United States v. Matos

Court of Appeals for the Second Circuit·Decided August 13, 2026·No. 22-1561·Published

Opinion

22-1561 United States v. Matos

UNITED STATES COURT OF APPEALS FOR THE SECOND CIRCUIT

August Term 2024

(Argued: February 20, 2025 Decided: August 13, 2026)

No. 22-1561

–––––––––––––––––––––––––––––––––––– UNITED STATES OF AMERICA, Appellee,

-v.-

SAMUEL MATOS,

Defendant-Appellant. *

–––––––––––––––––––––––––––––––––––– Before: CABRANES, LIVINGSTON, and NARDINI, Circuit Judges.

Defendant-Appellant Samuel Matos (“Matos”) appeals from a judgment entered on July 18, 2022, in the United States District Court for the Northern District of New York (Suddaby, J.) convicting him of violating 21 U.S.C. §§ 841(a)(1) and 846. Matos pled guilty pursuant to a plea agreement in which he agreed, inter alia, not to challenge a sentence of incarceration of 135 months or less. The district court sentenced Matos principally to 100 months’ imprisonment,

* The Clerk of Court is respectfully directed to amend the case caption as indicated above.

thereby triggering the appeal waiver. Matos now seeks to challenge the district court’s calculation of his criminal history category under the U.S. Sentencing Guidelines and argues that his sentence was substantively unreasonable. We decline to consider these challenges, which are barred by Matos’s valid appeal waiver.

Matos also challenges the district court’s imposition of two conditions of supervised release that were not included in his Presentence Investigation Report or read at sentencing but appear in the district court’s written judgment. We first hold that the district court did not err in its pronouncement of Matos’s sentence because it specifically incorporated the conditions by reference to a standing order in effect in the Northern District of New York at the time of sentencing. We then conclude the district court erred by failing to conduct an individualized assessment in imposing the two challenged conditions. We hold, however, that the error was harmless because the court’s reasoning is self-evident in the record.

Accordingly, Matos’s appeal is DISMISSED in part and the judgment of the district court is AFFIRMED.

FOR APPELLEE: THOMAS R. SUTCLIFFE (Nicolas Commandeur, on the brief), Assistant United States Attorneys, for John A.

Sarcone III, First Assistant United States Attorney, Northern District of New York, Syracuse, NY.

FOR DEFENDANT-APPELLANT: DANIEL S. NOOTER, Washington, DC. DEBRA ANN LIVINGSTON, Circuit Judge:

Defendant-Appellant Samuel Matos (“Matos”) appeals from a judgment entered on July 18, 2022, in the United States District Court for the Northern District of New York (Suddaby, J.) convicting him of violating 21 U.S.C. §§ 841(a)(1) and 846 in connection with his participation in a drug trafficking

organization (“DTO”) in Syracuse, New York. Matos entered into a plea agreement with the government pursuant to which he waived, inter alia, his right to appeal any sentence of incarceration of 135 months or less. The district court sentenced Matos principally to 100 months in prison and a five-year term of supervised release, thereby triggering the plea agreement’s appeal waiver.

On appeal, Matos argues both that the district court procedurally erred by miscalculating his criminal history category under the U.S. Sentencing Guidelines (“Guidelines”) and that it imposed a substantively unreasonable sentence. Recognizing that the appeal-waiver provision of his plea agreement forecloses these arguments, Matos urges the court to adopt and apply a miscarriage-of-justice exception to our long-established presumption that valid appeal waivers are enforceable. 1 Following the Supreme Court’s decision in United States v. Hunter, 146 S. Ct. 1702 (2026), we conclude that an appeal waiver is unenforceable when it would result in a miscarriage of justice, but that Matos has not alleged any error to bring his case within the ambit of this “hard-to-meet” standard. Id. at 1714. Whatever else the miscarriage-of-justice exception to an otherwise valid appeal

1 Although we have previously suggested that a miscarriage-of-justice limitation on the enforceability of appeal waivers may be appropriate in some cases, see Cook v. United States, 84 F.4th 118, 125 n.4 (2d Cir. 2023), we have never applied it or defined its scope.

waiver may cover, it does not extend to run-of-the-mill challenges to a district court’s allegedly erroneous calculation of a Guidelines range, or to other such Guidelines errors. Accordingly, we hold that Matos’s procedural and substantive challenges to his sentence are barred by his appeal waiver.

Matos also challenges the imposition of two conditions of supervised release that were not included in his Presentence Investigation Report (“PSR”) or read aloud at sentencing, but which appear in the district court’s written judgment. 2 We first conclude that the district court did not violate Matos’s right to oral pronouncement of his sentence because the court specifically incorporated the conditions by reference to General Order #23, a standing order in place in the Northern District at the time of sentencing. And though we agree with Matos that the district court erred in failing to provide an individualized assessment of the need for the two conditions he challenges, we hold the error was harmless because “the district court’s reasoning is ‘self-evident in the record.’” United States v. Betts, 886 F.3d 198, 202 (2d Cir. 2018) (quoting United States v. Balon, 384 F.3d 38, 41 n.1 (2d Cir. 2004)).

2 The appeal waiver in Matos’s plea agreement covers any challenge “to a term of supervised release within the maximum permitted by law” but does not reference the conditions of supervised release. App’x at 52–53. Accordingly, Matos “did not waive his right to appeal the conditions of supervised release.” United States v. Arguedas, 134 F.4th 54, 66 (2d Cir. 2025) (emphasis in original).

Accordingly, we DISMISS Matos’s appeal in part and AFFIRM the judgment of the district court.

BACKGROUND

Beginning in May 2020, Matos and others were members of a DTO operating in and around Syracuse, New York. Matos performed several functions in the organization. He identified a heroin supplier for the DTO in New York City, arranged an introductory meeting with the supplier, and travelled to New York City to obtain the heroin. He also coordinated among the DTO’s members to pool the money used to purchase drugs. Matos played a further role in managing the DTO’s daily operations, providing instructions to associates on how to manage and distribute drugs. At one point during the conspiracy, Matos arranged to have approximately two kilograms of cocaine shipped from Puerto Rico to one of his associates in Syracuse. Investigators intercepted the shipment before its arrival. An ensuing search of Matos’s residence revealed over a thousand bags containing a total of 42.5 grams of heroin. As a result of his role in the DTO, Matos personally received $112,650 in proceeds.

On December 10, 2020, a federal grand jury in the Northern District of New York indicted Matos for conspiracy to distribute and to possess with intent to distribute controlled substances, specifically 100 grams or more of heroin and 500

grams or more of cocaine, in violation of 21 U.S.C. §§ 841(a)(1), 841(b)(1)(B), and 846, and possession with intent to distribute a controlled substance, namely an unspecified quantity of heroin, in violation of 21 U.S.C. §§ 841(a)(1) and 841(b)(1)(C).

Matos pled guilty pursuant to a plea agreement. In the plea agreement, Matos agreed, inter alia, to “waive[] (give[] up) any and all rights, including those conferred by 18 U.S.C. § 3742 and/or 28 U.S.C. §§ 2241 and 2255, to appeal and/or collaterally attack . . . [a]ny sentence to a term of imprisonment of 135 months or less.” App’x at 52–53. The plea agreement also warned that:

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