Benenson v. Comm'r
Benenson v. Comm'r
Opinion
At issue on this appeal is a decision of the United States Tax Court (Kathleen Kerrigan,
Judge
), upholding tax deficiencies noticed by respondent Commissioner for tax year 2008 against (1) petitioners, James Benenson, Jr. ("Benenson, Jr.") and his wife Sharen Benenson; (2) petitioners' adult sons, James Benenson III and Clement Benenson ("Benenson sons" or "sons"); and (3) Summa Holdings, Inc. ("Summa"), a C corporation founded and, in 2008, still controlled by Benenson, Jr.
See
Summa Holdings, Inc. v. Comm'r,
These transactions included (1) Summa's payments, totaling $2.2 million, in genuine export income as tax-deductible commissions to a qualified domestic international sales corporation ("DISC"); (2) the DISC's payment of $2.2 million in taxable dividends to its sole shareholder, a *693 holding company owned by the Benenson sons' individual retirement accounts ("IRA"); (3) the holding company's after-tax payment of $1.477 million in non-taxable dividends to the Benenson sons' IRAs. There is no question that the "sole reason" for the taxpayers to enter into these aforementioned transactions "was to transfer money into the [sons'] IRAs so that income on assets in the Roth IRAs could accumulate and be distributed on a tax-free basis." App'x 102. They stipulated as much in the Tax Court. The Commissioner concedes that, in form, the money transfers present as lawful, non-taxable returns on IRA investments. Nevertheless, he maintains that, in substance, the transfers effect excess IRA contributions subject to excise taxes. Accordingly, he noticed deficiencies against the sons for such taxes. Further, concluding that the excess contributions derived from the $2.2 million that Summa had treated as deductible DISC commissions, the Commissioner recharacterized those commissions as non-deductible constructive dividends to Summa shareholders, specifically, Benenson, Jr. and a Benenson family trust, thereby triggering income tax deficiencies for Summa, petitioners, and the trust. 1
Consistent with their diverse residences in Massachusetts (Benenson sons), New York (petitioners), and Ohio (Summa), the taxpayers appealed the Tax Court's judgment to the First, Second, and Sixth Circuits respectively.
See
BACKGROUND
We assume readers' familiarity with the First and Sixth Circuits' opinions, particularly their detailed discussions of the transactions at issue and the tax code provisions relevant to those transactions. We, therefore, only briefly summarize these matters as pertinent to petitioners' appeal.
I. DISCs and IRAs
The transactions at issue sought to take advantage of the tax-minimizing features of two creatures of federal law, DISCs and IRAs.
Congress created DISCs to provide domestic companies with tax incentives to increase exports.
See
LeCroy Research Sys. Corp. v. Comm'r
,
As for IRAs, the law provides for two types: traditional and Roth. Traditional IRAs encourage retirement savings by allowing taxpayers to make tax-deductible contributions to such accounts up to specified limits ($5,000 in 2008).
See
Roth IRAs offer inverse tax incentives. While contributions to such accounts (also limited to $5,000 in 2008) are not deductible from current income, withdrawals from Roth IRAs are not taxed.
See
The tax code permits both traditional and Roth IRAs to invest in various legal entities, including, as relevant here, C corporations and DISCs.
See
Benenson v. Comm'r
,
II. The Transactions at Issue
Summa is the parent company of several industrial manufacturing subsidiaries with significant export income. During the 2008 tax year, Summa was 99% owned by its founder, Benenson, Jr. (23.18%), and a family trust benefitting the Benenson sons for which petitioners served as trustees (76.05%). Benenson, Jr. then controlled Summa through his majority ownership of the company's voting shares.
From 2002 through 2008, Benenson, Jr., his sons, and Summa engaged in various transactions that they acknowledge had as their sole purpose the transfer of money into the sons' Roth IRAs "so that income on assets in the Roth IRAs could accumulate and be distributed on a tax-free basis." App'x 102. Each Benenson son had established a Roth IRA in 2001, contributing $3,500. Neither made any further contributions to these accounts and, indeed, by 2008, each son's income was too high to allow him to do so. Nevertheless, by 2008, each son's Roth IRA held $3.1 million in assets. How was this achieved?
On January 31, 2002, the sons' Roth IRAs each paid $1,500 to acquire 1,500 shares (a 50% interest each) of a newly formed, Benenson-family controlled DISC, JC Export, Inc. ("JC Export"). That same day, the Benensons also formed a new C corporation, JC Export Holding, Inc. ("JC Holding"), which promptly purchased all JC Export shares from the sons' Roth IRAs in return for an equal number of shares in JC Holding. 2 From January 31, 2002, through December 31, 2008, each of the Roth IRAs continued to own 50% of JC Holding, which remained the sole shareholder of JC Export. By thus owning JC Export indirectly through JC Holding, the sons' Roth IRAs avoided tax-reporting and shareholder obligations for the DISC.
From 2002 to 2008, Summa-presumably with the consent, and possibly at the direction of, its controlling shareholder, Benenson, Jr.-paid millions of dollars of its export income to JC Export as tax-deductible DISC commissions. JC Export promptly distributed those funds as dividends to JC Holding, which paid the required 33% corporate income tax on DISC dividends. JC Holding then distributed the balance as its own dividends to its shareholders, the sons' Roth IRAs. These dividends-totaling over $5 million from 2002 to 2008, with $1.477 million in 2008-entered the sons' IRAs as tax-free returns on their investment in JC Holding. With those returns growing tax-free in the sons' IRAs, by 2008, each IRA had a fair market value of $3.1 million.
III. Recharacterization of the Transactions
The Commissioner concedes that the above-described transactions were all lawful *696 in form . Nevertheless, in 2012, he determined that, in substance , the transactions amounted to excess contributions to the sons' IRAs. Accordingly, for the 2008 tax year, he issued tax deficiency notices not only to the Benenson sons, but also to Summa, Benenson, Jr. and his wife, 3 and the family trust. 4 The Commissioner determined that what Summa had treated as tax-deductible DISC commissions was properly recharacterized as non-deductible dividends from Summa to its shareholders. With the DISC transaction thus recharacterized, the Commissioner concluded that Summa owed corporate tax on the DISC commissions that it had deducted from income. Meanwhile, Benenson, Jr., his wife, and the family trust all owed income tax on unreported constructive dividends received from Summa. On such recharacterization, the Commissioner further deemed JC Export not to have received actual DISC commissions and, thus, not to have paid actual DISC dividends to JC Holding, which, therefore, could claim a refund of the corporate taxes it had paid on such dividends. Meanwhile, the Commissioner recharacterized the more than $1.477 million in JC Holding dividends paid to the Benenson sons' IRAs in 2008 as excess contributions on which the sons owed excise tax. 5
IV. Tax Court Proceedings
On January 7, 2013, petitioners initiated this proceeding in the Tax Court to challenge the noticed deficiency in their 2008 income taxes. The action was consolidated with similar challenges by Summa, the Benenson sons, and the family trust. The parties cross-moved for summary judgment on a stipulated factual record.
In an opinion dated June 29, 2015, the Tax Court granted summary judgment to the Commissioner and denied it to the taxpayers. Like the Commissioner, the Tax Court did not identify any of the tax-avoiding transactions at issue as unlawful in form. Nevertheless, it determined that they had been employed to circumvent annual Roth IRA contribution limits and had no non-tax business purpose. In these circumstances, the Tax Court held that the Commissioner had appropriately recharacterized the transactions' form to comport with their substance. On May 20, 2016, the Tax Court entered judgment holding that petitioners owed an income tax deficiency of $77,850.
On August 11, 2016, petitioners timely appealed the judgment to this court. Meanwhile, Summa appealed to the Sixth Circuit, which reversed in a unanimous opinion dated February 16, 2017.
See
Summa v. Comm'r
,
DISCUSSION
On this appeal, petitioners challenge the Tax Court's decision to uphold a tax deficiency against them based on the Commissioner's recharacterization of Summa's tax-deductible commission payments to a DISC as taxable dividends to Summa shareholders. Petitioners contend that because
*697
that recharacterization was expressly rejected by the Sixth Circuit in reversing the related deficiency judgment against Summa,
see
Summa v. Comm'r
,
I. Standard of Review
The proper characterization of a transaction for tax purposes is a legal question that we review
de novo
.
See
Frank Lyon Co. v. United States
,
II. The Commissioner Is Not Precluded from Defending the Challenged Recharacterization
Petitioners argue that, in defending the deficiency judgment against them, the Commissioner cannot rely on his recharacterization of Summa commissions as shareholder dividends because the Sixth Circuit rejected that recharacterization when the Commissioner relied on it to defend the related deficiency judgment against Summa. In general, nonmutual offensive collateral estoppel is not allowed against the government.
See
United States v. Mendoza
,
Petitioners fail to make such a showing here. It is not enough for them to show that Benenson, Jr. controlled Summa at the time of the transactions at issue, a point that appears undisputed.
See
Summa Holdings, Inc. v. Comm'r
,
In urging otherwise, petitioners rely on
Taylor v. Sturgell
,
In sum, we reject petitioners' preclusion claim and proceed to the merits. In doing so, we are respectful of, but not bound by, the First and Sixth Circuit decisions identifying error in the Commissioner's recharacterization of the tax-avoiding transactions common to all three appeals.
III. The Substance-Over-Form Doctrine Does Not Support the Commissioner's Recharacterization of Summa's DISC Commission Payments as Dividends to its Shareholders
Federal tax obligations are established entirely by statute.
See
Benenson v. Comm'r
,
So understood, the substance-over-form doctrine is a tool of statutory interpretation that serves to ensure that the tax code's " 'technical language conform[s] more precisely with Congressional intent.' "
Benenson v. Comm'r
,
With these principles in mind, we here consider the Commissioner's invocation of *700 the substance-over-form doctrine to recharacterize a series of transactions that he maintains had, as their economic reality, the circumvention of tax code limitations on Roth IRA contributions. Two circuit courts have held application of the doctrine unwarranted here, concluding that the recharacterized transactions have the economic substance identified in the code provisions authorizing their tax-minimizing form.
Thus, as to Summa's payment of a portion of its export income as tax-deductible commissions to a DISC, the Sixth Circuit observed that the payment comported with the economic reality of the DISC program, which is "to enable exporters to defer corporate income tax" by "creat[ing] DISCs as shell corporations that can receive commissions and pay dividends that have no economic substance at all."
Summa v. Comm'r,
As for JC Holding's payment of $1.477 million in dividends to the Benenson sons' Roth IRAs, the First Circuit majority held that this comported with economic reality because provisions of the tax code expressly allow taxpayer contributions to Roth IRAs to grow tax-free through investment in qualified entities, including DISCs, "even during periods where the taxpayers are no longer allowed to contribute, and even if such growth occurs at a swift rate."
Benenson v. Comm'r
,
Like the Sixth Circuit, and for much the same reasons, we conclude that Summa's payment of deductible DISC commissions was grounded in economic reality and not distortive of the tax code provisions establishing the DISC program. As this court has recognized, Congress created the DISC program specifically to provide a tax incentive for domestic companies in order to " 'increase our exports and improve an unfavorable balance of payments.' "
LeCroy Research Sys. Corp. v. Comm'r
,
Both circumstances are satisfied here. Indeed, there is no question that (1) the commissions Summa paid to JC Export represented a percentage of genuine export income; and (2) when JC Export distributed those commissions as dividends to its sole shareholder, JC Holding, that shareholder paid corporate tax on the distribution. Thus, the commission payments were real DISC transactions, not sham transfers lacking the economic reality envisioned by Congress when it made such commissions tax-deductible. By thus legislatively characterizing payments of export income to a DISC as deductible commissions, Congress left no room for the Commissioner to recharacterize the payments as something other than commissions for income tax purposes under the substance-over-form doctrine or on the ground that the payments lack a non-tax business purpose.
These circumstances, unique to DISCs, distinguish this case from
Repetto v. Comm'r
,
The Commissioner, nevertheless, maintains that the DISC payments here lacked economic reality because the taxpayers did not avail themselves of the opportunity afforded by the DISC program to defer, as well as reduce, taxes on export income. We hardly think that the DISC form is exalted over its substance when taxes are paid sooner rather than later. Indeed, we think it would be a greater departure from the economic reality Congress intended in the DISC program to deny Summa the deduction Congress afforded when, as here, genuine export income has been paid as DISC commissions and, instead, to impose tax obligations on both Summa and its shareholders for that transfer. In sum, we conclude that the substance-over-form doctrine did not warrant the Commissioner's recharacterizing Summa's lawful, tax-deductible commission payments to a DISC as constructive dividends to Summa's shareholders. In the absence of that recharacterization, there is no basis for the Commissioner's deficiency notice to petitioners or the Tax Court judgment against them. Accordingly, that judgment is reversed.
In reaching that conclusion, we do not overlook the step doctrine, which serves the substance-over-form doctrine by permitting " 'steps' in a series of formally separate but related transactions involving the transfer of property" to be treated "as a single transaction" for purposes of identifying economic reality "if all the steps are substantially linked."
Greene v. United States
,
*702 Here, such a link might be identified from the parties' stipulation that the "sole reason" for all the transactions at issue-from Summa's DISC commission payments through JC Holding's dividend payments to the Benenson sons' IRAs-was to transfer money into those IRAs, where it could grow tax-free. App'x 102. But even assuming that viewing all the transactions as one for purposes of identifying economic reality were to yield an answer favorable to the Commissioner, that does not necessarily mean that the transactions must be treated as one for purposes of restoring economic reality.
To explain: the step-transaction doctrine, like the substance-over-form doctrine is a tool of statutory construction, not of punitive enforcement. Thus, while it is appropriate to view linked transactions as one in order to determine if they belie economic reality or distort the tax code in
some
respect, an affirmative answer does not automatically mandate recharacterization of each transaction in the chain. Rather, the doctrines warrant recharacterization only to the extent necessary to restore reality and eliminate distortion.
See generally
Commissioner v. Court Holding Co.
,
Here, even assuming, as the Commissioner maintains, that the DISC commission payments, viewed together with all other transactions, served to conceal excess contributions to the Benenson sons' IRAs,
see generally
TIFD III-E, Inc. v. United States
,
Of course, the First Circuit, which considered the sons' appeal in this case, held that no such recharacterization was, in fact, warranted. We need not here decide whether we would reach the same conclusion because the issue is not before us. The
*703
Commissioner's recharacterization of the JC Holding dividends as excess IRA contributions did not contribute to petitioners' tax deficiency, the focus of this appeal. That deficiency depends on the recharacterization of Summa's DISC commission payments as dividend distributions to Summa shareholders. We have already explained why that transaction, based on genuine export income that Congress intended to make tax-deductible, does not defy the economic reality of the DISC program. Our point here is that, even when the DISC commissions are viewed as the first in a series of transactions intended to conceal excess IRA contributions, the restoration of economic reality does not require that, in addition to recharacterizing JC Holding dividends as IRA contributions, Summa's DISC commissions must be recharacterized as dividends to its shareholders.
See generally
Benenson v. Comm'r
,
The Commissioner argues that, even if Summa was entitled to deduct its DISC commission payments from its income, those payments are still properly treated as constructive dividends to Benenson, Jr., because the dividends were paid "for the benefit of [his] family." Comm'r Br. at 56. In support, he cites
Hillsboro Nat'l Bank v. Comm'r
,
If Summa was entitled to a deduction for its DISC commissions, as we conclude it was, and if the economic reality of excess contributions to the Benenson sons' IRAs *704 could be restored by recharacterizing JC Holding's dividend payments as excess contributions, then substance-over-form does not require that, at the same time Summa is allowed to deduct its DISC commissions, those commissions be recharacterized as dividends to Summa's shareholders, specifically, petitioner Benenson, Jr. That conclusion is reinforced, moreover, by the fact that not only did Summa's commission payments to the DISC not defy the economic reality of that program as established by Congress, but neither did the initial transfer of those commission payments out of the DISC. That transfer was in the form of dividends to DISC shareholder, JC Holding. The Commissioner has not challenged JC Holding's acquisition of the DISC's shares. Meanwhile, JC Holding paid the required corporate taxes on the DISC distribution, which were likely more than the dividend taxes Summa shareholders would have paid. 11 Thus, whatever concerns might arise about the further transfer of funds from JC Holding to the sons' IRAs, the transactions up to that point, from Summa to JC Export, and from JC Export to JC Holding, do not lack the economic reality Congress intended in establishing the DISC program.
This is evident if one considers a hypothetical scenario in which JC Holding, upon receipt of the JC Export DISC dividends, made distributions to the sons' IRAs only in amounts equal to their eligible contributions. That would not have distorted code limits on IRA contributions nor have concealed excess contributions. That scenario may be unlikely because it would offer the taxpayers here few, if any, benefits. Nevertheless, the hypothetical demonstrates why we remain of the view that, even if the transactions at issue, viewed as a whole, were correctly determined by the Commissioner to conceal the economic reality of excess IRA contributions, the only recharacterization warranted would recognize JC Holding's dividend distributions to the Benenson sons' IRAs as excess contributions. To the extent the Commissioner went further and also recharacterized Summa's lawful commission payments to a DISC as non-deductible dividend distributions to Summa shareholders, and on that basis identified a 2008 tax deficiency against petitioners, the Tax Court judgment upholding that deficiency is hereby reversed.
CONCLUSION
To summarize, on this appeal, we review a Tax Court decision supporting deficiency judgments for 2008 against petitioners, their sons, and Summa Holdings, Inc., a family-controlled corporation. We conclude as follows:
1. Although the First and Sixth Circuits, upon review of the same decision, concluded that the substance-over-form doctrine did not support the deficiency judgments against Summa or the petitioners' sons, petitioners cannot demonstrate the mutuality of parties necessary to preclude the Commissioner from relying on the doctrine to defend the judgment against them.
2. On de novo review, the substance-over-form doctrine does not support recharacterization of Summa's payment of tax-deductible commissions to a DISC as taxable constructive *705 dividends to Summa shareholders and, thus, cannot support the tax deficiency attributed to petitioners.
3. Application of the step doctrine, together with the substance-over-form doctrine, warrants no different conclusion. While all related steps in a series of transactions are properly considered as one in identifying the substance, or economic reality, of those transactions, recharacterization of the transactions is warranted only to the extent necessary to restore economic reality and to avoid distortion of the tax code. Here, even if, contrary to our sister circuits, we were to view the DISC commission payments as the first step in a series of transactions that had the economic reality identified by the Commissioner, i.e. , the concealment of excess contributions to petitioners' sons' IRAs, a single recharacterization suffices to restore reality, specifically, recharacterizing JC Holding's dividend payments to the sons' IRAs as excess contributions subject to excise tax. That recharacterization does not support the deficiency judgment against petitioners. And the recharacterization that does support the judgment-the treatment of Summa's DISC commissions as constructive dividends to its shareholders-is not warranted by the substance-over-form doctrine.
Accordingly, the judgment in favor of the Commissioner is dismissed, and judgment is entered in favor of petitioners.
Before the Tax Court, the Commissioner belatedly determined that the tax deficiency attributed to the trust should have been attributed to the trust's beneficiaries, i.e. , the Benenson sons, but by that time it was too late to pursue the sons for that obligation. Accordingly, the Tax Court entered no judgment against the trust or the sons for any tax deficiency attributable to constructive dividends from Summa.
Questions might be raised about whether the Benenson sons' IRAs paid fair value for their interests in JC Export and JC Holding.
See
Benenson v. Comm'r
,
Mrs. Benenson was named in the deficiency notice because she and her husband filed a joint 2008 tax return.
The Commissioner did not notice tax deficiencies for any other years in which the described transfers were made to the sons' IRAs.
Notably, the Commissioner has never maintained that the transactions conceal the economic reality of untaxed gifts from Benenson, Jr. to his sons. Specifically, he has noticed no gift tax deficiency.
While petitioners do not urge preclusion based on the First Circuit's rejection of the Commissioner's transaction recharacterizations,
see
Benenson v. Comm'r
,
The First Circuit, in rejecting the Benenson sons' preclusion claim against the Commissioner, declined to consider evidence of a controlling-share transfer to the sons that had not been presented to the Tax Court.
See
Benenson v. Comm'r
,
The substance-over-form doctrine is related to, but distinct from, the "economic substance" doctrine, sometimes known as the "sham transaction doctrine."
See
2 Ginsburg, Levin & Rocap, Mergers, Acquisitions, and Buyouts ¶ 608.1 (Apr. 2018 ed.) (observing that economic-substance doctrine grew out of substance-over-form doctrine);
Altria Grp., Inc. v. United States
,
The step-transaction doctrine appears to have three strains. One looks to whether the steps are so interdependent that the legal relations created by one transaction would have been fruitless without completion of the series. A second looks to whether separate steps constitute prearranged parts of a single transaction intended to reach an end result. A third looks to whether a taxpayer was contractually obligated to complete all steps when the first in the series of transactions was undertaken. See Bittker & Lokken, Federal Taxation of Income, Estates and Gifts ¶ 4.3.5 (2d/3d ed. 2018 & 2018 Cum. Supp. No. 2). We need not decide which strain might be applicable here.
The recharacterization would recognize that the sons' IRAs had not acquired a true investment interest in JC Holding, which, as noted supra in footnote 2, the Commissioner has never urged here.
Indeed, because no deficiency judgment was entered against Summa's 76.05% shareholder, the family trust, see supra at 693 n.1, the taxes the Commissioner seeks to recover from petitioners by recharacterizing Summa DISC commissions as shareholder dividends are only a small percentage of the corporate taxes JC Holding paid on the entirety of such commissions in 2008.
Reference
- Full Case Name
- James BENENSON, Jr. and Sharen Benenson, Petitioners-Appellants, v. COMMISSIONER OF INTERNAL REVENUE, Respondent-Appellee.
- Cited By
- 6 cases
- Status
- Published