Economic Substance
Doctrine
Economic
substance analysis begins with Gregory v. Helvering, 293 U.S. 465 [14 AFTR
1191] (1935), “the Supreme Court's foundational exposition of economic
substance principles under the Internal Revenue Code.” ACM P'ship v. Comm'r,
157 F.3d 231, 246 [82 AFTR 2d 98-6682] (3d Cir. 1998).
In Gregory, the taxpayer engaged in a series
of transactions which were technically consistent with the Internal Revenue
Code but which lacked any real economic substance and defeated the purpose of
the Code provisions. 293 U.S. at 467–70. The taxpayer attempted to avoid paying
taxable dividends on stock transfers from her wholly-owned corporation by first
creating a new corporation to which she transferred the stock, and then
liquidating the new corporation and transferring the stock to herself. Id. at
467–68. She claimed that the transaction did not create taxable dividends
because she had received the stock ““in pursuance of a plan of reorganization””
within the meaning of the Internal Revenue Code. Id. at 468–69 (citation
omitted). Although the transactions technically fell within the definition of a
corporate reorganization, which normally would have meant that the transfers
were exempt from taxation, the Court held that the IRS could collect tax on the
dividends. Id. at 469–70. The Court explained that “[t]he whole undertaking,
though conducted according to the terms [of the statute], was in fact an
elaborate and devious form of conveyance masquerading as a corporate
reorganization” and as such it defeated the “plain intent” of the Internal
Revenue Code. Id. at 470. Therefore, pursuant to the cours will look to
determine whether a claimed deduction “exalt[s] artifice above reality,” or “look
beyond the form of [a] transaction” to determine whether it has the “economic
substance that its form represents,”CM P'ship , 157 F.3d at 247 (citation and
alteration omitted); accord Freytag v. Comm'r, 904 F.2d 1011, 1015 [66 AFTR 2d
90-5322] (5th Cir. 1990) (“The fundamental premise underlying the Internal
Revenue Code is that taxation is based upon a transaction's substance rather
than its form. Thus sham transactions are not recognized for tax purposes, and
losses allegedly generated by such transactions are not deductible.”), aff'd on
other grounds, 501 U.S. 868 [68 AFTR 2d 91-5025] (1991).
The
Supreme Court has explained that a “natural conclusion” of its holding in
Gregory was that transactions that “do not vary control or change the flow of
economic benefits[ ] are to be dismissed from consideration.” Higgins v. Smith,
308 U.S. 473, 476 [23 AFTR 800] (1940); accord Coltec Indus., Inc. v. United
States, 454 F.3d 1340, 1355 [98 AFTR 2d 2006-5249] (Fed. Cir. 2006). This
Court, the Federal Circuit, and other Courts of Appeals have followed a similar
approach. See Klamath, 568 F.3d at 543. 36
A lack of
economic substance is sufficient to invalidate the transaction regardless of
whether the taxpayer has motives other than tax avoidance.as noted by theSupreme
Court's prescript in Frank Lyon Co. v. United States, 435 U.S. 561 [41 AFTR 2d
78-1142] (1978), which addressed the factors courts should consider when
assessing whether a transaction lacks economic substance.
Frank
Lyon generateda “multi-factor test for when a transaction must be honored as
legitimate for tax purposes,” including whether the transaction: “(1) has
economic substance compelled by business or regulatory realities, (2) is imbued
with tax-independent considerations, and (3) is not shaped totally by
tax-avoidance features. The transaction
must exhibit objective economic reality, a subjectively genuine business purpose,
and some motivation other than tax avoidance.” Southgate Master Fund, LLC ex
rel. Montgomery Capital Advisors, LLC v. United States, 659 F.3d 466, 480 [108
AFTR 2d 2011-6488] (5th Cir. 2011).
Importantly,
these factors are phrased in the conjunctive, meaning that the absence of any
one of them will render the transaction void for tax purposes. Thus, if a
transaction lacks economic substance compelled by business or regulatory
realities, the transaction must be disregarded even if the taxpayers profess a
genuine business purpose without tax-avoidance motivations..
When
applying the economic substance doctrine, the proper focus is on the particular
transaction that gives rise to the tax benefit, not collateral transactions
that do not produce tax benefits. Transactions
lack objective economic reality if they “do not vary, control, or change the
flow of economic benefits.””Southgate , 659 F.3d at 481 (citation and
alteration omitted). “The objective economic substance inquiry asks whether the
transaction affected the taxpayer's financial position in any way.” Id. at 481
n.41 (citation, quotation marks, and alterations omitted). “This is an
objective inquiry into whether the transaction either caused real dollars to
meaningfully change hands or created a realistic possibility that they would do
so[,]” meaning ““a reasonable possibility of profit from the transaction
existed apart from tax benefits.”” Id. at 481 & n.43 (citation and other
footnote omitted). “That inquiry must be “conducted from the vantage point of
the taxpayer at the time the transactions occurred, rather than with the
benefit of hindsight.”” Id. at 481 (citation omitted).
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