The Tax Court held that a taxpayer’s taxable gain from boot on a Section 351 transaction with a related party was an ordinary gain under Section 1239.

In Gary Fish et ux. v. Commissioner, T.C. Memo 2013-270, No. 3768-11 (Nov. 25, 2013), the taxpayer recognized taxable gain on boot in a Section 351 transaction. The sole issue before the court was whether the taxpayer and the deemed newly created corporation (a former qualified subchapter S subsidiary of the taxpayer’s S corporation that was deemed to be created when the transaction was completed) were related for purposes of Section 1239.

Section 1239 generally provides that gain on a transaction between related taxpayers must be recharacterized as ordinary income. The taxpayer and the newly created corporation are treated as related under Section 1239 if the taxpayer owned (i) more than 50% of total combined voting power of all classes of stock entitled to vote, or (ii) more than 50% of the total value of shares of all classes of stock.

Even though the taxpayer owned approximately two-thirds of the voting stock of the newly created corporation, the court considered the possibility that the taxpayer’s voting power may have been reduced below 50% because of restrictions on the taxpayer’s (i) ability to approve or disapprove of fundamental changes in the corporate structure, and (ii) ability to elect the corporation’s board of directors.  

The terms of the corporation’s stock provided that the taxpayer could elect three of the five directors in the newly created corporation. One of these appointed directors had to be “independent” and approved by the other shareholders, but the other shareholders could not unreasonably withhold their approval. The court ruled that this independence requirement is “not the type that would reduce the voting power to below 50%” and noted that the requirement is not unlike the independence requirements under the Sarbanes-Oxley Act.

In addition, the newly created corporation could not engage in certain transactions without consent from the other shareholders of the corporation. The court noted that the taxpayer would serve as president and CEO and, as such, had a significant role in the management of the newly created corporation. As a result, the court held that the taxpayer was related to the deemed newly created corporation because he had more than 50% of the voting power of the newly created corporation, notwithstanding the restrictions mentioned, and that the taxable gain was ordinary income under Section 1239.   

Although the court’s voting analysis concluded that the taxpayer and the newly created corporation were related under Section 1239, the court also conducted a value analysis to address whether the taxpayer owned more than 50% of the value of the newly created corporation. The taxpayer argued that the value of the corporation’s shares should be based on a deemed liquidation of the newly created corporation. Under the taxpayer’s proposed approach, in liquidation, the other shareholders would receive a preferred return, which would be more than 50% of the value of the newly created corporation.

The court rejected the taxpayer’s approach, noting it did not account for the immediate cash distribution made to the taxpayer. The court followed the government’s recommended approach whereby the shares in the newly created corporation were valued based on their redemption value. In redemption the other shareholders would receive the greater of the fair market value of their shares or the issue price plus any accrued dividends. Thus, the taxpayer’s shares constituted more than 50% of the value of the newly created corporation.

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