In an era defined by digital convenience and instant gratification, the temptation to use online services or generic forms for essential tasks like estate planning is understandable. Why pay for an attorney when a seemingly effective “Do-It-Yourself” (DIY) solution is just a click away?
The truth is that estate planning is not a commodity. It is a critical legal necessity.
When people choose to utilize generic forms and software to manage complex assets and family dynamics, it creates significant legal vulnerabilities. The initial savings gained from a DIY Estate Planning setup are almost always eclipsed by the expense and stress of fixing the mistakes later.
At Tiveron Law, we regularly encounter families grappling with the fallout from self-drafted documents or one-size-fits all estate planning software. Here are the four of the biggest problems we see with DIY estate planning across New York State.

1. Major Issues with New York State Compliance
New York State has some of the most strict and unforgiving legal requirements for formally creating a Will. The law is not concerned with good intentions; it demands strict compliance with a specific procedure. All-too-often, we see DIY Solutions miss a critical step, or overlook New York-specific guidelines, causing huge issues down the line.
- The Problem: DIY Wills are often invalidated because they fail to follow the specific execution ceremony mandated by EPTL § 3-2.1. This includes using the correct number of witnesses, ensuring they are “disinterested” (not inheriting), and following the precise order of signing.
- The Result: If a Will is improperly executed, the Surrogate’s Court will reject it. Your estate is then treated as if you died without a Will (intestate), and New York State law, not your specific instructions, will dictate who inherits your property.
2. Ignoring the Non-Probate Asset Gap
A fundamental misunderstanding of asset control plagues most DIY estate planning programs. Many people assume their Will controls everything they own. This is false.
- The Problem: Your Last Will and Testament only governs assets held solely in your name (Probate Assets). Crucial assets like your 401(k)s, IRAs, annuities, and life insurance policies are governed by contractual beneficiary designations.
- The Result: Even the most perfectly drafted Will could be completely undermined if you neglect to update the specific beneficiary forms on a retirement account from two decades ago. The designated beneficiary gets the asset, bypassing the Will entirely. A thorough attorney will ensure all these legal documents are perfectly aligned.

3. Creating an Unnecessary Medicaid Crisis
For older adults, particularly those facing the prospect of long-term care, generic estate plans can be a huge issue. Many DIY forms recommend simple “I leave everything to my spouse” provisions, that can leave assets seizable by climbing medical care bills.
- The Problem: If the surviving spouse requires nursing home care, receiving a large inheritance outright can render them ineligible for Medicaid. The inheritance must be “spent down” entirely on medical expenses before government benefits can cover the cost of care.
- The Result: The very assets you intended to protect for your family are instead consumed by nursing home bills. However, real attorneys will utilize sophisticated tools like Supplemental Needs Trusts to protect a spouse’s eligibility while preserving assets.
4. Vague Language Invites Costly Lawsuits
Legal documents must be precise. Words like “issue,” “per stirpes,” and “fiduciary” have established definitions that prevent misinterpretation. DIY documents often rely on common, but legally ambiguous, terms that can render your DIY estate plan useless.
- The Problem: Using simple, everyday terms like “my family” or “my children” can create ambiguity when dealing with step-children, adopted children, or complex family relationships.
- The Result: Ambiguity forces your family into a “Construction Proceeding” in Surrogate’s Court. Your heirs can be forced to spend significant time and money on litigation just asking a judge to interpret what you “meant.” The legal fees and emotional toll of the ensuing family conflict can be immense.

Do Not Trade Security for Convenience
Estate planning is an investment in your family’s future security. Attempting to save money now often results in far greater costs, both financially and emotionally, for your loved ones down the road.
Tiveron Law offers the legal expertise necessary to navigate the specific demands of New York Estate Law, ensuring a resilient plan is crafted for your unique assets and family structure.
Contact Tiveron Law today to protect your personal legacy.