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Estate Planning Issues Facing Business Owners and Entrepreneurs

December 7, 2023 - By: Richard P. Breed, III


In the dynamic world of business ownership, entrepreneurship often intertwines personal aspirations with the pursuit of business success. With the day-to-day demands of starting, building and managing a venture, a business owner is often forced to place their estate planning in the backseat, leaving the owner vulnerable to unforeseen circumstances and potential disputes. However, a well-structured estate plan is not just about planning for an unexpected death or incapacity.

Estate planning goes beyond the mere transfer of assets upon your death. It's about preserving the continuity of your business, mitigating tax implications, providing for the well-being of your loved ones, and ensuring the continued success of your venture. A comprehensive estate plan serves as a roadmap, guiding your business through transitions, safeguarding its future, and preserving the legacy you have worked hard to create.

The Challenges of Estate Planning for Business Owners
Business owners face unique challenges in estate planning due to the complexities of their businesses and their personal ties to their ventures. Some of the common hurdles include:
  • Valuation of Business Interests: Determining the fair market value of a business can be a complex process, requiring specialized expertise and consideration of factors such as financial performance, industry trends, and tangible and intangible assets. But having a good idea of the value of your business is essential in developing your estate plan.
  • Tax Implications of Business Transfers: The transfer of ownership interests in a business, whether by a lifetime sale or at your death, can trigger significant tax liabilities, such as capital gains taxes or estate taxes. Careful planning is essential to minimize these burdens and ensure tax compliance.
  • Key Employee Considerations: The loss of key employees can have a detrimental impact on a business's operations and continuity. An estate plan should address the potential impact of such losses and establish mechanisms for succession or replacement.
  • Succession Planning for Family-Owned Businesses: When family members are involved in a business, estate planning must balance the interests of family members with the needs and sustainability of the business. Finding common ground and creating a harmonious succession plan is crucial, especially where not all of the owner’s children are involved in the business.
  • Estate Liquidity: Ensuring that the estate has sufficient liquid assets to meet its obligations, such as estate taxes, business debts, and other expenses, is essential to avoid financial strain and potential disruptions.
Essential Estate Planning Documents for Business Owners
A comprehensive estate plan for business owners should include several key documents:
  • Will: A will outlines the distribution of your assets, nominates a Personal Representative to administer your estate, and appoints guardians for any minor children. Note that your Will needs to be probated under the jurisdiction of a local Probate Court which is public, often expensive and can take a number of months to conclude.
  • Business Buy-Sell Agreement: This agreement outlines the terms for the sale or transfer of ownership interests in the business upon the death or incapacity of a partner or co-owner. It prevents disputes and ensures the continuation of the business.
  • Trusts: Trusts can be used to hold and manage assets for the benefit of beneficiaries, providing flexibility and control over the disposition of assets. They can be particularly useful for family-owned businesses, ensuring that ownership remains within the family while maintaining professional management. Properly drafted, trusts are not subject to probate and offer an efficient and private way to implement a plan for the smooth transition of the business for your beneficiaries.
  • Durable Power of Attorney: A durable power of attorney designates an individual to act on the business owner's behalf in the event of incapacity. This ensures that the business can continue to operate smoothly in the absence of the owner's direct involvement.
  • Advance Directive: An advance directive, such as a living will or healthcare proxy, allows the business owner to express their wishes regarding medical treatment in case of incapacitation. It provides peace of mind and ensures that their healthcare decisions are respected.
Seek Professional Guidance
Navigating the complexities of estate planning for business owners requires expertise and specialized knowledge. Consulting with qualified professionals, including estate planning attorneys, tax advisors, and business valuation experts, is essential to develop a comprehensive plan that addresses your specific needs and circumstances.

These professionals can guide you through the process, helping you:
  • Understand the legal and tax implications of various estate planning strategies
  • Structure your business interests and ownership arrangements in a tax-efficient manner
  • Draft and execute the necessary legal documents, including wills, trusts, and buy-sell agreements
  • Address the potential impact of key employee transitions
  • Create a succession plan that ensures the continuity and success of your business
  • Coordinate with other professionals involved in your estate planning, such as financial advisors and insurance agents
Estate planning is not just a formality; it's a crucial step in safeguarding your business, protecting your family, and ensuring your legacy. By understanding the importance of estate planning, seeking professional guidance, and implementing a comprehensive plan, you can navigate the complexities of business ownership with confidence and foresight.

Richard P. Breed, III is a partner at Tarlow Breed Hart & Rodgers, P.C. in Boston, Mass. Please connect with Rick at www.linkedin.com/in/rick-breed/