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

Author: Lief Simon

26 Dec
Colorful row houses with towering cathedral in background in the port town of Cobh, County Cork, Ireland

A Golden Opportunity From The Emerald Isle

“Let him who would enjoy a good future waste none of his present.” ~ Roger Babson 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 [...]
23 Dec
Business Financial Planning Financial Analysis for Corporate Growth

Reduce Your Risk And Grow Your Nest Egg

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 [...]
12 Dec
Ancient temples and turquoise sea of Cyprus island

A Hands-Off Property Play On An Island Paradise

Year-round sunshine and clear blue waters… What more could you want from an island escape? Well, I always look for more. When I consider any overseas location, it’s with two principles in mind… The first is: does it help with my “Plan B”? In other words, could I live there if things went bad somewhere [...]
05 Dec
Aerial view of Lofoten, an archipelago in the county of Nordland, Norway.

A Real Life “Atlas Shrugged”

Last month, the co-founder of crypto start-up Dune Analytics, Frederik Haga, posted on X about his experiences of trying to build a tech company in his home country, Norway. Haga spent two years trying to get things off the ground with little money and almost a year without drawing a salary. Finally, things began to [...]
02 Dec
Cowboy on Montana ridge at first light,mountain background.

The Spirit Of Adventure

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 [...]
28 Nov
Aerial View of Downtown Woodstock, Illinois during Summer Twilight

The Single Most Powerful Way To Create Options

In the wake of the election result you’re probably feeling one of two ways about life in the U.S. I say think long-term and beyond home borders. Whatever your world view, a Plan B always makes sense. But that doesn’t mean turning your back on the U.S. I certainly haven’t. Heck, I own a home [...]
07 Nov
Caye Caulker a small island located approximately 20 miles from Belize City Belize

A Caribbean Escape For Under $150k

This week, a page turned in the U.S. history books… Whether you think it went forward, backward, want to frame it, or throw it in the fire, doesn’t really matter. It is what it is. Following on from Trump’s win, major U.S. stock indexes soared in afternoon trading. Banks, in particular, enjoyed a good day [...]
04 Nov
Bright mid-day view of the traditional neoclassical architecture of the Capitol Building’s dome, columns, and steps in Washington DC, USA

It’s About To Get Crazy…

In a couple of days, a lot of people are going to be very upset, and a lot will be very happy. Let’s face it, whatever happens, it’s about to get crazy… And if you’re placing your happiness or sanity—or lack thereof—in the hands of the person set to take the White House this week, [...]
31 Oct
The 25th April Bridge (Ponte 25 de Abril) in Lisbon, Portugal.

Portugal Versus Panama

As regular readers will know, Kathleen and I divide much of our time between Panama and Paris. A little over a week ago, we repositioned from the Old World to the New once more. As we bid farewell to Paris, I was reminded how many Americans often dismiss Europe for offshore, lifestyle, and investment options, [...]
28 Oct

Keep Your Options Open

Creating a plan to internationalize and diversify your life isn’t something you should undertake as a reaction against someone else. It’s something you should do for yourself, to protect yourself, your family, and your assets. When he was in office, I met countless Americans who were planning to leave the United States because of Obama. [...]