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

Wolf & Lessa Paris, France By Leslie – It’ll Be Fun France vs. Portugal: The Adventure, the Dream, and the Math That Keeps Us Grounded One of the great myths of moving abroad is that once you choose a country, the other options fade quietly into the background. That you “decide,” settle in, and never look back. That hasn’t been our experience at all. As we begin a new year and continue our Building Your It’ll Be Fun Life  series, we want to be honest about something most expa

Alan & Wolf By Leslie – It’ll Be Fun Lately, it feels like every conversation about Portugal starts the same way: “Are you still staying?” “Is Portugal still worth it?” “Didn’t they change everything?” And honestly — We get the anxiety. First, the real estate Golden Visa ended. Then the Non-Habitual Resident tax program closed to new people. And in late 2025, the headline that really rattled nerves: citizenship timelines potentially stretching from five years to ten for immi

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.