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Our Portuguese Dream Condo Became a Full-Time Airbnb: The Legal Loophole We Never Saw Coming
We thought Portugal's new housing laws protected our condo from short-term rentals. We were wrong. We understood the rules but missed the math. A legal loophole allowed wealthy investors to gain a majority in our small building, legally turning our home into a hotel. This is our cautionary tale so you can avoid our costly mistake and understand the risks before you buy.
itllbefunretiremen
Aug 156 min read


Social Security for US Expats: Will the Rules Change? (2025)
Your Social Security Abroad: The Rules, The Rumors, and What You Can Actually Control.
Let's talk about the single biggest financial question that lands in our inbox. It’s a one-two punch of worry that can stop a beautiful dream in its tracks. This is a huge deal. Your benefits are the financial bedrock of your retirement, and uncertainty around them is paralyzing. So, let’s tackle both parts of this fear head-on, and then talk about the only mindset that will actually get yo
itllbefunretiremen
Aug 34 min read


Moving Overseas - Takes More Than You Think
Thinking of moving to Portugal from the U.S.? Don’t wing it. From visa types (like the D7 or Digital Nomad visa) to real income requirements and unexpected costs, we break down what it really takes to start a new life abroad. This isn’t a vacation—it’s a life reset. Get clear, get organized, and do it right the first time. Bonus: use our 30% off code for the Ultimate Moving Abroad Program!
itllbefunretiremen
May 104 min read


What to Expect When Starting a New Life Overseas
Thinking of starting a new life overseas? Discover essential tips on housing, cultural adaptation, finances, work, and building a support network abroad. Whether you're moving to Lisbon, Paris, or Tokyo, this guide helps you navigate challenges, embrace local culture, and thrive in your new environment. Perfect for expats and digital nomads seeking a smooth transition and personal growth.
itllbefunretiremen
Apr 305 min read


America’s Man-Made Crisis:
How Tariff Wars Are Threatening Your Future —
and What You Can Do About It
itllbefunretiremen
Apr 295 min read


Portugal Taxes, NHR 2.0- Everything You Wanted to Know It'll Be Fun
Portugal Taxes - Here's the basics on the new NHR 2.0. See if you qualify for tax savings.
itllbefunretiremen
Feb 74 min read


Americans Are Embracing Life Abroad: How to Move with Purpose
Many Americans Are Moving Abroad, It's important that we choose well and make a positive impact.
Leslie
Jan 243 min read


Living Rich Without Millions—Your Path to Financial Freedom
We've helped 100's of people move abroad and build financial independence. Stop waiting. We should have done this sooner.
itllbefunretiremen
Dec 31, 20245 min read


"Embracing a New Life Abroad: How We Made the Leap"
How we live a better life in Portugal. We left the USA to find adventure, live for less and finally enjoy our lives.
itllbefunretiremen
Sep 2, 20244 min read


YANKEE GO HOME
Portugal Doesn't Want Immigrants At Least Not Always
Leslie
Jul 31, 20244 min read


Navigating the Pitfalls: What Not to Do When Planning to Move Abroad
Moving Abroad What You Need To Know and How To Do It!
itllbefunretiremen
May 8, 20243 min read


Paid Off: Unlocking the True Value of a Mortgage-Free Home
Today, we are thrilled to share a significant milestone in our journey. Our new home--still in the finishing touches--is proudly...
itllbefunretiremen
Apr 1, 20243 min read


The Greatest Gamble: Confronting Risk in Retirement Planning
During a lifelong pursuit of financial security with the goal of a comfortable retirement, we often focus on external factors like market...
itllbefunretiremen
Mar 17, 20243 min read
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