United States v. Hector Caballero

CourtCourt of Appeals for the Eleventh Circuit
DecidedApril 16, 2026
Docket23-12484
StatusUnpublished

This text of United States v. Hector Caballero (United States v. Hector Caballero) is published on Counsel Stack Legal Research, covering Court of Appeals for the Eleventh 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. Hector Caballero, (11th Cir. 2026).

Opinion

USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 1 of 23

NOT FOR PUBLICATION

In the United States Court of Appeals For the Eleventh Circuit ____________________ No. 23-12484 Non-Argument Calendar ____________________

UNITED STATES OF AMERICA, Plaintiff-Appellee, versus

HECTOR CABALLERO, Defendant-Appellant. ____________________ Appeal from the United States District Court for the Middle District of Florida D.C. Docket No. 8:22-cr-00409-WFJ-SPF-1 ____________________

Before JILL PRYOR, BRANCH, and HULL, Circuit Judges. PER CURIAM: Hector Caballero appeals his convictions and 210-month sentence for conspiring to possess with intent to distribute and possessing with intent to distribute five kilograms or more of USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 2 of 23

2 Opinion of the Court 23-12484

cocaine while aboard a vessel subject to the jurisdiction of the United States. On appeal, Caballero argues that (1) the Maritime Drug Law Enforcement Act (“MDLEA”) is unconstitutional; (2) the district court erred in calculating his advisory guidelines range; and (3) his 210-month sentence is substantively unreasonable. After careful review, we affirm Caballero’s convictions and sentence. I. BACKGROUND A federal grand jury charged Caballero and three codefendants with (1) conspiracy to possess with intent to distribute five kilograms or more of cocaine while aboard a vessel subject to the jurisdiction of the United States, in violation of 46 U.S.C. §§ 70503(a) and 70506(a), (b); and (2) knowingly possessing with intent to distribute five kilograms or more of cocaine while aboard a vessel subject to the jurisdiction of the United States, in violation of 46 U.S.C. §§ 70503(a) and 70506(a). Caballero’s three codefendants pled guilty, and Caballero alone proceeded to trial. A. The Jury Trial At trial, the government called four U.S. Coast Guard officers 1 and Caballero’s codefendant Jesus Silvino.

1 The government called (1) Captain Gregory Matyas, (2) Petty Officer Joshua

Frazier, (3) Chief Nicolas Acuna, and (4) Special Agent Steven Ray. USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 3 of 23

23-12484 Opinion of the Court 3

Silvino testified to the following. Silvino was from Venezuela and worked as a fisherman. Silvino was acquainted with Caballero, who worked as a ship captain. In late October or early November 2022, Silvino decided to leave Venezuela and go with Caballero to the United States. First, they traveled from Venezuela to Maicao, Colombia. At a bus terminal in Maicao, the two men were approached by another man called “El Grande” who offered them money to transport drugs. Silvino and Caballero accepted the job. They both travelled about eight hours by car from Maicao to Guajira, Colombia, where they found the vessel that they would pilot. The boat was filled with cocaine under a blue tarp. Silvino saw Caballero speaking to people near the shore, and they handed Caballero a GPS device. Silvino and Caballero were joined by the other two codefendants and departed in the boat. After the men were at sea for one night, a U.S. Coast Guard helicopter spotted them. The helicopter shot out their vessel’s engines and, about half an hour later, Coast Guard members boarded their vessel. Regarding Caballero’s role, Silvino testified that: (1) Silvino was to be paid 50 million Colombian pesos; 2 (2) El Grande offered Caballero more money than Silvino because Caballero was to be the captain of the vessel; (3) Caballero was in fact the captain;

2 Coast Guard Special Agent Ray later testified that 50 million Colombian

pesos was worth approximately 10,000 U.S. dollars. USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 4 of 23

4 Opinion of the Court 23-12484

(4) during the trip, Caballero always had the GPS device, and Silvino did not know where they were going; (5) only Caballero and Silvino would drive the boat and Caballero would tell Silvino where to drive; and (6) when the Coast Guard boarded their vessel, Caballero spoke to them as the captain of the vessel. The Coast Guard officers testified about apprehending Caballero’s vessel on November 6, 2022. At first, Caballero’s vessel evaded the officers, but they ultimately stopped when an officer in a helicopter shot and disabled the vessel’s motors. The Coast Guard boarded the vessel and identified four crew members, including Caballero. Caballero stated that the vessel was Colombian and its purpose was fishing. The parties stipulated that the Coast Guard discovered 28 bales of suspected cocaine from Caballero’s vessel, which was later confirmed to be 708 kilograms of pure cocaine. At the conclusion of the trial, the jury convicted Caballero on both drug charges. B. The Presentence Investigation Report Using the 2021 Sentencing Guidelines, the probation officer prepared a presentence investigation report (“PSI”) for Caballero. The PSI stated that the Coast Guard officers, who searched the vessel, discovered 28 bales of suspected cocaine, which was later confirmed to be 708 kilograms of cocaine and 105.63 grams of cocaine base. The PSI calculated a total offense level of 40, which included: (1) a base offense level of 38 based on the drug amount under U.S.S.G. §§ 2D1.1(a)(5) and (c)(1); and (2) a two-level USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 5 of 23

23-12484 Opinion of the Court 5

increase under U.S.S.G. § 2D1.1(b)(3)(C) 3 because Caballero “acted as a pilot, copilot, captain, navigator, flight officer, or any other operation officer” aboard the vessel. The PSI noted that at the time of its preparation, Caballero had not demonstrated acceptance of responsibility for the offense, and thus it did not apply any reduction. Caballero’s criminal history category was I under the advisory guidelines. However, the PSI noted that in 2018 in Spain, Caballero was convicted for smuggling cocaine at sea. Specifically, Caballero was found responsible for smuggling 1,982.5 kilograms of cocaine, or $76 million worth, aboard a vessel and was sentenced to six years and one day in prison for this crime. Based on a criminal history category of I and a total offense level of 40, Caballero’s advisory guidelines range was 292 to 365 months of imprisonment. The statutory maximum for his convictions was life in prison. 21 U.S.C. § 960(b)(1)(B)(ii). Caballero objected to the PSI’s application of the two-level increase under U.S.S.G. § 2D1.1(b)(3)(C), arguing that he was not the captain of the vessel. Caballero also contended that he was entitled to “safety-valve” relief under U.S.S.G. §§ 2D1.1(b)(18), 5C1.2(a) and 18 U.S.C. § 3553(f) because he met the requirements of those provisions and was scheduled to provide a truthful proffer interview prior to his sentencing.

3 The PSI references U.S.S.G. § 2D1.1(b)(3)(B), but the two-level captain

increase it applied is actually located at § 2D1.1(b)(3)(C). USCA11 Case: 23-12484 Document: 51-1 Date Filed: 04/16/2026 Page: 6 of 23

6 Opinion of the Court 23-12484

In response, the amended PSI noted that if the court were to apply the safety-valve provisions, a two-level decrease would apply to Caballero’s offense level.

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United States v. Hector Caballero, Counsel Stack Legal Research, https://law.counselstack.com/opinion/united-states-v-hector-caballero-ca11-2026.