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Building Your It’ll Be Fun Life: Italy — La Dolce Vita vs. the 7% Solution
Italy has a rare ability to work for both retirees and young entrepreneurs — but for very different reasons. Retirees are drawn to the slower pace, rich culture, affordable housing in smaller towns, and powerful tax incentives like the 7% flat tax on foreign income. Younger entrepreneurs, on the other hand, benefit from new digital nomad visas, startup incentives, and global connectivity. Add world-class food, walkable towns, and deep community roots, and Italy becomes more t
itllbefunretiremen
Jan 95 min read


The Long Game: Why We're Sticking with Portugal (Even with the 10-Year Rule)
Why Living In Portugal Is Worth It. Even with all the political issues, policy changes and high taxes. There is something to be siad for this country. Come join us to see how we have built our It'll Be Fun Life.
itllbefunretiremen
Dec 12, 20258 min read


Portugal's Citizenship Changes: What You Need to Know - UPDATED
Father and son in palermo Italy
itllbefunretiremen
Oct 26, 20255 min read


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 12, 20256 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 3, 20254 min read


Buying a House in Portugal with a Mortgage? Our Unfiltered Guide
Dreaming of buying a home in Portugal but need a mortgage? It's a minefield. Sellers want cash and won't wait for bank approvals. We're Alan & Leslie from It'll Be Fun, and we've cracked the code. Our guide gives you the real scoop on how to navigate Portugal's hot market, beat cash buyers, and secure your dream home without losing your mind (or your deposit!). Learn our strategy and get the expert team you need.
itllbefunretiremen
Jul 9, 20256 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 15, 20255 min read


America’s Man-Made Crisis:
How Tariff Wars Are Threatening Your Future —
and What You Can Do About It
itllbefunretiremen
Apr 29, 20255 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 10, 20255 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 7, 20254 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
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