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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
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    • 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

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    • 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
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    LEARN MORE
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    Reach us with your questions by email at: events@liveandinvestoverseas.com

  • Store

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    overseas living letter offers affordable retirement guidance
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    Our Customer Service team is here to assist with any questions or concerns CustomerService@LiveandInvestOverseas.com

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Home Investing

3 Reasons To Go Offshore

Fortune, Freedom, And Protection

by Lief Simon
Aug 11, 2023
in Investing, Offshore, Taxes
0 0
Picturesque sea view of Boka Kotor Bay, Montenegro

iStock/Givaga

Why would anyone want to “go offshore” anyway?

That’s a question I ask myself at this time of year, as I put the final touches on the program for my annual Offshore Wealth Summit.

The event takes place this year on September 20 to 22 in Panama City, Panama.

I like reminding myself why I do what I do—and how much better off I am for it.

I hope you’ll join me in Panama City in September. This, I believe, is the single most important wealth-building and wealth-protection event on my calendar. But I can understand why you might not want to commit to the trip.

Getting on a flight is a hassle. Maybe you think you have a lot more time to put your offshore plans in place, and are putting it on the long finger… maybe you don’t know if the offshore lifestyle is really for you.

Trust me: Panama City is always worth getting on a plane for. And, with another rage-filled U.S. election year almost upon us… and who-knows-what coming down the tracks… the time to get your “Plan B” in place is right now.

And the offshore options I bring to you… they’re for everyone, not just the tech titans, dodgy politicians, and Russian oligarchs. The “loopholes” the global elite take advantage of to protect their personal fortunes—those “loopholes” are available to the rest of us, too, to protect whatever we have squirrelled away.

I urge you to take advantage of these options and not let the rich and famous be the only ones getting ahead.

If you’re wondering what advantages you’ll get by moving some of your investments outside your home country—what advantages you’ll get by “going offshore”—here’s the list of benefits I’ve personally found.

This doesn’t cover everything, of course… but you’ll see why I’m committed to this offshore journey I began more than three decades ago.

Reason #1 To Go Offshore: Find Your Fortune

I’ve profited over and over again from overseas real estate… and you can, too.

If you want to maximize your opportunities as an investor—you can’t just look at America and Canada.

This goes back to my core message: Diversify or die broke.

There are opportunities to be found in the countries on my beat that will never, ever exist in America again… that’s precisely why these countries are on my radar.

I’m talking about the opportunity to get in ahead of the curve, to stake your claim in a particular location before it’s fully developed, and profit as it matures. Or the opportunity to profit from a market crisis.

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Or simply the opportunity to find a great deal in a top city—beachfront for a fraction of what you’d pay in Florida, for example—and watch the cash flow in from rentals…

Here are some of the top opportunities I’ve personally profited from over the years:

  • 80% profits in just 8 months. While others ignored Eastern Europe, I spotted this steal of an apartment. Before I could even begin renovations, a buyer came to me… cash in hand… and I almost doubled my money.
  • 100% profit from a market in crisis. When Argentina imploded in the early 2000s, my research showed me that this spelled opportunity. I bought three apartments and put them up for short-term rental… fully managed by my local contacts. The result? 8% annual yields for a full six years… until I sold them for double my investment.
  • 30% per year on the Spanish Costas. Again, back in the early noughties, I bought a one-bedroom pre-construction apartment on the beautiful Costa del Sol in Spain. As the unit wasn’t completed, I’d only paid 30% when an offer came in. I took the offer and made 30% a year for both years I “owned” the apartment. That’s around 60% profit on an apartment that wasn’t even completed.

These are the kinds of deals I regularly seek to bring my readers… and if you’re “in the room” at my Offshore Wealth Summit, you’ll hear about opportunities you won’t find anywhere else.

Reason #2 To Go Offshore: Rediscover True Freedom

Do you ever think about all the ways—big and small—that we’ve lost our personal freedoms in the United States?

I think about it a lot.

I wrote this in my Simon Letter advisory service more than 10 years ago, just before President Obama was re-elected: “In an effort to maintain its position as the global leader as long as possible, the United States will put policies in place that run counter to the constitution. This has already begun.”

Some of the big ways we’ve lost our freedoms include those massive government surveillance operations, where the NSA was monitoring everyone’s phone calls… pretty “counter to the constitution,” I’d say.

That’s a big way that government has muscled-in on our lives… but there are also all the small ways.

I was reminded of this during my trip back to rural Illinois, where I am right now, looking after my mother. We wanted to hold a yard sale to sell some of my mother’s stuff.

You can’t even do something as simple as a yard sale now without approval from the government.

We had to go down to city hall and get a permit to hold a yard sale! We got an official sticker to say we had government approval to hold the sale…

The local government here gives you permission to put up two signs—no more! If you don’t take down the signs by the time your permit expires, the cops are on the lookout to fine you…

You need government approval before you can sell your own stuff in your own yard… this is America today.

Now, I’m not saying overseas is perfect. Far from it. But, in many of the places I consider top havens, you’re going to have a lot more freedom to do what you want, when you want, on your own property and in your own life…

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That comes with risk… but aren’t we Americans risk-takers? A lot of people in my home country seem to have forgotten that.

Reason #3 To Go Offshore: Protect Your Assets And Your Privacy

The IRS is all-seeing and all-knowing these days. And President Biden’s plan last year to supercharge the IRS with an extra US$46 billion for “enforcement” means you don’t want to take a chance and not report what you have to report…

But there are certain foreign assets that you still never have to report to the taxman. Overseas real estate held in your own name is one. Foreign currency is another.

It’s just another reason to diversify offshore…

Offshore corporations are something you do have to report…

But while you may not save on taxes with an offshore corporation or trust, you can certainly protect yourself against being sued.

With a properly structured offshore trust, your assets will be well-protected against litigation.

A litigant would first have to know where the assets were held… then sue you in that jurisdiction (usually too costly or too much hassle, if they could even get a judgment)… you are even protected against judgments from U.S. courts (which have no jurisdiction overseas).

As I often say, it’s a much better way to protect your money than by digging a hole in your back yard.

Join me in Panama this September… band you’ll learn exactly how to do it. This “lawsuit shield” alone could be worth the cost of your ticket.

Stay diversified,

Lief Simon signature

Lief Simon

Editor, Offshore Living Letter

Tags: 'asset protection strategies''offshore tax planning'offshore wealth summit
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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
  • 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

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  • Kotor, Montenegro
  • The Panama City Beaches
  • Paris, France

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PANAMA CITY, PANAMA Oct. 15-17, 2025
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Reach us with your questions by email at: events@liveandinvestoverseas.com

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