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Estate Planning

Digital Estate Planning: The Gap in an Otherwise Excellent Plan

Most of the estate plans we review are in good shape. The will is current, the trust is funded, the beneficiary designations match the documents, the health care proxy names someone who will actually answer the phone.

Then we ask a simple question — if something happened to you tomorrow, could the person you named get into your email? — and the room goes quiet.

That silence is what digital estate planning is about. It is the least glamorous part of your plan and, increasingly, the part most likely to cause your family real trouble.

What We Mean By “Digital Assets”

The term is broad enough to be unhelpful, so it’s worth breaking into four categories that behave very differently.

Assets with independent monetary value. Cryptocurrency and self-custodied digital holdings, domain names, monetized channels or online storefronts, gaming accounts with resale value, and intellectual property in digital form — manuscripts, photograph libraries, software. All of these have independent monetary value.

Assets with sentimental value only. Twenty years of photographs in iCloud or Google Photos. Text message threads with a parent who has died. Video. Recorded voicemails. These have no dollar value and are frequently the thing families grieve losing most.

Accounts that are keys to everything else. Your primary email address is the single most important digital asset you own, because it is the password-reset destination for your bank, your custodian, your insurer, and your tax preparer. Your password manager and your phone number sit in the same category. None of these have value in themselves; all of them can be used to access valuable assets.

Obligations, not assets. Auto-renewing subscriptions. A business domain that lapses. Cloud storage that stops being paid for and gets purged. Two-factor authentication tied to a phone line a family member “helpfully” cancels three days after the funeral. These are obligations that in many cases should be serviced for a period after a loved one passes.

Digital estate planning means deciding, in advance and in writing, who gets access to each of these, how they will get in, and what you want done with them.

Why This Is Genuinely Hard

It would be reasonable to assume that if your executor has a death certificate and letters of appointment, the rest is paperwork. It isn’t, for three independent reasons.

Federal privacy law was written to keep people out. The Stored Communications Act prohibits providers from disclosing the contents of electronic communications to third parties. It was drafted in 1986 to protect users from snooping, and it makes no exception for a grieving spouse. Separately, the Computer Fraud and Abuse Act makes unauthorized access to a computer system a federal offense. This is why “my wife knows my passwords” is not a plan — it is, at best, an arrangement that works only as long as nobody scrutinizes it.

Terms of service usually say the account is not transferable. You do not own your Apple ID or your Gmail account in the way you own your car. You hold a license, personal to you, that a company’s contract terms may say terminates at death. Custodians have historically leaned on those terms to refuse access even when the estate’s authority was clear.

Most states have the statute that solves this. The Revised Uniform Fiduciary Access to Digital Assets Act (RUFADAA) — a model law giving executors, trustees, conservators, and agents under a power of attorney a defined legal path to digital assets — has been adopted by forty-eight states and the District of Columbia. Massachusetts and Louisiana have not adopted this statute.

The practical consequence is important, so I want to state it plainly: in these states, the authorization language in your own documents is doing more work than it would in almost any other state. Elsewhere, a statute supplies a default when the documents are silent. Here, silence is closer to a dead end.

It’s also worth understanding the hierarchy RUFADAA establishes, because the platforms follow it regardless of what your state has enacted:

  • The first priority goes to an online tool — a legacy contact setting inside the platform itself.
  • The second priority goes to your will, trust, or power of attorney. Only if both are silent do the company’s terms of service control.
  • That ordering surprises people: a legacy contact you designated on your phone in 2023 outranks the will you signed in 2024.
  • Consistency between the two matters.

Four Ways This Goes Wrong

  1. Eleven years of litigation over one email account. John Ajemian, a Massachusetts man, died in a bicycle accident in August 2006 at age 43 without a will. His siblings who were appointed personal representatives of his estate, asked Yahoo for access to the email account he had used as his primary address. Yahoo refused without a court order. The dispute went to the Massachusetts Supreme Judicial Court, which held in October 2017 that the Stored Communications Act does not bar a provider from disclosing contents to personal representatives, who can give lawful consent on the decedent’s behalf. That ruling was a meaningful win — but it did not hand the family the account. Yahoo’s separate argument that its terms of service permitted refusal went back down for further proceedings. Eleven years, an SJC opinion, and the underlying question of can the family read their brother’s email was still not cleanly resolved.
  2. Ninety-seven percent of an estate behind a password nobody had. Matthew Mellon, a banking heir, died suddenly in April 2018 at 54. Roughly $193 million of his estate — about 97% of it — was held in the cryptocurrency XRP. Mellon had been deliberately careful about security: he split holdings across multiple cold wallets, stored credentials in different physical locations, and held some accounts under other people’s names. He had never shared the map with anyone, and his will did not mention digital assets at all. His estate spent years unable to reach the asset that was supposed to pay its taxes and creditors. The security architecture that protected him from hackers protected the assets from his own children.
  3. A court order for a card game. In August 2015, David Bush died of lung cancer in British Columbia. His widow Peggy, then 72, had the passcode to their shared iPad but not his Apple ID password. When she tried to reinstall a card game, she couldn’t. Over two months, her daughter supplied Apple with the device serial numbers, a copy of the will leaving everything to Peggy, and a notarized death certificate — the same documents that had already been sufficient to transfer the house and the car. Apple’s answer was that recovering the password would require a court order. The family only got a different answer after a CBC consumer-affairs program intervened. Note the scale here: this was not a fortune. It was a game on a tablet, and it still required a news organization to resolve.
  4. The ordinary version, which we see most often. A client is hospitalized. The agent under her durable power of attorney has full legal authority over her finances and no ability to use it, because every login attempt triggers a verification code sent to a phone that is in a drawer at the hospital, locked, with a passcode nobody knows. Nothing here involves crypto or litigation. It is just a competent fiduciary, an unambiguous document, and a six-digit code — and the code wins.

Steps You Can Take Now

None of this requires a lawyer, and most of it can be done in a single afternoon.

Build an inventory. List your accounts by category: email, financial, cloud storage, social, subscriptions, business, and anything holding cryptocurrency. You want the account name, the provider, the login identity, and a note on what you want done with it — preserve, transfer, or close. You do not need to write down passwords, and mostly you shouldn’t.

Use a password manager and turn on its emergency access feature. This is the single highest-value step on this list. A reputable password manager becomes one door instead of two hundred, and most offer an emergency or legacy access function that grants a person you designate entry after a waiting period you set. One master credential, stored securely, replaces the inventory of passwords you were about to write on paper.

Solve the two-factor problem explicitly. This is the failure point people miss. Make sure your inventory records where second factors live — which phone number, which authenticator app, where the printed backup codes are. Tell your family, in writing, not to cancel your phone line until your fiduciary says so.

Set your platform legacy tools. These take minutes and, according to the hierarchy above, they carry first priority.

  • Apple: Settings → your name → Sign-In & Security → Legacy Contact. Apple generates an access key; give a copy to your contact and store one with your estate documents. Your contact will also need a death certificate. Note the limits — legacy access is read-only, excludes purchases and stored passwords, and expires roughly three years after Apple approves the request.
  • Google: Inactive Account Manager, at myaccount.google.com/inactive. Choose an inactivity window of 3, 6, 12, or 18 months, name up to ten people, and select exactly which data each receives. It is not available on Google Workspace accounts, so use your personal account.
  • Facebook and Instagram: Settings → Memorialization Settings. Name a legacy contact, or elect deletion. Understand that a legacy contact manages a memorialized profile — they never receive your login or your private messages.

Write a letter of instruction. Separate from your legal documents, unsigned and informal, this is where you say what you want: which photographs matter, whether the Facebook account should be memorialized or deleted, who should be told, what should simply be closed. It carries no legal force, and it is often the most useful page in the file.

Do not put passwords in your will. A will admitted to probate becomes a public record. Credentials belong in a password manager or a sealed document your fiduciary can find — and your will should point to their location, not contain them.

What To Ask Your Estate Planning Attorney to Do

When you next meet with counsel, these are the specific requests worth making. Attorneys who do this work regularly will have language ready; those who don’t will appreciate a client who knows to ask.

Add express digital asset authority to every document, not just the will. Incapacity is the more common scenario, so your durable power of attorney needs this authority as much as your will does. Ask that your will, revocable trust, and durable power of attorney each grant your fiduciary explicit authority to access, control, manage, distribute, copy, and dispose of your digital assets.

Include specific consent to disclosure of electronic communications content. This is the clause that matters most, and it is separate from general digital asset authority. Ask for language expressly consenting, for purposes of the Stored Communications Act, to disclose the content of your electronic communications to your fiduciary. Without it, a provider’s most reliable objection stays intact.

Ask whether a named digital fiduciary makes sense. The person best suited to administer a trust is not always the person you’d want reading twenty years of your email or handling a hardware wallet. Some plans benefit from naming a separate digital executor, or from granting narrower digital authority to a co-fiduciary.

Have the plan drafted to work without RUFADAA — and to keep working if it passes. If you are in Massachusetts or Louisiana, ask counsel to draft on the assumption that no statute will supply the defaults, while tracking RUFADAA’s structure closely enough that the documents fit cleanly if your state adopts it.

Reconcile your documents with your online tool designations. Ask your attorney to note in the file who you have named as legacy contact at Apple, Google, and Meta, and to confirm those designations don’t contradict the documents. Remember that the platform designation wins.

Address business digital assets separately. If you own a business, domain registration, payment processor, hosting, social accounts, and administrative logins are business continuity items, not personal estate items. They belong in the succession plan and in your operating agreement, not only in your will.

Next Steps

The reason to do this is not that your digital life is your most valuable asset. It’s that a plan can be beautifully drafted, fully funded, and perfectly current, and still fail at the moment someone needs to log in. That’s a fixable problem, and it’s much easier to fix now than later.

-SM

Estate Planning Essentials

If you’ve never sat down and mapped out an estate plan — or if it’s been a while since you last looked at yours — you’re not alone.

Estate planning is one of those tasks that’s easy to keep putting off, partly because it can feel complicated, and partly because it means thinking about things we’d rather not think about.

But a good estate plan doesn’t have to be complicated, and it isn’t just for the ultra-wealthy.

It’s simply a way of making sure your wishes are carried out, your loved ones are protected, and the people you trust have clear authority to act on your behalf if you ever can’t act for yourself.

What Is an Estate Plan, and Why Does It Matter?

At its core, an estate plan is a set of legal documents that spells out two things:

  1. who makes decisions on your behalf if you become unable to make them yourself
  2. who receives your property when you pass away

That’s it. Everything else — trusts, tax strategies, beneficiary designations — exists to support those two goals.

Without a plan, state law fills the gap, and state law doesn’t know your family, your wishes, or your relationships. If you die without a will, state intestacy rules decide who inherits your assets, and the outcome may look nothing like what you intended.

If you become incapacitated without the right documents in place, your family may need to petition a court for guardianship just to pay your bills or make medical decisions — a process that costs time, money, and often adds stress at an already difficult moment.

Put simply: an estate plan isn’t about how much you have. It’s about making sure the people you love aren’t left guessing, or worse, fighting, over decisions you could have made in advance.

The Core Documents Everyone Should Have

A complete estate plan generally rests on four foundational documents:

  • Last Will and Testament: Directs how your property is distributed at death and names an executor to settle your affairs. Importantly, a will does not avoid probate — the court process of validating a will and overseeing the distribution of assets.
  • Durable Financial Power of Attorney: Names someone to handle financial matters on your behalf (paying bills, managing accounts, filing taxes) if you’re unable to.
  • Health Care Power of Attorney: Names someone to make medical decisions for you if you can’t communicate your own wishes.
  • Living Will: Documents your preferences for life-sustaining treatment (resuscitation, artificial nutrition, ventilation, etc.) if you’re terminally ill and incapacitated.

These four documents cover the essentials for nearly everyone. A trust is a common — and often valuable — addition, but it’s not a requirement for a complete plan. We’ll get into why you might (or might not) want one next.

What Is a Trust, and Why Consider One?

A trust is a legal arrangement in which one party (the trustee) holds and manages property for the benefit of another (the beneficiary), according to instructions the person creating the trust (the grantor) has laid out.

The most common version — a revocable living trust — is created while you’re alive and can be changed or revoked at any time.

The main appeal of a revocable living trust is that assets held in it bypass probate entirely. That means a faster, more private transfer of assets to your heirs, without the court filings and public record that come with probate.

Trusts can also give you more control — for example, spelling out that a beneficiary receives distributions in stages rather than all at once, which can be valuable if you’re providing for a minor, a beneficiary who struggles with money management, or a blended family with competing interests.

That said, a trust isn’t automatically necessary for everyone. If your goals can be met through straightforward beneficiary designations, joint ownership, and transfer-on-death titling, a trust may add cost and complexity without adding much benefit.

It’s worth weighing your specific situation — family structure, asset types, and privacy or control preferences — before deciding.

For those who do have a need, a few purpose-built trusts come up often, particularly for couples and larger estates:

  • Marital (“A”) and Bypass (“B”) Trusts — Used together by married couples to make full use of both spouses’ estate tax exemptions while still providing for a surviving spouse.
  • Spousal Lifetime Access Trust (SLAT) — Removes assets from one spouse’s taxable estate while still allowing the other spouse access to the trust for support.
  • Irrevocable Life Insurance Trust (ILIT) — Holds a life insurance policy outside your taxable estate, while still providing liquidity to your beneficiaries.
  • Special Needs Trust (SNT) — Provides for a beneficiary with a disability without disqualifying them from means-tested government benefits.

These are more specialized tools, and whether any of them make sense depends on the size of your estate, your family circumstances, and your goals — not something to adopt off a checklist.

Putting It Together: A Snapshot of a Comprehensive Estate Plan

Here’s how the pieces above typically fit together, along with the key people involved in carrying them out:

Source: Moore Financial Advisors

And a few of the people who carry out these documents:

  • Executor — Settles the estate as directed by the will (probate, debts, final taxes, distributions)
  • Trustee — Manages trust assets and carries out the trust’s instructions for beneficiaries
  • Agent (Power of Attorney) — Makes financial and/or medical decisions on your behalf
  • Guardian — Cares for minor children, typically named in the will

A note on terminology: you’ll often see the term Personal Representative used alongside — or in place of — “Executor.”

Personal Representative is the broader, more modern legal term for the person who administers an estate under the court’s supervision; many states, including Massachusetts, now use it as the official title in place of “Executor.”

In everyday conversation, the two terms are generally used interchangeably, and you may see either one depending on which state’s forms or statutes are being referenced.

Seeing it laid out this way helps clarify a point worth repeating: these documents work as a system. A gap in one (say, an outdated will or a trust that was never funded) can undercut the whole plan.

How a Will and a Trust Work Together

If you have both a will and a trust, it’s important to understand how they interact. A trust only avoids probate for assets that have actually been retitled, or “funded,” into it — a trust that owns nothing accomplishes nothing.

Because it’s common for a few assets to be missed along the way, most trust-based plans also include a pour-over will, which directs any assets left in your individual name at death into the trust. Those “poured over” assets still pass through probate, but the pour-over will acts as a safety net to make sure nothing falls outside the plan entirely.

Even with a fully funded trust, you still need a will. Wills handle things a trust doesn’t: naming guardians for minor children, addressing personal property not held in the trust, and serving as the final backstop for anything unaccounted for.

Why Reviewing Beneficiaries Matters

Here’s a detail that surprises many people: beneficiary designations on accounts like retirement plans, life insurance, and annuities override what your will or trust says. If your 401(k) still lists an ex-spouse, or your IRA names your estate instead of a person, that’s what governs — regardless of your other planning documents.

A few things worth checking periodically:

  • Do your named beneficiaries reflect your current wishes and family situation?
  • Have you listed your “estate” as a beneficiary anywhere? (This forces those assets through probate)
  • Are any beneficiaries minors? (Minors generally can’t inherit directly, which can trigger a court-appointed conservatorship)
  • If a trust is named as beneficiary, is that trust still current and appropriate?
  • A quick beneficiary review takes a few minutes and can prevent outcomes no one intended

How Often Should You Update Your Estate Plan?

There’s no fixed schedule that fits everyone, but two categories of events should prompt a review:

  • Life events: marriage, divorce, births, the death of a named executor, trustee, or agent, a move to a new state, or a significant change in your assets.
  • Law changes: federal and state estate tax rules shift periodically. As of 2026, the federal estate and gift tax exemption increased to $15 million per individual ($30 million for married couples) — a change that affects very few households directly. Massachusetts is a different story: the state estate tax exemption remains $2 million per person, and unlike the federal exemption, it is not portable between spouses.

For many Massachusetts homeowners, home equity and retirement accounts alone can approach that threshold — which is exactly the kind of gap a periodic review is meant to catch.

As a general rule of thumb, a full review every three to five years — or immediately after any major life event — is a reasonable cadence.

Why Use an Estate Planning Attorney — and Is It Worth the Cost?

It’s tempting to reach for an online template to save money, and for very simple situations that may work. But an estate planning attorney brings a few things a template can’t:

  • State-specific compliance. Estate law varies significantly by state, and a document valid in one state may not hold up in another
  • Tailored drafting. Your family situation, assets, and goals are unique; a generic template can’t anticipate the details that matter for your plan
  • Coordination. An attorney ensures your will, trust, and powers of attorney work together rather than contradicting each other
  • Accountability. Attorneys carry malpractice coverage and professional responsibility that a downloaded form does not

The cost of hiring an attorney is real, but it’s worth weighing against the alternative: a contested or invalid will, a costly and public probate process, or family conflict that a properly drafted plan could have prevented. For most families, the upfront cost of good legal work is modest compared to what’s at stake.

This is general education, not a recommendation for your specific situation — if you don’t already have a trusted estate planning attorney, we’re glad to make an introduction.

What Role Does a Financial Advisor Play in Estate Planning?

Our role is to work alongside your attorney and tax preparer, not in place of them. In practice, that means:

  • Making sure beneficiary designations on your investment and retirement accounts match your overall estate planning intentions
  • Reviewing how assets are titled (individually, jointly, or in trust) to ensure alignment with your plan
  • Keeping an eye on how life changes or new laws might affect your existing plan, and flagging when it may be time to revisit it with your attorney

We’re not attorneys, and we don’t draft legal documents or give legal advice — but we do help make sure the financial side of your plan supports the legal side.

-RK