Italy is beautiful — and sometimes maddening. After a lifetime of travel here, I’ve learned to love the chaos along with the charm. This isn’t a takedown. It’s a collection of sharp truths, from radiators-as-dryers to the eternal cigarette next to your Aperol. Consider this a love letter written in bureaucratic ink and secondhand smoke.

Retiring in Italy? Start here. This first CaesarTheDay newsletter dives deep into Liguria—real towns, real prices, and why we chose it over the usual postcard fantasies. You’ll get city-by-city breakdowns, healthcare insights, and tips on cutting U.S. state tax ties (especially if California still wants your money). It’s free, honest, and packed with what actually matters when planning your escape.

Forget cappuccino rules & influencer traps. Real Italy starts when you slow down, look up, eat local & skip the TikTok checklist.

Italy isn’t a polished lifestyle product. It’s a living, breathing culture—and cultures come with contradictions.

Leaving the U.S. Behind & Embracing a New Future in Italy When I came to the U.S. as a teenager, I believed I was stepping into the...