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By Michael Vosilla
Senior Associate

Writing your own will in Massachusetts can seem straightforward, but small technical errors can invalidate the document or create disputes after death. Common DIY mistakes include improper witnessing, outdated or missing provisions, and unclear instructions that courts cannot enforce. When these issues surface, families often face delays, added costs, and outcomes the will-maker never intended.

Why DIY Wills Often Fail Under Massachusetts Law

Massachusetts has specific legal requirements for a valid will. While online templates and handwritten documents may look complete, they often overlook rules that probate courts apply strictly. A will that does not meet these standards may be rejected entirely or partially, leaving assets to pass under intestacy laws instead.

Even when a homemade will is accepted, unclear language or missing clauses can create confusion for personal representatives and beneficiaries. That confusion often leads to conflict, court involvement, or unintended distributions.

Improper Witnesses and Execution Errors

One of the most common problems we see involves how the will is signed and witnessed. Massachusetts law requires that a will be signed by the testator in the presence of two competent witnesses, who must also sign.

Common execution errors include:

  • Only one witness signing the will
  • Witnesses not being present at the same time
  • Using beneficiaries or spouses of beneficiaries as witnesses
  • Failing to clearly identify the document as a will

These issues can cast doubt on validity. In some cases, the entire will can be challenged, even if the intent seems obvious. Proper execution helps reduce the risk of objections during probate.

Outdated Clauses That No Longer Match Your Life

Many people write a will once and never revisit it. Over time, major life changes can make key provisions inaccurate or ineffective.

Examples include:

  • Naming a former spouse as a beneficiary or executor
  • Leaving out children born after the will was signed
  • Referring to assets that were sold or retitled
  • Appointing guardians who are no longer appropriate

Massachusetts law has default rules that may apply when a will is outdated, but those rules may not reflect your current wishes. Regular updates help ensure your plan keeps pace with your life.

Missing a Residuary Clause

A residuary clause directs what happens to property not specifically listed in the will. Without it, any assets not named elsewhere may pass under intestacy laws, even if you thought everything was covered.

This mistake is especially common in DIY wills that focus only on significant assets. Over time, new accounts, refunds, personal property, or overlooked items can fall outside the plan. A residuary clause helps prevent partial intestacy and keeps distribution consistent.

Vague or Conflicting Instructions

Clear drafting matters. Courts cannot guess what you meant or fix unclear language after death. DIY wills often include phrases that sound reasonable but create legal uncertainty.

Problematic issues include:

  • Ambiguous beneficiary descriptions
  • Conflicting instructions in different sections
  • Informal notes or handwritten changes
  • Attempting to control assets that pass outside the will

When language is unclear, beneficiaries may disagree on interpretation. That disagreement often leads to litigation, delays, and added expense.

Overlooking Tax and Administrative Consequences

While Massachusetts no longer has a separate inheritance tax, estate tax exposure can still be an issue for larger estates. DIY wills rarely account for how assets are structured, titled, or coordinated with beneficiary designations.

Administrative issues also matter. Naming an executor without backups, failing to grant adequate authority, or ignoring bond requirements can complicate probate. These problems tend to surface when the estate is already under pressure.

Why Working With a Lawyer Makes a Difference

A properly prepared will does more than list beneficiaries. It reflects your goals, complies with Massachusetts law, and anticipates practical issues that arise during probate. We help clients avoid technical errors, clarify intent, and build flexibility into their plans.

Legal guidance also means your will works alongside other estate planning tools, rather than conflicting with them. That coordination reduces uncertainty and helps your plan function as intended.

A Will Should Protect Your Intent, Not Create Questions

A will is meant to provide direction and reduce confusion. When it is drafted without legal guidance, it often does the opposite. We work with individuals and families to create wills that reflect their wishes and hold up under scrutiny.

If you are thinking about writing a will, or if you already have one and are unsure whether it works, we can help you review your options. Reach out to LaFountain & Wollman, P.C. to schedule a consultation and discuss how to put a legally sound plan in place.

About the Author
Attorney Michael Vosilla is LaFountain & Wollman, P.C.’s Senior Associate, who currently resides in Brighton. As an immigration lawyer, Attorney Vosilla has secured green cards and citizenship for countless clients, and he is an active member of the American Immigration Lawyers Association (AILA).