My father assured us his will was airtight. When it failed, it turned his passing into a nightmare. How do I make sure it doesn't happen to me?

My father assured us his will was airtight. When it failed, it turned his passing into a nightmare. How do I make sure it doesn't happen to me?


February 17, 2026 | Jane O'Shea

My father assured us his will was airtight. When it failed, it turned his passing into a nightmare. How do I make sure it doesn't happen to me?


The “Will Fail” That Nobody Plans For

Most people think a will only “fails” if it is missing. In real life, a will can exist and still collapse in court, or get partially ignored, because legal requirements were not met.

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What “Failing” Looks Like In Practice

A court can refuse to treat a document as a valid will, or it can throw out key parts after a successful challenge. When that happens, the estate may be handled under intestacy laws, or under an older will if one exists.

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The Execution Trap: Signing It Wrong

A very common failure is improper execution. Many jurisdictions require the will-maker to sign and to use witnesses in a specific way, and mistakes can be fatal.

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Witness Problems That Blow Things Up

If witnesses do not meet requirements, or if they did not actually observe the signing as required, challengers can attack the will’s validity. Even small errors can create leverage for a contest.

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The DIY Will Problem Is Often Boring, Not Dramatic

Most DIY failures are not movie-plot fraud. They are simple formalities that got skipped, misunderstood, or done out of order.

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Capacity: Did The Person Understand What They Signed?

A will can be challenged if the will-maker lacked testamentary capacity at the time of signing. Courts focus on whether the person could understand their property, their family, and what the document does.

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Undue Influence: When Pressure Becomes Control

Undue influence claims argue that someone coerced or overpowered the will-maker’s free choice. These cases often hinge on relationships, timing, dependence, and unusual changes in who benefits.

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Fraud And Forgery Are Real, Just Less Common

Fraud can mean tricking someone into signing something they did not understand, or forging signatures entirely. If proven, courts can invalidate the will.

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Revocation: The “I Tore It Up” Scenario

Wills can also fail because they were revoked, intentionally or accidentally, under the rules of the jurisdiction. People sometimes destroy the original and assume a copy is enough, which can create a legal mess.

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Life Events That Quietly Break Your Plan

Marriage, divorce, births, and deaths can change how a will operates. Some places provide protections for spouses that can override parts of a will, especially if the will was never updated.

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The Omitted Spouse Surprise

Many jurisdictions have “omitted spouse” concepts, where a spouse who married the will-maker after the will was signed may still have rights. Families are often shocked when the document does not control the outcome the way they assumed.

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Spousal “Forced Share” Laws Can Override The Will

Elective share rules exist to prevent a surviving spouse from being fully disinherited. That can mean the will is not “invalid,” but it still cannot do what it says.

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Ambiguous Wording Turns Into Family Conflict

A will can be valid and still spark a fight if it is vague. Unclear gifts, missing contingencies, or conflicting clauses invite litigation and delay.

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When The Will Fails, The State Has A Backup Plan

If there is no valid will, intestate succession laws decide who inherits. That “default” is formula-based and does not care about family dynamics or personal promises.

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Intestacy Usually Prioritizes Close Relatives

Typically, spouses and children are first in line, then parents, then siblings, then more distant relatives. Friends, unmarried partners, and charities can end up with nothing under intestacy rules.

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Not Everything Even Follows The Will

Many assets pass outside the will through contracts or ownership structure. Joint tenancy, beneficiary designations, and payable-on-death accounts can bypass probate and ignore the will’s instructions.

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Beneficiary Designations: The Most Common “Wait, What?”

If your retirement account or life insurance names an old beneficiary, that designation generally controls, even if your will says otherwise. Families often discover this only after death, when the institution follows the contract terms.

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If Nobody Can Inherit, Property Can Go To The State

When there is no valid will and no identifiable heirs, an estate can escheat, meaning property can revert to the government under state law. That is rare, but it is a real outcome.

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Will Contests: The Courtroom Version Of A Family Group Chat

A will contest is a probate proceeding where interested parties challenge validity. Common grounds include improper execution, lack of capacity, undue influence, fraud, or revocation.

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The Burden Of Proof Is Not A Vibe Check

The person contesting the will typically needs evidence, and courts look for records, testimony, and facts that match recognized legal grounds. This is one reason contests can be expensive and slow.

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Probate Delays Turn Grief Into A Cash-Flow Problem

Even with a will, probate is a court-supervised process that can take time. When a will is contested or unclear, families may be stuck paying bills for property and day-to-day life while access to assets is delayed.

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Sometimes “The Money” Is Locked Behind The Paperwork

Real people end up unable to sell a home or access funds quickly because legal authority is required to move estate assets. That pressure can fuel conflict among relatives who are already stressed.

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The 2026 Twist: Digital Convenience, New Failure Points

Remote witnessing and modern execution options can help access, but they increase the importance of following the exact rules where you live. A will that is valid in one place may be defective in another.

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Handwritten “Holographic” Wills Are Not A Universal Fix

Some jurisdictions recognize handwritten wills, and others do not. Even when allowed, they can be easier to challenge because authenticity and clarity become bigger issues.

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One Cheap Add-On That Can Save Time: Self-Proving Affidavits

A self-proving affidavit is designed to help probate courts accept a will without tracking down witnesses to testify later. It can reduce friction for your executor and speed the process in many places.

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What Families Should Do Now, Not “Someday”

Make sure the will is executed exactly as required where you live, and store the original safely so it can be produced for probate. Review beneficiaries on retirement accounts and insurance so they match the plan you think you have.

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The Real Goal Is Not A Perfect Document

The goal is a plan that holds up under stress, grief, and paperwork. A will that is clear, properly executed, and aligned with beneficiary designations is far more likely to protect your family from a legal and financial pile-up.

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The information on MoneyMade.com is intended to support financial literacy and should not be considered tax or legal advice. It is not meant to serve as a forecast, research report, or investment recommendation, nor should it be taken as an offer or solicitation to buy or sell any securities or adopt any particular investment strategy. All financial, tax, and legal decisions should be made with the help of a qualified professional. We do not guarantee the accuracy, timeliness, or outcomes associated with the use of this content.





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