
    HEWLETT-PACKARD COMPANY and Consolidated Subsidiaries, Petitioner-Appellant, v. COMMISSIONER OF INTERNAL REVENUE, Respondent-Appellee. Hewlett-Packard Company And Consolidated Subsidiaries, Petitioner-Appellant, v. Commissioner Of Internal Revenue, Respondent-Appellee,
    No. 14-73047, No. 14-73048
    United States Court of Appeals, Ninth Circuit.
    Argued and Submitted November 14, 2016—San Francisco, California
    Filed November 9, 2017
    
      Alan I. Horowitz (argued), Marc J. Ger-son, George A. Hani, and Steven R. Dixon, Miller & Chevalier Chartered, Washington, D.C., for Petitioner-Appellant.
    "Arthur'T.' Catterall (argued), Francesca Ugolini, and Gilbert S. Rothenberg, Attorneys; Diana L. Erbsen, Deputy Assistant Attorney General; Tax Division, United States Department of Justice, Washington, D.C.; for Respondent-Appellee.
    Before: SIDNEY R. THOMAS, Chief Judge, and ALEX KOZINSKI and MICHELLE T. FRIEDLAND, Circuit Judges. • .
   OPINION

KOZINSKI, Circuit Judge:

It’s a timeless and tiresome question of American tax law: Is a transaction debt or equity? The extremes answer themselves. The classic equity investment entities'the investor to participate in management and share the (potentially limitless) profits— but only after those holding preferred, interests have been paid. High risk, high reward. The classic debt instrument, by contrast, entities' an investor to preferred and limited payments for a fixed-period. Low -risk, predictable reward. But a-vast hinterland of hybrid financial arrangements lurks'in the middle.

Despite the boundless ingenuity of financial engineering, tax law insists on pretending that an instrument is either debt or equity, then treating it accordingly— with sharply different consequences for the taxpayer. A corporation’s interest payments on debt are deductible, for example, while the dividends it pays to equity holders are not. This black-or-white tax treatment gives taxpayers an incentive to conjure up complex instruments that give them the perfect blend of economic and tax benefits. Taxpayer gamesmanship, in turn, puts courts in the ungainly position of casting about for bright lines along an exceedingly cloudy spectrum. See generally Boris I. Bittker & James S. Eustice, Federal Income Taxation of Corporations and Shareholders ¶ 4.02 (7th ed. 2000).

This case puts us in that awkward position with an unusual twist. In the textbook example, a taxpaying corporation wants an investment to be treated as debt so it can deduct the interest payments. Here, Hewlett-Packard (“HP”) wants its investment in a foreign entity to be treated as equity, so that HP will be entitled to the foreign tax credits that the entity—a so-called “FTC generator”—produces. The United States taxes the worldwide income of domestic corporations, but gives them a credit against their domestic taxes for foreign taxes they (or a subsidiary) pay. FTC generators are entities that churn out foreign credits for U.S. multinationals, which companies typically desire if they pay foreign taxes at a lower average rate than domestic taxes. See Stafford Smiley & Michael Lloyd, Foreign Tax Credit Generators, 39 J. Corp. Tax’n 3, 4-5 (2012). No small sum is on the line: The transaction here saved HP (and lost Treasury) millions of dollars.

But HP is entitled to the foreign tax credits only if it owned at least 10% of the voting stock and received dividends—in other words, if the investment was really equity, not debt. I.R.C. § 902(a). So, was it?

FACTS

The tax borscht at issue was cooked up in the 1990s by AIG Financial Products. The arrangement took advantage of the fact that contingent interest—interest payments that depend on future developments, and may never be paid at all—was immediately taxable in the Netherlands but not in the United States. This allowed AIG to create a Dutch company—called Foppingadreef Investments, or “FOP”— that would (and could) do little else than purchase contingent interest notes. The entity’s preferred shares would be owned by an American company, which would receive all the dividends from the notes, and thus be entitled to claim foreign tax credits for FOP’s Dutch taxes. ABN, a Dutch bank, would own FOP’s common shares and sell it the contingent notes.

Because the accrued contingent interest was taxable in the Netherlands but not in the United States, FOP would generate “excess” foreign credits that the American investor could use to offset American taxes on other foreign profits. And, because FOP could do little beside purchase contingent interest notes, the preferred stock guaranteed, in essence, a fixed stream of payments to the holder of the preferred shares. FOP did not, and indeed could not, have any general creditors.

In 1996, AIG sold FOP’s preferred stock to HP for a little over $200 million. HP contemporaneously purchased a put from ABN, which gave HP the right to sell its shares to ABN in 2003 or 2007. HP claimed millions in foreign tax credits between 1997 and 2003. The company then exercised its option, sold its preferred shares back to ABN, and reported a sweet capital loss of more than $16 million.

Believing that HP had purchased access to a complex tax avoidance scheme rather than a bona fide equity interest, the IRS issued two notices of deficiency, one for a portion of HP’s foreign tax credits and a second for the capital loss. HP appealed to the Tax Court, which found that the transaction was best characterized as debt— thus upholding the deficiency for the credits—and denied the juicy capital-loss deduction on the ground that HP failed to meet its burden of proof.

HP again appeals.

DISCUSSION

A. Debt or Equity?

1. Whether a financial arrangement is best characterized as debt or equity “is considered by this court to be a question of fact which, once resolved by a [trial] court, cannot be overturned unless clearly erroneous.” A.R. Lantz Co. v. United States, 424 F.2d 1330, 1334 (9th Cir. 1970); see also Hardman v. United States, 827 F.2d 1409, 1412 (9th Cir. 1987); Bauer v. C.I.R., 748 F.2d 1365, 1366 (9th Cir. 1984). We’re bound by our precedent, but acknowledge a circuit split over whether the debt/equity question is one of law, fact or a mix of the two. See Indmar Prods. Co. v. C.I.R., 444 F.3d 771, 777 (6th Cir. 2006) (question of fact); Cerand & Co. v. C.I.R., 254 F.3d 258, 261 (D.C. Cir. 2001) (mixed question); In re Lane, 742 F.2d 1311, 1315 (11th Cir. 1984) (question of law); see also Nathan R. Christensen, Comment, The Case for Re-viemng Debt/Equity Determinations for Abuse of Discretion, 74 U. Chi. L. Rev. 1309, 1320-26 (2007) (collecting cases and noting that most circuits treat this question as factual).

We hazard a few observations on this split. First, the distinction between fact and law is notoriously fuzzy, and can turn as much on convention as logic. See, e.g., Nathan Isaacs, The Law and the Facts, 22 Colum. L. Rev. 1 (1922). Second, calling this a mixed question rather than a factual one doesn’t add much focus: If it’s a mixed question, we still ask whether the trial court “based its ruling on an erroneous view of the law or on a clearly erroneous assessment of the evidence.” Cooter & Gell v. Hartman Corp., 496 U.S. 384, 405, 110 S.Ct. 2447, 110 L.Ed.2d 359 (1990). But this just means that “[w]hen an appellate court reviews a district court’s factual findings, the abuse of discretion and clearly erroneous standards are indistinguishable.” Id. at 401, 110 S.Ct. 2447. Thus, calling this a “mixed question” succeeds only in pushing the conceptual conundrum back one step: Are we reviewing a factual finding or not?

A better approach is to ask whether the purposes of a deference regime apply in debt/equity cases. They do. Corporate tax planning involves abstruse transactions that generalist appellate courts are ill-equipped to untangle; the need for “practical human experience” and the “multiplicity of relevant factual elements” cry out for deference to the Tax Court. C.I.R. v, Duberstein, 363 U.S. 278, 289, 80 S.Ct. 1190, 4 L.Ed.2d 1218 (1960); United States v. McConney, 728 F.2d 1195, 1202-03 (9th Cir. 1984) (en banc). Seen in this light, our “clear error” framework is not a decisive metaphysical conclusion that- debt is “factual” rather-than “legal,” but a practical acknowledgment that the circumstances warrant great deference. There, are, in short, good reasons why most circuits apply clear error.

And, like other' circuits, we use a multi-factor test to decide whether an instrument is best characterized as debt or equity. Our test, incredibly, involves the unguided weighing of no fewer than eleven non-exclusive factors—whether there is a fixed maturity date, whether the investor participates in management and so on.

The parties expend considerable effort arguing over whether “most” of the relevant factors point one way or the other. But our test isn’t a bean-counting exercise. Instead, it’s best understood as a non-exhaustive list of circumstances that are often helpful in guiding a court’s factual determination.. And, while such a free-floating inquiry is hardly a paragon of judicial predictability, it’s the nfecessary evil' of a tax code that mistakes a messy spectrum for a simple binary, and has repeatedly failed to offer the courts statutory or regulatory gúidance. See Howard E. Abrams & Richard L. Doernberg, Federal Corporate Taxation 75 (5th ed. 2002).

Admittedly, our circuit’s test is somewhat confusing in its treatment of taxpayer intent. Intent'is listed as one of the eleven factors, but we’ve also said that the test is “primarily directed” at discovering the intent of the parties to the transaction. A.R. Lantz Co,, 424 F.2d at 1333; see also Bauer, 748 F.2d at 1367-68. To make matters worse, one of our- important precedents contains a garbled attempt to clarify the issue: “However, analysis of the factors previously enumerated, including to subjective resolution of the ultimate the objective expression of intent, leads issue: Whether the parties in fact intended the advance to create debt rather than equity.” A.R. Lantz Co., 424 F.2d at 1333-34.

We think the best way to read our precedent is as follows: Our test is “primarily directed” at determining whether the parties subjectively intended to craft an instrument that is more debt-like or equity-like. A quest for subjective intent always requires objective evidence, hence the eleven factors. On this account, all factors on the list could be described as “evidence of intent;” Direct, objective evidence of intent—say, an email from an executive stating he wishes to create an unalloyed debt instrument—is one of the eleven, and it matters. But assertions of intent don’t resolve our inquiry, which considers all the “circumstances and conditions” that speak to subjective intent. Bauer, 748 F.2d at 1368. Proclaiming an intent to create an instrument that is “debt” or “equity” doesn’t make it so.

Our precedent’s preoccupation with intent is nonetheless a little puzzling, since it suggests that a taxpayer could achieve debt treatment for an instrument that functions as equity (or vice versa), so long as he had the right state of 'mind in crafting the instrument. Were we writing on a barren slate, we might say that our test is simply directed at determining whether an instrument functions more like debt or equity. There’s nothing magical about intent. Nonetheless, we believe our circuit’s roundabout intent-based test merges with this simple function test in all but a few outlandish cases. Cf. United States v. Powell, 955 F.2d 1206, 1212 (9th Cir. 1991) (“[A] jury is not precluded from considering the reasonableness of the interpretation of the law in weighing the credibility of the claim- that the [defendants] subjectively believed that the law did not require that they file income tax returns.”); Cheek v. United States, 498 U.S. 192, 203-04, 111 S.Ct. 604, 112 L.Ed.2d 617 (1991) (“[T]he more unreasonable the asserted beliefs or misunderstandings are, the more likely the jury will consider them to be nothing more than simple disagreement with known legal duties imposed by the tax laws.”). Crucially, both tests allow us to resist taxpayer gamesmanship: The clever taxpayer who designs a debt instrument but proclaims an unpersuasive intention to own equity would fail via either path.

With this background in place, we have no difficulty concluding that the Tax Court didn’t err in finding that HP’s investment in FOP is best characterized as debt. While the factors point in different directions, the Tax Court committed no clear error in considering or weighing them. It appropriately'found that the formal labels attached to the documents didn’t settle the inquiry. Instead, of particular importance to the Tax Court was the de facto presence of a fixed maturity date, and HP’s de facto- creditor’s rights. The Tax Court concluded that the • deal had a de facto maturity-date because HP had an overwhelming economic incentive to divest itself of FOP after 2003: After that year, FOP would have negative earnings, thereby preventing HP from claiming foreign tax credits. HP knew this, and never expected- to stay in the transaction after 2003. HP’s income was also highly predictable: It was entitled to semiannual payments’ equal to 97% of the after-tax base interest on the notes, and had a contractual remedy against ABN and, if ABN failed to pay interest on the notes, FOP as well. While payment of the dividends was contingent on FOP’s earnings, the transaction was arranged such that FOP’s earnings were all but predetermined. In short, HP’s investment earned it a limited reten for a fixed period, and the Tax Court made no error in concluding that the investment was debt.

2. Nor did the Tax Court err in considering HP’s . .put, purchased from ABN, as part of the “overall transaction” in characterizing HP’s interest in FOP as debt or equity. See Hardman, 827 F.2d at 1411. FOP was a party to the shareholders’ agreement, and was obligated to take all “necessary or appropriate” actions to implement the put. In fact, FOP couldn’t have done anything to undermine the exercise of the put, because FOP was precluded from issuing additional stock or carrying out any business other than buying contingent interest notes. The Tax Court thus reasonably considered it as part of an •integrated transaction. We’ve similarly integrated transactions in previous debt/equity cases. See, e.g., C.I.R. v. Palmer, Stacy-Merrill, Inc., 111 F.2d 809 (9th Cir. 1940).

B. The Capital Loss

The tax code and regulations allow for the deduction of bona fide losses, I.R.C. § 165(a), but fees paid for a tax shelter cannot be deducted, see, e.g., Wells Fargo & Co. v. United States, 641 F.3d 1319, 1330 (Fed. Cir. 2011). If the IRS denies a deduction, the taxpayer- bears the burden of proving by a preponderance of the evidence that the IRS determination was incorrect. Welch v. Helvering, 290 U.S. 111, 115, 54 S.Ct. 8, 78 L.Ed. 212 (1933). If the Tax Court concludes that the taxpayer has not met that. burden, we must uphold that judgment if it is based on a permissible view of the evidence. See, e.g., MacDonald v. Kakikolu, Ltd., 581 F.3d 970, 976 (9th Cir. 2009).

The Tax Court’s judgment—that HP’s purported loss was really a fee paid for a tax shelter—was certainly based on a permissible view of the evidence. Indeed, internal HP communications referred explicitly to the “fee” that HP needed to pay AIG in order to participate in the FOP deal. A clawback agreement even obligated AIG to compensate HP if' HP didn’t get its desired tax results.

HP almost got its desired tax results.

AFFIRMED. 
      
      . For this same reason, we believe the Supreme Court has not answered the question of which standard applies. The Court has said that "[t]he general characterization of a transaction for tax purposes is a question of law subject to review,” while “[t]he particular facts from which the characterization is to be made are not so subject.” Frank Lyon Co. v. United States, 435 U.S. 561, 581 n.16, 98 S.Ct. 1291, 55 L.Ed.2d 550 (1978). This framework doesn’t tell us whether the debt/equity question is better viewed as part of the "general characterization” or the "particular facts.”
     
      
      . The deferential "clear error” standard applies regardless of whether a tax case originates in Tax Court or District Court. See Bauer, 748 F.2d at 1367. This makes sense: In complex tax cases, both Article I and Article III fact-finders have a proximity to the facts that warrants deference. Still, the institutional competence of the Tax Court may well be unique, and we see no authoritative reason why a deference regime cannot sensibly vary based on unique institutional competences. But we need not resolve this issue here. Our deference regime is flexible enough to incorporate such considerations on a case-by-case basis and, in any event, the number of tax ¡cases that originate elsewhere than the Tax Court is comparatively meager. See Gerald A. Kafka, Choice Of Fonim In Federal Civil Tax Litigation (Part 1), Prac. Tax Law., Winter 2011, at 55, 60; cf. Franz Kafka, The Trial (Schocken Books 1995) (1925).
     
      
      . If you must know, the eleven factors are: • "(1) the names given to the certificates evidencing the indebtedness; (2) the presence or ■ absence of a maturity date; (3) the source of the payments; (4) the right to enforce the payment of principal and interest; (5) participation and management; (6) a status equal to or inferior to that of regular corporate creditors; (7) the intent of the parties; (8) 'thin' or adequate capitalization; (9) identity of interest between creditor and stock holder; (10) payment of interest only out of ‘dividend’  money; (11) the ability of the corporation to obtain loans from outside lending institutions." A.R, Lantz Co., 424 F.2d at 1333 (citation omitted); see Alex Kozinski & Alexander Volokh, The Appeal, 103 Mich. L. Rev. 1391 (2005).
     