Capital Wealth
Specialty · Retirement · The Estate File

Greenwich or Florida? For One Estate, the Answer Is Worth $13 Million

Jack Anderson left a $108 million estate and one unsettled question: was home Greenwich or Florida? Connecticut wants $13.2 million that hinges on the answer. A June Supreme Court ruling just gave snowbirds a better shot — but only the ones who built the paper trail. Many of our snowbird households are living this case.

By Sean Anees Saifi · Capital Wealth · Published Saturday, August 8, 2026 · Source: The Wall Street Journal, August 8–9, 2026
Key Points
$108M
the Anderson estate
$13.2M
tax Connecticut is claiming
$15M
where Connecticut’s estate tax begins
Two driveways, one estate, and a $13.2 million question: domicile is decided by the paper trail, not by where you felt most at home.
Two driveways, one estate, and a $13.2 million question: domicile is decided by the paper trail, not by where you felt most at home.
In one line: One family’s $13.2 million tax fight shows that your home state for tax purposes is decided by documents — so snowbirds need the paper trail built now.

Jack Anderson died with a $108 million estate and one unsettled question: where, exactly, did he live? He had a house in Greenwich, Connecticut, and a life in Florida. The difference between those two sentences is worth $13.2 million.

Connecticut says Greenwich was home and is claiming $13.2 million in estate and gift tax — the tax some states charge on what you leave behind. The estate says home was Florida. Florida, you may have noticed, does not charge for the privilege of dying there.

In June, the Connecticut Supreme Court handed the estate — and every snowbird watching — a meaningful win. The court said taxpayers must prove they left the state with “clear and convincing” evidence — a high bar, but a reachable one — and it ordered a new trial.

So the Anderson estate gets another chance to prove that a man can, in fact, move to Florida. The rest of us get something more useful: a fresh look at how this game is actually scored.

The hunt is on

Connecticut’s estate tax now starts at $15 million — the same line as the federal exemption, which is the amount you can leave behind tax-free. Below that line, the state has no claim. Which is exactly why the audits concentrate on the estates above it.

And it is not just Connecticut. Domicile audits of snowbirds — people who winter in one state and summer in another — are rising. High-tax states watch their retirees drift toward Florida, and they do not wave goodbye. New York City has its pied-à-terre tax on part-time apartments. California has a proposed billionaire tax. The hunt for the departing dollar is a growth industry.

Here is the uncomfortable part. The auditor does not ask where you felt most at home. The auditor asks what the file shows.

What the file must show

“Domicile” is the legal word for your one true home state. You do not declare it. You document it.

Think of domicile as a court case you are assembling years before anyone files it. Every ordinary decision is an exhibit. Where do you spend your days? Where is your doctor? Whose driver’s license is in your wallet? Which state’s law governs your will?

Mr. Anderson’s estate is arguing that case now, after the fact, at trial prices. The entire point of planning is to argue it in advance, at filing-cabinet prices.

What to actually do

One: count the days. Keep an actual calendar of where you slept, and keep it every year. Vague memory is how estates end up in court. A day count is how they stay out.

Two: move your life, not just your mail. Doctors, dentists, driver’s license, voter registration, the accountant who returns your calls. Each one is an exhibit for whichever state holds it.

Three: move the estate documents. Have your will, trusts and powers of attorney re-signed under the new state’s law. An old-state will is the first thing an auditor reads and the last thing you want them to find.

Four: run the checklist before an auditor does. If your estate is anywhere near the $15 million line and your winters are anywhere near Florida, this is a this-year project, not a someday project. The Anderson estate is spending years and legal fees to establish what a clean file establishes in an afternoon.

What It Means For Your Portfolio

Run the checklist now

If you split your year between two states, build the domicile paper trail before an auditor asks for it.

Many of our snowbird households are living a smaller version of the Anderson case: two states, one estate, and a home-state question never formally answered. The June ruling helps taxpayers who can prove the move; it does nothing for those who cannot. We run the checklist with clients — days counted, doctors and licenses moved, wills re-signed under the new state’s law — before an auditor runs it for them.

Book a 15-Minute Review → Back to the August 8 Edition →