Court Opinion

ID: 9917241
Source: CourtListenerOpinion
Date Created: 2024-01-11 19:00:34.463366+00
Date Added: 2024-06-11T08:01:59.122322
License: Public Domain

NOT RECOMMENDED FOR PUBLICATION
                                File Name: 24a0015n.06

                                        Case No. 22-3061

                          UNITED STATES COURT OF APPEALS                              FILED
                               FOR THE SIXTH CIRCUIT                                Jan 11, 2024
                                                                             KELLY L. STEPHENS, Clerk
                                                          )
UNITED STATES OF AMERICA,
                                                          )
       Plaintiff-Appellee,                                )    ON APPEAL FROM THE
                                                          )    UNITED STATES DISTRICT
        v.                                                )    COURT FOR THE SOUTHERN
                                                          )    DISTRICT OF OHIO
DONTE HOLDBROOK,                                          )
       Defendant-Appellant.                               )                      OPINION
                                                          )
                                                          )

Before: BOGGS, GILMAN, and NALBANDIAN, Circuit Judges.

       NALBANDIAN, Circuit Judge.                Donte Holdbrook pleaded guilty to conspiracy to

possess fentanyl and heroin with intent to distribute. Under the parties’ plea agreement, the

government dismissed two other charges. In exchange, Holdbrook entered a guilty plea and waived

his right to challenge his sentence on appeal.

        But despite the appellate waiver, Holdbrook now asks us to vacate his sentence, claiming

that it is substantively unreasonable and that a Sentencing Guidelines firearm enhancement was

improper. Because we conclude that his appellate waiver was knowing and voluntary, we

DISMISS his appeal.

                                                   I.

                                                   A.

       From February 2017 to February 2018, Donte Holdbrook was the fentanyl and heroin

kingpin of Middletown, Ohio. Holdbrook recruited members and directed a sophisticated drug

operation with multiple stash houses and more than 30 sub-distributors in and around Middletown.
No. 22-3061, United States v. Holdbrook

Holdbrook worked directly with the Sinaloa Cartel and imported kilograms of fentanyl and heroin

from Mexico through California and Arizona. Six times, Holdbrook sent “drug mule” vehicles to

pick up drugs and transport them back to Ohio. R. 120, Plea agreement at 6–7, PageID 340–41.

Holdbrook’s outfit laundered over $1.3 million in drug proceeds by smuggling cash in bulk back

to Mexico.

       Holdbrook was no passive ringleader, but an active participant in the drug operation.

Holdbrook personally distributed fentanyl at least twice and, at the time of his arrest, possessed

with intent to distribute 366 grams of a mixture containing fentanyl. Holdbrook even traveled to

Mexico with a “tester” to sample and select drugs.

       In August 2017, law enforcement intercepted a drug-mule trip from Arizona organized by

Holdbrook, seizing 174.27 ounces of heroin, fentanyl, and ketamine that were valued at $418,248.

A later search of a Middletown stash house belonging to Holdbrook’s co-conspirator Frank Frazier,

Jr. uncovered 0.8 ounces of a heroin-ketamine mixture, $8,124 in cash, and three firearms.

Holdbrook was arrested on December 2, 2017, with law enforcement uncovering 12.91 ounces of

fentanyl (worth more than $30,000) in his car, as well as $1,220 in cash.

       Following his arrest, Holdbrook was charged with one count of possession with intent to

distribute a controlled substance.

       A superseding indictment charged Holdbrook with three offenses: (1) conspiracy to possess

with intent to distribute fentanyl and heroin; (2) possessing fentanyl with intent to distribute; and

(3) conspiracy to launder money.

                                                 B.

       In September 2018, Holdbrook pleaded guilty only to the drug-conspiracy charge.

Holdbrook also accepted a statement of facts detailing his drug trafficking, money laundering, and

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No. 22-3061, United States v. Holdbrook

role in arranging bulk cash pick-ups. In exchange, the government dropped the other two counts

and agreed not to seek additional charges against Holdbrook for non-violent crimes based solely

on conduct described in the superseding indictment.

       The plea agreement also included an appellate waiver:

       In exchange for the concessions made by the USAO in this plea agreement, the
       Defendant waives the right to appeal the conviction and sentence imposed, except
       if the sentence imposed exceeds the statutory maximum. Defendant also waives the
       right to attack his conviction or sentence collaterally, such as by way of a motion
       brought under “28 U.S.C. § 2255”. However, this waiver shall not be construed to
       bar a claim by the Defendant of ineffective assistance of counsel or prosecutorial
       misconduct.
R. 120, Plea agreement at 4, PageID #338.

       Both Holdbrook and his attorney signed the agreement. Holdbrook’s signature

acknowledged that he reviewed the agreement with his attorney, understood it, and voluntarily

accepted it. And the attorney’s signature attested that he had reviewed the agreement with

Holdbrook, that Holdbrook confirmed he understood and accepted the agreement, and that

Holdbrook’s “decision to enter into this agreement is an informed and voluntary one.” R. 120, Plea

agreement at 5, PageID #339.

       The district court held a change-of-plea hearing in October 2018. Under oath, Holdbrook

confirmed that he had read the charges against him and discussed the conspiracy offense

thoroughly with his attorney. Holdbrook also correctly identified the minimum and maximum

possible penalty. Holdbrook stated that he was not under the influence of any drugs or alcohol, and

that he understood that he was pleading guilty. And Holdbrook’s attorney also confirmed that he

had no doubt about Holdbrook’s competency to enter a plea. The district court explained what

rights Holdbrook would give up by pleading guilty, and the prosecutor reviewed the written plea

                                                3
No. 22-3061, United States v. Holdbrook

agreement. The district court specifically asked Holdbrook about the appellate waiver, and

Holdbrook confirmed that he understood that he could not appeal the court’s sentencing decision.

       At the end of the hearing, Holdbrook pleaded guilty to the drug conspiracy charge of the

superseding indictment. The district court accepted the guilty plea, finding that Holdbrook was

competent and that his plea was knowing and voluntary.

                                                III.

       Before sentencing, Holdbrook hired a psychologist, Jennifer O’Donnell, for a forensic

evaluation. O’Donnell submitted a report based on two hour-long interviews, as well as

Holdbrook’s performance on several tests.

       The report concluded that Holdbrook, although never diagnosed with an intellectual

disability, was mentally “slow” and “easily distracted” as a child. R.159, O’Donnell Report at 2,

PageID 476 (sealed). Holdbrook’s school records revealed that he struggled in school, receiving a

“developmentally handicapped” designation in pre-kindergarten, repeating kindergarten, and

needing an individualized-education plan to graduate high school. Holdbrook did poorly on the

ACT and dropped out of junior college. Holdbrook also scored poorly on an intelligence test

administered by O’Donnell. In O’Donnell’s judgment, Holdbrook showed “a lack of awareness of

what he was apparently involved in” and “seemed genuinely perplexed by the notion that there

were negative consequences to the drug trade.” Id. at 4, PageID 478. The report concluded that

Holdbrook had a mild intellectual disability. Ultimately, the report recommended that “Holdbrook

be enrolled in cognitive behavioral therapy while in prison.” Id. at 8, PageID 482. It also suggested

that skill training would benefit Holdbrook and “prepare him for a more successful re-entry into

the community when he is released.” Id.

                                                 4
No. 22-3061, United States v. Holdbrook

       Pointing to O’Donnell’s report, Holdbrook’s sentencing memorandum requested a

downward departure for diminished capacity under U.S.S.G. § 5K2.13. Although the memo

conceded Holdbrook’s “involvement in a serious conspiracy that created a strong risk of drug

dependance and harm to the public,” it also recommended that the sentencing judge consider

Holdbrook’s “intellectual disability” as a mitigating factor. R.237, Holdbrook Sent. Memo at 7,

PageID 909.

       At sentencing, the district court heard testimony from O’Donnell. Consistent with her

report, O’Donnell testified that Holdbrook suffered from a mild intellectual disability as shown by

psychological testing and school and Social Security records. Although she admitted that she “was

not fully aware of” Holdbrook’s offense conduct, O’Donnell claimed she “was quite surprised to

hear that” Holdbrook “was a leader of a multi-national, international drug conspiracy.”1 R. 287,

Sent. Tr. at 33, 44, PageID 1316, 1327. And although she conceded that Holdbrook “understood

that drug dealing was wrong,” O’Donnell suggested that Holdbrook met the criteria for a

diminished-capacity departure because he had a propensity to follow instructions and “likely was

unaware of the long-range consequences of his actions.” Id. at 39, 41, PageID 1322, 1324.

       After hearing O’Donnell’s testimony, the district court rejected Holdbrook’s request for a

downward departure. The court concluded that “Holdbrook’s disability does not meet the level of

a departure under the law and facts.” Id. at 54, PageID 1337. The court emphasized that although

“Holdbrook may not have foreseen all possible repercussions of his conduct, he did understand

what he was doing and the wrongfulness of his actions.” Id. The court recognized that, by

1
 O’Donnell admitted she “did not incorporate” any facts about Holdbrook’s offense conduct (such
as law enforcement surveillance or witness testimony) “into [her] assessment.” R. 287, Sent. Tr. at
45, 50, PageID 1328.
                                                5
No. 22-3061, United States v. Holdbrook

Holdbrook’s own admission, he ran the drug-trafficking operation—regardless of his intellectual

limitations.

       But the district court took O’Donnell’s “recommendation into account as a basis for a

downward variance.” Id. at 55, PageID 1338. Ultimately, the district court varied downward from

a Guidelines range of life imprisonment to 300 months in prison, based in part on O’Donnell’s

testimony. Holdbrook did not object to this sentence at the hearing.

                                                 IV.

       Holdbrook timely appealed. On appeal, Holdbrook claims (1) that a firearm enhancement

to his Guidelines range was improper and (2) that his sentence was substantively unreasonable.

But Holdbrook gave up his right to present either issue on appeal because his appellate waiver was

knowing and voluntary. And because Holdbrook argues that the waiver was not knowing and

voluntary for the first time on appeal, we review under the plain-error standard. See United States

v. Detloff, 794 F.3d 588, 592 (6th Cir. 2015).

       Criminal defendants can waive any right through a plea agreement, including the right to

challenge their sentence on appeal. United States v. Calderon, 388 F.3d 197, 199 (6th Cir. 2004).

Before accepting a plea with an appellate waiver, the district court “must inform the defendant of,

and determine that the defendant understands” the appellate waiver. Fed. R. Crim. P. 11(b)(1).

When the district court complies with this rule, we will enforce an appellate waiver unless “it was

not knowing and voluntary” or “the product of ineffective assistance of counsel.” United States v.

Atkinson, 354 F. App’x 250, 252 (6th Cir. 2009). We determine whether the waiver was knowing

and voluntary by looking at the written plea agreement and the plea colloquy. United States v. Pitts,

997 F.3d 688, 701 (6th Cir. 2021) (quoting United States v. Carter, 814 F. App’x 1000, 1006 (6th

Cir. 2020)).

                                                 6
No. 22-3061, United States v. Holdbrook

       Holdbrook concedes that the district court “appears to have complied” with Fed. R. Crim.

P. 11. Appellant Br. at 19. And Holdbrook does not claim that his counsel was ineffective. Instead,

Holdbrook argues that we should disregard his appellate waiver because “it was not made

knowingly and voluntarily and further its enforcement would result in a miscarriage of justice.”

Id. Holdbrook claims that his mild intellectual disability (as diagnosed by O’Donnell) means that

he “could not have understood the consequences of waiving his appellate rights as evidenced by

his filing of an appeal where his plea agreement contains a very broad appellate waiver.” Id. at 20.2

       We find Holdbrook’s argument unpersuasive considering the written plea agreement and

the plea colloquy. The written plea agreement (signed by both Holdbrook and his attorney)

stipulated that Holdbrook was waiving his appellate rights. And, at the plea colloquy, the district

court explained what rights Holdbrook was relinquishing, including the appellate waiver. The

district court simplified the waiver’s terms, telling Holdbrook that “if I sentence you to X years,

you can’t appeal my decision.” R.286, Plea Hearing Tr. at 19, PageID 1274. And Holdbrook

confirmed he understood. Given the district court’s first-hand observation of Holdbrook, the court

did not err (much less plainly err) in finding that Holdbrook knowingly and voluntarily

relinquished his right to challenge his sentence on appeal.

       O’Donnell’s report and testimony do not alter this conclusion. If we credit O’Donnell’s

report and testimony, Holdbrook has a mild intellectual disability. But O’Donnell never suggested

that this disability rendered Holdbrook unable to understand the terms of his plea agreement. And

O’Donnell acknowledged that Holdbrook understood the wrongfulness of his actions. The report

also indicates that Holdbrook was able to graduate from high school. And the report found that

2
 Holdbrook does not ask to set aside his entire plea agreement nor does he challenge the validity
of his guilty plea. See Appellant Br. at 20 (“Mr. Holdbrook only challenges the enforceability of
his appeal waiver . . . .”).
                                                 7
No. 22-3061, United States v. Holdbrook

Holdbrook “has an adequate understanding of the language and basic processes of the court.”

R.159, O’Donnell Report at 5, PageID 479 (sealed). Given these acknowledgements of

Holdbrook’s mental capacity, O’Donnell’s report is consistent with the district court’s conclusion

that Holdbrook knowingly and voluntarily waived his appellate rights.

       Neither of Holdbrook’s claims on appeals falls within the exceptions listed by the appellate

waiver: ineffective assistance of counsel, prosecutorial misconduct, or a sentence exceeding the

statutory maximum. So, having concluded that Holdbrook’s appellate waiver was valid, we dismiss

both challenges to his sentence.

                                                V.

       Because Holdbrook’s knowing and voluntary appellate waiver controls, his appeal is

DISMISSED.

                                                8