Esquire Group LLC
Wealth Uncensored
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 c...
Author
Esquire Group LLC
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Podcast website
Latest episode
Jun 12, 2026
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Episodes
Never Entrust Your Wealth to a Single Person 05.12.2024 9:15
Dive into the gripping story of an heir whose $13 billion fortune seems to have vanished. Could you imagine your wealth disappearing overnight? Discover how shares in Hermes were issued in bare form, meaning whoever held them physically owned them—like carrying $13 billion in cash! Sounds like a secure investment, right? Wrong. Don’t find yourself in a similar predicament. Learn from cases where t...
Why Tax Compliance Is Crucial Before Expatriating 12.11.2024 11:32
In this episode of Wealth Uncensored, we dive into the critical topic of tax compliance for people looking to expatriate. I discuss why being tax compliant is essential before expatriating to avoid becoming a “covered expatriate” subject to the exit tax, and why it’s important even if you will be a covered expatriate for other reasons. Learn how non-compliance can impact your US heirs and recipien...
The Hidden Dangers of Family-Managed Trusts and Foundations 23.10.2024 31:47
Discover essential insights into private trust company and foundation governance in this episode of "Wealth Uncensored" with host Jimmy and guest David Piesing. David, a personal fiduciary, dives into why having a professional on the board of PTCs or foundations isn't just a luxury, but a necessity. Learn the risks of family-run boards without expert guidance, and how they can affect trust integri...
Avoiding Over-Complexity in Wealth Protection 15.10.2024 7:37
In this episode of Wealth Uncensored, we tackle the often overlooked issue of overly complex asset protection structures. Many advisors and corporate service providers promote intricate setups involving multiple entities across various jurisdictions, promising superior protection. However, is this level of complexity necessary for your specific needs? Join me as I break down why simplicity, effici...
Avoiding the Biggest Expatriation Mistake: Ensuring Tax Compliance 01.10.2024 9:38
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 di...
Jurisdiction Matters: Expert Advice on Selecting the Right Location for Your Structure 10.09.2024 37:17
In this informative episode of Wealth Uncensored, I sit down with David Piesing, a Guernsey Personal Fiduciary to explore the critical factors in choosing the best jurisdiction for your wealth structure. From grey lists and reputation to the availability of qualified professionals, we cover it all. David and I delve into the intricacies of banking systems, language considerations, and KYC (Know Yo...
Understanding Trusts and Foundations: Key Differences and Benefits 27.08.2024 12:22
In this insightful episode of Wealth Uncensored, we delve into the crucial topic of wealth planning structures: Trusts vs. Foundations. Many clients approach me wanting to set up a trust to manage and protect their wealth, but few consider the benefits of foundations, often because they are less well-known. Join me as I explore the key differences between these two powerful tools, providing you wi...
What You Need to Know About Investing in Dubai Real Estate 15.08.2024 35:34
The Dubai real estate market has been booming ever since the pandemic. People from all over the world want a piece of Dubai. Some are moving to Dubai and want to purchase a residence, while others are investing for cash flow and appreciation. To get an insider’s look at Dubai’s real estate market and learn the ins and outs of investing there, I sat down with Stephen Pokoly , a founding partner of...
Avoiding Common Pitfalls in Multinational Estate Planning 07.08.2024 16:52
Unlock the secrets to successful multinational estate planning in this comprehensive guide. Get valuable insights on how to navigate the complex tax and legal implications when your assets, family members, citizenships, and residencies span various countries. Avoid common pitfalls and learn why a tailored approach is crucial over one-size-fits-all solutions from "entity salesmen" and "single juris...
How U.S. Persons Can Benefit from Dubai Foundations 01.08.2024 13:17
Discover how US persons—citizens, green card holders, and residents—can benefit from setting up trusts and foundations in the UAE. This video debunks common myths and highlights key advantages like asset protection and flexible estate planning. Learn why the Dubai International Financial Centre offers strong privacy and how creating structures outside the US can safeguard assets from creditors and...
Beware of Bargains: Finding Quality in U.S. International Tax Preparation 23.07.2024 23:56
In this episode I sit down with Ali Khan, a renowned U.S. international tax CPA from Abitos, to uncover the truth about the international tax preparation industry. Ali shares his expert insights on what sets truly skilled U.S. international tax preparers apart from those who merely claim to be experts. Join us as we navigate the complexities of U.S. international tax preparation, empowering you...
Real Advice vs. Online Noise: The State of International Tax Advisory 16.07.2024 42:55
Today my guests: U.S. international tax attorneys Virginia La Torre Jeker and John Richardson and I discuss the importance of seeking advice from true experts in the international tax advisory industry. We highlight the differences between professionals trained to report versus those trained to analyze and interpret complex tax laws, emphasizing the value of legal backgrounds for strategic tax adv...
Best Estate Planning Practices for Foreign Investors in the US 05.07.2024 21:26
In this episode, we're joined by attorney Mike Abel, LL.M. from Abel Law Group, an expert in estate planning and asset protection. Together, we dive deep into the critical topic of estate planning for foreign investors in the US. Mike and I explore what happens to your assets when you pass away without a will, with a foreign will, with a US will, and with a US living trust. We break down the pros...
Navigating Italy’s Flat Tax Regime 27.06.2024 29:30
In this episode, I talk to Italian tax attorney, Walter Andreoni, who gives us the ins and out of the Italy’s flat tax regime, how to qualify for it, and how to get set up on it. HNWIs throughout the world are looking for tax advantaged places to live. To fill the demand, several countries, even traditionally high-tax countries, like Italy, are offering special tax regimes to attract wealthy resid...
The U.S. Beneficial Owner Register Explained 18.06.2024 29:09
Jimmy and attorney Mike Abel dissect the newly established U.S. Beneficial Owner Information Register, a critical component of the Corporate Transparency Act. In this episode, they explore the requirements of the register, detailing what information must be reported, the deadlines for submission, and who falls under the requirement to report. Mike Abel provides expert insights into identifying ind...
Adapting to the UK Non-Dom Regime Updates 04.06.2024 26:14
In this episode, Jimmy Sexton, together with Dmitry Zapol, a UK tax advisor, delves into the complexities and impending changes of the UK non-dom regime. With Dmitry’s 15 years of expertise in international tax planning, they discuss the nuances between current proposals and established laws, shedding light on common misconceptions. They explore the implications for high-net-worth and ultra-high-n...
Breaking Down Relocation Abroad for Americans with David Lesperance Part 2 01.05.2024 21:59
In 2nd episode in our series with David Lesperance we discuss the ultimate step in global mobility (and tax savings): renouncing U.S. citizenship. Uncover the motivations behind this significant decision, from taxation to personal freedom, and learn the legal requirements for making the transition. Remember, you can’t expatriate without a second citizenship. In this episode explore the ways of sec...
Breaking Down Relocation Abroad for Americans with David Lesperance Part 1 25.04.2024 22:53
Discover the essentials of securing a second residency and / or citizenship, the legal pathways available, and hear real-world examples that illuminate the importance of preparedness in uncertain times. There are various reasons Americans may want to get out of America, ranging from escaping natural disasters or civil unrest to taking a job overseas to wanting to leave America permanently. To disc...
Just Because You Don't Have a Passport Doesn't Mean You Aren't a US Citizen 02.04.2024 8:39
Today we delve into the US citizenship topic, exposing the common myth that a US passport is the be-all and end-all of American identity. Discover the basis of US citizenship, learn about the legal pathways to acquiring it, and understand the significant tax implications it holds for individuals around the globe. Whether you're a US citizen by birth, through your parents, or considering expatriati...
Corporate Ownership of U.S. Vacation Home Risks Withholding Tax for Foreign Investors 20.03.2024 9:22
In this episode we discuss the tax risks and provide insight into how foreign investors can manage them, discuss alternative structures such as trusts, and emphasize the importance of meticulous planning and consultation with tax professionals. The US is a popular place for HNWIs to own vacation homes. But doing so individually comes with some often-overlooked tax consequences. Income tax on renta...
Tax Challenges for American Entrepreneurs in the UAE 12.03.2024 18:30
Dive into the complex world of tax compliance for American entrepreneurs in the UAE in the latest episode of Wealth Uncensored. Discover the pitfalls of inadequate tax planning and learn how U.S. tax laws apply to you as an American business owner in the UAE. Whether you're self-employed or the owner of a UAE company, this episode is packed with critical insights and strategies for navigating your...
Americans Can't Save Taxes by Going Offshore 04.03.2024 13:28
Today we tackle the misconception that Americans can reduce their tax burdens by moving assets offshore. We dispel the myth and explain why offshore strategies, like using foreign corporations and trusts, often fail to deliver significant tax savings, if any. Discover the complexities of the US tax system and the risks associated with offshore planning, including a discussion of Subpart F, GILTI,...
Why Expatriating from the U.S. Without a Strong 2nd Passport Is a Gamble 26.02.2024 9:03
In this episode find what is the risks associated with expatriating from the U.S. without a strong second passport. Delve into the complexities of renouncing US citizenship and discover the importance of thorough planning and consideration. More information on expatriating: - Unique Expatriation Issues: https://www.podbean.com/ew/pb-tv3hh-e6e975 - The Ultimate Guide to Expatriation from U.S. htt...
Navigating the Perils of Flee Clauses 18.02.2024 7:15
Explore the complexities of "Navigating the Perils of Flee Clauses" with me. Gain insights into the benefits and potential pitfalls of flee clauses, an essential topic for those with or considering asset protection trusts. I delve into the nuances of defining events of jeopardy and duress, urging caution against generic flee clauses. Discover the importance of meticulous planning, choosing a backu...
Foundations: The Smart Way to Invest in UAE Real Estate 11.02.2024 7:43
Discover the smart way to invest in UAE real estate with me in the latest episode, "Foundations: The Smart Way to Invest in UAE Real Estate." Dubai's real estate market is booming, and I will unveil how leveraging foundations provides not just asset protection and privacy but also ensures your estate is distributed according to your wishes. Investing individually comes with risks, but foundations...
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