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How U.S. Courts Attack Cook Islands Trusts – Part I

October 11, 2025 | By: Max Dilendorf, Esq.

How U.S. Courts Attack Cook Islands Trusts – Part I

Rethinking Offshore Asset Protection in 2026: How U.S. Courts Treat Offshore Trusts

August 14, 2025 | By: Max Dilendorf, Esq.

Rethinking Offshore Asset Protection in 2026: How U.S. Courts Treat Offshore Trusts

Cook Islands Trusts: Legal Risks Every Client Should Know

August 14, 2025 | By: Max Dilendorf, Esq.

Cook Islands Trusts: Legal Risks Every Client Should Know

Cook Islands Trust Risk Review & Advisory Services

August 14, 2025 | By: Max Dilendorf, Esq.

Cook Islands Trust Risk Review & Advisory Services

Cybercrime Has Become a Wealth Preservation Problem

In 2025, the FBI confirmed that cybercrime losses in the United States crossed $20 billion for the first time in history — more than doubling since 2022.

Experts who track these trends closely say we are still in the early stages of this cycle.

If you are a founder, a family office principal, or a high-net-worth investor, you need to understand something that the cybersecurity industry often fails to communicate clearly: you are not a random target.

You are a specific one. Attackers research you, surveil you, and build operational plans around your routines, your relationships, and your transaction authority before they ever make a move.

As AI becomes more sophisticated, attacks are becoming faster, more personalized, and harder to detect. Criminals are using AI to clone voices, map family relationships, bypass authentication systems, and automate attacks at a scale that simply was not possible three years ago.

This article breaks down the exact threats we see in our practice, the legal realities most victims do not understand until it is too late, and the response framework that can mean the difference between recovery and permanent loss.

📺 Watch the full video

Who Is Max Dilendorf — and Why Does His Team Include Retired FBI Agents?

Max Dilendorf, Esq. is a New York attorney and founder of Dilendorf Law Firm, PLLC.

He has been practicing digital asset and crypto law since 2017 and focused specifically on cybercrime since 2019 — helping clients recover assets, manage high-stakes incidents, and coordinate with federal agencies.

What sets this practice apart is the team behind it.

On cybercrime matters, Max works alongside retired FBI and Department of Justice cybercrime enforcement agents — professionals who spent their careers building federal cases, coordinating with prosecutors, and deciding which investigations warranted federal resources. That institutional knowledge now works directly for clients.

Dilendorf Law Firm has handled more than 130 cybercrime matters and filed over 100 arbitration cases at the American Arbitration Association (AAA), JAMS, and National Arbitration and Mediation (NAM) — against Coinbase, Gemini, Kraken, T-Mobile, Verizon, AT&T, and major financial institutions.

The Hard Truth: Your Legal Structure Will Not Save You

This is the conversation most wealth advisors never have with their clients.

You can have the most sophisticated legal structure in the world — offshore trusts, layered entities, privacy-optimized holding companies across multiple jurisdictions.

But if your phone is compromised, if your credentials are stolen, if your device itself is the point of entry — the structure becomes irrelevant.

You are the endpoint of failure. And that is where attackers go first.

Effective protection requires both legal architecture and personal discipline. The structure matters. And so does every password, every authentication method, and every device you use to access your financial life.

Both have to be right. At the same time.

The 7 Threat Patterns Targeting High-Net-Worth Individuals

In our practice, we see the same attack patterns play out in real time. Here is exactly what we are dealing with right now.

Threat #1: Pre-Attack Surveillance

This is the one that surprises people most. Attackers do not strike immediately. They study you first — sometimes for weeks, sometimes for months.

They learn your communication style, your relationships, your decision-making patterns, and your daily routine.

A compromised phone gives an attacker real-time visibility into your movements. They know when you are flying from New York to Singapore. They know when your device goes offline at 35,000 feet. And they know that window — when you are unreachable, when your team cannot verify instructions — is exactly when to act.

By the time you land, the damage may already be done.

How Max Dilendorf’s team solves this: Retired FBI agents on our team understand surveillance methodology because they spent careers conducting and countering it.

When we take on a cybercrime case, forensic analysis of the pre-attack phase often reveals the digital trail attackers left during their reconnaissance — evidence that becomes critical in arbitration.

Threat #2: Smart Home and Physical Security Breaches

Properties today are controlled through mobile applications. Gates. Alarms. Cameras. Access points. If those systems are compromised through a hijacked phone or leaked contractor credentials, an attacker can disable your perimeter protections or unlock your access points remotely.

In early 2025, a breach at a U.S. coastal estate allowed attackers to disable alarms and gain physical entry while the family was present. The breach started with a compromised app. It ended at the front gate.

Digital compromise has become a physical threat. The boundary between cybersecurity and personal safety is gone.

How Max Dilendorf’s team solves this: We assess clients’ connected property infrastructure as part of our proactive protection reviews and recommend isolation protocols that prevent a single device compromise from cascading into physical security failure.

Threat #3: Kidnapping Risk and AI-Enabled Physical Targeting

AI now makes it significantly easier to identify high-net-worth individuals, map family relationships, and track real-time location signals — through compromised devices or public platforms like Instagram and LinkedIn. We are seeing increased demand for kidnapping insurance as a direct result.

This is not hypothetical. This is a documented, accelerating trend affecting ultra-high-net-worth families globally.

How Max Dilendorf’s team solves this: Our team coordinates with private security firms and insurance specialists to build integrated protection frameworks that address both the cyber and physical targeting vectors simultaneously.

Threat #4: Hacked Accounts on Regulated U.S. Cryptocurrency Exchanges

Coinbase. Kraken. Gemini. Binance.US. These are federally regulated platforms where clients completed full identity verification, linked their bank accounts, and trusted the exchange with serious money.

And clients on these platforms are still getting compromised.

A client wakes up to find their account accessed overnight. Two-factor authentication changed. Assets transferred out in minutes to wallets our team then has to trace across multiple blockchains.

The exchange’s response? Terms of service. File a police report.

How Max Dilendorf’s team solves this: We have arbitrated cases against every major U.S. exchange at AAA, JAMS, and NAM. These platforms have specific contractual obligations around security, authentication standards, and fraud detection. When they fail to meet those obligations — and their failure contributes to your loss — those failures may be actionable. We know exactly where their liability exposure lies.

Threat #5: Website Domain Takeovers

Attackers gain control of your website domain, take over your business email infrastructure, and shut down your company’s online presence. A professional attacker with admin access can redirect your domain, intercept your email communications, and impersonate your business — in under ten minutes.

How Max Dilendorf’s team solves this: We represent domain takeover victims against GoDaddy, Register.com, and other major hosting providers. We issue immediate evidence preservation demands, structure IC3 reports, and pursue arbitration against registrars whose security failures enabled the attack.

Threat #6: SIM Swap Attacks

Criminals convince your mobile carrier to transfer your phone number to a device they control. From that moment, every SMS-based authentication code — every verification text, every password reset — goes to them, not you. These attacks are executed through basic social engineering of a carrier support agent. They are surprisingly simple. And we see them constantly.

How Max Dilendorf’s team solves this: We have filed arbitration cases against T-Mobile, Verizon, and AT&T under Federal Communications Commission (FCC) authentication rules. When a carrier’s support agent improperly transfers your phone number to an attacker’s device, that failure may constitute breach of contract and gross negligence — and we have the arbitration record to prove it.

Threat #7: Data Theft and Intellectual Property Extortion

Sometimes used immediately for extortion. Sometimes held quietly for months and deployed later — often targeting executives, founders, celebrities, and public figures. The data is a weapon. And attackers are patient.

How Max Dilendorf’s team solves this: Our retired FBI agents coordinate dark web monitoring to detect whether stolen data has surfaced, and we preserve the evidentiary chain needed to pursue recovery and hold responsible parties accountable.

What Most Victims Do Not Know: Mandatory Arbitration

Here is where most people fundamentally misunderstand how the legal system works.

Every platform you rely on — your crypto exchange, your bank, your phone carrier, your payment processor — has buried mandatory, binding arbitration clauses in their terms of service. You agreed to them. You almost certainly never read them.

That means when something goes wrong, your dispute is not going to a public courtroom. It goes into private arbitration — behind closed doors, with no press, no public record, and no jury.

When the service provider tells you there is nothing they can do — that is often the beginning of the legal conversation, not the end of it.

Dilendorf Law Firm has filed more than 100 cybercrime-related arbitration cases at AAA, JAMS, and NAM. These cases are highly technical and evidence-driven — they turn on system logs, AI-driven compliance records, user agreements, liability frameworks, and expert witnesses.

Because these proceedings are private, they rarely become public. That makes how you build and present your case even more critical.

The Cyber Insurance Trap

Cyber insurance is not a guaranteed safety net.

Claims are increasingly being denied — often because multi-factor authentication was not fully implemented across all systems as required by the policy. The attack happened. The loss is real. But the insurer argues the contractual obligations of the policy were not met.

The policy exists. The coverage does not.

According to industry data, between 25 and 40 percent of cyber insurance claims are now being denied. If you have cyber coverage, the time to review whether it actually protects you is before an incident — not after.

The Critical 24–72 Hour Window

When a cyber incident happens, time is everything.

The first 24 to 72 hours determine whether assets can be frozen, evidence preserved, and federal investigators have a real chance to act. After that window closes, recovery becomes exponentially harder.

Most victims file with the FBI’s Internet Crime Complaint Center (IC3). That is the right first step. But thousands of complaints are filed every single day. Most go nowhere — not because the cases are invalid, but because the reports are poorly structured and lack actionable evidence.

This is where our retired FBI and DOJ agents change everything. They know exactly how federal investigators evaluate incoming complaints — because they spent careers making those decisions. They know how to present wallet addresses, IP data, transaction timelines, and attack patterns in the way that maximizes the probability of federal resources being assigned to your case.

A well-drafted report can get traction. A generic one will likely be ignored.

Our Response Protocol

When clients come to Dilendorf Law Firm, the response is immediate and coordinated:

Evidence preservation — We issue demands to exchanges, carriers, and hosting providers before critical logs are overwritten or deleted.

IC3 report structuring — Our retired FBI agents build reports designed to move federal investigators, not sit in a queue.

Federal and state law enforcement engagement — We coordinate directly with relevant agencies.

Asset tracing and dark web monitoring — We track where stolen assets move and whether compromised data has surfaced.

Ransomware negotiation — Where appropriate, we handle controlled negotiations with threat actors in full compliance with Financial Crimes Enforcement Network (FinCEN) guidance and Office of Foreign Assets Control (OFAC) sanctions regulations.

Arbitration — We represent clients against the institutions that failed them — crypto exchanges, financial institutions, telecommunications carriers, insurance carriers, and fintech platforms.

The goal is simple. Mitigate risk immediately. Maximize the probability of recovery. And make sure the institutions that failed you are held accountable.

What You Should Do Right Now — Even If You Have Not Been Attacked

At a minimum:

  • Audit your digital footprint — including a dark web scan
  • Secure your domain and registrar access with non-SMS authentication
  • Stop using SMS-based two-factor authentication — switch to hardware keys or authenticator apps
  • Separate your personal and financial communication channels
  • Review your cyber insurance policy for MFA implementation requirements
  • Establish a first-response protocol before anything happens — including having a cybercrime attorney identified and ready to engage

Cyber incidents do not announce themselves. They happen fast. And they escalate faster.

Contact Dilendorf Law Firm

If you are dealing with an active cyber incident — call us immediately.

If you want to get ahead of this before something happens — schedule a confidential consultation.

Max Dilendorf, Esq. Dilendorf Law Firm, PLLC 115 Broadway, 5th Floor New York, NY 10006

📞 212.457.9797 📧 info@dilendorf.com 🌐 dilendorf.com

Our team — attorneys, retired FBI agents, and DOJ cybercrime veterans — is ready to move the moment you call.

📺 Watch the full video:

What the IRS’s own ruling tells us about structuring a Foreign Grantor Trust — and why getting this wrong is a multi-million-dollar mistake

You’ve spent a lifetime building wealth. Your children live in the United States. And somewhere along the way, someone told you that transferring that wealth to them — cleanly, efficiently, without losing a significant portion to U.S. taxes — is complicated.

They weren’t wrong. But complicated doesn’t mean impossible. It means you need the right structure — and an attorney who understands exactly how it works.

This article explains one of the most powerful tools available to non-U.S. families with American children: the Foreign Grantor Trust combined with a U.S. Dynasty Trust.

We’ll show you what it does, what problems it solves, and what the IRS itself has confirmed about how it works.

What Problem Does This Solve?

If you are a non-U.S. citizen living outside the United States, and your children or grandchildren are American residents, you face a specific set of challenges that most estate planning attorneys are not equipped to handle:

  • How do you support your children financially without them paying U.S. income tax on the money they receive?
  • How do you protect your assets — including U.S. real estate — from U.S. estate tax when you pass away?
  • How do you ensure your wealth reaches the next generation, and the generation after that, without being eroded by taxes at every step?
  • How do you buy a home or invest in the U.S. real estate market without inadvertently creating a massive estate tax exposure?

These are real questions that real families face — whether you live in Dubai, São Paulo, Singapore, London, or anywhere else in the world.

And the answer, for many high-net-worth families, is a structure called a Foreign Grantor Trust.

What Is a Foreign Grantor Trust, in Plain English?

A Foreign Grantor Trust is a trust you set up outside the United States — typically in a jurisdiction like the Cayman Islands, BVI, or Liechtenstein — that holds your assets and distributes money to your U.S. children.

Here is the key advantage: because you are a non-U.S. person who retains certain control over the trust, the IRS does not tax the trust’s income.

And when the trust sends money to your children in America, those payments are treated as gifts from you — a non-U.S. person. Which means your children pay no U.S. income tax on those distributions.

Think of it this way. A father living in Hong Kong has $20 million in investments. His two adult children live in New York.

Every year, the trust earns income and distributes $500,000 to each child.

Under a properly structured Foreign Grantor Trust, neither child pays U.S. income tax on that money.

The IRS confirmed this treatment in Private Letter Ruling 200338015, one of the few times the agency has put its reasoning on paper for this type of structure.

What About U.S. Real Estate? Can That Go Into the Trust?

This is the question we hear most often — and the answer surprises most clients. Yes.

U.S. real estate can be held inside a Foreign Grantor Trust. But only if the structure is set up correctly.

Here is the problem with holding U.S. real estate directly.

As a non-U.S. resident, your U.S. estate tax exemption is only $60,000 — compared to over $15 million for U.S. citizens.

That means if you own a $5 million apartment in Manhattan directly, your family could face a $2 million estate tax bill when you die. That is the cost of not planning.

The solution is a foreign blocker corporation.

Instead of the trust owning the U.S. property directly, the trust owns a foreign company (typically a BVI or Cayman entity), which owns the U.S. property.

Because the trust holds foreign company shares — not U.S. real estate directly — those shares are classified as non-U.S. assets for estate tax purposes.

The result: the same Manhattan apartment, owned through the right structure, with zero U.S. estate tax exposure.

IRS PLR 200338015 confirms when gain recognition under Section 684 does and does not apply, clarifying that these rules are limited to transfers to foreign trusts rather than domestications of foreign trusts to U.S. status.

The IRS’s own guidance in PLR 200338015 confirms that when a Foreign Grantor Trust is properly converted to a U.S. Dynasty Trust, the transfer itself “is not treated as a transfer to a foreign trust” — meaning no capital gains tax is triggered, even on assets that have appreciated significantly over the years.

The Big Risk Nobody Talks About: What Happens When You Die?

Here is where most families — and unfortunately, many advisors — get this wrong.

A Foreign Grantor Trust is powerful during your lifetime. But without planning for what happens after your death, it can create a serious tax problem for your children.

When you pass away, the Foreign Grantor Trust loses its special tax status.

If your children then receive distributions from that trust, they can face what is called the throwback tax — a harsh rule that taxes accumulated trust income at the highest rate, plus interest charges for every year that income sat in the trust. Effective tax rates on those distributions can exceed 70%.

The solution is to plan for this before it happens — which is where the second piece of the structure comes in.

The Annual Distribution Rule: Why You Must Distribute Income Every Year

Here is one of the most important practical rules in Foreign Grantor Trust planning — and one that many clients only discover after it is too late to act on it.

Every year that the Foreign Grantor Trust earns income — from investments, rental property, interest, or any other source — that income must be distributed to your U.S. children during your lifetime.

Not most of it. Not eventually. Every year, consistently, before you die.

The reason is straightforward. Any income that the trust earns but does not distribute becomes what the IRS calls Undistributed Net Income (UNI).

UNI sits inside the trust, quietly accumulating. During your lifetime, while you are the foreign grantor, this is not a problem — the trust pays no U.S. tax on it.

But the moment you die and the trust transitions to your children, the IRS activates the throwback rules under IRC §§ 665–668.

At that point, every dollar of UNI that was ever left inside the trust becomes taxable — and the tax bill can be severe.

What the Throwback Tax Actually Costs: A Simple Example

Imagine the trust earns $500,000 per year for 20 years. Each year, rather than distributing that income to your children, the trustee reinvests it inside the trust.

At the end of 20 years, the trust has accumulated $10 million in UNI sitting quietly inside it.

You pass away. The trust transitions to your children. Over the following years, your children begin receiving distributions from the Dynasty Trust. When those distributions are traced back to the $10 million of UNI, the throwback rules apply:

  • Accumulated UNI over 20 years ($500K/year, not distributed): $10,000,000
  • Federal income tax on UNI at highest marginal rate (37%): $3,700,000
  • IRS interest charge on accumulated income (approx., 20 years): $2,200,000+
  • Total tax cost on $10M of accumulated income: ~$5,900,000+ (59%+ effective rate)

If distributed annually instead — treated as tax-free gifts: $0 tax

The interest charge is particularly punishing.

Unlike regular income tax, which applies once, the IRS calculates interest for each individual year the income sat undistributed in the trust.

Income accumulated in year one carries twenty years of interest charges. Income accumulated in year ten carries ten years.

The longer the trust runs without distributing, the worse the eventual tax bill becomes. It compounds in the wrong direction.

Why Annual Distributions Are Tax-Free to Your Children

This is the part that surprises most clients.

When the Foreign Grantor Trust distributes income to your U.S. children during your lifetime, the IRS treats those distributions as gifts from you — a non-U.S. person.

Gifts from non-U.S. persons to U.S. recipients are not subject to U.S. income tax. Your children pay zero U.S. income tax on those distributions — regardless of the amount.

They do have one obligation: each U.S. child must report every distribution on IRS Form 3520 by April 15 of the following year.

This is a reporting requirement, not a tax return. They are disclosing the gift — not paying tax on it.

Missing this filing, however, triggers a penalty equal to the greater of $10,000 or 35% of the entire distribution amount. On a $500,000 distribution, that is a $175,000 penalty for a missed form.

The Complete Solution: Combining the Foreign Grantor Trust with a U.S. Dynasty Trust

The Foreign Grantor Trust is designed from day one with instructions that, upon your death, all assets transfer automatically into a South Dakota Dynasty Trust — a U.S. trust that holds and grows the family’s wealth for your children, grandchildren, and every generation that follows.

Why South Dakota? Because it is the best trust jurisdiction in the United States. No state income tax. No rule against perpetuities — meaning the trust can last forever.

Some of the strongest creditor protection laws in the country. And a legal framework purpose-built for exactly this kind of multi-generational structure.

When the transition from the Foreign Grantor Trust to the Dynasty Trust is properly structured, the IRS has confirmed in PLR 200338015 that:

  • There is no capital gains tax on the transfer of assets
  • There is no gift tax triggered by the conversion
  • There is no generation-skipping transfer tax on distributions to grandchildren — ever — if the original trust was funded correctly

That last point deserves emphasis.

For U.S. families, transferring wealth to grandchildren requires careful use of the generation-skipping transfer tax exemption — currently about $15 million per person.

For a non-U.S. family that funds the trust correctly from the beginning, the IRS confirmed in PLR 200338015 that “the GST tax does not apply to distributions from and terminations of the Trust” at all.

Not because of an exemption allocation — but because the tax never applies. That is a fundamentally different — and far more powerful — outcome.

One Warning the IRS’s Own Ruling Teaches Us

PLR 200338015 also contains a cautionary lesson buried in its facts.

The grantor in that ruling moved to the United States within five years of setting up the trust.

That single fact triggered a provision of U.S. tax law that immediately treated him as the owner of the trust for U.S. income tax purposes — with full tax obligations from the date of his move.

The IRS confirmed this applied in his case.

The lesson: if you are a non-U.S. client who thinks you might ever move to the United States — for any reason — your trust structure must include a plan for that scenario.

Getting it wrong after the fact is far more expensive than building the contingency in from the start.

Is This Structure Right for Your Family?

A Foreign Grantor Trust combined with a U.S. Dynasty Trust is not for everyone. It is most valuable when:

  • You are a non-U.S. citizen or resident with significant assets outside the United States
  • You have children, grandchildren, or other beneficiaries who live in the U.S.
  • You own or want to own U.S. real estate, U.S. investments, or U.S. business interests
  • You want to protect your wealth from creditors, lawsuits, and divorce proceedings
  • You want your family’s wealth to last for multiple generations — not just your children’s lifetimes
  • You are considering moving to the United States and want to plan before you arrive

If any of these describe your situation, the structure is worth exploring with an attorney who specializes in exactly this area.

The compliance requirements are real — your U.S. children will need to file annual reports with the IRS, and missing a filing can trigger significant penalties.

But with the right team in place, this structure runs smoothly and delivers exactly what it promises.

Work With Max Dilendorf

Max Dilendorf is an attorney at Dilendorf Law Firm, based in New York.

He represents domestic and international high-net-worth families and individuals across a broad range of matters, including cross-border tax planning, foreign trust structuring, U.S. Dynasty Trust formation, pre-immigration planning, and asset protection strategies.

Max also represents clients navigating complex cybersecurity incidents and advises individuals and families on building asset protection plans designed for the digital age — including the protection and proper structuring of cryptocurrency and other digital assets.

Whether your family is based abroad, you are planning a move to the United States, or you are managing wealth across multiple jurisdictions and asset classes — Max and his team can help you build a structure that works.

To schedule a consultation, reach out directly:

W: dilendorf.com | P: 212.457.9797 | E: max@dilendorf.com

Quick Answers to Common Questions

Can a non-US parent set up a trust for US children without paying US gift tax?

Yes — if the trust holds non-U.S. assets. The IRS confirmed in PLR 200338015 that a non-resident alien who transfers non-U.S. situs assets to a foreign trust does not trigger U.S. gift tax. The assets are outside the U.S. gift tax system entirely.

What happens to the trust when the foreign parent dies?

Without planning, the trust loses its favorable tax status and the children can face severe throwback taxes. With proper planning, the assets pour over into a U.S. Dynasty Trust with no capital gains tax, no gift tax, and no generation-skipping transfer tax — as confirmed by IRS PLR 200338015.

Can I buy real estate in New York or Miami through a Foreign Grantor Trust?

Yes — through a foreign blocker corporation that sits between the trust and the U.S. property. This structure converts a U.S. situs asset into non-U.S. situs stock, eliminating estate tax exposure for non-U.S. residents.

Do my children have to pay tax on money they receive from the trust?

No — during the grantor’s lifetime, distributions from a Foreign Grantor Trust to U.S. beneficiaries are treated as gifts from a foreign person. U.S. beneficiaries report them on Form 3520 but pay no U.S. income tax on the amounts received.

Resources

Foreign Grantor Trust — Governing Statutes

26 U.S.C. § 671 — Grantor Treated as Substantial Owner

https://www.law.cornell.edu/uscode/text/26/671

26 U.S.C. § 672(f) — Special Rule for Foreign Grantors

https://www.law.cornell.edu/uscode/text/26/672

26 U.S.C. § 675(4) — Power to Substitute Assets (Swap Power)

https://www.law.cornell.edu/uscode/text/26/675

26 U.S.C. § 676 — Power to Revoke Trust

https://www.law.cornell.edu/uscode/text/26/676

26 U.S.C. § 679 — Foreign Trusts with U.S. Beneficiaries; Five-Year Residency Rule

https://www.law.cornell.edu/uscode/text/26/679

26 U.S.C. § 684 — Recognition of Gain on Transfers to Foreign Trusts

https://www.law.cornell.edu/uscode/text/26/684

26 U.S.C. § 7701(a)(30)(E) — Definition of Foreign Trust

https://www.law.cornell.edu/uscode/text/26/7701

Estate and Gift Tax — Non-U.S. Resident Rules

26 U.S.C. § 2103 — Nonresident Alien Estate Tax: Definition of Gross Estate

https://www.law.cornell.edu/uscode/text/26/2103

26 U.S.C. § 2104 — Property Situated in the United States (Situs Rules)

https://www.law.cornell.edu/uscode/text/26/2104

26 U.S.C. § 2501 — Gift Tax: Transfers by Nonresident Aliens

https://www.law.cornell.edu/uscode/text/26/2501

Generation-Skipping Transfer Tax

26 U.S.C. §§ 2601–2663 — Generation-Skipping Transfer Tax

https://www.law.cornell.edu/uscode/text/26/2601

Treas. Reg. § 26.2663-2(b)(2) — GST Tax Applied to NRA Transferors

https://www.law.cornell.edu/cfr/text/26/26.2663-2

Compliance and Reporting

26 U.S.C. § 6048 — Reporting Requirements for Foreign Trusts

https://www.law.cornell.edu/uscode/text/26/6048

26 U.S.C. § 6677 — Penalties for Failure to File Foreign Trust Returns

https://www.law.cornell.edu/uscode/text/26/6677

26 U.S.C. § 6501(c)(8) — Unlimited Statute of Limitations for Foreign Trust Non-Filers

https://www.law.cornell.edu/uscode/text/26/6501

IRS Form 3520 — Annual Return to Report Transactions with Foreign Trusts

https://www.irs.gov/forms-pubs/about-form-3520

IRS Form 3520-A — Annual Information Return of Foreign Trust with a U.S. Owner

https://www.irs.gov/forms-pubs/about-form-3520-a

IRS Guidance — Foreign Account Tax Compliance Act (FATCA / Form 8938)

https://www.irs.gov/businesses/corporations/foreign-account-tax-compliance-act-fatca

IRS Guidance — Foreign Bank Account Reporting (FBAR / FinCEN 114)

https://www.irs.gov/businesses/small-businesses-self-employed/report-of-foreign-bank-and-financial-accounts-fbar

Treasury Regulations

Treas. Reg. § 1.684-2(e) — Termination of Grantor Trust Status; Deemed Transfer

https://www.law.cornell.edu/cfr/text/26/1.684-2

Treas. Reg. § 20.2104-1 — Property Situated in the United States (NRA Estate Tax)

https://www.law.cornell.edu/cfr/text/26/20.2104-1

Treas. Reg. § 25.2511-1 — Transfers of Intangible Property by Nonresident Aliens

https://www.law.cornell.edu/cfr/text/26/25.2511-1

IRS Administrative Guidance and Private Letter Ruling

IRS Private Letter Ruling 200338015 (PLR-105942-03) — Domestication of Foreign Trust; No § 684 Gain, No Gift Tax, No GST Tax

https://www.irs.gov/pub/irs-wd/0338015.pdf

IRS Overview — Foreign Trusts with U.S. Owners or Beneficiaries

https://www.irs.gov/businesses/international-businesses/foreign-trust-reporting-requirements-and-tax-consequences

Revenue Ruling 2023-2 — Basis Step-Up Denied for Irrevocable Grantor Trust Assets Not in Gross Estate

https://www.irs.gov/pub/irs-drop/rr-23-02.pdf

South Dakota Dynasty Trust

S.D. Codified Laws § 10-43-91 — No South Dakota State Income Tax on Trusts

https://sdlegislature.gov/Statutes/10-43-91

S.D. Codified Laws § 55-1-20 — No Rule Against Perpetuities (Perpetual Dynasty Trusts)

https://sdlegislature.gov/Statutes/55-1-20

S.D. Codified Laws §§ 55-16 — Domestic Asset Protection Trust (DAPT) Statute

https://sdlegislature.gov/Statutes/55-16-1

S.D. Codified Laws § 55-1B — South Dakota Directed Trust Statute

https://sdlegislature.gov/Statutes/55-1B-1

This article is for general informational and educational purposes only. It does not constitute legal or tax advice and does not create an attorney-client relationship. Tax laws change, and individual circumstances vary. Please consult qualified U.S. international tax and estate planning counsel before taking any action.

The Theft Takes 10 Minutes. The Damage Can Last Years.

A domain name is not just a web address.

For most businesses, it is the front door to their entire digital operation — their email infrastructure, customer portal, e-commerce platform, and brand identity, all anchored to a string of characters registered with a hosting provider.

When that domain is stolen, everything connected to it can be weaponized, redirected, or destroyed within hours.

Domain account takeovers are among the fastest-moving cybercrime events that attorneys encounter.

According to the FBI’s IC3, U.S. cybercrime losses hit a record $20.9 billion in 2025, led by business email compromise and account takeover schemes.

Domain hijacking sits at the intersection of both.

What makes domain takeover cases uniquely devastating is the speed.

A skilled attacker with access to a registrar account can transfer a domain, reroute DNS records to offshore servers, and disable two-factor authentication recovery options in under 10 minutes.

Global DNS propagation — the process by which the new, fraudulent routing instructions spread across the internet — can complete within 24 to 48 hours, sometimes sooner.

By the time a business owner realizes what has happened, their domain may already be resolving to a fraudulent website hosted in a jurisdiction with no U.S. law enforcement cooperation.

This is not a hypothetical. It is a documented, repeatable attack pattern that affects thousands of businesses every year.

Who Is Doing This — and How

Federal law enforcement and cybersecurity researchers have identified several well-documented methods attackers use to execute domain account takeovers.

Understanding the attack vector matters because it directly shapes how victims and their attorneys build a legal case and pursue recovery.

SIM-Swap Attacks remain the most prevalent gateway to domain takeover.

The attacker contacts a mobile carrier — Verizon, AT&T, T-Mobile — impersonates the victim, and convinces a customer service representative to port the victim’s phone number to a SIM card under the attacker’s control.

Once they control the phone number, they reset the registrar account password using SMS-based two-factor authentication.

The Federal Communications Commission (FCC) has issued specific consumer guidance on SIM-swapping, acknowledging it as a systemic vulnerability in carrier identity verification protocols.

The FCC’s rules, updated in 2023, now require carriers to implement additional authentication before processing SIM transfers — but enforcement remains inconsistent.

Phishing and Credential Stuffing account for a significant portion of direct registrar account compromises.

The Cybersecurity and Infrastructure Security Agency (CISA) has published advisories specifically warning domain registrants about phishing campaigns that mimic GoDaddy, Namecheap, and Network Solutions login pages.

Credential stuffing — using previously leaked username and password combinations against registrar login portals — is particularly effective against account holders who reuse passwords across platforms.

Social Engineering of Registrar Support Staff is a documented attack vector that has been used against major registrars including GoDaddy.

In 2020, GoDaddy publicly confirmed that a social engineering attack against its customer support staff resulted in unauthorized changes to domain settings for multiple cryptocurrency exchange domains, including liquid.com and NiceHash.

The attackers did not need technical access — they needed a convincing story and a support agent willing to bypass verification protocols.

Insider Threats and Unauthorized Employee Access represent a less frequently discussed but legally significant category.

Former employees with residual access credentials, or third-party IT vendors with administrative access, can execute domain transfers that are indistinguishable from legitimate account activity in the initial logs.

The Major Registrars Where Takeovers Occur

Max Dilendorf and the team at Dilendorf Law Firm represent individuals and businesses who have been victims of domain account takeovers across the largest registrar platforms in the United States, including:

  • GoDaddy — the world’s largest domain registrar, hosting over 84 million domain names globally
  • Register.com — one of the oldest U.S. registrars, now operated under the Web.com Group
  • Namecheap — a major registrar with over 17 million registered domains
  • Network Solutions — a legacy registrar widely used by enterprise and government clients
  • Cloudflare Registrar — increasingly used by sophisticated businesses for its DNS management capabilities

Each of these platforms maintains its own security protocols, account recovery procedures, and — critically — its own terms of service governing dispute resolution.

GoDaddy and Register.com, for example, include binding mandatory arbitration clauses in their terms of service.

This means disputes between a domain holder and the registrar — over security failures, negligence in identity verification, or unauthorized transfers — may bypass federal and state courts entirely.

Instead, they proceed through private arbitration forums such as the American Arbitration Association (AAA), JAMS, and the National Arbitration and Mediation forum (NAM).

Understanding the contractual framework governing your registrar relationship is not optional. It is the foundation of your legal strategy.

Max Dilendorf: Digital Asset and Cybercrime Attorney Since 2017

Max Dilendorf has represented digital asset holders, businesses, and high-net-worth individuals in cybercrime and account takeover matters since 2017.

He is among the earliest U.S. attorneys to practice at the intersection of digital asset law and cybercrime enforcement.

His arbitration experience spans some of the most complex digital asset loss cases in the United States.

He has arbitrated 130+ matters at AAA, JAMS, and NAM against financial institutions, digital asset custodians, and telecommunications carriers for breach of contract, gross negligence, and breach of fiduciary duty.

These cases share a common thread: an institution’s failure to implement adequate security controls resulted in a victim’s irreversible financial loss — and the victim’s only path to recovery ran through a binding arbitration clause buried in a terms of service agreement.

Domain account takeover cases follow the same legal architecture.

GoDaddy’s support staff is required to verify identity before making any account changes. Register.com’s authentication systems are expected to flag unauthorized logins from anomalous IP addresses.

When either fails, those failures may constitute actionable breaches of the registrar’s contractual obligations and duty of care to the account holder.

What separates successful recovery cases from failed ones is almost always the same factor: how quickly the victim engaged qualified legal counsel and how completely the evidentiary record was preserved in the hours and days immediately following the attack.

Dilendorf’s Team Behind the Investigation

Dilendorf Law Firm’s domain takeover practice is supported by a team that includes retired FBI and Department of Justice cybercrime enforcement agents who bring direct investigative experience to private matters.

This matters for several reasons that go beyond legal credentials.

Former federal agents know exactly how law enforcement triages cybercrime complaints.

That experience matters when filing your IC3 report. A properly structured report significantly increases the probability that the FBI’s Cyber Division or a regional USSS Electronic Crimes Task Force will open an active investigation.

They understand the investigative timelines, the evidentiary standards that federal prosecutors require, and the specific technical documentation that makes a case actionable.

They also understand what registrars and hosting providers are capable of producing — and what they will resist producing without legal compulsion.

Account access logs, login IP history, security audit logs, and internal support ticket records are critical evidence in domain takeover cases.

These records are not always preserved indefinitely.

Engaging counsel immediately creates the legal basis for a preservation demand letter — a formal written instruction to the registrar requiring them to preserve all relevant records pending litigation or arbitration.

The First 48 Hours: A Step-by-Step Response Framework

The actions a victim takes — or fails to take — in the first 48 hours after a domain takeover are the single most determinative factor in whether recovery is possible.

Here is the framework Max Dilendorf’s team follows with new clients:

Hour 1–2: Confirm and Document the Takeover

Do not attempt to log into your registrar account repeatedly.

Failed login attempts can trigger account lockouts that complicate recovery.

Instead, use a WHOIS lookup tool — ICANN’s WHOIS database is publicly accessible at lookup.icann.org — to confirm whether the registrant information on your domain has been changed. Screenshot everything.

Document the current DNS records. Note the exact time you discovered the compromise.

Hour 2–4: Contact the Registrar’s Abuse and Security Team

Every major registrar maintains a separate abuse or security escalation contact that operates independently from standard customer support.

Do not call the general customer service line.

For GoDaddy, the relevant contact is their abuse reporting channel.

For Network Solutions and Register.com, escalation paths exist through their legal and security departments.

Request an immediate account freeze and preservation of all account activity logs. Put this request in writing — email creates a timestamped record.

Hour 4–6: File an IC3 Report

The FBI’s Internet Crime Complaint Center at ic3.gov is the mandatory first step for federal law enforcement engagement.

Filing takes under 10 minutes if you have your documentation prepared.

The report should include: your domain name, the registrar, the approximate time of the compromise, any known attack vector (SIM-swap, phishing, etc.), estimated financial damages, and any associated business email compromise.

The quality and completeness of your IC3 report directly affects whether the FBI’s Cyber Division assigns an agent to your case.

A vague, incomplete report is far less likely to generate active federal investigation.

Hour 6–12: File with CISA and FTC

CISA maintains a reporting portal at cisa.gov/report for cybersecurity incidents.

The Federal Trade Commission accepts identity theft and account takeover reports at reportfraud.ftc.gov.

These filings create additional federal records and may trigger parallel agency involvement, particularly if the attack involved a telecommunications carrier in a SIM-swap.

Hour 12–24: Engage Cybercrime Counsel and Issue Preservation Demands

This is where legal counsel becomes not just advisable but essential.

An experienced cybercrime attorney can immediately issue preservation demand letters to the registrar, any involved telecommunications carrier, and any hosting provider where DNS records were redirected.

These letters are legally significant — they place the recipient on formal notice that litigation or arbitration is anticipated and that destruction of relevant records may constitute spoliation of evidence.

Hour 24–48: Evaluate Emergency Relief Options

Depending on the circumstances, emergency legal relief may be available through federal court in the form of a temporary restraining order (TRO) compelling the registrar to freeze the domain transfer and restore access pending a full hearing.

These applications are time-sensitive, fact-intensive, and require experienced counsel to execute effectively. Not every case qualifies — but for high-value domains where irreparable harm can be demonstrated, emergency injunctive relief can be the fastest path to restoration.

The Evidence That Wins These Cases

Experienced cybercrime attorneys know that domain takeover cases are built on technical evidence that most victims do not know exists — and that registrars do not volunteer.

The critical evidence categories include:

Account Access Logs — A timestamped record of every login, failed login, and session initiation associated with the registrar account.

These logs can establish exactly when unauthorized access occurred and from which IP address.

Login IP History — The specific IP addresses used to access the account before, during, and after the takeover.

Anomalous IP addresses — particularly those geolocated to foreign jurisdictions or associated with known VPN or proxy services — are powerful evidence of unauthorized access.

Security Audit Logs — Records of every security-relevant action taken on the account: password changes, two-factor authentication modifications, authorized contact updates, and domain transfer initiations.

These logs tell the story of the attack in sequential detail.

Support Ticket and Chat Records — Internal records of any customer support interactions associated with the account during the attack window.

In social engineering cases, these records may directly capture the fraudulent representations made by the attacker to support staff.

DNS Change Logs — Records showing when DNS records were modified and what values were substituted.

These logs establish where the domain was redirected and provide technical evidence for tracing the attacker’s infrastructure.

Obtaining these records requires formal legal process — either a preservation and production demand backed by arbitration or litigation authority, or a subpoena issued through federal court in connection with an active criminal investigation.

This is why engaging counsel in the first 48 hours is not a recommendation. It is a requirement.

Most domain registrar agreements — including GoDaddy and Register.com — contain mandatory binding arbitration clauses that require disputes to be resolved through private arbitration rather than civil litigation.

For victims, this has both advantages and disadvantages.

The advantage is speed.

Why Arbitration Changes Everything

Arbitration proceedings at AAA, JAMS, and NAM move significantly faster than federal court litigation.

Emergency relief mechanisms exist within arbitration frameworks that can be invoked quickly.

Arbitration also tends to produce less public exposure — a consideration for businesses concerned about reputational harm from a publicly filed lawsuit.

The disadvantage is that arbitration requires experienced counsel who understands the procedural rules of each forum, the discovery mechanisms available within arbitration, and the specific claims — breach of contract, gross negligence, violations of federal and state consumer protection laws — that registrar defendants are most vulnerable to.

Filing an arbitration claim without this expertise is likely to result in dismissal or an inadequate award.

Max Dilendorf has arbitrated complex cybercrime cases across all three major forums — AAA, JAMS, and NAM — against financial institutions, digital asset custodians, and telecommunications carriers.

His team understands the precise legal architecture of these cases and how to build the evidentiary record that arbitration panels find compelling.

Contact Dilendorf Law Firm

If your domain has been compromised, or if you believe you are at risk, time is the most critical variable in your case.

The longer evidence goes unpreserved, the narrower your legal options become.

Max Dilendorf, Esq. Dilendorf Law Firm, PLLC 115 Broadway, 5th Floor New York, NY 10006 📞 212.457.9797 📧 max@dilendorf.com 🌐 dilendorf.com

This article is for informational purposes only and does not constitute legal advice. Reading this article does not create an attorney-client relationship. If you have experienced a domain account takeover, contact a qualified cybercrime attorney immediately.

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U.S. Exit Tax Rules and Expatriation Planning

Leaving the United States – whether by renouncing citizenship or relinquishing a Green Card – is not merely a lifestyle decision.

Without proper planning, it can trigger significant and unexpected tax consequences.

This is not just about booking a ticket and moving abroad, it is about navigating a complex tax framework that requires careful, proactive planning.

Timing is critical. Clients who begin planning close to expatriation often face limited flexibility and fewer effective strategies.

In some cases, the act of expatriation alone can create a multi-million-dollar tax obligation without any actual sale of assets.

Expatriation is a legal event. Exit is a strategy. Confusing the two is where many costly mistakes begin.

A Sale That Never Happened – But Still Taxed

The U.S. exit tax regime, governed by 26 U.S.C. § 877A, treats expatriation as a taxable event.

In many cases, individuals are deemed to have sold their worldwide assets at fair market value on the day before expatriation.

This includes business interests, real estate, and digital assets.

Any gain arising from this deemed sale is included in income for that tax year, regardless of whether the assets were actually sold. See I.R.S. Notice 2009-85, 2009-45 “[A]ll property of a covered expatriate is treated as sold on the day before the expatriation date for its fair market value.”

As the Supreme Court has recognized, “realization of gain need not be in cash derived from the sale of an asset” Helvering v Bruun, 309 US 461, 469 [1940]

Consistent with this principle, the Tax Court has confirmed that “[a]s a covered expatriate petitioner is treated as having sold all his property on the day before his expatriation date and   is subject to income tax on the net unrealized gain arising from property deemed sold while he was still a U.S. [lawful permanent resident]” Topsnik v Commissioner, 146 TC 1, 13-14 [2016]

As a result, significant tax liability may arise even where no actual sale has occurred. Careful planning is essential to manage this exposure.

Covered Expatriate Status Under IRS Guidance

Not every individual who relinquishes U.S. citizenship or a Green Card is subject to the exit tax. The key determination is whether the individual is classified as a “covered expatriate”.

Under Internal Revenue Service (IRS) guidance interpreting 26 U.S.C. § 877A, individuals who expatriate may be classified as “covered expatriates” if they meet certain criteria.

This classification is based on three (3) independent tests, each of which can trigger exit tax exposure on its own. Understanding how these tests operate is critical, as many individuals meet one of them without realizing it.

Test What It Measures Key Risk
Net Worth Test Total worldwide net worth at time of expatriation (threshold: $2 million) Clients often underestimate asset values, especially private businesses and cryptocurrency
Tax Liability Test Average annual U.S. income tax liability over the prior 5 years (adjusted annually) High earners may qualify even without substantial net worth
Compliance Test Full compliance with U.S. tax and reporting obligations for the prior 5 years Technical reporting failures (FBAR, FATCA) can trigger covered expatriate status

 

Importantly, these tests operate independently: meeting any one of them is sufficient to trigger covered expatriate status.

Many individuals assume that only ultra-high-net-worth taxpayers are affected; however, IRS guidance makes clear that income levels and compliance history alone may result in this classification.

With respect to compliance, “a penalty of up to $100,000 or 50% of the balance of the account at the time of the violation, whichever is greater, for failures to file an FBAR as required by 26 U.S.C. § 5314” See Crawford v United States Dept. of the Treasury, 2015 US Dist LEXIS 131496, at *45, 116 A.F.T.R.2d (RIA) 2015-6288 [SD Ohio Sep. 29, 2015, No. 3:15-cv-250]

Pre-Expatriation Planning Strategies

Once an individual is classified as a covered expatriate, the ability to mitigate exit tax exposure becomes significantly limited.

As a result, planning must occur before expatriation is initiated. Effective strategies depend on timing, asset composition, and prior tax compliance. These may include, but are not limited to:

  • Net Worth Management – evaluating global asset values and exposure relative to applicable thresholds
  • Income and Tax Liability Analysis – reviewing historical tax liability and timing of income recognition
  • Compliance Review – confirming full compliance with U.S. tax filings and international reporting (including FBAR and FATCA)
  • Digital Assets Considerations – assessing valuation, reporting, and unrealized gains in cryptocurrency holdings
  • Pre-Expatriation Gifting and Structuring – considering transfers or restructuring prior to expatriation
  • State Tax Exit Planning – addressing domicile and residency risks in jurisdictions such as New York and California

When implemented early, these strategies can materially reduce overall tax exposure.

Contact Us

Dilendorf Law Firm advises clients on U.S. exit tax planning, expatriation strategies, and cross-border structuring, including analysis under 26 U.S.C. § 877A.

We assist with pre-expatriation planning, review of prior tax filings, and preparation of required reporting, including Form 8854 and related disclosures.

Our practice also includes estate planning and asset protection strategies, including the formation of domestic and international trust structures designed to align with clients’ long-term tax, succession, and wealth preservation goals.

We regularly work with high-net-worth individuals, entrepreneurs, and international families navigating complex cross-border issues.

With more than 15 years of experience advising both U.S. and non-U.S. clients, our firm provides practical, strategic guidance tailored to each client’s specific circumstances, including coordination with tax advisors, accountants, and foreign counsel where needed.

Whether you are considering expatriation, reviewing your compliance history, or structuring your assets in advance, we can help you evaluate your options and develop a clear plan.

To discuss your case, contact us at info@dilendorf.com

Resources

U.S. Expatriation and Exit Tax Framework

Internal Revenue Service (IRS) — Expatriation Tax Overview

https://www.irs.gov/individuals/international-taxpayers/expatriation-tax

26 U.S.C. § 877A — Mark-to-Market Exit Tax Rules

https://www.law.cornell.edu/uscode/text/26/877A

26 U.S.C. § 877 — Covered Expatriate Definition

https://www.law.cornell.edu/uscode/text/26/877

26 U.S.C. § 6039G — Expatriation Reporting Requirements

https://www.law.cornell.edu/uscode/text/26/6039G

IRS Notice 2009-85 — Guidance on Exit Tax Implementation

https://www.irs.gov/pub/irs-drop/n-09-85.pdf

IRS Notice 2009-85

https://www.irs.gov/pub/irs-irbs/irb09-45.pdf

Expatriation Filings and Compliance

IRS Form 8854 — Initial and Annual Expatriation Statement

https://www.irs.gov/forms-pubs/about-form-8854

IRS Publication 519 — U.S. Tax Guide for Aliens

https://www.irs.gov/forms-pubs/about-publication-519

Immigration and Status Considerations

U.S. Citizenship and Immigration Services — Green Card Overview

https://www.uscis.gov/green-card

Form I-407 — Record of Abandonment of Lawful Permanent Resident Status

https://www.uscis.gov/i-407

International Reporting and Asset Considerations

IRS Guidance — Foreign Bank Account Reporting (FBAR)

https://www.irs.gov/businesses/small-businesses-self-employed/report-of-foreign-bank-and-financial-accounts-fbar

IRS Guidance — FATCA (Form 8938)

https://www.irs.gov/businesses/corporations/foreign-account-tax-compliance-act-fatca

IRS Guidance — Digital Assets

https://www.irs.gov/businesses/small-businesses-self-employed/digital-assets

Cross-Border Taxation

IRS — U.S. Income Tax Treaties

https://www.irs.gov/businesses/international-businesses/united-states-income-tax-treaties-a-to-z

CFC vs. PFIC: U.S. Foreign Reporting Guide

If you live in the United States, you may face foreign reporting rules.

This applies to U.S. citizens, green card holders, and many visa holders. Common visas include H-1B, L-1, O-1, E-2, TN, and F-1.

Two key forms often apply: Form 5471 and Form 8621.

These forms come from two different tax regimes.

One governs Controlled Foreign Corporations (CFCs). The other governs Passive Foreign Investment Companies (PFICs).

These rules are complex. Mistakes are costly. Penalties often start at $10,000 per form per year. In many cases, the statute of limitations stays open until the form is filed.

This article explains how these regimes work. It also explains when they apply and how stock options are treated.


U.S. Person Status Comes First

You must first determine if you are a U.S. person. This is defined under Internal Revenue Code § 7701(a)(30).

This group includes U.S. citizens and residents.

It also includes domestic entities such as corporations and trusts.

Visa holders must apply the substantial presence test under IRC § 7701(b).

This test counts days spent in the United States over a three-year period.

Some visa holders receive special treatment. F-1 and J-1 visa holders may qualify as “exempt individuals.”

During this time, they are not treated as U.S. tax residents.

This exemption is temporary.

Once it ends, worldwide reporting begins. This includes Forms 5471 and 8621 if foreign interests exist.

Other visa holders do not receive this benefit. H-1B, L-1, O-1, E-2, and TN holders often become tax residents quickly.

Once you are a U.S. person, global reporting rules apply.


Two Different Regimes

U.S. tax law uses two main systems for foreign corporations.

These are the CFC rules and the PFIC rules.

Both aim to prevent tax deferral.

However, they apply in very different ways. Understanding the difference is essential.


Controlled Foreign Corporations (CFCs)

A foreign corporation is classified as a CFC when U.S. ownership exceeds 50 percent.

Each relevant U.S. shareholder must own at least 10 percent.

The 10 percent threshold is critical.

If no U.S. person owns 10 percent or more, Form 5471 usually does not apply.

Example: CFC Classification

A U.S. entrepreneur forms a company in India and owns 100 percent of it. This company is a CFC. The owner must file Form 5471 every year.

In another example, three U.S. investors each own 20 percent of a foreign startup. Together, they own 60 percent. Each investor exceeds the 10 percent threshold. The company is a CFC, and all three investors must file Form 5471.

Even changes in ownership can trigger reporting. For example, if a U.S. shareholder sells shares and drops below 10 percent, a final Form 5471 may still be required.


Passive Foreign Investment Companies (PFICs)

The PFIC rules focus on income and assets, not ownership percentage.

As the IRS provides, a foreign corporation can be deemed a PFIC for any taxable year if (1) at least 75 percent of its gross income for the taxable year is passive income or (2) at least 50 percent of the value, determined on the basis of a quarterly average, of its assets produce or are held to produce passive income, like dividends, interest, royalties or rents.

Passive income includes dividends, interest, and investment gains.

There is no minimum ownership threshold. Even a very small investment may trigger Form 8621.

Example: PFIC Classification

A U.S. taxpayer invests in an Australian or Canadian mutual fund.

The fund earns mostly dividends and capital gains.

It meets the PFIC income test. The taxpayer must file Form 8621 each year.

In another case, a U.S. individual buys shares in a European ETF.

The ETF holds passive investment assets. It qualifies as a PFIC. Even a small investment triggers reporting.

A third example involves inheritance.

A U.S. person inherits 3 percent of a foreign holding company. The company mainly holds stocks and securities.

It meets the PFIC tests. Form 8621 is required despite the small ownership.


Stock Options: A Key Difference

Stock options are treated differently under each regime.

Under CFC rules, options usually do not count as ownership. They count only after exercise.

Under PFIC rules, options are treated as ownership. This rule comes from IRC § 1298(a)(4).

 IRC § 1298(a)(4) provides that:

“[t]o the extent provided in regulations, if any person has an option to acquire stock, such stock shall be considered as owned by such person. For purposes of this paragraph, an option to acquire such an option, and each one of a series of such options, shall be considered as an option to acquire such stock.”

Example: Stock Options in Practice

A U.S. employee receives options to acquire 10 percent of a foreign startup.

Under CFC rules, the options do not count until exercised.

The employee may not have Form 5471 filing obligations yet.

Under PFIC rules, the options are treated as owned stock.

If the company qualifies as a PFIC, the employee may need to file Form 8621 immediately.

This difference creates real risk.

A taxpayer may believe no reporting is required, while PFIC rules already apply.


Attribution Rules Expand Ownership

Ownership is not limited to shares held directly.

U.S. tax law uses attribution rules to expand ownership.

These rules include shares owned by family members and related entities.

This includes spouses, children, parents, partnerships, and trusts.

For Form 5471, siblings are also included.

Example: Attribution Rules

A U.S. taxpayer owns 6 percent of a foreign company. Their child owns 8 percent. The taxpayer is treated as owning 14 percent.

This exceeds the 10 percent threshold. Form 5471 is required.

In another case, two siblings each own 6 percent of a foreign corporation. Each sibling is treated as owning 12 percent. Both must file Form 5471.

These rules often create unexpected filing obligations.


When Form 5471 Is Required

Form 5471 is required when certain ownership thresholds or events occur.

Under IRC § 6046(a)(1), a U.S. person must file if they acquire stock representing “10 percent or more of the total combined voting power of all classes of stock entitled to vote, or 10 percent or more of the total value of shares of all classes of stock” in a foreign corporation.

Filing is also required if the person controls the corporation, which usually means owning more than 50 percent.

A filing obligation also exists if the taxpayer is a 10 percent shareholder in a CFC at the end of the year.

Changes in ownership matter as well. Selling shares and dropping below 10 percent can still trigger reporting.

Example: Form 5471 Trigger

A U.S. investor acquires 12 percent of a foreign company during the year.

Even if the shares are later sold, a Form 5471 filing may still be required for that year.


When Form 8621 Is Required

Form 8621 is triggered by events rather than ownership levels.

A taxpayer must file if they receive a distribution from a PFIC.

Filing is also required if they sell PFIC stock or recognize gain.

Filing is also required when certain elections are made or maintained.

Each PFIC requires a separate form. This can create a large compliance burden.

Example: Form 8621 Trigger

A U.S. taxpayer owns shares in a foreign mutual fund. The fund pays a dividend during the year. This triggers a Form 8621 filing.

In another case, a taxpayer sells shares in a PFIC at a gain. This also triggers reporting.

Even without activity, annual reporting may still be required in some cases.


When Both Rules Apply

Some companies qualify as both CFCs and PFICs.

In these cases, the rules interact. CFC rules generally take priority for shareholders who own at least 10 percent.

Smaller shareholders may still be subject to PFIC rules.

Example: Overlap Scenario

A foreign company is owned 60 percent by U.S. shareholders. One shareholder owns 15 percent. Another owns 5 percent.

The 15 percent shareholder follows CFC rules and files Form 5471.

The 5 percent shareholder does not meet the 10 percent threshold. That shareholder may still need to file Form 8621 if the company qualifies as a PFIC.

This creates different reporting obligations for investors in the same company.


Penalties Are Significant

Penalties for noncompliance are severe.

Form 5471 penalties start at $10,000 per year. Additional penalties may apply if the failure continues.

A $10,000 penalty is imposed for each annual accounting period of each foreign corporation for failure to furnish the information required by section 6038(a) within the time prescribed. If the information is not filed within 90 days after the IRS has mailed a notice of the failure to the U.S. person, an additional $10,000 penalty (per foreign corporation) is charged for each 30-day period, or fraction thereof, during which the failure continues after the 90-day period has expired.”

Form 8621 penalties can also be substantial. In addition, the PFIC tax regime can impose high tax rates and interest charges.

The statute of limitations may remain open until forms are filed.


Planning Options Exist

Some planning tools are available to reduce risk.

Under PFIC rules, taxpayers may make a Qualified Electing Fund (QEF) election. They may also make a mark-to-market election.

Under CFC rules, individuals may consider a Section 962 election.

Example: Planning Opportunity

A taxpayer holding PFIC shares may make a QEF election early. This can avoid punitive tax treatment later when the shares are sold.

Planning must be done carefully. Timing and documentation are critical.


Conclusion

CFC and PFIC rules are complex but different.

CFC reporting depends on ownership thresholds.

Stock options usually do not count until exercised.

PFIC reporting applies broadly. It applies even at low ownership levels. Stock options are treated as ownership.

These differences can create unexpected obligations. Careful analysis is required in every case.

Contact Us

If you hold foreign investments, you should seek legal guidance.

This is especially important for complex ownership structures and stock options.

Max Dilendorf, from Dilendorf Law Firm, represents U.S. and non-U.S. clients with:

The firm also represents clients in IRS voluntary disclosure matters. This includes:

In addition, Max Dilendorf assists clients with reviewing and drafting non-willful conduct statements.

These statements are critical in streamlined submissions and must be prepared carefully to withstand IRS scrutiny.

Contact Dilendorf Law Firm to discuss your situation and ensure full compliance.

Phone: 212.457.9797 | Email: max@dilendorf.com


Disclaimer

Nothing in this article constitutes legal or tax advice. This content is provided for informational and educational purposes only. You should consult a qualified attorney or tax advisor regarding your specific situation.

Domestic Asset Protection Trusts, or DAPTs, are often promoted as powerful tools for protecting wealth from future creditors. Alaska was one of the first states to authorize these self-settled trusts, and its statute is frequently cited in asset protection planning.

But Battley v. Mortensen (In re Mortensen), 2011 Bankr. LEXIS 5004 (Bankr. D. Alaska Jan. 14, 2011) shows that state-law compliance is only part of the analysis. In bankruptcy, the transfer into a DAPT may still be challenged under federal law, and a properly formed trust can remain vulnerable if the surrounding facts suggest fraudulent intent.

The Facts Behind the Dispute

In Mortensen, the debtor created an Alaska asset protection trust in February 2005 and transferred into it real property located in Seldovia, Alaska.

The trust beneficiaries included the debtor and his descendants. The trust instrument stated that its purpose was: “to maximize the protection of the trust estate or estates from creditors’ claims of the Grantor or any beneficiary and to minimize all wealth transfer taxes.” Id. at 2. 

At the time of the transfer, the debtor had credit card debt but no pending or threatened litigation.

According to the decision, he later accumulated substantially more debt and eventually filed for Chapter 7 relief in 2009. The chapter 7 trustee then brought an adversary proceeding seeking to recover the transferred property as a fraudulent conveyance.

Why This Case Matters

The significance of Mortensen is not simply that the debtor used an Alaska DAPT. The important point is that the bankruptcy court treated the trust as subject to a separate federal fraudulent transfer analysis.

The court explained that the trustee was proceeding under 11 U.S.C. § 548(e), a provision added in 2005.

According to the court, § 548(e): “closes the self-settled trusts loophole” and was directed at the five states that permitted such trusts, including Alaska.

That statement is one of the most frequently cited passages from the case, and for good reason. It confirms that Congress specifically addressed self-settled asset protection trusts in bankruptcy and gave trustees a targeted tool to challenge them.

State DAPT Law Does Not Control the Bankruptcy Result

One of the debtor’s core arguments was that the trust was valid under Alaska law. The court rejected the idea that this, by itself, resolved the dispute. It stated plainly:

“[…] the fact that Mortensen’s trust complies with Alaska law will not protect it from avoidance if the trustee can establish all of the elements of § 548(e).” Id. at 7.

That sentence captures the core risk of DAPT planning in a bankruptcy context. A trust may be validly formed under state law and still fail when tested under federal bankruptcy law.

In other words, compliance with a favorable DAPT statute is not the end of the analysis. It is only the beginning.

The Key Legal Issue: Actual Intent

Section 548(e) does not invalidate every transfer to a self-settled trust. The trustee still must prove actual intent. The court framed the issue this way:

“The determinative issue here is whether Mortensen transferred the Seldovia property to the trust ‘with actual intent to hinder, delay, or defraud’ his creditors.” Id. at 8.

That requirement matters. It means a bankruptcy trustee cannot prevail merely by showing that a debtor transferred assets into a DAPT and later filed bankruptcy. The trustee must show that the transfer was made with the prohibited intent required by the statute.

The court also stressed that intent must be judged at the time of the transfer:

“The debtor’s intent is evaluated at the time the transfer is made.” Id. at 14.

This timing point is critical in asset protection cases. Courts are not supposed to infer fraudulent intent solely because a debtor later became insolvent or later filed bankruptcy.

The focus is on what the debtor intended when the trust was funded.

Asset Protection Language Alone Was Not Enough

The trustee argued that Mortensen’s intent could be inferred from the trust language itself, since the trust expressly sought to protect assets from creditors. The court declined to adopt that position. It held:

“…under Alaska law, ‘a settlor’s expressed intention to protect trust assets from a beneficiary’s potential future creditors is not evidence of an intent to defraud.'” Id. at 8. 

That is an important limitation. If that were not the rule, many DAPTs would be inherently vulnerable simply because they openly pursue asset protection.

The court recognized that Alaska law permits that objective. So the mere statement of asset protection purpose did not automatically prove fraudulent intent.

At the same time, the court stopped short of declaring that this type of language is universally innocuous. Rather, it drew a narrower distinction: an intent to protect assets is not, by itself, equivalent to an intent to hinder, delay, or defraud creditors under § 548(e).

The Court Looked to the “Badges of Fraud”

Because direct proof of intent is uncommon, courts often rely on circumstantial evidence. Mortensen expressly discusses the traditional “badges of fraud” analysis:

“Circumstantial ‘badges of fraud’ are often used to determine whether a transfer is a fraudulent conveyance.” Id. at 9. 

The court noted several familiar indicators, including whether litigation was pending or threatened, whether the debtor transferred substantially all of his property, whether he retained an interest after the transfer, whether he was insolvent, and whether there was a special relationship with the transferee.

It also quoted the standard that:

“The presence of a single badge of fraud may spur mere suspicion; the confluence of several can constitute conclusive evidence of actual intent to defraud, absent ‘significantly clear’ evidence of a legitimate supervening purpose.”  Id. at 13.

For DAPT planning, this is a major lesson. Courts typically do not invalidate these structures based on one fact in isolation. They look at the surrounding pattern: timing, solvency, retained control, creditor pressure, and the broader financial context.

Why the Court Did Not Grant Summary Judgment

Although the court took § 548(e) seriously, it did not grant judgment for the trustee. Instead, it denied summary judgment to both sides because the factual record was not developed enough to resolve intent as a matter of law.

The court wrote:

“[…] there is insufficient evidence for me to conclude whether Mortensen had the actual intent to hinder, delay or defraud his creditors when the trust was created.”

It also emphasized the limits of paper review:

“A party’s credibility simply cannot be determined from reading a deposition.” Id. at 11.

That procedural posture is important. Mortensen did not say every Alaska DAPT is void. It said that a debtor cannot win simply by pointing to Alaska statutory compliance, and a trustee cannot win without proving the required intent. The result was a trial-worthy factual dispute.

What Mortensen Means for DAPT Planning

The case delivers several practical lessons for anyone considering a domestic asset protection trust.

First, state-law validity is not enough. A DAPT may satisfy the governing trust statute and still be attacked in bankruptcy.

Second, the ten-year reachback period under § 548(e) is a serious risk factor. This is much longer than the shorter lookback periods that often apply to other transfer claims. The court specifically recognized that § 548(e) gives the estate representative “an extended reachback period for certain types of transfers.”

Third, intent remains central. The analysis turns not just on documents, but on surrounding facts. Solvency, debt load, pending claims, continued benefit, and later financial conduct may all become part of the evidentiary picture.

Fourth, DAPTs should not be sold as bulletproof structures. Mortensen is one of the clearest examples of a court treating a domestic asset protection trust as a structure that can be tested and potentially unwound in bankruptcy.

Conclusion

Battley v. Mortensen (In re Mortensen), 2011 Bankr. LEXIS 5004 (Bankr. D. Alaska Jan. 14, 2011), remains one of the leading bankruptcy decisions on domestic asset protection trusts.

The case shows that even where a self-settled trust is formed under a favorable state statute, a bankruptcy trustee may still challenge the transfer under federal law.

The court’s reasoning is straightforward and significant: a DAPT does not become untouchable simply because it complies with Alaska law. If the trustee can prove the elements of § 548(e), the transfer may still be avoided. At the same time, the trustee must prove actual intent, and that inquiry depends on the full factual record.

For that reason, Mortensen is a useful reminder that asset protection planning must be evaluated not only for formal statutory compliance, but also for timing, creditor exposure, solvency, and how the structure will be viewed if later examined in bankruptcy court.

Contact Us

At Dilendorf Law, we assist U.S. and international clients with sophisticated cross-border estate, tax planning, and asset protection strategies. In addition to structuring trusts, we guide clients in protecting and optimizing traditional assets, including real estate, stocks, bonds, and diversified investment portfolios.

Our practice spans domestic asset protection trusts (DAPTs) in leading U.S. jurisdictions—such as Wyoming, Alaska, Nevada, and South Dakota—as well as offshore trust structures in key jurisdictions including the Cook Islands, Nevis, and the Cayman Islands.

In each jurisdiction, we have developed a network of experienced trustees, financial institutions, and vetted legal partners who help ensure that every structure is professionally administered and compliant with local regulatory standards.

To discuss how our experience and network can support your planning goals, contact us at info@dilendorf.com or by calling us at 212.457.9797 to discuss your needs.

 

 

 

Investing in Manhattan Real Estate: Key Legal Strategies for International Buyers

If you are an international investor considering purchasing real estate in New York, understanding both market timing and legal structuring is critical.

In this video, Max Dilendorf — a New York-based attorney with more than 15 years of experience — shares key insights into acquiring Manhattan real estate, with a focus on investors from Saudi Arabia and other non-U.S. jurisdictions.

Manhattan Real Estate Market Opportunity

As discussed in the video, the Manhattan luxury real estate market is currently experiencing a significant correction.

Prime properties in prestigious neighborhoods such as Central Park South, Hudson Yards, and Tribeca are trading at price levels not seen in over a decade.

For well-capitalized buyers, this presents a rare opportunity to acquire high-value assets at discounted prices in one of the most resilient real estate markets globally.

Structuring Investments to Minimize Tax Exposure

One of the most important considerations for international buyers is U.S. tax exposure.

Investors from countries without a U.S. tax treaty, including Saudi Arabia, may face substantial estate and gift tax liabilities if real estate is not properly structured.

Without planning, tax exposure can reach up to 40%, with only a limited exemption available to non-U.S. individuals.

Max Dilendorf advises clients on advanced legal structures designed to mitigate these risks. These may include offshore trusts, foreign entities, and multi-layered ownership strategies that enhance tax efficiency, preserve privacy, and support long-term wealth planning.

Many international clients acquire New York real estate through trusts formed in jurisdictions such as Delaware, Wyoming, South Dakota, or Nevada.

These trusts often hold Wyoming or Nevada LLCs, which in turn own the real estate asset. This structure is widely used for asset protection and portfolio expansion across multiple U.S. markets.

FIRPTA and Cross-Border Compliance

The video also highlights the importance of complying with the Foreign Investment in Real Property Tax Act (FIRPTA).

Proper planning can help reduce withholding obligations and streamline transactions for non-U.S. investors buying or selling real estate in the United States.

Advanced Strategies: Portfolio Interest Exemption

For certain international investors, structuring real estate investments using the portfolio interest (portfolio debt) exemption can significantly reduce U.S. tax liability.

This is a sophisticated strategy that requires careful legal planning and implementation.

Crypto, Tokenization, and the Future of Real Estate

In addition to traditional real estate structuring, Max Dilendorf is one of the early adopters of cryptocurrency and digital asset law in the United States, having begun practicing in this field as early as 2017.

This experience allows him to advise clients at the intersection of real estate and blockchain technology.

Developers, family offices, and high-net-worth individuals increasingly turn to Max for guidance on:

  • Completing real estate transactions using cryptocurrency
  • Structuring compliant digital asset payments
  • Tokenizing U.S. and international real estate assets
  • Navigating regulatory frameworks for blockchain-based ownership

White-Glove Legal Services for Global Investors

Max Dilendorf provides comprehensive, white-glove legal services to real estate buyers, sellers, developers, family offices, and high-net-worth individuals.

His firm assists clients with every stage of the transaction — from identifying distressed real estate opportunities and foreclosures to negotiating contracts and closing deals.

Importantly, the entire process can be handled remotely. International clients can securely invest in New York real estate without traveling to the United States.

Contact Information

Max Dilendorf, Attorney at Law
115 Broadway, 5th Floor
New York, NY 10006
Email: max@dilendorf.com

Attorney Advertising Disclaimer: Prior results do not guarantee a similar outcome. This content is provided for informational purposes only and does not constitute legal advice. Viewing this video or contacting our office does not create an attorney-client relationship. Please consult with a qualified attorney regarding your specific situation.

Domestic Asset Protection Trusts, or DAPTs, are often presented as a powerful way to protect wealth from future creditors. But U.S. courts do not treat them as automatic shields.

When these trusts are tested in litigation, courts usually look beyond the label and focus on the real issues: who funded the trust, who controls it, when it was created, what law applies, and whether the trust was used to keep assets away from creditors or a spouse.

The cases show a simple pattern. A DAPT can work in some situations. But it can also fail, especially if the trust was created too late, if the settlor kept too much control, or if the dispute ends up in a state that does not favor self-settled asset protection trusts.

Courts Still Begin With a Traditional Rule

Even before modern DAPT statutes, American courts were skeptical of trusts created by a person for his or her own benefit. That basic principle still matters today.

In Vanderbilt Credit Corp. v. Chase Manhattan Bank, 100 A.D.2d 544, 473 N.Y.S.2d 242 (2d Dep’t 1984), the New York court stated: “[a] disposition in trust for the use of the creator is void as against the existing or subsequent creditors of the creator.” The court explained that this rule reflects the principle “that a property owner cannot utilize a spendthrift trust to insulate his assets from the reach of present or future creditors.”

Other courts have said the same thing in slightly different ways. In Menotte v. Brown (In re Brown), 303 F.3d 1261 (11th Cir. 2002), the Eleventh Circuit held that because the debtor was both the settlor and the beneficiary, “the spendthrift clause was ineffective as against her creditors.”

In In re Shurley, 171 B.R. 769 (Bankr. W.D. Tex. 1994), the bankruptcy court explained that “Either substantial control or self-settlement may operate to invalidate protective trust provisions,” and held that the debtor “exhibited sufficient dominion and control over the Trust assets to defeat the Trust’s protective character.”

That is the backdrop for every DAPT case. Courts do not forget the old rule just because a trust was formed in Nevada, Alaska, or Delaware.

A DAPT State’s Law Does Not Always Control

One of the most important DAPT decisions is In re Huber, 493 B.R. 798 (Bankr. W.D. Wash. 2013). The debtor was a Washington resident who created an Alaska asset protection trust. On paper, the trust pointed to Alaska law. But the bankruptcy court refused to follow that choice.

The court concluded that Alaska had only a minimal connection to the trust, whereas Washington had a substantial connection at the time the trust was created.

It further emphasized that Washington has a strong public policy against self-settled asset protection trusts. On that basis, the court chose to disregard the settlor’s selection of Alaska law and instead applied Washington law.

That part of Huber is especially important for nonresident settlors. A trust created in a favorable DAPT state does not automatically receive that state’s protection if the settlor lives elsewhere and the dispute is centered elsewhere. Courts may instead apply the law of the state with the strongest connection to the parties, assets, and creditors.

The facts in Huber also mattered. The court pointed to evidence that the trust was meant to “protect and shield” assets from creditors and concluded that the debtor still effectively enjoyed the assets after the transfers. That combination made the trust difficult to defend.

Courts Do Not Let DAPT States Block Other Courts From Hearing Creditor Disputes

Another Alaska case, Toni 1 Trust v. Wacker, 413 P.3d 1199 (Alaska 2018), addressed a different issue. Alaska’s statute tried to make Alaska courts the exclusive forum for fraudulent transfer claims involving Alaska self-settled spendthrift trusts. The Alaska Supreme Court rejected that effort.

The court explained that the statute “purports to grant Alaska courts exclusive jurisdiction over fraudulent transfer claims against Alaska self-settled spendthrift trusts,” but held that Alaska “could not unilaterally deprive the Montana and bankruptcy courts of jurisdiction.”

It also said that the Full Faith and Credit Clause “does not compel states to follow another state’s statute claiming exclusive jurisdiction.”

This matters because DAPT planning is sometimes sold as though the trust state can control where every dispute must be heard. Toni 1 shows the limits of that idea. If another state court or a bankruptcy court otherwise has jurisdiction, the DAPT state cannot simply close the door.

Bankruptcy Law Can Override State-Law Protection

Bankruptcy remains one of the biggest risks for DAPT structures. In Battley v. Mortensen (In re Mortensen), 2011 WL 5025288 (Bankr. D. Alaska 2011), the bankruptcy court made clear that even if a trust complied with Alaska law, “that would not protect it from avoidance if the trustee could establish all the elements of § 548(e).”

That is the key point. State DAPT statutes do not exist above federal bankruptcy law. If a bankruptcy trustee can show the required elements under the Bankruptcy Code, the transfer can still be attacked.

Huber and Mortensen together show why bankruptcy is such a serious test for asset protection planning.

Family Courts May Also Refuse to Honor Out-Of-State DAPTs

DAPTs are not just tested by business creditors. They also come under pressure in divorce cases.

In Dahl v. Dahl, 2015 UT 23, 345 P.3d 566 (Utah 2015), the Utah Supreme Court considered a trust that pointed to Nevada law. The court refused to follow that choice.

It wrote: “Because Utah has a strong public policy interest in the equitable division of marital assets, we will not enforce the choice-of-law provision contained in the Trust. Instead, we construe the Trust according to Utah law.”

It then held: “We hold that the Trust is revocable under Utah law and that Ms. Dahl has an interest in the Trust property as a settlor of the Trust.”

The court’s reasoning in Dahl is grounded in practical considerations. It explained that, under Utah law, there is a presumption that property acquired during a marriage is marital property subject to equitable distribution.

The court also warned that treating the trust as untouchable would allow “a spouse to shield marital property from equitable division in the event of divorce. And that is exactly what Dr. Dahl attempted to do in this case.”

So even if a trust is designed under the law of a DAPT state, that does not mean a divorce court in another state will honor it when doing so would undermine local family-law policy.

Some Courts Do Uphold DAPTs

The picture is not entirely negative. There are cases where courts have enforced DAPT statutes.

In Klabacka v. Nelson, 133 Nev. 164, 394 P.3d 940 (2017), the Nevada Supreme Court held that the trusts before it were “validly created self-settled spendthrift trusts.” It also held that, “[p]ursuant to NRS 166.090(1), trust assets could not be applied to support arrears.”

That makes Klabacka an important pro-DAPT case. It shows that a court in a DAPT-friendly state may enforce the trust when the statutory requirements are satisfied and the facts fit the statute.

Still, Klabacka should be read carefully. It reflects Nevada law and the specific facts of that case. It does not mean every self-settled trust will be enforced everywhere.

Delaware’s recent In the Matter of the CES 2007 Trust,  C.A. No. 2023-0925-SEM (Del. Ch. May 2025), decision points in the same direction. There, the court recommended dismissal of a creditor’s challenge and held that “[t]he Trust is an Asset Protection Trust.” It further concluded that the petitioner “has failed to plead a reasonably conceivable claim for avoidance of the protections afforded to the Trust, and its beneficiaries, as an ‘Asset Protection Trust.’”

At the same time, the Delaware court did not say that every trust labeled “asset protection” must be respected.

It acknowledged the rule that courts “will not give effect to a spendthrift trust that has no economic reality and whose only function is to enable the settlor to control and enjoy the trust property without limitations or restraints.” On the facts before it, however, the court found no sufficient basis to disregard the trust.

So yes, courts do sometimes uphold DAPTs. But those cases usually involve stronger facts, better administration, and a forum willing to apply the favorable trust statute.

Timing Also Matters

Sometimes the issue is not only whether the trust was valid, but whether a creditor acted soon enough to challenge it.

In TrustCo Bank v. Mathews, C.A. No. 8374-VCP, 2015 WL 295373 (Del. Ch. Jan. 22, 2015), the Delaware Chancery Court treated the fraudulent transfer claims as time-barred. That decision is useful because it shows that DAPT disputes can turn on timing and limitations rules, not just on the structure of the trust itself.

For planners, this cuts both ways. A transfer made in the face of a looming dispute can look suspicious. But an older transfer may become harder to unwind if the creditor waits too long.

What These Cases Really Show

When read together, the cases tell a practical story.

Courts are most skeptical when a trust looks reactive, heavily controlled by the settlor, or tied to a state that has little real connection to the dispute. Courts are more open to enforcing DAPTs when the trust was formed early, administered properly, and clearly meets the governing statute’s requirements.

In other words, courts do not ask only whether a trust is called a DAPT. They ask whether the structure has real legal substance.

Conclusion

U.S. courts do not treat DAPTs as bulletproof. They treat them as legal structures that must survive challenges based on public policy, fraudulent transfer law, bankruptcy law, family-law principles, and the actual facts of control and administration.

A properly structured DAPT may provide meaningful protection. But if the trust is created too late, if the settlor keeps too much control, or if the case is heard in a state that does not favor self-settled asset protection, the trust may not hold up.

At Dilendorf Law Firm, we represent both U.S. and non-U.S. clients in the formation of domestic and international trust structures. Our practice includes guiding clients on asset protection strategies as well as the tax planning considerations that accompany these structures across jurisdictions.

Contact Us

We assist U.S. and international clients with sophisticated cross-border estate, tax planning, and asset protection strategies. In addition to structuring trusts, we guide clients in protecting and optimizing traditional assets, including real estate, stocks, bonds, and diversified investment portfolios.

Our practice spans domestic asset protection trusts (DAPTs) in leading U.S. jurisdictions—such as Wyoming, Alaska, Nevada, and South Dakota—as well as offshore trust structures in key jurisdictions including the Cook Islands, Nevis, and the Cayman Islands.

In each jurisdiction, we have developed a network of experienced trustees, financial institutions, and vetted legal partners who help ensure that every structure is professionally administered and compliant with local regulatory standards.

To discuss how our experience and network can support your planning goals, contact us at info@dilendorf.com or by calling us at 212.457.9797 to discuss your needs.

Real Estate Tokenization (RWA) Explained: Legal Framework & Key Considerations

Real-world asset (RWA) tokenization—particularly in real estate—is one of the fastest-growing areas in the digital asset industry.

However, many sponsors, developers, and investors underestimate the legal, regulatory, and operational complexities involved in launching a compliant tokenization project.

Below is a video presentation by Max Dilendorf, a New York–based attorney who has been advising clients in the crypto and digital asset space since 2017, and one of the first lawyers in the United States to focus his practice on digital assets and cryptocurrencies.

▶️ Watch the Video

What This Video Covers

In this presentation, Max Dilendorf explains the core legal principles behind tokenizing real estate and other real-world assets, including:

  • Why tokenization is not simply “putting an asset on the blockchain,” but rather issuing a security subject to U.S. laws
  • Key regulatory frameworks, including Regulation D and Regulation A+ under the Securities Act of 1933
  • Investment Company Act exemptions such as 3(c)(1) and 3(c)(7)
  • Transfer restrictions, resale limitations, and secondary market trading requirements
  • The role of broker-dealers, transfer agents, and Alternative Trading Systems (ATS)

The video also includes a real-world example of institutional tokenization, including the 2024 launch of a tokenized fund by BlackRock using Securitize’s regulated infrastructure.

Beyond Real Estate: Tokenization Across Asset Classes

While the focus is on real estate, the same legal principles apply to a wide range of tokenized assets, including:

  • Private equity and venture investments
  • Music rights and royalty streams
  • Film and entertainment financing
  • Art and other alternative assets

Key Legal & Operational Challenges

This video highlights several critical issues that must be addressed when launching an RWA tokenization project:

  • Choosing the correct securities exemption and investor eligibility requirements
  • Structuring entities (LLC vs. C-corp) for tax and compliance efficiency
  • Addressing lender consent for mortgaged real estate
  • Designing token economics, investor rights, and redemption mechanics
  • Evaluating liquidity expectations and secondary trading limitations
  • Navigating cross-border offerings and international compliance

Cybersecurity & Custody Risks

A significant portion of the discussion focuses on cybersecurity and custody risks.

Our firm has handled over 100 matters involving cyberattacks, stolen digital assets, and custody failures—including incidents involving accounts held at major platforms such as Coinbase and Gemini.

If you are launching a tokenization project, it is critical to evaluate:

  • Platform security and custody infrastructure
  • SOC 2 certification and audit history
  • Alignment with frameworks such as National Institute of Standards and Technology
  • Regulatory oversight of service providers

RWA Tokenization Legal Services

At Dilendorf Law Firm, we advise clients through the full lifecycle of digital asset and tokenization projects, including:

  • Tokenization of real estate, equity, music, and entertainment assets
  • Structuring securities offerings under U.S. law (Reg D, Reg A+, and others)
  • Broker-dealer licensing for digital securities
  • Alternative Trading System (ATS) structuring and regulatory strategy
  • Money transmitter licensing for blockchain and digital asset platforms
  • Compliance with SEC, FINRA, FinCEN, and state-level regulations

Contact Us for a Consultation

If you are considering an RWA tokenization project or need guidance on structuring, licensing, or compliance, we invite you to contact us:

📧 Email: max@dilendorf.com
📞 Phone: 212.457.9797
📍 Address: 115 Broadway, 5th Floor, New York, NY 10006

Attorney Advertising. Prior results do not guarantee a similar outcome.

A Green Card is often seen as a gateway to opportunity – but it can also create significant and unexpected tax exposure.

Many individuals assume that once they leave the United States, their U.S. tax obligations end. In reality, holding a Green Card may continue to subject individuals to U.S. taxation on their worldwide income – regardless of where they reside.

So long as an individual continues to hold lawful permanent resident status (i.e., a Green Card), the United States generally treats that person as a U.S. tax resident. In turn, the individual’s worldwide income—not only U.S.-source income—may be subject to U.S. taxation.

For individuals living abroad, this often comes as an unexpected – and sometimes costly – surprise.

This outcome is driven by a fundamental feature of the U.S. tax system: worldwide taxation. Unlike most countries, which tax individuals based primarily on residency, the United States applies this system to both its citizens and lawful permanent residents.

Understanding these rules is critical when evaluating whether to maintain or relinquish Green Card status, particularly in light of the “8-year rule” and potential exit tax exposure.

Understanding the 8-Year Rule for Green Card Holders

Under 26 U.S.C. § 877A, a Green Card holder may be classified as a “long-term resident” for U.S. tax purposes if they have held lawful permanent resident status in at least 8 of the last 15 taxable years.

This classification is critical because it determines whether an individual may become subject to the U.S. expatriation tax regime upon relinquishing Green Card status.

Who Is a “Long-Term Resident”?

For purposes of the expatriation tax rules, a long-term resident is an individual who:

  • Has been a lawful permanent resident of the United States; and
  • Held that status in 8 or more taxable years during the 15-year period ending with the year of relinquishment

Importantly, even partial years may count, depending on the period during which Green Card status was held.

What Happens After 8 Years?

If a Green Card holder meets the “long-term resident” threshold and later relinquishes that status, they may become subject to the U.S. expatriation tax regime under 26 U.S.C. § 877A.

However, this treatment does not apply automatically. The key question is whether the individual is classified as a “covered expatriate” within the meaning of the statute.

In general, an individual will be treated as a covered expatriate if they meet one or more of the following conditions at the time of relinquishment:

  • A net worth of $2 million or more
  • An average annual U.S. income tax liability above a specified threshold (adjusted annually; e.g., $206,000 for 2025)
  • Failure to certify full compliance with U.S. tax obligations for the preceding five (5) years

These tests operate independently: meeting any one of them may result in covered expatriate status.

Exit Tax: The Core Consequence

If an individual is classified as a covered expatriate, they may be subject to a “mark-to-market” exit tax under 26 U.S.C. § 877A.

In practical terms, the individual is treated as if they sold all of their worldwide assets at fair market value on the day before expatriation.

As a result:

  • Unrealized gains (e.g., on stocks, real estate, or business interests) may become immediately taxable
  • A statutory exclusion amount applies to the aggregate gain (adjusted annually for inflation; $890,000 for 2025)
  • Any gain exceeding that exclusion is generally subject to capital gains tax

For example, an individual holding a portfolio of appreciated assets – such as shares, real estate, a privately held business, or digital assets (including cryptocurrency) – may face a substantial tax liability upon expatriation if those gains have not yet been realized. In some cases, this can result in a six- or even seven-figure tax exposure triggered solely by the act of relinquishing Green Card status.

Why Timing Matters

This is where the 8-year rule becomes particularly important.

Before reaching long-term resident status, individuals may be able to relinquish their Green Card without triggering the expatriation tax regime under 26 U.S.C. § 877A.

After crossing that threshold, however, the analysis becomes significantly more complex and may require advance planning to mitigate potential tax exposure.

Contact Us

If you are evaluating whether to maintain or relinquish your Green Card, careful tax and legal planning can help manage risk and avoid unintended consequences, particularly in light of the 8-year rule, potential “covered expatriate” status, and exit tax exposure.

Dilendorf Law Firm advises individuals on expatriation planning, U.S. tax compliance, and cross-border structuring. Our work includes analysis under 26 U.S.C. § 877A, modeling potential exit tax outcomes, reviewing prior U.S. tax filings and reporting obligations (including FBAR and FATCA), and assisting clients in meeting certification requirements to avoid adverse tax treatment.

We also assist with pre-expatriation planning, including net worth and income tax threshold analysis, timing of asset dispositions, and coordination with foreign advisors to address post-exit tax treatment. In addition, we support clients with final U.S. tax filings, including Form 8854, and advise on ongoing U.S. tax obligations for nonresident individuals.

Contact us at info@dilendorf.com to discuss your matter.

Resources

U.S. Tax and Expatriation Guidance

Internal Revenue Service (IRS) — Expatriation Tax (Exit Tax) Guidance for U.S. Taxpayers

https://www.irs.gov/individuals/international-taxpayers/expatriation-tax

26 U.S.C. § 877A — U.S. Exit Tax Rules for Covered Expatriates (Mark-to-Market Regime)

https://www.law.cornell.edu/uscode/text/26/877A

26 U.S.C. § 877 — Covered Expatriate Definition and Tax Thresholds

https://www.law.cornell.edu/uscode/text/26/877

26 U.S.C. § 6039G — Expatriation Reporting Requirements and Penalties

https://www.law.cornell.edu/uscode/text/26/6039G

IRS Form 8854 — Initial and Annual Expatriation Statement

https://www.irs.gov/forms-pubs/about-form-8854

Immigration (Green Card Status)

U.S. Citizenship and Immigration Services (USCIS) — Green Card (Lawful Permanent Resident) Overview

https://www.uscis.gov/green-card

Form I-407 — Record of Abandonment of Lawful Permanent Resident Status

https://www.uscis.gov/i-407

Additional Considerations

IRS Guidance — Foreign Bank Account Reporting (FBAR)

https://www.irs.gov/businesses/small-businesses-self-employed/report-of-foreign-bank-and-financial-accounts-fbar

IRS Guidance — FATCA (Form 8938)

https://www.irs.gov/businesses/corporations/foreign-account-tax-compliance-act-fatca

IRS Guidance — Digital Assets (Cryptocurrency)

https://www.irs.gov/businesses/small-businesses-self-employed/digital-assets

U.S. Tax Treaties — IRS Treaty Table and Information

https://www.irs.gov/businesses/international-businesses/united-states-income-tax-treaties-a-to-z

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