United States v. Michael Anthony Sheppard

Court of Appeals for the Eleventh Circuit·Decided March 25, 2025·No. 24-11599·Unpublished

Opinion

[DO NOT PUBLISH]

In the

United States Court of Appeals For the Eleventh Circuit

No. 24-11599

Non-Argument Calendar

UNITED STATES OF AMERICA, Plaintiff-Appellee,

versus MICHAEL ANTHONY SHEPPARD,

Defendant-Appellant.

Appeal from the United States District Court for the Northern District of Florida D.C. Docket No. 1:22-cr-00029-AW-MAL-2

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Before LUCK, KIDD, and TJOFLAT, Circuit Judges. PER CURIAM:

Michael Sheppard appeals his 96-month sentence for two drug-related convictions. He raises three challenges: (1) the District Court violated his Fifth Amendment rights by considering his refusal to provide substantial assistance or qualify for safety-valve relief ; (2) the District Court procedurally erred in calculating the Guidelines sentence and explaining its § 3553(a) variance; and (3) his sentence was substantively unreasonable. We affirm.

I. Background

In 2021, the Drug Enforcement Administration began surveilling Sheppard and other conspirators after receiving information that they were using third party individuals to purchase large quantities of oxycodone pills prescribed by the Gainesville Pain Center. The agents surveilling Sheppard intercepted many communications that involved drug transactions. Agents conducted a search warrant on Sheppard’s property and storage unit in 2022, where they located multiple oxycodone pill bottles, 3,872 grams of cocaine, 150 grams of cocaine base, 6,990 grams of marijuana , and other valuables.

In January 2023, Sheppard was charged with (1) conspiring to possess with intent to distribute 500 grams or more of cocaine in violation of 21 U.S.C. §§ 841(a)(1), 841(b)(1)(B)(ii), and 846; and (2) possessing with the intent to distribute 500 grams or more of a

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mixture containing cocaine, 28 grams or more of a mixture containing cocaine base, oxycodone, and marijuana, in violation of 21 U.S.C. § 841(a)(1), (b)(1)(B)(ii), (b)(1)(B)(iii), (b)(1)(C), and (b)(1)(D). He pleaded guilty to both offenses.

At sentencing, Sheppard requested the mandatory minimum sentence of five years (or sixty months) imprisonment, whereas the Government sought a sentence at the top end of the Sentencing Guidelines range of seventy to eighty-seven months. The District Court sentenced Sheppard to ninety-six months of imprisonment for each offense to run concurrently. It explained that despite some mitigating factors, the large volume of drugs and scope of the operation justified the modest variance above the Guidelines range. Sheppard raised no objections at the hearing, but he now appeals.

II. Discussion

Sheppard advances three challenges to his sentence: (1) the District Court violated his Fifth Amendment rights by considering his refusal to provide substantial assistance or qualify for safety- valve relief; (2) the District Court procedurally erred in calculating the Guidelines sentence and explaining its § 3553(a) variance; and (3) his sentence is substantively unreasonable.

Because Sheppard did not object at sentencing to the alleged Fifth Amendment violation or to any procedural errors, we review those for plain error. See United States v. Steiger, 107 F.4th 1315, 1320 (11th Cir. 2024). Under plain-error review, Sheppard must show (1)

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an error, (2) that is plain, and (3) that affected his substantial rights. See id. If these three conditions are met, he must also show that “the error seriously affected the fairness, integrity, or public reputation of judicial proceedings.” Id. By contrast, because Sheppard advocated for a lower sentence than the one imposed, his challenge to the substantive reasonableness of his sentence is preserved and we review it for abuse of discretion. See Holguin-Hernandez v. United States, 589 U.S. 169, 174–75, 140 S. Ct. 762, 766 (2020).

A. Fifth Amendment Challenge Sheppard first contends that the District Court violated his Fifth Amendment right against self-incrimination by “drawing an adverse inference from his refusal to seek reductions of [his] sentence .”

The Fifth Amendment provides that no person “shall be compelled in any criminal case to be a witness against himself.” U.S. Const. amend. V. It forbids a court from drawing an adverse inference from a defendant’s silence. Griffin v. California, 380 U.S. 609, 615, 85 S. Ct. 1229, 1233 (1965). But a court can consider a defendant ’s failure to cooperate when assessing eligibility for statutory relief. United States v. Malekzadeh, 855 F.2d 1492, 1498 (11th Cir. 1988). One such relief mechanism is the safety valve provision under 18 U.S.C. § 3553(f)(5), under which a defendant must

USCA11 Case: 24-11599 Document: 35-1 Date Filed: 03/25/2025 Page: 5 of 12

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truthfully disclose all the information and evidence he has regarding his offense to qualify for statutory leniency.1 At the outset, we note that we do not understand Sheppard to be challenging § 3553(f)(5) itself. Our Court has not yet addressed in a published opinion whether the safety-valve provision violates the Fifth Amendment. And we need not do so here. 2 Sheppard does not claim that § 3553(f)(5) unconstitutionally conditions leniency on a defendant’s willingness to speak. He argues instead that the District Court impermissibly inferred something from his silence. That is a different argument, and an unpersuasive one.

Sheppard cites the Presentence Investigation Report’s (PSI)

statement that “[t]he defendant would have likely qualified for safety-valve relief would it not have been for his failure to provide full and truthful information to the government.” And he

1 Another is 18 U.S.C. § 3553(e), which allows a court to impose a below-min-

imum sentence “to reflect a defendant’s substantial assistance in the investigation or prosecution of another person who has committed an offense.” 2 Though we express our doubts that the safety-valve provision is unconstitu-

tional. Our sister circuits have rejected that argument, reasoning that § 3553(f)(5) does not penalize silence but merely withholds leniency from those who fail to earn it. See, e.g., United States v. Cruz, 156 F.3d 366, 374 (2d Cir. 1998); United States v. Warren, 338 F.3d 258, 266–67 (3d Cir. 2003); United States v. Washman, 128 F.3d 1305, 1307 (9th Cir. 1997); United States v. Arrington , 73 F.3d 144, 149–50 (7th Cir. 1996). We see no reason to doubt their reasoning . Cf. United States v. Carroll, 6 F.3d 735, 740 (11th Cir. 1993) (explaining that the Guidelines’ acceptance-of-responsibility provision “is not a punishment ; rather, the reduction for acceptance of responsibility is a reward for those defendants who express genuine remorse for their criminal conduct”).

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highlights the Government’s remark at sentencing that “[t]he defendant did not step forward and say here’s everything I know about my aspect of the [criminal] operation.” But Sheppard concedes that the District Court never addressed his silence. His theory is that the Court had an obligation to explicitly disavow the PSI and Government’s reasoning—and that by saying nothing, the Court tacitly punished him for silence. That argument does not follow.

Nothing in the record suggests that the District Court drew any inference at all, let alone an adverse one. At most, the Court recognized that Sheppard failed to meet § 3553’s conditions for a reduced sentence. Said differently, the District Court did not draw an adverse inference against him for his silence; it simply declined to grant leniency to a defendant who failed to qualify for a safety- valve statute under the statutory text. The District Court did not err, much less plainly err.

B. Procedural Reasonableness

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