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I'm Jimmy Sexton, LL.M., Founder and CEO of Esquire Group. I work one-on-one with ultra-high-net-worth individuals, family offices, and private companies to solve complex international tax and wealth planning challenges.
On this podcast, I share what I've learned from two decades in the trenches: tax strategy, wealth structuring, trusts and foundations, expatriation, family governance, international banking, and the geopolitical forces that shape your wealth. I built and sold my own multinational business, expatriated from the United States, and personally use the same strategies I advise my clients to use. This isn't theory. It's experience.
I'm a regular contributor to Bloomberg Tax and have been published and quoted by Forbes, The Wall Street Journal, CNN, and The Washington Post. I've spoken before the United Nations, the American Chamber of Commerce, and eBay, and serve as Chairman of the International Business Structuring Association's Middle East Chapter.
New episodes monthly. Subscribe and follow.
I'm Jimmy Sexton, LL.M., Founder and CEO of Esquire Group. I work one-on-one with ultra-high-net-worth individuals, family offices, and private companies to solve complex international tax and wealth planning challenges.
On this podcast, I share what I've learned from two decades in the trenches: tax strategy, wealth structuring, trusts and foundations, expatriation, family governance, international banking, and the geopolitical forces that shape your wealth. I built and sold my own multinational business, expatriated from the United States, and personally use the same strategies I advise my clients to use. This isn't theory. It's experience.
I'm a regular contributor to Bloomberg Tax and have been published and quoted by Forbes, The Wall Street Journal, CNN, and The Washington Post. I've spoken before the United Nations, the American Chamber of Commerce, and eBay, and serve as Chairman of the International Business Structuring Association's Middle East Chapter.
New episodes monthly. Subscribe and follow.
Episodes

Tuesday Oct 01, 2024
Avoiding the Biggest Expatriation Mistake: Ensuring Tax Compliance
Tuesday Oct 01, 2024
Tuesday Oct 01, 2024
In this episode I discuss the biggest mistake I see people make when expatriating—failing to ensure they are fully tax compliant, which can lead to becoming a "covered expatriate." This status can trigger significant financial and legal consequences, including being subject to an exit tax regime, having U.S. person recipients of gifts and inheritances taxed at the highest rates, and even facing difficulties in obtaining a U.S. visa.
I break down the three factors that can classify someone as a covered expatriate: having a net worth of $2 million or more, an annual average income tax liability of more than $201k for the five years prior to expatriation, or not being tax compliant for the five years before expatriation.
Tune in to learn how to protect yourself and ensure a smooth expatriation process, free from costly mistakes. This episode is a must-listen for anyone considering expatriation and wanting to avoid the traps that could turn their dream into a financial nightmare.

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