The sale of a C corporation business that is structured as an asset sale is subject to two levels of tax. There is a tax on the corporation (21% federal) and a tax on the shareholders when the sales proceeds are distributed (20% federal). By comparison, on a sale of stock, a shareholder is only subject to a tax of 20% (federal).

In some cases (admittedly not common), the goodwill of a business may be more appropriately treated as owned by a shareholder rather than the corporation itself which is known as personal goodwill. For instance, if the portion of the asset purchase price attributable to goodwill is $2 million but $1 million is personal goodwill of a shareholder and purchased directly from her, she would save $210,000 of federal income tax.

Generally speaking, personal goodwill exists when the success of the business of a corporation is attributable in substantial part to the reputation or the relationships of one or more persons (e.g., an owner/employee) and the owner has not effectively transferred the goodwill to the company by entering into a noncompete or employment agreement that prevents them from using their reputation or relationships to compete with the company. While the IRS has acknowledged the principle of personal goodwill, it will closely scrutinize it if audited so careful planning is advisable.

The shareholder should be prepared to demonstrate, that the success of the company is in fact dependent on his or her reputation or relationships. It is advisable to obtain a third-party determination of the value of the personal goodwill at or prior to the sale. The documentation for the acquisition should clearly reflect that consideration is being paid to the shareholder for their personal goodwill and the seller should enter a consulting or employment agreement with the buyer.

Bottom Line: When the facts are right, the sale of personal goodwill may be an opportunity to save a substantial amount of tax in a C corporation asset sale.

“The only difference between death and taxes is that death doesn’t get worse every time Congress meets.” – Will Rogers

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Photo of James Duffy James Duffy

Jim is a partner in Taft’s Tax practice and practices principally in the areas of federal tax law; tax credit financing; individual, partnership and corporate tax planning; M&A; tax-exempt organizations and general commercial and corporate law.

Jim has been actively practicing in the

Jim is a partner in Taft’s Tax practice and practices principally in the areas of federal tax law; tax credit financing; individual, partnership and corporate tax planning; M&A; tax-exempt organizations and general commercial and corporate law.

Jim has been actively practicing in the area of the New Markets Tax Credits (NMTC) program since its inception in 2001. He has organized community development entities (CDEs) and represented CDEs, borrowers and other parties in structuring and closing numerous NMTC transactions. Jim also advises clients regarding Qualified Opportunity Zone matters.

Jim advises LLCs, partnerships, corporations and individuals in connection with the formation of new companies, mergers and acquisitions, formation of joint ventures, like-kind exchanges, ownership succession planning, and general business operations. These clients are involved in a variety of industries, including banking, venture capital, real estate, construction, consulting and investing.

Jim also advises charitable and non-charitable tax-exempt organizations, including health care entities, schools, religious and civic organizations. In addition to advising management of these organizations with respect to matters pertaining to general operation and maintenance of tax-exempt status, Jim has assisted clients in forming, restructuring and dissolving tax-exempt organizations, as well as forming donor- advised funds.

Prior to joining the firm, Jim worked at the law firm of Lewis Rice and Fingersh in St. Louis, Missouri, where he concentrated his practice in federal and state taxation. He also clerked for the Hon. Robert P. Ruwe of the U.S. Tax Court in Washington, D.C.