top of page


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


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


Living Off One Social Security Check: A Smart Approach to Financial Freedom
Facing a Chaotic World Together Let’s be honest: the world feels a little upside-down right now. Tariffs are soaring, countries are...
itllbefunretiremen
Apr 105 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


A Bar, a Garden, and a Leap of Faith Led Us Around the World - Moving Abroad
We moved from Ohio to Chicago and now to Portugal! It's never too late to start a new adventure. Let us show you how to make your dreams com
Leslie
Jul 20, 20243 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


Building Your Portfolio, Financial Independence, It'll Be Fun!
Maybe you've reached a point where you're ready to embark on your investment journey independently...
itllbefunretiremen
Apr 1, 20242 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


Portugal Travel Escapes: Unveiling Hidden Treasures
Life just continues to prove to us that we should be done this sooner. Over the past six months, our travels have taught us a great deal,...
itllbefunretiremen
Mar 17, 20243 min read


Spain For Lifetime or How About A 3 Month Stay
Are you dreaming of a retirement filled with sunshine, culture, and a leisurely pace? Look no further than Spain, where the enchanting...
itllbefunretiremen
Feb 23, 20242 min read
bottom of page