You are currently viewing Massachusetts Families With $10M+ Are Being Taxed at Both Ends

Massachusetts Families With $10M+ Are Being Taxed at Both Ends

Massachusetts taxes the same wealth twice. A 4% surtax on income above roughly $1 million — a combined 9% top rate — hits accumulation. A state estate tax starting at $2 million, with graduated rates reaching 16% and no spousal portability, hits transfer. Massachusetts also has no domestic asset protection trust statute, a charging order provision that contains no exclusivity language, and a 90-year perpetuities horizon.

No other state in this series presents the both-ends problem this cleanly.


Key Points

  • Taxed on the way in and on the way out. 9% combined income rate, 16% top estate rate.
  • $2 million exemption — among the lowest in the country — with no spousal portability.
  • The 2023 reform changed how the tax is computed. It works through a credit, not a simple exemption subtraction.
  • De Prins v. Michaeles, 486 Mass. 41, 154 N.E.3d 921 (2020), is controlling SJC authority that a self-settled spendthrift trust allowing unlimited lifetime distributions to the settlor does not shield assets from the settlor’s creditors.
  • M.G.L. c. 156C §40 contains no exclusivity language, and no appellate decision supplies it.
  • GST exemption is not portable — and neither is the Massachusetts exemption.

One of the Most Productive Wealth Environments in the Country

The Greater Boston and Cambridge biotech corridor. The Route 128 technology and life sciences cluster. One of the densest concentrations of private equity, asset management, and financial services east of New York. Academic medical centers generating physician and researcher income that compounds across careers. A real estate market in Boston, Wellesley, Weston, and the North Shore that has appreciated steadily for decades.

On paper it looks like a sophisticated planning environment. These families have accountants, estate attorneys, and wealth managers. They have trusts and LLCs. Most have been told they are in good shape.

The problem is that Massachusetts taxes wealth at both ends — and most plans address neither one cleanly.

A Boston cardiologist vesting $1.5 million in hospital equity this year faces a 9% combined Massachusetts income tax on the excess above the surtax threshold. When she dies with that accumulated wealth, Massachusetts taxes the estate at rates climbing to 16% — before the federal system engages at all.

The same dollar. Taxed on the way in. Taxed again on the way out.

Most Massachusetts estate plans are built around the $15 million federal exemption. The state clock starts at $2 million.


The Massachusetts Creditor Environment

Moderately plaintiff-friendly, with exposure concentrated in specific professional and financial categories that carry structural liability risk.

For physicians and surgeons, malpractice is a permanent planning variable. Massachusetts’s $500,000 noneconomic damages cap under M.G.L. c. 231, §60H provides a ceiling — it does not eliminate exposure. A screening tribunal filters weaker claims, but the density of academic medical centers and the concentration of specialists in and around Boston makes this a structural feature of practice here rather than a theoretical concern.

For biotech and life sciences executives and founders, the profile is less predictable. Fiduciary duty claims in closely held and venture-backed structures, securities litigation following IPOs or secondary offerings, and employment claims in a state with an active plaintiffs’ bar. Massachusetts hosts one of the most litigation-active class action environments on the East Coast — particularly in securities, consumer protection under M.G.L. c. 93A, and employment.

For private equity professionals and asset managers, personal guarantee enforcement, LP clawback disputes, and advisory malpractice claims create direct exposure when fund structures unwind.

And the surtax creates a timing problem

A liquidity event that pushes income above the indexed threshold triggers the 4% surcharge in the year of receipt. RSU cliff vesting, a secondary sale, or a carried interest distribution can do that in a single year — creating an income tax event and an accelerated transfer planning decision simultaneously, which most plans are not positioned to handle.


What Massachusetts’s Charging Order Statute Actually Provides

M.G.L. c. 156C, §40 lets a court charge a member’s LLC interest with payment of an unsatisfied judgment. It contains no exclusive-remedy language, does not expressly authorize foreclosure, and no Massachusetts appellate decision has held that a charging order forecloses other remedies.

Here is what most Massachusetts practitioners and clients do not know.

Unlike Delaware or Wyoming — where exclusivity is either statutory or well established by case law — Massachusetts has neither. The statute is silent, and there is no appellate authority filling the silence.

The statute applies to any “member” without distinguishing single-member from multi-member LLCs. Any differentiation would have to come from case law, and that case law does not exist in Massachusetts in a form that definitively protects either structure.

What that means in practice. Under M.G.L. c. 224, Massachusetts’s supplementary process statute, a creditor can compel a debtor to appear, disclose assets, and obtain orders for installment payments and other relief. Courts can deploy receiverships and equitable enforcement orders through supplementary process and equity proceedings to reach business interests and income streams — without a single codified turnover statute, but through the court’s combined statutory and equitable powers.

A sophisticated plaintiff’s attorney working a Massachusetts collection action does not face a statutory wall that says “charging order only.” They face a statute silent on exclusivity, no precedent foreclosing additional remedies, and a full toolkit of supplementary process and equitable receivership tools available alongside the charging order.

The LLC is a compartmentalization tool. It is a necessary first layer. Given §40’s silence and the absence of case law establishing exclusivity, it is not a sufficient last one.

The Massachusetts Estate Tax Problem

$2 million exemption — the among the lowest in the country — rates to 16%, and no portability between spouses. And the 2023 reform changed how the tax is actually computed in a way most summaries get wrong.

How it actually works

Massachusetts’s threshold is $2 million per individual. Estates below that owe nothing.

Above it, the mechanics are unusual. The 2023 legislation eliminated the old cliff, but Massachusetts did not replace it with a simple exemption subtraction. The tax is computed on the entire estate using the statutory table, and then a credit of up to $99,600 is applied.

That distinction matters, because it means an estate of $10 million is not taxed on $8 million at graduated rates. It is taxed on the full $10 million, with a credit against the result — which produces a materially different figure than the simple-subtraction assumption most published summaries use.

And no portability

There is no portability of the Massachusetts exemption between spouses. Each spouse’s exemption must be used at the first death through a properly structured credit shelter or bypass arrangement, or it is permanently lost.

Massachusetts has no separate state gift tax — but it uses the federal “adjusted taxable gifts” concept, as incorporated by reference, to include post-1976 lifetime gifts in the Massachusetts taxable estate calculation. That means lifetime gifting must account for the inclusion mechanism to actually reduce the Massachusetts taxable estate rather than simply deferring the calculation.

The generational compounding

A married Massachusetts couple with $10 million today, growing at 6% over 25 years, reaches roughly $43 million at the second generation.

Massachusetts taxes the estate at every death above $2 million. The federal system taxes at every death above $15 million. Both clocks run simultaneously, and at that scale the combined extraction at a single generational transfer runs well into eight figures.

⚠️ And two non-portability deadlines, both at the first death

The GST exemption is not portable between spouses. The federal estate tax exemption transfers to a survivor through the DSUE election under IRC §2010(c). There is no equivalent for GST.

And Massachusetts’s own exemption is not portable either.

That gives a Massachusetts couple two independent, irreversible deadlines at the first death — one federal, one state — and neither is controlled by anyone.

Allocation is made on Form 706. The trust instrument does not allocate exemption; that is a filing, and it is where dynasty planning most often fails quietly.


Massachusetts Has No DAPT Statute — and De Prins Confirmed What That Means

M.G.L. c. 203E, §505 — Massachusetts’s version of UTC §505 — provides that a creditor of the settlor of an irrevocable trust may reach the maximum amount that can be distributed for the settlor’s benefit, notwithstanding any spendthrift provision.

Massachusetts follows the traditional majority rule: a self-settled spendthrift trust does not shield the settlor’s beneficial interest from the settlor’s creditors.

And unlike most states, Massachusetts has controlling appellate authority saying so.

In De Prins v. Michaeles, 486 Mass. 614 (2020) — decided on a certified question from the First Circuit, 942 F.3d 521 (1st Cir. 2019) — the Supreme Judicial Court held that assets of a self-settled discretionary spendthrift irrevocable trust governed by Massachusetts law are not protected from a reach-and-apply action by the settlor’s creditors where the creditor’s cause of action accrued during the settlor’s life.

The court read §505 as consistent with the majority rule allowing creditor access.

That matters more than it appears. In many states this question remains unsettled at the appellate level. Massachusetts has specific, controlling SJC authority. There is nothing to argue about.

And out-of-state DAPTs do not solve it. For a Massachusetts resident litigating in Massachusetts, courts apply Massachusetts public policy and choice-of-law analysis that reaches the same result — regardless of which state’s law the instrument names.

The practical consequence is identical to Oregon under ORS 130.315, New York under EPTL §7-3.1, and Florida under §736.0505. Domestic self-settled trust planning does not function as a creditor protection vehicle for Massachusetts residents.

The offshore layer of the Bridge Trust® addresses this directly, because it does not operate through Massachusetts law and does not depend on Massachusetts recognizing self-settled protection.

Massachusetts’s 90-Year Perpetuities Horizon

Massachusetts adopted the Uniform Statutory Rule Against Perpetuities, which provides a 90-year wait-and-see period.

That is longer than the traditional lives-in-being-plus-21-years framework. It is also less than a quarter of Nevada’s 365-year horizon under NRS 111.1031.

For a family planning across three, four, or five generations, that gap is not a technicality. It is the difference between a structure that runs out of road while the planning objective is still in progress and one that does not.

A Massachusetts resident can establish a trust governed by Nevada law where the trust has a qualified Nevada trustee, genuine Nevada administrative nexus, Nevada choice-of-law provisions, and no Massachusetts administrative contact beyond the beneficiaries themselves.


The Layered Answer for Massachusetts

Layer one: state-matched LLCs

Massachusetts entities holding the risky assets — a professional entity for the practice or firm, LLCs for investment real estate and operating businesses — structured to compartmentalize liability at the asset level.

Given §40’s silence on exclusivity, drafting of transfer restrictions, pick-your-partner provisions, and genuine economic separation between the debtor and the entity matters. A Massachusetts LLC with no upstream structure and no economic separation from the debtor-member is a supplementary process and receivership argument waiting to happen.

Layer two: the Asset Management Limited Partnership

The LLC interests flow up into an Arizona limited partnership. Under A.R.S. §29-341, the charging order is the exclusive remedy against a limited partner’s interest, stated in statutory text, and the section contains no foreclosure provision — an omission that reads as deliberate alongside §29-1044(B), which expressly authorizes foreclosure for Arizona general partnerships.

Set that against Massachusetts. Massachusetts’s statute is silent on exclusivity and no case law fills the gap. Arizona’s answers the question directly.

One honest note. Charging-order exclusivity is a rule about how a judgment creditor collects. Courts have carved exceptions — receivership, reverse veil piercing, alter ego, fraudulent transfer — and it does not survive bankruptcy. The domestic layer raises the cost of collection. It is not where the protection ultimately lives.

Layer three: the Bridge Trust®

The partnership interest is held by the Bridge Trust® — and this is where De Prins is directly addressed.

Two independent tax rules operate. The instrument satisfies the court test and control test of Treas. Reg. §301.7701-7 under IRC §7701(a)(30)(E), so the IRS classifies it as domestic. Separately, it maintains grantor-trust status under IRC §§671–677, so income is reported on your own return. No separate filing, no offshore reporting while the trust operates domestically.

The agreement is governed by Nevada law and registered offshore from inception, in both Belize and the Cook Islands. The Belize registration starts the offshore limitation period at day one; the Cook Islands recognizes the trust as of that original filing date and supplies the pre-committed successor trustee.

If a credible threat arises, an independent Trust Protector — an attorney exercising professional judgment, not you — may declare an Event of Duress. Nothing fires automatically on the filing of a complaint.

Those jurisdictions do not recognize U.S. judgments, apply a beyond-a-reasonable-doubt standard to fraudulent transfer claims, impose short limitation periods, and shift costs against a losing claimant. A licensed offshore trustee that honored a foreign order lacking local jurisdiction would face personal liability and loss of license.

One distinction most comparative content gets wrong: Nevis mandates a statutory bond of EC$270,000 under §61 of its International Exempt Trust Ordinance. The Cook Islands has no equivalent mandatory bond — its barriers operate through non-recognition, the criminal burden, limitation periods, and up-front cost with fee-shifting.

For Massachusetts residents specifically — where De Prins is controlling SJC authority that domestic self-settled trusts provide no protection — this layer is the gap-filler no Massachusetts structure can replicate.

Layer four: the dynasty phase

At death, the trust continues into its dynasty phase under Nevada law — 365 years under NRS 111.1031, against Massachusetts’s 90.

Assets do not distribute outright. When a beneficiary becomes entitled to a distribution, the trustee asks whether they want their share held in trust instead. If they do, the trustee may establish a Continuing Beneficiary Trust for that beneficiary and their descendants — decided per beneficiary, when the facts are known.

With GST exemption properly allocated, wealth compounds across generations without a transfer tax event at each death — and without the Massachusetts estate tax triggering at each generational transfer.

Without that allocation, the long duration works against you. A trust with an inclusion ratio of one faces generation-skipping tax at every generational transfer for as long as it exists.


The Step-Up Advantage Traditional Dynasty Trusts Forfeit

Under IRC §1014, assets in the decedent’s gross estate take a basis equal to fair market value at death. A traditional dynasty trust removes them from the estate by design — and forfeits the step-up with them.

A founder who bought $200,000 of stock that grew to $8 million, holding it where the asset stays in her estate, dies with that stock at an $8 million basis. Heirs can sell the next day and pay zero federal capital gains tax.

A traditional dynasty trust forfeits that. Transfers into it are completed gifts. The assets leave the estate at funding, so §1014 does not apply. Heirs inherit the original $200,000 basis and pay capital gains on the full $7.8 million.

In Massachusetts that number is worse than most states, because the surtax reaches capital gains above the threshold in the year of sale.

Why the alternative works, stated precisely

Grantor trust status is not what preserves the step-up.

In Rev. Rul. 2023-2, the IRS addressed an intentionally defective grantor trust — a completed gift, grantor status retained for income tax, assets deliberately outside the gross estate — and held there was no §1014 adjustment. Being the owner for income tax purposes under chapter 1 is a separate question from being the owner for estate tax purposes under chapter 11.

What preserves the step-up here is the absence of a completed gift. Funding does not consume lifetime exemption and does not report a completed transfer, so the assets remain includible in the gross estate under IRC §§2036 and 2038 — the condition §1014 actually requires.

For a Massachusetts family the tension is real and worth naming. Keeping assets in the estate preserves the step-up — and it also means the Massachusetts estate tax applies at death, at a $2 million threshold. That is exactly what the dynasty phase addresses, by ensuring the assets do not face a fresh taxable transfer at each subsequent generation.


The Question That Actually Matters for Massachusetts

Most Massachusetts families at $10 million or more have a revocable living trust, one or more LLCs, perhaps a bypass arrangement, and an estate plan designed to avoid probate.

For probate, they are in good shape.

For a creditor using M.G.L. c. 224 supplementary process and equitable receivership tools to reach LLC economic interests, where no statutory exclusivity rule forecloses additional remedies — they are not.

For a state estate tax that starts at $2 million, reaches 16%, offers no portability, and applies at every generational death — stacking on top of the 9% combined income rate that already compressed the same wealth on the way in — they are not.

And for the compounding problem created by the second-lowest state estate tax exemption in the country running against one of the most productive innovation economies in the world — they are not.


FAQs

What is the Massachusetts estate tax exemption? $2 million per individual — the among the lowest in the country. Rates are graduated and reach 16%.

How is the Massachusetts estate tax actually computed? Not by simple subtraction. The tax is computed on the entire estate using the statutory table, then a credit of up to $99,600 is applied. That produces a different figure than applying rates only to the excess above $2 million.

Is the Massachusetts exemption portable between spouses? No. Each spouse’s exemption must be used at the first death through a credit shelter or bypass arrangement, or it is permanently lost.

What is the millionaire surtax? A 4% surtax on annual taxable income above an inflation-indexed threshold, creating a combined top marginal rate of 9%. It applies to earnings, RSU vesting, carried interest, and liquidity proceeds above the threshold.

Does Massachusetts allow asset protection trusts? No. Under M.G.L. c. 203E, §505, a creditor of the settlor may reach the maximum amount distributable for the settlor’s benefit. De Prins v. Michaeles, 486 Mass. 614 (2020), is controlling SJC authority confirming it.

Do LLCs protect assets in Massachusetts? They compartmentalize liability. M.G.L. c. 156C, §40 contains no exclusive-remedy language, and no Massachusetts appellate decision has held that a charging order forecloses other remedies.

Will a Nevada or South Dakota DAPT work for a Massachusetts resident? Generally not. Massachusetts courts apply Massachusetts public policy where the settlor is a resident and the dispute is litigated here.

How long can a trust last in Massachusetts? Ninety years under the Uniform Statutory Rule Against Perpetuities. Nevada permits 365 years under NRS 111.1031.

Is the GST exemption portable? No — and neither is the Massachusetts estate tax exemption. Both are resolved at the first death, and both are irreversible after it.

Is it too late if I’ve already been sued? For that claim, largely yes. A transfer now is voidable and typically worsens your position. Forward planning against claims that do not yet exist remains available.


The Bottom Line

Massachusetts gives you a 9% combined income rate on accumulation, a $2 million estate tax threshold with rates to 16% on transfer, no portability on either the state exemption or the GST exemption, controlling SJC authority that self-settled trusts do not protect you, a charging order statute silent on exclusivity, and a 90-year perpetuities horizon.

Every one of those is a structural feature of Massachusetts law, not a drafting problem.

The Dynasty Bridge Trust® does not ask you to choose between solving the creditor problem and solving the legacy problem. It addresses both — with the offshore layer De Prins confirmed no domestic Massachusetts structure can provide, and the 365-year horizon USRAP cannot match.

I spent the early part of my career on the plaintiff’s side of civil litigation, running exactly the analysis a Massachusetts creditor’s attorney runs. The structures that came apart came apart for the same two reasons every time: the debtor still controlled what he claimed to have given away, or he built it after the claim was already in view.

Structure before stress.

📞 For a confidential legal consultation, contact Bradley Legal Corp. at (888) 773-9399, or complete the intake questionnaire at btblegal.com.

By: Brian T. Bradley, Esq. – National Asset Protection Attorney