United States v. Maldonado-Maldonado

CourtCourt of Appeals for the First Circuit
DecidedJune 8, 2026
Docket25-1607
StatusPublished

This text of United States v. Maldonado-Maldonado (United States v. Maldonado-Maldonado) is published on Counsel Stack Legal Research, covering Court of Appeals for the First Circuit primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
United States v. Maldonado-Maldonado, (1st Cir. 2026).

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).

- 2 - 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.

- 3 - 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.

- 4 - 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.

- 5 - 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

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