cyprus
    • Hua Hin, Thailand
    • The Algarve, Portugal

    Affordable

    • Valencia, Spain
    • Cascais, Portugal
    • Las Terrenas, The DR
    • Pisa, Italy
    • La Rochelle, France
    • Mazatlán, Mexico

    Luxury

    • Ambergris Caye, Belize
    • Kotor, Montenegro
    • The Panama City Beaches
    • Paris, France
  • Resources

    Global Living

    • Living & Retiring Overseas
    • Raising A Family Abroad
    • Foreign Residency & Citizenship
    • Offshore & Diversification

    Making Money

    • International Real Estate
    • Banking
    • Employment
    • Investing

    Follow Us:

    • Meet Our Experts
  • Real Estate

    Buying Real Estate For Cashflow

    • Discover tips and strategies used by global property investing veterans

    Explore Our Latest Posts

    • Learn how to invest and purchase property abroad…

    Go To The Overseas Property Alert Site

    • How To Become Independently Wealthy And Fund The Lifestyle Of Your Dreams
  • Conferences

    Upcoming Events

    • Explore Our Events Site

    Live and Invest In Spain Conference

    Offshore Wealth Summit

    Greece Workshop

    VALENCIA, SPAIN

    Sep. 17-19, 2025

    PANAMA CITY, PANAMA

    Oct. 15-17, 2025

    VIRTUAL

    Nov. 13, 2025

    LEARN MORE
    DISCOUNT
    LEARN MORE
    PRE-REGISTER
    LEARN MORE
    PRE-REGISTER
    • MORE EVENTS

    Contact Our Events Team

    Toll-Free U.S. and Canada:
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    From Outside North America:
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    Reach us with your questions by email at: events@liveandinvestoverseas.com

  • Store

    Unlock The World

    • Access Your Library

    Overseas Havens Reports

    • Expats' comprehensive destination guides

    Conference Kits

    • Hours of coverage  from our latests conferences

    Lahardan Books

    • Titles on living and investing around the world
    • Explore Our Store
    Your passport to a life well-lived abroad

    Services

    overseas living letter offers affordable retirement guidance
    The Simon Letter Wealth Protection Insights
    Global Property Advisor Global Investment Opportunities

    Our Customer Service team is here to assist with any questions or concerns CustomerService@LiveandInvestOverseas.com

  • My Library
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Home Lifestyle

Finding Freedom And Building Legacy

by Lief Simon
Apr 14, 2025
in Lifestyle
0 0
cowboy on horse at sunset in the American West

AdobeStock/Jim Glab

Americans used to be the great movers of the world.

Think of the pioneers who settled the West… traveling thousands of miles with nothing just to find a place where they could truly live free, far from the Old World governments that kept them down… looking for new opportunities on new lands because opportunities had dried up back home.

That was a hard life.

I remember the words of Captain Shea Brennan, one of my favorite characters in the “Yellowstone” prequel series “1883,” about a caravan of migrants heading from Tennessee toward Montana and Oregon…

“You are pioneers, and that’s all you are until you get there. You have no home. No job. No farm. You have the journey. That’s it.”

For the pioneers, the journey was worth it… because of the promise of what they would find.

I like the “Yellowstone” TV show because it’s a modern cowboy story. There’s edge-of-the-seat action, ruthless characters, and compelling twists.

But the series also has a lot to say about America—past, present, and future.

“Yellowstone” is in some ways just one more example of America’s red state/blue state divide.

The show ran for five seasons and pulled in millions of viewers… but a lot of people in big cities never even heard of it.

The New York Times called it a “conservative fantasy”: “liberal audiences mostly ignore it.”

In the original “Yellowstone” series, John Dutton (Kevin Costner) and his family—owners of a vast ranch in Montana bordering Yellowstone National Park—fight to preserve their cattle-rearing way of life against developers who want to turn the ranch into a vacation resort for rich New Yorkers.

Developers want to build a city and pave over the grazing land, rivers, and forests that the Duttons have made their home for generations.

I’m not a warrior on either side of America’s “culture war.” I call it as I see it. And I like what I like.

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But it came as no surprise to me that “Yellowstone” wasn’t popular in America’s big cities.

I think it might surprise a lot of people in big cities to learn that there are actually still cowboys in America today…

Dutton doesn’t care about what’s trending on social media or what’s the “politically correct” or “woke” thing to say.

He prefers working with his hands to staring at a computer… and prefers riding his horse to driving his truck…

Dutton runs for governor of Montana because he wants to make it the state where “progress” goes to die.

That old-school American way of life—working hard, just you and the land; the spirit of adventure, the kind that settled the West—is what Dutton wants to keep alive.

But Dutton knows he’s one of the last cowboys in America. That’s why he’s fighting so hard.

If you know anything about me, you probably know that I don’t hold my tongue. I “shoot from the hip”… I also like my Stetsons and my guns…

So, Costner’s character is my man.

Dutton fights by any means possible to hold onto the way of life his family sacrificed for, going back generations.

In a way, everything I do, everything I write about, is about building a legacy.

The opportunities I share with you… My views on maximizing your wealth by going offshore… It’s all about setting you and your family up for the future. Protecting what’s yours.

I’ve used the strategies that I recommend to build a legacy that my family can take over and carry forward into future generations…

I understand the mind of John Dutton.

But in a very important way, the hero of “Yellowstone” was wrong, and the pioneers of “1883” were right.

It’s a noble thing to want to hold onto a way of life that’s disappearing in today’s fast-paced, tech-obsessed world.

But the real Duttons of history… the pioneers who settled the West and who built what Costner’s character wants to preserve… they were driven by opportunity.

The opportunity to cultivate new lands. Build things where nothing existed before. They wanted to change their lives for the better. The freedom of open spaces and finding your fortune…

What made America great was that spirit of opportunity and adventure… that idea of freedom. Forging your own destiny…

Today, pioneering Americans (like me) can take that idea of freedom, find our fortune, and build our legacy even beyond the borders of our own country. Follow opportunity wherever it leads. That’s an incredible thing.

The American West has been settled. Many people feel that the same opportunities that once existed in America no longer exist there, and they’re right.

But here’s the thing: The whole wide world is your frontier, to find your fortune and build your legacy…

I’ve gone overseas to find opportunities. And I’ve found plenty… the kinds of wealth-building and wealth-protection opportunities I could never find back home. Thousands of other Americans have done it, too. And I can show you how.

Expats are forging their own path wherever it leads…

After years of investing overseas, I’ve found my personal “Yellowstone” on Panama’s Azuero Peninsula, the “Sunset Coast.” This is where my wife, Kathleen, and I are staking our claim and building a two-hundred-fifteen-acre community called Los Islotes to enjoy open space that stretches to the sea, with hiking trails, an equestrian center, two beaches, and much more…

I’m hoping this community will pass down through the generations and still be around in a few hundred years, just like the fictional Yellowstone.

We consider ourselves stewards of the land and protectors of the legacy we’re building in the same way that John Dutton did.

But it’s not a problem for us that we can’t live the life we want in America anymore. There are plenty of other places where we can. Places where the living is slow (if that’s what you want) and you can tune out whatever it is the keyboard warriors care about. The whole world is our frontier.

It can be yours, too. That’s what my new book is all about…

Lief Simon signature

Lief Simon

Editor, Lief Simon

P.S. My new book, “Cowboy Millionaire—The New American Pioneer“, collects all the wisdom I have learned in three decades of living and investing outside America.

It simply and clearly lays out the path for you to make money, gain true independence, and thrive in the face of crisis…

And today, we’re giving you the chance to claim a free copy. Take a look here for all the details.

Tags: ' Residency Overseas''Diversification Offshore''going offshore''invest overseas''second passport'Cowboy Millionaire Booklegacy wealth
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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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To Live Overseas?

Super Cheap

  • Chitré, Panama
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  • Phuket, Thailand
  • Dumaguete, The Philippines

Cheap

  • Medellin, Colombia
  • Boquete, Panama
  • Kyrenia, Cyprus
  • Hua Hin, Thailand
  • The Algarve, Portugal

Affordable

  • Valencia, Spain
  • Cascais, Portugal
  • Las Terrenas, The DR
  • Pisa, Italy
  • La Rochelle, France
  • Mazatlán, Mexico

Luxury

  • Ambergris Caye, Belize
  • Kotor, Montenegro
  • The Panama City Beaches
  • Paris, France

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  • Hours of coverage  from our latests conferences

Lahardan Books

  • Titles on living and investing around the world

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