Welcome to Offshore Living Letter, Your #1 Resource for Offshore Diversification

Author: Lief Simon

12 Feb
Hands filling US tax form. Culculating and payment of taxes concept

Don’t Fall For These 5 Tax Myths

There are plenty of advantages to living (and investing) overseas when it comes to your U.S. taxes. But not having to file every year is not one of them… Today, I’m going to bust five myths that are out there about expat taxes—and that’s the first of them. Myth #1: Overseas, You Don’t Need To [...]
08 Feb
US dollar bill and 1040 tax individual refund form

Can Living Overseas Mean You Owe Less To The IRS?

Can living overseas mean you owe less to the IRS? In short: Yes. But you need to be careful. Simply moving outside the United States does not remove your obligation to pay U.S. taxes. U.S. citizens must file a return with the IRS every year, regardless of where in the world they reside. But living [...]
05 Feb
Closeup of US tax form 1040 and businessman hand calculating and filling report paper at the office.

Beat The IRS At Their Own Game

Whether you consider paying your taxes simply the price of living in a civilized society… or a pain in the proverbial… or downright theft… doesn’t really matter… Tax season is upon us and Uncle Sam wants what’s due. No exceptions. According to a new poll from the University of Chicago Harris School of Public Policy [...]
01 Feb
Montevideo, Uruguay, port. The port of Montevideo is the main commercial port of Uruguay

Safety, Stability, Easy Residency, And More…

Can “boring” actually be good? There’s an old Chinese curse: “May you live in interesting times.” Such “interesting times” are fascinating to historians but they’re not much fun to experience first-hand…. They’re times of war, drought, plagues, and famine. It might also be a curse to live in an “interesting” country. The kinds of countries [...]
29 Jan
Bookkeeper making report, finances. diversification

6 Key Steps To True Diversification

I’ve been planting flags for more than 25 years at this point… long before I had ever heard about the Five Flags Theory or any of the other terms used to simplify the conversation about internationalizing one’s life. Some of my flags were accidental… or incidental at first… just part of life. My first offshore [...]
25 Jan
Washington DC Capitol dome detail with waving american flag

Who I’m Voting For In 2024

For many people, the New Year’s Eve hangover had barely passed when the real headache of 2024 began to kick in… First it was the Iowa caucuses, then this week’s New Hampshire primary, and now we’re barreling towards the South Carolina showdowns. 2024 has been dubbed the biggest election year in history by The Economist, [...]
11 Jan
100% Profits With A Little-Known Company

3 People You Need In Your Corner

I’m going to let you in on some of my secrets today… some tips for finding the best people to work with on your overseas journey… Developing an advisory infrastructure—that is, legal, financial, tax, banking, and structures resources—in the places where you want to live or invest overseas is critical to building a globally diversified [...]
08 Jan
Traditional white houses with unspoilt idyllic view of marina, coastline and Mediterranean Sea in Moraira, Costa Blanca, Spain

How To Spot Profitable Properties

In 2000, a colleague and I took a scouting trip along the coast of Spain… not just one of the Costas, but the entire southern coast of Spain from the French border to the Portuguese border. It was a two-week trip checking out various real estate markets along the way. I met with developers and [...]
28 Dec
Finance manager meeting

30 Profitable Deals Every Year

This Investment Has A 98.8% Success Rate… From time to time, an opportunity crosses my desk that’s simply a “no brainer.” What I’m going to tell you about today is one of those opportunities… Let me explain. There’s a company you’ve never heard of… They don’t advertise. They’re not shouting from the rooftops about what [...]
25 Dec
two men shake hands sealing a deal

100% Profits With A Little-Known Company

We’re all looking for a “sure thing.” An investment we know is going to make us money—no matter what. Not long ago, people thought the stock market could only go up. The S&P 500 in 2022 showed—yet again—why you should never rely on stocks to always go up. The market was down nearly 20% for [...]