Petition for Writ of Certiorari — Devin Chaney, Petitioner v. United States

Supreme Court briefFeb 6, 2025

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No. ___________

IN THE

Supreme Court of the United States

DEVIN CHANEY,

v.

Petitioner,

UNITED STATES OF AMERICA,

Respondent.

ON PETITION FOR WRIT OF CERTIORARI

TO THE UNITED STATES COURT OF APPEALS

FOR THE FIFTH CIRCUIT

PETITION FOR WRIT OF CERTIORARI

CLAUDE J. KELLY

FEDERAL PUBLIC DEFENDER

EASTERN DISTRICT OF LOUISIANA

CELIA C. RHOADS

COUNSEL OF RECORD

500 POYDRAS STREET, SUITE 318

HALE BOGGS FEDERAL BUILDING

NEW ORLEANS, LOUISIANA 70130

(504) 589-7930

CELIA_RHOADS@FD.ORG

COUNSEL FOR PETITIONER

QUESTIONS PRESENTED

Although the right to appeal a criminal sentence is a statutory entitlement,

federal prosecutors in many jurisdictions—including the Eastern District of

Louisiana—require plea agreements containing a waiver of that right. At the point a

criminal defendant enters into such an agreement, however, he has no way of

knowing what errors the district court may commit at a future sentencing hearing

nor the magnitude and impact of such errors. This Court has yet to rule on the validity

of such waivers nor the limits on their enforcement. The result is a messy, multidimensional circuit split that injects confusion, unpredictability, and disparate

treatment into one of the most common procedures in federal criminal law: the plea

agreement. In this case, Petitioner Devin Chaney signed such an agreement without

knowing (or possibly being able to anticipate) that the district court would eschew its

basic duties and responsibilities at sentencing—not just failing to correct error

brought to its attention but refusing to address the issue at all. As a result,

Mr. Chaney received a sentence six years higher than he should have, following a

sentencing proceeding that did not comport with basic tenants of due process.

Thus, the questions presented are:

Can a criminal defendant knowingly and voluntarily waive the right to appeal

a district court’s yet-to-be-made errors as part of a plea agreement, and, if so, what

are the limits on the validity and enforceability of such appeal waivers?

Relatedly, did the appeal waiver in Mr. Chaney’s case qualify for the so-called

“miscarriage of justice” or other exception recognized by numerous appellate courts?

ii

RELATED PROCEEDINGS

The following proceedings are directly related to this case:

United States v. Chaney, No. 22-cr-16-1, U.S. District Court for the

Eastern District of Louisiana. Judgment entered June 27, 2023.

United States v. Chaney, No. 23-30454, U.S. Court of Appeals for the

Fifth Circuit. Judgment entered November 8, 2024.

iii

TABLE OF CONTENTS

QUESTIONS PRESENTED ......................................................................................... II

RELATED PROCEEDINGS........................................................................................ III

TABLE OF AUTHORITIES ..........................................................................................V

PETITION FOR A WRIT OF CERTIORARI ................................................................ 7

JUDGMENT AT ISSUE ................................................................................................ 7

JURISDICTION............................................................................................................. 7

STATUTORY PROVISION INVOLVED ...................................................................... 8

STATEMENT OF THE CASE ....................................................................................... 9

REASONS FOR GRANTING THE PETITION .......................................................... 13

I.

This Court should finally weigh in on the constitutionality of

ubiquitous appeal waivers like the one in this case—which are

inherently unknowing and involuntary. ............................................... 15

II.

This Court should resolve the entrenched and chaotic circuit split

over appeal waiver enforcement, which long has resulted in

inconsistent treatment of criminal appellants. ..................................... 21

III.

This case is an ideal vehicle for this Court to address appeal

waivers—and Mr. Chaney’s circumstances similarly present an

ideal opportunity to apply the “miscarriage of justice” exception. ....... 25

CONCLUSION............................................................................................................. 28

APPENDIX

iv

TABLE OF AUTHORITIES

Cases

Armstrong v. Manzo, 380 U.S. 545 (1965) .................................................................. 26

Boykin v. Alabama, 395 U.S. 238 (1969) .................................................................... 17

Garza v. Idaho, 139 S. Ct. 738 (2019) ......................................................................... 12

Hurlow v. United States, 726 F.3d 958 (7th Cir. 2013) .............................................. 24

Johnson v. Zerbst, 304 U.S. 458 (1938) ................................................................. 16, 27

Lafler v. Cooper, 132 S. Ct. 1376 (2012)...................................................................... 14

Logan v. Zimmerman Brush Co., 455 U.S. 422 (1982) ............................................... 26

Mathews v. Eldridge, 424 U.S. 319 (1976) .................................................................. 26

Missouri v. Frye, 566 U.S. 134 (2012) ......................................................................... 14

Newton v. Rumery, 480 U.S. 386 (1987) ..................................................................... 17

Rudolph v. United States, 92 F.4th 1038 (11th Cir. 2024) ......................................... 23

United States v. Abdulaziz, 998 F.3d 519 (1st Cir. 2021) ............................................ 9

United States v. Abreu, 202 F.3d 386 (1st Cir. 2000) ................................................. 26

United States v. Acquaye, 452 F.3d 380 (5th Cir. 2006) ............................................. 12

United States v. Atherton, 106 F.4th 888 (9th Cir. 2024)........................................... 23

United States v. Attar, 38 F.3d 727 (4th Cir. 1994) .................................................... 24

United States v. Bautista, 989 F.3d 698 (9th Cir. 2021) ............................................ 10

United States v. Belducea-Mancinas, 2022 WL 1223800 (5th Cir. Apr. 26, 2022).... 10

United States v. Bond, 414 F.3d 542 (5th Cir. 2005) .................................................. 22

United States v. Brown, 232 F.3d 399 (4th Cir. 2000) ............................................... 23

United States v. Chaney, 120 F.4th 1300 (5th Cir. 2024)........................................... 13

United States v. Chang, 2020 WL 8674183 (6th Cir. Apr. 23, 2020) ......................... 23

United States v. Gordon, 480 F.3d 1205 (10th Cir. 2007) .......................................... 18

United States v. Guillen, 561 F.3d 527 (D.C. Cir. 2009) ............................................ 27

United States v. Johnson, 347 F.3d 412 (2d Cir. 2003) .................................. 16, 23, 27

United States v. Khattak, 273 F.3d 557 (3d Cir. 2001) .................................. 16, 22, 24

United States v. Melancon, 972 F.2d 566 (5th Cir. 1992) .................................... 16, 19

United States v. Minor, 121 F.4th 1085 (5th Cir. 2024) ............................................. 10

United States v. Munafo, 123 F.4th 1373 (D.C. Cir. 2024) ........................................ 23

United States v. Mutschler, 152 F. Supp. 3d 1332 (W.D. Wash. 2016) ................ 19, 21

United States v. Navarro-Botello, 912 F.2d 318 (9th Cir. 1990) ................................ 16

United States v. Nulf, 978 F.3d 504 (7th Cir. 2020) ................................................... 23

United States v. Olano, 507 U.S. 725 (1993)......................................................... 16, 17

United States v. Porter, 405 F.3d 1136 (10th Cir. 2005) ............................................ 24

United States v. Rutan, 956 F.2d 827 (8th Cir. 1992) ................................................ 16

United States v. Snelson, 555 F.3d 681 (8th Cir. 2009).............................................. 22

United States v. Somner, 127 F.3d 405 (5th Cir. 1997) .............................................. 15

United States v. Stile, 845 F.3d 425 (1st Cir. 2017) ................................................... 26

United States v. Teeter, 257 F.3d 14 (1st Cir. 2001) ............................................. 16, 22

United States v. Vanderwerff, 2012 WL 2514933 (D. Colo. June 28, 2012) ........ 19, 21

United States v. Wiggins, 905 F.2d 51 (4th Cir. 1990) ............................................... 16

v

United States v. Williams, 949 F.3d 237 (5th Cir. 2020)............................................ 16

Williams v. United States, 396 F.3d 1340 (11th Cir. 2005)........................................ 24

Statutes

18 U.S.C. § 1951(a) ........................................................................................................ 9

18 U.S.C. § 2113 ............................................................................................................. 9

18 U.S.C. § 3742 ............................................................................................................. 8

28 U.S.C. § 1254 ............................................................................................................. 7

La. R.S. § 40:966 ............................................................................................................ 9

Other Authorities

Aliza Hochman Bloom, Sentence Appeal Waivers Should Not Be Enforced in the

Event of Superseding Supreme Court Law: The Durham Rule As Applied to

Appeal Waivers, 18 Fla. Coastal L. Rev. 113 (2016)............................................... 22

Andrew Dean, Challenging Appeal Waivers, 61 Buff. L. Rev. 1191 (2013) ............... 20

Honorable Robert J. Conrad & Katy L. Clements, The Vanishing Criminal Jury

Trial: From Trial Judges to Sentencing Judges, 86 Geo. Wash. L. Rev. 99 (2018)

.................................................................................................................................. 14

John C. Keeney, Justice Department Memo: Use of Sentencing Appeal Waivers to

Reduce the Number of Sentencing Appeals, 10 Fed. Sent. R. 209 (Jan./Feb. 1998)

.................................................................................................................................. 20

Susan R. Klein et al., Waiving the Criminal Justice System: An Empirical and

Constitutional Analysis, 52 Am. Crim. L. Rev. 73 (2015) ................................ 14, 15

vi

IN THE

Supreme Court of the United States

DEVIN CHANEY,

v.

Petitioner,

UNITED STATES OF AMERICA,

Respondent.

PETITION FOR A WRIT OF CERTIORARI

Petitioner Devin Chaney respectfully prays that a writ of certiorari issue to

review the judgment of the United States Court of Appeals for the Fifth Circuit.

JUDGMENT AT ISSUE

On November 8, 2024, a panel of the Fifth Circuit Court of Appeals dismissed

Mr. Chaney’s appeal based on an appeal waiver in his plea agreement. A copy of the

judgement and decision are attached to this petition as the Appendix.

JURISDICTION

The Fifth Circuit entered its decision on November 8, 2024, and no petition for

rehearing was filed. This Court has jurisdiction under 28 U.S.C. § 1254(1). This

petition for a writ of certiorari is timely filed pursuant to Supreme Court Rule 13

because it is being filed within 90 days of the Fifth Circuit’s final judgment.

7

STATUTORY PROVISION INVOLVED

18 U.S.C. § 3742(a) provides, in relevant part:

A defendant may file a notice of appeal in the district court for review of an

otherwise final sentence if the sentence—

(1) was imposed in violation of law;

(2) was imposed as a result of an incorrect application of the sentencing

guidelines; or

(3) is greater than the sentence specified in the applicable guideline

range to the extent that the sentence includes a greater fine or term of

imprisonment, probation, or supervised release than the maximum

established in the guideline range; or

(4) was imposed for an offense for which there is no sentencing guideline

and is plainly unreasonable.

8

STATEMENT OF THE CASE

On October 25, 2022, Petitioner Devin Chaney pleaded guilty to committing a

Hobbs Act robbery, in violation of 18 U.S.C. § 1951(a), and bank robbery, in violation

of 18 U.S.C. § 2113(a) and (d). Prior to sentencing, the U.S. Probation Office

calculated Mr. Chaney’s Sentencing Guidelines range, concluding that he qualified

as a “career offender” under U.S.S.G. § 4B1.1(a). That assessment was based, in

relevant part, on Probation’s determination that Mr. Chaney had a prior

“controlled substance offense,” i.e., his prior Louisiana state conviction for

distributing “marijuana,” in violation of La. R.S. § 40:966(B)(2)(a) (eff. Aug. 1, 2018,

through July 31, 2019). Application of the career-offender enhancement was hugely

impactful. As a result, Mr. Chaney’s Guidelines range increased by more than six

years—from 110-137 months to 188-235 months.

Mr. Chaney objected—pointing out that his Louisiana state conviction did not

qualify as a “controlled substance offense” under the Guidelines. He explained that,

at the time of his conviction, Louisiana’s definition of “marijuana” was broader than

the federal definition of that term because it included hemp. Mr. Chaney pointed out

that at least two Courts of Appeal already had ruled that state convictions involving

marijuana are not “controlled substance offenses” under the Guidelines if the state

definition of “marijuana” encompassed hemp at the time of the defendant’s

conviction.1 At the time of Mr. Chaney’s sentencing, the Fifth Circuit had not yet had

1 See United States v. Abdulaziz, 998 F.3d 519 (1st Cir. 2021) (holding that a 2014

conviction in Massachusetts state court for possession with intent to distribute marijuana

was not a “controlled substance offense” under the Sentencing Guidelines because the

Massachusetts definition of marijuana at the time of the prior conviction included hemp);

9

the occasion to reach the issue in a preserved posture, though it later did, ultimately

confirming that Mr. Chaney’s objection was correct and that prior marijuana

convictions like his cannot be used to apply the career-offender enhancement. See

United States v. Minor, 121 F.4th 1085 (5th Cir. 2024).

Following Mr. Chaney’s objection, Probation refused to remove the career

offender enhancement nor consider the authority presented by Mr. Chaney on the

subject. Indeed, Probation did not provide any substantive response to the defense’s

objection at all, instead summarily citing an unpunished Fifth Circuit decision that

had merely declined to reverse under the plain-error standard of appellate review.

See United States v. Belducea-Mancinas, No. 20-50929, 2022 WL 1223800 (5th Cir.

Apr. 26, 2022). That case held that a similar error—in an unpreserved appellate

posture—could not satisfy the “clear or obvious error” requirement of plain-error

review since the Fifth Circuit had not yet reached the specific question. The Court

did not hold, however, that the argument was wrong. Quite the opposite, Judge

Higginson concurred, explaining in great detail why applying the career-offender

enhancement based on a prior marijuana conviction like Mr. Chaney’s was, in fact,

sentencing error—just not plain error on appeal (yet). Id. at *2. Nonetheless,

Probation concluded that Mr. Chaney’s argument was wrong because the Fifth

Circuit “had never held” that it was right. In other words, Probation determined that

United States v. Bautista, 989 F.3d 698 (9th Cir. 2021) (holding that a district court plainly

erred in concluding that a 2017 marijuana conviction in Arizona was a “controlled substance

offense” because the state definition encompassed hemp, explaining that the state offense’s

“greater breadth is evident from the text”).

10

Mr. Chaney could not have his claim of error adjudicated at all because there was no

Fifth Circuit case directly on point.

Defense counsel filed a written response to Probation, explaining that the Fifth

Circuit plain-error decision had no bearing on the district court’s determination of a

legal question in the first instance and that the Fifth Circuit’s decision did not resolve

the question nor relieve the district court of the duty to reach it. Nonetheless, the

court at sentencing refused to address the merits of the impactful error identified by

Mr. Chaney. Instead, the court “overrule[d]” the objection to the career offender

enhancement, stating only that it found “the probation officer’s response to be

accurate regarding the defendant’s status as a career offender in accordance with

United States Sentencing Guidelines, Section 4B1.1.” The court did not address

Mr. Chaney’s argument that Probation had relied solely on inapposite Fifth Circuit

caselaw, nor did the court address the merits of the hemp-related argument. The

court then sentenced Mr. Chaney to a bottom-of-the-Guidelines sentence of 188

months’ imprisonment—over six years higher than the bottom of his properly

calculated Guidelines range.

Mr. Chaney filed a timely appeal, reraising the career-offender error as his sole

challenge to his sentence. Rather than defend Mr. Chaney’s sentence on the merits

or acknowledge his claimed error, the government simply moved to dismiss the

appeal based on the broad appeal waiver provision contained in Mr. Chaney’s plea

agreement. Specifically, that appeal waiver stated that Mr. Chaney “knowingly and

voluntarily”:

11

a. Waives and gives up any right to appeal or contest his sentence,

including any right to appeal any aspect of his sentence, including but

not limited to any and all rights which arise under 18 U.S.C. § 3742 and

28 U.S.C. § 1291.

b. Waives and gives up any right to challenge the manner in which his

sentence was determined and to challenge any U.S.S.G. determinations

and their application by any judge to the defendant’s sentence and

judgment.

Importantly, Mr. Chaney had entered into that agreement prior to sentencing

or issuance of his Presentence Report. Thus, he had no way of knowing at the time

that the career offender enhancement would be erroneously applied in his case—

despite authority counseling against it—nor, more importantly, that the district court

would entirely refuse to reach the merits of the error once alerted to it.

Nonetheless, based on the broad waiver (which is required in all standard plea

agreements in the Eastern District of Louisiana), the government argued that

Mr. Chaney “knowingly and voluntarily waived his right to appeal his sentence” and

that “the waiver covers his current challenge to the application of the Sentencing

Guidelines.” Though the government had discretion to permit Mr. Chaney’s appeal to

proceed, it insisted on enforcement of the waiver anyway. See Garza v. Idaho, 139 S.

Ct. 738, 745 (2019) (“[E]ven a waived appellate claim can still go forward if the

prosecution forfeits or waives the waiver.”); United States v. Acquaye, 452 F.3d 380,

382 (5th Cir. 2006) (recognizing that the government ordinarily urges waiver after

the appellant has filed a brief).

Mr. Chaney filed a response in opposition to dismissal. Mr. Chaney noted that

the Fifth Circuit had thus far declined to either adopt or reject a “miscarriage of

justice” exception to the enforcement of appeal waivers like his and that such an

12

exception was appropriate in his case. Mr. Chaney observed that numerous other

circuits had adopted “miscarriage of justice” frameworks and urged the Fifth Circuit

to do the same. He further argued that sentencing appeal waivers like the one in his

case are bad policy, harmful to the integrity of the criminal process, and inherently

unknowing and involuntary. He acknowledged that those challenges were foreclosed

under Fifth Circuit precedent, which long had held that appeal waivers like his are

presumptively valid.

The Fifth Circuit carried the government’s dismissal motion with the case and

required the parties to brief the issues raised in the appeal. Following oral argument,

however, the Fifth Circuit panel nonetheless dismissed Mr. Chaney’s claims without

reaching the merits of his appeal nor deciding one way or the other whether the

Circuit would recognize a “miscarriage of justice” exception similar to that adopted

by other courts. The court stated only: “We have not adopted a miscarriage-of-justice

exception for appeal waivers, and we decline to do so here.” United States v. Chaney,

120 F.4th 1300, 1303 (5th Cir. 2024).

REASONS FOR GRANTING THE PETITION

This Court must finally resolve the complex circuit conflict concerning appealwaiver enforcement, which is hopelessly entrenched and has resulted in wild

variability from circuit to circuit. The question of when appeal waivers should be

enforced is tremendously important—reaching vast numbers of criminal defendants

and directly affecting development of criminal law through appellate review.

Approximately ninety-seven percent of federal criminal defendants plead guilty

13

pursuant to plea agreements—agreements that often mandate broad waivers of not

just trial rights, but all appellate rights as well.2 But broad waivers like the one in

Mr. Chaney’s case are inherently unknowing and involuntary and, therefore, legally

dubious. Moreover, as commentators and judges alike have observed, this widespread

and compulsory waiver of appellate rights—especially those regarding yet-to-bemade sentencing errors—raises serious policy and fairness concerns, implicating not

only the fundamental rights of criminal defendants, but also the health of the

criminal process as a whole.

This Court has yet to weigh in on the issue of appeal waivers—thus far

declining to address the broader question of their permissibility and, more

specifically, the limits, if any, on their enforcement. Unsurprisingly, the circuits are

split over the limits on and exceptions to the enforcement of appeal waivers. That

split has led to confusion, unpredictability, and disparate treatment of similarly

situated individuals. Central to that split is the question of whether to recognize a

“miscarriage of justice” exception to appeal-waiver enforcement, and, if so, the

contours of such an exception. Absent intervention by this Court, this confusion and

conflict will persist. Moreover, if this Court permits appeal waivers to propagate

unabated as they have for decades, critical legal questions will continue to be

insulated from appellate scrutiny in criminal cases, and fundamental sentencing

2 See Missouri v. Frye, 566 U.S. 134, 144 (2012); Honorable Robert J. Conrad & Katy

L. Clements, The Vanishing Criminal Jury Trial: From Trial Judges to Sentencing Judges,

86 Geo. Wash. L. Rev. 99, 153 (2018); Susan R. Klein et al., Waiving the Criminal Justice

System: An Empirical and Constitutional Analysis, 52 Am. Crim. L. Rev. 73, 87, 122-26

(2015); see also Lafler v. Cooper, 132 S. Ct. 1376, 1388 (2012) (observing that “criminal justice

today is for the most part a system of pleas, not a system of trials.”).

14

errors by district courts will continue to go unchecked. Clarification from this Court

is urgently needed.

Mr. Chaney’s Petition presents an ideal vehicle for addressing these critically

important and long-neglected issues. Mr. Chaney’s case involved more than just a

run-of-the-mill Guidelines error. To the contrary, the district court abdicated its duty

at sentencing to resolve error brought to its attention. Certainly, in waiving the right

to appeal that court’s sentencing decisions, Mr. Chaney did not knowingly waive his

right to the fair and lawful adjudication of sentencing issues before the district court.

To the contrary, his waiver of appellate rights presumed a full and fair opportunity

to adjudicate issues at his sentencing hearing in compliance with due process. This

Court must intervene.

I.

This Court should finally weigh in on the constitutionality of

ubiquitous appeal waivers like the one in this case—which are

inherently unknowing and involuntary.

Despite their widespread use—and associated widespread criticism—this

Court “has not yet ruled on the constitutionality of plea agreement waivers of the

statutory right to . . . direct appeal of sentence after conviction by plea.” Klein, supra

note 1, at 81. Circuit courts, for the most part, have allowed these waivers to

proliferate relatively unabated, with few defined limits on their enforcement. “The

established law” of the Fifth Circuit “provides that a defendant may, by knowingly

and voluntarily entering into a valid plea agreement, waive the statutory right to

appeal his sentence,” including the right to appeal errors in the district court’s

calculation of his Sentencing Guidelines range. United States v. Somner, 127 F.3d

405, 408-09 (5th Cir. 1997) (Jolly, J., concurring); see also, e.g., United States v.

15

Williams, 949 F.3d 237, 239 (5th Cir. 2020). Other Circuits agree. See, e.g., United

States v. Khattak, 273 F.3d 557, 561 (3d Cir. 2001); United States v. Rutan, 956 F.2d

827, 829 (8th Cir. 1992), overruled in part by United States v. Andis, 333 F.3d 886,

892 n.6 (8th Cir. 2003); United States v. Navarro-Botello, 912 F.2d 318, 321 (9th Cir.

1990); United States v. Wiggins, 905 F.2d 51, 52‒54 (4th Cir. 1990).

In enforcing appeal waivers, courts have reasoned that, because defendants

may waive constitutional rights, they also may waive the statutory right to appeal a

sentence.3 But the analogy courts have drawn between sentencing-related appeal

waivers and the waiving of constitutional rights by pleading guilty is fundamentally

flawed and has been rightly criticized because the constitutional rights waived by a

guilty plea are known at the time they are waived:

[O]ne waives the right to silence, and then speaks; one waives the right

to have a jury determine one’s guilt, and then admits his or her guilt to

the judge. In these cases, the defendant knows what he or she is about

to say, or knows the nature of the crime to which he or she pleads guilty.

United States v. Melancon, 972 F.2d 566, 571 (5th Cir. 1992) (Parker, J., concurring).

In that context, due process is satisfied because the waiver is an intentional, knowing

“relinquishment or abandonment of a known right or privilege.” Johnson v. Zerbst,

304 U.S. 458, 464 (1938); see also United States v. Olano, 507 U.S. 725, 732‒33 (1993);

3 See, e.g., Andis, 333 F.3d at 889 (“[T]he right to appeal is not a constitutional right

but rather purely a creature of statute. . . . Given that the Supreme Court has allowed a

defendant to waive constitutional rights, we would be hard-pressed to find a reason to

prohibit a defendant from waiving a purely statutory right.” (internal quotation marks

omitted)); Khattak, 273 F.3d at 561 (“The ability to waive statutory rights, like those provided

in 18 U.S.C. § 3742, logically flows from the ability to waive constitutional rights.”); United

States v. Teeter, 257 F.3d 14, 21-22 (1st Cir. 2001) (“[T]he idea of permitting presentence

waivers of appellate rights seems relatively tame because the right to appeal in a criminal

case is not of constitutional magnitude.”).

16

Boykin v. Alabama, 395 U.S. 238, 243 n.5 (1969).

By contrast, sentencing-related appeal waivers are made at the time of the plea

and therefore lack the essential prerequisite for waiver: contemporaneous knowledge

of the rights being relinquished. Defendants enter into appeal waiver agreements

long before sentencing occurs, and those waivers often are made, as here, with no

agreement between the parties regarding the sentence the defendant might receive

or even the Sentencing Guidelines range that will apply. At that moment, the right

to appeal has not yet accrued, and the sentencing errors have not yet occurred. There

can be no waiver without knowledge of the right waived. Cf. Newton v. Rumery, 480

U.S. 386, 390‒403 (1987) (approving waiver of right to bring civil suit for false arrest

and imprisonment, when right to sue had already accrued).

A defendant cannot preserve sentencing errors for review by making a blanket

objection at rearraignment to any prospective error in the court’s application of the

Guidelines or balancing of the applicable sentencing factors. See Fed. R. App. P. 51(b)

(requiring an objection “when the court ruling or order is made or sought”); Puckett

v. United States, 556 U.S. 129, 135 (2009) (describing Rule 51(b) as a

“contemporaneous-objection rule”). Conversely, a defendant cannot waive—i.e.,

knowingly and intentionally relinquish—the right to have such an error corrected

without first knowing what the error is. See Olano, 507 U.S. at 733. Moreover, it is

unreasonable to expect a defendant to anticipate—and thus “know”—whether errors

will be made in calculating a sentence, much less the severity of those errors’ impact.

To the contrary, a defendant presumes that a sentencing court will follow the law and

17

basic constitutional tenants when rendering a sentencing determination. United

States v. Gordon, 480 F.3d 1205, 1210 (10th Cir. 2007) (“[W]e should presume that

all promises made were legal, and that the non-contracting ‘party’ who implements

the agreement (the district judge) will act legally in executing the agreement.”

(internal citations and quotation marks omitted)). And, at base, a defendant cannot

have concrete knowledge of what is ceded when supposedly waiving the right to

appeal a sentence. Thus, sentencing-related appeal waivers are inherently

unknowing.

Sentencing-related appeal waivers are also involuntary in federal jurisdictions

like the Eastern District of Louisiana, where prosecutors inflexibly mandate that plea

agreements include broad, boilerplate waivers of this important statutory right. As

has become standard practice in criminal cases in the Eastern District of Louisiana,

Mr. Chaney’s plea agreement required him to waive all appellate and collateral relief

rights except an attack on a sentence imposed in excess of the statutory maximum or

a claim of ineffective assistance of counsel. This is the broadest and most restrictive

appeal waiver permitted by law and U.S. Department of Justice Policy.4 By

incorporating these waivers into every plea agreement and requiring defendants to

assent to the agreement’s terms to accept any plea deal—even when those waivers

4 See U.S. Dep’t of Justice, “Department Policy on Waivers of Claims of Ineffective

Assistance of Counsel,” Oct. 14, 2014, https://www.justice.gov/file/70111/download

(prohibiting federal prosecutors from seeking in plea agreements to have a defendant waive

any claims of ineffective assistance of counsel); U.S. Dep’t of Justice, U.S. Attorney’s Manual,

CRM § 626, “Plea Agreements and Sentencing Appeal Waivers—Discussion of the Law”

(detailing various arguments on appeal that cannot legally be waived, including challenges

to sentences exceeding the statutory maximum).

18

were not part of the bargained-for exchange—the government is compelling

defendants to waive their appeal rights for no benefit.

Many judges and commentators have expressed dismay over this trend, noting

the serious legal and policy concerns raised by the widespread, compelled waiver of

appellate rights. For example, these broad appeal waivers require defendants to

waive serious errors that they could not have anticipated at the time of

relinquishment; arise from inherently inequitable bargaining positions; reduce

incentives for careful sentencing and strict compliance with the Sentence Guidelines;

insulate serious errors from review and correction; leave difficult legal questions

unanswered; and otherwise inhibit development of the law. See, e.g., Melancon, 972

F.2d at 573 (Parker, J., concurring) (“[E]ven if I were convinced that the sort of

futuristic waiver at issue in this case could be knowing and intelligent, I could not

support it. Any systemic benefits that might inhere in this type [of] waiver cannot

overcome its extremely deleterious effects upon judicial and congressional integrity,

and individual constitutional rights.”); United States v. Mutschler, 152 F. Supp. 3d

1332, 1339 (W.D. Wash. 2016) (“Although the Court would not intentionally impose

an improper sentence, the Court is not infallible and, in the course of formulating a

sentence, the Court is often faced with issues on which reasonable minds can differ.

The criminal justice system is not improved by insulating from review either simple

miscalculations or novel questions of law.”); United States v. Vanderwerff, No. 12-cr69, 2012 WL 2514933, at *5 (D. Colo. June 28, 2012) (“Indiscriminate acceptance of

appellate waivers undermines the ability of appellate courts to ensure the

19

constitutional validity of convictions and to maintain consistency and reasonableness

in sentencing decisions.”); Editorial, Trial Judge to Appeals Court: Review Me, N.Y.

Times, July 17, 2012, at A24 (“Congress gave appeals courts the power to review

federal sentences to ensure the government applies the law reasonably and

consistently. Without an appeals court’s policing, the odds go up that prosecutors will

do neither. Our system of pleas then looks more like a system of railroading.”);

Andrew Dean, Challenging Appeal Waivers, 61 Buff. L. Rev. 1191, 1211 (2013) (“The

lack of bargaining equality between the defense and prosecution has led some judges

to reject appeal waivers as contracts by adhesion. Because conditioning the plea

agreement on acceptance of an appeal waiver skews the balance so far in the

prosecution's favor, the defendant has no hope at achieving equal bargaining power.

This renders the contract unconscionable.”); John C. Keeney, Justice Department

Memo: Use of Sentencing Appeal Waivers to Reduce the Number of Sentencing

Appeals, 10 Fed. Sent. R. 209, 210 (Jan./Feb. 1998) (“The disadvantage of the broad

sentencing appeal waiver is that it could result in guideline-free sentencing of

defendants in guilty plea cases, and it could encourage a lawless district court to

impose sentences in violation of the guidelines. It is imperative to guard against the

use of waivers of appeal to promote circumvention of the sentencing guidelines.”).

Of course, some courts long have pointed to the institutional benefits of appeal

waivers—most commonly, conservation of resources and finality. However, as one

district court observed, these benefits may be overblown:

Any suggestion that unilateral waivers of the right to appeal promote

finality is disingenuous. Finality is not secured simply because only the

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Government, and not the defendant, is entitled to appeal. Moreover, to

the extent the Government’s motive is merely to reduce the burden of

appellate and collateral litigation on sentencing issues, the avenue for

achieving such finality is explicitly contemplated in Rule 11(c)(1)(C),

pursuant to which the Government may agree to a specific [Sentencing

Guidelines] range and bind both the defendant and the Court.

Mutschler, 152 F. Supp. 3d at 1340 (internal citations omitted).

Moreover, use of appeal waivers in every plea agreement—or, at least, virtually

all of them, as occurs in the Eastern District of Louisiana—does not merely reduce

direct criminal appeals—it threatens to eliminate them. No doubt, some balance must

be struck between the interests of resource management and finality on the one hand,

and, on the other, the statutory right to appeal with all of its benefits, such as error

correction, guidance for lower courts, and just results. The former cannot be allowed

to consume the latter. Vanderwerff, 2012 WL 2514933, at *4 (“Prioritizing efficiency

at the expense of the individual exercise of constitutional rights applies to the guilty

and the innocent alike, and sacrificing constitutional rights on the altar of efficiency

is of dubious legality.”).

This Court must finally acknowledge and address the widespread practice of

blanket appellate waivers.

II.

This Court should resolve the entrenched and chaotic circuit split

over appeal waiver enforcement, which long has resulted in

inconsistent treatment of criminal appellants.

Appeal waivers like the one in this case are ubiquitous across the country, and,

although appellate courts recognize their validity as a general matter, the limits

courts have set on such waivers and the situations in which courts refuse to enforce

them varies wildly by circuit. As one commentator observed, “[i]n the absence of

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Supreme Court precedent guiding the enforcement of appeal waivers, . . . various

courts of appeal have created their own limits and exceptions to their enforcement.”

Aliza Hochman Bloom, Sentence Appeal Waivers Should Not Be Enforced in the Event

of Superseding Supreme Court Law: The Durham Rule As Applied to Appeal Waivers,

18 Fla. Coastal L. Rev. 113 (2016). This means that a defendant in one circuit may be

permitted to proceed with an appeal—and have a sentencing error remedied—while

an identically situated defendant in another circuit will be deprived of that right

entirely. This inconsistency and uncertainty is evident in the various, diverse

frameworks courts have developed to examine the validity of appeal waivers. See

generally, id. at 116–22 (outlining the split). The Fifth Circuit, for example, has

adopted a two-step inquiry. The court first asks “(1) whether the waiver was knowing

and voluntary,” and then determines “(2) whether the waiver applies to the

circumstances at hand, based on the plain language of the agreement.” United States

v. Bond, 414 F.3d 542, 544 (5th Cir. 2005). The inquiry ends there, and the court thus

far has refused to examine any other exceptions to a waiver’s enforcement.

By contrast, some appellate courts conduct a third step, inquiring whether the

court’s failure to consider the defendant’s claim will result in a “miscarriage of

justice.” See, e.g., United States v. Snelson, 555 F.3d 681, 685 (8th Cir. 2009); Khattak,

273 F.3d at 562–63; Teeter, 257 F.3d at 25. The First, Third, and Tenth Circuits have

recognized some version of this “miscarriage of justice” exception to the enforcement

of appeal waivers and have established frameworks for making that determination.

See, e.g., Teeter, 257 F.3d at 25; Khattak, 273 F.3d at 562-63; United States v. Porter,

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405 F.3d 1136, 1142 (10th Cir. 2005). The Ninth Circuit has similarly recognized such

an exception, though it does not necessarily use that term to describe its review of

appeal waiver enforcement. See, e.g., United States v. Atherton, 106 F.4th 888, 896

(9th Cir. 2024). The Second, Fourth, Sixth, Seventh, Eighth, and D.C. Circuits have

exercised discretion to refuse to enforce otherwise valid appeal waivers (sometimes

using the term “miscarriage of justice”), but the contours of the exceptions those

courts apply are not well defined. See, e.g., United States v. Johnson, 347 F.3d 412,

415 (2d Cir. 2003); United States v. Brown, 232 F.3d 399, 403 (4th Cir. 2000); United

States v. Chang, No. 19-1478, 2020 WL 8674183, at *1 (6th Cir. Apr. 23, 2020); United

States v. Nulf, 978 F.3d 504, 505 (7th Cir. 2020); Snelson, 555 F.3d at 685; United

States v. Munafo, 123 F.4th 1373, 1381 (D.C. Cir. 2024). The Eleventh Circuit, like

the Fifth Circuit, has declined to address the issue. See, e.g., Rudolph v. United

States, 92 F.4th 1038, at 1048 (11th Cir. 2024).

These various, recognized exceptions to appeal-waiver enforcement have

proved “infinitely variable.” Teeter, 257 F.3d at 25 n.9. Indeed, how courts define the

“miscarriage of justice” term—and how they apply it—differs tremendously from

circuit to circuit. For example, the First Circuit holds broadly that even knowing and

voluntary appeal waivers should not be enforced in “egregious cases” and “are subject

to a general exception under which the court of appeals retains inherent power to

relieve the defendant of the waiver, albeit on terms that are just to the government,

where a miscarriage of justice occurs.” Id. at 25-26. The Tenth Circuit has limited the

“miscarriage of justice” exception to four discrete circumstances:

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(1) reliance by the court upon an impermissible factor such as race in

imposition of the sentence; (2) ineffective assistance of counsel in

connection with the negotiation of the waiver; (3) the sentence exceeds

the statutory maximum; or (4) the waiver is otherwise unlawful and

seriously affects the fairness, integrity, or public reputation of judicial

proceedings.

Porter, 405 F.3d at 1143. The Third Circuit, while declining to adopt a bright-line

rule, considers certain factors (first articulated by the First Circuit), such as:

the clarity of the error, its gravity, its character (e.g., whether it

concerns a fact issue, a sentencing guideline, or a statutory maximum),

the impact of the error on the defendant, the impact of correcting the

error on the government, and the extent to which the defendant

acquiesced in the result.

Khattak, 273 F.3d at 562.

Of particular concern, appellate courts do not even seem to agree about

whether an appeal waiver properly can be applied to exclude direct or collateral

claims of ineffective assistance of counsel. Compare, e.g., Hurlow v. United States,

726 F.3d 958, 964, 966 (7th Cir. 2013) (“[A] direct or collateral review waiver does not

bar a challenge regarding the validity of a plea agreement (and necessarily the waiver

it contains) on grounds of ineffective assistance of counsel.”), and United States v.

Attar, 38 F.3d 727, 729 (4th Cir. 1994) (holding that a general waiver of appellate

rights cannot be construed as waiving claims of ineffective assistance of counsel), with

Williams v. United States, 396 F.3d 1340, 1342 (11th Cir. 2005) (holding that an

appeal waiver precluded a collateral claim of ineffective assistance of counsel and

urging that “a contrary result would permit a defendant to circumvent the terms of

the sentence-appeal waiver simply by recasting a challenge to his sentence as a claim

of ineffective assistance, thus rendering the waiver meaningless”). As this Court has

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observed, though: “[A]ll jurisdictions appear to treat at least some claims as

unwaiveable.” Garza, 586 U.S. at 239. “Most fundamentally, courts agree that

defendants retain the right to challenge whether the waiver itself is valid and

enforceable—for example, on the grounds that it was unknowing or involuntary.” Id.

The broad appeal waiver in Mr. Chaney’s plea agreement—which encompassed

all challenges to the Guidelines and manner in which his sentence was determined—

is unjust, unknowing, and involuntary, as discussed above. But even if this Court

ultimately determines that appeal waivers like Mr. Chaney’s generally are lawful,

there should at least be uniform rules governing their enforcement and

interpretation, including whether and when appellate courts should review a

challenged sentencing error notwithstanding the existence of an applicable appeal

waiver. The Court’s guidance is urgently needed to clarify those rules, which impact

scores of criminal defendants.

III.

This case is an ideal vehicle for this Court to address appeal

waivers—and Mr. Chaney’s circumstances similarly present an

ideal opportunity to apply the “miscarriage of justice” exception.

This Court should also grant certiorari in this case because Mr. Chaney’s

circumstances present an ideal vehicle for this Court to address the validity and

enforceability of sentencing-related appeal waivers. Mr. Chaney fully preserved these

arguments in opposition to enforcement of his appeal waiver below, and, thus, these

issues are cleanly presented for this Court’s consideration.

Not only that, Mr. Chaney’s case is an ideal lens through which to examine the

serious issues arising from broad (and blind) waivers of appellate rights. This was

not just a case in which the district court was wrong (and, no doubt, it was). Far

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worse, the judge did not consider or adjudicate the merits of the error brought to its

attention at all. That was not a run-of-the-mill Guidelines mistake—it was a full

abdication of the court’s duty at sentencing and a serious deprivation of Mr. Chaney’s

due process rights. “Certainly a defendant has a right to due process at sentencing.”

United States v. Stile, 845 F.3d 425, 430 (1st Cir. 2017). And “[t]he fundamental

requirement of due process is the opportunity to be heard ‘at a meaningful time and

in a meaningful manner.’” Mathews v. Eldridge, 424 U.S. 319, 333 (1976) (emphasis

added) (quoting Armstrong v. Manzo, 380 U.S. 545, 552 (1965)); see also Logan v.

Zimmerman Brush Co., 455 U.S. 422, 433 (1982) (“As our decisions have emphasized

time and again, the Due Process Clause grants the aggrieved party the opportunity

to present his case and have its merits fairly judged.”). Thus, “[a]fter conviction . . .

[a defendant] retains an interest in a sentencing proceeding that is fundamentally

fair.” United States v. Abreu, 202 F.3d 386, 391 (1st Cir. 2000). “This right is protected

both by the Fifth Amendment and by Federal Rule of Criminal Procedure 32.” Stile,

845 F.3d at 430.

Certainly, in waiving the right to appeal sentencing decisions, a defendant does

not intend to waive—i.e., knowingly relinquish—the right to the fair and lawful

adjudication of sentencing issues before the district court. To the contrary, appellate

waivers presume a full and fair opportunity to adjudicate issues at sentencing in

compliance with due process—understanding that the outcome may not be in the

defendant’s favor. See, e.g., Gordon, 480 F.3d at 1210. That is because waiver is “an

intentional relinquishment or abandonment of a known right or privilege,” and courts

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“do not presume acquiescence in the loss of fundamental rights.” Johnson v. Zerbst,

304 U.S. 458, 464 (1938). In other words, when waiving the right to appeal, a

defendant does not waive the right to fair sentencing entirely—he simply waives

review of errors that arose following fair sentencing procedure. And the obvious

expectation of all parties upon entry of that agreement is that the sentence will be

imposed “under fair procedures” and that the sentencing judge will comply with the

obligation to properly adjudicate material, disputed issues—seeking to correct errors

when they are brought to the court’s attention. United States v. Guillen, 561 F.3d 527,

530 (D.C. Cir. 2009). Appellate waivers do not relieve district courts of “their

obligations to satisfy applicable constitutional requirements,” and appeal waivers

cannot be enforced when district courts simply fail to do so. Id.

In sum, Mr. Chaney’s case illustrates the very situation in which appeal

waivers like these should be considered unknowing and involuntary or, at the very

least, should be held to constitute a miscarriage of justice. As the First Circuit has

explained, appeal waivers “are meant to bring finality to proceedings conducted in

the ordinary course, not to leave acquiescent defendants totally exposed to future

vagaries (however harsh, unfair, or unforeseeable).” Teeter, 257 F.3d at 25.

Resolution of these critical issues is long overdue. And Mr. Chaney’s case

represents an ideal opportunity to finally resolve the reoccurring and broadly

impactful questions presented in this Petition.

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CONCLUSION

For the foregoing reasons, this Court should grant Mr. Chaney’s petition for

writ of certiorari.

Respectfully submitted,

CLAUDE J. KELLY

FEDERAL PUBLIC DEFENDER

EASTERN DISTRICT OF LOUISIANA

/s/Celia Rhoads

CELIA C. RHOADS

ASSISTANT FEDERAL PUBLIC DEFENDER

Counsel of Record

500 Poydras Street, Suite 318

Hale Boggs Federal Building

New Orleans, Louisiana 70130

(504) 589-7930

celia_rhoads@fd.org

FEBRUARY 2025

Counsel for Petitioner

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This is a copy of a public record, reproduced as it was published. It is not legal advice, and it may not be the version a court would rely on. Check the official source before you cite it.

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