How To · Caesar Sedek | Retire Abroad & Italy Relocation

CaesarTheDay: Retire Abroad. Live Better.

by Caesar Sedek | Retire Abroad & Italy Relocation

Thinking about retiring abroad or moving to Europe? CaesarTheDay® is about what it actually takes to make that move work — financially, legally, logistically, and personally. Hosted by Caesar Sedek, the show explores the real planning behind life abroad: visas and residency, taxes and retirement timing, healthcare, choosing where to live, learning the language, navigating bureaucracy, and figuring out what life looks like after the move. Italy relocation is a major focus, but the bigger conversation is about building a smarter path from life in the U.S. to life in Europe. Expect practical advice, personal experience, lessons from Caesar's own relocation planning, and candid conversations about the decisions people often discover too late. No fantasy version of expat life. No endless shots of Aperol Spritzes pretending bureaucracy doesn't exist. Just practical planning for people who want to retire abroad and live better. Learn more, explore the tools, books, relocation resources, and consulting services at CaesarTheDay.com.

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Latest episodes

Showing 8 · updated from the feed

Renting in Italy: What the Listings Don't Tell You

Deciding to rent in Italy is the easy part; finding the place is the hard part. This episode covers the five things a rental listing won't tell you, from why about a thir

Nov 4
12 min

Rent or Buy in Italy? The Math Nobody Shows You

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

Oct 27
12 min

Can You Get the Italy ERV? What Consulates Really Want.

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

Oct 20
15 min

The Cost of Living in Italy for Retirees: The Real Monthly Budget

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 to

Oct 12
11 min

Where to Retire in Italy: The 5 Filters That Matter

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 us

Oct 6
17 min

Retiring in Italy: Your Five-Year Financial Roadmap

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

Oct 4
18 min

Retiring Abroad: I'm Four Years Out — Here's What I'm Doing Now

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 o

Sep 24
22 min

Planning Your Move to Italy: You’re Starting Later Than You Think

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 expl

Sep 23
13 min