The call usually comes from an attorney you have never met. Your late father’s will—the one you believed settled his affairs and secured your family’s future—is being challenged. Suddenly, the orderly process of settling his estate grinds to a halt. Instead of grieving, your family is pulled into a lawsuit in Surrogate’s Court. This is the reality of estate litigation, a scenario my firm has seen derail families across New York.
A will contest is more than a legal dispute over assets. It is a fundamental challenge to the final wishes of a loved one. The process is emotionally draining and financially costly, turning a private family matter into a public court record. Protecting a legacy begins with understanding what prompts these challenges and how they proceed.
Grounds for Challenging a Will
A will is not easily overturned. New York law presumes a validly executed will is, in fact, valid. To succeed, an objectant—the person challenging the will—must prove their case on specific legal grounds. Over my years of practice, I have seen these challenges typically fall into a few distinct categories.
The most common claim is a lack of testamentary capacity. This means arguing that the person who signed the will, the testator, was not of sound mind. They may not have understood the nature of the document, the extent of their property, or who their natural heirs were. Another frequent challenge is undue influence, where a person in a position of trust is alleged to have improperly pressured the testator into changing their will for personal gain.
We also see challenges based on improper execution. New York law is precise about how a will must be signed and witnessed. Estates, Powers and Trusts Law (EPTL) §3-2.1 dictates that the will must be signed at the end by the testator in the presence of two witnesses, who must also sign. A failure to follow these formalities can invalidate the entire document. Less common, but still possible, are claims of fraud or forgery.
The Fiduciary’s Burden
Litigation is not always about the validity of the will itself. Often, the conflict arises from the actions—or inaction—of the person appointed to manage the estate. An executor or trustee is a fiduciary, holding the highest legal duty to act in the best interests of the estate and its beneficiaries. Stewardship.
When a fiduciary mismanages assets, fails to communicate, or appears to be self-dealing, they can be sued for breaching their duty. Beneficiaries may petition the court to compel an accounting of the estate’s finances or even seek the executor’s removal. The court’s role is to enforce the fiduciary’s obligations and protect the integrity of the assets.
For anyone serving as an executor, the threat of a lawsuit is a serious contingency. Prudent administration, transparent communication, and meticulous record-keeping are not just best practices—they are the best defense against a legal challenge from a beneficiary.
The Reality of Surrogate’s Court
Once a will contest begins, the process is governed by the Surrogate’s Court Procedure Act (SCPA). Before formal objections are even filed, the law provides a critical discovery tool. Under SCPA §1404, an interested party can demand examinations of the attesting witnesses and the attorney who drafted the will. This preliminary inquiry allows all parties to gather facts and assess the strength of a potential challenge before committing to a full-blown lawsuit.
If the case proceeds, it involves discovery, depositions, and motions, much like any other civil litigation. Resolution can take months or even years. Many of these disputes are ultimately settled through negotiation, as the cost and uncertainty of a trial are immense. A settlement allows the family to retain some control over the outcome, rather than leaving the final decision to a judge.
The goal is not to win at all costs. It is to find the most direct path to honoring the testator’s true intent while preserving the generational legacy. This requires a deliberate and clear-eyed approach to a deeply personal conflict.
If you are an executor navigating your duties or a beneficiary with serious concerns about the handling of a loved one’s estate, the first step is to organize the facts. We often begin by conducting a confidential review of the will and any related trust documents to provide a clear assessment of the legal landscape.




