Insight

Issues Small Business Owners Need to Address When Implementing an Estate Plan

Why estate planning is essential for small business owners – and how to get started

Anthony J. Enea

Anthony J. Enea

August 28, 2023 12:50 PM

On a day-to-day basis small business owners are faced with a myriad of complex issues running the gamut from the revenue, costs and expenses associated with running the business, employee issues and profitability. These issues often become magnified when the owner(s) of the business is faced with the reality of an illness and/or their mortality; and the issue of what will become of the business they poured their heart and soul into upon their demise.

For starters, one of the most difficult issues is determining a realistic fair market value for the business, especially if the principal owner of the business becomes incapacitated or has passed away. In my experience the business owner is generally not the best person to value their business. They either overvalue the business or believe the business’s value will be significantly diminished upon their death. Thus, having the business appraised by a certified appraiser is usually the best and most accurate choice.

The value of the business is critical in determining the total value of one’s estate for estate tax purposes and is also an important factor with respect to the beneficiaries who will inherit the entire business and/or the owner’s interest in the business. It is not unusual for a business owner to have a child or two working in their business and also have children not working in their business. Thus, creating an estate plan that is fair to all involved will hinge upon an accurate valuation of the business.

Furthermore, if the business has multiple owners and/or shareholders or partners (depending on the type of business), strong consideration should be given to having a shareholder’s agreement, partnership agreement and/or a buy-sell agreement in place, which delineates exactly what will happen to each owner’s interests upon their disability and/or death. Not having an agreement that spells out the terms of any buy out or spells out a way of valuing the business can have dire consequences. The small business owners who would be happy with becoming a partner with the spouse and/or children of their disabled and/or deceased partner are few and far between.

The type of entity created for the business will also play an important role for tax planning purposes. Is it a “C” corporation or have they elected “S” corporation status for tax purposes; or is it a Limited Liability Company or Partnership. An “S” corporation has special requirements that need to be met to maintain “S” corporation status. These requirements typically limit how and to whom the “S” corporation’s stock can be transferred. Additionally, only specific Trust entities can hold “S” corporation stock. Thus, if the business is an “S” corporation, whether or not to leave the “S” corporation stock outright to one’s beneficiaries or in trust will be an important issue to be addressed.

An issue that is also not given significant consideration is who will be responsible for managing the business while the owner is disabled or upon the owner’s death. All too often, one’s spouse is named as the Executor of a Last Will and/or Trustee of a Trust that will own the small business. However, is the spouse the most capable person of managing the business until is to be sold and/or distributed to the beneficiaries? For example, would it be wiser to have both the spouse and the child(ren) who are working in the business as co-executors and/or co-trustees? Additionally, key employee(s) of the business may be worthy of consideration as an Executor and/or Trustee. The role of trustee can be split among individuals based on whether the assets are business and non-business assets. As for an Executor, you could have Co-Executors, but, the role can’t be divided based on the nature of the assets.

Finally, a lot of the above stated will be moot if the owner of the small business has not executed a Last Will and Testament and/or transferred their small business interest to a Trust during their lifetime. Without an estate plan, the small business owner would die “intestate,” thus, not having any say in who is appointed as the administrator of their estate and who will receive the business, as it would pass to their surviving heirs based on the laws of intestacy. Failure to plan creates the possibility that the business will go to individuals they didn’t want to receive it and it being managed by persons they didn’t select.

In conclusion, if one has a small business, putting in place an estate plan that addresses the above issues (and others) that are unique to the business is imperative. The assistance of experienced counsel is invaluable.

____________________________________

* Anthony J. Enea is a member of Enea, Scanlan and Sirignano, LLP of White Plains, New York. He focuses his practice on Wills, Trusts, Estates and Elder Law. Anthony is the Past Chair of the Elder Law and Special Needs Section of the New York State Bar Association (NYSBA), and is the past Chair of the 50+ Section of the NYSBA. He is a Past President and Founding member of the New York Chapter of the National Academy of Elder Law Attorneys (NAELA). Anthony is also the Immediate Past President of the Westchester County Bar Foundation and a Past President of the Westchester County Bar Association. He can be reached at 914-200-1256 or at www.esslawfirm.com

Trending Articles

Introducing the 2026 Best Lawyers Awards in Australia, Japan, New Zealand and Singapore


by Jennifer Verta

This year’s awards reflect the strength of the Best Lawyers network and its role in elevating legal talent worldwide.

2026 Best Lawyers Awards in Australia, Japan, New Zealand and Singapore

Discover The Best Lawyers in Spain 2025 Edition


by Jennifer Verta

Highlighting Spain’s leading legal professionals and rising talents.

Flags of Spain, representing Best Lawyers country

Unveiling the 2025 Best Lawyers Editions in Brazil, Mexico, Portugal and South Africa


by Jennifer Verta

Best Lawyers celebrates the finest in law, reaffirming its commitment to the global legal community.

Flags of Brazil, Mexico, Portugal and South Africa, representing Best Lawyers countries

How to Increase Your Online Visibility With a Legal Directory Profile


by Jennifer Verta

Maximize your firm’s reach with a legal directory profile.

Image of a legal directory profile

Paramount Hit With NY Class Action Lawsuit Over Mass Layoffs


by Gregory Sirico

Paramount Global faces a class action lawsuit for allegedly violating New York's WARN Act after laying off 300+ employees without proper notice in September.

Animated man in suit being erased with Paramount logo in background

The Future of Family Law: 3 Top Trends Driving the Field


by Gregory Sirico

How technology, mental health awareness and alternative dispute resolution are transforming family law to better support evolving family dynamics.

Animated child looking at staircase to beach scene

Effective Communication: A Conversation with Jefferson Fisher


by Jamilla Tabbara

The power of effective communication beyond the law.

 Image of Jefferson Fisher and Phillip Greer engaged in a conversation about effective communication

The 2025 Legal Outlook Survey Results Are In


by Jennifer Verta

Discover what Best Lawyers honorees see ahead for the legal industry.

Person standing at a crossroads with multiple intersecting paths and a signpost.

Safe Drinking Water Is the Law, First Nations Tell Canada in $1.1B Class Action


by Gregory Sirico

Canada's argument that it has "no legal obligation" to provide First Nations with clean drinking water has sparked a major human rights debate.

Individual drinking water in front of window

The Best Lawyers Network: Global Recognition with Long-term Value


by Jamilla Tabbara

Learn how Best Lawyers' peer-review process helps recognized lawyers attract more clients and referral opportunities.

Lawyers networking

New Mass. Child Custody Bills Could Transform US Family Law


by Gregory Sirico

How new shared-parenting child custody bills may reshape family law in the state and set a national precedent.

Two children in a field holding hands with parents

Jefferson Fisher: The Secrets to Influential Legal Marketing


by Jennifer Verta

How lawyers can apply Jefferson Fisher’s communication and marketing strategies to build trust, attract clients and grow their practice.

Portrait of Jefferson Fisher a legal marketing expert

Finding the Right Divorce Attorney


by Best Lawyers

Divorce proceedings are inherently a complex legal undertaking. Hiring the right divorce attorney can make all the difference in the outcome of any case.

Person at a computer holding a phone and pen

The Future of Canadian Law. Insights from Best Lawyers: Ones to Watch Honorees


by Jennifer Verta

Emerging leaders in Canada share their perspectives on the challenges and opportunities shaping the future of Canadian law

Digital eye with futuristic overlays, symbolizing legal innovation and technology

New Texas Law Opens Door for Non-Lawyers to Practice


by Gregory Sirico

Texas is at a critical turning point in addressing longstanding legal challenges. Could licensing paralegals to provide legal services to low-income and rural communities close the justice gap?

Animated figures walk up a steep hill with hand

Family Law Wrestles With Ethics as It Embraces Technology


by Michele M. Jochner

Generative AI is revolutionizing family law with far-reaching implications for the practice area.

Microchip above animated head with eyes closed