Building generational wealth requires more than accumulating assets—it demands a thoughtful legal strategy to ensure that wealth passes intact to the people you love most. For New York families with substantial estates, a Generation Skipping Trust (GST) can be one of the most powerful tools available to preserve assets for grandchildren, great-grandchildren, and future descendants while minimizing transfer tax exposure. Working with an experienced New York generation skipping trust attorney is essential to design, fund, and administer these sophisticated trusts in compliance with both federal tax law and New York's unique estate planning statutes.
A Generation Skipping Trust is an irrevocable trust designed to transfer wealth to beneficiaries who are at least two generations younger than the trust's settlor—typically grandchildren or more remote descendants. By structuring the trust to "skip" the children's generation for transfer tax purposes, the assets avoid being taxed twice: once when passing from parent to child, and again when passing from child to grandchild.
While the term "generation skipping" suggests that children are excluded, that is not necessarily the case. A well-drafted GST can provide income, support, and even principal distributions to children during their lifetimes while still preserving the bulk of the trust corpus for the next generation. This flexibility makes GSTs particularly attractive to high-net-worth New York families seeking to balance current support with long-term legacy goals.
The federal Generation Skipping Transfer Tax (GSTT) is imposed at a flat rate of 40% on transfers that skip a generation. It applies in addition to any gift or estate tax. Without proper planning, the combined effect of estate tax and GSTT can erode an inheritance dramatically before it reaches younger generations.
Fortunately, the Internal Revenue Code provides each individual with a GST exemption that can be allocated to transfers in trust. When the exemption is allocated correctly, trust assets—and all future appreciation on those assets—can pass to remote descendants free of GSTT for the duration of the trust. Strategic exemption allocation is one of the most valuable services a knowledgeable estate planning attorney provides.
New York has its own estate tax with an exemption amount that differs from the federal threshold, and New York's so-called "cliff" can result in the full estate being taxed if it exceeds 105% of the exemption. New York does not impose a separate generation skipping transfer tax, but the interplay between the federal GSTT and New York estate tax requires careful coordination.
New York also recently modernized its rule against perpetuities for trusts holding personal property, which affects how long a GST can endure. While New York does not permit truly perpetual "dynasty" trusts in the manner of some jurisdictions, properly structured trusts can last for many decades, sheltering assets from transfer tax across multiple generations. An experienced New York attorney can advise whether the trust should be governed by New York law or whether circumstances warrant a different situs.
Generation skipping trusts are not appropriate for every family. They are most beneficial for individuals and couples whose estates exceed the New York and federal estate tax exemptions, or who anticipate that their estates will grow to that level. Common candidates include:
The assets used to fund a GST must be selected carefully. Appreciating assets are particularly attractive because all post-transfer growth occurs outside the taxable estate. Common funding strategies include:
Each funding method has distinct tax consequences, valuation requirements, and reporting obligations. Gift tax returns must be filed timely, and GST exemption must be affirmatively allocated in many cases to avoid unintended results.
Choosing the right trustee is critical to the long-term success of a generation skipping trust. The trustee will manage investments, exercise discretion over distributions, and serve as the steward of family wealth for decades. Many New York families select a corporate trustee, a trusted family member, an attorney, or a combination through a co-trustee arrangement. New York's directed trust and trust protector statutes provide additional flexibility, allowing families to divide investment, distribution, and administrative responsibilities among different parties.
Generation skipping trusts are technically demanding, and errors can be costly or impossible to correct. Common mistakes include failing to properly allocate GST exemption on a timely filed Form 709, using boilerplate trust language that does not address New York's tax cliff, neglecting to coordinate the GST with life insurance and retirement accounts, and selecting a trustee without succession planning. An attorney who concentrates on sophisticated estate planning will anticipate and avoid these issues.
Our firm guides New York families through every stage of generation skipping trust planning. We begin with a comprehensive review of your assets, family structure, and legacy goals. We then design a customized trust instrument, coordinate funding strategies with your financial advisors and accountants, prepare and file required gift tax returns, and provide ongoing counsel on trust administration. When circumstances change—through new tax legislation, family events, or shifting financial goals—we work with trustees and beneficiaries to modify or decant trusts where appropriate under New York law.
Preserving wealth across generations requires foresight, technical precision, and trusted counsel. If you are considering a generation skipping trust or want to evaluate whether your current estate plan adequately protects future generations, we invite you to contact our New York estate planning attorneys. We will help you design a strategy that reflects your values, protects your family, and stands the test of time.
You can contact us by phone at 212-233-1233 or by email at [email protected].