Hostname: page-component-76fb5796d-zzh7m Total loading time: 0 Render date: 2024-04-28T01:09:33.679Z Has data issue: false hasContentIssue false

INTERPRETING AMBIGUOUS TAX STATUTES

Published online by Cambridge University Press:  14 August 2023

Linda D. Jellum*
Affiliation:
Law, University of Idaho College of Law
Rights & Permissions [Opens in a new window]

Abstract

In this essay, I explore the question of who should determine what an ambiguous tax statute means, the courts or the Department of Treasury. The answer to that question is based on two administrative law doctrines: Chevron and Brand X. Here, I explain why Chevron and Brand X violate the Administrative Procedure Act and are unworkable. Then, using a provision in the tax code, I propose that we return to a standard that is both consistent with the APA and easier to implement: Skidmore.

Type
Research Article
Creative Commons
Creative Common License - CCCreative Common License - BYCreative Common License - NCCreative Common License - SA
This is an Open Access article, distributed under the terms of the Creative Commons Attribution-NonCommercial-ShareAlike licence (https://creativecommons.org/licenses/by-nc-sa/4.0/), which permits non-commercial re-use, distribution, and reproduction in any medium, provided the same Creative Commons licence is included and the original work is properly cited. The written permission of Cambridge University Press must be obtained for commercial re-use.
Copyright
© The Author(s), 2023. Published by Cambridge University Press on behalf of Social Philosophy & Policy Foundation. Printed in the USA

I. Introduction

Imagine it is April 15. Taxes are due. You completed your tax return last night and head to the post office to mail it. (Yes, in the United States many taxpayers still mail tax returns). You chat with the postmaster. She will remember your visit. You eagerly await your refund check; it never comes. Instead, you get a notice of deficiency with penalties. You owe penalties both for failing to file and for failing to pay your taxes by the deadline.Footnote 1 You learn that the Internal Revenue Service (the IRS) never received your tax return because of a postal error. Now, the deadline has passed, and the IRS refuses to consider the postmaster’s affidavit that she remembers you mailing the return by the deadline.

While some courts have said the postmaster should be able to help you prove mailing, the IRS disagrees. Their interpretation of an ambiguous tax statute conflicts. When Congress writes an ambiguous tax statute, who should decide what that language means, the courts or the Department of the Treasury (hereafter, the Treasury)?

An administrative law doctrine known as the Chevron Footnote 2 doctrine answers this question with a typical law school answer: it depends. If the statutory language is clear, then the Treasury and courts have no power to interpret the language differently. Congressional intent controls. However, if the statutory language is ambiguous, then both the Treasury and the courts have the power to interpret that language.

But what if a court interprets that language first? Is the Treasury bound by the court’s preexisting interpretation? Another administrative law doctrine known as the Brand X Footnote 3 doctrine answers this question: surprisingly, no. The Supreme Court decided that agencies, including the Treasury, have the power to reject judicial interpretations of ambiguous statutory language with which the agency disagrees. In the conflict between agency flexibility and certainty, the Court chose agency flexibility.

Chevron and Brand X are not inevitable. Both are simply standards of review that courts apply to determine whether an agency’s interpretation of an ambiguous statute is valid. Using a provision in the tax code for context, this essay explores two problems with these doctrines and recommends an alternative.

I proceed as follows. In Section II, I provide background and context. First, I describe the conflict between the courts and the Treasury in one narrow area: the delivery of tax documents. I explain the rules used to determine when a mailed tax document is delivered to the IRS: (1) the oldest rule, the physical-delivery rule; (2) the middle rule, the common law mailbox rule; and (3) the latest rule, the statutory mailbox rule. I then explain how the Treasury and some courts interpreted the statutory mailbox rule differently. Some courts interpreted the statutory mailbox rule in a taxpayer-friendly way, while the Treasury interpreted the statutory mailbox rule in a less taxpayer-friendly way. As noted above, when an agency’s interpretation conflicts with a preexisting judicial interpretation, the decision of which interpretation controls is based on the Chevron and Brand X doctrines. Hence, these doctrines are described in Section III.

Next, in Section IV, I identify two issues with the Chevron and Brand X doctrines. Specifically, they violate the Administrative Procedure Act (APA) and are difficult to apply individually and collectively.Footnote 4 After describing these two issues with both doctrines, in Section V, I recommend a return to a prior doctrine, known as Skidmore Footnote 5 deference, and apply that doctrine to the opening hypothetical. Finally, in Section VI, I conclude.

II. The Mailbox Rules

The U.S. Tax Code runs thousands of pages.Footnote 6 The implementing regulations and case law run to the tens of thousands of pages.Footnote 7 Hence, this essay will focus on one very narrow section of the code: the development of the rules governing the delivery of tax documents.

A. The Physical-Delivery Rule versus the Common Law Mailbox Rule

Prior to 1954, to be considered “filed,” tax documents had to be physically delivered to the IRS before any applicable deadline.Footnote 8 While mail delivery counted, it counted only if the IRS physically received the mailed document before the deadline. However, because documents could be delayed or lost in the mail through no fault of the taxpayer, this physical-delivery rule left taxpayers vulnerable to postal service errors.Footnote 9

To mitigate the adverse consequences of the physical-delivery rule, courts developed the common law mailbox rule.Footnote 10 Under the common law mailbox rule, extrinsic evidence (like an affidavit from the hypothetical postmaster) that a taxpayer properly and timely mailed a tax document raised a rebuttable presumption that the IRS received the document within the time a normal mailing would take.Footnote 11 So, for example, a taxpayer could provide proof that a tax return was mailed on a certain day by offering witness testimony.Footnote 12 Such testimony, when credible, raised a rebuttable presumption that the document was physically delivered to the IRS in the time that the document would ordinarily take to be mailed. While the IRS could rebut the presumption, doing so successfully was difficult.

B. The Statutory Mailbox Rule

In 1954, shortly after the courts developed the common law mailbox rule, Congress passed 26 U.S.C. § 7502 to mitigate the harshness of the physical-delivery rule. Section § 7502 is known as the statutory mailbox rule.

The statutory mailbox rule has two relevant subsections. First, § 7502(a)(1) applies when taxpayers mail a tax document using regular mail. This subsection provides that if the IRS receives a mailed tax document after the deadline, the document will nonetheless be deemed to have been delivered on the date that the document was postmarked if that date precedes the deadline. The statute provides:

If any return, claim, statement, or other document required to be filed, or any payment required to be made, within a prescribed period or on or before a prescribed date under authority of any provision of the internal revenue laws is, after such period or such date, delivered by United States mail to the agency, officer, or office with which such return, claim, statement, or other document is required to be filed, or to which such payment is required to be made, the date of the United States postmark stamped on the cover in which such return, claim, statement, or other document, or payment, is mailed shall be deemed to be the date of delivery or the date of payment, as the case may be.Footnote 13

Thus, this subsection has two prerequisites: first, the IRS must receive the tax document at some point, and second, the document must be postmarked by the filing deadline.

Second, a different subsection, § 7502(c), applies when taxpayers mail a tax document using certified or registered mail. This section provides that taxpayers may use the registered or certified receipt to prove timely mailing regardless of whether and when the IRS received the document. Thus, this subsection has only one prerequisite: a registration showing the document was mailed timely.Footnote 14 Actual delivery is irrelevant.

The statutory mailbox rule carves out exceptions to the harsh physical-delivery rule. Delivery is not required when the taxpayer uses certified or registered mail. But the statutory mailbox rule does not address what happens when a taxpayer mails a document by ordinary mail and the IRS never receives it. In this situation, the postmark would not be available to serve as proof of mailing. Thus, the statute has a gap.

Should the common law mailbox rule fill this gap? Under the common law mailbox rule, a taxpayer could provide evidence of timely mailing using extrinsic evidence. Courts soon had to grapple with whether taxpayers could still rely on extrinsic evidence to prove timely filing where the taxpayer mailed a tax document using ordinary mail, but the IRS never received it. The courts had to decide whether § 7502(a) abrogated the common law mailbox rule by providing the only avenue by which taxpayers could prove timely delivery when they used regular mail or whether § 7502 augmented the common law mailbox rule. Section 7502 could provide a safe harbor for those cases where the IRS received the mailing late or the taxpayer used registered or certified mail and still leave the common law mailbox rule in place for those cases when the IRS never received the mailing. In short, courts had to decide whether the statutory mailbox rule supplanted the common law mailbox rule or supplemented it.

The circuit courts split on this issue. The Second and the Sixth Circuits held that § 7502 supplanted the common law mailbox rule.Footnote 15 In contrast, the Third, Eighth, and Ninth Circuits held that § 7502 supplemented the common law mailbox rule.Footnote 16 This circuit split caused inconsistency and potential unfairness: taxpayers in the Second and Sixth Circuits were treated differently from those in the Third, Eighth, and Ninth Circuits.

Citing the circuit split, the Treasury amended its relevant regulation, Regulation § 301.7502-1(e), in 2011. With its amendment, the Treasury clarified that the statutory mailbox rule supplanted the common law mailbox rule. Taxpayers who used ordinary mail could no longer prove timely mailing by using extrinsic evidence. If the IRS did not receive the document, the taxpayer was out of luck. The regulation as amended provides:

Other than direct proof of actual delivery, proof of proper use of registered or certified mail, and proof of proper use of a duly designated [private delivery service], are the exclusive means to establish prima facie evidence of delivery of a document to the agency, officer, or office with which the document is required to be filed. No other evidence of a postmark or of mailing will be prima facie evidence of delivery or raise a presumption that the document was delivered. Footnote 17

When the Treasury applied its new regulation, taxpayers challenged it as an invalid interpretation of the statutory mailbox rule. For the courts in the circuits that had held that the statutory mailbox rule supplemented the common law mailbox rule before 2011, the issue was whether they had to accept Treasury’s regulation or reject it because it conflicted with their precedent. If the judiciary has the constitutional authority to interpret statutory language and say what the law is, which interpretation controlled: the Treasury’s or the court’s interpretation?Footnote 18

III. The Chevron and Brand X Doctrines

Resolution of this issue involves two doctrines: Chevron and Brand X. This section explains these two doctrines and why the circuit courts must apply the Treasury’s regulation instead of their own precedents.

A. Chevron

Before 1984, courts applied the Skidmore doctrine to determine whether courts should defer to agency interpretations of ambiguous statutes.Footnote 19 Under Skidmore, agencies earned deference with thorough, careful, and well-reasoned decision-making.Footnote 20 Among other factors, courts considered the consistency of an agency’s interpretation when deciding whether to defer to it. Under Skidmore, the status quo was generally maintained. Those wishing to deregulate needed a new doctrine. And they got one.

In 1984, the Supreme Court replaced Skidmore in Chevron U.S.A., Inc. v. National Resources Defense Council, Inc. Footnote 21 In that case, the Court decided whether courts or agencies had the power to interpret ambiguous, or unclear, statutory language.Footnote 22 Chevron involved a question about the meaning of a phrase in the Clean Air Act.Footnote 23 The Act did not define the term.Footnote 24 Under the Carter Administration, the Environmental Protection Agency (EPA) promulgated a regulation interpreting the phrase in way that prioritized environmental interests over business interests.Footnote 25

In 1980, President Reagan was elected to office after promoting a deregulatory agenda. Under his leadership, the EPA reinterpreted the Carter regulation to favor business growth over protection of the environment.Footnote 26 Environmentalists challenged the new interpretation. The issue before the D.C. Circuit Court was whether the EPA’s new interpretation was valid. Applying a de novo standard of review, the D.C. Circuit rejected the EPA’s interpretation.Footnote 27

The Supreme Court reversed, upholding the EPA’s business-friendly interpretation.Footnote 28 In doing so, the Court rejected the de novo standard of review that the courts had been using to evaluate the validity of agency interpretations of statutory language and created a new deference framework, colloquially known as the Chevron two-step. Pursuant to Chevron’s first step, a court determines “whether Congress has directly spoken to the precise question at issue.”Footnote 29 At this step, a court “employ[s] traditional tools of statutory construction” to determine whether congressional intent about the meaning of language is clear or whether there is a gap or ambiguity for the agency to fill.Footnote 30 The traditional tools include an examination of the text of the statute, its legislative history, and its purpose.Footnote 31 Under this first step, courts do not defer to agency interpretations at all. Rather, “[t]he judiciary is the final authority on issues of statutory construction.”Footnote 32 This step is de novo review. Had the Court stopped here, Chevron would not have ushered in an administrative law revolution.

But the Supreme Court did not stop at step one. Because it concluded in that case that congressional intent was not clear at step one, the Court continued and created step two. Under step two, the Supreme Court said, a court must accept any “permissible,” or “reasonable,” agency interpretation, even if the court believes a different interpretation would be better.Footnote 33 Deferring to the agency’s interpretation at step two is known as Chevron deference. Unlike the de novo review at step one, this step is very deferential. To be fair, the Chevron analysis has become significantly more complicated than this short description suggests, but it is sufficient for this essay.

The Court offered three reasons to justify its decision to defer to reasonable agency interpretations at step two: agency expertise, implied congressional delegation, and democratic theory. Each justification was grounded in legal positivism, the view that law is a social construct rather than a moral one.Footnote 34

First, the Court reasoned that agency personnel are experts in their field, while judges are not.Footnote 35 Congress delegates to agencies to implement law in a particular area because of this expertise. For example, scientists and analysts working for the Food and Drug Administration are more knowledgeable about food safety and drug effectiveness than are judges. Similarly, economists and accountants are more knowledgeable about the effects of tax policies than are judges. Because agencies employ specialists, agencies are in a better position to implement legally enacted public policies. Courts lack this expertise; hence, Congress would likely want to delegate interpretive power to agencies. And delegation is constitutional under the delegation doctrine. Under that doctrine, Congress can delegate to the executive branch the power to fill in the details of broadly enacted policy.Footnote 36 So long as Congress decides what the policy will be, agencies can lawfully implement those policies. As Cass Sunstein has said:

[S]ometimes [statutory] interpretation is not simply a matter of uncovering legislative will, but also involves extratextual considerations of various kinds, including judgments about how a statute is best or most sensibly implemented. Chevron reflects a salutary understanding that these judgments of policy and principle should be made by [agency] administrators rather than judges.Footnote 37

Second, the Court reasoned that Congress simply cannot legislate every detail in a comprehensive regulatory scheme. Even though today’s legislation is complex and detailed,Footnote 38 gaps, ambiguities, and even inconsistencies are inevitable. An agency must fill in and resolve these gaps, ambiguities, and inconsistencies to implement lawfully enacted congressional policy. In Chevron, the Court presumed that by leaving these gaps and ambiguities, Congress impliedly delegated the authority to the agencies, not the courts, to resolve them.Footnote 39 And there is some truth to this presumption.Footnote 40 It makes sense that Congress would prefer those with business or finance degrees, rather than those with legal degrees, to resolve ambiguities in the tax code.

Third, the Court reasoned that administrative officials, unlike federal judges, have a political constituency to which they are accountable. “[F]ederal judges—who have no constituency—have a duty to respect legitimate policy choices made by those who do.”Footnote 41 Those who have a constituency include legislators and the executive. Every two to four years, Americans elect a president and legislators. Those legislators and president set and implement new policies. The Chevron doctrine respects this democratic process.

In Chevron, the Court answered the question of what standard of review courts should use to evaluate the validity of agency interpretations of statutory language when there were no preexisting judicial interpretations of that language. The remaining question was what standard of review was appropriate when a court interprets statutory language before an agency does. Can the agency reject the court’s preexisting interpretation? The short answer is: it depends, as I will explain next.

B. Brand X

The Supreme Court answered that question in National Cable & Telecommunications Ass’n v. Brand X Internet Services. Footnote 42 In this case, the Court explained how to determine the validity of an agency’s interpretation when it contradicts an existing judicial opinion (a preexisting opinion). Recall that Chevron requires a two-step analysis: First, determine whether Congress has spoken to the precise issue before the court using the traditional tools of statutory interpretation (text, legislative history, and purpose). If so, that interpretation controls. But if not, see if the agency’s interpretation is reasonable, even if it is not the best interpretation. In Brand X, the Court explained that a preexisting judicial interpretation of statutory language reached at Chevron’s first step precludes an agency from later interpreting that language differently.Footnote 43 When statutory language is clear, an agency has no power to interpret that language differently than Congress intended.

However, if a court determines at step one that Congress did not have a specific intent regarding the meaning of the statutory language and defers to the agency’s reasonable interpretation of the language at Chevron step two, then the agency may change its interpretation later. A prior judicial interpretation resolved at Chevron’s second step does not bind an agency because, under Chevron, agencies have the power to interpret ambiguous statutory language, not courts.

Brand X’s two-pronged approach flows from Chevron. A preexisting judicial interpretation indicates that either congressional intent was clear or that congressional intent was unclear, and the agency’s interpretation was reasonable. If congressional intent is clear, then Congress has spoken, and the agency and the courts must interpret the statutory language consistently with congressional intent. However, if congressional intent is not clear, then the agency may interpret the language differently so long as its interpretation is reasonable. More troubling is that the agency can change its interpretation later so long as the new interpretation is also reasonable.

IV. Problems with Chevron and Brand X

While Brand X seemed to make sense given Chevron’s two-step process, both doctrines violate the APA and are extremely difficult to apply. This section explores these two criticisms.

A. Chevron and Brand X Violate the APA

These doctrines are contrary to the text of § 706 of the APA.Footnote 44 The APA is the law that governs the procedures that all agencies must follow when regulating. As background, before the APA’s enactment, concerns had arisen about the adjudicatory and other practices of administrative agencies. Each agency followed its own procedures; consistency was missing. Consequently, in 1939, President Roosevelt asked the attorney general to appoint a committee to investigate and suggest procedural reforms.Footnote 45 The committee issued its final report in 1941; then World War II intervened. After the War, Congress finally passed the APA in 1946. The APA represented a compromise between New Dealers, enthusiastic about expanding agency power, and conservatives, who viewed such power as a veil for tyranny.Footnote 46

Section 706 of the APA identifies the standards of review for courts to use when reviewing agency actions. That section provides, “the reviewing court shall [1] decide all relevant questions of law, [2] interpret constitutional and statutory provisions, and [3] determine the meaning or applicability of the terms of an agency action.”Footnote 47 Admittedly, § 706 does not identify the standard of review for the courts to apply when “decid[ing] all relevant questions of law [and] interpret[ing] statutory provisions.” However, there are four reasons this relatively short sentence demands that courts independently interpret statutory provisions, not defer to reasonable agency interpretations.

First, deference is not mentioned. If Congress wanted courts to review agency interpretations of statutes deferentially, Congress could have and should have said so. It did not.

Second, the APA failed to include a specific standard of review for agency interpretations of statutes. Prior to the APA’s enactment, courts used the de novo standard of review to resolve these issues.Footnote 48 When a legislature enacts a new law, the legislature is presumed to know the existing law and to fit the new law into that legal structure.Footnote 49 The new law’s failure to include any standard suggests that Congress intended courts to use the standard they were already using: de novo review.

Third, § 706 requires courts to “decide all relevant questions of law.” It does not direct courts to review questions of law an agency has already decided. Further, § 706 directs courts to decide “all” questions of law, not just those questions an agency has not decided. Questions about the meaning of statutory language are questions of law.Footnote 50 Deciding questions of law is what courts do. It is their expertise. As in any case involving statutory interpretation and as with any litigant or amicus curiae, agencies could suggest interpretations for the court to consider, but it is up to the courts to determine whether the interpretation is consistent with congressional intent.

Fourth, § 706 requires courts to interpret “constitutional and statutory provisions.” These two types of provisions are linked, suggesting that the same standard of review applies to both. Courts interpret constitutional provisions de novo. Footnote 51 (Can you imagine a court deferring to an agency’s interpretation of the Equal Protection Clause or the Second Amendment!) Thus, courts should interpret statutory provisions using the same standard of review: de novo review.

But wait, there is more. In the two subsections of § 706 following the short sentence quoted above, the APA identifies two actions a court may take when reviewing an agency action. A court may (1) “compel agency action unlawfully withheld or unreasonably delayed,” and (2) “hold unlawful and set aside agency action, findings, and conclusions found to be” arbitrary and capricious, contrary to the constitution, ultra vires, procedurally defective, and unsupported by substantial evidence.Footnote 52 The standards in the second phrase are explicitly identified and are deferential. In contrast, the language quoted contains no explicit standard. Nowhere does § 706 direct courts to defer to reasonable agency interpretations of statutory language or to ignore their own precedents.

For these reasons, the text of the APA requires courts to use de novo review when deciding the meaning of statutory language even when an agency has interpreted that language. “To many modern readers, the most reasonable reading of the APA is that judges must interpret” statutory language de novo. Footnote 53 However, the Supreme Court has never addressed these arguments. Chevron did not even cite § 706.Footnote 54

But knowing what the text says is not enough. What about the legislative history and statutory purpose? Do they offer insights? The purpose of the APA was to make agencies’ procedures more consistent and uniform. This purpose offers little, if any, guidance regarding the proper standard of review for a court to apply when reviewing agency action.Footnote 55

The legislative history is similarly unhelpful. In the committee report accompanying the draft, APA waffled regarding the appropriate standard of review:

Even on questions of law, [independent judicial] judgment seems not to be compelled. The question of statutory interpretation might be approached by the court de novo and given the answer which the court thinks to be the “right interpretation.” Or the court might approach it, somewhat as a question of fact, to ascertain, not the “right interpretation,” but only whether the administrative interpretation has substantial support. Certain standards of interpretation guide in that direction. Thus, where the statute is reasonably susceptible of more than one interpretation, the court may accept that of the administrative body. Again, the administrative interpretation is to be given weight–not merely as the opinion of some men or even of a lower tribunal, but as the opinion of the body especially familiar with the problems dealt with by the statute and burdened with the duty of enforcing it.Footnote 56

However, this passage “overstates the extent to which deference to administrative interpretations was contemplated by the APA as evidenced by [the APA’s] text and underlying purposes, both of which argue in favor of independent review.”Footnote 57 In short, the APA’s unhelpful purpose and ambiguous legislative history cannot trump the statute’s clear text.

In sum, Chevron and Brand X, which is based on Chevron, likely violate the APA. While the Supreme Court has yet to address this issue, some conservative members of Congress have tried for years to legislatively overrule Chevron but, so far, they have been unsuccessful.Footnote 58

B. Chevron and Brand X are Unworkable

Even if the doctrines did not violate the APA, they should be jettisoned for another reason: they have become exceedingly complex and difficult to apply. This section explores this very real criticism.

1. Chevron’s Application Has Become Uncertain and Unworkable.

Chevron’s two-step approach was easy to apply when it was first decided. A court had to determine whether the statutory language was clear by considering the text, legislative history, and purpose. If the language was clear, the meaning of that clear language controlled. If the language was unclear, or ambiguous, courts would turn to the agency’s interpretation, which was almost always reasonable, even if it was not the best interpretation. Empirical research confirmed that appellate courts deferred to agencies’ interpretations at Chevron’s step two almost routinely.Footnote 59 Indeed, before he left the bench, former Justice Kennedy chastised the lower courts for their cursory, overly deferential Chevron analysis.Footnote 60

In the thirty-seven years since Chevron was decided, however, the waters muddied. First, courts, including the Supreme Court, have not approached the two-step process consistently. At times, courts have considered only the statute’s text at step one; at other times courts have considered the statute’s text, legislative history, and purpose. Which process is correct remains unclear even today.

Second, in Chevron, the Court did not explain what makes an agency interpretation reasonable. Should courts continue to examine the traditional tools of interpretation at step two or something else? Some courts have applied arbitrary and capricious review (a standard of review used to evaluate agency determinations of fact) at this step; other courts have stayed with a more traditional statutory interpretation analysis. However, when courts apply the traditional approach and consider the statute’s text, legislative history, and purpose at step one, what is left for the court to consider at step two? The steps become redundant.

In Chevron, the Court did not explain its new second step. Rather, the Court concluded that the EPA’s interpretation of language in the Clean Air Act was a “reasonable accommodation of manifestly competing interests and [was] entitled to deference.”Footnote 61 The Court reasoned that deference was appropriate because “the regulatory scheme [was] technical and complex, the agency considered the matter in a detailed and reasoned fashion, and the decision involve[d] reconciling conflicting policies.”Footnote 62 Perhaps courts should defer at step two whenever a regulatory scheme is technical, complex, and requires that conflicting policies be reconciled, so long as the agency considered the matter in a detailed and reasoned fashion.Footnote 63 But again, almost forty years later, we still do not know.

Third, the Court has added multiple steps to its two-step dance, including step zero and the major questions doctrine (step one and one-half?). Sometimes, the Court has told us, Chevron is not applicable. But determining just when Chevron applies and when it does not apply is not an easy exercise. Pursuant to step zero, an agency must use a procedure having “the force of law” to earn Chevron analysis.Footnote 64 An agency uses “force of law” procedures when “Congress . . . delegate[s] legislative power to the agency and . . . the agency . . . exercises that power in promulgating the rule.”Footnote 65 Presumably, formal rulemaking, notice-and-comment rulemaking, and formal adjudication involve force of law procedures, while informal procedures generally, but not always, do not.Footnote 66 Again, the Court has not been clear. And, pursuant to the major questions doctrine, agencies are not entitled to Chevron analysis when the issue before the Court is one of significant importance to the economy, such as health care and tobacco.Footnote 67 But what makes one issue significant while another is insignificant? The Court has provided little guidance.

Fourth, what is Chevron? Under the Trump Administration, agencies tried to waive Chevron. Footnote 68 For example, in 2019, the Bureau of Alcohol, Tobacco, Firearms and Explosives argued that the D.C. Circuit should apply de novo review regarding an interpretation it promulgated using force of law procedures, claiming “Chevron plays no role in this case.”Footnote 69 The D.C. Circuit disagreed.Footnote 70 The Supreme Court refused to hear the appeal.Footnote 71

If Chevron is a standard of review, as I and others believe, or a canon of construction for interpreting statutory language, as others claim, then Chevron likely is not waivable.Footnote 72 But if Chevron is a judge-made rule of decision,Footnote 73 then Chevron may be waivable. The circuit courts are split on this issue, and the Supreme Court has not yet addressed it. Hence, whether agencies can waive Chevron has yet to be resolved.

For these reasons, the Chevron doctrine has become incredibly and unnecessarily complex and unwieldy.

2. Brand X’s Application is Similarly Uncertain and Unworkable.

Similarly, Brand X is as, if not more, difficult to apply. You will recall that Brand X is based on Chevron; if the prior case resolved the interpretation at Chevron step one, the agency cannot change the interpretation. If, instead, the prior case resolved the interpretation at Chevron step two, the agency can change the interpretation. Seems simple enough when the prior opinion clearly identifies which of the two steps was decisive; spoiler alert, courts are not always clear.

Regardless, what happens when the judicial decision was issued before Chevron was decided? This question is not hypothetical. In Home Concrete & Supply LLC v. United States,Footnote 74 the Supreme Court applied Brand X to a judicial opinion rendered in 1958, long before the Court decided Chevron. Determining how to apply Brand X split the Court. Concurring, former Justice Scalia colorfully encapsulated the difficulties with applying Brand X to a preexisting judicial interpretation that predated Chevron:

In cases decided pre-Brand X, the Court had no inkling that it must utter the magic words “ambiguous” or “unambiguous” in order to (poof!) expand or abridge executive power, and (poof!) enable or disable administrative contradiction of the Supreme Court. Indeed, the Court was unaware of even the utility (much less the necessity) of making the ambiguous/nonambiguous determination in cases decided pre-Chevron, before that opinion made the so-called “Step 1” determination of ambiguity vel non a customary (though hardly mandatory) part of judicial-review analysis. For many of those earlier cases, therefore, it will be incredibly difficult to determine whether the decision purported to be giving meaning to an ambiguous, or rather an unambiguous, statute.Footnote 75

Alternatively, what happens when the first court did not apply Chevron to evaluate the agency’s interpretation? Again, this question is not hypothetical. In Baldwin v. United States,Footnote 76 the Ninth Circuit faced this conundrum when it addressed whether the statutory mailbox rule supplemented or supplanted the common law mailbox rule.

Before Baldwin, the Ninth Circuit had held that the statutory mailbox rule supplemented the common law mailbox rule in Anderson v. United States. Footnote 77 Because the Treasury had not yet issued its regulation, the Ninth Circuit applied de novo review to resolve the issue. The court reasoned that the § 7502 did not expressly indicate that registered and certified mail were the only ways to prove mailing when delivery failed.Footnote 78 Further, the Court said that “‘[a]bsent a clear manifestation of contrary intent, a newly-enacted statute is presumed to be harmonious with existing law and its judicial construction.’”Footnote 79 The common law mailbox rule existed when Congress enacted § 7502, thus, absent congressional intent otherwise, that statute supplemented the common law mailbox rule rather than legislatively overruling it.

However, in 2011, the Treasury promulgated its new regulation (§ 301.7502-1(e)(2)), which provided the exact opposite: according to the regulation, § 7502 supplanted the common law mailbox rule. Then, the Treasury applied its new regulation to the Baldwins. The Baldwins are movie producers who produced “Ray.” In 2005, the Baldwins timely filed a joint tax return, paying $170,951.Footnote 80 In 2007, they experienced a net operating loss of more than $2.5 million due to several movie right options terminating.Footnote 81 They wanted to use some of their 2007 loss to offset their 2005 tax liability. So, they prepared an amended 2005 tax return, seeking a refund of $167,633.Footnote 82 The amended return was due by October 15, 2011.Footnote 83

The Baldwin’s employee mailed the amended return on June 21, 2011, long before it was due;Footnote 84 however, the IRS never received it.Footnote 85 Accordingly, the IRS denied the refund claim as untimely.Footnote 86 The Baldwins sued.Footnote 87 They offered to prove the mailing date through the testimony of their employees. The government moved to dismiss the case, arguing that the Baldwin’s extrinsic evidence of timely mailing was inadmissible under its new regulation. The Baldwins responded that the regulation was inapplicable because it conflicted with the Ninth Circuit’s decision in Anderson. Footnote 88 Agreeing with the Baldwins, the trial court denied the government’s motion.

The case proceeded to trial. The Baldwins testified that they signed the amended return after receiving it from their tax preparer on June 21, 2011. They gave it to their employee, Nicholas Ruta. Ruta testified that he gave it to another employee, Ryan Wuerfel. Wuerfel testified that he placed it in a green and white stamped envelope addressed to the IRS and put it in the mail at the post office in Hartford, Connecticut on that same day.Footnote 89 Thus, the amended return should have arrived at the IRS service center well before the October 15, 2011 deadline. The IRS offered no evidence to contradict this testimony. The trial court credited the witnesses and cited Anderson to conclude that the Baldwins’ amended return was timely mailed even if never received.Footnote 90 The government appealed to the Ninth Circuit.

Thus, the Ninth Circuit had to decide whether its holding in Anderson or the Treasury’s new, contrary regulation applied to the Baldwin’s situation. While the regulation won, the court’s analysis was abysmal. First, and without reference to Brand X or Anderson, the court applied Chevron as though there were no prior judicial interpretation.Footnote 91 Moreover, the court applied Chevron in one, very short paragraph. Although Chevron directs courts to apply “all the traditional tools of statutory interpretation,”Footnote 92 the Ninth Circuit considered just one such tool: § 7502’s text. The court noted that the statute was “conspicuously silent” regarding whether a taxpayer who sends a document through regular mail could rely on the common law mailbox rule to establish timely delivery.Footnote 93 After this cursory analysis, the court concluded that Congress had not directly spoken to this issue.Footnote 94 The court then applied Chevron’s second step and concluded that the Treasury’s regulation reasonably interpreted the statute simply because the circuit courts had split on this issue.Footnote 95

It is unclear why the Ninth Circuit applied Chevron. Chevron would be the correct standard of review were there no prior judicial interpretation, because the Treasury issued its interpretation using notice-and-comment rulemaking. But the Anderson decision existed, and Brand X seems to require a different analysis when a prior judicial interpretation exists. When an agency’s interpretation of a statute conflicts with a preexisting judicial interpretation of that same statute, the appropriate standard is Brand X. Applying Brand X, the Ninth Circuit should have determined whether Anderson resolved the issue at Chevron’s first or second step.

There is a credible argument that Brand X should not apply when the prior judicial decision did not involve Chevron, which I will not explore here because the Ninth Circuit did not address this point even in passing. Instead, the court applied Chevron, then moved to Brand X, where the court should have started its analysis.

Moreover, the court’s Brand X analysis fares little better. You will recall that in Brand X, the Supreme Court directed lower courts to determine whether the prior interpretation was resolved at step one or two of Chevron. If the decision were resolved at step one of Chevron, that meant that the prior court would have concluded that Congress intended one interpretation. If the decision were resolved at step two, then the prior court would have concluded that Congress preferred for the agency to interpret the statute and for the court to defer to the agency’s interpretation, assuming it was reasonable.

To be fair, the Baldwin court could not apply Brand X in this way because the agency’s interpretation at issue in Anderson was not entitled to Chevron analysis under Chevron step zero. Brand X directs the subsequent court—here, the Ninth Circuit in Baldwin—to determine at what step of the Chevron two-step procedure the prior court—here, the Ninth Circuit in Anderson—resolved the case. The difficulty here is that because the Treasury had not interpreted the statute using force of law procedures, the Ninth Circuit in Anderson did not apply Chevron.

So, what did the Ninth Circuit do in Baldwin? Ostensibly applying Brand X, the Ninth Circuit reasoned that the Treasury did not have to follow its decision in Anderson because the Anderson decision had not said that the court’s “interpretation of the statute was the only reasonable interpretation.”Footnote 96 That was the extent of the analysis. In other words, the Ninth Circuit in Baldwin tried to apply Brand X and find the two steps of Chevron in the Anderson opinion, even though that decision never mentioned Chevron. But the court was unsuccessful; “the only reasonable interpretation” is neither the Brand X standard nor the Chevron standard. At best, “the only . . . interpretation” sounds like it could be Chevron’s first step, while “reasonable” sounds like it could be Chevron’s second step.

Thus, the Ninth Circuit’s Brand X analysis in Baldwin was faulty. First, the court applied Chevron to the Treasury’s interpretation and in so doing considered only the text at step one, not all the traditional tools of statutory interpretation. Had the court considered legislative history and especially purpose, the court may have reached a different result.Footnote 97 Regardless, after incorrectly applying Chevron, the Ninth Circuit then misapplied Brand X and curtly concluded that Anderson was not controlling.Footnote 98 The Baldwins sought review from the Supreme Court; however, review was denied, and we are left with the Ninth Circuit’s messy decision.Footnote 99

If Brand X and Chevron are impossible to apply, what should replace them? The courts should return to the standard the courts used before the Supreme Court developed the Chevron two-step: Skidmore deference.

V. Skidmore Deference to the Rescue

Forty years before deciding Chevron, in Skidmore v. Swift & Co., the Supreme Court held that agency interpretations should be given deference only when they are persuasive.Footnote 100 If an agency can persuade a court that its interpretation of a statute is the appropriate one, whether or not the court has already interpreted the statute differently, then the court should respect the agency’s interpretation. After all, many statutes, like the tax code, are highly complex. Congress entrusts agencies like the Treasury to create a comprehensive regulatory regime to implement them, and Congress expects courts to consider agency interpretations when it drafts these statutes.Footnote 101

Skidmore involved the appropriate level of deference for a court to give an interpretive rule, a guidance document that does not go through notice-and-comment rulemaking procedures.Footnote 102 The issue in that case was whether certain employees of Swift & Co. were entitled to overtime pay under the Fair Labor Standards Act of 1938 (FLSA). The employees were paid for the work they performed during the day but were not paid overtime for their “in-active duty,” or on-call time, during which they had to remain on company premises even when not working.Footnote 103 The Department of Labor issued an “interpretive bulletin,” which offered the Department’s interpretation of FLSA on this issue.Footnote 104 Both lower courts ignored the bulletin entirely, deciding the issue de novo, and held that no overtime pay was warranted. The Supreme Court reversed and remanded, directing the Fifth Circuit to consider, but not defer to, the agency’s interpretation.Footnote 105

In so doing, the Court clarified that the agency had “accumulated a considerable experience in the problems of ascertaining working time in employments involving periods of inactivity and a knowledge of the customs prevailing in reference to their solution.”Footnote 106 The Court noted that the agency’s interpretation should not be ignored, because the agency had expertise in this area.Footnote 107 Further, the weight to give an agency’s interpretation should depend on “all those factors which give it power to persuade, if lacking power to control.”Footnote 108 According to the Court, the factors giving an agency’s interpretation “power-to-persuade” included: (1) the consistency in the agency’s interpretation over time, (2) the thoroughness of the agency’s consideration, and (3) the soundness of the agency’s reasoning.Footnote 109 In other words, the more thoroughly considered and well-reasoned an agency interpretation is, the more deference a court should give the interpretation.

Like it had in Chevron, the Court reasoned that deference was appropriate because agencies are experts in their field and are familiar with the industry customs surrounding certain issues. Hence, agency expertise can inform a court’s interpretation. Under Skidmore’s “power-to-persuade” test, agencies are akin to judicial advisors offering expertise in an area of judicial uncertainty; however, courts retain the interpretive power. Thus, a court reviewing an agency’s interpretation would be free to use the traditional tools of interpretation. Skidmore’s “power-to-persuade” test simply added an agency’s interpretation as another source for the court to consider during the interpretive process.

Skidmore is preferable to the other doctrines for two reasons. First, unlike Chevron and Brand X, Skidmore does not violate the APA. Skidmore leaves the interpretive power to the courts. As Professor Peter Strauss described:

What is “exclusively a judicial function” does not exclude agency views. Once a question of statutory interpretation has been put before a court, it is for the court to resolve the question of meaning. Among the matters indispensable for it to consider, however, are the meanings attributed to it by prior (administrative) interpreters, their stability, and the possibly superior body of information and more embracive responsibilities that underlay them. They may be entitled to great “weight” on the judicial scales.Footnote 110

And, as noted earlier,Footnote 111 the Attorney General’s Committee on Administrative Procedure explained that agency interpretations were relevant because of agency expertise and statutory complexity;Footnote 112 however, the committee was clear that agency interpretations were to be given consideration, not controlling power. Skidmore is consistent with this view.

Second, Skidmore is much simpler to apply. There is no two-step process, even when a court has already interpreted the same language. Instead, courts consider a variety of factors and weigh them appropriately. This balancing approach forces agencies to explain why their interpretations are accurate. The more consistent, thorough, and well-considered their interpretations, the more likely a court will defer to them, even if the court originally thought the statutory language meant something different. Why? Because agencies have expertise in the subject that courts lack. In short, under Chevron, deference is automatic; under Skidmore, deference is earned.

Let’s return to the initial hypothetical in which our imaginary taxpayer sent her tax return, but the IRS never received it due to a postal error.Footnote 113 By now, you should realize that the hypothetical was based on Baldwin. How would a court approach this issue if the appropriate standard were Skidmore rather than Chevron and Brand X? The court would consider the traditional tools of interpretation: text, legislative history, and purpose. But the court would contemporaneously consider the persuasiveness of both the court’s prior interpretation and the agency’s contradictory interpretation.

So, let’s apply that process. The text of § 7502(a)(1) does not answer whether the taxpayer could offer extrinsic evidence in our hypothetical situation; instead, it addresses other situations, specifically, late delivery by regular mail and late or no delivery by certified or registered mail. On the one hand, the linguistic canon expressio unius suggests that Congress only intended to remedy the specific situations listed and no others. Expressio unius directs that the expression of one thing means the exclusion of that which was not expressed. Here, what was expressed in § 7502(a)(1) is what should happen when the taxpayer mails a document by regular mail and it arrives late, and what was expressed in § 7502(c) is what should happen when the taxpayer mails a document by certified or regular mail, and it never arrives. Not expressed was what should happen when a taxpayer mails a document by regular mail and the IRS never receives it. Thus, because our hypothetical situation was not addressed, expressio unius tells us that Congress likely did not intend § 7502 to address it.

Further, § 7502(c) would be unnecessary if a taxpayer could establish delivery with evidence other than a registered or certified receipt. The rule against surplusage presumes that every word, phrase, and sentence in a statute has meaning. Congress identified how to establish delivery when tax documents are never received. This section would be surplusage if taxpayers could establish delivery ways other than those receipts, such as by testimony.

On the other hand, if Congress wanted to legislatively overrule the common law mailbox rule, then Congress could have said expressly that taxpayers could no longer offer extrinsic evidence regarding the mailing of documents through regular mail when the IRS never receives those documents. Congress is presumed to know the law when it legislates, so if Congress intended to legislatively overrule the common law mailbox rule, Congress should have said so clearly; Congress did not. Arguably then, the common law mailbox rule survived. Thus, the text and linguistic canons do not resolve the statutory ambiguity.

Neither does the legislative history. It is largely silent regarding whether physical receipt of regularly mailed documents is required under § 7502. On the one hand, both the Senate and House reports provide, “This new section applies in the case where documents . . . are mailed to the proper office within the time prescribed by the internal-revenue laws, as indicated by the postmark on the envelope, and are received by that office after such time has expired. In such case, the document is deemed timely filed.” Footnote 114 On the other hand, the reports say nothing about what happens when tax documents are mailed by regular mail and never received. Congress knew the common law mailbox rule, yet the reports do not indicate whether § 7502 displaced this rule. If Congress intended to displace that rule, the reports would likely have said so; they did not. Thus, the legislative history does not resolve the ambiguity either.

Finally, the statutory purpose provides the most guidance. Congress enacted the statutory mailbox rule, in part, to mitigate the harsh consequences of Treasury’s physical-delivery rule because that rule left the taxpayer at the mercy of the postal service.Footnote 115 Given that Congress intended § 7502 to benefit taxpayers, § 7502 could be read as a safe harbor. Read in this way, § 7502 would create two exceptions to the physical delivery rule that the taxpayer could rely on without question; however, the statute would not bar a taxpayer from relying on other, judicially crafted exceptions when the statutory exceptions did not apply. In those cases, the extrinsic evidence would establish a presumption that the documents were received, but the Treasury could rebut that presumption. The Treasury could not rebut receipt in the situations § 7502 covered.

The agency’s resurrection of the physical-mailbox rule for situations where the taxpayer uses regular mail contravenes this statutory purpose. Indeed, it resurrects the mischief Congress was trying to address. Interpreting § 7502 consistently with its purpose, a court should conclude that the statute supplemented the common law mailbox rule. In other words, Anderson was rightly decided.

Were we deciding this issue on a clean slate, we would end our analysis here. But we are not deciding on a clean slate. We have two more factors to consider: both a prior judicial interpretation and the Treasury’s interpretation. Let’s examine the prior court interpretation first.

Assuming our taxpayer is in the Ninth Circuit, as the Baldwins were, then the court would critically examine Anderson, which rejected the government’s argument that § 7502(c) was the only exception to the statutory mailbox rule of section (a)(1) and that § 7502 supplanted the common law mailbox rule.Footnote 116 So, how persuasive was the Ninth Circuit’s reasoning in Anderson? Not very. The court first cursorily examined the text of the statute and concluded that the text did not resolve the issue.Footnote 117 Agreed. Then, quoting the reasoning of the Eighth Circuit in Estate of Wood v. C.I.S.,Footnote 118 the Ninth Circuit said, “‘[a]bsent a clear manifestation of contrary intent, a newly enacted statute is presumed to be harmonious with existing law and its judicial construction.’”Footnote 119 The Ninth Circuit considered neither the statute’s legislative history nor its purpose and simply concluded, “We agree with the Eighth Circuit.” That was it. Thus, the Ninth Circuit reasoned first that the text of the statute itself did not show congressional intent to supplant the common law mailbox rule. The court applied the harmony canon second to conclude that Congress wanted the common law mailbox rule to continue.Footnote 120 Not the most persuasive judicial reasoning.

Finally, we are left to consider the persuasiveness of the Treasury’s interpretation. Under Skidmore, agency interpretations are persuasive when they are consistent over time, thoroughly considered, and soundly reasoned.Footnote 121 First, the Treasury’s interpretation of § 7502 has been extremely consistent both before Congress enacted the statute and after. The Treasury has never wavered that physical delivery is required.Footnote 122 Indeed, the Treasury’s unrelenting consistency created the conflict!

Second, the Treasury thoroughly considered this issue and did so using notice-and-comment rulemaking. The Treasury first proposed its interpretation in a notice of proposed rulemaking published in the Federal Register in 2004. A public hearing was held on January 11, 2005.Footnote 123 However, the Treasury did not promulgate the regulation; instead, it issued a new round of notice-and-comment rulemaking in 2011. During this rulemaking, four commenters “expressed concern that the proposed regulations limited the proof needed to satisfy the timely mailing/timely filing rule of section 7502(a).” The Treasury responded that the “final regulations do not limit the use of U.S. Mail, [rather they] clarify the prima facie evidence of delivery rule of section 7502(c).”Footnote 124

Two other commenters expressed concern that certified and registered mail were expensive and inconvenient compared to mailing documents using first class mail. Presumably, these commenters were also encouraging the Treasury to maintain the common law mailbox rule, although they did not say so explicitly. The Treasury responded that it had no power as it interpreted § 7502 to allow an additional method by which taxpayers could prove delivery.Footnote 125 Thus, the Treasury considered this issue and explained why it disagreed with those opposed to its interpretation.

Third, and arguably, the Treasury’s interpretation was soundly reasoned. The Treasury explained that it chose certainty and efficiency. Even though some taxpayers might experience hardship under this rule, certainty and bright lines often limit expensive adjudication. The Treasury noted that if Congress disagrees with that choice, Congress can amend § 7502 to allow taxpayers to prove delivery using extrinsic factors.Footnote 126 Hence, applying Skidmore, a court would likely defer to the Treasury’s interpretation in its regulation.

Perhaps it should be unsurprising that application of Skidmore to our hypothetical scenario demonstrates that the holding in Baldwin was ultimately correct. The Treasury’s regulation should get deference because it is persuasive, not because the Treasury issued it. But our analysis also shows that the court’s reasoning in Baldwin was unnecessarily convoluted and wrong. A lower court in the Ninth Circuit will have a hard time when it next encounters this same analysis.

Returning to the initial question that began this essay—who should interpret ambiguous statutory language in the tax code—the answer is the judiciary, but with the Treasury’s help. When the Treasury consistently interprets ambiguity in the code, taxpayers can rely on that interpretation and conform their behavior accordingly. Skidmore values and rewards agency consistency. Instead, Brand X and Chevron allow the Treasury, and all agencies, to change interpretations each time a new president takes office, affecting certainty for the regulated. Further, Skidmore values and rewards thorough and well-reasoned decision-making. When the Treasury thoroughly considers how an ambiguity should be resolved by carefully considering public comments and suggestions, taxpayers have more confidence that their voices were heard, even if not agreed with. Finally, when the Treasury offers sound reasoning for its decisions, taxpayers better understand and are more willing to follow the agency’s choice, even if they would prefer a different rule.

VI. Conclusion

This essay explores the weaknesses of two administrative law doctrines, Chevron and Brand X, within the context of the tax code and the statutory mailbox delivery rule. The essay explains that these doctrines likely violate the APA and are exceedingly difficult to apply. Further, it recommends returning to Skidmore’s persuasiveness test and uses a hypothetical to demonstrate why Skidmore enables the Treasury to issue tax regulations, even when they conflict with preexisting judicial interpretations.

Footnotes

*

College of Law, University of Idaho, ljellum@uidaho.edu. Competing Interests: The author declares none. This essay greatly benefited from the comments provided by the other contributors to this volume. I would also like to thank my excellent research assistants, R. Stephen Poydasheff III, J.D. 2021, and Doug Comin, J.D. 2022, for their help with this essay.

References

1 According to the IRS’s website, the penalty for filing late is five percent for each month that payment is late, up to twenty-five percent of your total unpaid taxes. The penalty for not filing is one-half of one percent of the unpaid taxes, also for each month. I.R.S., “Eight Facts on Late Filing and Late Payment Penalties,” https://www.irs.gov/newsroom/eight-facts-on-late-filing-and-late-payment-penalties. While missing a month or two may not cost a taxpayer much, if a taxpayer is unaware for many months that her documents were not received, the penalties can add up.

2 Chevron U.S.A., Inc. v. Nat. Res. Def. Council, Inc., 467 U.S. 837 (1984).

3 Nat. Cable & Telecomms. Ass’n v. Brand X Internet Servs., 545 U.S. 967 (2005).

4 Some conservative commentators and judges also argue that these doctrines are unconstitutional. The argument is as follows. The Vesting Clauses of Articles II and III of the U.S. Constitution give the courts judicial power and the agencies executive power. U.S. Const. art. II & III, § 1. The Chevron doctrine violates Article III because it prevents judges from exercising independent judgment in many cases involving agency interpretations and prevents the judiciary from using its judicial power to serve as a check on the executive by correcting erroneous agency interpretations. Courts must defer to reasonable agency interpretations when the statutory language is ambiguous. When agencies interpret statutory language and those interpretations prevent courts from interpreting the language as the court believes best, then, critics argue, agencies are exercising judicial power, not executive power. By doing so, agencies usurp the judicial role, violating Articles II and III. See Michigan v. EPA, 576 U.S. 743, 761–62 (2015) (Thomas, J., concurring).

Moreover, the Brand X doctrine exacerbates the constitutional deficiencies of Chevron because the Brand X doctrine requires courts to ignore their own precedent whenever an agency adopts a different, albeit reasonable, interpretation of an ambiguous statute. Under both doctrines, agencies, rather than courts, become the method by which the legislative will is given effect. See Osborn v. Bank of United States, 9 Wheat. 738, 866 (1824) (stating that the judicial power should be exercised “for the purpose of giving effect to the will of the Legislature; or, in other words, to the will of the law”).

Whether the Court will eventually address Chevron’s constitutionality is uncertain. In SAS Institute v. Iancu, 138 S. Ct. 1348, 1358 (2018), the petitioner specifically invited the Supreme Court to overrule Chevron as inconsistent with Article III. No justice accepted the invitation.

5 The Skidmore analysis comes from Skidmore v. Swift & Co., 323 U.S. 134 (1944).

6 No one really knows how long the code is, but one author suggested the 2013 edition was about 2,600 pages. Andrew L. Grossman, “Is the Tax Code Really 70,000 Pages Long?” https://slate.com/news-and-politics/2014/04/how-long-is-the-tax-code-it-is-far-shorter-than-70000-pages.html.

7 Ibid.

8 See United States v. Lombardo, 241 U.S. 73, 76 (1916).

9 Cf. Anderson v. United States, 966 F.2d 487, 490 (9th Cir. 1992). (“The physical delivery rule . . . required that tax documents must be physically received by the IRS on time to be timely filed [and] left taxpayers vulnerable to postal service malfunctioning.”)

10 See, e.g., Detroit Auto. Prods. Corp. v. Comm’r, 203 F.2d 785 (6th Cir. 1953); Arkansas Motor Coaches Ltd. v. Comm’r, 198 F.2d 189 (8th Cir. 1952).

11 Rosenthal v. Walker, 111 U.S. 185, 193–94 (1884); Wood v. Comm’r of Internal Revenue, 909 F.2d 1155, 1161 (8th Cir. 1990) (citing Walden v. Commissioner, 90 T.C. 947, 951 (1988)).

12 Baldwin v. United States, 921 F.3d 840 (9th Cir. 2019).

13 26 U.S.C. § 7502(a)(1).

14 Ibid.

15 See, e.g., Miller v. United States, 784 F.2d 728, 730–31 (6th Cir. 1986) (per curium); Deutsch v. Comm’r of Internal Revenue, 599 F.2d 44, 46 (2d Cir. 1979); accord, Jacob v. United States, No. 15-10895, 2016 WL 6441280 at *2 (E.D. Mich. Nov. 1, 2016).

16 See, e.g., Philadelphia Marine Trade Association-International Longshoremen’s Ass’n Pension Fund v. Comm’r, 523 F.3d 140 (3rd Cir. 2008); Estate of Wood v. Comm’r of Internal Revenue, 909 F.2d 1155, 1161 (8th Cir. 1990); Anderson, 966 F.2d at 491; but see McBrady v. United States, 167 F. Supp. 3d 1012, 1017 (D. Minn. 2016) (holding that § 7502 abrogated the common law mailbox rule). In addition, the Tenth Circuit issued a fractured opinion in which one judge argued that the statutory mailbox rule abrogated the common law mailbox rule, one judge argued it did not, and a third judge carved out a middle position. Sorrentino v. IRS, 383 F.3d 1187 (10th Cir. 2004).

17 26 C.F.R. § 301.7502-1(e)(2)(i) (emphasis added).

18 Marbury v. Madison, 1 Cranch 137, 177 (1803).

19 See Section V infra.

20 I have described elsewhere how Chevron altered power among the three branches: Jellum, Linda D., “The Impact of the Rise and Fall of Chevron on the Executive’s Power to Make and Interpret Law,” Loyola University of Chicago Law Journal 44 (2012): 141 Google Scholar.

21 467 U.S. 837 (1984).

22 The Supreme Court has subsequently clarified that Chevron applies to the Treasury; there is no tax exceptionalism in this area. Mayo Foun. for Med. Educ. & Rsch. v. United States, 562 U.S. 44, 57 (2011).

23 Ibid., at 840.

24 Ibid., at 841.

25 Ibid., at 840 n. 2.

26 Ibid., at 858.

27 Ibid., at 842.

28 Ibid.

29 Ibid.

30 Ibid., at 843 n. 9.

31 Ibid.

32 Ibid.

33 Ibid., at 843.

34 See Osborn, John G., “Legal Philosophy and Judicial Review of Agency Statutory Interpretation,” Harvard Journal on Legislation 36 (1999):115 Google Scholar, 137–38.

35 Chevron, 467 U.S. at 865.

36 Gundy v. United States, 139 S. Ct. 2116, 2121 (2019) (Gorsuch, J., dissenting).

37 Sunstein, Cass R., “Law and Administration after Chevron,” Columbia Law Review 90 (1990): 2071 Google Scholar, 2087–88.

38 For example, the Patient Protection and Affordable Care Act, which was enacted in 2010, spans 906 pages. In contrast, the Sherman Act, which was enacted in 1890, fits on one page.

39 Ibid., at 843–44.

40 See Bressman, Lisa Schultz and Gluck, Abbe R., “Statutory Interpretation from the Inside—An Empirical Study of Congressional Drafting, Delegation, and the Canons: Part I,” Stanford Law Review 65 (2013): 901 Google Scholar, 997 (stating that one reason for statutory ambiguity is congressional desire to delegate decision making to agencies).

41 Ibid., at 866.

42 545 U.S. 967 (2005).

43 Brand X, 545 U.S. at 985.

44 Not everyone agrees with this statement. See, e.g., Cass R. Sunstein, “Is Chevron Inconsistent with the APA,” Harvard Law Working Paper No. 21-08 (2021). https://papers.ssrn.com/sol3/papers.cfm?abstract_id=3742429 (arguing that the text of § 706, as originally understood, did not require independent judicial review of questions of law); Adrian Vermeule, Judging Under Uncertainty: An Institutional Theory of Legal Interpretation (Cambridge, MA: Harvard University Press, 2006), 207–8 (finding the APA to be indeterminate on this question); John F. Manning, “Constitutional Structure and Judicial Deference to Agency Interpretations of Agency Rules,” Columbia Law Review 96 (1996): 612, 635 n.123, 637.

45 Gelhorn, Walter, “The Administrative Procedure Act: The Beginnings,” Virginia Law Review 72 (1986): 219 CrossRefGoogle Scholar, 224–25 (citing Final Report of the Attorney General’s Committee on Administrative Procedure, Administrative Procedure in Government Agencies, S. Doc. No. 8, 77th Cong., 1st Sess. 1 (1941)).

46 Sunstein, “Law and Administration After Chevron,” 2080.

47 5 U.S.C. § 706 (emphasis added).

48 Mashaw, Jerry L., “Rethinking Judicial Review of Administrative Action: A Nineteenth Century PerspectiveCardozo Law Review 32 (2011): 2241 Google Scholar, 2243; John F. Duffy, “Administrative Common Law in Judicial Review,” Texas Law Review 77 (1998): 113, 193 (“The legislative history of the APA leaves no doubt that Congress thought the meaning of [§ 706] plain”); accord Thomas W. Merrill, “Judicial Deference to Executive Precedent,” Yale Law Journal 101 (1992): 969, 995 (“Congress contemplated courts would always apply independent judgment on questions of law.”); Antonin Scalia, “Judicial Deference to Administrative Interpretations of Law,” Duke Law Journal (1989): 511, 521 (concluding that § 706 restates pre-APA standards, allowing judges to defer to agency interpretations).

49 Astoria Fed. Sav. and Loan Ass’n v. Solimino, 501 U.S. 104; 108–09 (1991).

50 Trust of Bingham v. Comm’r, 325 U.S. 365, 371 (1945). (“[T]he meaning of the words of [a statute]” are “questions of law.”)

51 See United States v. Henry, 888 F.3d 589, 596 (2d Cir. 2018), cert. denied.

52 5 U.S.C. § 706 (1) & (2) (A)–(E). Subsection (F) directs reviewing courts to hold unlawful agency action “unwarranted by the facts to the extent that the facts are subject to trial de novo by the reviewing court,” but this subsection has been largely ignored as a result of the Supreme Court’s opinion in Overton Park, Inc. v. Volpe, 401 U.S. 402 (1971).

53 Sunstein, Cass R., “ Chevron as Law,” Georgetown Law Journal 107 (2019):1613 Google Scholar, 1642.

54 United States v. Mead Corp., 533 U.S. 218, 241 (2001) (Scalia, J., dissenting).

55 Admittedly, a less differential standard of review might help the courts serve an oversight role by encouraging consistency and uniformity.

56 Osborn, “Legal Philosophy,” 143 (quoting “Final Report of the Attorney General’s Comm. on Administrative Procedure, in Administrative Procedure in Government Agencies,” S. Doc. No. 8, 77th Cong., 1st Sess. 90–91 [1941]).

57 Sunstein, “Law and Administration After Chevron,” 2081.

58 See, e.g., Separation of Powers Restoration Act of 2017, H.R. 76, 115th Cong. § 1 (2017); Separation of Powers Restoration Act of 2017, S. 1577, 115th Cong. § 1 (2017); Regulatory Accountability Act of 2017, H.R. 5, 115th Cong. § 202 (2017). Even before Chevron was decided, on January 6, 1981, Senator Bumpers of Arkansas, introduced an amendment to the APA called the Bumpers Amendment (S. 67). That amendment would have required the judiciary to exercise independent review of agency interpretations of law. Cornelius B. Kennedy, “The Bumpers Amendment: Regulating the Regulators” American Bar Association Journal 67 (1981): 1639. In opposing the amendment, the Department of Justice criticized the rationale that the amendment was “designed to prevent ‘blind or automatic’ judicial deference to agency rules.” Letter from Alan A. Parker, Assistant Attorney General, Officer of Legislative Affairs, to The Chairman of the Committee of the Judiciary of the House of Representatives, (May 13, 1980) (available here: https://www.justice.gov/olc/opinion/department-justice-views-bumpers-amendment-administrative-procedure-act. “The courts can and do ‘speak the final word on interpretation of law, both constitutional and statutory.’” Ibid. (quoting Report of the Attorney General’s Committee on Administrative Procedure, Administrative Procedure in Government Agencies, S. Doc. No. 8, 77th Cong., 1st Sess. 78 (1941).

59 According to one empirical study from 1995–96, agencies prevailed in the courts of appeal at step one 42 percent of the time and at step two 89 percent of the time. Orin S. Kerr, “Shedding Light on Chevron: An Empirical Study of the Chevron Doctrine in the U.S. Courts of Appeals,” Yale Journal on Regulation 15 (1998): 1, 31. This deference rate holds true in the lower courts more recently. Kent Barnett and Christopher J. Walker, “Chevron in the Circuit Courts, Michigan Law Review 116 (2017): 1, 35 fig. 3 (examining every published Chevron decision in the circuit courts from 2003 through 2013 and finding that agencies prevail under the Chevron framework 77.4 percent of the time: with a 39.0 percent win rate at step one and a 93.8 percent win rate at step two).

60 Pereira v. Sessions, 138 S. Ct. 2105, 2120 (2018) (Kennedy, J., dissenting).

61 Ibid., at 865.

62 Ibid. (citations omitted).

63 Cf. Barnhart v. Walton, 535 U.S. 212, 222 (2002) (providing for a similar five factor test in dicta).

64 United States v. Mead Corp., 533 US 218, 226–27 (2001) (holding that an agency’s interpretation of a statutory provision qualifies for Chevron analysis “when it appears that Congress delegated authority to the agency generally to make rules carrying the force of law, and that the agency interpretation claiming deference was promulgated in the exercise of that authority”); Christensen v. Harris County, 529 U.S. 576, 587 (2000) (reasoning that Chevron-style deference is not warranted in cases involving interpretations in opinion letters, policy statements, agency manuals, and enforcement guidelines, which all lack the force of law). See generally, Cass R. Sunstein, “Chevron Step Zero,” Virginia Law Review 92 (2006): 187 (explaining this additional step added by the court in Mead and Christensen).

65 American Mining Cong. v. Mine Safety & Health Admin., 995 F.2d 1106, 1109 (D.C. Cir. 1993) (defining “force of law”).

66 Barnhart v. Walton, 535 U.S. 212 (2002) (saying in dicta that an agency’s failure to use more formal procedures did not necessarily deprive the agency’s interpretation of Chevron analysis).

67 King v. Burwell, 576 U.S. 473, 485 (2015) (holding that health care was too important to the national economy for the Treasury to be entitled to Chevron deference); FDA v. Brown & Williamson Tobacco Corp., 529 U.S. 120, 159–60 (2000) (holding that tobacco was too important to the national economy for the FDA to be entitled to Chevron deference).

68 See, e.g., Aposhian v. Barr, 958 F.3d 969 (10th Cir. 2020).

69 Brief for Appellees, Guedes v. Bureau of Alcohol, Tobacco, Firearms and Explosives, 2019 WL 1200603 at 19 (Mar. 13, 2019). See also Brief for Appellees, Aposhian v. Barr, 2019 WL 4054816, at *36 (Aug. 26, 2019) (“Plaintiff’s discussion of deference under [Chevron] has no bearing on the resolution of this case.”).

70 920 F.3d 1, 12–22 (D.C. Cir. 2019). The Fourth Circuit has similarly rejected the waiver argument. Sierra Club v. U.S. Dep’t of the Interior, 899 F.3d 260, 286 (4th Cir. 2018). However, the Second Circuit believes that Chevron is waivable. State v. Dep’t of Justice, 951 F.3d 84, 101 & n.17 (2d Cir. 2020).

71 Justice Gorsuch accepts the argument. Guedes v. Bureau of Alcohol, Tobacco, Firearms & Explosives, 140 S. Ct. 789 (2020) (Mem.) (Gorsuch, J., statement).

72 See, e.g., Mayo Foundation for Medical Educ. & Rsch. v. United States, 562 U.S. 44, 58 (2011) (describing Chevron as a standard of review); Hickman, Kristin E. and Hahn, David, “Categorizing Chevron ,” Ohio State Law Journal 81 (2020)Google Scholar (concluding that Chevron is a Standard of Review).

73 A rule of decision is a “rule, statute body of law, or prior decisions that provides the basis for deciding or adjudicating a case.” Rule of Decision, Black’s Law Dictionary (11th ed. 2019).

74 566 U.S. 478 (2012).

75 Ibid., at 493–94 (2012) (Scalia, J., concurring in part).

76 921 F.3d 840 (9th Cir. 2019).

77 966 F.2d 487, 491 (9th Cir. 1992).

78 Ibid.

79 Ibid., at 491 (quoting Wood, 909 F.2d at 1160).

80 Baldwin v. United States, No. 2:15-CV-06004 2016 WL 11593219 (D.C.D. Cal., Dec. 2, 2016).

81 Ibid., at *1.

82 Ibid.

83 Ibid.

84 Ibid., at *1.

85 Ibid., at *2.

86 Ibid. The government did not dispute that the Baldwins would have been entitled to the refund had it been timely filed.

87 Baldwin v. United States, 921 F.3d 836 (9th Cir. 2019).

88 966 F.2d 487 (9th Cir. 1992).

89 Ibid., at *8.

90 Baldwin, 2016 WL 11593219, at *1-2. The court awarded the Baldwins a refund of $167,000 and $25,000 in litigation costs. Baldwin, 921 F.3d at 839.

91 Ibid., at 842.

92 Chevron, 467 U.S. at 843 n. 9.

93 Ibid.

94 Ibid. (“In particular, with respect to the question relevant here, the statute does not address whether a taxpayer who sends a document by regular mail can rely on the common-law mailbox rule to establish a presumption of delivery when the IRS claims not to have received the document.”)

95 Ibid., at 843.

96 Ibid.

97 In Philadelphia Marine Trade Association-International Longshoremen’s Ass’n Pension Fund v. Commissioner 523 F.3d 140, 149 (3rd Cir. 2008), the Third Circuit offered two reasons for its conclusion that § 7502 did not preempt the common law mailbox rule. First, there is a well-established principle that Congress must clearly indicate its intent to repeal a common-law rule. And second, the court noted:

[O]ne portion of the legislative history suggests that Congress did not intend § 7502’s provisions to preclude other evidence of mailing. In the legislative history relating to a 1968 amendment covering mailed tax deposits, Senate and House Reports state that although the date of mailing can be proven by the date of registration for registered mail, “[t]he taxpayer, of course, could also establish the date of mailing by other competent evidence.” S. Rep. No. 90–9014S.Rep. No. 90–9014 (1968), 1968 U.S.C.C.A.N. 2354, 2373; H.R. Rep. No. 90–1104 (1968), 1968 U.S.C.C.A.N. 2341, 2354. Although this language is not directly on point, as it explicitly speaks only to § 7502(e) rather than the subsections of § 7502 at issue here, it lends support to the notion that Congress did not intend courts to prevent evidence of mailing where the statute itself does not direct that result. (Ibid., at 150 n. 8)

98 Ibid., at 843.

99 Baldwin v. United States, 140 S. Ct. 690 (2020). But the author of Brand X, Justice Thomas, dissented from that denial. Ibid., at 690. In dissent, Justice Thomas expressed skepticism of both Brand X and Chevron. “Although I authored Brand X, it is never too late to surrender former views to a better considered position. Brand X appears to be inconsistent with the Constitution, the Administrative Procedure Act (APA), and traditional tools of statutory interpretation.” Ibid at 690–691 (citations and punctuation omitted). He was clear that his criticism of Brand X was based on his intolerance for Chevron. Ibid., at 691. In a footnote, he asserted that Chevron is only an interpretive tool, not a standard of review. Ibid., at 691 n.1. As such, Chevron is not entitled to stare decisis. Ibid. None of the other justices joined him.

100 323 U.S. 134, 140 (1944).

101 Bressman and Gluck, Statutory Interpretation from the Inside, 997.

102 Guidance documents are not created using force of law procedures.

103 Ibid., at 138.

104 Ibid.

105 Ibid., at 140.

106 Ibid., at 137–38.

107 Ibid., at 139–40.

108 Ibid., at 140.

109 Ibid.

110 Straus, Peter L., “‘Deference’ is too Confusing–Let’s Call Them ‘Chevron Space’ and Skidmore Weight,’” Columbia Law Review 112 (2012): 1143 Google Scholar, 155–56.

111 See Part IV.A. supra.

112 Comm. On Admin. Procedure, Final Report of the Attorney Generals Committee on Administrative Procedure, S. Doc. No. 77–8, at 90-91 (1st. Sess. 1941).

113 This happens surprisingly often. See, e.g., Estate of Wood v. C.I.R., 909 F.2d 1155, 1156 (8th Cir. 1990); Miller v. United States, 784 F.2d 728, 729 (6th Cir.1986) (per curiam); Deutsch v. Comm’r, 599 F.2d 44, 46 (2d Cir.1979); H.S. & H. Ltd. v. United States, 18 Cl. Ct. 241, 243 (1989); Buttke v. United States, 13 Cl. Ct. 191, 192 (1987); Detroit Automotive Products Corp. v. Comm’r, 203 F.2d 785, 785 (6th Cir.1953).

114 See H.R. Rep. No. 1337, 83d Cong., 2d Sess., reprinted in 1954 U.S. Code Cong. & Admin. News 4017, 4583; S. Rep. No. 1622, 83d Cong., 2d Sess., reprinted in 1954 U.S. Code Cong. & Admin. News 4621, 5266 (emphasis added).

115 See Miller v. United States, 784 F.2d 728, 730 (6th Cir. 1986) (“Section 7502 was enacted as a remedial provision to alleviate inequities arising from differences in mail delivery from one part of the country to another.”) (citing Sylvan v. Commissioner, 65 T.C. 548, 551 (1975)).

116 Anderson, 966 F.2d at 490.

117 Ibid.

118 909 F.2d 1155, 1160 (8th Cir. 1990).

119 Anderson, 966 F.2d at 491 (quoting Wood, 909 F.2d at 1160).

120 Ibid., at 491.

121 Skidmore, 323 U.S. 134, 140 (1944).

122 Timely Mailing Treated as Timely Filing, 69 Fed. Reg. 57377–01 (Treas. Dep’t September 21, 2004) (saying that the regulation is consistent with the Treasury’s longstanding interpretation).

123 Timely Mailing Treated as Timely Filing, 76 Fed. Reg. 52561–01 (Treas. Dep’t August 23, 2011) (to be codified at 26 C.F.R. pt. 301.

124 Ibid.

125 See ibid. (“Two commenters expressed concern that certified and registered mail services are expensive and inconvenient in comparison to first class mail. These commenters suggested that regular first-class mail should suffice to establish prima facie evidence of delivery. As described above, the prima facie evidence of delivery rule provides an exception to the actual delivery rule. Absent actual delivery, however, first class mail without additional services provides nothing, such as certified or registered mail receipt, to establish proof of delivery. Moreover, without legislative action, the Treasury Department and the IRS cannot adopt regulations extending the prima facie evidence of delivery rule to first class mail.”)

126 69 Fed. Reg. 57377-01 (saying the regulations would provide “certainty that, under the Code, a certified or registered mail receipt will establish prima facie evidence of delivery”).