United States v. Randy Oliver

Court of Appeals for the Sixth Circuit·Decided May 5, 2026·No. 25-5842·Unpublished

Opinion

NOT RECOMMENDED FOR PUBLICATION File Name: 26a0203n.06

No. 25-5842

FILED

UNITED STATES COURT OF APPEALS May 05, 2026 FOR THE SIXTH CIRCUIT KELLY L. STEPHENS, Clerk

)

UNITED STATES OF AMERICA, )

Plaintiff-Appellee, ) ON APPEAL FROM THE ) UNITED STATES DISTRICT v. ) COURT FOR THE WESTERN ) DISTRICT OF TENNESSEE RANDY OLIVER, )

Defendant-Appellant. ) OPINION )

Before: MOORE, WHITE, and THAPAR, Circuit Judges.

HELENE N. WHITE, Circuit Judge. Defendant-Appellant Randy Oliver challenges the substantive reasonableness of his 151-month sentence imposed after he pleaded guilty to one count of possession with intent to distribute cocaine and one count of possession with intent to distribute fentanyl, both in violation of 21 U.S.C. § 841(a)(1). We AFFIRM.

I.

On May 30, 2023, a confidential informant identified Randy Oliver1 as a distributor of cocaine, methamphetamine, and fentanyl in the Oakhaven neighborhood of Memphis, Tennessee. Between late May and July 2023, the confidential informant and an undercover ATF agent arranged four buys of controlled substances from Oliver; three involved cocaine, and one involved both cocaine and fentanyl. During these transactions, Oliver discussed future drug sales and expressed an interest in purchasing an assault rifle or a Glock firearm. Oliver was arrested at the

1 In his change of plea hearing, Oliver advised the district court that his last name is actually “Newberry.” However, because Oliver’s appeal brief continues to refer to him as “Oliver,” we do the same.

final controlled buy on July 20, 2023. That same day, a search of his residence executed pursuant to a search warrant recovered drug paraphernalia, including a digital scale and a razor blade with a white powdery substance. In total, the four transactions involved 130.72 grams of cocaine and 21.62 grams of fentanyl.2 Oliver was charged with one count of possession with intent to distribute cocaine and one count of possession with intent to distribute fentanyl, both in violation of 21 U.S.C. § 841(a)(1). He pleaded guilty to both counts. In the presentence report (“PSR”), the probation officer determined that Oliver was a career offender because he was being sentenced for controlled substances offenses and he had at least two prior felony convictions for either a crime of violence or a controlled substance offense.3 As a result, Oliver’s base offense level was enhanced from 22 to 32. After subtracting three levels for acceptance of responsibility, Oliver’s total offense level was 29. Although Oliver’s criminal-history score of nine established a criminal-history category of IV, his career-offender status placed him in criminal-history category VI. With Oliver’s total offense level of 29 and level VI criminal-history category, the sentencing Guidelines provided a range of 151 to 188 months’ imprisonment.

In a position paper submitted before sentencing, Oliver objected to the application of the career-offender enhancement, arguing that the resulting advisory Guidelines range “serious[ly] overstate[d]” his criminal history. R. 70, PID 186. Although he acknowledged his multiple prior convictions, Oliver asserted that they “reveal that [he] has been nothing more than a low[-]level dealer and mostly drug user.” Id. at 188. Highlighting that his Guidelines range would be between

2 Although Oliver objected to the drug amounts set forth in the PSR at sentencing, he does not raise this issue on appeal. 3 The qualifying prior felony convictions identified in the PSR are an aggravated assault, arising from Oliver’s shooting a person after a verbal altercation in 2009, and several counts of possession with intent to distribute and distribution of heroin in 2010.

30 and 37 months without the career-offender enhancement, Oliver requested a downward departure and/or variance.

At sentencing, Oliver maintained his objection to the career-offender enhancement and requested a downward departure or variance. He urged the district court to consider the age of his prior convictions, as well as the small amounts of controlled substances involved, and argued that “applying the career offender provision or enhancement would . . . create a disparity.” R. 87 at PID 294–96. In response, the court noted that the government had made the opposite argument—that because many of Oliver’s prior charges had been reduced from felonies to lesser felonies or misdemeanors and none of his convictions prior to 2009 resulted in points, his criminal history was actually underrepresented—but agreed with Oliver that it would be “folly” to “try to speculate” why these past charges were reduced. Id. at 302–04. In his statement to the court, Oliver apologized, explained that many of his prior offenses were motivated by a need to fund his “real[ly] bad pill habit,” and denied being a “hardcore criminal.” Id. at 306–07.

The district court then conducted a detailed analysis of the sentencing factors under 18 U.S.C. § 3553(a). After first concluding that the nature and circumstances of the offenses were “pretty serious,” the court turned to Oliver’s history and characteristics, starting with his criminal history. Id. at 308–09. The court began by discussing offenses Oliver committed when he was eighteen-years old. Oliver was 44 at the time of sentencing. The court acknowledged that it “normally” would not consider convictions this old but explained that “the record indicates [that Oliver] has been in trouble one way or another for” nearly 25 years. R. 87 at 309–10. The court reviewed the rest of Oliver’s criminal history, which included prior convictions for criminal conduct involving violence, firearms, controlled substances, repeatedly driving without a license, and failures to appear. Throughout, the court noted where charges had been reduced or parole

granted and highlighted the repeated revocation of Oliver’s probation, parole, and supervision. The court emphasized the importance of a defendant’s prior behavior when released into the community to the court’s sentencing considerations. Although it recognized that some of Oliver’s prior offenses were “not the most serious,” it found that “many of them are violent offenses.” Id. at 314. The court concluded that Oliver’s criminal history was “terrible.” Id.

Ultimately, after considering Oliver’s childhood and family circumstances, his struggles with substance abuse, his education and work history, and the need for respect for the law and deterrence, the district court determined it would be “inappropriate” to “vary from the [G]uidelines” or grant a departure. Id. at 319. It sentenced Oliver to two concurrent 151-month terms of imprisonment—the bottom of the Guidelines range. Id.

II.

Oliver’s sole argument is that his within-Guidelines sentence is substantively unreasonable because the district court gave too much weight to his criminal history under § 3553(a).4 “A claim that a sentence is substantively unreasonable is a claim that a sentence is too long (if a defendant appeals) or too short (if the government appeals).” United States v. Rayyan, 885 F.3d 436, 442 (6th Cir. 2018). We have found sentences to be substantively unreasonable “when the district court selects a sentence arbitrarily, bases the sentence on impermissible factors, fails to consider relevant sentencing factors, or gives an unreasonable amount of weight to any pertinent factor.” United States v. Conatser, 514 F.3d 508, 520 (6th Cir. 2008). “Sentences within a defendant’s Guidelines range are presumptively substantively reasonable.” United States v. Pirosko, 787 F.3d 358, 374 (6th Cir. 2015). We review challenges to the substantive reasonableness of a sentence for

4 In the district court, Oliver asserted that the court should also consider a downward departure from the applicable criminal-history under U.S.S.G. § 4A1.3(b)(3)(A) based on the overstatement of his criminal history. Oliver’s argument on appeal, however, is based only on the district court’s weighing of the § 3553(a) factors.

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