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

Author: Lief Simon

24 Mar
Offshore Living Letter | Goodbye To The IRS Forever

The Only Way To Wave Goodbye To The IRS Forever

Say Goodbye To The IRS Forever! A lot of people still seem to think that the main reason to “go offshore” is to avoid taxes. There are legitimate ways to minimize your U.S. tax bill as an American overseas but I’ve always recommended against Americans using taxes as a reason to go offshore… because, while […]

20 Mar
Offshore Living Letter | Capitol - Live and invest overseas

How To Beat The IRS At Its Own Game

According to Commerce Secretary Howard Lutnick, the Trump administration is considering a proposal to eliminate federal income taxes for Americans earning less than $150,000 a year. Trump himself has called for “no tax on tips, no tax on overtime, and no tax on Social Security benefits for our great seniors.” And, with a Republican-led White […]

05 Mar
Offshore Living Letter

Is The U.S. Taking Back The Panama Canal?

I bought my first property when I was 27. The loan to value for the mortgage was 98%. The property was a three-flat building in Chicago where we lived in one unit and needed the rent from the other two units to cover the mortgage. Our contribution to the mortgage was equivalent to the rent […]

27 Feb

Upgrade Your Lifestyle And Slash Your Tax Bill

I would never advise someone to choose a place to live or retire based solely on the jurisdiction’s approach to taxation. Living somewhere you’re not happy just to save on your tax bill isn’t worth it in the long run. Before choosing where to live, invest, or do business abroad, you should analyze all aspects […]

20 Feb
Toy house with solar panels and stack of coins.

2 Golden Real Estate Opportunities In Panama

Property buyers are faced with a decision: will they invest in move-in-ready or pre-construction property? Both have pros and cons, and it all comes down to your goals, timeline, and financial status. Let’s explore the benefits of these two types of real estate investments and the opportunities available for each. The Benefits Of Pre-Construction Properties […]

17 Feb
Beach belize

A Freedom-Seeker’s Paradise

The small country of Belize nestled on the Caribbean coast of Mesoamerica doesn’t really fit in. Belizeans speak English, so they aren’t part of the Central American region culturally, and, as the country itself is tucked below Mexico on the Yucatan peninsula, Belize is not really part of Central America geographically either. European settlement in [...]
10 Feb

Where To Lock In Property Profits In 2025

It’s that time of year when publishers put out prediction lists. International real estate is no different. Over the past few weeks, I’ve looked at several lists and can say they mostly focus on the same countries… some of which I agree with and some I’m more skeptical. Countries where you can always find good […]

04 Feb
Boats on the Braies Lake ( Pragser Wildsee ) in Dolomites mountains, Sudtirol, Italy

When Plan B Becomes Plan A

I don’t need to remind you of the challenges of our age. Cable news has got that beat covered. And in any case, I’m about finding opportunity (because I believe it can always be found) and organizing your life so you can enjoy what the world has to offer, even if you have to make a [...]
30 Jan
Spain, Palma de Mallorca, view of colorful houses in city center

The Rules Of The Game

No matter how many times I write about or say at a conference that government rules can change quickly in this world, many readers and conference attendees don’t file that concept away in their heads. Last year, when the government of Northern Cyprus announced they were increasing the transfer tax for property (among other things [...]
23 Jan
A glass of whiskey in oak barrels

Wartime Whisky, Scottish Kings, And A 158k Bar Tab

In 1494, in the kingdom of Fife—the ancient seat of Scottish kings—James IV sent an order to his preferred apothecary, Friar John Cor. It read: “To Brother John Cor, by order of the King, to make aqua vitae VIII bolls of malt”. In modern parlance, his majesty had just placed an order for 800 gallons [...]