Hot Take Thursday: The Greatest Challenge of the Great Wealth Transfer
Welcome to Hot Take Thursday, our weekly series where we ask attorneys at Law Stein Anderson to weigh in on timely legal questions.

The Great Wealth Transfer is often discussed in terms of numbers: how much money will change hands, which generations will receive it, and what the transfer could mean for families and the economy.
But transferring assets from one generation to the next is only one part of the story.
For this week’s Hot Take Thursday, we asked attorneys at Law Stein Anderson to complete the following sentence:
“The biggest challenge families will face during the Great Wealth Transfer isn’t transferring the money—it’s _______.”
Their answers revealed that a successful wealth transfer requires much more than properly executed documents. It also requires preparation, communication, thoughtful administration, and a plan for preserving both the wealth and the relationships surrounding it.
Planning for What May Happen Before the Transfer
Before families can focus on what happens after a loved one dies, they may need to prepare for the years leading up to that eventual transfer.
Kianna C. Parviz identified the biggest challenge as:
“Planning for the years before the transfer, when aging parents may no longer be able to manage their own affairs due to dementia, Alzheimer’s disease, or other forms of incapacity.”
Incapacity planning can determine who will manage financial matters, make healthcare decisions, oversee property, and protect an aging individual’s interests if that person can no longer act independently. Without appropriate planning, families may face difficult decisions, uncertainty, or even conflict long before inherited assets are distributed.
Just as importantly, the plan itself must remain current.
Bryan K. Johnson pointed to the challenge of:
“Making sure aging parents’ plans are actually current!”
Charlotte A. Flanigan expanded on that concern:
“Making sure their estate plans are current and still reflect their wishes, their current family circumstances, and today’s laws.”
An estate plan created years ago may no longer account for changes in assets, relationships, health, family dynamics, or the law. Reviewing the plan periodically can help ensure that it still accomplishes what its creator intends.
Setting Expectations Before Questions Become Conflicts
Families may also struggle when beneficiaries do not know what to expect—or when their expectations differ from the terms of the estate plan.
Desiree F. Rivera described the challenge as:
“Setting beneficiary expectations on what they will receive, when they will receive it, and who will be controlling it—the trustee—to hopefully avoid conflict after death.”
Beneficiaries may assume that assets will be distributed immediately, equally, or without restrictions. In reality, a trust may provide for distributions over time, give a trustee discretion, or treat beneficiaries differently based on the circumstances and wishes of the person who created it.
When families understand the purpose and structure of a plan, there may be less room for surprise, suspicion, and disagreement later.
Preparing the Next Generation to Manage Wealth
Receiving wealth and knowing how to manage it are two very different things.
James C. Man said the greatest challenge will be:
“Preparing the next generation to steward their new wealth wisely.”
Pearl M. Walker similarly emphasized:
“The next generation being ill-prepared for when wealth is eventually transferred to them and not understanding how to properly manage the estate or being provided the tools to do so.”
The next generation may suddenly be responsible for investments, real estate, business interests, trusts, tax obligations, or other assets they have never managed before. Preparing beneficiaries may involve financial education, conversations about family values, introductions to trusted professional advisors, or structures designed to provide guidance and oversight.
The goal is not simply to pass wealth forward, but to give the people receiving it the knowledge and support needed to preserve it.
Turning the Estate Plan into Action
Even a thoughtfully designed plan must eventually be administered.
Monique Nevarez offered a concise but important answer:
“The actual administration of it.”
Trust and estate administration may involve identifying and valuing assets, communicating with beneficiaries, addressing debts and taxes, managing property, following fiduciary duties, and making distributions according to the governing documents.
This work can become especially challenging when the estate is complex, beneficiaries disagree, records are incomplete, or the selected trustee is unprepared for the responsibility. Choosing the right fiduciary and keeping financial and estate planning records organized can make a meaningful difference when the time comes to carry out the plan.
Ensuring Wealth Strengthens the Family
Ultimately, a transfer can affect far more than a family’s finances.
Erin M. Beranek identified the central challenge as:
“Making sure the wealth strengthens the family rather than divides it.”
An inheritance may bring longstanding family dynamics, differing expectations, and unresolved tensions to the surface. When intentions are unclear or beneficiaries feel surprised by a plan, the resulting conflict can damage relationships and diminish the very legacy the transfer was intended to create.
Thoughtful planning cannot guarantee that every disagreement will be avoided. It can, however, provide greater clarity, establish realistic expectations, prepare the people involved, and reduce opportunities for preventable conflict.
The Great Wealth Transfer may be measured in dollars, but its success will be measured by something more: whether families are prepared to manage the years before the transfer, carry out the plan effectively, steward the wealth responsibly, and move forward with their relationships intact.The attorneys at Law Stein Anderson, LLP help individuals and families create and update estate plans designed around their unique circumstances, goals, and concerns.
Attorneys Featured in This Week’s Discussion

Erin M. Beranek, Esq.
SENIOR ASSOCIATE
Erin Beranek represents individuals and families in connection with comprehensive estate planning and trust administration matters.

Charlotte A. Flanigan, Esq.
SENIOR ASSOCIATE
Charlotte Flanigan possesses over 15 years of expertise in estate and income tax planning, probate and trust administration, and business law.

Bryan K. Johnson, Esq.
SENIOR ASSOCIATE
Bryan Johnson specializes in tax law, estates, and trusts. Throughout his career, he has prepared hundreds of estate plans.

James C. Man, Esq.
ASSOCIATE
James Man advises clients on complex estate planning, tax planning, family office representation, business law, and real estate transactions.

Monique Nevarez, Esq.
ASSOCIATE
Monique Nevarez advises clients in the complex areas of tax planning, business formation, and creating a solid estate plan.

Kianna C. Parviz, Esq.
SENIOR ASSOCIATE
Kianna Parviz focuses on trust and estate litigation. She also handles business disputes and defense of personal injury/premises liability claims.

Desiree F. Rivera, Esq.
ASSOCIATE
Desiree Rivera focuses her practice on estate planning, trust administration, and business formation with LLC’s and corporations.

Pearl Walker, Esq.
ASSOCIATE
Pearl Walker’s practice focuses on trust and estate litigation, probate disputes, and civil litigation matters, including personal injury and business-related claims.
