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

Tag: Taxes

27 Feb
tax bill for 2020

The Problems With Wealth Tax: Why It Just Doesn’t Work

What’s This About A U.S. Wealth Tax? It’s that time of year again… It’s tax season. Thankfully, no big changes for U.S. tax filers this year. However, one big potential tax change is being discussed among the Democratic presidential nominees—a wealth tax. Each presidential hopeful suggesting the United States begin taxing its “wealthy” has his [...]
16 Sep
A man filing taxes

The Challenges Of Tax Filing While Being Abroad

Oct. 15 Looms—Here's What You Need To Know To Stay Compliant That is, any American who filed for an extension is now buckling down to prepare his 2018 tax return... myself included. One related topic that has been generating lots of questions for me, both during last week's Retire Overseas Conference in Houston and in my inbox [...]
14 Feb
man calculating taxes with a calculator

How To Stay Compliant With Offshore Taxes

Everything The American (And Canadian) Needs To Know About Offshore Taxes This month’s issue of my Simon Letter service features my annual review, overview, and update on taxes for the American abroad. The big change affecting us Americans overseas since my report this time last year is the 2017 tax law that now forces U.S.-controlled [...]
12 Nov
couple tax return

Considering Your Tax Options? Remember To Put Profits First

Why I'm Sometimes OK Paying More Taxes A few years ago, after reading an article I'd written detailing an American's ongoing obligation to file a tax return with the IRS each year even after he's moved overseas, a reader wrote in to correct me. The reader proudly pointed out that an American does not need [...]
05 Apr
Five Flags: Comparing Panama And Portugal

Five Flags: Comparing Panama And Portugal’s Citizenship, Residency, Real Estate, And Taxes

Americans tend to dismiss Europe for offshore lifestyle and investment options, thinking this part of the world is too complicated or too expensive. The truth is that some European countries can be cheaper than destinations that might much sooner come to mind for obtaining residency or investing in real estate. Portugal is one of them. […]

22 Mar
The Donald Posing with a bill which he has recently signed in the white house

How Trump’s Tax Changes Impact Americans Offshore

Trump threw us Americans with businesses overseas a curveball in December. His tax changes eliminated the deferred-tax status for U.S.-controlled foreign corporations. That opportunity to defer U.S. tax made it possible for Americans with small businesses overseas to build their businesses faster. Now what? All my global tax-expert friends and colleagues have spent the past […]