United States v. LloydUnited States v. Lloyd
We decide that the District Court erred by failing to ensure while accepting Lloyd‘s plea that Lloyd understood “the nature of each charge,” as required by
JUDGMENT AFFIRMED AND APPEAL DISMISSED IN PART.
In August 2015, defendant-appellant Patrick Lloyd pleaded guilty to two charges set forth in a third superseding indictment. These were: (1) conspiracy to possess with intent to distribute controlled substances, in violation of
On appeal, Lloyd raises several arguments for vacating his firearm conviction. Most significantly, he maintains that the District Court failed to satisfy two signal requirements of
Lloyd further challenges his firearm possession conviction on grounds related to the Pinkerton theory of liability relied on by the government. Finally, he asserts that he received ineffective assistance of counsel in the proceedings leading up to his plea.
Because Lloyd‘s written plea agreement contains an appeal waiver, we begin by addressing the Rule 11 arguments, for if he is unable to sustain them, the waiver will bar his substantive arguments. Lloyd raised neither of his Rule 11 arguments in the District Court, so we review the District Court‘s actions for plain error.
Lloyd‘s second Rule 11 argument rests on subsection (b)(3) of the Rule, which mandates that district courts “determine that there is a factual basis for the plea” and that they do so not necessarily at the plea colloquy, but at latest “[b]efore entering judgment on a guilty plea.”
Having concluded that Lloyd‘s challenges to his guilty plea do not succeed, we dismiss the appeal as to Lloyd‘s two substantive arguments regarding his criminal liability for firearms possession under the theory endorsed in Pinkerton. Both are barred
We therefore AFFIRM the District Court‘s judgment of conviction, and DISMISS the appeal in remaining part.
BACKGROUND
On April 23, 2014, a grand jury in the Northern District of New York returned a third superseding indictment (“Indictment“) against defendant-appellant Patrick Lloyd and five codefendants.1 The Indictment alleged that, from some time in 2012 through September 2013, Lloyd and his codefendants conspired to distribute controlled substances in St. Lawrence, Franklin, and Clinton Counties, New York.
The Indictment charged Lloyd with two crimes: (1) conspiracy to possess with intent to distribute and to distribute controlled substances, in violation of
The District Court opened the hearing by confirming with defense counsel that Lloyd intended to change his earlier plea of not guilty “and enter a plea of guilty to Counts [1] and [2] of the [Indictment], charging him with conspiracy to possess with the intent to distribute and the distribution of controlled substances and the possession of a firearm in furtherance of a drug trafficking crime, all in violation of federal law, all pursuant to the terms of a plea agreement.” Appellant‘s App. (“AA“) 43. Proceeding under oath, Lloyd answered “yes” to the court‘s questions whether he had had a chance to read the written plea agreement and discuss it with counsel, and whether counsel “[w]as . . . able to explain those things . . . in a way so that [he felt he] underst[oo]d the terms and conditions of that plea agreement.” Id. at 45. The court then informed Lloyd that it would “incorporate the plea agreement into the record of these proceedings since [Lloyd had] read it and [he] underst[oo]d it and [he had] discussed it with counsel.” Id.
The court next addressed the constitutional rights that Lloyd would relinquish by pleading guilty. See generally
Next, the District Court explained the terms of Lloyd‘s appeal and collateral attack waiver: Lloyd‘s waiver provided that he would give up his rights to “challenge the convictions resulting from [the] plea, . . . challenge any sentence of imprisonment of life or less, . . . challenge any fine within that permitted by law, [or] challenge any term of supervised release permitted by law.” AA 52. Lloyd again declared that he understood, and the District Court confirmed with Lloyd that nobody had threatened Lloyd, pressured him to plead guilty, or promised him any benefit not identified in the plea agreement. See generally
The District Court then “turn[ed] to the last area“: determining whether “there are facts that would demonstrate . . . that [Lloyd] committed the two crimes [he was] pleading guilty to.” AA 55–56. On this point, the court and Lloyd engaged in the following exchange:
THE COURT: . . . Now, here is what I always do: When a plea agreement is filed, I sit down and read the facts that are contained in it, so I get a copy of this in advance. Even though you didn‘t execute the final one until you appeared here in court, I have seen a copy, I read those facts and the facts in the plea agreement will support your plea if they‘re true. I know you signed the agreement saying they‘re true, but I like to make doubly certain: Are the facts contained in this plea agreement true?
THE DEFENDANT: Yes.
THE COURT: Then you are admitting them to me?
THE DEFENDANT: Yes. THE COURT: Then as to the two counts in the indictment, the drug count and the gun count, how do you plead, guilty or not guilty?
THE DEFENDANT: Guilty.
Id. at 56. The District Court accepted Lloyd‘s guilty plea, set a sentencing date, and adjourned court.
Thirteen months later, the court sentenced Lloyd principally to 20 years’ imprisonment on Count 1 (the drug count), and 5 years’ imprisonment on Count 2 (the firearm count), the statutory minimum on each count. Because the court was required to impose these terms of incarceration as consecutive sentences, Lloyd‘s 25-year sentence reflected the mandatory minimum term of his imprisonment. Judgment entered on September 8, 2016, and Lloyd, acting pro se, filed a notice of appeal dated the following day. He is counseled on appeal.
DISCUSSION
Lloyd argues that we must vacate his conviction for possessing a firearm in furtherance of a drug trafficking crime.2 He urges several grounds for vacatur: (1) that Pinkerton liability for firearm possession constitutes an impermissible, judicially created “common-law crime[ ],” Appellant‘s Br. 15; (2) that Pinkerton liability is an
An appeal waiver included in a plea agreement does not bar challenges to the process leading to the plea. Challenges that typically survive appeal waivers include those asserting that the district court failed to comply with the important strictures of Rule 11, which governs entry of guilty pleas. See United States v. Adams, 448 F.3d 492, 497 (2d Cir. 2006); cf. United States v. Pattee, 820 F.3d 496, 504 (2d Cir. 2016) (“Rule 11, with its list of elements that the Supreme Court and Congress have determined should be addressed with every defendant, constitutes a required minimum in assuring that a defendant understands the nature of the charges, the penalties he faces, and the rights that he is giving up by entering a plea.“). Thus, if we are not assured that a defendant‘s plea was voluntary and knowing, we will not enforce any waivers provided in the related plea agreement.4 If the district court adequately complied with Rule 11, however, an appeal waiver contained in a plea agreement may be enforceable. If so
I. Rule 11
As courts have long emphasized, “[a] guilty plea is no mere formality, but a ‘grave and solemn act.‘” United States v. Arteca, 411 F.3d 315, 319 (2d Cir. 2005) (quoting United States v. Hyde, 520 U.S. 670, 677 (1997)). Indeed, “[t]he fairness and adequacy of the procedures on acceptance of pleas of guilty are of vital importance in according equal justice to all in the federal courts.”
A district court‘s Rule 11 obligations, then, while seemingly routine, and comprised of exchanges that may appear rote, should not be casually discharged: they are a serious matter. Close and regular adherence to the Rule‘s demands bears heavily on the legitimacy of the plea-bargaining system as a whole, a system that in recent times has come to resolve the prosecutions of the vast majority of federal defendants. See
For this reason, even when on plain error review we have affirmed judgments of conviction presenting Rule 11 issues, we have noted with increasing concern the tendency of some courts within our Circuit to stray from rigorous compliance with the Rule, and even to adopt practices at odds with the Rule‘s explicit directives. See Pattee, 820 F.3d at 503; United States v. Gonzales, 884 F.3d 457, 462 n.1 (2d Cir. 2018) (per curiam). Lloyd‘s appeal presents another such case, and we write this opinion—instead of resolving this matter by unpublished summary order—to underscore for district courts accepting pleas the importance of close adherence to the Rule‘s requirements. The Rule means what it says: before accepting a guilty plea, the District Court must personally inform the defendant about the listed consequences of his guilty plea and ensure that the defendant understands them. District courts would do well to re-assess their practices in this regard, and compare with those of other colleagues in an effort to conduct a meaningful and rigorous interchange with defendants appearing before them. Here, although the district court touched on many of the matters subject to Rule 11 directives in its colloquy with Lloyd, that rigorous compliance did not occur as to a critical element.
As noted above, Lloyd asserts that the District Court failed to comply with
Lloyd did not identify either of these claimed errors in the District Court at any time. Had he (or the government) done so, of course, the District Court could have rectified the error at the time. Absent that timely objection, we review the District Court‘s actions for plain error only, as we mentioned above. See United States v. Torrellas, 455 F.3d 96, 103 (2d Cir. 2006).
To satisfy the plain error standard, Lloyd must demonstrate that “(1) there was error, (2) the error was plain, and (3) the error prejudicially affected his substantial rights“; if such error is demonstrated, we will reverse, still, only when (4) “the error seriously affected the fairness, integrity or public reputation of judicial proceedings.” Id. (internal quotation marks and brackets omitted). In the Rule 11 context, we have interpreted the third prong of the plain-error test to require that a defendant show “a reasonable probability that, but for the error, he would not have entered the plea.” Id. (quoting United States v. Dominguez Benitez, 542 U.S. 74, 83 (2004)). This is a heavy burden to bear, and its weight tends to reduce the ultimate effect of failures to comply with the Rule‘s demands. But these failures are significant, and we highlight their importance here, even while concluding that, in this instance, the District Court‘s error does not provide a basis for permitting Lloyd to withdraw his guilty plea.
A. Rule 11(b)(1)(G): Lloyd‘s understanding of the nature of the charged offense
With respect to the District Court‘s
Our decision in United States v. Blackwell, 199 F.3d 623 (2d Cir. 1999) (per curiam), is instructive as to the crucial nature of this exchange. During the change-of-plea hearing in that case, the government “stated the facts that would have proved [defendant]‘s guilt at trial.” Id. at 625. The judge “asked [the defendant] if he was a member of the conspiracy, and if he had participated in the conspiracy,” and the defendant “answered both questions in the affirmative.” Id. The defendant also “stated, in response to the judge‘s queries, that he had read and understood the plea agreement,” and “counsel stated that he had spent several hours with [the defendant] explaining the plea agreement and the charges to” him. Id.
Acknowledging, still, that courts are “not required to follow any particular formula” in satisfying their obligation, we explained that the district court in Blackwell had fallen short of its Rule 11 obligation because it: (1) “never asked [the defendant] whether he understood the nature of the offense to which he was entering a guilty plea“; (2) “did not itself explain the elements of the conspiracy to [the defendant], nor did it read the indictment to him“; and (3) “did not ask the defendant to describe his participation in the offense,” id. (internal quotation marks omitted)—all of which, depending on the facts of the case, might have permitted the district court to conclude with the requisite certainty that the defendant understood the “nature of the offense” of conviction, as required by Rule 11. For these reasons, we decided that the district court did not have “sufficient information to establish that [the defendant] understood the meaning of his plea.” Id.
Reading the elements of a crime to a defendant “is not a difficult task,” Pattee, 820 F.3d at 503, but it is essential. We urge the District Court in the strongest possible
Although we conclude that the court erred, Lloyd‘s application for vacatur does not succeed because he has not shown “a reasonable probability that, but for the error, he would not have entered the plea.” Torrellas, 455 F.3d at 103 (internal quotation marks omitted). He thus has not demonstrated that “the error prejudicially affected his substantial rights.” Id. (internal quotation marks omitted). In light of this disposition, we need not decide whether the District Court‘s error was “plain” within the meaning of plain error review.
One final point: Although it took a different position in its brief, at oral argument on appeal the government repeatedly—and prudently—stopped short of characterizing the plea colloquy as satisfying
B. Rule 11(b)(3): Determining the factual basis for the plea
We next consider Lloyd‘s claim that the District Court did not comply with
To be sure, and as described, the plea colloquy in this case was no paragon, and in recent years, we have expressed our disappointment with practices of the sort used here in this critical colloquy. See United States v. Coffin, 713 F. App‘x 57, 60 & n.2 (2d Cir. 2017) (summary order) (same district judge); United States v. Hollingshed, 651 F. App‘x 68, 71 (2d Cir. 2016) (summary order) (same district judge). Rather than asking Lloyd during the change-of-plea hearing to answer, yes or no, and with no further discussion, whether he admitted the facts contained in the written plea agreement, the better practice by far (as the government agreed at oral argument) would be for the District Court to ask Lloyd to explain in his own words exactly what he did that made him guilty of the crimes charged. Or, the court could even have had the government
On this record, however, we conclude that the District Court did not plainly err in entering judgment on Lloyd‘s guilty plea. Unlike
In sum, we reject Lloyd‘s contention that the District Court committed Rule 11 errors that warrant vacatur of his conviction.
II. Remaining matters: Pinkerton and ineffective assistance of counsel arguments
In addition to his Rule 11 arguments, Lloyd asks us to overrule Pinkerton and urges, in the alternative, that, to support a conviction, Pinkerton liability must be specifically charged in the indictment. He also asserts that his convictions should be vacated because his counsel was constitutionally ineffective with respect to his entry of a guilty plea.
Lloyd‘s Pinkerton arguments are barred by the appeal waiver that he agreed to in his plea agreement. The District Court explained that waiver during the change-of-plea hearing; Lloyd also affirmed under oath that he had read and discussed the plea agreement with counsel. See Sanford v. United States, 841 F.3d 578, 580 (2d Cir. 2016) (per curiam) (“A defendant‘s knowing and voluntary waiver of the right to appeal or collaterally attack his conviction and/or sentence is enforceable.“).11 We therefore dismiss the appeal as to Lloyd‘s Pinkerton arguments. See, e.g., United States v. Arevalo, 628 F.3d 93, 101 (2d Cir. 2010) (dismissing appeal where defendant‘s arguments were barred by appeal waiver).
Lloyd‘s guilty plea would be invalid and his appeal waiver unenforceable if he prevailed on his claim that he received constitutionally ineffective assistance of counsel during his plea proceedings. See Lee v. United States, 137 S. Ct. 1958, 1964–66 (2017); cf. United States v. Monzon, 359 F.3d 110, 118–19 (2d Cir. 2004). Our established practice on direct appeal, however, when addressing ineffective assistance claims with regard to the district court proceedings, is to consider three options: we may “(1) decline to hear the claim, permitting the appellant to raise the issue as part of a subsequent petition for [a] writ of habeas corpus pursuant to
Here, the record is devoid of testimony or other evidence from Lloyd‘s prior counsel or otherwise regarding the representation provided Lloyd in the interactions
CONCLUSION
For the reasons set forth above, the District Court‘s judgment is AFFIRMED, except that as to Lloyd‘s Pinkerton arguments, the appeal is DISMISSED.