I once worked with a family from Brooklyn whose father, a retired small business owner, had always been meticulous. For decades, his will divided his estate equally among his three children. But a new will surfaced just after his death—signed only weeks before he passed, while he was gravely ill. This new document left nearly everything to a caretaker the family barely knew. The children were not just hurt; they were deeply concerned that their father’s final wishes were not his own.
This is the moment a will contest begins. It’s not about greed. It’s about stewardship, and ensuring the final chapter of a person’s life story is written as they intended. When a will is submitted for probate in New York Surrogate’s Court, it is presumed to be valid. The burden of proof falls on the person challenging it—the objectant. But a presumption is not a fortress. A will can be overturned if there is sufficient evidence that it fails to meet the strict requirements of the law.
Grounds for Challenging a Will in New York
A will contest isn’t a simple disagreement over who gets what. The court doesn’t care if the distribution seems “fair.” It only cares if the will is legally valid. In my practice, challenges almost always center on one of four fundamental issues.
First is a lack of testamentary capacity. The person signing the will—the testator—must have understood, at that moment, the nature of their assets, who their natural heirs were, and what they were doing by signing the document. A diagnosis of dementia isn’t automatically disqualifying, nor is old age or physical weakness. The question is about their mental state at the precise time of execution. Was there a moment of clarity?
Second, and often related, is undue influence. This is one of the most difficult claims to prove. It occurs when a person in a position of trust and power uses that position to substitute their own desires for the testator’s. It’s more than just persuasion. It’s a form of coercion that shatters the testator’s free will. We look for red flags—isolating the testator from family, a sudden change in a long-standing estate plan, or a beneficiary who was involved in procuring the new will.
Third is improper execution. New York law is very specific about how a will must be signed and witnessed. Under Estates, Powers and Trusts Law (EPTL) §3-2.1, the testator must sign at the end of the document in the presence of at least two attesting witnesses, declare to them that the instrument is their will, and the witnesses must also sign. A failure in this formal ceremony can invalidate the entire document.
Finally, there are cases of outright fraud or forgery, where a signature is forged or the testator was tricked into signing a document they believed was something else entirely.
The Probate Litigation Process
When an interested party—typically a disinherited child or a beneficiary from a prior will—believes there are grounds for a challenge, they file objections with the Surrogate’s Court. This stops the probate process and converts the administrative proceeding into a contested one. From here, the process looks much like any other litigation, but with its own unique rules.
One of the most powerful tools available at the outset is provided by Surrogate’s Court Procedure Act (SCPA) §1404. Before filing formal objections, an interested party can conduct examinations of the attesting witnesses, the attorney who drafted the will, and the person who has proposed the will for probate. These depositions, taken under oath, are critical for gathering the facts needed to build a case. We can ask the drafting attorney why they felt the testator had capacity or question the witnesses about the circumstances of the signing ceremony. Often, the testimony gathered in these §1404 examinations determines whether a case will proceed or settle.
Following this initial discovery, the parties may engage in further document requests and depositions. Many judges will then push the parties toward mediation to see if a settlement can be reached. This is a pragmatic approach. Litigation is a significant drain on an estate’s resources—the very legacy being contested. The executor has a fiduciary duty to defend the will, but they do so using estate funds. A prudent settlement can often preserve more of the estate for everyone than a long, drawn-out court battle.
If no agreement is reached, the case proceeds to trial, where a judge or jury will hear the evidence and render a final decision on the will’s validity.
Protecting a Legacy from Conflict
A will contest is a deeply personal and often painful process for a family. It forces private matters into a public forum and can create rifts that never heal. While no plan is completely immune to a challenge from a determined objectant, intentional and deliberate planning can significantly reduce the risk.
When we work with clients, we don’t just draft documents. We discuss the family dynamics. If a client intends to disinherit a child or make an unequal distribution, we talk through the reasons and document them carefully. We might recommend a medical evaluation of capacity at the time of signing or even videotaping the execution ceremony. These steps create a stronger record of intent, making it far more difficult for a future challenger to claim incapacity or undue influence.
The goal is to ensure your plan is not just legally sound, but resilient. Stewardship means anticipating future contingencies—even the unwelcome possibility of a family dispute—and building a legacy that can withstand the pressure.
If you are an executor tasked with defending a will, or a beneficiary who has serious doubts about a loved one’s final testament, the first step is to gather the facts. We recommend creating a detailed timeline of events leading up to the will’s signing. Our firm provides a formal case assessment to review these facts and determine the viability of a potential will contest in Surrogate’s Court.




