Section 355 Corporate Stock Distributions: Technical Analysis of IRS Partial Withdrawal of Proposed Regulations
IRS Notice of Partial Withdrawal of Notice of Proposed Rulemaking, Guidance Under Section 355 Concerning Device and Active Trade or Business, REG-134016-15, RIN 1545-BN47, 91 Fed. Reg. 68420 (scheduled publication Oct. 21, 2026) (partially withdrawing REG-134016-15, 81 Fed. Reg. 46004 (July 15, 2016); codified at 26 C.F.R. pt. 1).
Under the general rules of Subchapter C of the Internal Revenue Code, corporate distributions of appreciated property trigger gain recognition at the corporate level under Section 311(b), while distributee shareholders are taxed on the receipt of property as dividend income under Section 301(c)(1), basis recovery under Section 301(c)(2), or capital gain under Section 301(c)(3). Section 355 provides a vital exception to these general dividend and recognition rules, permitting a distributing corporation (Distributing) to distribute stock and securities of a controlled corporation (Controlled) to its shareholders and security holders without triggering corporate-level gain or shareholder-level income recognition.
To prevent tax-free corporate separations from being converted into mechanisms for avoiding dividend taxation on corporate earnings and profits (E&P), Section 355 imposes stringent statutory requirements. Principally, Section 355(a)(1)(B) mandates that the transaction must not be used “principally as a device for the distribution of the earnings and profits of the distributing corporation or the controlled corporation or both.” Concurrently, Section 355(a)(1)(C) and Section 355(b) require that both Distributing and Controlled be engaged, immediately after the distribution, in the active conduct of a five-year active trade or business (Active Business) that was not acquired in a taxable transaction within the preceding five-year period under Section 355(b)(2)(B)-(D).
The statutory device prohibition and active business requirement have evolved through decades of judicial interpretation, legislative amendments, and administrative guidance. Following early abuses where corporations transferred cash and liquid surplus into new subsidiaries prior to spin-offs—prompting the Supreme Court’s seminal decision in Gregory v. Helvering, 293 U.S. 465 (1935)—Congress re-authorized spin-offs in Section 317(a) of the Revenue Act of 1951 (65 Stat. 452, 493) with strict device and active business safeguards. As noted in the congressional record during debate on the 1951 Act, Senator Hubert Humphrey emphasized that “[u]nless strictly safeguarded, [a spin-off provision] can result in a loophole that will enable a corporation to distribute earnings and profits to stockholders without payment of the usual income taxes.”
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