The Most Important PEOPLE in Your Estate Plan: Are You Choosing the Right Ones?
By Legacy Gurus ·
Choosing the wrong trustee, executor, or power of attorney agent can create delays, disagreements, and unnecessary expenses for your family. Legacy Gurus® explains why choosing the right people is one of the most important estate planning decisions for Massachusetts and New Hampshire families.
The Most Important PEOPLE in Your Estate Plan: Are You Choosing the Right Ones?
Estate Planning in Massachusetts and New Hampshire | Legacy Gurus®
You can have a beautifully written estate plan. You can have a trust that explains exactly who should inherit your property, when they should receive it, and how it should be protected.
But what happens when the person you put in charge refuses to do anything?
Or when the two people you named to work together can't agree on a single decision?
Your estate plan is only as effective as the people responsible for carrying it out.
At Legacy Gurus®, we see this problem far too often. Families come to us with estate planning documents that may look perfectly reasonable on paper, but the people named to carry out those plans are unwilling, unprepared, or simply unable to work together.
And unfortunately, these problems often surface at the worst possible time: after someone has died or become incapacitated.
For families in Massachusetts and New Hampshire, choosing the right trustee, personal representative, power of attorney agent, and other decision-makers can be just as important as deciding who inherits your assets.
When the Estate Plan Looks Good on Paper but Falls Apart in Real Life
Imagine a mother with three adult children.
She loves them equally. She doesn't want anyone to feel excluded, so when she creates her estate plan, she names all three children as co-trustees. It seems fair, right? After all, they're family. Surely they can work together.
But after Mom passes away, reality looks a little different. We see this far too often.
One child wants to sell the family home immediately. Another wants to keep it in the family. The third doesn't respond to emails, return phone calls, or sign the documents needed to move forward. Months pass. The property still has expenses. Bills continue arriving. The beneficiaries become increasingly frustrated. And what started as Mom's thoughtful attempt to treat everyone equally has turned into a family conflict.
The problem wasn't necessarily who inherited the property. It was who Mom chose to manage it and carry out her wishes.
This is a hypothetical example, but the underlying problems are ones we regularly encounter in estate and trust administration.
Being a Good Son, Daughter, or Friend Doesn't Automatically Make Someone a Good Trustee
One of the biggest mistakes people make when creating an estate plan is choosing decision-makers based on their relationship rather than their ability to do the job.
We hear things like:
- "He's my oldest child, so I figured he should be in charge."
- "I named all three kids because I didn't want anyone feeling left out."
- "She's my best friend. I know she'll do the right thing."
- "My brother is great with money, so I made him trustee."
These are understandable reasons.
But being trustworthy and being capable of administering a trust are not necessarily the same thing. A trustee may need to manage investments, communicate with beneficiaries, coordinate with accountants and attorneys, handle real estate, maintain records, make distributions, and understand complicated legal responsibilities. Some people are wonderful family members but terrible administrators. Others are capable of handling the work but simply don't want the responsibility. And some people have difficulty making decisions, managing conflict, or responding to requests.
An estate plan shouldn't assume someone will become organized, cooperative, or financially responsible simply because you've given them a legal title.
The Trustee Who Does Absolutely Nothing
Here's another situation we see. A parent creates a trust and names an adult child as successor trustee. After the parent's death, the child takes over.
Except nothing happens.
The trustee doesn't communicate with beneficiaries. Assets aren't distributed. Questions go unanswered. Nobody knows what's happening with the money. Sometimes the trustee is overwhelmed. Sometimes they don't understand their responsibilities. And sometimes they simply don't want to deal with it.
Meanwhile, the beneficiaries are left wondering why the estate plan their parent carefully created isn't working. In both Massachusetts and New Hampshire, trustees have legal responsibilities. Their duties depend on applicable law and the trust's terms, but serving as trustee is not simply an honorary position.
When a trustee fails to act, beneficiaries may need legal assistance to enforce their rights or seek the trustee's removal. That can mean additional expense, delays, and unnecessary family conflict.
All because nobody stopped to ask one simple question during the planning process:
"Is this person actually willing and able to do this job?"
Why Naming Everyone Together Isn't Always Fair
We understand why parents want to name all their children as co-trustees or co-personal representatives. They want to be fair. They don't want to create resentment. They want everyone to feel equally important. But equal authority doesn't necessarily produce equal harmony.
Consider two siblings who have disagreed about money for their entire adult lives.
Now imagine requiring them to make important financial decisions together while grieving the loss of a parent.
Or consider siblings living in different states, with different schedules, financial circumstances, and opinions about what should happen to the family home.
Naming them together may introduce conflict rather than prevent it. Depending on the governing documents and applicable law, co-fiduciaries may need to coordinate decisions, obtain approvals, or act together. When they can't cooperate, the administration can become difficult or even stalled.
Fairness doesn't mean everyone needs the same job, or that everyone needs a job.
Sometimes the fairest estate plan is one that gives everyone the intended inheritance while assigning administrative responsibilities to the person best suited to handle them.
DIY Estate Planning Doesn't Ask the Questions That Matter Most
This is where do-it-yourself estate planning and fill-in-the-blank documents can create serious problems.
An online estate planning program might ask:
"Who would you like to name as trustee?"
You enter your daughter's name.
Next question.
"Who would you like to name as alternate trustee?"
You enter your son's name.
Done.
But here's what that questionnaire may never ask:
Does your daughter actually want to serve as trustee?
Does she have the time and organizational skills to administer a trust?
Does she understand the responsibility she's accepting?
Will she be able to make difficult decisions when beneficiaries disagree?
Does she have a history of conflict with the people who will inherit?
What happens if she refuses to act?
What happens if the people you've named together can't cooperate?
And who has the authority to replace someone who isn't doing the job?
These are not minor details. They're the kinds of questions that can determine whether your estate plan works smoothly or leaves your family with years of unnecessary problems.
A form can collect names. Thoughtful estate planning evaluates whether those names make sense.
To be clear, not every DIY estate plan fails, and hiring an attorney cannot guarantee that family members will cooperate. But personalized legal planning creates an opportunity to identify potential problems before they become real ones.
The Four Important Roles You Need to Think About
When creating an estate plan in Massachusetts or New Hampshire, there are several important people you may need to choose.
1. Your Trustee or Successor Trustee
This person manages assets held in your trust according to its terms.
Depending on your plan, they may need to step in if you become incapacitated or after your death.
Your trustee should be someone who is responsible, organized, willing to communicate, and capable of making decisions.
2. Your Personal Representative (Executor)
Your personal representative is responsible for administering your probate estate.
That may include gathering assets, addressing debts and expenses, handling required filings, and distributing property.
This is a job that requires follow-through, not just good intentions.
3. Your Financial Power of Attorney Agent
This is the person who may handle financial and legal matters for you while you're alive, within the authority granted by your power of attorney.
They may need to deal with banks, financial institutions, bills, and other important transactions.
You want someone who will act responsibly, respect your wishes, and actually be available when needed.
4. Your Health Care Decision-Maker
In Massachusetts, this person is generally appointed through a Health Care Proxy. New Hampshire uses an advance directive framework that can include a durable power of attorney for health care.
This person may need to make difficult medical decisions when you cannot communicate or make those decisions yourself.
You need someone who understands your values and can advocate for your wishes, even under emotional pressure.
Five Questions to Ask Before Choosing Someone for Your Estate Plan
Before naming someone in an important role, consider:
1. Will this person actually do the job?
Not everyone wants the responsibility, even if they love you.
2. Can this person make difficult decisions?
Estate and trust administration often requires decisions that won't make everyone happy.
3. Can this person communicate effectively?
Silence and poor communication can create unnecessary suspicion and conflict among beneficiaries.
4. Can this person work with the other people involved?
If you're naming co-trustees or co-personal representatives, consider their history and whether they can realistically cooperate.
5. What happens if this person can't or won't serve?
Your estate plan should address successor appointments and appropriate mechanisms for replacing decision-makers when necessary.
Estate Planning Is About More Than Documents
At Legacy Gurus®, we believe estate planning should be about protecting people, not simply producing paperwork.
That means looking beyond who receives your money or property.
It means considering the relationships, personalities, responsibilities, and practical realities that will determine whether your wishes are actually carried out.
Sometimes that means recommending one trustee instead of three.
Sometimes it means considering an independent or professional trustee.
Sometimes it means building additional safeguards into a trust to address potential disagreements, incapacity, or a trustee who isn't fulfilling their responsibilities.
And sometimes it means having an uncomfortable conversation today to prevent a much more expensive and painful conflict tomorrow.
The goal isn't to give everyone a title. The goal is to create a plan that actually works.
Estate Planning for Massachusetts and New Hampshire Families
If you're creating or updating a will, revocable living trust, or comprehensive estate plan in Massachusetts or New Hampshire, don't overlook the people you've named.
Whether you're using an online estate planning service, updating an older trust, or starting from scratch, take the time to evaluate your choices.
Ask yourself whether the people you've selected are truly the best people for the responsibilities you're giving them.
Because when the time comes for your estate plan to work, the people you choose can make all the difference.
Ready to Create an Estate Plan That Actually Works?
At Legacy Gurus®, we help individuals and families throughout Massachusetts and New Hampshire create thoughtful, personalized estate plans designed to protect their assets, their wishes, and the people they love.
We don't believe estate planning should be a fill-in-the-blank exercise.
We believe it should start with understanding your family, your goals, and the real-world challenges your loved ones may face.
Schedule a consultation with Legacy Gurus® to discuss your estate planning goals and make sure you've chosen the right people for the right responsibilities.
Visit LegacyGurus.com to get started.
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Frequently Asked Questions
Can I name more than one trustee in Massachusetts or New Hampshire?
Yes. You can generally name co-trustees, but it's important to understand how they will make decisions, what happens if they disagree, and whether the trust permits independent or majority action.
What happens if a trustee refuses to do anything?
Depending on the circumstances, beneficiaries or other authorized parties may have legal options to obtain information, compel action, or seek removal of the trustee. The available remedies depend on state law and the trust document.
Should I name all my children as co-trustees to be fair?
Not necessarily. Equal inheritance and equal administrative authority are two different things. Consider each child's capabilities, availability, willingness, and ability to cooperate.
Is DIY estate planning legally valid in Massachusetts or New Hampshire?
DIY estate planning documents can be valid if they satisfy applicable legal requirements. However, legal validity does not necessarily mean the documents are appropriate for your family or adequately address potential conflicts and administration issues.
Can I change the trustee named in my estate plan?
Often, yes, while you're alive and have the legal capacity and authority to amend your revocable trust. Changes to irrevocable trusts or after incapacity or death may involve additional requirements.
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*Disclaimer: This article is for general educational purposes and does not constitute legal advice. Estate planning requirements vary based on individual circumstances, the governing documents, and applicable state law. Reading this article does not create an attorney-client relationship with Legacy Gurus®.*
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