Next step · Retiring abroad

You need an advisor who speaks expat.

Retiring internationally isn't just retirement planning with a passport attached. The tax law is different, Medicare doesn't follow you, and Social Security has wrinkles nobody warns you about. Find someone who does this every day.

Where to find one

International retirement has a different rulebook.

Most financial advisors know retirement planning. Fewer know what happens when you move it across a border. These are the gaps that catch people off guard.

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You're still a US taxpayer

The US taxes citizens on worldwide income regardless of where you live. That means annual federal returns, FBAR filings if your foreign accounts exceed $10K, and potentially FATCA reporting. An advisor who hasn't navigated this before will miss things.

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Medicare stops at the border

Medicare Part A and B don't cover you abroad except in very limited circumstances. You need a private international health plan — and figuring out how that interacts with your existing coverage, your destination country's system, and your costs requires specific expertise.

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Social Security has wrinkles

You can collect Social Security while living abroad in most countries, but the timing of when you claim still matters enormously, and some countries have totalization agreements with the US that affect how benefits are calculated. Get this wrong and you leave real money on the table.

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The destination's tax regime matters

Portugal's NHR program, Mexico's tax treaty with the US, currency risk between the dollar and euro — these aren't theoretical. The right advisor will factor your destination's specific rules into the plan, not just the US side of the equation.

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Your existing accounts need restructuring

IRAs, 401(k)s, and brokerage accounts all behave differently for expats. Some foreign financial institutions won't hold US accounts. Required minimum distributions don't care that you moved. Knowing how to restructure before you leave can save significant tax drag.

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Estate planning crosses jurisdictions

If you own property or hold assets in another country, your US will and estate plan may not cover them cleanly. Some countries have forced heirship rules that override what you've written down. A specialist will flag the gaps before they become your family's problem.

Earlier than you think. Much earlier.

The most common mistake isn't picking the wrong advisor — it's waiting until you're 18 months from retirement to find one. By then, the high-leverage decisions are already locked in.

10–15 years out

The real planning window

This is when Roth conversions, Social Security optimization, and asset location decisions can actually move the needle — sometimes by six figures. An expat-focused advisor at this stage helps you build the right foundation before foreign residency complicates everything.

5–10 years out

Where most people start

Still plenty of time to adjust the plan. Key questions: Medicare bridge coverage for the years before you move, whether to do a final Roth conversion push, what the withdrawal sequence looks like, and how your destination country's tax treaty with the US affects your income.

1–3 years out

Transition planning — urgent

If you don't have an advisor yet, now is urgent. Account restructuring, foreign bank account setup, FBAR planning, and Medicare decisions often need to happen before you establish foreign residency — not after. Some of these moves can't be undone.

What to look for — and what to avoid.

Not all financial advisors are created equal. Here's how to find one who will actually help, and the red flags that tell you to keep looking.

✓ Look for

A fiduciary, full stop

A fiduciary is legally required to act in your interest, not their firm's. Ask directly: "Are you a fiduciary at all times?" If the answer is anything other than yes, keep moving. Fee-only fiduciaries (no commissions) are the gold standard.

✓ Look for

Proven expat experience

Ask: "How many clients do you currently have who are retired or planning to retire outside the US?" A specialist should have a real answer — not "we can handle that." Organizations like AAFCPA and the American Citizens Abroad network can be good starting points.

✓ Look for

Country-specific knowledge

Bonus points if they've worked with clients in your specific destination. The NHR regime in Portugal and the US-Mexico tax treaty are quite different. An advisor who knows your country's specifics will catch things a generalist won't.

⚠ Watch out for

Commission-based advisors pitching products

If an advisor's first move is recommending a specific annuity, life insurance policy, or managed fund — before understanding your full picture — that's a signal they're paid on product sales. Get a second opinion before signing anything.

Questions worth asking before you hire anyone.

A good advisor will welcome these. A bad one will get defensive. Either way, you'll learn what you need to know.

1

"Are you a fiduciary at all times — not just sometimes?"

Some advisors operate under a fiduciary standard only in certain contexts (like managing retirement accounts) but not others. You want someone who is always legally obligated to act in your interest.

2

"How do you handle FBAR and FATCA reporting for clients living abroad?"

If they pause or have to look this up, they're not your person. A specialist should be able to explain both without hesitation and tell you how they coordinate with expat-focused CPAs.

3

"What international health insurance options do you typically recommend for clients retiring to [country]?"

They don't need to be insurance brokers, but they should have a point of view and know the landscape. Medicare not following you abroad is a big gap — a real expat specialist will have navigated this with other clients.

4

"At what age and income level does it make sense for me to claim Social Security given where I'm moving?"

This answer will be different for someone moving to Portugal versus Mérida versus staying in Florida. If you get a generic "it depends on your break-even age" answer, push harder — or find someone who's done the cross-border math before.

5

"Do I need to restructure my US accounts before I establish residency abroad?"

The answer is often yes, and the timing matters. Some moves need to happen before you trigger foreign residency. An advisor who handles expat transitions should have a checklist for this.

6

"How do you charge, and what will this engagement actually cost me?"

Fee-only (flat or hourly) is usually cleaner than assets-under-management for a planning engagement. Get the fee structure in writing before you share financial details.