top of page

CAESAR THE DAY
Search


Beyond ERV: Why the Italy Investor Visa Should Be on Your Radar
Explore Italy’s Investor Visa as an alternative to the ERV. Learn requirements, process, pros/cons, and how it can lead to residency in Italy.
Aug 196 min read


Do You Need an Italian Bank Account - Or Is Wise Enough?
Thinking of retiring or relocating to Italy? Here’s when a Wise or Revolut account is enough — and when you’ll need to bite the bullet and open a real Italian bank account. We compare fees, IBANs, utilities, and bureaucracy-proofing your finances.
Aug 13 min read


New Book Alert: Greener Pastures Is Here — And It Might Just Change Your Exit Strategy
What if Italy isn’t the only answer? Greener Pastures is the new no-BS guide to retiring in Europe — with side-by-side comparisons of Italy, Portugal, Spain, and France. Inside: clear timelines, real cost breakdowns, tax strategies, healthcare comparisons, and everything U.S. expats need to plan a smart escape.
Jun 233 min read


Why Cutting State Tax Ties Matters (Even If You’re Leaving the U.S.)
Think moving abroad means you’re done paying U.S. state taxes? Think again.
If you’re leaving California, New York, or another high-tax state, you need more than a plane ticket—you need a paper trail that proves you’re gone for good. From surrendering your driver’s license to scrubbing your digital footprint, this guide breaks down how to legally and permanently cut tax ties before you move abroad.
Jun 37 min read


Understanding Italy's Taxation on U.S. Retirement Accounts
If you’re retiring in Italy with U.S. retirement accounts, read this first. Learn how Italy taxes IRAs, Roth IRAs, and 401(k)s, how the U.S.-Italy tax treaty works, and what to expect under Italy’s progressive and 7% flat tax regimes.
May 203 min read


Why the 4% Rule Doesn’t Work for Retiring Abroad
You’re not just retiring abroad — you’re exiting a financial system that’s being reshaped in real time by tariffs, currency shocks, and political volatility. The 4% rule wasn’t built for this world. Pretending it still works isn’t optimism — it’s negligence.
May 135 min read


How Long It Really Takes to Move to Italy
Everyone wants the fantasy — sell the house, hop a flight, sip espresso on a terrace in Italy. But the reality? Moving abroad takes more than daydreams and a passport. This guide breaks down the real timeline it takes to move to Italy — from financial prep and scouting trips to Roth conversions, visa chaos, and post-arrival bureaucracy. If you’re planning your escape, this is where the real work starts.
May 66 min read


Retirement Reality: U.S. vs. Italy - Because Numbers Don't Lie
Most Americans worry about taxes or salaries abroad — but what really matters is survival. Here’s the financial reality behind our decision to retire in Italy, with real numbers comparing U.S. vs Italy costs, healthcare, taxes, and long-term security.
Apr 285 min read


Visa Maze Walkthrough: Decoding Long-Stay Visas for Your Move to Italy
Thinking of retiring or relocating to Italy? Before you start picturing aperitivo hours and rolling hills, you’ll need to face Italy’s most stubborn gatekeeper: the visa system. This post breaks down every major long-stay visa option—from the Elective Residency Visa to the brand-new Digital Nomad Visa—with real talk, real requirements, and zero sugarcoating. If you’ve been overwhelmed by consulate websites, expat forums, or conflicting advice, this is the clear, detailed walk
Apr 107 min read


Retiring Smart: U.S. vs. Italy (7% Flat Tax Scheme vs. Progressive Tax)
A no-fluff breakdown of Italy’s 7% flat tax vs. U.S. retirement costs—real math, smart strategy, and what happens after year 10.
Apr 415 min read
bottom of page