The clients I work with on estate planning rarely come in because they’re worried about taxes. They come in because something happened – a friend’s parent died and the family ended up in a years-long fight over the will; a child got married and they realized they have no idea what would happen to their assets if both spouses died in the same accident; a parent started showing signs of cognitive decline and they understood for the first time that incapacity planning is as important as death planning. The trigger is usually a moment of clarity about what could go wrong for the people they love.

I’m Lawrence Israeloff. I’m an estate planning attorney, a CPA, and a Certified Financial Planner™, and I’ve been doing this work for families across Long Island and the New York City metro for over two decades. The first job in any estate planning engagement is to listen carefully – to understand the family, the assets, the worries, and the things the client hasn’t articulated yet. The legal documents come after that conversation, not before.

What estate planning actually covers

The phrase “estate plan” is sometimes used as if it means a will. It doesn’t. A working estate plan is a coordinated set of documents and decisions that address what happens to a person and their assets across several different scenarios:

  • Death. Who receives what, who handles the estate, who takes care of minor children, how taxes get paid, and how disputes get resolved. This is what most people think of as estate planning, and the documents involved are wills and trusts (covered in detail on the Wills & Trusts page).
  • Incapacity. Who makes financial and medical decisions if you can’t make them yourself, and on what basis. This is where durable powers of attorney, health care proxies, and living wills come in. For many families, these documents end up mattering more than the death-related ones because incapacity is more common, often happens earlier, and creates more day-to-day problems for family members trying to help.
  • Asset transfer mechanics. How specific assets (retirement accounts, life insurance, real estate, business interests, joint accounts) actually pass at death. These often pass outside the will entirely, by beneficiary designation, joint ownership, or contractual terms. A plan that gets the will right but ignores beneficiary designations can produce results that look nothing like what the client intended.
  • Tax exposure. Whether the estate will face federal estate tax, New York estate tax, or income tax issues, and what can be done during the client’s lifetime to reduce that exposure. For most families, this isn’t a major concern; for families above the relevant exemptions, it can be the largest single planning issue.
  • Family considerations. How the plan handles second marriages, blended families, children with disabilities, children with substance issues, family members who shouldn’t be trusted with lump sums, beneficiaries living abroad, and the dozens of other situations that don’t fit a template. The legal mechanics here usually involve trust provisions tailored to the specific family – not the trust itself, but what the trust is instructed to do.

The pieces and how they fit together

A typical estate plan for a family with moderate complexity includes several documents that work together:

  • A will that directs the disposition of probate assets, names an executor, and (where applicable) names a guardian for minor children. For some families this is the primary planning document; for others it serves as a backstop to a trust-based plan. (See Wills & Trusts for the longer discussion.)
  • A revocable living trust in situations where probate avoidance, privacy, multi-state real estate, or incapacity planning makes one worth setting up. Not every family needs one, and I tell clients that openly when their situation doesn’t warrant the cost and ongoing administrative work.
  • A durable power of attorney authorizing a trusted person to manage financial affairs if the principal becomes incapacitated. New York’s statutory short form has been updated several times in recent years; older POAs may not be accepted by financial institutions and often need to be updated.
  • A health care proxy naming a person to make medical decisions if the principal can’t, along with a living will stating preferences about end-of-life care. These are about the person’s own care, not about asset transfer, but they’re often the documents the family needs first when a crisis happens.
  • Coordinated beneficiary designations and asset titling so that retirement accounts, life insurance, and joint property pass consistently with the rest of the plan. This is the part of estate planning that’s most often skipped, and the part that most often causes problems when it’s not done. A meticulous will means very little if the IRA names an ex-spouse from twenty years ago.
  • Tax planning components where appropriate – irrevocable trusts (including life insurance trusts and spousal lifetime access trusts), gifting strategies, charitable vehicles, and other tools for families with potential estate tax exposure.

For families with business interests, the plan also coordinates with business succession planning – the question of who will own and run the business after the founder steps back, which is its own substantial topic and often the most complicated part of the estate planning conversation.

Where the CPA and CFP credentials matter here

Estate planning sits at the intersection of three disciplines. The legal side is about what the documents say and whether they hold up. The tax side is about whether the plan minimizes the federal and state taxes that would otherwise reduce what passes to the family. The financial planning side is about how the plan interacts with retirement assets, investment accounts, insurance, and the client’s broader picture during their lifetime.

Most clients have a separate attorney, CPA, and financial advisor who don’t talk to each other. The result is plans where the legal documents look fine in isolation but don’t coordinate with the rest of the picture – beneficiary designations that contradict the will, retirement account distributions that create unexpected income tax bills, charitable strategies that don’t optimize across income tax and estate tax, gifts that use the wrong assets at the wrong time. Bringing the three disciplines together is most of what I do.

A note on how often plans need updating

Plans drafted at one stage of life often don’t fit later stages. Births, deaths, marriages, divorces, moves to a different state, significant changes in assets, the sale or formation of a business, or major changes in tax law all create reasons to revisit a plan. As a general rule, plans should be reviewed every three to five years even if nothing has obviously changed. I see plans regularly where the named guardian for minor children no longer makes sense because the children are now adults, or where the trustee named for a contingent trust has died, or where the estate has grown enough that tax planning is now relevant in a way it wasn’t before.

Long Island, NYC, and the surrounding metro

I work out of Melville, NY and serve families across Long Island, the five boroughs, Westchester, and the broader New York metro. New York’s estate planning landscape has its own particular features – the lower state estate tax exemption with the steep “cliff” provision, the specific procedures of each county’s Surrogate’s Court, the state’s recently-updated power of attorney statute, and a body of trust and estate law distinct from neighboring states. For families with property or family ties in more than one state, the planning gets more complicated and benefits from careful coordination. Useful starting points if you want to read on your own: the American Bar Association’s estate planning resources, the IRS estate tax page, and the National Association of Estate Planners & Councils. None of those replace planning tied to your specific family.

Let's talk

If something has happened recently (a friend’s hard estate situation, a health concern, a child reaching an important age, a change in your assets) that’s typically when this conversation makes sense. The work itself is rarely as complicated as people fear. Most clients come away from a first meeting with a clearer sense of what they actually need and how to get it done. Schedule a consultation and we’ll work through where you are.

Estate Planning Insights

Family focused on long-term financial legacy and wealth transfer planning.Personal Tax PlanningTax NewsWills & Estate PlanningThe 2026 Tax Landscape for HNWIs: Why Your “Sunset” Plans Are Now Permanent
May 26, 2026

The 2026 Tax Landscape for HNWIs: Why Your “Sunset” Plans Are Now Permanent

For the better part of eight years, a single date loomed over nearly every estate planning conversation I had with high-net-worth clients: January 1, 2026. That was the day the…
A family sitting on a sailboat at sunset, representing the financial peace of mind and long-term security provided by a New York irrevocable trust.TrustsWills & Estate PlanningThe Gift of Control: Why Irrevocable Trusts Are Often the Smartest Move
March 3, 2026

The Gift of Control: Why Irrevocable Trusts Are Often the Smartest Move

When we sit down with clients to discuss estate planning, the word "irrevocable" often causes a bit of a stir. It sounds so final – like a door locking behind…
A professional legal and tax consultation meeting between an attorney and business owners to discuss succession planning and estate taxes.Business Tax PlanningWill ProbateWills & Estate PlanningHow to Handle a Business in Probate: What Happens When a Business Owner Dies?
February 11, 2026

How to Handle a Business in Probate: What Happens When a Business Owner Dies?

When a business owner dies, families are often grieving. Yet at the same time, employees still expect paychecks, vendors expect payment, and customers expect services. Unlike a house or a…