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

Author: Lief Simon

23 Sep
Aerial drone view of beautiful caribbean tropical island Cayo Levantado beach with palms. Bacardi Island, Dominican Republic.

How To Truly Diversify Your Life

The key to living long-term overseas… and to escaping home at a moment’s notice if you need to… is residency and/or citizenship overseas… You can obtain residency or citizenship in more than one country. However, most expats obtain residency or a second citizenship in just one country outside their home country. Which country depends on [...]
12 Sep
The White House on a summer day with the American flying over it.

The Answer You’ve Been Looking For

In the wake of Tuesday’s debate, Taylor Swift gave Kamala Harris her backing for president. Maybe that tells you everything you need to know. Either way, with a net worth of $1.3 billion, Swift probably isn’t too worried about the key issue the rest of us are… It’s the economy, stupid. Watching the candidates squabble [...]
05 Sep
Beautiful street view with old residential buildings and Eiffel tower during the daylight in Paris

Insider Tips For Managing Overseas Rentals

Renting out a property that you also use can be complicated. The Paris 2024 Olympics reminded me of this. A friend in Paris swapped apartments with someone they know. They wanted to be out of the city during the games, while their friend wanted to be in the thick of things. He’s an Olympic-holic who [...]
29 Aug
Capitol Hill Building ,Washington DC.

Taxing Times

In October, I’ll be in Porto, Portugal, for my annual Offshore Wealth Summit. One of the topics we’ll cover is filing taxes as an American offshore. Taxes are a hot topic right now as the presidential race heats up… Should he be elected, Trump plans to permanently extend his 2017 tax cuts, eliminate taxes on [...]
22 Aug
view of panoramic porto old town and dom luis bridge with duoro river ,portugal

Protect Yourself

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 October 16 to 18 in Porto, Portugal. I like reminding myself why I do [...]
16 Aug
Adriatic sea in Croatia. Landscape with yacht, mountains, transparent blue water, sky at sunset

The Fast Track To Offshore Diversification

Trump and Vance versus Harris and Walz. Yeesh. In just a couple months we’ll have our winners… and losers. For close to 30 years, I’ve been warning people of the risks of hanging all your hopes on any one country… any one economy… or any one currency. That message has never been more pertinent than [...]
25 Jul
Glass of whisky or bourbon in ornamental glass next to a vintage wooden barrel

A Promising And Profitable Portfolio Addition

I’ve never been much into stocks. It’s not that I have any ideological objection to them, or anything like that. I always just thought they took too much time and management. The market goes up and down all the time—I would have to be looking at my portfolio every day and judging when to buy [...]
22 Jul
Aerial panorama of the city of Bariloche, Argentina

From Crisis To Opportunity In A Single Step

Last week as shots rang out in Butler, Pennsylvania, the U.S. came within an inch of all-out chaos. Then came the CrowdStrike computer crash which grounded flights and downed systems in hospitals, emergency services, banks, governments, schools, and more around the world. Now, Biden has declared himself out of the running in the presidential race [...]
01 Jul
Statue Of Liberty over a blue sky

The Not So Great Debate

Smell that? It’s the ashes of last week’s dumpster fire of a debate still smoldering… and that stench won’t clear easy. In between all the mumbling, bumbling, and name-calling, came the squabbling over inflation, immigration, abortion, and the big stuff too, like the candidates’ prowess on the golf course and elsewhere… If a tornado hit [...]
27 Jun
Treasury Department building in Washington, DC trump biden

Are Taxes A Reason To Go Offshore?

The stage is set. Tonight, Trump and Biden face off in the first of two slated debates. Taxes look set to feature high on the agenda. Trump wants to extend all the Tax Cuts and Jobs Act of 2017 provisions which are set to expire next year. Depending on who you listen to, that could [...]