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U.S. Expat Retirement in Europe: A Looming Tax Storm?
How Much Is too Much to Pay In Taxes? For the millions of Americans retired or retiring across Europe, financial planning has long been a balancing act between local tax laws and the unique demands of the U.S. tax system. Favorable regimes, like Portugal's recently ended Non-Habitual Resident (NHR) program, have offered years of stability and significant savings.
itllbefunretiremen
Sep 126 min read


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


🌍 How to Outsmart the Exchange Rate
Struggling with today’s exchange rates? Learn how to manage international money transfers smartly—even when the USD is down. This guide covers timing your exchange, protecting large transfers, and using tools to avoid losing thousands. Perfect for anyone moving abroad or funding overseas accounts.
itllbefunretiremen
Jun 155 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


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


"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 World of Opportunity: Our Story of Moving Abroad and Inspiring Change
Bom dia! A decade ago, we dreamt of an adventurous retirement abroad. Now, we're living that in Europe. #It'llBeFun
Leslie
Jun 27, 20246 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


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


Retiring Smartly: How We Overcame Fears and Flourished on a Modest Budget Abroad
Retire on a budget and truly create your dream. It can be done.
itllbefunretiremen
Feb 9, 20242 min read


Thrifty Travel Adventures: Navigating Europe on a Budget
Living in Madeira, Portugal, after relocating from the USA, we embarked on a retirement and semi-retirement journey filled with...
itllbefunretiremen
Dec 19, 20233 min read


Then Vs. Now, Why Did I Wait So Long
Throughout my life, spanning over the last 50 years, a typical day for me consisted of waking up, donning my reliable mechanics uniform,...
itllbefunretiremen
Jul 5, 20233 min read
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