A client recently told me about her friend’s family. After her father passed away in Brooklyn, they found his will tucked into a book. It seemed straightforward. Then a cousin they hadn’t spoken to in years filed an objection, and the family was served with a citation from Kings County Surrogate’s Court. They were suddenly thrust into a world of depositions and document requests, all while grieving. Their first instinct was to search online for a lawyer—any lawyer.
Choosing legal counsel under duress is a formidable task. But selecting an attorney—whether for proactive planning or a sudden probate dispute—is one of the most critical decisions you will make for your family’s future. This isn’t about hiring a vendor to fill out forms. It is about appointing a steward for your legacy.
Beyond the Diploma: The Specialist
The practice of law is vast. An attorney who excels at commercial real estate is not equipped to draft a trust that protects a child with special needs. A litigator who is a lion in federal court may be lost in the unique procedural world of Surrogate’s Court. General practitioners serve a purpose, but estate law is a domain where specialization is a necessity.
The law governing New York estates—the Estates, Powers and Trusts Law (EPTL)—is a dense and constantly evolving statute. It dictates everything from who can witness a will to how a trustee must manage assets. An attorney who works with these statutes daily understands the nuance and can anticipate challenges a generalist might never see. They know how a poorly worded beneficiary designation on a life insurance policy can accidentally disinherit someone or trigger unnecessary taxes—a costly mistake that is difficult, if not impossible, to undo.
When you interview a potential attorney, ask what percentage of their practice is dedicated to estate planning, trust administration, and probate. If the answer is less than 75%, keep looking. This isn’t a field for part-time focus.
Experience in the Right Arena
I often hear people equate years of practice with expertise. While experience is vital, its context is what matters. An attorney with 20 years of experience across ten different practice areas is not the same as one with 15 years spent exclusively in the Surrogate’s Courts of New York City and its surrounding counties.
Each county’s Surrogate’s Court has its own local rules, clerks, and judicial temperament. An attorney who regularly appears in Manhattan Surrogate’s Court knows the staff and understands the specific documentation the judge’s clerks prefer. They have a history with the court attorneys who review petitions before they reach the judge. This practical knowledge makes a significant difference in how smoothly—and quickly—an estate is administered.
This experience becomes critical in contentious matters. Under Surrogate’s Court Procedure Act §1410, only certain people with a direct financial interest can formally object to a will. An experienced probate litigator knows precisely how to establish—or challenge—a person’s standing to bring such a contest. That knowledge saves time, money, and immense family stress. It is proficiency learned not from a book, but from years of dedicated practice in a very specific arena.
The Fiduciary Relationship
The conversation about fees can be uncomfortable, but it is essential. It should be about more than an hourly rate. The cost of legal services must reflect the value of the guidance you receive. In our field, that value is measured in the durability of the plan and the protection it provides for future generations.
A low-cost, document-preparation service might produce a will, but it won’t provide counsel. It won’t ask the difficult questions about family dynamics, potential creditors, or the long-term vision for your assets. The cheapest option on day one can become the most expensive down the road, inviting litigation that a more deliberate plan could have avoided.
Your relationship with your attorney is a fiduciary one. We have a legal and ethical duty to act in your best interest. This is the core of our profession. A good attorney will be transparent about their fee structure and what it includes. They should articulate the value they provide and explain how their work protects you from future risks. If the conversation feels transactional, like buying a product off a shelf, you are in the wrong place.
Ultimately, you are looking for a counselor—someone who will listen, speak in plain English, and guide your family through an emotional process. The person you choose will be entrusted with the details of your finances, your family, and your hopes for the future. Make your choice with the deliberation that responsibility deserves.
Before you meet with any attorney, take an hour to write down your primary goals. Not in legal terms, but in human terms. “I want to ensure my daughter’s inheritance is protected from her husband in a divorce.” “I need to provide for my son’s care long after I’m gone.” “I want to minimize family conflict.” Presenting these goals will tell you everything you need to know about whether you’ve found the right steward for your legacy.




