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The Permesso Receipt Myth: What the Ricevuta Really Does (and Does Not) Do on an ERV
The ricevuta is not a magic document, and itâs not useless either. For ERV retirees, understanding what it legally proves, what it may unlock in practice, and where assumptions go wrong can save months of confusion and bad advice.
Dec 22, 20254 min read
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How Much Passive Income Do You Really Need for Italyâs Elective Residency Visa?
Italyâs 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 âŹ31,000 baseline comes from, why âŹ38,000 for couples is a practical benchmarkânot a universal ruleâand why even long-time ERV âexpertsâ are questioning the latest claims. If you want clarity rooted in official sources rather than anecdotes,
Nov 25, 20256 min read
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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 29, 20255 min read
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The Death of Crowdsourcing (and Why I Built My Own Tools Instead)
My not-so-gentle manifesto on Facebook advice, AI regurgitation, and why Iâd rather build than bullshit. For the past year Iâve been...
Oct 1, 20254 min read
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The 7% Flat Tax in Italy: What It Really Means for Retirees
The 7% flat tax in Italy sounds simple â 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.âItaly tax treaty.
Sep 15, 20256 min read
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Facebook Wisdom and the Great Italian Treasure Hunt
Tired of noisy expat Facebook advice? Discover why one-liner opinions wonât 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 2, 20253 min read
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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 1, 20254 min read
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Do You Need an Italian Bank Account - Or Is Wise Enough?
Thinking of retiring or relocating to Italy? Hereâs when a Wise or Revolut account is enough â and when youâll need to bite the bullet and open a real Italian bank account. We compare fees, IBANs, utilities, and bureaucracy-proofing your finances.
Aug 1, 20253 min read
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Codice Fiscale: Italyâs Social Security Number, Sort Of â and Why Youâll Need It Before You Even Move
Before you can rent an apartment, open a bank account, or register with the Italian health system, youâll need a Codice Fiscale â Italyâs 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 youâre 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 11, 20253 min read
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Scouting Italy: What to Look for (Beyond the Gelato and Piazza Vibe)
Youâre not just touring. Youâre test-driving your future life. So hereâs what actually matters. Thereâs a seductive rhythm to Italian...
Jun 29, 20257 min read
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Renting in Italy: Red Flags and Green Lights
Renting in Italy can be a dream â 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 youâre scouting, applying for a visa, or planning your escape from the U.S., this checklist could save your wallet (and your sanity).
Jun 26, 20255 min read
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How Long It Really Takes to Move to Italy
Everyone wants the fantasy â 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 â from financial prep and scouting trips to Roth conversions, visa chaos, and post-arrival bureaucracy. If youâre planning your escape, this is where the real work starts.
May 6, 20256 min read
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đž 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? Donât wing it â the EU pet rules arenât 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 â and a happier pet.
Apr 30, 20254 min read
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Renting vs. Buying in Italy
Thinking about renting or buying in Italy? Before you fall for the Instagram daydream, you need to hear the reality most guides wonât tell you. From shady leases to crumbling villas with âfor saleâ signs older than you are, this is the brutally honest roadmap to surviving Italyâs real estate jungle â and making smart decisions without losing your mind (or your money).
Apr 26, 20259 min read
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What the F is an Apostille?
If youâre applying for a visa to Italy (or basically doing anything official across borders), youâll run into this mysterious word: apostille. Itâs not a pasta. Itâs not a neighborhood in Florence. Itâs a bureaucratic stamp of approval that tells a foreign government your documents are legit. In this post, I break down what it is, when you need it, and how not to screw it up â because nothing says welcome to Italy like your FBI background check being rejected over a missing s
Apr 17, 20253 min read
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Veni | Vidi | Vici Newsletter #1: Liguria Region Breakdown + Tips on Breaking State Tax Ties
Retiring in Italy? Start here. This first CaesarTheDay newsletter dives deep into Liguriaâreal towns, real prices, and why we chose it over the usual postcard fantasies. Youâll get city-by-city breakdowns, healthcare insights, and tips on cutting U.S. state tax ties (especially if California still wants your money). Itâs free, honest, and packed with what actually matters when planning your escape.
Apr 16, 20252 min read
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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, youâll need to face Italyâs most stubborn gatekeeper: the visa system. This post breaks down every major long-stay visa optionâfrom the Elective Residency Visa to the brand-new Digital Nomad Visaâwith real talk, real requirements, and zero sugarcoating. If youâve been overwhelmed by consulate websites, expat forums, or conflicting advice, this is the clear, detailed walk
Apr 10, 20257 min read
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Retiring Smart: U.S. vs. Italy (7% Flat Tax Scheme vs. Progressive Tax)
A no-fluff breakdown of Italyâs 7% flat tax vs. U.S. retirement costsâreal math, smart strategy, and what happens after year 10.
Apr 3, 202515 min read
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Elective Residency Visa (ERV): The Ultimate Document Checklist Before You Say âCiaoâ for Good
Everything you need to know about applying for the Elective Residency Visa (ERV) to Italy. Checklist Included!
Mar 28, 20256 min read
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How to Prepare for Switching Your Digital Life for an Italian Move
How to keep your digital life going in Italy without glitches.
Mar 18, 20255 min read
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