United States v. Jamilie Ledesma ( 2023 )

NOT RECOMMENDED FOR PUBLICATION
File Name: 23a0490n.06
Case No. 22-2111
UNITED STATES COURT OF APPEALS
FOR THE SIXTH CIRCUIT
FILED
Dec 01, 2023
)
UNITED STATES OF AMERICA, KELLY L. STEPHENS, Clerk
)
Plaintiff-Appellee, )
) ON APPEAL FROM THE UNITED
v. ) STATES DISTRICT COURT FOR
) THE EASTERN DISTRICT OF
JAMILIE LEDESMA, ) MICHIGAN
Defendant-Appellant. )
) OPINION
Before: WHITE, THAPAR, and BLOOMEKATZ, Circuit Judges.
THAPAR, Circuit Judge. Jamilie Ledesma waived the right to appeal his sentence. Yet
he now challenges the substantive reasonableness of that sentence. Because Ledesma’s waiver
was knowing and voluntary, we dismiss his appeal.
I.
After serving part of a ten-year sentence for conspiring to distribute cocaine, Jamilie
Ledesma walked out of prison on supervised release. But he didn’t stay out for long. While on
supervised release, Ledesma affiliated with two drug-trafficking organizations. He helped his
brother manage one and supplied drugs to the other.
After confidential informants tipped off federal agents, a grand jury charged Ledesma with
three drug and firearm offenses. Rather than proceed to trial, Ledesma entered a plea agreement.
Case No. 22-2111, United States v. Ledesma
As part of the agreement, Ledesma waived the right to appeal his conviction “on any
grounds.” R. 438, Pg. ID 2456. He also waived the right to appeal his sentence, as long as it didn’t
“exceed the top of the guideline range as determined by the [district court].” Id. Ledesma signed
the plea agreement, attesting that he’d read the agreement, discussed it with his lawyer, and
understood its terms.
At the plea hearing, the district court determined that Ledesma’s plea was knowing and
voluntary. See Fed. R. Crim. P. 11(b)(1)–(2). The judge asked Ledesma whether he’d read the
plea agreement and discussed it with his lawyer. Ledesma answered “yes.” R. 518, Pg. ID 3618–
19. After informing Ledesma of the trial rights he’d forgo and other consequences of pleading
guilty, the judge asked the prosecutor to summarize the terms of the plea agreement. When the
prosecutor reached the appeal-waiver provision, she said, “the Defendant waives any right he may
have to appeal his conviction, and if the sentence is in line with this agreement then he has waived
his right to appeal his sentence.” Id. at 3630. Ledesma then confirmed that the prosecutor
accurately described the plea agreement. Ledesma also acknowledged that he understood the
discussion that took place in the courtroom and had no further questions.
Assured that Ledesma’s plea was knowing and voluntary, the district court accepted
Ledesma’s guilty plea and the plea agreement. At sentencing, the court calculated Ledesma’s
Guidelines range at 140 to 175 months’ imprisonment. And as contemplated by the appeal waiver,
the court imposed a within-Guidelines sentence of 155 months in prison and four years of
supervised release.
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II.
Despite his appeal waiver, Ledesma now appeals. He claims his within-Guidelines
sentence is substantively unreasonable. And although Ledesma acknowledges his plea agreement
contains an appeal waiver, he says it isn’t enforceable. We disagree.
A.
Criminal defendants may waive “any right” in a valid plea agreement—including the right
to appeal. United States v. Coker, 514 F.3d 562, 573 (6th Cir. 2008). To be valid, a defendant’s
waiver must be knowing and voluntary. United States v. Fleming, 239 F.3d 761, 764 (6th Cir.
2001). Federal Rule of Criminal Procedure 11(b)(1) helps ensure that defendants understand
which rights they’re waiving. Relevant here, the district judge “must inform the defendant of, and
determine that the defendant understands, . . . the terms of any plea-agreement provision waiving
the right to appeal.” Fed. R. Crim. P. 11(b)(1)(N).
For the first time on appeal, Ledesma claims the district judge inadequately explained the
appeal-waiver provision. Specifically, the written agreement prohibits Ledesma from appealing
any within-Guidelines sentence. But at the plea hearing, Ledesma was only informed that he’d
waive the right to appeal any sentence “in line with this agreement.” R. 518, Pg. ID 3630.
Ledesma perceives a discrepancy between these two formulations, and he claims it invalidates the
appeal waiver.
Because Ledesma failed to raise this argument below, we review for plain error. United
States v. Vonn, 535 U.S. 55, 59 (2002). Thus, Ledesma must prove the district judge (1) committed
an error (2) that’s plain or obvious and (3) that affected his substantial rights. See United States v.
Robinson, 455 F.3d 602, 610 (6th Cir. 2006). If he meets his burden, then we “may” address the
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error if it “seriously affects the fairness, integrity, or public reputation of the judicial proceedings.”
Id.Ledesma doesn’t clear this high bar. Even if the district court erred by failing to read
Ledesma’s appeal waiver verbatim—and even assuming any such error was plain or obvious—
Ledesma can’t satisfy the third plain-error prong. In the appeal-waiver context, Rule 11 errors
only affect a defendant’s substantial rights when there’s no alternative way to ensure that the
waiver was knowing and voluntary. See United States v. Murdock, 398 F.3d 491, 497–98 (6th Cir.
2005) (identifying potential “functional substitute[s]” for Rule 11); see also Robinson, 455 F.3d at
610 (applying Murdock’s functional substitutes). But here, the record is clear that Ledesma
knowingly and voluntarily consented.
Such evidence abounds. Ledesma attested in writing that he read his plea agreement and
understood it.1 See United States v. Sharp, 442 F.3d 946, 951 (6th Cir. 2006). Ledesma also
reaffirmed—under oath and in open court—that he discussed the terms of the plea agreement with
his lawyer, that his lawyer answered all his questions about the agreement, and that he had no
further questions. See Robinson, 455 F.3d at 610; Sharp, 442 F.3d at 951–52; United States v.
Swanberg, 370 F.3d 622, 626 (6th Cir. 2004). Moreover, the prosecutor summarized the appeal
waiver during the plea hearing, and Ledesma testified that her summary was accurate. Compare
Sharp, 442 F.3d at 949 (“[T]he prosecutor summarized [the appeal waiver] in open court.”), with
Murdock, 398 F.3d at 497 (“[N]o mention of the waiver of appeal was made in open court.”). After
all this, the district court expressly found that Ledesma understood the rights he’d forgo by
1
This attestation, although evidence that Ledesma’s plea was knowing, would be insufficient on its own. Murdock,
398 F.3d at 498 (holding that “a defendant’s self-assessment of his understanding of a plea agreement” is not a
functional substitute for Rule 11’s requirements).
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pleading guilty. See Swanberg, 370 F.3d at 626. Together, this evidence shows that Ledesma
understood the plea agreement and knowingly waived his appeal rights.
True, the prosecutor’s oral summary of the appeal waiver wasn’t a carbon copy of the
written agreement. But that alone doesn’t move the needle. See United States v. Brenner, 726 F.
App’x 433, 438–39 (6th Cir. 2018). As we held in Brenner, “minor discrepanc[ies],” absent an
indication that the defendant could have misunderstood the agreement, are insufficient to
invalidate an appeal waiver. Id.; see United States v. McGilvery, 403 F.3d 361, 363 (6th Cir. 2005).
The waiver couldn’t have been clearer: “If the defendant’s sentence of imprisonment does not
exceed the top of the guideline range as determined by the Court, the defendant also waives any
right he may have to appeal his sentence on any grounds.” R. 438, Pg. ID 2456; see United States
v. Calderon, 388 F.3d 197, 199–200 (6th Cir. 2004) (considering an agreement’s clear language
when evaluating its validity). And the only condition put on the waiver was satisfied by the court’s
within-Guidelines sentence. See Calderon, 388 F.3d at 199.
Because “there is nothing in the record to suggest that the defendant misunderstood the
scope of his waiver,” any discrepancy between the prosecutor’s explanation and Ledesma’s written
waiver didn’t affect his substantial rights. McGilvery, 403 F.3d at 363 (cleaned up).
B.
In response, Ledesma points to two strands of our caselaw. But both reinforce the validity
of his appeal waiver.
1.
First, Ledesma cites cases in which there was no indication at the plea hearing whether the
defendant understood his appeal waiver. Murdock best exemplifies this line of cases. 398 F.3d at494–99. There, nobody mentioned Murdock’s appeal waiver at the plea hearing. Id. at 494, 497.
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So we held that the district court failed to discharge its Rule 11 duty. Id. at 497. And we concluded
that this error affected Murdock’s substantial rights because there wasn’t a “functional substitute”
for the Rule 11 safeguard. Id. For instance, the district court didn’t confirm that Murdock
reviewed the plea agreement with his attorney, and the prosecutor didn’t explain the waiver
provision at the hearing. Id. at 498.
Contrast that with this case. Here, Ledesma’s waiver was discussed in open court. And
most importantly, one of the “functional substitutes” identified in Murdock occurred at Ledesma’s
hearing. See id. at 497. Namely, Ledesma assured the court that he reviewed the plea agreement
with his lawyer, that his lawyer explained the parts of the agreement that he didn’t understand, and
that he had no more questions. We’ve repeatedly enforced appeal waivers when the district court
was assured that defense counsel adequately explained the waiver. See, e.g., United States v. Mack,
219 F. App’x 456, 461 (6th Cir. 2007); Robinson, 455 F.3d at 610; see also United States v. Wilson,
438 F.3d 672, 674 (6th Cir. 2006) (applying Murdock’s other functional substitute). Ledesma fails
to identify any reason why his lawyer’s explanation of the agreement was inadequate.
2.
Ledesma also relies on a line of cases in which the appeal waiver was discussed in open
court, but where the explanation of it was flat-out wrong. See, e.g., United States v. Detloff, 794
F.3d 588, 591–93 (6th Cir. 2015); United States v. Melvin, 557 F. App’x 390, 393–96 (6th Cir.
2013); Sarlog v. United States, 422 F. App’x 399, 403 (6th Cir. 2011). Detloff is a representative
example. There, Detloff waived the right to appeal any sentence within an agreed-to maximum.
794 F.3d at 591. He also waived any ability to challenge the court’s resolution of two discrete
Guidelines disputes. Id. During the Rule 11 colloquy, the district court accurately informed
Detloff about the former provision. Id. But the court inaccurately said that Detloff could appeal
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the court’s final order on the two Guidelines issues. Id. The error went uncorrected. Id. We
suggested that the court’s misstatement would render Detloff’s waiver invalid on the two
Guidelines issues. Id. at 593. But because Detloff sought to appeal a different issue, and because
Detloff knowingly waived his right to appeal that issue, we dismissed his claim. Id.Detloff is inapplicable. Here, the prosecutor’s oral summary was “wholly consistent” with
Ledesma’s written agreement. Brenner, 726 F. App’x at 438. The agreement prohibited Ledesma
from appealing any within-Guidelines sentence; the prosecutor said Ledesma waived the right to
appeal any sentence “in line with this agreement”; and Ledesma confirmed under oath that the
prosecutor accurately described the waiver. R. 518, Pg. ID 3630; cf. Brenner, 726 F. App’x at
438–39. Ledesma now suggests the prosecutor’s statement was ambiguous. But even if it were,
it wouldn’t make a difference. That’s because an ambiguous description of an appeal waiver,
without more, is a far cry from the Detloff line of cases. In those cases, the defendants were
incorrectly told they could appeal issues that their written agreements forbade. See Detloff, 794
F.3d at 591; Melvin, 557 F. App’x at 391–93, 396; Sarlog, 422 F. App’x at 403. That didn’t happen
here.
But shouldn’t the district judge have at least clarified any ambiguity in the prosecutor’s
statement? As a matter of Rule 11 best practices, perhaps. But as for plain error’s substantial-
rights inquiry, the record as it stands is sufficiently clear: Ledesma understood the terms of his
waiver and voluntarily consented. See supra Part II.A, II.B.1. Ledesma hasn’t argued that his
attorney’s explanation of the appeal waiver was lacking. See Sharp, 442 F.3d at 952. Nor has he
explained how the prosecutor’s overview of the plea agreement muddled his understanding. See
Detloff, 794 F.3d at 593. Without an incorrect and uncorrected statement causing Ledesma to
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misunderstand his appeal waiver, Ledesma is stuck with his otherwise knowing-and-voluntary
decision to sign away his appellate rights. Thus, he fails the third prong of his plain-error burden.
* * *
Because Ledesma’s appeal waiver is valid, he may only appeal on the grounds that his
sentence fell outside the Guidelines. His sentence didn’t, so we dismiss this appeal.
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