A client sat in my office last week, overlooking Madison Avenue. He’d spent thirty years building a successful manufacturing business from the ground up. We had already structured the trust that would protect his assets and provide for his two children. Now we faced the hardest question—the one that keeps people like him up at night. Who would be the trustee?
He had a short list: his brother, his long-time business partner, and his eldest child. All good people. All people he trusted. But I had to explain that the trust required is of a different order. You trust someone to borrow your car; you appoint a fiduciary to manage your life’s work.
Stewardship. That is the job. It is a role with immense responsibility, governed by strict legal duties. Over my years of practice, I’ve seen that the best trustees—the ones who preserve wealth and family harmony—share a few core characteristics. It’s not about being perfect; it’s about having the right temperament for the task.
The Essential Qualities of a Fiduciary
When I discuss potential trustees with clients, we move beyond vague notions of “responsibility” to specific, observable qualities. The role of a trustee is not passive. It demands active management, difficult decisions, and a steady hand, often over a period of decades.
Competence: This is the most straightforward requirement. Can this person understand and manage the assets in the trust? If the trust holds a portfolio of securities, the trustee needs a working knowledge of investing. If it holds real estate, they need to understand property management. This isn’t about being a financial genius, but about having the judgment to manage assets prudently and to know when to hire experts.
Candor: A trustee has a duty to communicate with the beneficiaries. This means providing regular accountings and being transparent about decisions, fees, and performance. I’ve seen more family disputes arise from poor communication than from poor investment returns. A good trustee doesn’t hide from difficult conversations; they initiate them. They can explain complex financial topics in plain English and are willing to answer tough questions.
Commitment: A trust for a young child could last for half a century. Is the person you’re considering willing and able to serve for the long haul? Naming a trustee who is the same age as you might seem logical, but their ability or willingness to serve could wane over time. This role is a marathon. It requires a deep, personal commitment to see your legacy through.
Character: This is the foundation. Character is the ability to say “no” to a beneficiary who wants an advance on their inheritance to fund a speculative business venture. It’s the integrity to treat all beneficiaries with impartiality, even if you have a closer personal relationship with one. It is the discipline to act solely in the beneficiaries’ best interests, even when it’s inconvenient or unpopular.
The Law Demands More Than Good Intentions
These qualities are not just a wish list; they are rooted in New York law. A trustee’s duties are not merely moral—they are legally enforceable. If a trustee fails to act appropriately, they can be held personally liable for any losses and can be brought before the Surrogate’s Court to answer for their actions.
The duty of care, for example, is codified. New York’s Prudent Investor Act, found in EPTL § 11-2.3, sets a clear standard. It requires a trustee to “exercise reasonable care, skill and caution to make and implement investment and management decisions as a prudent investor would.” The statute explicitly states that a trustee must consider the trust’s overall portfolio and the specific needs of the beneficiaries.
This law transforms “competence” from a personality trait into a legal benchmark. A well-meaning but financially unsophisticated family member who mismanages a trust’s assets cannot simply apologize. They have breached a fiduciary duty. This is why the selection process is so critical. You are choosing someone to operate under a strict legal framework.
The Individual vs. The Institution
This conversation often leads to another question: should the trustee be a person or an institution? A family member or a corporate trustee, like a bank’s trust department?
There is no single right answer. A family member—a sibling, an adult child—often brings a deep understanding of the family dynamics and a personal commitment that an institution cannot match. They know the beneficiaries. They understand your values. The downside is that they may lack financial competence or find it difficult to remain impartial when family conflicts arise.
A corporate trustee, on the other hand, offers professional competence, regulatory oversight, and absolute impartiality. They will not get emotional or take sides in a family argument. However, they charge fees for their services, and some families feel their approach can be impersonal. In some cases, a hybrid approach—appointing an individual and an institution as co-trustees—can provide the right balance of personal insight and professional management.
Choosing a trustee is one of the most consequential decisions in estate planning. It is the moment your plan moves from paper to practice. The person you choose will become the custodian of your legacy.
Before you write a name into your trust document, the first step is to draft a “job description” for your ideal trustee. We often guide clients through this process, defining the skills, temperament, and commitment required to steward their legacy. If you would like to begin outlining this profile for your own family, you can schedule an initial consultation with our firm.





