United States v. Reginald Smith, Jr.

Court of Appeals for the Eleventh Circuit·Decided August 28, 2026·No. 23-10003·Published

Opinion

USCA11 Case: 23-10003 Document: 68-1 Date Filed: 08/28/2026 Page: 1 of 23

FOR PUBLICATION

In the

United States Court of Appeals For the Eleventh Circuit

No. 23-10003

UNITED STATES OF AMERICA, Plaintiff-Appellee,

versus

REGINALD HERMAN SMITH, JR., Defendant-Appellant.

Appeal from the United States District Court for the Middle District of Florida D.C. Docket No. 5:20-cr-00007-JA-PRL-1

Before NEWSOM and LUCK, Circuit Judges, and LEIBOWITZ,∗ District Judge. NEWSOM, Circuit Judge:

∗ Honorable David S. Leibowitz, United States District Judge for the Southern

District of Florida, sitting by designation.

2 Opinion of the Court 23-10003

Having previously been convicted of multiple cocaine-related felonies in state court, Reginald Smith was then caught with a shotgun and ammunition. He was charged with and convicted of violating 18 U.S.C. § 922(g)(1), the federal felon-in-possession statute, and, based on his prior state felony convictions, sentenced under the Armed Career Criminal Act (ACCA), 18 U.S.C. § 924(e)(1), to a mandatory minimum 15-year prison term.

On appeal, Smith challenges both his conviction and sentence . As to the former, he asserts that § 922(g)(1) violates both the Second Amendment and the Commerce Clause. As to the latter, he argues that the district court committed reversible error (1) by classifying his state crimes as “serious drug offense[s]” and thereby triggering ACCA’s application, (2) by engaging in judicial fact-finding in violation of Erlinger v. United States, 602 U.S. 821 (2024), and (3) by mistakenly applying the Sentencing Guidelines. After careful review, we reject each of Smith’s contentions and affirm his conviction and sentence.

I

A

The facts here are straightforward. In December 2019, Florida law enforcement officers were investigating illegal hunting when they heard gunshots. They spotted Smith, who was holding a loaded shotgun. The officers arrested and searched him, at which point they discovered a hunting knife, rifle rounds, and nine pills of MDMA, a Schedule I drug. An agent with the Bureau of Alcohol, Tobacco, Firearms and Explosives subsequently determined that

23-10003 Opinion of the Court 3

Smith’s shotgun was made in the United States but outside Florida, which meant that it had traveled in interstate commerce.

B

The procedural history is anything but straightforward. It’s important, though, especially to the sentencing issues in the case, so readers are advised to pay attention.

A grand jury indicted Smith on two counts: (1) possession of a firearm as a felon, in violation of 18 U.S.C. §§ 922(g)(1) and 924(e); and (2) possession of MDMA, in violation of 21 U.S.C. § 844(a). Smith pleaded guilty to both counts. At a hearing prior to Smith’s guilty plea, the magistrate judge advised him that he would face a 15-year mandatory minimum sentence if the court determined that he had at least three previous convictions for (as relevant here) “serious drug offense[s]” and thus qualified as an armed career criminal within the ambit of 18 U.S.C. § 924(e)(1).

Smith had three prior state felony convictions that were potential ACCA predicates. He was twice convicted of selling cocaine : The first conviction resulted from a sale of two rocks of crack cocaine to an undercover officer on July 14, 1993, and the second resulted from a sale of $20 worth of crack to an undercover officer on July 20, 1993. Nearly a decade later, in 2001, Smith was convicted of trafficking cocaine.

Smith’s initial presentence-investigation report (PSI) didn’t apply an ACCA enhancement. Under then-existing law, it wasn’t clear whether his third, cocaine-trafficking offense qualified as a “serious drug offense” within the meaning of ACCA. At the time,

4 Opinion of the Court 23-10003

this Court was considering in United States v. Conage (Conage I), 976 F.3d 1244 (11th Cir. 2020), whether one species of Florida trafficking —namely, trafficking by purchase—necessarily involved possession with intent to distribute. Id. at 1254. If it didn’t, then Florida’s cocaine-trafficking statute would sweep in some conduct that didn’t qualify as a “serious drug offense” under ACCA, meaning that a conviction under Florida’s law wouldn’t qualify as an ACCA predicate offense. See id. at 1247. Accordingly, to calculate Smith’s base offense level, rather than use U.S.S.G. § 4B1.4—the Guidelines provision applicable to ACCA violations—the initial PSI employed U.S.S.G. § 2K2.1—the provision applicable to garden-variety violations of § 922(g). Shortly after receiving the PSI, Smith filed an unopposed motion to continue sentencing for six months, which the district court granted.

At the conclusion of those six months, the probation office issued a revised PSI. We hadn’t definitively resolved Conage at that point, but we had certified a question to the Florida Supreme Court, asking it to explain the meaning of key terms in the Florida trafficking statute. The PSI again omitted the ACCA enhancement and set a Guidelines range of 30 to 37 months. The government objected, arguing that Smith’s three state cocaine-related convictions —the two for sale and the one for trafficking—triggered the ACCA enhancement. The district court concluded that it couldn’t decide whether Smith’s trafficking conviction was an ACCA predicate until the Florida Supreme Court answered the certified question in Conage, so it stayed sentencing once again.

23-10003 Opinion of the Court 5

In the meantime, Smith filed a notice of supplemental authority based on our decision in United States v. Jackson (Jackson I), 36 F.4th 1294 (11th Cir.), superseded by 55 F.4th 846 (2022) (Jackson II), aff’d sub nom. Brown v. United States, 602 U.S. 101 (2024). In Jackson I, we had held that a defendant’s Florida convictions for sale of cocaine and possession with intent to sell cocaine were not ACCA predicates because the state law’s definition of “cocaine” as it existed at the time he committed his drug crimes swept more broadly—by including ioflupane, a cocaine derivative—than did the federal definition as it existed at the time he committed his gun crime—which had been revised to exclude ioflupane. 36 F.4th at 1304. Smith asserted that, based on Jackson I’s logic, none of his cocaine offenses were ACCA predicates.

Before Smith’s sentencing, our law developed in two additional —and important—ways. First, based on the Florida Supreme Court’s answer to the certified question in Conage, see Conage v. United States (Conage II), 346 So. 3d 594, 596 (Fla. 2022), we held that Florida cocaine trafficking is an ACCA predicate offense, see United States v. Conage (Conage III), 50 F.4th 81 (11th Cir. 2022). Second, the Jackson I panel sua sponte vacated its opinion and issued a new one holding that, when determining whether a drug offense is an ACCA predicate, a court should ask whether there was a match between the state and federal definitions of the drug that were in effect when the defendant was convicted of his drug crime, not those that applied when he possessed the firearm underlying his ensuing § 922(g) offense. See Jackson II, 55 F.4th at 854. The revised Jackson opinion posed a problem for Smith, because when he was

6 Opinion of the Court 23-10003

convicted of his cocaine offenses, both Florida and the federal government included ioflupane in their definitions of cocaine. See Fla. Stat. § 893.03(2)(a)4 (1993); id. § 893.03(2)(a)4 (2001); 21 U.S.C. § 812(Schedule II)(a)(4) (1993); id. § 812(Schedule II)(a)(4) (2001).

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