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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


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 15, 20256 min read


Renting in Portugal in 2025: What Americans Really Need to Know (That No One Tells You)
Renting in Portugal in 2025 can be challenging, especially for Americans unfamiliar with the local process. From understanding legal lease requirements to dealing with limited inventory and landlord preferences, this guide explains what to expect, what’s changed, and how to successfully secure a rental for your move abroad. Learn the key differences and how to avoid common mistakes.
itllbefunretiremen
Apr 25, 20255 min read
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