Articles 5 min read

Basket Swaps After SIH Partners Case

Key Takeaways

1.

The Tax Court’s SIH Partners decision highlights the importance of evaluating both the structure and economics of basket swap transactions.

2.

Meeting the mechanical 70% portfolio-overlap test alone may not be sufficient if the anti-abuse rule applies.

3.

Fund managers using basket swaps or similar portfolio derivatives should revisit their hedge composition, documentation and economic assumptions.

What Is a Basket Swap?

For years, many fund managers and tax advisers viewed the 70/30 basket swap, a derivative that references a basket of securities rather than a single position, as a reliable way to manage investment risk while preserving the intended tax treatment of the underlying positions. The premise was straightforward: if a basket derivative was constructed to reference at least 20 unrelated issuers and the taxpayer’s physical holdings represented less than 70% of the basket, the position generally would not be treated as substantially similar or related property (SSRP) under the mechanical substantial-overlap test in Treasury Regulation Section 1.246-5.

That assumption deserves a fresh look after the U.S. Tax Court’s decision in SIH Partners LLLP v. Commissioner, 167 T.C. No. 8, filed August 6, 2026.

What Happened in the SIH Partners Case?

In SIH Partners, the taxpayer acquired Swiss equities and simultaneously added short exposure to those same securities through a larger portfolio swap. The taxpayer designed the structure to pass the regulation’s mechanical, substantial-overlap test. The court respected the portfolio swap as a single instrument and declined to disaggregate it into individual short positions. Even so, the taxpayer lost its desired tax treatment (i.e., qualified dividend income treatment and foreign tax credits) because the court applied the regulation’s separate anti-abuse rule.

How Did the Tax Court Apply the Basket Swap Anti-Abuse Rule?

The anti-abuse rule asks two questions: whether the derivative is reasonably expected to virtually track the relevant stock holdings, directly or inversely, and whether the position is part of a plan whose principal purpose is to generate tax benefits that significantly exceed the expected pre-tax economic profit. The court concluded that both requirements were met. Most notably, it found the virtual tracking requirement satisfied because the basket contained short positions in the same Swiss securities held by the taxpayer. Rather than comparing the performance of the basket swap as a whole to the taxpayer’s individual long stock positions, the court focused on the overlapping securities within the basket. This aspect of the opinion has generated significant discussion among practitioners, some of whom view the court’s approach as effectively disaggregating the basket for purposes of the anti-abuse rule after having earlier respected the basket as a single financial position. The court concluded that the estimated tax savings of approximately $25 million significantly exceeded the expected pre-tax profit, which the court placed between zero and $2.4 million.

What Does SIH Partners Mean for Fund Managers?

The decision does not mean that every portfolio hedge fails. It does, however, make it harder to pass the 70% portfolio overlap test and anti-abuse rules. Mechanical compliance is still relevant, but it may not protect a transaction when a portfolio hedge closely offsets the fund’s actual holdings and the tax savings significantly outweigh the expected pretax economic profit. Funds using basket swaps or similar portfolio derivatives to hedge individual stock positions should revisit both the composition and intention of their hedges.

Six Questions Fund Managers Using Basket Swaps Should Ask

  1. Do we currently use 70/30 basket swaps or similar portfolio derivatives?

Identify any funds or separately managed accounts that use basket swaps, portfolio swaps, custom indices or other multi-stock derivatives as part of a tax-sensitive hedging strategy.

  1. Do any of our holdings also appear inside a short portfolio derivative?

This fact was central to the court’s analysis. Review whether long positions held by the fund are offset, directly or inversely, by exposure embedded in a basket derivative.

  1. What was the documented non-tax investment or risk-management purpose?

Gather contemporaneous materials describing the transaction’s business purpose, expected economics, portfolio construction and risk-management rationale. Documentation prepared before execution is generally more persuasive than an explanation developed after the fact.

  1. How do the expected pre-tax profits compare with the anticipated tax benefits?

The anti-abuse rule focuses on expected economics, not actual results. Revisit the assumptions, costs, commissions, slippage, withholding taxes, financing and hedge effects used in the original forecast.

  1. Have Our Basket Positions Evolved Over Time?

The SIH Partners basket was actively managed and modified more than 200 times in a year. Managers should consider whether changes to a basket over time have created economic relationships or concentrations that were not present when the position was originally established and documented.

  1. Could the strategy affect other tax positions beyond dividend treatment?

Consider whether the same basket is relevant to straddle rules, constructive-sale analysis, wash-sale planning, holding-period requirements or foreign tax credit positions. The reasoning of the court in SIH Partners may influence how advisers assess similar structures.

Next Steps for Fund Managers

Funds with potentially affected positions should coordinate with their tax and legal advisers to evaluate the specific facts, refresh the economic analysis and determine whether any reporting, documentation or year-end planning action is appropriate.

Important notice: This article is for general informational purposes only and is not intended as tax or legal advice. The application of the decision depends on the facts and circumstances of each transaction.

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