I worked with a family whose father built a successful manufacturing business in Queens over 40 years. He left a detailed will, believing he had done everything right. His children then spent 18 months in a holding pattern, waiting for the New York Surrogate’s Court to validate the will, appoint an executor, and approve every major business decision. The will—intended as his final instruction—became a public document that invited delay and scrutiny. His legacy was not in his family’s hands. It was in the court’s.
This is a story I see too often. A will is an essential document, but it is fundamentally an instruction to a judge. A trust operates on a different principle. It is a private agreement—a transfer of stewardship that bypasses the public, often lengthy, probate process. Understanding this distinction is the first step in creating a deliberate generational plan.
Beyond the Document: A Trust as a Relationship
People often think of a trust as a complex legal document, but I explain it as a relationship built on a specific set of rules. A trust involves three parties:
- The Grantor: The person who creates the trust and funds it with their assets (you).
- The Trustee: The person or institution you appoint to manage the assets according to your rules.
- The Beneficiary: The person, people, or entity who will ultimately benefit from the assets.
In the most common type of trust—a revocable living trust—you can act as all three during your lifetime. You are the grantor, the trustee, and the beneficiary. The power of the trust activates when you can no longer manage your affairs or after you pass away. Your chosen successor trustee steps in without court intervention to manage or distribute the assets exactly as you directed. Your instructions are followed, your privacy is maintained, and your family is spared the cost and delay of probate.
A will, by contrast, becomes active only upon your death and must be validated by the court. It becomes a public record. Anyone can see the contents of your estate and who your beneficiaries are. A trust preserves your family’s privacy.
The Fiduciary Duty: Choosing Your Trustee Is Not a Popularity Contest
Appointing a trustee is perhaps the most critical decision you will make when establishing a trust. This role is not an honor—it is a demanding job with significant legal responsibility. The person you choose becomes a fiduciary, held to one of the highest standards of care under the law.
A trustee has a fiduciary duty to act with absolute loyalty and prudence. They must manage the trust’s assets for the sole benefit of the beneficiaries, avoiding any self-interest or conflicts. New York law codifies this standard in the Prudent Investor Act, EPTL § 11-2.3, which requires a trustee to make diversified, risk-assessed investment decisions. They cannot simply put the money in a savings account or speculate on a hunch.
Many people default to naming a child or a close friend as their trustee. While this can work in simple situations, it can also strain family relationships. Is your chosen child financially savvy? Are they impartial enough to make difficult decisions that might affect their siblings? Would they be able to say “no” to a beneficiary who asks for an advance that goes against your wishes?
For estates with significant assets, a business, or complex family dynamics, I often advise clients to consider a professional or corporate trustee. An impartial third party like a bank’s trust department is bound by professional obligations and insulated from family pressures. Their job is to execute your instructions. Period.
The Right Tool for the Right Job: Revocable and Irrevocable Trusts
Trusts are not a one-size-fits-all instrument. They are specific tools designed to achieve particular goals. Broadly, they fall into two categories.
The Revocable Living Trust
This is the cornerstone of most estate plans. It is “revocable” because you can change or dissolve it at any time while you are alive and competent. Its primary purposes are probate avoidance and incapacity planning. If you become unable to manage your own finances, your successor trustee can step in immediately to pay your bills and manage your investments. It provides a private, efficient transfer of wealth to your heirs upon your death.
Irrevocable Trusts
Once you create and fund an irrevocable trust, you generally cannot change it. Giving up that control, however, provides powerful benefits that revocable trusts do not. These are tools for specific, advanced planning goals, such as:
- Asset Protection: By moving assets into a properly structured irrevocable trust, you can shield them from future creditors, lawsuits, or divorce proceedings.
- Estate Tax Minimization: For high-net-worth individuals, irrevocable trusts can move assets out of your taxable estate, reducing or eliminating federal and New York estate taxes.
- Medicaid Planning: An Irrevocable “Medicaid” Trust can help you qualify for long-term care benefits by transferring assets out of your name well in advance of needing care.
An irrevocable trust is a deliberate, permanent decision. It requires careful consideration of your long-term needs, as you are ceding control of the assets you place within it. For the right family, it is an unmatched instrument for generational wealth preservation.
Stewardship. It is about more than signing a will. It is about building a framework that protects your family, preserves your assets, and ensures your intentions are carried out with precision and privacy. A trust is often the most effective way to build that framework.
The first step is not to draft a document, but to define your legacy. A useful exercise is to write a letter of wishes to your chosen trustee, outlining your goals for your beneficiaries. We can then schedule a meeting to review that letter and discuss the trust structure that would bring your vision to life.





