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Business Succession Planning: 5 Strategies to Secure Your Legacy and Minimize Taxes

Business Succession Planning: 5 Strategies to Secure Your Legacy and Minimize Taxes

Ken Botwinick, CPA | 03/20/2025

Planning for your business’s future is crucial to protecting your legacy and ensuring a smooth transition when the time comes. Whether you’re preparing for retirement, stepping back from day-to-day operations, or creating a contingency plan, having a clear succession strategy can help preserve your company’s success.

Here are five business succession options and their tax implications to consider.

1. Transferring Ownership to Family: Sale or Gift

Many business owners prefer to keep their companies within the family by transferring ownership to children, siblings, or other relatives. This transition can happen through direct gifting, selling the business, or a combination of both.

Tax Considerations:

  • Gift Tax: If you gift the business or sell it below fair market value, you may trigger the federal gift tax. The annual gift tax exclusion (currently $19,000 per recipient) can help minimize immediate tax burdens. Additionally, the lifetime gift tax exemption allows larger transfers without incurring tax.
  • Estate Planning: If the owner passes away before completing the transfer, estate taxes could apply. Strategic planning, such as using trusts, can help minimize these liabilities.
  • Capital Gains Tax: If you sell the business to a family member, capital gains tax applies to the difference between the sale price and your original investment.

2. Transferring Ownership Through a Trust

Setting up a trust—such as a grantor-retained annuity trust (GRAT) or an irrevocable trust—can help keep ownership within the family while managing tax exposure.

Tax Considerations:

  • Estate & Gift Tax Advantages: Trusts can help transfer assets with minimal tax consequences, allowing beneficiaries to inherit the business with reduced estate taxes.
  • Legal Complexity: Trusts involve strict legal and tax regulations, making professional guidance essential for compliance and optimization.

3. Selling to Employees or Management

Selling the business to a group of key employees or senior managers ensures continuity and maintains your company’s culture. However, buyers may not always have the necessary funds for an upfront purchase.

Tax Considerations:

  • Owner Financing: Many sellers offer installment plans, creating ongoing income but also generating interest that is taxed.
  • Deferred Payments: Structuring payments over several years can help spread out capital gains tax liability and potentially lower the overall tax burden.

4. Establishing an Employee Stock Ownership Plan (ESOP)

An Employee Stock Ownership Plan (ESOP) is a retirement plan that allows employees to acquire shares in the business, creating a sense of ownership while offering tax advantages.

Tax Considerations:

  • Owner Tax Deferral: Business owners selling to an ESOP may defer capital gains taxes if structured properly (especially for C corporations).
  • Corporate Tax Deductions: Contributions to the ESOP are tax-deductible, reducing the company’s taxable income.

5. Selling to an External Buyer

If transferring ownership to family or employees isn’t an option, you may choose to sell to a competitor, private investor, or private equity firm. A well-structured sale can maximize your business’s value and provide a lucrative exit.

Tax Considerations:

  • Capital Gains Tax: Owners must pay capital gains tax based on the difference between the business’s sale price and their original investment. The long-term capital gains tax rate applies if the business has been owned for over a year.
  • Purchase Price Allocation: The way the sale price is divided between assets (e.g., equipment, intellectual property) impacts the tax treatment for both the buyer and seller.

Choosing the Right Succession Plan for Your Business

Succession planning is not a one-size-fits-all approach. The best strategy depends on:
✔ Your retirement timeline
✔ Financial goals
✔ Family and employee involvement
✔ Tax implications

Consulting with experienced financial and legal professionals can help you navigate the complexities of business succession while minimizing taxes. Let’s work together to develop a strategy that safeguards your business’s future and secures your financial legacy.

Contact us today to explore the best succession plan for your business!

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Ken Botwinick, CPA Partner, CPA
Ken Botwinick, CPA is a Partner with Botwinick & Company, LLC and has been with the firm for more than 25 years. Ken specializes in providing accounting, tax, and business consulting services to dental and medical practices. He established the firm’s dental practice and is a sought-after lecturer at dental continuing education programs. Ken has his “finger on the pulse of the dental industry,” and with comprehensive experience in ownership transitions, he assists clients in the healthcare industry to reach their professional and financial aspirations and goals.
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About Ken Botwinick, CPA

Ken Botwinick, CPA is a Partner with Botwinick & Company, LLC and has been with the firm for more than 25 years. Ken specializes in providing accounting, tax, and business consulting services to dental and medical practices. He established the firm’s dental practice and is a sought-after lecturer at dental continuing education programs. Ken has his “finger on the pulse of the dental industry,” and with comprehensive experience in ownership transitions, he assists clients in the healthcare industry to reach their professional and financial aspirations and goals.

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