Explorez tous les épisodes du podcast CaesarTheDay: Retire Abroad. Live Better.
| Titre | Date | Durée | |
|---|---|---|---|
| Rent or Buy in Italy? The Math Nobody Shows You | 27 oct. 2026 | 00:12:22 | |
Caesar and his wife are moving to Italy in 2030 and they are not buying a house. This episode lays out why: the equity from their California home is the bridge they live on until retirement accounts and Social Security start, the round trip on an Italian apartment costs real money before the market moves at all, and renting keeps them free to follow their daughters wherever those two end up. It also covers how long-term Italian leases actually work, and the cases where buying is the better call. Key takeaways
Sources mentioned
Chapters 0:00 Buying a house in Italy? We’re not Free Renting In Italy Guide: Free Renting in Italy guide: contract types, what to check before you sign, and the questions to ask the landlord. https://www.caesartheday.com/guides Links
Simplified example only. Fees vary by property, agency and region, and rules change. Not legal or tax advice: get a notary and a geometra involved before you sign anything. | |||
| Can You Get the Italy ERV? What Consulates Really Want. | 20 oct. 2026 | 00:15:41 | |
Summary. The Italy retirement visa, officially the elective residency visa, depends on the Italian consulate that covers where you live, which is why every checklist you find online disagrees with the next. Caesar walks through the income test as of January 2026, the seven documents almost every consulate asks for, the Prenot@mi appointment, and how to present the packet in your consulate's order. He ends with a Now, Next, Not Yet plan and a walkthrough of Visto Facile, his own tool (disclosed in the episode). Key takeaways
Official sources mentioned
Start the 14-day free trial of Visto Facile, no card needed: https://vistofacile.caesartheday.com Links
I'm not a lawyer or tax adviser. This is education, not personal advice. Have qualified professionals check your situation, ideally professionals who understand both countries. | |||
| The Cost of Living in Italy for Retirees: The Real Monthly Budget | 12 oct. 2026 | 00:11:53 | |
Summary What does it actually cost a retired couple to live in Italy? I walk a fictional couple through six budget lines in three kinds of town, from a small southern town to Rome or Milan, with the arithmetic out loud. Then the setup costs nobody puts in a monthly number, how the elective residency visa's income requirement compares with what you'll really spend, and where his own family's budget lands (hint: the sea view is not cheap). Key takeaways
Sources mentioned
Work with Caesar If you want a second set of eyes on your numbers, the Relocation Blueprint is a 60-minute, $395 session that turns your research into a sequenced plan. https://caesartheday.com/services Links
I'm not a lawyer or tax adviser. This is education, not personal advice. | |||
| Where to Retire in Italy: The 5 Filters That Matter | 06 oct. 2026 | 00:17:28 | |
I built a map of 2,528 Italian towns that can qualify for the 7% tax regime, then my family picked a region that isn't on it. This episode is the order of decisions we used to choose where to retire in Italy, and where the 7% belongs in that order. Summary. Choosing where to retire in Italy is a series of eliminations, and the order matters. The five filters are the care radius, family gravity, the no-car test, the life you actually live, and only then the money, including the 7%. Caesar walks through a fictional couple, Tom and Lisa, to show how a cheaper town in a 7% region can cost more by year eleven. Key takeaways
Sources and facts mentioned. Law 34/2026 (7% regime now covers municipalities up to 30,000 inhabitants, effective April 7, 2026). The regime requires qualifying foreign pension income and no Italian tax residence in the prior five years. U.S. citizens still file U.S. returns and may owe U.S. tax. Tom and Lisa are fictional and their numbers are examples, not a forecast. Do this next. Take the free quiz on the 7% Escape Map. It gives you ten matched towns, and you don't need Pro for it. Run each one through your three numbers: https://italy7percent.caesartheday.com Question for you. What is the one thing a town has to have before you'll even look at it? Reply in the Facebook group or the YouTube comments. Links
I'm not a lawyer or tax adviser. This is education, not personal advice. Have qualified professionals check your situation, ideally professionals who understand both countries. | |||
| Retiring in Italy: Your Five-Year Financial Roadmap | 04 oct. 2026 | 00:18:46 | |
Thinking about retiring in Italy in the next five years? Before an apartment with a terrace makes all your financial decisions for you, let’s work out how you’ll pay for the life attached to it. In Episode 3 of CaesarTheDay, we walk through a practical five-year financial roadmap: understanding your accounts, building a realistic budget, turning savings into income, and preparing for the costs and paperwork that continue after you arrive. Simple examples, plain English, and a little humor. No accounting degree required. YOUR FIVE-YEAR ROADMAP
THE VISA NUMBER ISN’T YOUR LIVING BUDGET We discuss the roughly €31,000 in annual financial resources per applicant referenced in U.S. consular elective residence visa guidance—roughly €62,000 for two applicants. Boston specifies more than €31,000 per person. Meeting that figure doesn’t guarantee approval. The source and reliability of your income matter, and the ERV does not permit work. Check the consulate serving your home address. We also briefly cover the digital nomad route and why you’ll need to keep documenting financial support when renewing your permesso di soggiorno, or residence permit. YOUR FIRST STEP On one page, write down your intended move date, the income you’ll have by then, your expected spending, and which accounts will cover any gap. Put a question mark beside anything you need to check. That’s your starting point. EXPLORE THE ITALY 7% ESCAPE MAP Visit the 7% Escape Map website to explore towns to consider for the seven-percent program and narrow down where you might enjoy living. Confirm eligibility before committing. A tax break is lovely. You still have to like the place. WATCH THE YOUTUBE COMPANION Find Episode 3 and subscribe to CaesarTheDay Abroad on YouTube for the more detailed financial roadmap. Follow the podcast and share this episode with the person who keeps sending you Italian apartment listings. Educational information, not personal financial, tax, legal, or immigration advice. Examples are illustrative. Rules and policies can change; confirm your plans with the relevant authorities and qualified U.S. and Italian advisers. | |||
| Retiring Abroad: I'm Four Years Out — Here's What I'm Doing Now | 24 sept. 2026 | 00:22:18 | |
I’m about four years away from leaving the U.S. and building the next chapter of my life in Europe, most likely Italy. So what does planning actually look like this far out? In this episode, I walk through what I’m actively working on now, what I’m deliberately not doing yet, and why timing matters so much when you’re planning a move abroad. We’ll talk about the financial runway before retirement, tax planning, Roth conversions, language learning, location research, scouting trips, healthcare, residency, and the difference between understanding the process now and collecting documents too early. I’ll also get into the personal side of the decision: why I’m leaving, what I want life to look like after the move, and why this is less about “escaping” America and more about designing the next phase intentionally. If you’re a few years away from your own move to Italy or elsewhere in Europe, this episode is about using that time wisely. Resources: CaesarTheDay® — Retire Abroad. Live Better. | |||
| Planning Your Move to Italy: You’re Starting Later Than You Think | 23 sept. 2026 | 00:13:31 | |
If you’re three, four, or five years away from moving to Italy, the move has probably already started — whether you realize it or not. In this first episode, Caesar explains why the visa should not be the starting point, and why the bigger decisions often begin years earlier. From taxes, retirement timing, Roth conversions, and healthcare to language, location, housing, and the emotional side of leaving the life you already know, there are multiple clocks running at once. You’ll also hear why choosing a town as a resident is very different from choosing one as a tourist, why learning Italian needs to start earlier than most people think, and why collecting documents too soon can be just as unhelpful as starting too late. If Italy is part of your next chapter, this episode is about getting the order right. Learn more at CaesarTheDay.com CaesarTheDay® — Retire Abroad. Live Better. | |||