Menu
Tax Notes logo

DOJ Urges Supreme Court to Affirm Dismissal of Captive Insurance Case

SEP. 8, 2020

CIC Services LLC v. IRS et al.

DATED SEP. 8, 2020
DOCUMENT ATTRIBUTES

CIC Services LLC v. IRS et al.

[Editor's Note:

The appendix can be viewed in the PDF version of the document.

]

CIC SERVICES, LLC, PETITIONER
v.
INTERNAL REVENUE SERVICE, ET AL.

In the Supreme Court of the United States

ON WRIT OF CERTIORARI
TO THE UNITED STATES COURT OF APPEALS
FOR THE SIXTH CIRCUIT

BRIEF FOR THE RESPONDENTS

JEFFREY B. WALL
Acting Solicitor General
Counsel of Record
RICHARD E. ZUCKERMAN
Principal Deputy Assistant
Attorney General
MALCOLM L. STEWART
Deputy Solicitor General
JONATHAN C. BOND
Assistant to the Solicitor General
ELLEN PAGE DELSOLE
BETHANY B. HAUSER
Attorneys
Department of Justice
Washington, D.C. 20530-0001
SupremeCtBriefs@usdoj.gov
(202) 514-2217

QUESTION PRESENTED

The Internal Revenue Code (Code), 26 U.S.C. 1 et seq., requires taxpayers and tax professionals to report certain tax-related information to the Internal Revenue Service (IRS) within the Department of the Treasury (Treasury), and it requires tax professionals to maintain certain records and to provide those records to the IRS upon request. Subchapter 68B of the Code, 26 U.S.C. 6671 et seq., imposes civil penalties on (inter alios) tax-payers and tax professionals who violate those requirements. The Anti-Injunction Act, 26 U.S.C. 7421(a), provides that, with certain exceptions, “no suit for the purpose of restraining the assessment or collection of any tax shall be maintained in any court by any person.” Ibid. The term “ 'tax' ” in that provision is “deemed also to refer to the penalties * * * provided by” Subchapter 68B of the Code. 26 U.S.C. 6671(a).

In this case, petitioner's suit seeks to enjoin enforcement of an IRS determination that certain transactions are subject to reporting and recordkeeping requirements that are enforceable by monetary penalties that the Code deems to be taxes. The question presented is as follows:

Whether the court of appeals correctly held that the Anti-Injunction Act required dismissal of petitioner's suit.


TABLE OF CONTENTS

Opinions below

Jurisdiction

Statutory and regulatory provisions involved

Statement:

A. Statutory and regulatory background

B. IRS Notice 2016-66

C. The present controversy

Summary of argument

Argument:

The Anti-Injunction Act requires dismissal of petitioner's suit to enjoin enforcement of IRS Notice 2016-66

A. The Anti-Injunction Act bars petitioner's suit

1. The Anti-Injunction Act bars suits for the purpose of restraining the assessment or collection of any tax

2. Petitioner's suit is one for the purpose of restraining the assessment or collection of a tax

B. Petitioner's contrary interpretation reflects a misreading of the statutory text and this Court's precedent

1. Petitioner's suit to restrain the taxes that enforce the reporting and recordkeeping requirements is barred regardless of the suit's potential effect on the assessment and collection of other taxes

2. The application of the Anti-Injunction Act does not depend on whether petitioner has already violated the reporting and recordkeeping requirements

3. Petitioner's characterization of its objective in bringing suit does not render the Anti-Injunction Act inapplicable37

C. Neither the APA nor constitutional-avoidance principles support petitioner's interpretation of the Anti-Injunction Act40 

1. The APA does not override the Anti-Injunction Act's bar on pre-enforcement suits to restrain taxes

2. Constitutional-avoidance principles provide no basis to disregard the Anti-Injunction Act's text

Conclusion

Appendix — Statutory and regulatory provisions

TABLE OF AUTHORITIES

Cases:

Abbott Labs. v. Gardner, 387 U.S. 136 (1967)

Advocate Health Care Network v. Stapleton, 137 S. Ct. 1652 (2017)

Alexander v. “Americans United” Inc., 416 U.S. 752 (1974)

Autocam Corp. v. Sebelius, 730 F.3d 618 (6th Cir. 2013), cert. granted, judgment vacated, and case remanded, 573 U.S. 956 (2014)

Avrahami v. Commissioner, 149 T.C. 144 (2017)

Bailey v. Drexel Furniture Co. (Child Labor Tax Case), 259 U.S. 20 (1922)

Bailey v. George, 259 U.S. 16 (1922)

Block v. Community Nutrition Inst., 467 U.S. 340 (1984)

Bob Jones Univ. v. Simon, 416 U.S. 725 (1974)

Bob Jones Univ. v. United States, 461 U.S. 574 (1983)

Bowen v. Massachusetts, 487 U.S. 879 (1988)

Bull v. United States, 295 U.S. 247 (1935)

California v. Latimer, 305 U.S. 255 (1938)

Cheek v. United States, 498 U.S. 192 (1991)

Cypress v. United States, 646 Fed. Appx. 748 (11th Cir. 2016)

Direct Mktg. Ass'n v. Brohl, 575 U.S. 1 (2015)

Dodge v. Osborn, 240 U.S. 118 (1916)

Educo, Inc. v. Alexander, 557 F.2d 617 (7th Cir. 1977)

Elgin v. Department of the Treas., 567 U.S. 1 (2012)

Enochs v. Williams Packing & Navigation Co., 370 U.S. 1 (1962)

Flora v. United States, 357 U.S. 63 (1958), aff 'd on reh'g, 362 U.S. 145 (1960)

Florida Bankers Ass'n v. United States Dep't of the Treas., 799 F.3d 1065 (D.C. Cir. 2015), cert. denied, 136 S. Ct. 2429 (2016)

Foodservice & Lodging Inst., Inc. v. Regan, 809 F.2d 842 (D.C. Cir. 1987)

Fostvedt v. United States, 978 F.2d 1201 (10th Cir. 1992), cert. denied, 507 U.S. 988 (1993)

G.M. Leasing Corp. v. United States, 429 U.S. 338 (1977)

Hobby Lobby Stores, Inc. v. Sebelius, 723 F.3d 1114 (10th Cir. 2013), aff 'd, 573 U.S. 682 (2014)

Hotze v. Burwell, 784 F.3d 984 (5th Cir. 2015), cert. denied, 136 S. Ct. 1165 (2016)

Hughes v. United States, 953 F.2d 531 (9th Cir. 1992)

Investment Annuity, Inc. v. Blumenthal, 609 F.2d 1 (D.C. Cir. 1979), cert. denied, 446 U.S. 981 (1980)

Korte v. Sebelius, 735 F.3d 654 (7th Cir. 2013), cert. denied, 573 U.S. 958 (2014)

McCarthy v. Marshall, 723 F.2d 1034 (1st Cir. 1983)

Mobile Republican Assembly v. United States, 353 F.3d 1357 (11th Cir. 2003)

Murray's Lessee v. Hoboken Land & Improvement Co., 59 U.S. (18 How.) 272 (1856)

National Fed'n of Indep. Bus. v. Sebelius, 567 U.S. 519 (2012)

National Petrochemical & Refiners Ass'n v. EPA, 287 F.3d 1130 (D.C. Cir. 2002)

Our Country Home Enters., Inc. v. Commissioner, 855 F.3d 773 (7th Cir. 2017)

Phillips v. Commissioner, 283 U.S. 589 (1931)

RYO Machine, LLC v. United States Dep't of Treas., 696 F.3d 467 (6th Cir. 2012)

Shalala v. Illinois Council on Long Term Care, Inc., 529 U.S. 1 (2000)

Smith v. Booth, 823 F.2d 94 (5th Cir. 1987)

South Carolina v. Regan, 465 U.S. 367 (1984)

Susan B. Anthony List v. Driehaus, 573 U.S. 149 (2014)

Syzygy Ins. Co. v. Commissioner, 117 T.C.M. (CCH) 1165 (2019)

Thunder Basin Coal Co. v. Reich, 510 U.S. 200 (1994)

United States v. Clintwood Elkhorn Mining Co., 553 U.S. 1 (2008)

United States v. Pomponio, 429 U.S. 10 (1976)

United States v. Sullivan, 274 U.S. 259 (1927)

United States v. Woods, 571 U.S. 31 (2013)

We the People Found., Inc. v. United States, 485 F.3d 140 (D.C. Cir. 2007), cert. denied, 552 U.S. 1102 (2008)

Wyoming Trucking Ass'n v. Bentsen, 82 F.3d 930 (10th Cir. 1996)

Constitution, statutes and regulations: 

U.S. Const. Art. III

Act of Mar. 2, 1867, ch. 169, § 10, 14 Stat. 475-476

Administrative Procedure Act, 

5 U.S.C. 551 et seq., 701 et seq.

5 U.S.C. 701(a)(1)

5 U.S.C. 702

5 U.S.C. 702(1)

5 U.S.C. 704

American Jobs Creation Act of 2004, Pub. L. No. 108-357, Tit. VIII, Subtit. B, Pt. I, §§ 811-819, 118 Stat. 1575-1585

Anti-Injunction Act, 26 U.S.C. 7421(a)

Bipartisan Budget Act of 2015, Pub. L. No. 114-74, Tit. XI, § 1101(f )(10), 129 Stat. 638

Child Labor Tax Act, ch. 18, Tit, XII, 40 Stat. 1138-1140

Clean Air Act, 42 U.S.C. 7521 et seq.

Congressional Review Act, 5 U.S.C. 801 et seq.

Declaratory Judgment Act:

28 U.S.C. 2201

28 U.S.C. 2201(a)

Internal Revenue Code (26 U.S.C. 1 et seq.)

Subtit. A:

§ 162

§ 831(b)

Subtit. D:

§ 4980D(a)

Subtit. F:

Subch. 61:

§ 6011

§ 6011(a)

§ 6111(a)

§ 6111(b)

§ 6111(b)(2)

§ 6112(a)

Subch. 63:

§§ 6212-6213

§ 6212(a)

§ 6213(a)

Subch. 64:

§ 6320

§ 6330

Subch. 65:

§ 6402

§ 6402(a)

Subch. 66:

§ 6511

§ 6532

Subch. 68A:

§ 6662A

Subch. 68B

§ 6671(a)

§ 6694(c)

§ 6703(c)

§ 6707

§ 6707(a)

§ 6707(b)

§ 6707(b)(1)

§ 6707(b)(2)

§ 6707(b)(2)(B)

§ 6707(d)

§ 6707A

§ 6707A(a)

§ 6707A(b)

§ 6707A(b)(1)

§ 6707A(b)(2)

§ 6707A(b)(3)

§ 6707A(c)(1)

§ 6708

§ 6708(a)

§ 6708(a)(1)

§ 6720A(a)

Subch. 74:

§ 7122

Subch. 75:

§ 7203

Subch. 76B:

§ 7421(a)

§ 7422

§ 7422(a)

§ 7422(g)(1)

§ 7428

Subch. 80:

§ 7801

Internal Revenue Service Restructuring and Reform Act of 1998, Pub. L. No. 105-206, Tit. III, Subtit. C, § 3201(e)(3), 112 Stat. 740

Labor Tax Law, ch. 18, Tit. XII, 40 Stat. 1138

Patient Protection and Affordable Care Act, Pub. L. No. 111-148, 124 Stat. 119

Revenue Act of 1935, ch. 829, § 405, 49 Stat. 1027

Safe, Accountable, Flexible, Efficient Transportation Equity Act: A Legacy for Users, Pub. L. No. 109-59, Tit. XI, Subtit. E, § 11167(a), 119 Stat. 1977

Tax Injunction Act, 28 U.S.C. 1341

Tax Reform Act of 1976, Pub. L. No. 94-455, Tit. XIII, § 1306(a) and (b)(8), 90 Stat. 1717-1720 (1976)

U.S.C. 515(a)

U.S.C. 1346(a)(1)

U.S.C. 1132(a)(5)

U.S.C. 300gg-13(a)

U.S.C. 300gg-13(a)(4)

U.S.C. 300gg-22

26 C.F.R.:

Section 1.6011-4

Section 1.6011-4(b)(2)

Section 1.6011-4(b)(6)

Section 301.6402-2

28 C.F.R. 0.70(b)

40 C.F.R. Pt. 80

Miscellaneous:

Department of Justice, Justice Manual (last visited Sept. 8, 2020)

Department of Treas., The Problem of Corporate Tax Shelters: Discussion, Analysis and Legislative Proposals (July 1999), https://go.usa.gov/xftcn

68 Fed. Reg. 10,161 (Mar. 4, 2003)

72 Fed. Reg. 43,146 (Aug. 3, 2007)

77 Fed. Reg. 8725 (Feb. 15, 2012)

H.R. Conf. Rep. No. 755, 108th Cong., 2d Sess. (2004)

H.R. Conf. Rep. No. 203, 109th Cong., 1st Sess. (2005)

H.R. Rep. No. 1656, 94th Cong., 2d Sess. (1976)

Internal Revenue Manual:

§ 9.5.2 (Sept. 22, 2015)

§ 9.5.12 (Feb. 8, 2019)

§ 9.6.4 (May 4, 2012)

IRS:

Notice 2016-66, 2016-47 I.R.B. 745

(Nov. 21, 2016), https://go.usa.gov/xftN6

Notice 2017-08, 2017-3 I.R.B. 423 (Jan. 17, 2017), https://go.usa.gov/xftNM

15 Mertens Law of Federal Income Taxation:

(Scott Shimick ed., Aug. 2020 update)

(Edward J. Smith ed., Aug. 2020 update)

S. Rep. No. 1240,74th Cong., 1st Sess. (1935)

S. Rep. No. 494, 97th Cong., 2d Sess. (1982)

S. Rep. No. 313, 99th Cong., 2d Sess. (1986)

OPINIONS BELOW

The opinion of the court of appeals (Pet. App. 1a-37a) is reported at 925 F.3d 247. The opinion of the district court (Pet. App. 38a-47a) is not published in the Federal Supplement but is available at 2017 WL 5015510.

JURISDICTION

The judgment of the court of appeals was entered on May 22, 2019. A petition for rehearing was denied on August 28, 2019 (Pet. App. 48a-66a). On October 28, 2019, Justice Sotomayor extended the time within which to file a petition for a writ of certiorari to and including January 3, 2020. On December 17, 2019, Justice Sotomayor further extended the time to and including January 17, 2020, and the petition was filed on that date. The petition for a writ of certiorari was granted on May 4, 2020. The jurisdiction of this Court rests on 28 U.S.C. 1254(1).

STATUTORY AND REGULATORY PROVISIONS INVOLVED

Relevant statutory and regulatory provisions are reproduced in an appendix to this brief. App., infra, 1a-40a.

STATEMENT

A. Statutory And Regulatory Background

1. The Internal Revenue Code (Code), 26 U.S.C. 1 et seq., requires taxpayers and tax professionals to report certain tax-related information to the Internal Revenue Service (IRS) within the Department of the Treasury (Treasury). Section 6011(a) requires “any person made liable for any tax” — “[w]hen required by regulations prescribed by the Secretary [of the Treasury]” — to “make a return or statement according to the forms and regulations prescribed by” the Secretary and to “include therein the information required by such forms or regulations.” 26 U.S.C. 6011(a). Exercising that authority, the Secretary has adopted a wide range of regulations and forms, such as the familiar Form 1040, for the reporting of required information by taxpayers.

The Code additionally requires a “material advisor” — a person who provides material aid, assistance, or advice with respect to certain transactions and who derives a threshold amount of gross income from doing so, 26 U.S.C. 6111(b) — to file a return providing various information, 26 U.S.C. 6111(a). A material advisor also must maintain certain records subject to inspection, including a list of persons for whom it served as a material advisor with respect to a transaction. 26 U.S.C. 6112(a).

2. At issue here are requirements applicable to certain transactions, called “ 'reportable transactions,' ” that the Secretary has determined “hav[e] a potential for tax avoidance or evasion.” 26 U.S.C. 6707A(c)(1). Those requirements stem from Congress's and Treasury's long-running efforts to address the “growing phenomenon of abusive tax shelters.” S. Rep. No. 494, 97th Cong., 2d Sess. 266, 268 (1982). Such schemes have little or no real economic impact but are designed to generate large tax windfalls. See, e.g., United States v. Woods, 571 U.S. 31, 33 (2013). By the 1980s, Congress had become concerned that tax-shelter schemes “undermine[ ] respect for the entire tax system” and “harm[ ]” “both the perception and the reality of fairness.” S. Rep. No. 313, 99th Cong., 2d Sess. 518-519 (1986).

Congress sought to address the problem of abusive tax shelters legislatively, see Department of Treas., The Problem of Corporate Tax Shelters: Discussion, Analysis and Legislative Proposals 59-60 (July 1999), https://go.usa.gov/xftcn, but those efforts proved inadequate. Because “tax shelters 'appear in the guises of Proteus,' taking many different forms” and “structures,” the problem cannot readily be addressed through generalized legislation. Id. at 11 (footnote and citation omitted). And piecemeal legislation to address specific tax-shelter schemes proved unworkable because creative taxpayers and advisors could circumvent targeted responses. Id. at 99. Meanwhile, tax-avoidance schemes posed a significant threat to the public fisc. Id. at i, iii-iv.

Treasury ultimately adopted a disclosure-focused approach that requires taxpayers and material advisors to report to the IRS certain “reportable transactions” that the Secretary specifies. 68 Fed. Reg. 10,161, 10,161 (Mar. 4, 2003); see id. at 10,163-10,169 (promulgating 26 C.F.R. 1.6011-4). Under Treasury's current regulations, “[r]eportable transactions” include (among others) any transaction that the IRS has “identified by notice, regulation, or other form of published guidance” as either (1) an abusive tax-avoidance transaction, called a “listed transaction,” 26 C.F.R. 1.6011-4(b)(2) (emphasis omitted); or (2) a transaction the IRS “believe[s] has a potential for tax avoidance or evasion, but for which” the IRS “lack[s] enough information” to classify it conclusively, 72 Fed. Reg. 43,146, 43,146 (Aug. 3, 2007), called a “transaction of interest,” 26 C.F.R. 1.6011-4(b)(6). By specifying these types of transactions in public guidance — rather than in individual audits — the IRS helps taxpayers identify in advance which transactions will trigger reporting requirements.

3. Congress subsequently incorporated Treasury's reportable-transaction framework (with certain modifications) into the Code and established a statutory enforcement mechanism. See Pub. L. No. 108-357, Tit. VIII, Subtit. B, Pt. I, §§ 811-819, 118 Stat. 1575-1585 (2004). Congress codified the Secretary's authority to specify reportable transactions by defining a “ 'reportable transaction' ” as “any transaction with respect to which information is required to be included with a return or statement because, as determined under regulations prescribed under section 6011, such transaction is of a type which the Secretary determines as having a potential for tax avoidance or evasion.” 26 U.S.C. 6707A(c)(1); see 26 U.S.C. 6111(b)(2), 6112(a), 6707(d). Congress contemplated that the Secretary would have flexibility to “modify” the list of transactions that are reportable based on their potential for tax evasion. H.R. Conf. Rep. No. 755, 108th Cong., 2d Sess. 597 n.462 (2004).

Taxpayers and material advisors who fail to comply with the foregoing requirements are subject to civil monetary penalties. For taxpayers, 26 U.S.C. 6707A states that “[a]ny person who fails to include on any return or statement any information with respect to a reportable transaction which is required under section 6011 to be included with such return or statement shall pay a penalty in the amount determined under” Section 6707A(b). 26 U.S.C. 6707A(a). The penalty amount is “75 percent of the decrease in tax shown on the return as a result of such transaction,” 26 U.S.C. 6707A(b)(1), subject to minimum and maximum amounts, 26 U.S.C. 6707A(b)(2) and (3); see also 26 U.S.C. 6662A.

Under 26 U.S.C. 6707 and 6708, a material advisor who either fails to file a timely return under Section 6111(a), files a return containing false or incomplete information, or fails (without reasonable cause) to make available to the IRS records required to be maintained under Section 6112(a) regarding a reportable transaction is subject to a civil penalty under Subchapter 68B. See 26 U.S.C. 6707(a) and (b), 6708(a). For a listed transaction, the penalty amount is the greater of 50% of the gross income the material advisor derived from its work on the transaction (75% in the case of an intentional failure to act) and $200,000. 26 U.S.C. 6707(b)(2). For other reporting violations — including those involving transactions of interest — the penalty amount is $50,000, and for recordkeeping violations it is $10,000 per day. 26 U.S.C. 6707(b)(1), 6708(a)(1).

The Code “deem[s]” those penalties to be “ 'tax[es]' ” for purposes of the Code. 26 U.S.C. 6671(a). Because of that classification, challenges to those penalties must be pursued through the administrative and judicial mechanisms that Congress has established for tax disputes. The usual mechanism for a taxpayer to bring such a challenge is to pay the tax and then seek a refund, 26 U.S.C. 6402, 6511, 6532; 28 U.S.C. 1346(a)(1), but limited exceptions exist, see, e.g., 26 U.S.C. 6212-6213.

Congress has made those established review mechanisms exclusive. With limited exceptions, the Anti-Injunction Act, 26 U.S.C. 7421(a), provides that no “suit for the purpose of restraining the assessment or collection of any tax shall be maintained in any court by any person.” Ibid. An adjacent provision bars suits to recover amounts already “assessed or collected” until the taxpayer seeks a refund from the IRS. 26 U.S.C. 7422(a). And with limited exceptions, the Declaratory Judgment Act precludes issuance of declaratory relief “with respect to Federal taxes.” 28 U.S.C. 2201(a).

A person who “willfully” fails to comply with the reporting requirements is guilty of a misdemeanor. 26 U.S.C. 7203. Criminal prosecutions under the Code are authorized and conducted by the Department of Justice. See 26 U.S.C. 7122, 7801; 28 U.S.C. 515(a); 28 C.F.R. 0.70(b); Department of Justice, Justice Manual §§ 6-1.110 et seq., 6-4.010 et seq.; Internal Revenue Manual § 9.5.2, (Sept. 22, 2015); id. § 9.5.12 (Feb. 8, 2019); id. § 9.6.4 (May 4, 2012).

B. IRS Notice 2016-66

In 2016, exercising its authority under 26 U.S.C. 6011 and 26 C.F.R. 1.6011-4, the IRS identified certain “micro-captive transaction[s]” as “transaction[s] of interest,” i.e., as “ha[ving] a potential for tax avoidance or evasion.” Notice 2016-66, 2016-47 I.R.B. 745, 745 (Nov. 21, 2016), https://go.usa.gov/xftN6 (Pet. App. 91a); see Notice 2017-08, 2017-3 I.R.B. 423, 424 (Jan. 17, 2017), https://go.usa.gov/xftNM (extending certain deadlines). The micro-captive transaction described in Notice 2016-66 generally involves an attempt by a taxpayer and a related entity (the “captive”) to reduce their taxable incomes through agreements that purport to be insurance contracts, but that in substance may not actually constitute insurance. See Notice 2016-66, 2016-47 I.R.B. at 745-746 (Pet. App. 91a-99a). In the typical micro-captive transaction, the captive contracts to insure (or to reinsure) a putative risk of the taxpayer, in exchange for putative premiums. Id. at 745 (Pet. App. 91a-93a). The taxpayer deducts the amounts it pays as premiums under 26 U.S.C. 162, while the captive excludes the premiums from its own taxable income under 26 U.S.C. 831(b). Notice 2016-66, 2016-47 I.R.B. at 745-746 (Pet. App. 91a, 98a-99a).

The IRS “believe[d]” that cases exist in which claiming the tax benefits is “improper” because in substance “the transaction does not constitute insurance.” Notice 2016-66, 2016-47 I.R.B. at 746 (Pet. App. 98a-99a); see, e.g., Avrahami v. Commissioner, 149 T.C. 144 (2017); Syzygy Ins. Co. v. Commissioner, 117 T.C.M. (CCH) 1165 (2019). The IRS recognized that using a captive insurance company might sometimes reflect legitimate “risk management purposes that do not involve tax avoidance,” and it acknowledged that it “lack[ed] sufficient information” to determine definitively which captive-insurance transactions constitute actual tax evasion. Notice 2016-66, 2016-47 I.R.B. at 745-746 (Pet. App. 91a, 99a). But the IRS identified several factors — such as coverage for an “implausible risk,” premiums that “significantly exceed” prevailing rates, or the captive's use of premium income for purposes other than paying claims (such as loaning them to the putative insured) — that may indicate that a transaction does not properly constitute insurance. Ibid. (Pet. App. 94a-95a); see ibid. (Pet. App. 94a-98a).

The IRS accordingly designated certain micro-captive transactions as transactions of interest subject to the statutory reporting and recordkeeping requirements. Notice 2016-66, 2016-47 I.R.B. at 746-747 (Pet. App. 99a-101a). The IRS specified criteria identifying the types of transactions covered and what information must be reported. See ibid. It noted that noncompliance with those requirements may trigger penalties under 26 U.S.C. 6707, 6707A, and 6708. Notice 2016-66, 2016-47 I.R.B. at 747-748 (Pet. App. 103a-106a).

C. The Present Controversy

1. Petitioner is “a material advisor to taxpayers engaging in micro-captive transactions.” Pet. App. 4a. Petitioner commenced this action against the IRS, Treasury, and the United States, alleging that the IRS had issued Notice 2016-66 in violation of the Administrative Procedure Act (APA), 5 U.S.C. 551 et seq., 701 et seq., and the Congressional Review Act, 5 U.S.C. 801 et seq. Pet. App. 4a. Petitioner contended that Notice 2016-66 is a legislative rule for which the IRS was required, but had failed, to engage in notice-and-comment rulemaking; that Notice 2016-66 is arbitrary and capricious; and that the Notice was required to be, but had not been, submitted for congressional review before it took effect. Ibid. Petitioner's complaint sought a permanent injunction “enjoin[ing] the enforcement of Notice 2016-66” and a “judgment declaring that Notice 2016-66 is unlawful.” Compl. 16 (Mar. 27, 2017).

Petitioner also moved for a preliminary injunction, which the district court denied. Pet. App. 4a. During the preliminary-injunction proceedings, petitioner's founder (an attorney and certified public accountant) testified that captives “most definitely” could “be used for tax avoidance or evasion purposes.” 4/19/17 Tr. 39-40; see id. at 14-15.

The government moved to dismiss the suit, arguing (as relevant here) that it is barred by the Anti-Injunction Act, 26 U.S.C. 7421(a), and the tax exception to the Declaratory Judgment Act, 28 U.S.C. 2201(a). D. Ct. Doc. 25-1, at 7-10 & n.5 (May 30, 2017). The district court granted the motion. Pet. App. 38a-47a. The court determined that the suit was barred because the penalty for noncompliance with the reporting and recordkeeping requirements “is a 'tax' within the [Anti-Injunction Act's] prohibition,” and petitioner “s[ought], at least in part, to restrain the IRS's assessment or collection of a tax.” Id. at 43a, 46a (citations omitted).

2. A divided panel of the court of appeals affirmed. Pet. App. 1a-24a.

a. The court of appeals held that petitioner's “complaint seeking to enjoin the enforcement of [Notice 2016-66]” is barred by the Anti-Injunction Act and the tax exception to the Declaratory Judgment Act because it “is properly characterized as a 'suit for the purpose of restraining the assessment or collection of any tax.' ” Pet. App. 21a (citation omitted); see id. at 5a n.3, 8a-21a. It agreed with the district court that, under 26 U.S.C. 6671(a), the penalties that enforce the reporting and recordkeeping requirements made applicable by Notice 2016-66 are “treated as taxes themselves for purposes of the [Anti-Injunction Act].” Pet. App. 14a; see id. at 14a-15a & n.5. The court of appeals concluded that petitioner's suit seeks to “ 'restrain (indeed eliminate)' ” that tax by “invalidat[ing] the Notice, which is the entire basis for that tax.” Id. at 16a (citation omitted). The court agreed with the D.C. Circuit's decision in Florida Bankers Ass'n v. United States Department of the Treasury, 799 F.3d 1065 (2015) (Kavanaugh, J.), cert. denied, 136 S. Ct. 2429 (2016), which had held that the Anti-Injunction Act barred a similar suit to enjoin other reporting requirements. Pet. App. 7a-21a.

The court of appeals rejected petitioner's contention that Direct Marketing Ass'n v. Brohl, 575 U.S. 1 (2015), dictated a contrary conclusion. Pet. App. 8a-17a. The Court in Direct Marketing had held that the Tax Injunction Act, 28 U.S.C. 1341 — which bars suits to “enjoin, suspend or restrain the assessment, levy or collection of any tax under State law,” ibid. — did not bar a suit to enjoin enforcement of a state law that required retailers to notify customers of, and to report to the State, certain information regarding sales on which the retailers had not collected sales or use taxes. 575 U.S. at 7-14. The Direct Marketing Court rejected an argument that enjoining those requirements “ 'restrain[ed]' ” assessment or collection of sales and use taxes, construing the term “restrain” to encompass only “orders that stop (or perhaps compel) acts of 'assessment, levy or collection.' ” Id. at 12-13 (citations omitted).

The court of appeals reserved judgment on whether Direct Marketing's interpretation of the Tax Injunction Act also applies to the Anti-Injunction Act. Pet. App. 17a & n.6. It explained that, even assuming the two statutes impose equivalent restrictions on prepayment tax challenges, petitioner's suit is barred because the relief it requests “ 'would have the effect of restraining — fully stopping' the IRS from collecting the penalties imposed for violating the Notice's requirements.” Id. at 17a (citation omitted). The court noted that Direct Marketing had addressed whether a suit to enjoin Colorado's notice and reporting requirements was one to restrain the underlying (sales and use) taxes whose assessment and collection those requirements facilitated. Id. at 12a, 14a. In contrast, the court explained, “[t]he relevant taxes” here are “the penalties imposed for violation of [Notice 2016-66's] requirements.” Id. at 14a, 16a.

The court of appeals also rejected petitioner's contention that the “ 'purpose' ” of its suit was to “challeng[e] the Notice's regulatory requirement and not the penalty.” Pet. App. 18a (citation and emphasis omitted). The court explained that “[a]ny distinction that once existed in [this] Court's [Anti-Injunction Act] jurisprudence between 'regulatory' taxes and 'revenue-raising' taxes” has “been 'abandoned.' ” Ibid. (citations omitted).

b. Judge Nalbandian dissented. Pet. App. 25a-37a. In his view, the Anti-Injunction Act did not bar this suit because petitioner “d[id] not allege tax liability as its injury” and instead challenged the reporting and record-keeping requirements themselves, and “[e]njoining a reporting requirement enforced by a tax does not necessarily bar the assessment or collection of that tax.” Id. at 26a, 29a (citation and emphasis omitted).

3. The court of appeals denied a petition for rehearing en banc. Pet. App. 48a-49a. Judges Clay and Sutton issued opinions concurring in the denial of rehearing. Id. at 50a-54a, 55a-57a. Judge Thapar, joined by six other judges, dissented from the denial of rehearing. Id. at 58a-66a; C.A. Doc. 65-2, at 1, 8-13 (Aug. 28, 2019).

SUMMARY OF ARGUMENT

The court of appeals correctly held that the Anti-Injunction Act, 26 U.S.C. 7421(a), bars this suit.

A. The Anti-Injunction Act forbids any “suit for the purpose of restraining the assessment or collection of any tax.” 26 U.S.C. 7421(a). The Declaratory Judgment Act's tax exception, 28 U.S.C. 2201(a), which “is at least as broad as the Anti-Injunction Act,” Bob Jones Univ. v. Simon, 416 U.S. 725, 733 n.7 (1974), reinforces that bar. With exceptions that are inapplicable here, those provisions channel disputes over taxes to post-payment proceedings — the approach American law has followed since the Founding.

Petitioner's suit falls squarely within the Anti-Injunction Act's bar. That suit seeks to enjoin the enforcement of, and declare unlawful, Notice 2016-66, which extends certain reporting and recordkeeping requirements that are enforced by penalties the Code “deem[s]” to be “ 'tax[es].' ” 26 U.S.C. 6671(a). If petitioner prevails, the IRS will be prohibited from “assess[ing]” or “collect[ing]” those taxes, 26 U.S.C. 7421(a), based on petitioner's noncompliance with the Notice's requirements. The suit therefore is one to restrain assessment or collection of a tax.

B. Petitioner's contrary arguments lack merit. 

1. Relying on Direct Marketing Ass'n v. Brohl, 575 U.S. 1 (2015), petitioner contends (Br. 17-24) that suits to enjoin reporting and similar requirements that facilitate assessment and collection of taxes are not suits to restrain the acts of tax assessment and collection themselves. But Direct Marketing's analysis and conclusion are inapposite here. This Court held there that enjoining reporting and similar requirements did not “restrain” assessment and collection of the underlying taxes that were the subject of those requirements. Unlike the requirements made applicable by Notice 2016-66, the requirements at issue in Direct Marketing were not enforced by taxes. The case therefore did not present, and the Court did not decide, the question whether a suit to enjoin the enforcement of reporting and other requirements that are enforced by taxes is one to restrain tax assessment or collection.

2. Petitioner contends (Br. 24-29) that its suit does not seek to restrain tax assessment or collection because petitioner has not yet violated the reporting and recordkeeping requirements and therefore has not incurred any tax liability. But petitioner's suit seeks an advance judicial determination that would forbid assessing and collecting the tax if petitioner violates those requirements. Petitioner's situation is no different from that of any other taxpayer who is contemplating an activity with potential tax consequences, and who seeks a judicial ruling that would preemptively shield the activity from those consequences. The Anti-Injunction Act and the Declaratory Judgment Act squarely foreclose such suits. Decisions of this Court and lower courts confirm that commonsense conclusion.

3. Petitioner contends (Br. 29-31) that its purpose in bringing suit is not to restrain the taxes for violating the reporting and recordkeeping requirements but to invalidate the requirements themselves. But the relief sought in petitioner 's complaint — a judicial order barring an enforcement mechanism that the Code treats as a tax — shows that the suit's purpose is to restrain a tax. This Court has repeatedly held that the Act bars suits seeking relief that would preclude the assessment or collection of taxes, even where a plaintiff has purported to challenge only other requirements that the taxes enforced.

C. Petitioner's additional arguments (Br. 31-37) also lack merit.

1. Petitioner contends (Br. 31-34) that applying the Anti-Injunction Act to bar this suit would undermine the APA and a presumption favoring judicial review that the APA embodies. That is incorrect. Although the APA generally authorizes judicial review of final agency action, it does not override, but instead expressly contemplates, limitations on review established by other laws, 5 U.S.C. 701(a)(1), 702(1). Those limitations include the bar on prepayment tax suits imposed by the Anti-Injunction Act and the Declaratory Judgment Act. The APA also does not authorize review where another adequate judicial remedy is available. 5 U.S.C. 704. Petitioner has such a remedy in the form of a post-payment refund suit, which this Court has long recognized to be adequate.

2. Petitioner contends (Br. 15, 35) that applying the Anti-Injunction Act to bar this suit would “likely” violate “[d]ue process” principles. See Pet. Br. 34-37. That argument lacks merit. This Court has long held that post-payment review in a refund suit satisfies due process. That remedy would be available to petitioner here.

Petitioner asserts (Br. 34-35) that it could not bring a refund suit without first committing a criminal offense under 26 U.S.C. 7203 by “willfully” failing to submit required returns, ibid. That is incorrect. A taxpayer can bring a refund suit after withholding the challenged information from a filed return and incurring the penalty. Withholding the challenged information on a timely return, based on a good-faith belief that supplying it is not legally required, does not violate Section 7203 where the taxpayer informs the IRS of that position. And because petitioner has not shown any credible prospect that it would be criminally prosecuted if it pursued that course of action, it would lack standing to sue to enjoin such a hypothetical prosecution. It cannot violate due process to construe the Anti-Injunction Act to bar a suit that Article III already forecloses.

Petitioner asserts (Br. 35) that a refund suit is inadequate because the IRS might not assess penalties even if petitioner violates the reporting and recordkeeping requirements. In that event, however, petitioner would suffer no injury. And this Court's decisions foreclose petitioner's contention ( ibid.) that pre-enforcement review is needed because petitioner might be unable to pay the taxes before seeking a refund.

ARGUMENT

THE ANTI-INJUNCTION ACT REQUIRES DISMISSAL OF PETITIONER'S SUIT TO ENJOIN ENFORCEMENT OF IRS NOTICE 2016-66

Petitioner seeks a judicial order that would allow it to violate reporting and recordkeeping requirements imposed by Notice 2016-66, without incurring potential liability for statutory penalties that the Code deems to be taxes. The court of appeals correctly held that the Anti-Injunction Act, 26 U.S.C. 7421(a), requires dismissal of petitioner's suit. That conclusion follows from the text of the Anti-Injunction Act and a century of this Court's precedent. Petitioner's contrary interpretation misreads the statutory language and this Court's decisions.

A. The Anti-Injunction Act Bars Petitioner's Suit

1. The Anti-Injunction Act bars suits for the purpose of restraining the assessment or collection of any tax

The Anti-Injunction Act provides that, with certain enumerated exceptions, “no suit for the purpose of restraining the assessment or collection of any tax shall be maintained in any court by any person, whether or not such person is the person against whom such tax was assessed.” 26 U.S.C. 7421(a). That “broad and mandatory language,” United States v. Clintwood Elkhorn Mining Co., 553 U.S. 1, 12 (2008), “could scarcely be more explicit” in precluding prepayment suits. Bob Jones Univ. v. Simon, 416 U.S. 725, 736 (1974) (Bob Jones).

a. The Anti-Injunction Act does not foreclose judicial review of tax disputes. The Code establishes a comprehensive scheme of administrative and judicial avenues that Congress determined are the appropriate mechanisms to resolve such disputes. The Anti-Injunction Act is one of several provisions that channel disputes into those avenues.

The principal mechanism by which taxpayers can dispute the assessment or collection of taxes is a refund suit. A taxpayer may pay the tax and request a refund from the IRS. 26 U.S.C. 6402(a), 6511; 26 C.F.R. 301.6402-2; see generally 15 Mertens Law of Federal Income Taxation § 58:1 et seq. (Scott Shimick ed., Aug. 2020 update) (Mertens). If the refund is denied, the taxpayer may then bring suit in district court (or the Court of Federal Claims) to recover sums “alleged to have been erroneously or illegally assessed or collected.” 28 U.S.C. 1346(a)(1); see 26 U.S.C. 6532, 7422(a); Clintwood Elkhorn, 553 U.S. at 4; see generally 15 Mertens §58A:1 et seq. (Edward J. Smith ed., Aug. 2020 update) To bring a refund suit, a taxpayer ordinarily must pay the tax owed in full, Flora v. United States, 357 U.S. 63, 64-75 (1958), aff 'd on reh'g, 362 U.S. 145 (1960), except in limited circumstances where Congress has authorized suits following a partial payment, see, e.g., 26 U.S.C. 6694(c), 6703(c), 7422(g)(1). The refund-suit remedy “offer[s] [a taxpayer] a full, albeit delayed, opportunity to litigate the legality” of a disputed tax. Bob Jones, 416 U.S. at 746. Other taxpayers challenging IRS notices similar to Notice 201-666 have pursued that path. Mann Constr., Inc. v. United States, No. 20-cv-11307 (E.D. Mich. filed May 26, 2020); McGowan v. United States, No. 19-cv-1073 (N.D. Ohio filed May 13, 2019).

In certain circumstances, the Code provides for alternative forms of review. For example, for certain taxes not at issue here, the IRS must issue a notice of deficiency to a taxpayer, who may then file a prepayment suit in the Tax Court to challenge the deficiency. 26 U.S.C. 6212(a), 6213(a). The Code also affords taxpayers limited administrative and judicial review (known as “collection due process” proceedings) before the IRS undertakes certain collection measures. See 26 U.S.C. 6320, 6330. Apart from those and other statutory exceptions, however, the avenue Congress provided for review is a post-payment refund suit.

The Anti-Injunction Act is one of several statutes that prevent a taxpayer from circumventing or short-circuiting the review framework Congress established. By barring suits to “restrain[ ] the assessment or collection of any tax,” 26 U.S.C. 7421(a), the Act precludes taxpayers from preemptively litigating the validity or applicability of a tax. Instead, the plaintiff must pay the tax and then dispute it in a refund suit. See National Fed'n of Indep. Bus. v. Sebelius, 567 U.S. 519, 543 (2012) (NFIB) (“Because of the Anti-Injunction Act, taxes can ordinarily be challenged only after they are paid, by suing for a refund.”); see also Florida Bankers Ass'n v. United States Dep't of the Treas., 799 F.3d 1065, 1066 (D.C. Cir. 2015) (Kavanaugh, J.), cert. denied, 136 S. Ct. 2429 (2016). Section 7422 similarly prevents circumvention of the statutory framework by barring suits to recover taxes that have already been assessed or collected until “a claim for refund or credit has been duly filed with the Secretary” in accordance with IRS procedures. 26 U.S.C. 7422(a). And although in many other legal contexts a litigant might alternatively seek declaratory relief under the Declaratory Judgment Act, 28 U.S.C. 2201(a), that Act does not authorize declaratory judgments “with respect to Federal taxes.” Ibid.; see Flora, 357 U.S. at 75. “[T]he federal tax exception to the Declaratory Judgment Act is at least as broad as the Anti-Injunction Act.” Bob Jones, 416 U.S. at 733 n.7.

b. That bright-line bar on suits outside the established framework serves to prevent frustration of tax-collection efforts. “[T]he principal purpose of [the Anti-Injunction Act's] language” is “the protection of the Government's need to assess and collect taxes as expeditiously as possible with a minimum of pre-enforcement judicial interference.” Bob Jones, 416 U.S. at 736. To that end, the Act “ 'require[s] that the legal right to the disputed sums be determined in a suit for [a] refund.' ” Ibid. (citation omitted); accord NFIB, 567 U.S. at 543.

The Code's “pay first and litigate later” approach (Flora, 357 U.S. at 75 (citation omitted)) also embodies the longstanding tradition of Anglo-American law. From “[t]ime out of mind,” Bull v. United States, 295 U.S. 247, 259 (1935), English law permitted the government to collect taxes by summary administrative proceedings, granting taxpayers the right to dispute those taxes only by paying the tax and suing for a refund, see Murray's Lessee v. Hoboken Land & Improvement Co., 59 U.S. (18 How.) 272, 277-278 (1856). In the early years of the Republic, those traditional procedures were incorporated from the familiar procedures of English law and the laws of the States. See id. at 278-280. In 1867, Congress carried that tradition forward when it enacted the Anti-Injunction Act, Act of Mar. 2, 1867, ch. 169, § 10, 14 Stat. 475-476, to protect the federal tax system from being inundated by injunctive suits that were then sweeping over state tax systems, see South Carolina v. Regan, 465 U.S. 367, 386-387 (1984) (O'Connor, J., concurring in the judgment). And Congress added the tax exception to the Declaratory Judgment Act, see Revenue Act of 1935, ch. 829, § 405, 49 Stat. 1027, to prevent requests for declaratory relief from circumventing the “long-continued policy of Congress” against anticipatory tax suits, S. Rep. No. 1240, 74th Cong., 1st Sess. 11 (1935).

Since 1867, Congress has repeatedly reenacted the Anti-Injunction Act at times when it was “obviously aware of the continuously increasing complexity of the federal tax system.” Bob Jones, 416 U.S. at 741-742; see id. at 743. And it has made minor changes to the Act's scope while leaving it otherwise intact. See, e.g., Pub. L. No. 114-74, Tit. XI, § 1101(f )(10), 129 Stat. 638 (2015); Pub. L. No. 105-206, Tit. III, Subtit. C, § 3201(e)(3), 112 Stat. 740 (1998). Those reenactments and amendments confirm that the core prohibition retains its full force.

c. Although the Anti-Injunction Act and the Declaratory Judgment Act include limited express exceptions, none applies here. And the narrow scope of those exceptions underscores the reach of the general rule.

For example, the Anti-Injunction Act exempts from its general bar the judicial proceedings the Code itself establishes for taxes that are subject to the notice-of-deficiency procedure or collection-due-process proceedings noted above. See 26 U.S.C. 7421(a); see, e.g., Our Country Home Enters., Inc. v. Commissioner, 855 F.3d 773 (7th Cir. 2017). Those procedures are not at issue here. And the Declaratory Judgment Act exempts actions seeking review of a determination of an entity's tax-exempt status under 26 U.S. 7428; certain tax determinations in bankruptcy proceedings; and certain suits concerning “antidumping or countervailing dut[ies].” 28 U.S.C. 2201. Those narrow, context-specific exceptions reflect Congress's policy judgment that, apart from the few areas where Congress has deemed prepayment review appropriate, the general bar on such review controls.

This Court also has construed the Anti-Injunction Act not to bar suits in two other, limited circumstances, but neither applies here. The Court has held that, if “equity jurisdiction otherwise exists” and it is “clear that under no circumstances could the Government ultimately prevail * * * under the most liberal view of the law and the facts,” a prepayment suit can go forward on the theory that such an “exaction is merely in 'the guise of a tax.' ” Enochs v. Williams Packing & Navigation Co., 370 U.S. 1, 7 (1962) (citation omitted). Petitioner does not invoke that exception. The Court also has held that the Act does not bar suit where a taxpayer lacks any “alternative legal avenue by which to contest the legality of a particular tax,” such as “a suit for a refund.” South Carolina, 465 U.S. at 373-374. That exception is inapplicable because petitioner can pursue a refund suit if it incurs and pays the tax and a refund is denied. Pet. App. 23a (noting that petitioner “d[id] not contest that it has this alternative remedy” of “ 'a suit for a refund' ” (citation omitted)); see pp. 44-45, infra.

2. Petitioner's suit is one for the purpose of restraining the assessment or collection of a tax

Petitioner's suit accordingly cannot “be maintained” if it is covered by the Anti-Injunction Act's general rule barring “suit[s] for the purpose of restraining the assessment or collection of any tax.” 26 U.S.C. 7421(a). The court of appeals correctly held that it is. Pet. App. 7a-22a.

a. Petitioner's suit challenges the “enforcement” of reporting and recordkeeping requirements that Notice 2016-66 makes applicable to certain captive-insurance transactions. Compl. 16; see Pet. Br. 4-5, 10, 30. Those requirements are enforced by penalties under 26 U.S.C. 6707, 6707A, and 6708. And “[e]xcept as otherwise provided, any reference in [Title 26] to 'tax' imposed by [Title 26] shall be deemed also to refer to the penalties and liabilities provided by [Subchapter 68B].” 26 U.S.C. 6671(a). Because Sections 6707, 6707A, and 6708 appear in Subchapter 68B, the penalties those provisions impose are taxes under the Anti-Injunction Act, which appears in Title 26.

This Court's reasoning in NFIB confirms that conclusion. The Court in NFIB held that the penalty for failing to comply with the requirement to purchase health insurance under the Patient Protection and Affordable Care Act (ACA), Pub. L. No. 111-148, 124 Stat. 119 (2010), known as the “individual mandate,” was not a “tax” within the meaning of the Anti-Injunction Act. 567 U.S. at 543-546. In explaining why that was so, however, the Court contrasted that penalty with those imposed by Subchapter 68B, which are “treated as taxes under Title 26, which includes the Anti-Injunction Act.” Id. at 544. The Court explained that, by “ 'deeming' ” Subchapter 68B penalties to be taxes, Congress had “direct[ed]” that such a penalty “be treated as a tax for purposes of the Anti-Injunction Act.” Ibid. (citation omitted). The sanction for violating the individual mandate fell outside the Anti-Injunction Act, not because of that sanction's denomination as a “penalty” standing alone, but because it “[wa]s not in Subchapter 68B.” Id. at 545. The clear implication of the NFIB Court's reasoning is that, if that penalty “[h]ad * * * been located in Chapter 68, Subchapter B, the Anti-Injunction Act would have applied.” Florida Bankers, 799 F.3d at 1068. Congress mandated that result for the penalties at issue here by placing them in Subchapter 68B.

Congress's classification of the penalties here as taxes was particularly apt. The Code imposes those penalties when a taxpayer or a material advisor fails to report required information or to provide required records about a type of transaction that the IRS has determined either is or “ha[s] a potential” to be “tax avoidance or evasion.” 26 U.S.C. 6707A(c)(1); see 26 U.S.C. 6707(d), 6708(a). Requiring taxpayers and tax professionals to report and to provide records about such transactions enables the IRS to ensure that taxes applicable to them are not evaded but are properly assessed and collected.

The penalties the Code imposes on a taxpayer or material advisor who refuses to report such information or to provide required records can be viewed as embodying a presumption that the suspicious transaction may be an instance of actual or attempted tax avoidance or evasion, and that some tax liability should be imposed on the taxpayer or material advisor for depriving the IRS of the opportunity to scrutinize the transaction. Indeed, in many instances, the penalties are calculated (within certain limits) as a percentage of the tax savings a taxpayer achieved or of the income a material advisor earned. 26 U.S.C. 6707(b)(2)(B), 6707A(b)(1). Rather than allow a failure to report required information (or to provide relevant records) to frustrate the assessment and collection of taxes, those provisions establish an alternative basis for imposing a tax on such persons, functioning as a type of substitute for tax revenue that may potentially be forgone.

b. Petitioner's suit also is one “for the purpose of  ” restraining the assessment or collection of a tax. 26 U.S.C. 7421(a). The suit's “purpose” (ibid.) is apparent on the face of the complaint, where the first item of relief sought is an order “[p]ermanently enjoin[ing] the enforcement of Notice 2016-66.” Compl. 16. Notice 2016-66 is enforced by the taxes that Sections 6707, 6707A, and 6708 impose for noncompliance with the statutory reporting and recordkeeping requirements. If the district court enjoined the enforcement of Notice 2016-66, the IRS could not assess and collect those taxes even if petitioner violated the requirements. The suit thus “falls squarely within the literal scope of the Act” as one “ 'for the purpose of restraining the assessment or collection of [a] tax.' ” Bob Jones, 416 U.S. at 731-732 (citation omitted).

The only other particular remedy that petitioner's complaint requested was a “judgment declaring that Notice 2016-66 is unlawful.” Compl. 16. As petitioner acknowledges (Br. 11 n.1), its “request for declaratory relief rises or falls with its request for injunctive relief.” The federal-tax exception to the Declaratory Judgment Act, 28 U.S.C. 2201(a), “is at least as broad as the Anti-Injunction Act.” Bob Jones, 416 U.S. at 733 n.7. And as petitioner acknowledged below, Pet. App. 17a, a declaration that Notice 2016-66 is unlawful would necessarily preclude enforcement of that Notice through the imposition of taxes under 26 U.S.C. 6707, 6707A, and 6708. See Pet. C.A. Reply Br. 7 (“[T]he IRS certainly could never collect any penalties — valid or invalid — for noncompliance if Notice 2016-66 is struck down.”).

B. Petitioner's Contrary Interpretation Reflects A Misreading Of The Statutory Text And This Court's Precedent

Petitioner advances (Br. 16-31) several arguments that its suit falls outside the Anti-Injunction Act's text. Those contentions lack merit.

1. Petitioner's suit to restrain the taxes that enforce the reporting and recordkeeping requirements is barred regardless of the suit's potential effect on the assessment and collection of other taxes

Petitioner contends (Br. 17-24) that this Court's decision in Direct Marketing Ass'n v. Brohl, 575 U.S. 1 (2015), effectively resolved the question presented in this case. The Court in Direct Marketing held that the Tax Injunction Act, 28 U.S.C. 1341, did not bar a suit challenging state-law notice and reporting requirements that were intended to facilitate the assessment and collection of taxes owed by the State's residents. The court of appeals correctly explained why Direct Marketing is not controlling here. Pet. App. 8a-17a.

a. The plaintiff in Direct Marketing challenged a Colorado law that “requir[ed] retailers that do not collect Colorado sales or use tax to notify Colorado customers of their use-tax liability and to report tax-related information to customers and the Colorado Department of Revenue.” 575 U.S. at 4. The district court enjoined the notice and reporting requirements, but the Tenth Circuit reversed, holding that the suit was barred by the Tax Injunction Act. Id. at 7. That Act provides that “district courts shall not enjoin, suspend or restrain the assessment, levy or collection of any tax under State law where a plain, speedy and efficient remedy may be had in the courts of such State.” 28 U.S.C. 1341. This Court reversed, holding that the Tax Injunction Act did not bar the suit. 575 U.S. at 7-14.

The Direct Marketing Court first held that the district court's order enjoining Colorado's notice and reporting requirements had not “enjoin[ed]” the “ 'assessment, levy or collection' ” of any “tax.” 575 U.S. at 7-8 (citation omitted); see id. at 7-12. The State did not argue that compliance with the notice and reporting requirements “involve[d] a 'levy.' ” Id. at 11. And the Court concluded that barring “enforcement of [Colorado's] notice and reporting requirements” did not restrain “assessment” or “collection” of the underlying sales and use taxes. Ibid. The Court reasoned that providing notice to customers of their tax obligations, and reporting transactions to the State, are distinct from and “precede the steps of 'assessment' and 'collection' ” of taxes. Ibid.

The Direct Marketing Court also rejected an argument that, “[b]ecause the notice and reporting requirements [we]re intended to facilitate collection” of sales and use taxes, an order enjoining those requirements “ 'restrain[ed]' ” collection of the underlying sales and use taxes, by “ 'limit[ing], restrict[ing], or hold[ing] back' ” their assessment and collection. 575 U.S. at 12 (citation omitted). The Court held that this potential downstream effect did not trigger the Tax Injunction Act's bar on federal-court orders that “restrain” state-tax assessment or collection. Id. at 12-14. Finding the term “restrain” ambiguous within that particular statutory context, the Court construed it to encompass only “orders that stop (or perhaps compel)” assessment or collection, not orders that “merely inhibit[ ] those activities.” Id. at 13-14.

b. Direct Marketing does not speak to the question whether the Anti-Injunction Act bars a suit to prevent the collection of penalties that the Code treats as taxes. A retailer that failed to comply with Colorado's notice or reporting requirements was subject to a financial penalty — $5 for each transaction for which the retailer failed to provide the required notice to a customer, and $10 for each required report the retailer failed to submit to the State — which an injunction against the notice and reporting requirements would preclude. See Direct Marketing, 575 U.S. at 5-6. But that financial penalty “was not itself a tax, or at least it was never argued or suggested that the penalty in that case was itself a tax.” Florida Bankers, 799 F.3d at 1069. Two concurring Justices in Direct Marketing stressed that the plaintiff “[wa]s not challenging its own or anyone else's tax liability.” 575 U.S. at 19 (Ginsburg, J., joined by Breyer, J., concurring). The Court therefore did not address the Tax Injunction Act's application to a suit challenging state-law informational requirements whose violation triggers a tax.

The passages in Direct Marketing on which petitioner relies (Pet. 18-21) all concerned whether the plaintiff's suit “restrain[ed]” the assessment or collection of the underlying sales or use taxes. 575 U.S. at 11-14. Even assuming arguendo that the Direct Marketing Court's interpretations of “restrain,” “assessment,” and “collection” in the Tax Injunction Act apply to the Anti-Injunction Act — an issue the court of appeals in this case expressly reserved (Pet. App. 17a) — that would mean only that petitioner's suit does not seek to restrain the “third-party taxes the collection of which [Notice 2016-66] is designed to facilitate.” Id. at 16a. The Notice facilitates collection of those underlying taxes by ensuring that the IRS obtains information that might lead it to identify micro-captive transactions that are being used to evade applicable taxes. An injunction barring enforcement of the Notice would hinder those efforts, but it would not legally bar the IRS from assessing and collecting any underlying taxes it found to be applicable, and it therefore would not “restrain” “assessment” or “collection” of those taxes as the Direct Marketing Court interpreted those terms. Such an injunction would, however, legally bar (and thereby “restrain”) assessment and collection of a penalty that the Code treats as a “tax.”

The injunctive and declaratory relief that petitioner seeks would not simply “inhibit[ ]” (Direct Marketing, 575 U.S. at 14) the assessment or collection of penalties for violating the reporting and recordkeeping requirements that Notice 2016-66 imposes. Rather, the requested relief would “ 'fully stop[ ]' the IRS from collecting the penalties imposed for violating” those reporting and recordkeeping requirements, through a judicial order prohibiting the collection of those penalties. Pet. App. 17a (citation and emphasis omitted). Petitioner's “suit is focused on that tax's assessment or collection,” and “[i]f successful, [the] suit would 'restrain (indeed eliminate)' it.” Id. at 16a (citation omitted).

c. Petitioner asserts (Br. 24-25 & n.3) that Congress's decision to penalize violations of the reporting and recordkeeping requirements through a “tax” (as opposed to other sanctions) should “make[ ] no difference,” and that the absence of a tax for violating Colorado's requirements “didn't matter” in Direct Marketing. Petitioner downplays Congress's decision to “deem[ ]” the penalties to be “ 'tax[es]' ” (26 U.S.C. 6671(a)) as happenstance that was somehow fortuitous or unforeseeable. See, e.g., Pet. Br. 26 (Notice 2016-66 “happens to be enforced by, among other things, a tax penalty”); Pet. 12. That contention lacks merit.

The whole point (and predictable effect) of Congress's decision to “deem[ ]” specified “penalties” to be “'taxes'” (26 U.S.C. 6671(a)) is to ensure that the Code provisions governing tax assessment and collection will apply to those penalties. “That use of the word ['tax'] is not literal — any more than when Congress says something like 'a State “includes” Puerto Rico and the District of Columbia.' ” Advocate Health Care Network v. Stapleton, 137 S. Ct. 1652, 1658 (2017). Instead, that provision “tells readers that a different” thing — i.e., Subchapter 68B penalties — “should receive the same treatment” as taxes and thus be subject to the rest of the Code's provisions governing taxes. Ibid. And one — indeed, the principal — consequence of treating the penalties as taxes is to subject them to the Code provisions (including the Anti-Injunction Act) that bar pre-enforcement litigation and channel disputes to the refund-suit mechanism. “Congress can, of course, describe something as a penalty but direct that it nonetheless be treated as a tax for purposes of the Anti-Injunction Act.” NFIB, 567 U.S. at 544. Petitioner's position would contravene Congress's direction by nullifying the primary effect of its designation of certain penalties as taxes.

Petitioner suggests (Br. 33) that Congress's designation of the penalties for noncompliance as “taxes” should be disregarded because those penalties “are meant to ensure compliance with” those requirements, “not [to] generate revenue.” But regardless of the inferences that might otherwise have been drawn from the apparent purpose of those penalties, Congress unambiguously classified them as taxes for purposes of the Code. While this Court once “drew what it saw at the time as distinctions between regulatory and revenue-raising taxes,” the Court “subsequently abandoned such distinctions.” Bob Jones, 416 U.S. at 741 n.12; see Florida Bankers, 799 F.3d at 1070. And as explained above, Congress's classification of those penalties as taxes is especially understandable in this particular context, given the penalties' practical function as substitutes for taxes potentially evaded. See pp. 22-23, supra.

2. The application of the Anti-Injunction Act does not depend on whether petitioner has already violated the reporting and recordkeeping requirements

Petitioner contends (Br. 24-29) that its suit is not one to restrain assessment or collection of the tax penalties for noncompliance because petitioner has not yet violated the reporting and recordkeeping requirements and therefore is not currently subject to any penalty. Petitioner argues (Br. 25) that “assessment or collection of taxes” can occur only after a taxpayer “violate[s] the reporting requirement,” the IRS “detect[s] the violation,” and the IRS “impose[s] a tax penalty.” Petitioner asserts (ibid. ) that, “in a pre-enforcement suit, the plaintiff has not yet violated the reporting requirement, so no tax penalty has possibly been assessed (let alone collected).” Petitioner also states (Br. 14, 30) that, because it “has no intentions of ever incurring tax penalties,” “the IRS will collect no additional revenue from [petitioner]” regardless of the outcome of petitioner's suit. Those contentions provide no basis for finding the Anti-Injunction Act inapplicable.

a. The Anti-Injunction Act may be most commonly invoked to bar a suit by a taxpayer who has already engaged in conduct that triggers a tax, and who seeks to block impending assessment and collection of that tax. But nothing in the Act's language or logic limits its broadly worded bar to that specific scenario. The statutory text does not refer to assessment or collection that is imminent, or to taxes for which the taxpayer is already liable.

Instead, the Anti-Injunction Act's text underscores Congress's intention to bar prepayment suits categorically unless one of the narrow statutory exceptions applies. The Act states that “no suit for the purpose of restraining the assessment or collection of any tax shall be maintained in any court by any person,” 26 U.S.C. 7421(a) (emphases added), even a suit by someone other than the taxpayer, see ibid. (Act applies “whether or not such person is the person against whom such tax was assessed”); cf. Clintwood Elkhorn, 553 U.S. at 7 (broadly construing similar language in 26 U.S.C. 7422(a) and observing that “[f]ive 'any's' in one sentence and it begins to seem that Congress meant the statute to have expansive reach”).

The statutory structure reinforces that conclusion. The Anti-Injunction Act works together with 26 U.S.C. 7422(a) and the Declaratory Judgment Act to cover the waterfront. Taken together, those provisions encompass suits to restrain assessment and collection in advance, 26 U.S.C. 7421(a); to recover taxes paid after assessment and collection are complete (unless the taxpayer has sought a refund from the IRS), 26 U.S.C. 7422(a); and to declare the invalidity or inapplicability of a tax, 28 U.S.C. 2201(a). Given the lengths to which Congress has gone to bar suits challenging taxes in any posture outside the established avenues of review, Congress cannot plausibly be thought to have intended to permit suits to determine a taxpayer's liability for taxes not yet incurred.

b. Petitioner asserts (Br. 25) that its suit “would not stop” assessment and collection because, if the suit is unsuccessful, petitioner will not engage in conduct that would trigger the statutory penalties. But the “purpose” of petitioner's “suit” (26 U.S.C. 7421(a)) is properly gleaned from the relief the court will award if petitioner prevails, not what petitioner will do if it loses. If petitioner's suit is allowed to go forward and the district court enters the requested injunctive and declaratory relief, petitioner will be free to violate Notice 2016-66's reporting and recordkeeping requirements without incurring the tax penalties that the IRS could otherwise assess and collect. Whether the suit has any “current effect on the collection of taxes is of no import, for its 'purpose' is clearly restraint.” Investment Annuity, Inc. v. Blumenthal, 609 F.2d 1, 4 (D.C. Cir. 1979), cert. denied, 446 U.S. 981 (1980); see id. at 4-5 (holding that the Anti-Injunction Act barred the plaintiffs' suit because, if the plaintiffs “were to prevail * * *, they surely would reinstitute” activities that would otherwise trigger tax liability, and an injunction “would operate to prevent IRS from assessing and collecting [those] taxes”).

Petitioner does not dispute that, if it prevails, it will decline to perform the reporting and recordkeeping activities that Notice 2016-66 requires. Petitioner brought this suit so that it may disregard those obligations without adverse consequences, including the “penalties.” Compl. ¶ 40. Indeed, if petitioner did not intend to engage in conduct that would violate the requirements, Article III would impose an independent barrier to maintenance of this suit. See Susan B. Anthony List v. Driehaus, 573 U.S. 149, 159 (2014) (To establish injury-in-fact under Article III, a plaintiff bringing a “pre-enforcement challenge” to a law must show “ 'an intention to engage in a course of conduct' ” that is “ 'proscribed by' ” the law and “ 'a credible threat of prosecution thereunder.' ” (citation omitted)).

Petitioner's situation is no different from that of any taxpayer who contemplates a particular activity and who seeks, before engaging in that conduct, to obtain a judicial ruling as to the federal tax consequences the activity would entail. Before committing to a commercial transaction that might subject it to a particular tax, a taxpayer might wish to obtain an advance judicial determination that the tax is inapplicable (or invalid), an injunction barring imposition of the tax if the transaction goes forward, or both. The Anti-Injunction Act and the Declaratory Judgment Act unambiguously bar that kind of preemptive relief, whose evident purpose and effect is to “restrain” the assessment and collection of a specified federal tax if and when the contemplated transaction occurs.

On petitioner's contrary view, however, such a taxpayer could bring an anticipatory suit so long as it had not yet committed to the transaction, or at least so long as the taxpayer credibly represented that it would abandon the transaction if the court ruled against it on the merits. Nothing in the statutory text or context supports that result. And petitioner identifies no reason why Congress would bar a challenge to imminent assessment and collection, but allow anticipatory suits seeking to preclude the IRS from collecting future taxes on hypothetical transactions that have not yet occurred. To the contrary, for more than a century Congress has chosen to retain the Anti-Injunction Act's categorical bar on prepayment suits other than those Congress specifically authorized. And Congress made clearer still its intention to bar not only suits to enjoin imminent tax assessment or collection, but also anticipatory suits to resolve potential or hypothetical tax liability in advance, by barring suits for declaratory relief “with respect to Federal taxes” except in limited circumstances that Congress itself specified. 28 U.S.C. 2201(a).

c. Petitioner's narrow reading of the Anti-Injunction Act contradicts this Court's and other courts' precedent.

i. In both Bob Jones and Alexander v. “Americans United” Inc., 416 U.S. 752 (1974), decided the same day, this Court held that the Act barred suits by entities challenging the IRS's actual or anticipated revocation of their tax-exempt status. In Bob Jones, the IRS notified a university of the agency's intent to revoke the university's tax-exempt status based on the school's maintenance of a “racially discriminatory admissions polic[y].” 416 U.S. at 735. In Americans United, the IRS revoked the tax-exempt status of a nonprofit, educational organization because it had engaged in substantial lobbying. 416 U.S. at 754-755. The entities asserted that the revocations jeopardized charitable contributions they received from donors. They sought “advance assurance” that donors' contributions would remain “tax deductible,” and the plaintiff in Bob Jones also sought to avoid an increase in its own future taxes. 416 U.S. at 739; see id. at 738-739; Americans United, 416 U.S. at 761.

This Court held that the Anti-Injunction Act barred both suits. Bob Jones, 416 U.S. at 739-740; Americans United, 416 U.S. at 760-761. That was true even though the taxes at issue had not yet been assessed or collected (the IRS had not yet taken steps to assess taxes against the plaintiff organizations or their donors, and in Bob Jones it had not yet revoked the plaintiff 's tax-exempt status) and even though the plaintiffs sought judicial rulings as to the tax consequences of donations that had not yet been made. And it was true even though the plaintiffs purported to challenge only the prerequisites for tax-exempt status — the rules for admissions policies in Bob Jones, and the restrictions on lobbying in Americans United. See ibid. (After its tax-exempt status was revoked, the university in Bob Jones subsequently obtained judicial review by paying a tax and suing for a refund. See Bob Jones Univ. v. United States, 461 U.S. 574, 579-583, 585-605 (1983).)

Two years after Bob Jones and Americans United were decided, Congress amended the Code and the Declaratory Judgment Act to permit declaratory relief regarding a taxpayer's tax-exempt status. See Pub. L. No. 94-455, Tit. XIII, § 1306(a) and (b)(8), 90 Stat. 1717-1720 (1976). Congress's targeted response to this Court's decisions — permitting judicial review of the particular issue this Court had addressed, while leaving the bar on prepayment review otherwise intact — confirms Congress's continued determination that suits like petitioner's remain foreclosed.

Courts of appeals have held that the Anti-Injunction Act and Declaratory Judgment Act barred suits challenging IRS guidance that would affect taxes that might be assessed or collected if the taxpayers engaged in particular future activity. See, e.g., Investment Annuity, 609 F.2d at 4-10; Educo, Inc. v. Alexander, 557 F.2d 617, 619-622 (7th Cir. 1977). They have similarly held that both Acts barred suits asserting facial challenges to various tax laws, regulations, and rulings. See e.g., Hotze v. Burwell, 784 F.3d 984, 996-999 (5th Cir. 2015), cert. denied, 136 S. Ct. 1165 (2016); RYO Machine, LLC v. United States Dep't of Treas., 696 F.3d 467, 470-473 (6th Cir. 2012); Mobile Republican Assembly v. United States, 353 F.3d 1357, 1359-1363 (11th Cir. 2003); Wyoming Trucking Ass'n v. Bentsen, 82 F.3d 930, 931, 933-935 (10th Cir. 1996); Foodservice & Lodging Inst., Inc. v. Regan, 809 F.2d 842, 843-845 (D.C. Cir. 1987) (per curiam); McCarthy v. Marshall, 723 F.2d 1034, 1036-1038 (1st Cir. 1983).

ii. Petitioner asserts (Br. 26-29) that lower courts have routinely permitted pre-enforcement challenges to requirements enforced by taxes. But the decisions it cites do not support that assertion.

Petitioner cites (Br. 27) National Petrochemical & Refiners Ass'n v. EPA, 287 F.3d 1130 (D.C. Cir. 2002) (per curiam), in which a challenge to Environmental Protection Agency (EPA) fuel regulations was allowed to proceed. Petitioner asserts that, because Subchapter 68B of the Code imposes a penalty deemed a “tax” for the resale of diesel-fuel products that do not comply with EPA's regulations, that suit challenged requirements “enforced by penalties that the Tax Code designates as 'taxes.' ” Pet. Br. 27 (citing 26 U.S.C. 6720A(a)). But the D.C. Circuit did not address whether the Anti-Injunction Act barred the suit as one to restrain those penalties — presumably because the penalties petitioner cites did not yet exist when the case was decided. They instead were enacted three years later, in 2005, see Pub. L. No. 109-59, Tit. XI, Subtit. E, § 11167(a), 119 Stat. 1977 (2005), to close a loophole Congress identified in diesel-fuel taxes, see H.R. Conf. Rep. No. 203, 109th Cong., 1st Sess. 1221-1222 (2005) (explaining that some taxpayers had sought to avoid diesel-fuel taxes by asserting that non-EPA-approved diesel products were tax-exempt).

Petitioner's remaining lower-court decisions (Br. 27-28) held that the Anti-Injunction Act did not bar challenges to a requirement adopted by the Department of Health and Human Services (HHS), under authority delegated by the ACA, 42 U.S.C. 300gg-13(a), mandating that certain health-insurance plans provide coverage for certain contraceptives. 77 Fed. Reg. 8725 (Feb. 15, 2012); see Korte v. Sebelius, 735 F.3d 654, 669 (7th Cir. 2013), cert. denied, 573 U.S. 958 (2014); Autocam Corp. v. Sebelius, 730 F.3d 618, 622 (6th Cir. 2013), cert. granted, judgment vacated, and case remanded, 573 U.S. 956 (2014); Hobby Lobby Stores, Inc. v. Sebelius, 723 F.3d 1114, 1127 (10th Cir. 2013), aff 'd, 573 U.S. 682 (2014). A covered plan that did not comply with the mandate faced a penalty that was labeled a “tax,” 26 U.S.C. 4980D(a). Those decisions are also inapposite.

As the government explained in litigation over that requirement, the “unique statutory structure” establishing the mandate “reflect[ed] congressional intent not to bar pre-enforcement challenges” to the mandate itself. Gov't Supp. Br. at 13, 15, Hobby Lobby, supra (No. 12-6294). The mandate had “resulted from express delegated authority outside the Treasury Department” to HHS; it “[wa]s enforced independently outside the Internal Revenue Code” by HHS, the Department of Labor, and the States; and it was “subject to immediate challenge by other regulated entities” who were not subject to the tax. Id. at 15; see id. at 13-15 (citing, inter alia, 29 U.S.C. 1132(a)(5) and 42 U.S.C. 300gg-13(a)(4), 300gg-22). The Seventh and Tenth Circuits agreed with the government's reading of that unusual provision. See Korte, 735 F.3d at 669-671; Hobby Lobby, 723 F.3d at 11271128. And although the Sixth Circuit in Autocam ruled on broader grounds similar to petitioner's position, that court subsequently rejected the reasoning of that decision (which had since been vacated on other grounds) in the decision below. Pet. App. 19a-20a.

3. Petitioner's characterization of its objective in bringing suit does not render the Anti-Injunction Act inapplicable

Petitioner contends (Br. 30) that its “suit was not brought for the purpose of restraining” the taxes for violating the reporting and recordkeeping requirements, but only to invalidate the requirements themselves. See Pet. Br. 29-31. Petitioner asserts (Br. 17, 30) that it seeks to avoid the “burdens” and “costs of complying” with those requirements, and that “it is indifferent to the fact that one of the penalties” for violating them “is a tax.” That characterization of petitioner's goal in bringing suit provides no sound basis for viewing the Anti-Injunction Act as inapplicable.

Petitioner's stated desire to avoid the burdens and compliance costs that Notice 2016-66 entails is presumably sincere. But the obvious present obstacle to avoidance of such costs and burdens is that petitioner may be held liable for statutory penalties if it breaches its reporting and recordkeeping obligations. In this circumstance, avoiding the costs and burdens of compliance, and avoiding the penalties for noncompliance, are two sides of the same coin.

The pleading that commenced this suit requested an order “enjoin[ing] the enforcement of Notice 2016-66,” and a “judgment declaring that Notice 2016-66 is unlawful.” Compl. 16. Because Notice 2016-66 is “enforce[d]” (ibid.) by the statutory penalties for noncompliance, granting the requested relief would preclude assessment and collection of taxes. Pet. App. 17a. Petitioner does not appear to dispute that, if its complaint had expressly identified those penalties as the means of enforcement, the suit would be barred. And there is no material difference between a complaint specifying those penalties and petitioner's complaint seeking to enjoin “enforcement” because imposition of the penalties is what “enforcement” of the Notice means. A contrary rule would invite evasion of the Anti-Injunction Act through artful pleading.

Because both forms of relief petitioner sought would preclude assessment and collection of taxes, Pet. App. 17a, the suit's purpose includes restraining those taxes. That is so even if petitioner's ultimate objective is to avoid the burdens and costs associated with Notice 2016-66. And while petitioner may be indifferent to the fact that the penalties it seeks to restrain are deemed under the Code to be taxes, that fact is crucial to the Anti-Injunction Act's application.

The Court has employed that approach for nearly a century. The Court “has consistently ruled * * * that plaintiffs cannot evade the Anti–Injunction Act by purporting to challenge only the regulatory aspect of a regulatory tax.” Florida Bankers, 799 F.3d at 1070. The Court has looked beyond plaintiffs' self-serving statements of their “goal[s]” to examine the relief the suit “seeks,” Bob Jones, 416 U.S. at 738-739, and it has “abandoned” any “distinction[ ] between regulatory and revenue-raising taxes,” id. at 741 n.12.

In Bailey v. George, 259 U.S. 16 (1922) (Taft, C.J.), the Court held that the Anti-Injunction Act barred a suit to enjoin collection of the tax imposed by the Child Labor Tax Act, ch. 18, Tit. XII, 40 Stat. 1138-1140. 259 U.S. at 19-20. “The suit targeted the regulatory aspect of the tax, but the Court still held that the Anti-Injunction Act applied and barred the suit.” Florida Bankers, 799 F.3d at 1070. That holding did not insulate the statute from judicial review. The Court resolved the statute's validity in another decision issued the same day that arose in a refund-suit posture. See Bailey v. Drexel Furniture Co. (Child Labor Tax Case), 259. U.S. 20, 34, 36-44 (1922); see also Bob Jones, 416. U.S. at 740-741.

Five decades later, relying on George, the Court followed the same approach in Bob Jones and Americans United. In Bob Jones, the plaintiff university contended that its suit “d[id] not truly involve taxes” because the university objected only to the underlying requirements for tax-exempt status, which it viewed as “an attempt to regulate the admissions policies of private universities.” 416 U.S. at 739-740. Citing George, the Court rejected that argument. See id. at 740-741. The Court explained that a “suit seeking” an “injunction preventing the Service from withdrawing a § 501(c)(3) ruling letter would necessarily preclude the collection of ” various taxes, and that the suit therefore fell “squarely within the literal scope of the Act” as one “ 'for the purpose of restraining the assessment or collection of any tax.' ” Id. at 731-732 (citation omitted). Similarly in Americans United, the Court rejected the contention that “restraining the assessment or collection of taxes was 'at best a collateral effect' ” of the suit. 416 U.S. at 760. (citation omitted). The Court explained that the “relief requested” — reinstatement of the plaintiff's tax-exempt status — showed that the suit's “obvious purpose” was restraining collection of taxes from the plaintiffs' donors. Id. at 760-761. As noted above, Congress responded by permitting prepayment declaratory relief regarding the specific issue (tax-exempt status) that the plaintiffs in Bob Jones and Americans United had sought to raise, while otherwise leaving the bar on prepayment review unaltered. See p. 34, supra.

This Court's precedents thus establish that “[a] challenge to a regulatory tax comes within the scope of the Anti-Injunction Act, even if the plaintiff claims to be targeting the regulatory aspect of the regulatory tax.” Florida Bankers, 799 F.3d at 1070. In circumstances like these, “a purpose to restrain the assessment or collection of taxes” may be “infer[red]” despite the plaintiff 's effort “to 'sidestep' the [Anti-Injunction Act]” through artful pleading. Pet. App. 18a (citation omitted). It is the substance of the suit and the relief requested that control, not the plaintiff 's characterization of the suit's objective.

C. Neither The APA Nor Constitutional-Avoidance Principles Support Petitioner's Interpretation Of The Anti-Injunction Act

Petitioner contends (Br. 31-37) that construing the Anti-Injunction Act to bar this suit would violate the APA and due-process principles. Those arguments lack merit.

1. The APA does not override the Anti-Injunction Act's bar on pre-enforcement suits to restrain taxes

Petitioner contends that applying the Anti-Injunction Act to bar this suit “undermines the APA” and violates a presumption “favor[ing] pre-enforcement review” that the APA purportedly reflects. Pet. Br. 31-32 (emphasis omitted); see id. at 31-34. That argument lacks merit.

The APA generally authorizes “judicial review” of “final agency action” “for which there is no other adequate remedy in a court,” 5 U.S.C. 704, and it waives sovereign immunity for suits that seek relief other than money damages, 5 U.S.C. 702. The APA “embodies a basic presumption of judicial review to one 'suffering legal wrong because of agency action, or adversely affected or aggrieved by agency action within the meaning of a relevant statute.' ” Abbott Labs. v. Gardner, 387 U.S. 136, 140 (1967) (quoting 5 U.S.C. 702). By its own terms, however, the APA qualifies that presumption in various ways.

First, the APA's judicial-review provisions apply “except to the extent that * * * statutes preclude judicial review.” 5 U.S.C. 701(a)(1). “The presumption favoring judicial review of administrative action is just that — a presumption,” which “may be overcome” by other statutes. Block v. Community Nutrition Inst., 467 U.S. 340, 349 (1984); see Abbott Labs., 387 U.S. at 140, 153 (presumption applies “so long as no statute precludes such relief,” i.e., “absent a statutory bar”). The APA's waiver of sovereign immunity also does not “affect[ ] other limitations on judicial review or the power or duty of the court to dismiss any action or deny relief on any other appropriate legal or equitable ground.” 5 U.S.C. 702(1). The APA thus does not override, but instead effectively incorporates, other statutory limitations on review.

The Anti-Injunction Act and the tax exception to the Declaratory Judgment Act are among the statutory limitations on judicial review that Sections 701(a)(1) and 702(1) incorporate. See Cypress v. United States, 646 Fed. Appx. 748, 754-755 (11th Cir. 2016) (per curiam); We the People Found., Inc. v. United States, 485 F.3d 140, 142-143 (D.C. Cir. 2007) (Kavanaugh, J.), cert. denied, 552 U.S. 1102 (2008); Fostvedt v. United States, 978 F.2d 1201, 1203-1204 (10th Cir. 1992), cert. denied, 507 U.S. 988 (1993); Hughes v. United States, 953 F.2d 531, 537 (9th Cir. 1992); Smith v. Booth, 823. F.2d 94, 97-98 (5th Cir. 1987) (per curiam). Indeed, the legislative history indicates that Congress had the Anti-Injunction Act specifically in mind when it en-acted Section 702(1). See, e.g., H.R. Rep. No. 1656, 94th Cong., 2d Sess. 12-13 & n.35 (1976).

Second, the APA does not authorize review where “[an]other adequate remedy in a court” exists. 5 U.S.C. 704; see Bowen v. Massachusetts, 487 U.S. 879, 903 (1988). A taxpayer like petitioner has an adequate judicial remedy: a post-payment refund suit, which has been the default mechanism for litigating federal-tax disputes since the Founding, and which this Court has repeatedly recognized as sufficient to satisfy due-process requirements. See pp. 44-45, infra.

Petitioner's argument is also in significant tension with this Court's decisions recognizing that Congress may, without overcoming any special presumption, bar pre-enforcement judicial review by channeling “initial review” of claims — even constitutional claims — to an administrative process that is followed by judicial re-view. Thunder Basin Coal Co. v. Reich, 510 U.S. 200, 207. (1994); see Elgin v. Department of the Treas., 567. U.S. 1, 8-10 (2012). Although the Court has required a “ 'clear' ” indication from Congress to “ 'deny any judicial forum for a colorable constitutional claim,' ” no clear-statement rule “appl[ies] where Congress simply channels” review to an administrative process that is followed by judicial review. Elgin, 567 U.S. at 9 (citations omitted). Courts ask only whether it is “fairly discernible in the statutory scheme” that Congress in-tended to disallow initial judicial review and whether “meaningful review” is ultimately available. Id. at 9-10 (citation omitted); see Shalala v. Illinois Council on Long Term Care, Inc., 529 U.S. 1, 19-20 (2000). A fortiori, no clear statement is necessary for Congress to channel statutory claims like petitioner's to administrative proceedings followed by judicial review.

Petitioner suggests (Br. 32) that, under the decision below, Congress could insulate whatever agency actions it wished from pre-enforcement judicial review simply by “attach[ing] a tax penalty” to conduct that is other-wise unrelated to taxes. But subject to due-process principles and other applicable constitutional limitations, Congress can directly bar pre-enforcement judicial review whenever it wishes. It therefore has no need for the indirect alternative petitioner posits.

Petitioner identifies no real-world instances where Congress has followed that circuitous path. The only purported example it cites (Br. 27) is the Code provision noted above that imposes a penalty (deemed a “ 'tax,' ” 26 U.S.C. 6671(a)) for the resale of diesel fuel that does not satisfy EPA regulations. 26 U.S.C. 6720A(a). But petitioner has not shown that Section 6720A(a) — enacted to close a particular tax loophole, see pp. 35-36, supra — either was intended to preclude pre-enforcement re-view of EPA's regulations or would have that unintended effect.

EPA's diesel-fuel standards are enforced by EPA, not the IRS, under a statutory and regulatory frame-work independent of the Code. See 42 U.S.C. 7521 et seq.; 40 C.F.R. Pt. 80. To determine whether a suit has been brought “for the purpose of restraining the assessment or collection of any tax,” 26 U.S.C. 7421(a), a court should look to the relief requested in the plain-tiff 's complaint. See pp. 37-40, supra. In a suit filed by a diesel seller or reseller against EPA, and seeking re-lief directed solely to EPA's enforcement of the statutory and regulatory provisions that agency administers, a court might well conclude that the suit was not one “for the purpose of restraining” tax assessment or collection, even if a judicial ruling in the plaintiff 's favor might have an eventual downstream impact on the IRS's collection of the penalty imposed by 26 U.S.C. 6720A(a). Petitioner's suit, by contrast, was brought against the IRS, and it seeks an injunction against enforcement of Notice 2016-66, an IRS directive that is en-forced almost exclusively through the assessment and collection of penalties that the Code deems to be taxes.

2. Constitutional-avoidance principles provide no basis to disregard the Anti-Injunction Act's text

Petitioner contends (Br. 15, 34) that “[c]onstitutional avoidance” requires reading the Anti-Injunction Act to permit this pre-enforcement suit, and that barring pre-enforcement review of Notice 2016-66 would violate “[d]ue process.” That contention lacks merit.

a. The Anti-Injunction Act does not foreclose all judicial review of petitioner's challenges to Notice 2016-66. It merely channels such review to post-payment proceedings. If and when petitioner incurs a penalty, it may pay the tax and challenge the Notice in a refund suit. See pp. 16-17, 20, supra. It has been settled for more than a century that post-payment review satisfies due process. See G.M. Leasing Corp. v. United States, 429 U.S. 338, 352 n.18 (1977) (collecting cases); see, e.g., Phillips v. Commissioner, 283 U.S. 589, 595 (1931); Dodge v. Osborn, 240 U.S. 118, 121-122 (1916); Murray's Lessee, 59 U.S. (18 How.) at 276-286. “[M]ere postponement of the judicial enquiry is not a denial of due process, if the opportunity given for the ultimate judicial determination of the liability is adequate.” Phillips, 283 U.S. at 596-597. And the Court has long recognized that a refund suit to “recover the amount paid” is fully “adequate.” Id. at 597, 601.

Petitioner notes that the Court in South Carolina read the Anti-Injunction Act not to apply where “Congress has not provided the plaintiff with an alternative legal way to challenge the validity of a tax.” Pet. Br. 37 (quoting 465 U.S. at 373) (emphasis omitted). Petitioner suggests (Br. 36) that this holding may have rested on constitutional-avoidance principles. But as the court below explained, South Carolina undermines petitioner's position. Pet. App. 22a-23a.

In South Carolina, the Court noted its repeated prior holdings that the Anti-Injunction Act barred pre-enforcement suits where “the plaintiff had the option of paying the tax and bringing a suit for a refund.” 465 U.S. at 374; see id. at 374-376. Distinguishing those decisions, the Court held that the Act did not apply in that case because the plaintiff, a State, lacked a refund-suit (or any other) remedy. See id. at 378-380. The State challenged taxes that would be owed by investors who bought bonds that the State would issue, not taxes the State itself would owe. Ibid. The Court held that the suit was not barred because the State “w[ould] be unable to utilize any statutory procedure to contest the constitutionality” of the tax. Id. at 380. Petitioner is not subject to any similar disability.

b. Petitioner contends (Br. 34) that it cannot pursue a refund suit without first committing a crime. That is incorrect. As petitioner notes, 26 U.S.C. 7203 makes “willfully fail[ing]” to report required information a misdemeanor. But petitioner need not violate that pro-vision in order to incur a penalty and bring a refund suit.

“Willfulness” in Section 7203 “requires the Government to prove that the law imposed a duty on the defendant, that the defendant knew of this duty, and that he voluntarily and intentionally violated that duty.” Cheek v. United States, 498 U.S. 192, 201 (1991). Although willfulness does not require “evil intent,” United States v. Pomponio, 429 U.S. 10, 12 (1976) (per curiam) (citation omitted), a taxpayer does not “ 'willfully' ” violate the Code by failing to report information based on a “good-faith belief ” that the reporting requirement does not apply if it discloses that belief to the IRS in a timely return. Cheek, 498 U.S. at 202, 206; see California v. Latimer, 305 U.S. 255, 260-261 (1938) (expressing doubt as to “whether a refusal to comply with” a reporting requirement “would be deemed willful, if [that refusal is] based on an honest belief that the” requirement “is not applicable”). The Code does not make it a crime to take those steps in order to pursue the avenue of judicial re-view that Congress has established and made exclusive. A taxpayer who believes that it is not legally required to report specific information, but knows that the IRS has taken a different view, may file a return stating that it is omitting the information on that basis. Cf. United States v. Sullivan, 274 U.S. 259, 263 (1927) (proposing that procedure for taxpayer asserting Fifth Amend-ment right against self-incrimination).

To be sure, if petitioner follows that course, it “take[s] the risk of being wrong” and incurring a penalty that it might have avoided if it had received an advance judicial ruling that Notice 2016-66 is valid. Cheek, 498 U.S. at 206. That risk is not different in kind, how-ever, from the risk faced by a person who must decide whether to enter into a particular transaction whose tax consequences are uncertain. See pp. 32-33, supra. And petitioner would face no plausible risk of criminal prosecution for simply pursuing the path to post-payment judicial review that Congress prescribed. Petitioner identifies no prosecution that has been brought under Section 7203 against a taxpayer who, in order to obtain administrative and judicial review, failed to comply with a reporting requirement based on a good-faith belief that the requirement did not apply, disclosed that belief to the IRS in a timely return, and incurred and paid a penalty. The government also is not aware of any such case.

The theoretical prospect of such a prosecution does not save this suit from dismissal. Under Article III (and principles of equity), no plaintiff may bring a pre-enforcement suit to challenge a law without showing (inter alia) at least a “credible threat of prosecution” under it. Susan B. Anthony List, 573 U.S. at 159 (citation omitted). Because petitioner has not made that showing, any suit it might bring to challenge a hypothetical future Section 7203 prosecution would be barred for reasons independent of the Anti-Injunction Act. Cf. Latimer, 305 U.S. at 259-261 (holding that the theoretical prospect of criminal prosecution for “will-fully fail[ing]” to comply with certain reporting requirements did not warrant injunctive relief (citation omit-ted)). It cannot violate due process to construe the Act to preclude pre-enforcement suits that the Constitution already bars.

c. Petitioner's remaining arguments lack merit. Petitioner asserts (Br. 35) that a refund suit might be un-available if the IRS declined to assess a penalty for petitioner's failure to report information or to provide records upon request. But in that event, petitioner would incur no injury and therefore would have no need for judicial review, since it would have avoided the costs and burdens of reporting and recordkeeping without facing any tax penalty or credible threat of prosecution.

Petitioner also posits (Br. 35) that a refund suit would provide insufficient protection if the IRS imposes a penalty that is too large for petitioner to pay. But this Court has long rejected contentions that the financial burden of paying a tax in full before seeking a refund entitles the taxpayer to seek pre-enforcement review. “Mere inconvenience to the taxpayer in raising the money with which to pay taxes is not uncommon, and is not a special circumstance which entitles one to resort to a suit for an injunction in order to test the validity or applicability of the tax.” Latimer, 305 U.S. at 262; see Flora, 362 U.S. at 155 (full payment required for refund suit); Murray's Lessee, 59 U.S. (18 How.) at 275-286 (no prepayment review of dispute concerning $1.37 million in 1838 dollars). Moreover, the current Code provides a process by which a taxpayer may propose alternative collection arrangements, such as payment plans, before the IRS takes certain steps (such as commencing a levy) to collect an unpaid tax. See 26 U.S.C. 6320, 6330. Petitioner's speculation that it might be unable to pay a tax it would incur for failing to comply with its tax-reporting obligations provides no sound basis to allow this pre-enforcement suit to proceed.

CONCLUSION

The judgment of the court of appeals should be affirmed.

Respectfully submitted.

JEFFREY B. WALL
Acting Solicitor General
RICHARD E. ZUCKERMAN
Principal Deputy Assistant
Attorney General
MALCOLM L. STEWART
Deputy Solicitor General
JONATHAN C. BOND
Assistant to the Solicitor General
ELLEN PAGE DELSOLE
BETHANY B. HAUSER
Attorneys

SEPTEMBER 2020

DOCUMENT ATTRIBUTES
Copy RID