I once sat with a client, a retired shipping executive from Brooklyn, as we finalized his will. He was a man who had spent his life charting courses across oceans. He looked down at the signature line, then looked at me and said, “This document—this is my godspeed to my children. It’s the last map I’ll ever draw for them.”
He understood something fundamental about this work. Estate planning is not about accounting for assets. It is about preparing your family for a journey that begins the moment yours ends. The word “godspeed” itself comes from Middle English, a wish for a safe and prosperous voyage. When you create a will or a trust, you are doing more than transferring property. You are wishing your family a safe passage through a difficult time.
You are either leaving them a clear map and a sturdy vessel, or you are leaving them to navigate a storm without a rudder.
The Plan as a Set of Instructions
An estate plan is the ultimate act of stewardship. It is the final expression of your care for the people you love. When done with intention, it provides clarity and order when your family is grappling with grief. A well-constructed plan—often involving a trust—allows for the seamless transfer of responsibility and assets, bypassing the often lengthy and public process of Surrogate’s Court.
Conversely, a lack of planning is its own kind of farewell—a chaotic one. When a person dies in New York without a will, their estate is considered “intestate.” The law, not their personal wishes, dictates who gets what. The process is public, often slow, and can create deep rifts in a family. Assets are frozen, and a court-appointed administrator must be approved before anything can be done. It is the opposite of a prosperous journey; it is a voyage begun in a legal mire.
The documents we draft are not merely legal instruments. They are instructions. They appoint a captain for the journey—an executor or trustee—and give them the authority and guidance needed to steer the ship. This is how you ensure your legacy is one of peace, not of conflict.
The Fiduciary: Captain of the Voyage
At the heart of every estate plan is a person or institution entrusted to carry out your wishes. This is your fiduciary. In a will, this person is the executor; in a trust, the trustee. Choosing your fiduciary is one of the most critical decisions you will make. This person must be responsible, organized, and absolutely trustworthy. They are bound by a fiduciary duty, the highest standard of care in our legal system, to act solely in the best interests of the estate and its beneficiaries.
Their responsibilities are significant. They must gather assets, pay final debts and taxes, and distribute the remaining property according to your instructions. In New York, their powers are outlined in laws like the Estates, Powers and Trusts Law (EPTL). For instance, EPTL § 11-1.1 grants fiduciaries a broad range of powers to manage estate property, from selling real estate to investing assets. But this legal authority comes with immense personal responsibility.
I often advise clients to think about this choice not in terms of who they love the most, but who is most capable of handling the job. Is your oldest child emotionally equipped to manage the demands while grieving? Does your proposed trustee have the financial acumen to manage a complex portfolio? Naming the right fiduciary is as important as creating the plan itself.
When the Journey Goes Off Course
Even with a will, a family’s journey can be thrown off course. A poorly drafted document, ambiguity in its terms, or a dispute over the decedent’s true intentions can lead to a will contest in Surrogate’s Court. These proceedings are emotionally and financially draining. Family members are pitted against one another, and the estate’s assets are depleted by legal fees.
These contests often arise from a belief that the person who made the will was under “undue influence” or lacked the mental capacity to sign the document. The legal process to prove or disprove such claims is arduous. It involves depositions, document discovery, and court appearances—a painful public airing of private family matters.
This is the storm we work to help our clients avoid. A deliberate and well-documented planning process creates a formidable defense against future challenges. It involves clear communication, precise legal language, and sometimes, medical assessments to confirm capacity. It is about building a vessel that is not just seaworthy, but storm-proof. Your legacy should be a source of comfort, not a cause for a courtroom battle.
Before you consider your plan complete, ask the question my client from Brooklyn answered: “Have I prepared my family for their journey?” If the answer is not a confident “yes,” the first step is to review the people you have chosen as fiduciaries. A confidential legacy planning session is the forum for that assessment.




