Sullivan
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We represent numerous high net worth individuals (HNWI) and family offices in a wide variety of areas.

Our tax strategies help HNWI reduce the impact of federal and state income, estate, and gift taxes. This includes advising on how to reduce or limit the impact of taxes on such appreciating family assets as real estate and closely held businesses and financial holdings, and developing the most effective structures to pass more of the increased value to younger family members. We also can help plan for the use of life insurance to increase estate liquidity upon death while avoiding tax on the insurance proceeds, and have developed software to analyze the optimum disposition of IRAs and other tax-qualified assets. Our state tax experts regularly assist clients with domicile planning and controversies relating to Massachusetts residency, as well as all manner of state tax planning that can affect individuals and businesses. Finally, and when necessary, we represent clients in connection with Internal Revenue Service and state audits.

We regularly advise on the tax consequences of investments in pass-through entities such as Subchapter S corporations, partnerships, and LLCs and help individuals to maximize the tax benefit of available deductions while minimizing the tax costs associated with various forms of income.

For clients with charitable objectives, we can help make the most of the tax benefits associated with charitable giving through a variety of strategies for charitable gift programs.

Family offices often present particularly unique challenges from clients who know just what they want but are often unsure of how to accomplish their goal. Years of experience supporting family offices has produced a talented team of advisors within our firm and in a wide variety of disciplines including corporate, real estate, securities, tax, employment, and benefits.

Representative Client Work

  • Represented a family office in multiple early-stage financings for emerging businesses.
  • Estate planning assistance for two families each with more than one billion dollars of net worth.
  • Represented a founder and his wholly owned investment arm that invested in a large number of startup companies, mostly in the medical device field; work also involved related estate planning work.
  • Regularly perform complex controlled group analyses for numerous family office clients with respect to family ownership of various businesses in connection with retirement, welfare benefit, fringe benefit and nonqualified deferred compensation (Internal Revenue Code Section 409A) issues.
  • Support the design and implementation of household employee payroll and benefit arrangements for HNWIs and their families.
  • Advise in connection with avoiding self-dealing and other Internal Revenue Code prohibitions when private foundations, CLATs or CRTs are part of the family office.
  • Acted as lead counsel in administration of complicated estate involving: (i) sale of international business and settling post-closing income tax issues in multiple jurisdictions including several Chinese provinces; (ii) settlement of federal and multiple state estate tax audits, including post audit claim for refund upon settlement and payment of contingent debt; (iii) wind up of multiple zeroed out GRATs and Notes issued by defective grantor trust; and (iv) preservation of intra-family relationships.
  • Ongoing representation of U.S. citizen in connection with receipt of non-US situs assets from foreign grantor, including termination of foreign non-grantor trust, support to local counsel in creation of foreign grantor trust for U.S. income tax purposes, and preparation of N.Y. irrevocable trust to receive current and future distributions from the foreign grantor trust and foreign grantor; also advise on related U.S. tax reporting requirements as well as the fiduciary income taxation of the N.Y. trust and its administration under N.Y. law.
  • Regularly advise on gift and estate tax planning in the context of a multinational families.
  • Represented corporate fiduciary of deceased client’s will in probate proceeding.
  • Represented corporate fiduciary in connection with settling decedent’s accounting as trustee of various trusts for members of an unrelated family.
  • Drafted and negotiated prenuptial agreements for a number of clients to protect wealth (often multi-generational wealth and/or family business interests) in the event of divorce or death.
  • Used Internal Revenue Service correction program to address retirement plan issues when controlled groups not timely recognized in order to avoid serious adverse collateral consequences to benefit plan design.
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New York City Imposes New Pied-à-Terre Tax on Certain High-Value Homes
New York City Department of Finance (“NYC DOF”) recently began notifying property owners by mail that they may be subject to the City’s new Non-Primary Residence Surcharge, which will be imposed annually on certain high-value residential properties that are not used as primary residences.[i] Although the surcharge is commonly referred to as the “Pied-à-Terre Tax,” it applies to a broader range of non-primary residences. Receipt of a notice does not necessarily mean that the surcharge applies. Rather, it reflects the NYC DOF’s preliminary determination that the property may be subject to the surcharge unless the owner establishes that an exemption applies. Property owners who qualify for an exemption must timely submit the required application and supporting documentation. For the initial 2026 notices, the exemption application deadline is: (a) August 21, 2026 for residential homes and condominiums, and (b) August 24, 2026 for cooperative apartments. In addition to mailing notices, the NYC DOF has published a supplemental market value roll identifying properties that may be subject to the surcharge.  As with the initial notices, inclusion on the supplemental market value roll does not necessarily mean that a property is subject to the surcharge or that an exemption is unavailable. The supplemental market value roll is available here. Which Properties Are Subject to the Surcharge? The surcharge generally applies to the following properties, provided that an exemption does not apply: Tax Class 1: One-, two-, and three-family homes with a market value of at least $5 million; and Tax Class 2: Condominium units and cooperative apartments with a market value of at least $1 million. The amount of the surcharge depends on the property’s market value as determined annually by the NYC DOF. The surcharge will be added to the property’s statement of account (i.e., the property tax bill) and will be due and payable in the same manner as property taxes.[ii] How Is Market Value Determined? During so-called “Phase 1” of the tax (July 1, 2026 through June 30, 2028), there is a different method for determining market value depending on the tax class.  For Tax Class 1, the NYC DOF generally estimates market value by analyzing the sale prices of similar properties.  For Tax Class 2, New York law requires the NYC DOF to value the property as though it were a rental apartment building, using the income and expenses of comparable rental properties.[iii]  Following June 30, 2028, “Phase 2” begins, and the valuation methodology and the applicable market value thresholds for condominium units and cooperative apartments will change to align with the Tax Class 1 approach.[iv] How Much Is The Surcharge? The applicable rate depends on the property’s tax class and market value.[v] Tax Class NYC DOF Market Value Surcharge Tax Class 1 (one-, two-, and three-family homes) $5 million to less than $15 million 0.8% $15 million to less than $25 million 1.05% $25 million or more 1.3% Tax Class 2 (condominiums and cooperative apartments) $1 million to less than $3 million 4.0% $3 million to less than $5 million 5.25% $5 million or more 6.5% During Phase 1, the Tax Class 2 surcharge is five times as much as the Tax Class 1 surcharge.  This seems to reflect the view that the market value for condominiums and cooperative apartments under the current methodology are a fraction of their potential sale value. Once Phase 2 begins and the market values for Tax Class 2 properties are determined in a manner similar to the Tax Class 1 properties, the perceived undervaluation will be addressed and the Tax Class 1 rates will apply to all properties subject to the surcharge. Common Exemptions Many property owners who receive a notice will nevertheless qualify for an exemption. Common examples include: the property is the owner’s primary residence; the property is occupied as the primary residence of a qualifying tenant under a bona fide lease; the property is occupied as the primary residence of a qualifying immediate family member; the property is owned by a limited liability company and occupied as the primary residence of a majority owner; or the property is held in trust and occupied as the primary residence of a qualifying beneficiary or trustee, as provided in the NYC DOF’s rules.[vi] The availability of an exemption depends on the specific facts and ownership structure. How Does the NYC DOF Determine Whether a Property Is a Primary Residence? The NYC DOF makes an initial determination each year based on the available information. In determining whether a property is a primary residence, the NYC DOF considers certain factors, including whether the owner occupied the property for a majority of the days during the calendar year.  If the NYC DOF’s initial determination is that the property may not qualify as the owner’s primary residence, it will issue the notice described herein. The owner then has an opportunity to submit an exemption application and supporting documentation before the NYC DOF makes a final determination.[vii] What Should I Do If I Receive a Notice? If you receive a notice from the NYC DOF: review the notice carefully; determine whether an exemption applies; gather the required supporting documentation; timely submit your exemption application and supporting documentation (you can access the application here); if your initial exemption application is denied, you may submit one additional exemption application with additional supporting information or documentation before the applicable deadline; and retain copies of all materials submitted to the NYC DOF for your records. If you do not receive a notice but believe that your property might be subject to the surcharge, you should review the supplemental market value roll published by the NYC DOF (here). For More Information Sullivan & Worcester LLP advises clients on a broad range of private client, estate planning, trust and estate administration, tax, and real property matters. Questions regarding the Non-Primary Residence Surcharge, its application to a particular property or ownership structure, exemption eligibility, valuation issues, or related compliance matters may be directed to your regular Sullivan & Worcester attorney or any member of our Private Client Group. This Client Alert has been prepared by Carole M. Bass, Esq., a Partner, Douglas P. Schneidman, a Partner, Steven M. Cunningham, a Partner, and Molly E. Depew, an Associate, in the Private Clients/Trusts & Estates practice group of the international law firm of Sullivan & Worcester LLP. For more information, Ms. Bass may be reached in our New York Office by calling +1 (212) 660-3047 or by email at cbass@sullivanlaw.com; Mr. Schneidman may be reached in our New York Office by calling +1 (212) 660-3086 or by email at dschneidman@sullivanlaw.com; Mr. Cunningham may be reached at our Boston Office by calling +1 (617) 338-2432 or by email at scunningham@sullivanlaw.com; Ms. Depew may be reached at our New York Office by calling +1 (212) 660-3091 or by email at mdepew@sullivanlaw.com. This Client Alert is provided for general informational purposes only and does not constitute legal advice.  [i] See N.Y. Tax Law art. 30-C; N.Y.C. Admin. Code §§ 11-3202–11-3205; N.Y.C. Dep’t of Fin., Non-Primary Residence Surcharge, available at https://www.nyc.gov/site/finance/property/non-primary-residence-surcharge.page   [ii] Id.   [iii] N.Y. Real Prop. Tax Law § 581, available at https://www.nysenate.gov/legislation/laws/RPT/581   [iv] N.Y. Tax Law § 1350, available at https://www.nysenate.gov/legislation/laws/TAX/1350   [v] Id.   [vi] See N.Y.C. Dep’t of Fin., Non-Primary Residence Surcharge, supra note i.   [vii] N.Y. Tax Law § 1352, available at https://www.nysenate.gov/legislation/laws/TAX/1352
When Parents Get Involved: Ethical Risks in Estate Planning and Divorce Prep
Carole Bass participated in a podcast, "When Parents Get Involved: Ethical Risks in Estate Planning and Divorce Prep," published in February 2026 (Episode 367) by The ACTEC (American College of Trust and Estate Counsel) Foundation. The episode addresses the ethical risks that arise when parents become involved in their adult children’s prenups or divorce planning and offers practical guidance on protecting attorney-client privilege, managing conflicts and maintaining clear client boundaries.
Sullivan Ranked in 2026 Chambers High Net Worth Guide
Boston, MA – Sullivan & Worcester has announced that the firm and its attorneys have been highly ranked in the 2026 Chambers High Net Worth Guide. In the 2026 Guide, the firm and partner Carole Bass were again ranked in the Private Wealth Law: Mid-Market – New York category, with partner Douglas Schneidman newly ranked. Rankings are based on extensive research and interviews with peers and clients around the country. The qualities assessed include technical legal ability, professional conduct, client service, commercial awareness/astuteness, diligence, commitment and other qualities most valued by the client. Client Comments and Editorial from Chambers Private Wealth Law: Mid-Market – New York “Sullivan & Worcester advises families, fiduciaries and family offices on domestic and international estate planning, administration, and charitable and lifetime gifting.” “The Sullivan & Worcester team were excellent at managing complex issues pertaining to the execution of wills, trusts and estates.” “I found Sullivan & Worcester to be very responsive, professional and smart.” “Sullivan & Worcester's advice is comprehensive, timely and detailed. It takes into account multiple stakeholders and challenges, and they provide clarification for issues that are complex.” “Carole Bass advises affluent clients on their estate and wealth transfer planning.” “Carole Bass offers excellent advice and counsel. I look forward to continuing to work with her.” “I found Carole to be very professional, reasonable and knowledgeable.” “Douglas Schneidman regularly advises high net worth individuals on trust and estate matters.” “I have had only favourable experiences with all clients I've referred to Douglas Schneidman.” “Douglas's abilities and professionalism play well at all levels of net worth and complexity.” About Sullivan Sullivan & Worcester (Sullivan) is a premier, AmLaw 200 international law firm with lawyers in Boston, London, New York, Tel Aviv and Washington, D.C. Sullivan’s clients, including Fortune 500 companies, leading financial services firms and asset managers, boards of directors, real estate companies, and emerging businesses, rely on Sullivan’s ability to navigate complex legal and operational landscapes, the impeccable judgment of its lawyers, and its commitment to best-in-class client service.
They Found Relatives on 23andMe—and Asked for a Cut of the Inheritance
Carole Bass was quoted in the article "They Found Relatives on 23andMe—and Asked for a Cut of the Inheritance," published by The Wall Street Journal [sub. req'd] on November 29, 2025. The article discusses the impact of DNA testing, such as through popular test kits like 23andMe, on inheritance claims, complicating estate settlements and prompting legal challenges when test results reveal unexpected family connections and surprise heirs. States vary in their laws regarding inheritance claims, with some prioritizing genetic ties and others considering the nature of relationships with the deceased. Creating wills or trusts that explicitly address potential claims from unknown biological children is an important step in preventing future disputes. Such clear estate planning documents can help families navigate the challenges posed by unexpected heirs and ensure intentions are honored, Carole said, overriding state definitions of descendants.