United States v. Maldonado

Court of Appeals for the First Circuit·Decided June 2, 2026·No. 24-2088·Published

Opinion

United States Court of Appeals For the First Circuit

No. 24-2088 UNITED STATES,

Appellee,

v.

JESUS MALDONADO, a/k/a Juan Moreno, a/k/a William Hernandez, a/k/a Jesus Hernandez, a/k/a William Melendez,

Defendant, Appellant.

APPEAL FROM THE UNITED STATES DISTRICT COURT FOR THE DISTRICT OF RHODE ISLAND

[Hon. John J. McConnell, Jr., U.S. District Judge]

Before

Montecalvo, Lynch, and Dunlap, Circuit Judges.

Noreen McCarthy and The McCarthy Law Firm for appellant.

Lauren S. Zurier, Assistant U.S. Attorney, with whom Sara Miron Bloom, Acting U.S. Attorney, was on brief, for appellee.

June 2, 2026

LYNCH, Circuit Judge. Jesus Maldonado appeals from his conviction after his unconditional guilty plea and his sentence. He pled guilty to three counts charged in his superseding indictment: attempting to entice a minor to engage in illicit sexual activity, in violation of 18 U.S.C. § 2422(b); attempting to transfer obscene material to a minor, in violation of 18 U.S.C. § 1470; and committing these offenses while a registered sex offender, in violation of 18 U.S.C. § 2260A. The U.S. District Court imposed a sentence of 447 months' imprisonment, within Maldonado's Guidelines Sentencing Range ("GSR"), but also the maximum sentence within that GSR.

Maldonado brings three arguments on appeal: (1) that he was denied his Fifth Amendment right of due process based on alleged prosecutorial misconduct in the grand jury proceedings; (2) that he was denied his Sixth Amendment right to effective assistance of counsel; and (3) that his sentence is procedurally and substantively unreasonable. We reject all three. Maldonado's guilty plea has waived his attack on the grand jury proceedings. His ineffective assistance of counsel claim cannot be heard on direct appeal and so is dismissed without prejudice. And Maldonado has waived his procedural reasonableness challenges to his sentence, so the only issue properly before us is the substantive reasonableness of his sentence. We uphold his sentence as substantively reasonable.

I.

As "this appeal follows a conviction via [the defendant's] guilty plea, we draw the facts from the plea colloquy and sentencing materials." United States v. Vélez-Luciano, 814 F.3d 553, 556 (1st Cir. 2016) (citing United States v. Whitlow, 714 F.3d 41, 42 (1st Cir. 2013)).

In March 2019, Rhode Island State Police Detective Adam Houston conducted an online child exploitation sting investigation on the mobile social network site MocoSpace. Houston, who was a member of the Internet Crimes Against Children Task Force, posed as "Jenni," a fictional resident of Warwick, Rhode Island, whose MocoSpace profile indicated she was 19 years old1 and featured a profile picture of a female law enforcement officer age-regressed to appear to be a juvenile. On March 13, 2019, Maldonado, who was 55 years old, sent a friend request to "Jenni" and initiated contact with a message complimenting her profile picture. Houston accepted Maldonado's friend request, Maldonado provided a phone number, and Houston began texting Maldonado as "Jenni." Over a two-day period, Maldonado and "Jenni" exchanged 714 text messages. Within 23 minutes of beginning to text with Maldonado, Houston informed Maldonado that "Jenni" was 13 years old. In reply,

1 In the criminal complaint filed by Houston on March 20, 2019, Houston reported that he knew "from education and experience that juveniles often will report their age to be over eighteen (18) in order to gain access to a particular website or application."

Maldonado explicitly acknowledged "Jenni's" age was 13 and warned her about men online that would "try[] to abuse and play games" with girls, implying that he by contrast was trustworthy. At numerous other times during the text exchanges, Houston sent Maldonado messages that reinforced that "Jenni" was a 13-year-old girl, including by responding to Maldonado's request to describe herself with "[n]ot much to know. I'm 13, 7th grade"; telling Maldonado that she was texting from school and would not be able to chat later in the evening when her mom was home; and stating that she would not be able to drive for three more years. After "Jenni" told Maldonado that she was "kinda a loner" but had a best friend named Miranda, Maldonado responded by asking her to not "tell [her] friend for now."

Maldonado quickly initiated conversations about sex, telling "Jenni" after an hour of texting that he "will make love to you all night make you feel all my wife." Maldonado sent increasingly graphic text messages over the two days, describing the sexual acts he wanted to engage in with "Jenni" and asking her to do the same. Maldonado sent "Jenni" sexually explicit drawings, videos, and pictures of himself. He raised the prospect of his driving from Connecticut to Rhode Island to have sex with "Jenni" and asked her for details about where and when they could meet.

On the second day of texting, March 14, 2019, Maldonado began soliciting "Jenni" to send him nude pictures of her vagina from the school bathroom. Maldonado was dissatisfied with the photo that "Jenni" sent in reply, and he requested additional photos of "Jenni's" body on a bed. Toward the end of the exchange, Maldonado grew suspicious about "Jenni's" identity, texted that he was "scared I need to make sure who you are" and "[r]emember anybody find out about you and me it's going to be a problem," and requested a photo of "Jenni" making a specific gesture. Houston was unable to produce an age-regressed photo in time, so he sent a photo that was not age regressed. Maldonado responded, "[y]ou look older I don't know the pictures you look like a little girl and the other one here you look older," and stopped texting "Jenni" later that night. During the two-day period that he exchanged text messages with Houston as "Jenni," Maldonado was registered as a sex offender, a requirement of his past convictions for sexually assaulting minor females.

Houston filed a federal criminal complaint on March 20, 2019. On March 25, 2019, law enforcement officers arrested Maldonado in Connecticut pursuant to that warrant and searched Maldonado pursuant to search warrants for Maldonado's person, his home in Connecticut, and his digital devices. At the time of arrest, Maldonado possessed two phones, including the iPhone used to exchange messages with Houston as "Jenni." As a registered sex

offender, Maldonado could not have a cell phone without probation's approval, which he did not have for the iPhone at issue. He acknowledged the phone was in his name, but he claimed that it was also used by his friend "Tarzan," and he denied that he had used the phone to communicate with any juveniles online on MocoSpace or other sites. That denial was undercut by his admission that the photos sent to Houston as "Jenni" from the iPhone were of him, and by the fact that his face unlocked the iPhone via its facial recognition software and that the phone's passcode was his birthdate.

A federal grand jury in the District of Rhode Island indicted Maldonado on April 23, 2019, on three charges: attempting to entice a minor to engage in illicit sexual activity, in violation of 18 U.S.C. § 2422(b); attempting to transfer obscene material to a minor, in violation of 18 U.S.C. § 1470; and committing these offenses while a registered sex offender, in violation of 18 U.S.C. § 2260A. On April 29, 2019, Maldonado appeared before a U.S. Magistrate Judge to plead "not guilty" to the original indictment, and the judge ordered that Maldonado remain detained.

A federal grand jury for the District of Rhode Island returned a four-count superseding indictment on May 24, 2023.2

2 Maldonado does not contest the government's assertion that "[g]iven the four-year lapse in time [between indictments], the

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