top of page

CAESAR THE DAY
Search


What Happens to a Marriage When You Retire Abroad (And What if it Breaks?)
People love the fantasy of retiring abroad: two people strolling through narrow streets, coffee cups clinking on a sunlit table, life finally slowing down to the rhythm they always wanted. And yes, some parts of that are real. But the thing no glossy article says — the thing I’ve started thinking about more and more when I talk to couples planning their move to Italy — is that a relocation this big doesn’t magically strengthen a marriage. It magnifies it. When you remove the
1 day ago7 min read


The Italy I Thought I Knew—And the Books That Proved There’s More
I thought I knew Italy from summers, Rome, and traveling the country—then these books showed me whole new sides: the chaos, the humor, the real daily life most of us never see. They made Italy feel bigger, more human, and—without meaning to—turned my “someday” into an actual plan.
Nov 267 min read


How Much Passive Income Do You Really Need for Italy’s Elective Residency Visa?
Italy’s Elective Residency Visa is surrounded by conflicting numbers and confident opinions, but only a few figures are actually published by consulates. This deep dive separates documented requirements from assumptions, explains where the €31,000 baseline comes from, why €38,000 for couples is a practical benchmark—not a universal rule—and why even long-time ERV “experts” are questioning the latest claims. If you want clarity rooted in official sources rather than anecdotes,
Nov 256 min read


What Nobody Tells you About Growing Old in Italy
Retiring in Italy is more than visas and logistics. This piece explores the deeper truth of aging abroad, what happens when life takes an unexpected turn, and how to build a community that actually holds you when you need it.
Nov 244 min read


Puglia: The Region That Stayed With Me Long Before I Understood It
And why it became the next chapter in my interactive guide series, Veni. Vidi. Vici. There are parts of Italy that hit you over the head with their beauty. Tuscany insists. The Dolomites don’t ask for permission. Liguria throws cliffs and pesto at you and hopes you can keep up. Puglia works differently. It’s patient. It stays on the periphery until you realize it’s been quietly rearranging your thoughts about what life could look like. My introduction wasn’t glamorous. I ende
Nov 153 min read


When to Move to Italy for Tax Purposes: Why Retirees Should Obsess Over Their Calendar (and When the 7% Rule Changes Everything)
Choosing when to move to Italy can make or break your retirement tax plan. This deep dive breaks down how January vs. July moves affect Italian tax residency, double taxation, and the 7% flat-tax regime for retirees. Learn how to time your move, avoid dual-tax traps, and lock in the best financial start to your new life abroad.
Oct 295 min read


Borderless Wealth: How to Think (and Invest) Like a European
The first time I walked into an Italian bank, I thought I’d made a wrong turn and ended up in a museum. The marble counters were chipped from the 1960s, the chairs squeaked, and the teller—an older man with a mustache that looked unionized—stamped my form with a satisfying thud that echoed through the room like a declaration of independence. No rush. No digital screens counting my impatience. Just the rhythm of a man who has never once said the words “time is money.” And that
Oct 225 min read


The Death of Crowdsourcing (and Why I Built My Own Tools Instead)
My not-so-gentle manifesto on Facebook advice, AI regurgitation, and why I’d rather build than bullshit. For the past year I’ve been...
Oct 14 min read


The Quest for the Perfect Place to Live: A Journey Through Imperfections
There is no perfect country — only different imperfections arranged in new ways. From U.S. burnout to European bureaucracy, here’s a candid look at what it really means to retire abroad, why politics sting less when you can’t vote, and how to decide which flaws you’re willing to live with.
Sep 254 min read


The 7% Flat Tax in Italy: What It Really Means for Retirees
The 7% flat tax in Italy sounds simple — pay 7% on your pension income and live happily ever after. But once you dig into the details, the picture gets a lot messier. Social Security, IRAs, private pensions, annuities, government pensions, VA benefits, and Roth IRAs are all treated differently under the U.S.–Italy tax treaty.
Sep 156 min read


Facebook Wisdom and the Great Italian Treasure Hunt
Tired of noisy expat Facebook advice? Discover why one-liner opinions won’t help you decide where to live in Italy, and how CaesarTheDay offers real strategies, context, and a growing community focused on clarity and expertise.
Sep 23 min read


The First 90 Days in Italy: A Survival Guide for the Newly Arrived (a.k.a. How Not to Lose Your Mind or Get Deported)
Picture this: your plane wheels screech against the tarmac at Malpensa. The flight attendants are still yelling at everyone to sit the...
Sep 14 min read


House Hunting in Puglia: A Scouting Trip with Backup on Speed Dial
Retire in Puglia? Discover how a scouting trip to Ceglie Messapica—with Ostuni, Martina Franca & Cisternino as options—helped a couple plan with clarity.
Aug 234 min read


Italy vs. Portugal vs. Spain vs. France: Who Wins the Retirement Hunger Games?
Thinking of retiring in Europe? Compare Italy, Portugal, Spain, and France on cost, healthcare, taxes, and lifestyle to find your best fit.
Aug 204 min read


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


You Made It to Italy - Now What?
How to apply for the Permesso di Soggiorno, Tessera Sanitaria, set up banking, and get your life started in Italy as an ERV visa holder.
Aug 55 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


10 American Luxuries You’ll Mourn—And Why That’s Okay
Moving to Italy? Discover the 10 absurd American comforts you’ll miss—and the quirky Italian perks that might just win you over.
Jul 236 min read


Codice Fiscale: Italy’s Social Security Number, Sort Of — and Why You’ll Need It Before You Even Move
Before you can rent an apartment, open a bank account, or register with the Italian health system, you’ll need a Codice Fiscale — Italy’s version of a Social Security Number. This post breaks down what it is, why you need it, and how to get one before you even move. Whether you’re applying for a visa, securing a long-term lease, or just trying to open a wine club membership, this little code matters more than you think.
Jul 113 min read


One Town, Three Lenses
How do solo retirees, remote workers, and couples with pets experience the same Italian town differently? This guide explores the practical realities of life abroad through three unique lenses — helping you choose the right place for your version of la dolce vita.
Jul 75 min read
bottom of page