Services for people who are actually moving
Everything on this site that can be free is free: the guides, the blog, the podcast, the Facebook group, the quiz in the 7% Escape Map.
These are the things that take my time — your situation, your numbers, your documents.
Flat fee per household. A written deliverable you keep. No retainers, no hourly billing, no ongoing advice by email.
I handle the decisions, the sequence and the American side of the move. Italian agencies, lawyers and commercialisti (Italian accountants) handle execution. Where you need somebody standing in Italy, I’ll say so.
Not sure which of these you need? Book the free 20-minute call →
What I don’t do
I’m in California. These need somebody physically in Italy, and that’s who should do them:
- Codice fiscale (Italian tax number), SPID (digital identity) and SSN (national health service) registration → your comune (town hall), the Questura (provincial police headquarters), or a local relocation agency, which usually bundles all three
- Property search and viewings → a licensed Italian agent, or a buyer’s agent working for you
- Filing your application, legal representation, appeals → an immigration attorney
- Italian tax returns and elections, including the 7% regime → a commercialista
If I know someone good in your region, I’ll tell you. If I don’t, I’ll tell you that too.
Who you'd be working with
Caesar Sedek. Thirty years in cybersecurity, which mostly means I’ve spent my career reading requirements documents written by people who didn’t want to be understood. Useful training for consulates.
I’m moving my own family to Italy in 2030, and I’m documenting the whole thing as I go — the parts that worked and the parts that cost me money. I’ve worked with clients on Elective Residency, Digital Nomad, scouting and relocation planning.
I’m not a lawyer or a tax adviser. When your question needs one, I’ll say so and point you at one.
“We can’t agree on where to live.”
Where to Live Shortlist — $395 per household
The map gives you ten towns. This tells you which three, and what’s wrong with each of them.
For people who have settled on Italy and cannot settle on the address. You have a spreadsheet, four regions, and a spouse who wants the sea while you want a train station.
What you get
- A questionnaire that takes about 20 minutes and asks harder questions than you’ve been asking yourselves
- A written shortlist: three towns, plus one wildcard you didn’t ask for. For each one — why it fits your answers, what a month there actually costs, how far the nearest emergency department is, 7% eligibility, hydrogeological hazard notes, trains and airports, the honest downside, and three things to verify on the ground
- A page naming the places you’re already in love with that don’t survive your own criteria, and why. Usually the most useful page in the document.
- A 45-minute call to take it apart. Recorded, and you get the recording.
- One round of follow-up questions by email within 14 days
- A year of 7% Escape Map Pro ($99), included
How long it takes
Ten business days from the day your questionnaire arrives to the written shortlist. The shortlist reaches you 48 hours before the call, so the call is for arguing, not for reading aloud.
Two per month. Not scarcity marketing — that’s how many I can do properly alongside everything else.
Not included: property search, document review, legal or tax advice, anyone acting on your behalf in Italy.
If I read your questionnaire and can’t do useful work on your case, I’ll say so and refund you in full.
Booking opens shortly
“We know we’re going. We don’t know in what order.”
Retirement Relocation Blueprint — $395 per household
Most popular
For people one to four years out whose research has turned into a folder problem. Folders make you feel like progress is happening.
What you get
- A questionnaire before we talk, so the call isn’t spent on intake
- A 90-minute call
- A written plan, 6 to 8 pages, within 7 days: your visa path and when to start it; the order of decisions across life, money and paperwork; the American side — Social Security timing, retirement accounts, health coverage, leaving your state — written as the questions to put to your CPA; where to live and how to scout it; and a Now, Next, Not Yet list so you stop working on year-four problems in year one
- A free 20-minute follow-up call once you’ve read it
Not included: tax or legal advice, document review, ongoing email support.
If your situation turns out to be one I can’t help with, I’ll say so on the call and refund you in full.
“Will our ERV packet survive the consulate?”
ERV Packet Review — $795 per household
ERV is the Elective Residency Visa — the retiree route, for people living on passive income. One household, one case, assessed the way the consulate will assess it.
For people with an appointment booked or nearly booked, who want somebody to find the problem before the consulate does.
What you get
- A 60-minute review of your packet: income structure, document red flags, the specific quirks of your consulate, and timing
- Lifetime access to Visto Facile, my ERV workspace ($149), with a sign-in link within one business day
Why it costs what it costs
Visto Facile ingests every published consulate requirement set twice a year, so your packet gets checked against what your consulate asks for now — not what somebody posted in a Facebook group in 2023. Consulates disagree with each other, and they don’t all publish the same list.
Already a Visto Facile member? It’s $645, book from inside the app. You’re not paying twice for the workspace you already own.
Not included: form filling, legal representation, contacting the consulate for you, appeals.
If your packet turns out to be in good shape and there’s nothing useful for me to tell you, I’ll say so in the first ten minutes and refund you in full.
“I don’t know which of these I need.”
Free 20-minute call — Free
Twenty minutes, no pitch. Tell me where you are, and I’ll tell you which of these is worth your money — or that none of them is yet, and what to read instead.
No card, no deposit. There are a few questions on the booking form so I turn up knowing your situation, and I confirm every booking by hand.
Not included: strategy, document review, ongoing advice by email. That’s what the paid sessions are for.
Cancellation and rescheduling
48 hours’ notice or more: full refund, or reschedule at no charge.
24 to 48 hours: 50% fee.
Under 24 hours: one reschedule, 50% fee.
Free call: no card, nothing to charge. Just cancel the booking if you can’t make it.
Questions
Why per household and not per person?
Couples and families are one case. The consulate assesses you together, so I price you together.
What’s the difference between the Shortlist and the Blueprint?
The Shortlist answers where. The Blueprint answers in what order. If both are open questions, start with the Blueprint — where to live is one section of it — and add the Shortlist later if that question is still live. If you already know the sequence and just can’t agree on the town, go straight to the Shortlist.
What happened to the Scouting Trip Concierge?
Retired. The scouting-trip planner inside the 7% Escape Map builds the itinerary, and the Shortlist tells you which towns are worth the airfare in the first place.
Will you handle the paperwork, or the move itself?
No. See What I don’t do, above. Filing, legal representation and Italian tax elections need a lawyer or a commercialista.
Is this legal or tax advice?
No. 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. Consulates, Questure (provincial police headquarters) and comuni interpret the rules differently, so what worked at someone else’s appointment is not a guarantee at yours.
CaesarTheDay® provides relocation planning and education, not legal, tax or financial advice. Nothing on this page creates an attorney-client or adviser relationship. Visa requirements change and consulates interpret them differently; confirm your situation with qualified professionals before acting.