top of page
CAESAR THE DAY

Search


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.
Caesar Sedek
4 days ago3 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.
Caesar Sedek
7 days ago4 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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
Jul 75 min read


Scouting Italy: What to Look for (Beyond the Gelato and Piazza Vibe)
You’re not just touring. You’re test-driving your future life. So here’s what actually matters. There’s a seductive rhythm to Italian...
Caesar Sedek
Jun 297 min read


Renting in Italy: Red Flags and Green Lights
Renting in Italy can be a dream — or a bureaucratic, mold-infested nightmare. This guide breaks down everything you need to know to evaluate a long-term rental, including contract types, heating systems, energy ratings, and internet access. If you’re scouting, applying for a visa, or planning your escape from the U.S., this checklist could save your wallet (and your sanity).
Caesar Sedek
Jun 265 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.
Caesar Sedek
Jun 233 min read


What $200k Really Buys You in Italy’s 7% Towns
Thinking of retiring to Italy under the 7% flat tax? Here’s what $200,000 can actually buy you in walkable small towns—from restored homes in Puglia to fixer-uppers in Le Marche. Real listings, real advice, no sugarcoating.
Caesar Sedek
Jun 105 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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
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.
Caesar Sedek
May 66 min read


How Italy Wins You Over While Testing Your Patience
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.
Caesar Sedek
May 16 min read


I Moved to Italy for the Wine - But I'm Staying for the Cheese!
Everyone says they’re moving to Italy for the wine. But after decades of visits and one life-changing encounter with a burrata in Rome, I’ve come to terms with the truth: I’m staying for the cheese. Here are five dairy-fueled reasons Italy keeps calling me back — plus two recipes to hold you over until you get here.
Caesar Sedek
Apr 304 min read


🐾 Bringing Your Pet to Italy: A No-Nonsense Guide for Dog (and Cat) Parents Planning the Big Move
Thinking of bringing your dog or cat to Italy? Don’t wing it — the EU pet rules aren’t forgiving. This guide walks you through every step: microchips, vet visits, USDA forms, flights, and what happens when you land. Based on real experience (with a 90-pound Bernedoodle in tow), this is the no-fluff, all-facts plan for a smooth relocation — and a happier pet.
Caesar Sedek
Apr 304 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.
Caesar Sedek
Apr 285 min read
bottom of page