I.          Introduction

Should courts respect a transaction for tax purposes, when it otherwise complies with the technical requirements of the Internal Revenue Code and regulations? When should a court take the next step and consider the economic substance of a transaction and its motivations?

In two highly-awaited court decisions – one recently issued by the U.S. Tax Court in Patel v. Commissioner and one forthcoming from the U.S. Court of Appeals for the Tenth Circuit in Liberty Global, Inc. v. United States – federal courts are considering the proper interpretation and application of the codified economic substance doctrine. In these recent cases, a federal district court and the U.S. Tax Court have taken conflicting views.[1] At issue is whether Section 7701(o) requires a relevancy determination before the doctrine’s two-prong test is applied.[2]

II.        Statutory Framework

When Congress codified the judicial economic substance doctrine in 2010, it established a two-prong test – (i) the transaction must meaningfully change the taxpayer’s economic position; and (ii) the taxpayer must have a substantial non-tax business purpose. Congress enacted Section 7701(o) to resolve a prior split in the case law among the U.S. Circuit Courts of Appeals, with three different tests (conjunctive, disjunctive, and unitary) in use depending on where the taxpayer was located. The promulgation of the two-prong test was intended to clarify when and how the economic substance doctrine would apply.

Of note, the lead-in language to the codified test provides that Section 7701(o)(1) only applies to transactions “to which the economic substance doctrine is relevant.” The statute itself does not specifically address when the doctrine is considered relevant or who should make that determination.

In 2010, the Joint Committee on Taxation provided commentary indicating that the doctrine was not relevant to certain “basic business transactions” (debt v. equity, choice of entity for foreign investment, subchapter C reorganizations, and others).[3] The Joint Committee guidance also stated that the codification of the doctrine was not intended to disturb “longstanding judicial and administrative practice” respecting certain types of transactions; however, there was no further explanation beyond the transactions listed in the commentary. In addition, the Internal Revenue Service (“IRS”) issued Notice 2010-62, which provided that the IRS would not issue rulings or determination letters on whether the doctrine was “relevant” to specific fact patterns.

In short, although Congress intended for codification of the economic substance doctrine to resolve conflicting case law and judicial interpretations, significant uncertainty regarding whether the doctrine is “relevant” to a particular case remains. The economic substance doctrine has been asserted sparingly since 2010 and, thus, little judicial authority interprets the new statutory language.

This uncertainty creates substantial risk for taxpayers potentially subject to the economic substance doctrine. Under Section 6662(b)(6) and Section 6662(i), the IRS may assess accuracy-related penalties of 20% and 40%, respectively, upon transactions lacking economic substance. Unlike other accuracy-related penalties, there are no taxpayer defenses (like “reasonable cause”) available to avoid penalties.

III.      Liberty Global

In its decision in Liberty Global, Inc. v. United States, the U.S. District Court for the District of Colorado stated its view of the proper application of the economic substance doctrine, as codified in 7701(o). The taxpayer had urged the district court to adopt a reading of the statute that gave meaning to the phrase “to which the economic substance doctrine is relevant,” and argued that the statute required a threshold inquiry into relevance before applying the two-prong statutory test. The district court rejected this reading, citing to two Tenth Circuit cases on the economic substance doctrine that predated codification.[4] As the court held, “[t]o manufacture an additional question here—which as [the taxpayer] argues would then short-circuit the entire statutory analysis—would contravene the Tenth Circuit’s instructions and frustrate the purpose of the doctrine itself.”

The district court read the relevancy language in the statute as not imposing any additional requirement beyond the two-prong statutory test of Section 7701(o)(1). Finding that the doctrine is “relevant” when it is applicable, the district court read the relevancy determination to be coextensive with the two-prong operative test. In support, the district court cited other Tenth Circuit cases which did not engage in a relevancy analysis before applying the economic substance doctrine as evidence that there is no such threshold requirement. Based upon this reading of the statute, the district court applied the operative prongs of the test to disallow the taxpayer’s claimed deduction. The case is on appeal to the U.S. Court of Appeals for the Tenth Circuit and has been fully briefed and argued. An opinion is expected in 2026.

IV.       Patel

In Patel v. Commissioner, the Tax Court also confronted the question as to whether Section 7701(o)(1) requires a separate, threshold determination that the economic substance doctrine is “relevant” to a transaction before applying the operative two-prong test. The Tax Court’s reasoning rested heavily on statutory interpretation, and was a reviewed, unanimous opinion of the court.

According to the Tax Court, a relevancy determination is required – “the statute says so, right there, on its face.” The Tax Court pointed out that the lead-in language to the two-prong test compels a distinct and a preliminary relevancy inquiry; otherwise, the statutory reference to “relevant” would be meaningless. In support of that reasoning, the Tax Court pointed to Section 7701(o)(5)(C), which directs courts to determine relevance “as if this subsection had never been enacted.”

For the Tax Court, Section 7701(o)(5)(C) confirmed that Congress intended for courts to continue applying the traditional common law criteria for when the economic substance doctrine should be invoked, rather than assuming relevance whenever a transaction produces tax benefits. The Tax Court analyzed the legislative history to the statute, noting that Congress described the statute as a codification and not an expansion of existing jurisprudence. Accordingly, the Tax Court reasoned that the doctrine was meant to apply only in circumstances where courts had historically found it proper to disregard tax-motivated structures. In sum, the Tax Court concluded that relevance of the economic substance doctrine must be established as an antecedent to the two-prong test in Section 7701(o)(1).[5]

V.        Conclusion

The conflicting approaches taken by the Liberty Global and Patel courts highlight a broader policy debate about how expansively the economic substance doctrine should be applied to tax planning strategies, especially in light of the enduring principle from Gregory v. Helvering that “the legal right of a taxpayer to decrease the amount of what otherwise would be his taxes, or altogether avoid them, by means which the law permits, cannot be doubted.”[6]

In Liberty Global, the district court adopted an approach that integrates the relevancy determination into the substantive analysis itself – relevance is assumed whenever a transaction fails the two-prong statutory test. This approach would allow the IRS to proceed to the two-prong test without first demonstrating why the doctrine should apply at all, and, as a result, the doctrine could reach transactions that might otherwise fall outside of its historical contours.

Conversely, the Tax Court in Patel treated the “to which the economic substance doctrine is relevant” language as a real limitation, not as surplusage – the relevancy determination is a distinct, antecedent step to the two-prong test. This approach limits the doctrine’s reach to transactions in which judicial scrutiny historically applied, protecting legitimate or congressionally endorsed tax planning strategies. Under the Tax Court’s reading of the doctrine, the legislative purposes behind each claimed tax benefit and the taxpayer’s motivations for entering into transactions become highly probative, and taxpayers would do well to carefully document their consideration of these elements at the time they participate in a transaction that could be subject to IRS challenge.

With Liberty Global currently on appeal to the Tenth Circuit, the divergence in how courts apply the economic substance doctrine persists, creating uncertainty for taxpayers. While recent guidance from the IRS confirms that examiners must still evaluate whether the doctrine is relevant to a transaction before the two-prong test is applied,[7] taxpayers are not entitled to rely on this IRS guidance.

Further judicial development of the economic substance doctrine may have practical significance for tax planning of many different business transactions, but the impact of these two decisions is currently unknown. For example, basic business transactions like the ones expressly listed in the 2010 Joint Committee commentary likely have strong defenses to any review under the economic substance doctrine. On the other hand, transactions like the one at issue in Patel, a micro-captive insurance strategy that the IRS has deemed a reportable transaction, are likely to be analyzed under the economic substance doctrine regardless of its judicial interpretation. Related-party transactions historically have been subject to scrutiny under the doctrine but also frequently survive that scrutiny. Because the law under the economic substance doctrine remains unclear, careful attention to forum and how relevance is addressed can be critical in shaping the outcome of economic substance disputes.


[1] Liberty Glob., Inc. v. United States 2023 Us Dist Lexis 209613 (D. Colo. Oct. 31, 2023); Patel v. Comm’r, 165 T.C. No. 10 (Nov. 12, 2025).

[2] All references to section are to the Internal Revenue Code of 1986, as amended.

[3] Staff of the Joint Comm. on Taxation, Technical Explanation of the Revenue Provisions of the “Reconciliation Act of 2010,” as amended, at p. 152.

[4] Blum v. Commissioner, 737 F.3d 1303 (10th Cir. 2013), cited by the court, was decided post-codification; however, it related to deficiencies for 1998 and 1999, pre-codification tax years to which the statutory doctrine did not apply.

[5] Currently, the time has not yet run for an appeal of the Patel decision. The decision notes that the taxpayers are in Texas, which would suggest an appellate venue of the U.S. Court of Appeals for the Fifth Circuit, barring a stipulation to the contrary by the parties. I.R.C. § 7482.

[6] Gregory v. Helvering, 293 U.S. 465, 469-70 (1935).

[7] See generally Internal Revenue Service LB&I-04-0422-0014, “Interim Guidance Memorandum on Economic Substance Doctrine and Related Penalties” (Apr. 22, 2022).

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Photo of Stuart Rosow Stuart Rosow

Stuart Rosow is a partner in the Tax Department and a leader of the transactional tax team. He concentrates on the taxation of complex business and investment transactions. His practice includes representation of publicly traded and privately held corporations, financial institutions, operating international…

Stuart Rosow is a partner in the Tax Department and a leader of the transactional tax team. He concentrates on the taxation of complex business and investment transactions. His practice includes representation of publicly traded and privately held corporations, financial institutions, operating international and domestic joint ventures, and investment partnerships, health care providers, charities and other tax-exempt entities and individuals.

For corporations, Stuart has been involved in both taxable and tax-free mergers and acquisitions. His contributions to the projects include not only structuring the overall transaction to ensure the parties’ desired tax results, but also planning for the operation of the business before and after the transaction to maximize the tax savings available. For financial institutions, Stuart has participated in structuring and negotiating loans and equity investments in a wide variety of domestic and international businesses. Often organized as joint ventures, these transactions offer tax opportunities and present pitfalls involving issues related to the nature of the financing, the use of derivations and cross-border complications. In addition, he has advised clients on real estate financing vehicles, including REITs and REMICs, and other structured finance products, including conduits and securitizations.

Stuart’s work on joint ventures and partnerships has involved the structuring and negotiating of a wide range of transactions, including deals in the health care field involving both taxable and tax-exempt entities and business combinations between U.S. and foreign companies. He has also advised financial institutions and buyout funds on a variety of investments in partnerships, including operating businesses, as well as office buildings and other real estate. In addition, Stuart has represented large partnerships, including publicly traded entities, on a variety of income tax matters, including insuring retention of tax status as a partnership; structuring public offerings; and the tax aspects of mergers and acquisitions among partnership entities.

Also actively involved in the health care field, Stuart has structured mergers, acquisitions and joint ventures for business corporations, including publicly traded hospital corporations, as well as tax-exempt entities. This work has led to further involvement with tax-exempt entities, both publicly supported entities and private foundations. A significant portion of the representation of these entities has involved representation before the Internal Revenue Service on tax audits and requests for private letter rulings and technical advice.

Stuart also provides regular advice to corporations, a number of families and individuals. This advice consists of helping to structure private tax-advantaged investments; tax planning; and representation before the Internal Revenue Service and local tax authorities on tax examinations.

A frequent lecturer at CLE programs, Stuart is also an adjunct faculty member of the Columbia Law School where he currently teaches Partnership Taxation.

Photo of Richard M. Corn Richard M. Corn

Richard M. Corn is a partner in the Tax Department. He focuses his practice on corporate tax structuring and planning for a wide variety of transactions, including:

  • mergers and acquisitions
  • cross-border transactions
  • joint ventures
  • structured financings
  • debt and equity issuances
  • restructurings
  • bankruptcy-related transactions

Richard M. Corn is a partner in the Tax Department. He focuses his practice on corporate tax structuring and planning for a wide variety of transactions, including:

  • mergers and acquisitions
  • cross-border transactions
  • joint ventures
  • structured financings
  • debt and equity issuances
  • restructurings
  • bankruptcy-related transactions

Richard advises both U.S. and international clients, including multinational financial institutions, private equity funds, hedge funds, asset managers and joint ventures. He has particular experience in the financial services and sports sectors. He also works with individuals and tax-exempt and not-for-profit organizations on their tax matters.

Richard began his career as a clerk for the U.S. Court of Appeals for the Fourth Circuit Judge J. Michael Luttig and then went on to clerk at the U.S. Supreme Court for Associate Justice Clarence Thomas. Prior to joining Proskauer, he most recently practiced at Sullivan & Cromwell as well as Wachtell, Lipton, Rosen and Katz.

Photo of Christine Harlow Christine Harlow

Christine is a partner in the firm’s Tax Department and a member of the Private Funds Group, advising clients on the tax aspects of private funds, including hedge funds, credit funds, private equity funds and joint ventures.

She represents private fund managers in…

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She represents private fund managers in the formation of private funds, ongoing operations and the tax consequences of purchasing and disposing of investments. She also represents investors regarding the tax consequences of investing in private funds. She advises fund managers and investors on a variety of fund structures, including closed-end, open-end, hybrid, and evergreen.

Her experience also includes structuring and negotiating seed and strategic investments and advising private fund managers with respect to the sale of investment management and general partner entities.

Prior to joining Proskauer, Christine served as special counsel at a prominent law firm focused on private capital, where she addressed a broad range of tax matters related to private funds.

Photo of Martin T. Hamilton Martin T. Hamilton

Martin T. Hamilton is a partner in the Tax Department. He primarily handles U.S. corporate, partnership and international tax matters.

Martin’s practice focuses on mergers and acquisitions, cross-border investments and structured financing arrangements, as well as tax-efficient corporate financing techniques and the tax…

Martin T. Hamilton is a partner in the Tax Department. He primarily handles U.S. corporate, partnership and international tax matters.

Martin’s practice focuses on mergers and acquisitions, cross-border investments and structured financing arrangements, as well as tax-efficient corporate financing techniques and the tax treatment of complex financial products. He has experience with public and private cross-border mergers, acquisitions, offerings and financings, and has advised both U.S. and international clients, including private equity funds, commercial and investment banks, insurance companies and multinational industrials, on the U.S. tax impact of these global transactions.

In addition, Martin has worked on transactions in the financial services, technology, insurance, real estate, health care, energy, natural resources and industrial sectors, and these transactions have involved inbound and outbound investment throughout Europe and North America, as well as major markets in East and South Asia, South America and Australia.

Martin also regularly represents clients in tax controversies and other matters before the U.S. tax authorities.

Photo of Malcolm Hochenberg Malcolm Hochenberg

Malcolm S. Hochenberg is a partner in the Tax Department. Malcolm’s practice involves helping clients achieve all tax and other commercial objectives in an array of industries.

Malcolm often works with companies in the context of an M&A transaction and then becomes a…

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Malcolm often works with companies in the context of an M&A transaction and then becomes a day-to-day advisor to the organization and/or its owners. Malcolm also has extensive experience restructuring companies in distressed and non-distressed situations. Within the Firm and among clients, he is known for his proactive, solution-oriented approach.

Malcolm’s experience includes work in the following disciplines:

M&A

Private equity funds in dozens of acquisitions, dispositions and related financings

Acquisitions and dispositions by and of public companies

Mergers and consolidations of registered funds

Sales of professional sports franchises and other gaming businesses

Advisory and Restructuring

Reorganizing global structures for multinational firms,

Work both near and in bankruptcy, including Chapter 11 restructurings and representing ad hoc groups of private credit lenders in Chapter 11 and 363 sale processes

Designing and implementing structures for sports tournaments and other JVs involving sporting events

Working with companies in the context of tax audits and refund claims

Venture Capital and Intellectual Property

Licensing and other collaboration agreements for for-profit and tax-exempt organizations

Structuring start-ups and representing early stage investors

Representing investors in the context of transformative transactions for underlying portfolio companies

Capital Markets

IPOs, debt and equity offerings and tack-ons, including via “Up-C” structure with tax receivables agreement

Real Estate

Joint ventures, as well as acquisitions and dispositions of realty, in both contexts structuring for tax sensitive investors

Photo of Amanda H. Nussbaum Amanda H. Nussbaum

Amanda H. Nussbaum is the chair of the Firm’s Tax Department as well as a member of the Private Funds Group. Her practice concentrates on planning for and the structuring of domestic and international private investment funds, including venture capital, buyout, real estate…

Amanda H. Nussbaum is the chair of the Firm’s Tax Department as well as a member of the Private Funds Group. Her practice concentrates on planning for and the structuring of domestic and international private investment funds, including venture capital, buyout, real estate and hedge funds, as well as advising those funds on investment activities and operational issues. She also represents many types of investors, including tax-exempt and non-U.S. investors, with their investments in private investment funds. Business partners through our clients’ biggest challenges, Amanda is a part of the Firm’s cross-disciplinary, cross-jurisdictional Coronavirus Response Team helping to shape the guidance and next steps for clients impacted by the pandemic.

Amanda has significant experience structuring taxable and tax-free mergers and acquisitions, real estate transactions and stock and debt offerings. She also counsels both sports teams and sports leagues with a broad range of tax issues.

In addition, Amanda advises not-for-profit clients on matters such as applying for and maintaining exemption from federal income tax, minimizing unrelated business taxable income, structuring joint ventures and partnerships with taxable entities and using exempt and for-profit subsidiaries.

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Photo of Rita N. Halabi Rita N. Halabi

Rita Halabi is an associate in the Tax Department. She advises public, private and governmental entities on a variety of U.S. federal corporate, international and partnership tax matters, including mergers and acquisitions, cross-border private equity and investment fund transactions, preferred equity investments, structured…

Rita Halabi is an associate in the Tax Department. She advises public, private and governmental entities on a variety of U.S. federal corporate, international and partnership tax matters, including mergers and acquisitions, cross-border private equity and investment fund transactions, preferred equity investments, structured finance and fund finance transactions, restructurings and bankruptcy-related transactions, capital markets transactions and tax controversy.

Rita is devoted to thought leadership on tax-related topics. She is a contributing author to “International Tax Disputes: Arbitration, Mediation, and Dispute Management”, an international tax treatise published by Edward Elgar Publishing. Rita was recently the keynote speaker at a New York State Bar Association Tax Section event and participated in a private funds panel at an American Bar Association Tax Section conference. She serves on the leadership team of the American Bar Association Tax Section’s Investment Management Committee. In addition, Rita regularly blogs about developments in U.S. federal tax law on the Proskauer Tax Talks blog.