A family from Brooklyn calls my office. Their mother, a retired teacher, has just been moved into a skilled nursing facility after a fall. Along with their grief and worry, they received their first bill—upwards of $16,000 for the month. Her modest savings, which she hoped to pass on to her grandchildren, will be gone in less than a year. They show me her will, meticulously drafted twenty years ago. The problem is, a will does nothing for you while you are alive. This is the reality where elder law begins.
For decades, I’ve worked with New Yorkers to build estate plans. But a complete plan is not just about distributing assets after death. It’s about stewardship—managing your resources and your well-being during a long life that may include illness or incapacity. Elder law addresses these contingencies directly.
The Financial Realities of Long-Term Care
The single greatest financial risk for many older New Yorkers is the cost of long-term care. A simple will or even a basic revocable trust offers no protection. When a client’s assets are exposed, they are expected to pay for their own care until their resources are depleted to a near-poverty level. Only then will Medicaid step in.
This is why we plan. Proactive Medicaid planning is not about hiding money. It is about legally and ethically restructuring assets—often years in advance—to preserve a family’s legacy while ensuring eligibility for benefits if they are ever needed. For many, this involves transferring assets into a carefully constructed Irrevocable Trust. This vehicle allows the assets to be managed by a chosen trustee for the benefit of family members, while removing them from the parent’s direct ownership for Medicaid purposes.
The key is timing. New York has a five-year “look-back” period for asset transfers. Any gifts or transfers made within five years of a Medicaid application can trigger a penalty period, delaying eligibility. Planning ahead is not just prudent; it is a fundamental act of financial stewardship for the next generation.
Preserving Autonomy When You Cannot Speak for Yourself
The second pillar of elder law addresses a different kind of risk—the loss of capacity. What happens if you can no longer make financial or medical decisions for yourself? Without a plan, the answer is a court proceeding.
A prudent plan must include two critical documents: a Durable Power of Attorney for finances and a Health Care Proxy for medical decisions. In these, you name an agent—a person you trust—to act on your behalf. This is a private, deliberate decision you make when you are of sound mind. It keeps your family out of court and your personal affairs out of the public record.
The alternative is a guardianship proceeding under Article 81 of New York’s Mental Hygiene Law. If you become incapacitated without these documents in place, your family must petition a court to have a guardian appointed. This process can be slow, expensive, and deeply stressful. The court, not your family, will ultimately decide who manages your affairs, and that person—whether a family member or a court-appointed stranger—has a fiduciary duty to report back to the court. It is a total loss of privacy and autonomy that is almost always avoidable.
A Plan for Life, Not Just for Death
A traditional estate plan asks, “What happens to my assets when I’m gone?” An elder law plan asks, “How can my assets support my well-being for the rest of my life, and what will be left to pass on?” The two are not separate; they are deeply intertwined.
We work to integrate these concerns. We might use trust structures that protect assets from long-term care costs while also ensuring they pass to beneficiaries without the delay of probate court. We discuss the choice of a trustee not just for their financial sense, but for their ability to manage assets for an aging parent with integrity and compassion.
This isn’t about finding loopholes. It’s about using the established legal framework to create a deliberate plan for the final chapters of life. It’s about ensuring your resources are used for your care, as you see fit, and that your life’s work is preserved for the people you love. Stewardship. That is the goal.
If your planning has focused only on your will, you may be overlooking the most significant financial and personal risks you face. A foundational first step is to inventory your assets and measure them against the potential costs of long-term care. Our firm can guide you through this assessment to determine what parts of your legacy are currently exposed.




