
5.9K
Downloads
87
Episodes
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.
For the professionals who serve this world, lawyers, bankers, advisors, and the rest, I wrote a blunt field guide on how the ultra-wealthy actually decide who to hire. It's free: https://mailchi.mp/d75a42c24f68/the-other-side-of-the-table

Welcome!
My name is Jimmy Sexton, LL.M. I’m the founder and CEO of Esquire Group, a recognized international tax and wealth planning expert, and a regular Bloomberg contributor.
The truth is most international tax and wealth planning advisors have spent their careers behind a desk. But I practice what I preach.
I’ve built my own multinational business, put structures in place to protect my own wealth, and expatriated from the U.S. Textbooks are not a replacement for having skin in the game.
Most HNWIs know there are beneficial tax strategies they aren’t using and that they should put their wealth in a structure to grow it, protect it, and pass it on to their heirs in a tax-efficient manner. But they don’t know where to start or who to trust.
I’ll show you the innovative strategies I use to help myself and my clients achieve unparalleled asset protection, privacy, estate planning, succession planning, and tax benefits.
To me, the most important thing wealth provides is freedom, which is why securing it is vital. I’ll show you how.
Episodes

Jan 20, 2026
Jan 20, 2026
26 min
AI is shaking up the tax advisory and legal world, but not always for the better. In this episode of Wealth Uncensored, we discuss the risks of using AI for international tax advice. Jimmy and international tax attorney Virginia La Torre Jeker share real cases and hard facts from decades experience. Learn where AI tools like ChatGPT and Grok often get it wrong—and why you can't afford to rely on quick answers or so-called experts with little real experience.
We lay out the risks of trusting tax advice to AI and point out why experience, credentials, and a record of accurate writing for trusted publications matter more now than ever. If you’re choosing an advisor or doing your own research, watch this first to avoid costly mistakes, penalties, and headaches that can haunt you for years. For more, check out Virginia’s Forbes article on the dangers of AI in tax planning, linked below.
Follow Virginia La Torre Jeker on LinkedIn, one of the world’s leading authorities on U.S. international tax and compliance. https://www.linkedin.com/in/virginia-la-torre-jeker-j-d-44927a/
Don’t let confidence from chatbots fool you, when it comes to cross-border tax, there’s a lot at stake. Get practical tips on how to choose advisors who actually know what they’re doing and protect your wealth for the long run.

Dec 4, 2025
Dec 4, 2025
17 min
If your family includes U.S. citizen heirs, failing to plan properly can leave them exposed to income tax, estate tax, and punishing reporting obligations. In this episode of Wealth Uncensored, international tax expert Jimmy Sexton explains how properly structured foreign trusts can shield American heirs from the compliance and tax burdens that come with direct inheritance. Learn the key differences between foreign grantor and non-grantor trusts, their pros and cons, and the structuring mistakes that can trigger IRS scrutiny. This is essential listening for global families with mixed citizenships and cross-border wealth.

Oct 15, 2025
Oct 15, 2025
12 min
HNWIs and family offices often believe they’re protected because they are surrounded by lawyers, accountants, wealth managers, and investment advisors. But what if no one is speaking to each other? In this episode of Wealth Uncensored, Jimmy Sexton reveals the dangerous inefficiencies caused by siloed advice. From tax inefficiencies to legal missteps, uncoordinated actions can quietly undermine even the most sophisticated portfolios. Jimmy explains why integrated, cross-border advice is essential, how to structure your advisory team for communication and clarity, and how to finally turn expert opinions into a unified wealth strategy. If your family office feels busy, but not strategic, this episode is your blueprint for change.

Sep 23, 2025
Sep 23, 2025
15 min
The UAE’s foundation regime is one of the most powerful tools for wealth planning in the world, but thanks to the corporate tax law, many families are using it the wrong way and exposing themselves to unnecessary tax.
In this episode of Wealth Uncensored, Jimmy Sexton, founder of Esquire Group, explains how UAE foundations are by default treated as taxable companies, but how a little-known provision in the law allows family foundations to be treated as tax transparent instead.
We cover:
- The difference between regular and family foundations under UAE law
- How to make your foundation and its subsidiaries tax transparent
- Why old offshore structures no longer work under the new tax regime
- How families with legacy BVI, Cayman, or Nevis structures can restructure to eliminate UAE corporate tax
If you’re an advisor, family office, or HNWI with UAE assets or structures, this is an episode you can’t afford to miss.

Sep 11, 2025
Sep 11, 2025
14 min
In this episode of Wealth Uncensored, Jimmy Sexton dives into a topic too many wealthy families overlook: the burdenthat wealth can place on the next generation. While trusts, foundations, and tax planning often focus on preserving assets, few consider the unintended consequences of passing wealth outright to heirs. From crippling tax exposure and reporting obligations to threats from lawsuits and divorce, inherited wealth can restrict the freedom of the very people it’s meant to empower. Jimmy talks about how proper structuring using trusts, foundations, and sound governance can liberate future generations instead of chaining them to compliance, tax bills, and risk. If you want your legacy to be a gift, not a liability, this episode is a must-listen.

Aug 25, 2025
Aug 25, 2025
14 min
Get Dubai real expert Stephen Pokoly’s top 5 tips for investing in Dubai real estate. In this episode of Wealth Uncensored, we break down the most common mistakes investors make and how you can avoid them. Stephen shares what it takes to succeed in Dubai’s market, from picking the right agent to understanding hidden costs and payment plans. Whether you’re new to Dubai or have years of experience, you’ll get real, honest advice to help you make smarter property choices. Find out how location, developer reputation, and realistic expectations about rental yields can protect your investment. If you want to buy, sell, or manage property in Dubai, this episode has you covered.

Jul 29, 2025
Jul 29, 2025
15 min
Everything you need to know about buying off-plan vs. secondary market real estate in Dubai. This episode breaks down the biggest pros and cons of each, what you need to look out for, and how Dubai’s rules protect buyers. Hear directly from real estate expert Stephen Pokoly who’s been working in Dubai for over a decade. Whether you want long-term growth or immediate income from your property, this episode has practical tips, real-world examples, and the latest updates on the Golden Visa for investors. Find out the top things to consider, from payment plans to financing, and how to avoid common mistakes.

Jul 22, 2025
Jul 22, 2025
8 min
Don't let emotion cost you when buying real estate. In this episode of Wealth Uncensored, learn why even experienced investors sometimes make property decisions based on feelings, not logic. See how planning ahead and using expert advice can help protect your assets, save on taxes, and avoid risk. This video breaks down real examples and shows why a business mindset is key—whether you’re buying for investment, family, or yourself. Protect your wealth and make smart choices every time you invest in property.

Jul 3, 2025
Jul 3, 2025
7 min
A new rule from FinCEN targets anyone buying US real estate in cash through a trust, LLC, or corporation in major cities like LA, Miami, and New York. The government now requires title companies to report details on these purchases—even if you're just looking for privacy, estate planning, or asset protection, not laundering money. The goal isn't to stop crime; it's about tracking ownership for possible wealth taxes down the line. Setting up the right structure can still help you protect your privacy and assets, but you need to know how these rules work before investing. If you want to safeguard your wealth and limit your exposure, you need to pay attention to this.

Jun 17, 2025
Jun 17, 2025
13 min
Learn how a "Letter of Wishes" can provide guidance for your trust or foundation, ensuring your goals are carried out efficiently and with flexibility. In this episode, we explore the benefits of discretionary trusts, common pitfalls in trust management, and how vague instructions can lead to disputes or mismanagement. Find clear, practical tips on how to balance tax efficiency, asset protection, and personal goals while avoiding unnecessary complexity. If you're setting up a trust or foundation, this video is packed with insights you can't afford to miss.
