United States v. Maldonado-Maldonado

Court of Appeals for the First Circuit·Decided June 8, 2026·No. 25-1607·Published

Opinion

United States Court of Appeals For the First Circuit

No. 25-1607 UNITED STATES,

Appellee,

v.

HÉCTOR MALDONADO-MALDONADO, Defendant, Appellant.

APPEAL FROM THE UNITED STATES DISTRICT COURT FOR THE DISTRICT OF PUERTO RICO

[Hon. María Antongiorgi-Jordán, U.S. District Judge]

Before

Barron, Chief Judge,

Lipez and Rikelman, Circuit Judges.

José David Rodríguez, Assistant Federal Public Defender, with whom Rachel Brill, Federal Public Defender, and Franco L. Pérez-Redondo, Assistant Federal Public Defender, Supervisor, Appellate Unit, were on brief, for appellant.

Maarja T. Luhtaru, with whom W. Stephen Muldrow, United States Attorney, Juan Carlos Reyes-Ramos, Assistant United States Attorney, Chief, Appellate Division, and Julia M. Meconiates, Assistant United States Attorney, were on brief, for appellee.

June 8, 2026

RIKELMAN, Circuit Judge. For the second time, Héctor Maldonado-Maldonado ("Maldonado") appeals his sentence for assaulting a corrections officer. He lodges several procedural challenges to his revised sentence. We agree with Maldonado that the district court legally erred when it relied on information outside the record, without any notice to him, in determining his sentence. Thus, we vacate the judgment and remand for resentencing.

I. BACKGROUND1

A. Relevant Facts

In August 2020, while he was incarcerated at the Metropolitan Detention Center in Guaynabo, Maldonado assaulted a senior corrections officer (SCO). See United States v. Maldonado-Maldonado (Maldonado I), 134 F.4th 32, 33-34 (1st Cir. 2025). During the assault, Maldonado punched the SCO multiple times and placed him in a headlock, all with the help of his cellmate, Miguel Santana-Aviles ("Santana"). See id. at 34. The SCO suffered injuries to his head and neck and experienced headaches for months after the attack. See id. A grand jury eventually charged both Maldonado and Santana with assaulting,

1Because this appeal follows a guilty plea, we draw the relevant facts from the plea agreement, the unobjected-to portions of the Presentence Investigation Report, and the transcript of the sentencing hearing. See United States v. Colón-Cordero, 91 F.4th 41, 45 (1st Cir. 2024).

resisting, or impeding a federal officer. See 18 U.S.C. § 111(a)(1), (b).

B. Procedural History

1. The Initial Sentencing and Appeal Although Santana proceeded to trial, Maldonado eventually pleaded guilty to the charge against him. See Maldonado I, 134 F.4th at 34. As part of his plea deal, Maldonado and the government agreed to propose to the district court a sentencing calculation that hinged on applying the "[o]bstructing or [i]mpeding [o]fficers" guideline in the United States Sentencing Guidelines. See U.S. Sent'g Guidelines Manual ("U.S.S.G.") § 2A2.4 (U.S. Sent'g Comm'n 2021).2 Given Maldonado's criminal history category and various adjustments, the agreed-upon calculation would have yielded a sentencing range of 18 to 24 months in prison.

Separately, the U.S. Probation Office submitted a Presentence Investigation Report (PSR) that recommended a different, higher guidelines calculation, resulting in a guidelines sentencing range of 63 to 78 months in prison. In preparing the PSR, the probation officer relied on evidence about the assault that the government introduced at Santana's March 2022

2 Throughout this opinion, we refer to the version of the U.S.

Sentencing Guidelines that was in effect at the time of the relevant sentencing proceeding.

trial but that was not included in the plea agreement's stipulation of facts. This evidence led her to recommend that the district court apply a different guideline, the "aggravated assault" guideline, in determining Maldonado's sentence. See U.S.S.G. § 2A2.2. The probation officer also recommended several additional sentencing enhancements that were available under the "aggravated assault" guideline but not the "impeding officers" guideline contemplated by the plea agreement. See Maldonado I, 134 F.4th at 35.

Before and during Maldonado's August 2022 sentencing hearing, the government made recommendations to the district court that deviated from the plea agreement it had signed. See id. at 36. In particular, the government argued during the hearing that the court should apply an enhancement that was available only under the "aggravated assault" guideline. See id. It also characterized Maldonado's assault on the SCO as especially serious, using language like "extraordinary," and described Maldonado himself as "inherent[ly] dangerous[]." Id. (alterations in original).

The district court adopted the PSR's sentencing guidelines calculation, which depended on application of the "aggravated assault" guideline. It then sentenced Maldonado to the upper end of the resulting guidelines range -- 78 months in prison.

Maldonado appealed his initial sentence on multiple grounds, including that the government had breached the plea agreement. In response, the government conceded its breach. It forthrightly admitted that it had violated the plea agreement by advocating for the application of guidelines and enhancements inconsistent with that agreement. See id. at 37-38. We concurred, vacated Maldonado's sentence on that ground, and remanded for resentencing. See id. at 38-39.

Consistent with our standard practice in plea-breach cases, we remanded the case to a different district court judge. See id. at 39 (citing United States v. Mojica-Ramos, 103 F.4th 844, 854 (1st Cir. 2024)). But we declined Maldonado's request to instruct the district court, on remand, to impose a sentence of time served. See id. at 38-39.

2. The Resentencing Hearing The district court resentenced Maldonado on May 28, 2025. Before the resentencing hearing, the government did not submit a revised sentencing memorandum, and the probation officer did not submit a revised PSR.3 In his own sentencing memorandum, Maldonado requested a sentence of time served, based on the guidelines calculation set forth in the plea agreement.

3 The probation officer submitted a revised PSR a few days after the resentencing hearing but only to reflect a change in Maldonado's criminal history category.

At the resentencing hearing, the government scrupulously fulfilled its obligations under the plea agreement. It began the hearing by asking the district court to apply the sentencing range contemplated by the plea agreement, not the PSR. It then went on to explain that, because Maldonado had already served 48 months in prison as of that date, it was requesting a sentence of time served.

The government also supported Maldonado's request for an adjustment to his criminal history category, in light of a 2023 amendment to the Sentencing Guidelines. See U.S.S.G. supp. app. C, amend. 821, pt. A (U.S. Sent'g Comm'n 2023). That adjustment would place Maldonado into a lower category -- Category II, as opposed to Category III.

As for Maldonado, he reiterated his request for a sentence of time served at the hearing. In arguing for that sentence, he objected to the guidelines calculations in the PSR, contending that the probation officer relied on evidence introduced at Santana's trial that was not part of the record in his case and was inconsistent with the facts set out in his plea agreement.

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