United States v. Carillo , 860 F.3d 1293 ( 2017 )


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  •                                                                    FILED
    United States Court of Appeals
    Tenth Circuit
    June 23, 2017
    PUBLISH              Elisabeth A. Shumaker
    Clerk of Court
    UNITED STATES COURT OF APPEALS
    TENTH CIRCUIT
    UNITED STATES OF AMERICA,
    Plaintiff - Appellee,
    v.                                            No. 15-2200
    JORGE CARILLO,
    Defendant - Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF NEW MEXICO
    (D.C. NO. 2:13-CR-03670-RB-6)
    Gordon Devon M. Fooks, Assistant Federal Public Defender, Albuquerque, New
    Mexico, for Defendant-Appellant.
    Marisa A. Ong, Assistant United States Attorney (Damon P. Martinez, United
    States Attorney, Dean Tuckman, Assistant United States Attorney, Albuquerque,
    New Mexico, on the brief), for Plaintiff-Appellee.
    Before HARTZ, MURPHY, and HOLMES, Circuit Judges.
    MURPHY, Circuit Judge.
    I. INTRODUCTION
    Jorge Carillo pleaded guilty to, inter alia, conspiring to distribute at least
    100 grams of heroin, in violation of 
    21 U.S.C. §§ 841
    (a)(1), (b)(1)(B), and 846.
    On appeal, he asserts the district court’s acceptance of his guilty plea is at odds
    with Fed. R. Crim. P. 11(b)(1)(G)-(I) and 11(b)(3). Exercising jurisdiction
    pursuant to 
    28 U.S.C. § 1291
    , this court remands the case to the district court for
    further proceedings.
    II. FACTUAL BACKGROUND
    A grand jury issued an indictment alleging Carillo, inter alia, conspired
    with others to distribute at least 100 grams of heroin. The indictment provided:
    From on or about June 20, 2013, . . . to on or about October
    15, 2013, . . . the defendants, JOVITA BELMONTE-GONZALEZ,
    . . . CELENA MARQUEZ, ANDY NUÑEZ, KATHYE YOUNG,
    JEREMY SPARKS, and JORGE CARILLO, unlawfully, knowingly
    and intentionally . . . conspired . . . with each other and with other
    persons . . . to commit an offense against the United States . . . ,
    distribution of 100 grams and more of . . . heroin, contrary to 
    21 U.S.C. §§ 841
    (a)(1) and (b)(1)(B).
    Overt Acts
    In furtherance of the conspiracy . . . , the following overt acts,
    among others, were committed . . . .
    Overt Act One
    On June 20, 2013, Jorge Carillo facilitated Celena Marquez
    purchasing 50 grams of heroin from Jovita Belmonte-Gonzalez for
    $1400 in Ciudad Juarez, Chihuahua, Mexico, after which Marquez
    transported the heroin into the United States.
    -2-
    Overt Act Two
    On September 19, 2013, through September 21, 2013, Celena
    Marquez . . . arranged to send Kathye Young to Mexico to purchase
    100 grams of heroin from Jovita Belmonte-Gonzalez.
    Overt Act Three
    On September 21, 2013, Celena Marquez and Jeremy Sparks
    facilitated Kathye Young purchasing 100 grams of heroin from Jovita
    Belmonte-Gonzalez in . . . Mexico, and then transporting the heroin
    into the United States.
    Overt Act Four
    On September 26, 2013, Andy Nuñez exchanged text messages
    with Jovita Belmonte-Gonzales in which he arranged for Celena
    Marquez to purchase 100 grams of heroin from Jovita Belmonte-
    Gonzalez in . . . Mexico, the following day.
    Overt Act Five
    On September 27, 2013, Celena Marquez sent Kathye Young
    and another female to . . . Mexico, to purchase 100 grams of heroin
    from Jovita Belmonte-Gonzalez.
    Overt Act Six
    On October 15, 2013, Celena Marquez arranged for Kathye
    Young to purchase 100 grams of heroin from Jovita Belmonte-
    Gonzalez in . . . Mexico.
    Overt Act Seven
    On October 15, 2013, Andy Nuñez drove Kathye Young to the
    international border, where Kathye Young crossed into Mexico and
    purchased 100 grams of heroin from Jovita Belmonte-Gonzalez
    before transporting the heroin into the United States.
    In violation of 
    21 U.S.C. § 846
    .
    -3-
    The individuals charged in the superseding indictment were identified in an
    investigation that resulted in twenty-nine people being charged, in four different
    indictments, with conspiring to import and distribute Mexican heroin within the
    United States.
    At his initial appearance, see Fed. R. Crim. P. 5, Carillo acknowledged he
    received a copy of the indictment and understood the charges against him. He
    was correctly advised he faced a mandatory minimum term of imprisonment of
    five years and a maximum term of imprisonment of forty years on the conspiracy
    charge. He specifically stated he understood the applicable minimum and
    maximum penalties. Thereafter, Carillo and his attorney “discussed pleading
    guilty with and without a plea agreement.” After confirming the government
    would not enter into an agreement enabling Carillo to plead to an offense that did
    not carry a mandatory minimum, Carillo’s lawyer recommended that he plead
    guilty.
    Carillo pleaded guilty to the conspiracy charge without the benefit of a plea
    agreement. At the change-of-plea hearing, the district court reminded Carillo the
    drug count charged him with “conspiring with others to distribute more than a
    hundred grams of heroin.” The district court, however, did not otherwise
    elucidate the nature or specifics of the charge or discuss the elements of
    conspiracy. Nevertheless, Carillo told the district court he understood the charges
    against him. In reciting the penalties Carillo faced, the prosecutor mistakenly
    -4-
    stated Carillo was subject to a maximum term of imprisonment of twenty years.
    The district court did not mention the applicable mandatory minimum term. Cf.
    21 U.S.C. 841(b)(1)(B)(i) (setting out a minimum term of five years’
    imprisonment and a maximum term of forty-years’ imprisonment for the
    conspiracy crime charged in the indictment). After confirming he had enough
    time to consult with his lawyer “about the facts and circumstances of [his] case”
    and was satisfied with his attorney’s advice and representation, the district court
    asked Carillo the following: “How do you plead to Count One which charges you
    with conspiring with others to distribute more than a hundred grams of heroin,
    guilty or not guilty?” Carillo responded that he was guilty.
    The district court asked the prosecutor to set out the factual basis for the
    plea (i.e., what the government would be able to prove should Carillo demand a
    trial). The prosecutor responded as follows:
    Your Honor, we would show beyond a reasonable doubt that
    on or about June 20th, 2013, through October 15th of 2013 in Dona
    Ana County in the District of New Mexico this Defendant conspired
    with his co-defendants, Jovita Belmonte-Gonzalez, Andy Nunez,
    Kathye Young, Jeremy Sparks and Celena Marquez, to distribute
    heroin. Specifically, on June 20th of 2013, he provided money to
    Marquez who traveled to Juarez, Mexico, and purchased
    approximately 50 grams of heroin from Jovita Belmonte-Gonzalez on
    his behalf – on this Defendant’s behalf. He intended to distribute the
    heroin.
    Carillo answered in the affirmative when queried by the district court as to
    whether the prosecutor’s factual recitation was true.
    -5-
    The district court accepted Carillo’s guilty plea, finding he was aware of
    the nature of the charges he was facing and that the guilty plea was supported by
    sufficient facts. Before concluding the hearing, the district court asked counsel if
    there was anything else that needed to be addressed. Counsel responded in the
    negative. That is, Carillo did not object to the penalties that were recited by the
    prosecutor, the factual basis the prosecutor provided, or to the court’s finding that
    sufficient facts supported the guilty plea.
    Prior to sentencing, a United States Probation Officer prepared a
    presentence investigation report (“PSR”). The PSR accurately, and repeatedly,
    set out the applicable five-year mandatory minimum sentence, as well as the
    forty-year maximum sentence, to which Carillo was subject. The PSR began by
    noting Carillo’s prosecution grew out of an investigation centered around the
    distribution of large quantities of heroin by Belmonte-Gonzalez. It described
    Belmonte-Gonzalez’s role at the head of four different conspiracies. Regarding
    the conspiracy to which Carillo pleaded guilty, the PSR ascribed the following
    conduct to each individual charged in the indictment:
    23.    Celena Marquez was identified as a Primary Buyer from
    Belmonte-Gonzalez. Between June 20, 2013, and
    October 15, 2013, Marquez conspired to possess with
    intent to distribute heroin with Belmonte-Gonzalez on
    eight occasions. A total of 166.09 grams of heroin was
    seized by agents from transactions conducted on June
    20, 2013 (56.69 grams), and October 15, 2013 (109.4
    grams). Additionally, wiretaps identified Marquez
    conspired to distribute 765.4 grams of heroin. As a
    -6-
    result, the total amount of heroin attributed to Marquez
    is 931.49 grams.
    24.   Andy Nuñez was identified as a Secondary Buyer from
    Belmonte-Gonzalez through his sister, Celena Marquez.
    Between September 26, 2013 and October 15, 2013, on
    behalf of Marquez, Nuñez conspired to possess with
    intent to distribute heroin with Belmonte-Gonzalez on
    three occasions. A total of 109.4 grams of heroin was
    seized by agents from the transaction conducted on
    October 15, 2013. Additionally, wiretaps identified
    Nuñez conspired to distribute 233.87 grams of heroin.
    As a result, the total amount of heroin attributed to
    Nuñez is 343.27 grams.
    25.   Kathye Young was identified as a courier working at the
    direction of Marquez. Between September 21, 2013, and
    October 15, 2013, Young conspired to possess with
    intent to distribute heroin on five occasions. A total of
    109.4 grams of heroin was seized by agents from the
    transaction conducted on October 15, 2013.
    Additionally, wiretaps identified Young conspired to
    distribute 496.09 grams of heroin. As a result, the total
    amount of heroin attributed to Young is 605.49 grams.
    26.   Jeremy Sparks was charged in Information 13CR3670.
    He was the boyfriend of Marquez, and identified as a
    courier/driver. The information charges on or about
    September 21, 2013, Sparks conspired to possess with
    intent to distribute heroin. However, wiretaps identified
    Sparks conspired to distribute a total of 170.08 grams of
    heroin on two separate occasions: August 1, 2013, and
    September 21, 2013.
    27.   Jorge Carillo purchased heroin from Marquez; however,
    it does not appear he was involved in the distribution of
    heroin. Albeit, on June 27, 2013, Marquez purchased a
    Luger, High-Point Model C9 9mm handgun (serial
    number P1376560) from Carillo. Furthermore, a search
    of his residence revealed a loaded Remington, Model
    870, 12 gauge shotgun.
    -7-
    28.    The five co-defendants to Belmonte-Gonzalez, as it
    relates to Indictment 2:13CR03670 conspired to possess
    with the intent to distribute a total of 166.09 grams of
    “seized” heroin, and 765.4 grams of heroin “not seized.”
    The PSR also included a pictorial representation of the conspiracy:
    In calculating his offense level, the PSR afforded Carillo a three-level
    decrease in his offense level based on the fact Carillo’s participation in the
    conspiracy offense was somewhere between minimal and minor. See U.S.S.G.
    § 3B1.2. Carillo’s offense level of 14 and criminal history category of IV
    -8-
    resulted in an advisory guidelines range of twenty-seven to thirty-three months’
    imprisonment. Nevertheless, because Carillo was subject to a five-year
    mandatory minimum sentence, the PSR noted his guideline term was sixty
    months’ imprisonment. 1 In discussing the sentencing factors set out in 
    18 U.S.C. § 3553
    (a), the PSR recognized that Carillo conspired to “purchase” 56.69 grams
    of heroin,” but concluded he “otherwise was not identified as having distributed
    heroin within the conspiracy.”
    Carillo filed an objection to the PSR. He did not dispute he was subject to
    a five-year mandatory minimum sentence but, instead, acknowledged the
    applicability of § 841(b)(1)(B)(i). His objections, which were made “mainly for
    preservation purposes,” asserted the applicable mandatory minimum sentence
    violated separation-of-powers principles and was cruel and unusual punishment in
    violation of the Eighth Amendment.
    At the sentencing hearing, the district court adopted the factual findings set
    out in the PSR. In so doing, the district court first confirmed Carillo had
    reviewed the PSR with his attorney. The court rejected Carillo’s assertion
    mandatory minimum sentences are unconstitutional. The district court stated it
    1
    Carillo also pleaded guilty to two gun charges. The PSR correctly noted
    that pursuant to the Sentencing Guidelines’ grouping rules, the appropriate
    advisory sentencing range for the gun charges was also sixty months’
    imprisonment. See U.S.S.G. §§ 5G1.1, 5G1.2. The district court imposed
    sentences of forty-eight months’ imprisonment on each of the gun charges. The
    district court did not explain how it arrived at these sentences and the record does
    not provide a ready explanation.
    -9-
    had considered the Sentencing Guidelines and the factors set out in § 3553(a) and
    acknowledged the advisory sentencing range was twenty-seven to thirty-three
    months’ imprisonment. Ultimately, the district court imposed the mandatory
    minimum sixty-month sentence on the conspiracy count and forty-eight month
    sentences on two firearms counts, with all three sentences to run concurrently.
    See supra n.1. At no point during the sentencing hearing did Carillo contest the
    validity of his guilty plea.
    III. ANALYSIS
    Carillo asserts on appeal, for the first time, that his guilty plea was not
    knowingly, intelligently, and voluntarily entered because the plea colloquy did
    not comply with the dictates of Fed. R. Crim. P. 11(b). In particular, Carillo
    asserts the district court failed to (1) inform him of the applicable minimum and
    maximum sentences, in violation of Rules 11(b)(1)(H) and (I); (2) adequately
    explain the nature of the charge to which he was pleading, in violation of Rule
    11(b)(1)(G); and (3) establish a factual basis for the guilty plea, in violation of
    Rule 11(b)(3).
    A. Standard of Review
    This court reviews alleged violations of Rule 11(b) that were not objected
    to in the district court under the exacting plain error standard. United States v.
    Vonn, 
    535 U.S. 55
    , 59 (2002); United States v. Rollings, 
    751 F.3d 1183
    , 1191
    (10th Cir. 2014). To satisfy the plain error standard, an appellant must show
    -10-
    (1) an error; (2) the error is plain or obvious; (3) the error affects the appellant’s
    substantial rights (i.e., the error was prejudicial and affected the outcome of the
    proceedings); and (4) the error seriously affects the fairness, integrity, or public
    reputation of judicial proceedings. United States v. Ferrel, 
    603 F.3d 758
    , 763
    (10th Cir. 2010).
    As to unpreserved Rule 11(b)(1) errors, an appellant’s substantial rights are
    affected only if he can “show a reasonable probability that, but for the error, he
    would not have entered the plea.” United States v. Dominguez Benitez, 
    542 U.S. 74
    , 83 (2004). Thus, to demonstrate his substantial rights were affected by any
    errors on the part of the district court under Rule 11(b)(1)(G), (H), or (I), Carillo
    must show that absent the error he would not have pleaded guilty to the
    conspiracy charge set out in the indictment (i.e., “unlawfully, knowingly and
    intentionally” conspiring to distribute “100 grams and more of . . . heroin”). 
    Id.
    As to an alleged violation of Rule 11(b)(3), however, Carillo can satisfy the third
    prong of plain error review by demonstrating the record as a whole fails to
    provide a sufficient factual basis to support the guilty plea. United States v.
    Landeros-Lopez, 
    615 F.3d 1260
    , 1264 n.3 (10th Cir. 2010) (“[T]he Dominguez
    Benitez rule is limited to evaluating ‘the effect of [an] omitted warning on a
    defendant’s decision’ to enter a guilty plea—that is, an error affecting the
    knowing and voluntary nature of a defendant's plea.” (quoting Dominguez
    Benitez, 
    542 U.S. at 84
    )). This is so, according to Landeros-Lopez, because
    -11-
    Rule 11(b)(3) errors are distinct from the type of error
    addressed in Dominguez Benitez: A district court must reject a
    defendant’s plea if it lacks a factual basis, even if the plea is
    knowingly and voluntarily made. See Libretti v. United States, 
    516 U.S. 29
    , 42 (1995) (whether there is a factual basis for a plea “is a
    distinct inquiry” from whether a plea was knowingly and voluntarily
    made). Thus, whether [the defendant] would have plead guilty in
    spite of any Rule 11(b)(3) error is irrelevant; the issue is whether the
    district court’s alleged error in accepting the plea had a substantial
    effect on his rights. Accordingly, the Dominguez Benitez rule does
    not apply.
    
    Id.
     2
    B. Discussion
    1. Rule 11(b)(1)(H) & (I)
    The district court plainly erred at the change-of-plea hearing in failing to
    adequately inform Carillo as to “any maximum possible penalty” and “any
    mandatory minimum penalty.” Fed. R. Crim. P. 11(b)(1)(H). It likewise plainly
    erred in failing to determine whether Carillo understood the applicable mandatory
    2
    The United States asserts the rule set out in Landeros-Lopez is “arguably
    dicta.” This assertion is incorrect. To determine whether the appellant in
    Landeros-Lopez had satisfied the requirements of plain error review, the court
    found it necessary to set forth the standard for showing an affect on an appellant’s
    substantial rights. United States v. Landeros-Lopez, 
    615 F.3d 1260
    , 1264 & n.3
    (10th Cir. 2010). Having defined the standard, Landeros-Lopez then applied it to
    determine the alleged error did not affect the appellant’s substantial rights. 
    Id. at 1264
    . Given this, there is no doubt the standard set out in Landeros-Lopez was
    “essential to the determination of the case in hand.” Thompson v. Weyerhaeuser
    Co., 
    582 F.3d 1125
    , 1129-30 (10th Cir. 2009) (quotation omitted) (discussing at
    length the concept of “dicta”). As was the case in Thompson, the “gist” of the
    Government’s argument is Landeros-Lopez was wrongly decided. 
    Id. at 1130
    .
    This panel, however, is bound by the decision in Landeros-Lopez absent
    supervening Supreme Court precedent or en banc review. 
    Id.
    -12-
    minimum and possible maximum penalty. Fed. R. Crim. P. 11(b)(1)(I). Carillo is
    not entitled to relief on these claims, however, because he cannot show a
    reasonable probability that absent the district court’s errors, he would not have
    entered a guilty plea. Dominguez Benitez, 
    542 U.S. at 83
    .
    At his initial appearance, Carillo was correctly advised he faced a
    mandatory minimum penalty of five years’ imprisonment and a maximum penalty
    of forty years’ imprisonment. He directly acknowledged he understood the
    applicable penalties. Carillo’s knowledge he was facing a mandatory minimum
    sentence is further evidenced by the fact that, prior to entering a guilty plea,
    Carillo’s attorney contacted the prosecutor in an unsuccessful effort to get Carillo
    relief from the mandatory minimum sentence. Likewise, the PSR made it clear
    Carillo faced a minimum prison term of sixty months. Carillo responded to the
    PSR by filing an objection. Notably, however, that objection did not argue
    Carillo was unaware he was subject to a mandatory minimum sentence, but that
    the mandatory minimum he faced violated the Constitution. Carillo offered no
    objection at his sentencing hearing to the fact he was facing a mandatory
    minimum sentence. As this recitation establishes, at no time during the
    proceedings in district court did Carillo ever even hint at being surprised he was
    subject to a five-year mandatory minimum sentence.
    These facts defeat Carillo’s claim. Although the penalties announced at his
    plea hearing were not correct, this court looks to the entire record to determine
    -13-
    whether a Rule 11 error affected a defendant’s substantial rights. Vonn, 
    535 U.S. at 59
    . Furthermore, “a defendant who receives the information omitted by the
    district court from other sources generally cannot demonstrate that he would not
    have pleaded guilty had the court also so informed him.” Ferrel, 
    603 F.3d at 764
    .
    The record conclusively shows that at several points throughout the proceedings,
    both before and after his plea colloquy, Carillo was alerted to the fact he was
    facing a minimum sentence of five years and a maximum sentence of forty years.
    As a result, any error concerning the penalties he faced that was committed during
    the course of his plea colloquy did not affect his substantial rights.
    2. Rule 11(b)(1)(G)
    “Before the court accepts a plea of guilty . . . [it] must address the
    defendant personally in open court. During this address, the court must inform
    the defendant of, and determine that the defendant understands . . . the nature of
    each charge to which the defendant is pleading . . . .” Fed. R. Crim P.
    11(b)(1)(G). “Rule 11 of the Federal Rules of Criminal Procedure is designed to
    assist the district judge in making the constitutionally required determination that
    a defendant’s plea is truly voluntary.” Ferrel, 
    603 F.3d at 762
     (quotations
    omitted). In most cases, to comply with the dictates of Rule 11(b)(1)(G), a
    district court must recite the elements of the offense. 
    Id.
     3 At a minimum, Rule
    3
    The importance of this rule was emphasized in United States v. Gigot,
    wherein this court stated as follows:
    (continued...)
    -14-
    11(b)(1)(G) requires that a district court ensure the defendant understands the
    “essential” elements of the offense to which he pleads guilty. See Bousley v.
    United States, 
    523 U.S. 614
    , 618-19 (1998). Importantly, the United States has
    not offered on appeal any reason to deviate from that requirement in this case. 4
    3
    (...continued)
    [The substantively identical predecessor version of Rule
    11(b)(1)(G)] requires the district court to inform the defendant of and
    to ensure she understands the nature of the offenses to which she is
    pleading. While the procedures mandated by Rule 11 are not
    themselves constitutionally required, the court is constitutionally
    required to determine that a defendant’s plea is truly voluntary.
    Moreover, because a guilty plea is an admission of all the elements
    of a formal criminal charge, it cannot be truly voluntary unless the
    defendant possesses an understanding of the law in relation to the
    facts. In most cases, therefore, some rehearsal of the elements of the
    offense is necessary.
    
    147 F.3d 1193
    , 1198 (10th Cir. 1998) (quotations, citations, and alteration
    omitted).
    4
    There is a split of authority as to whether it is necessary for a district
    court, as a general matter, to discuss the elements of a drug-conspiracy charge to
    comply with the dictates of Rule 11(b)(1)(G). Compare United States v. Valdez,
    
    362 F.3d 903
    , 910 (6th Cir. 2004) (concluding drug conspiracy charges are
    “easily understood” crimes requiring a district court to do no more than read the
    indictment aloud in court and allow a defendant to ask questions to comply with
    Rule 11(b)(1)(G)), with United States v. Pineda-Buenaventura, 
    622 F.3d 761
    , 771
    (7th Cir. 2010) (“Conspiracy is not a concept immediately understandable to a
    layperson.”). Given Gigot and Ferrel, it does not appear this panel is free to
    create a special exception for conspiracy cases to the general rule that to comply
    with Rule 11(b)(1)(G) a district court must identify the elements of the charged
    crime on the record. Even if such an exception might be appropriate in some drug
    conspiracy cases, this is not such a case. The superseding indictment, see supra
    at 1-2, identifies a conspiracy running from on or about June 20, 2013, and
    continuing to on or about October 15, 2013. Although the list of overt acts set
    out in the indictment tends to show interdependence between the other alleged
    (continued...)
    -15-
    The elements of a § 846 drug conspiracy involving a sentence-enhancing
    quantity are as follows:
    First: two or more persons agreed to violate the federal drug laws;
    Second: the defendant knew the essential objective of the conspiracy;
    Third: the defendant knowingly and voluntarily involved himself in
    the conspiracy; and
    Fourth: there was interdependence among the members of the
    conspiracy.
    Fifth: the overall scope of the conspiracy involved at least [name
    amount] of [name controlled substance].
    Pattern Crim. Jury Instr. 10th Cir. 2.87 (2011 ed. updated Jan. 2017). There was
    no discussion of those elements at Carillo’s change-of-plea hearing. Instead, the
    only discussion of the nature of the charge was the following:
    THE COURT: Now, have you seen a copy of the Superseding
    Indictment in your case and had a chance to read it?
    THE DEFENDANT: Yes, your Honor.
    THE COURT: All right. So it looks like you are charged in
    Count One, Count Three and Count Four in this Indictment.
    In Count One, you’re charged with conspiring with others to
    possess more than a hundred grams of heroin with—well, actually,
    4
    (...continued)
    conspirators, the only overt act tying Carillo to the conspiracy identifies a single
    purchase on the first day of the alleged conspiracy. That alleged act was taken in
    concert with only two of the alleged co-conspirators, Celena Marquez and Jovita
    Belmonte-Gonzalez. Thus, on its face, the superseding indictment naturally leads
    one to wonder as to issues of foreseeability and interdependence as they relate to
    Carillo and the mandatory-minimum triggering quantity set out in the indictment.
    -16-
    you’re charged with, I’m sorry, conspiring with others to distribute
    more than a hundred grams of heroin.
    ....
    Do you understand those three charges against you?
    THE DEFENDANT: Yes, your Honor.
    It is clear, therefore, that the district court did not discuss the essential elements
    of the drug-conspiracy charge. Furthermore, the elements of the charge are not
    set out in the indictment and Carillo did not enter into a written plea agreement, a
    document which often lists the elements of the charged crime. In remarkably
    similar circumstances, this court concluded the plea colloquy did not comply with
    the dictates of Rule 11(b)(1)(G). Ferrel, 
    603 F.3d at 762-63
     (finding a violation
    of Rule 11(b)(1)(G) where the district court did not inform the defendant of any
    elements of his drug-distribution conspiracy charge and the quantity element was
    missing from the document referenced by the district court during the plea
    colloquy). Following the result in Ferrel, we too conclude the district court
    failed to comply with the dictates of Rule 11(b)(1)(G).
    Carillo is not entitled to relief based on the district court’s error, however,
    unless he can show that absent the error he would not have entered the guilty
    plea. 
    Id. at 763
    . As noted by the United States, “a defendant who receives the
    information omitted by the district court from other sources generally cannot
    demonstrate that he would not have pleaded guilty had the court also so informed
    -17-
    him.” 
    Id.
     The problem, however, is the United States has not pointed this court
    to any such alternative source of the information. The superseding indictment,
    which is quoted verbatim above, does not contain either (1) a recitation of the
    elements or (2) an indication how those elements bear on the mandatory minimum
    triggering quantity set out in the indictment. Nor was there was any discussion of
    the elements of the conspiracy charge during Carillo’s initial presentment.
    Finally, the government has not pointed to anything in the record between the
    entry of Carillo’s guilty plea and his sentencing hearing clarifying for Carillo that
    merely purchasing a single, albeit admittedly large, quantity of heroin from Jovita
    Belmonte-Gonzalez via Celena Marquez would, by itself, make him responsible
    for the additional transactions conducted by Jovita Belmonte-Gonzalez with other
    conspirators. For that reason, the failure of Carillo to move to withdraw his
    guilty plea during that time period does not support the inference advanced by the
    government that Carillo understood the nature of the charges despite any violation
    of Rule 11(b)(1)(G).
    That leaves this court with nothing more than Carillo’s confirmation during
    the change-of-plea hearing that he “had enough time to talk with [his] lawyer
    about the facts and circumstances of [his] case” prior to the hearing. See
    Henderson v. Morgan, 
    426 U.S. 637
    , 647 (1976) (noting that in most cases it is
    safe to presume defense counsel has explained the nature of the offense to the
    defendant). But see Miller v. Champion, 
    161 F.3d 1249
    , 1255-56 (10th Cir. 1998)
    -18-
    (noting there are serious reasons to doubt this presumption applies in the absence
    of a factual basis for it and refusing to apply it under the particular facts of the
    case); Hicks v. Franklin, 
    546 F.3d 1279
    , 1284 (10th Cir. 2008) (citing Miller for
    the following proposition: “We will not apply the presumption that the attorney
    explained the element to the defendant . . . unless there is some factual basis in
    the record to support it.”). In this case, the district court never asked Carillo
    whether he had discussed the elements of his drug-conspiracy charge with his
    attorney. Thus, there is serious reason to doubt the applicability of the
    presumption.
    Ultimately, however, we conclude it is unnecessary to decide whether the
    “counsel-consultation presumption” is enough, standing alone, to demonstrate the
    district court’s Rule 11(b)(1)(G) error did not have an affect on Carillo’s
    substantial rights. As set out more fully below, this court concludes the record
    does not establish a factual basis for Carillo’s plea and, therefore, Carillo is
    entitled to appellate relief exclusively on the basis of the district court’s failure to
    comply with Rule 11(b)(3). Importantly, by not resolving whether Carillo is
    entitled to prevail on his claim of Rule 11(b)(1)(G) error, this court avoids
    resolving difficult questions not fully briefed by the parties. That is, even if there
    is no indication in the record Carillo was advised about the elements of the
    conspiracy charge, the question remains whether that fact alone is sufficient to
    demonstrate “that, but for the error, he would not have entered the plea.”
    -19-
    Dominguez Benitez, 
    542 U.S. at 83
    . Or whether, instead, Carillo is obligated to
    affirmatively demonstrate, via the development of an adequate factual record, that
    his attorney never informed him of the elements of the offense. Cf., e.g., Miller,
    
    161 F.3d at 1254-56
     (discussing at length a 
    28 U.S.C. § 2254
     habeas claim of
    ineffective assistance of counsel centered on an alleged failure by the attorney to
    adequately inform the defendants as to the essential elements of the charged
    offense). Nor is it necessary to determine whether a requirement to develop such
    an evidentiary record would render it practically impossible for defendants like
    Carillo to obtain relief on direct appeal under the plain error standard.
    3. Rule 11(b)(3)
    “Before entering judgment on a guilty plea, the court must determine that
    there is a factual basis for the plea.” Fed. R. Crim. P. 11(b)(3). To determine
    whether a factual basis exists for the defendant’s plea, the district court must
    compare the conduct admitted or conceded by the defendant with the elements of
    the charged offense to ensure the admissions are factually sufficient to constitute
    the charged crime. United States v. Culbertson, 
    670 F.3d 183
    , 191 (2d Cir. 2012);
    United States v. Trejo, 
    610 F.3d 308
    , 313 (5th Cir. 2010); United States v.
    Mastrapa, 
    509 F.3d 652
    , 657-58 (4th Cir. 2007). In assessing factual sufficiency
    under the plain error standard, this court may look beyond those facts admitted by
    Carillo during the plea colloquy and scan the entire record for facts supporting his
    conviction. Vonn, 
    535 U.S. at 74
    ; United States v. Moran, 
    452 F.3d 1167
    , 1171
    -20-
    (10th Cir. 2006) (holding that in such circumstances, the district court “may look
    to answers provided by counsel for the defense and government, the [PSR], or
    whatever means is appropriate in a specific case—so long as the factual basis is
    put on the record” (quotations and alteration omitted)).
    A defendant can be held “accountable for that drug quantity which was
    within the scope of the agreement and reasonably foreseeable to him.” United
    States v. Dewberry, 
    790 F.3d 1022
    , 1030 (10th Cir. 2015) (quotation omitted);
    Pattern Crim. Jury Instr. 10th Cir. 2.87 (2011 ed. updated Jan. 2017). Thus, to
    prove the factual basis for Carillo’s conspiracy plea, the record has to show that
    the 100-gram drug quantity was within the scope of the agreement and reasonably
    foreseeable to him. Alleyne v. United States, 
    133 S. Ct. 2151
    , 2161 (2013)
    (holding that a “fact that increases a sentencing floor . . . forms an essential
    ingredient of the offense” and, therefore, a defendant cannot be convicted of an
    aggravated drug offense unless the drug quantity that triggers the mandatory
    minimum sentence is either proved to a jury or admitted by the defendant).
    The record in this case lacks an adequate factual basis for Carillo’s guilty
    plea to a conspiracy involving at least 100 grams of heroin. In particular, the
    record is devoid of evidence supporting the existence of interdependence and
    foreseeability as to that quantity. The superseding indictment identifies a
    conspiracy running from on or about June 20, 2013, and continuing to on or about
    October 15, 2013. See supra at 1-2. Although the list of overt acts set out in the
    -21-
    indictment tends to show interdependence between the other alleged conspirators,
    the only overt act identifying Carillo (i.e., Overt Act One) ties him to a single,
    fifty-gram purchase on the first day of the alleged conspiracy. The superseding
    indictment certainly makes clear that the alleged conspiracy involved much more
    than 100 grams of heroin, but it simply does not provide any basis for inferring
    that quantity was foreseeable to Carillo or that his single purchase was an act
    intended to further the aims of the larger conspiracy. See United States v.
    Caldwell, 
    589 F.3d 1323
    , 1329-30 (10th Cir. 2009) (noting that even with regard
    to drug conspiracies, in which the “the degree of specificity with which the
    government must prove interdependence among them is lower,” this court must
    nevertheless “scrupulously safeguard each defendant individually, as far as
    possible, from loss of identity in the mass” (quotation omitted)). 5
    5
    The United States, relying on the unpublished disposition in United States
    v. Gonzalez, asserts that a plea of guilty to an indictment containing a quantity
    assertion provides a factual basis for that quantity assertion. 12 F. App’x 792,
    794 (10th Cir. 2001). The discussion in Gonzalez identified by the government
    does not relate to an alleged violation of Fed. R. Crim. P. 11(b)(3). Instead, the
    discussion relates to an alleged Apprendi violation. In discussing that claim of
    error, Gonzalez, states as follows:
    Contrary to defendant’s assertion, his sentence of life
    imprisonment did not violate Apprendi. The first count of
    defendant’s superseding indictment charged him with conspiracy
    with intent to distribute cocaine and methamphetamine in violation of
    § 841(a)(1) and (b)(1)(A)(ii) and (viii). In a lengthy recitation of the
    overt acts committed by defendant and his co-conspirators in
    furtherance of the conspiracy, the indictment alleged defendant
    directed the distribution of four pounds of methamphetamine “on or
    (continued...)
    -22-
    Nor was such evidence presented at the change-of-plea hearing. As noted
    supra, there is simply no discussion of the elements of the crime charged in the
    indictment at the hearing. Moreover, when asked to provide a factual basis for
    5
    (...continued)
    about April 24, 1998.” In addition, the indictment alleged that on or
    about October 13, 1998, “a person known to the Grand Jury”
    purchased one half pound of methamphetamine from defendant and a
    co-conspirator for $4,500; on or about October 14, 1998, “a person
    known to the Grand Jury possessed eight (8) ounces of
    methamphetamine which had been obtained from [defendant]”; about
    November 1998, a co-conspirator “ordered one pound of
    methamphetamine from [defendant]”; on or about November 8, 1998,
    “a person known to the Grand Jury” purchased one pound of
    methamphetamine from two co-conspirators who had transported the
    drug “from California to Oklahoma for distribution at the direction of
    [defendant]”; about December 1998, and again about January 1999, a
    co-conspirator ordered one pound of methamphetamine from
    defendant which was delivered to another co-conspirator at the
    direction of defendant; on or about January 22, 1999, “a person
    known to the Grand Jury met with . . . [defendant] and was solicited
    by defendant to buy ‘multi-kilo quantities of methamphetamine’”;
    and about February or March 1999, defendant delivered one pound of
    methamphetamine to a co-conspirator. Without a plea agreement,
    defendant pled guilty to this count of the indictment. Therefore,
    contrary to defendant’s argument on appeal, the drug quantity was
    alleged with specificity in the superseding indictment, and the
    amount was proved beyond a reasonable doubt by defendant’s guilty
    plea to the indictment.
    12 F. App’x at 794. As should be clear from this passage, the activities of the
    defendant in Gonzalez, specifically detailed in his indictment, clearly
    demonstrated a violation of the criminal statute set out in the indictment. Thus,
    the situation in Gonzalez bears no real relationship to this case. Here the
    indictment identifies a conspiracy and sets out specific overt acts showing a
    violation of the relevant statute by every alleged conspirator with the exception of
    Carillo. As to Carillo, the indictment simply notes he purchased fifty grams of
    heroin from Celena Marquez, who was acting as a go-between to Jovita
    Belmonte-Gonzalez.
    -23-
    the plea at the hearing, the prosecutor simply recited that Carillo conspired with
    the individuals set out in the indictment to distribute more than 100 grams of
    heroin and then referenced the single purchase of heroin set out in Overt Act One
    of the superseding indictment. See supra at 4.
    Finally, the information in the PSR does not provide a factual basis for
    Carillo’s guilty plea. The PSR specifically determined that Carillo “purchased
    heroin from Marquez; however, it does not appear he was involved in the
    distribution of heroin.” It further concluded Carillo, “a convicted felon was in
    possession of firearms in connection with the instant offense. He additionally
    conspired to purchase 56.99 grams of heroin. He otherwise was not identified as
    having distributed heroin within the conspiracy.” In his statement accepting
    responsibility for the crime, Carillo simply stated as follows: “I conspired with
    others to purchase heroin and I am taking responsibility for conspiring to
    purchase the heroin.” Furthermore, the pictorial representation of the conspiracy
    set out in the PSR, see supra at 8, demonstrates a vertical relationship between
    Carillo, Marquez, and Belmonte-Gonzalez, but no relationship with the other
    members of the alleged conspiracy.
    The government has not alleged any facts—either in the course of district
    court proceedings or in its answer brief—showing that Carillo was involved in the
    heroin distribution conspiracy charged in the superseding indictment. Carillo’s
    admission to one fifty-gram heroin purchase on day one of the conspiracy–with
    -24-
    no further alleged involvement–was insufficient to support his plea to conspiracy
    to distribute 100 grams of heroin.
    IV. CONCLUSION
    Carillo has satisfied his burden of demonstrating the district court’s Rule
    11(b)(3) error affected his substantial rights. There is no doubt that failing to
    correct that error would seriously affect the fairness and integrity of judicial
    proceedings. See Ferrel, 
    603 F.3d at 763
    . The matter is, therefore remanded to
    the district court for further proceeding consistent with this opinion. In so doing,
    we note that neither of the parties discussed the appropriate remedy for a
    violation of Rule 11 under the particular facts of this case (e.g., simple vacation
    of the guilty plea and return of the parties to the previously existing status quo,
    entry of a judgment for a violation of § 841 that is supported by the facts admitted
    by Carillo in entering his guilty plea, etc.). We leave that matter for the parties
    and district court to resolve on remand and offer no opinion as to that question. 6
    6
    As the parties both recognize, our conclusion that Carillo’s guilty plea did
    not comport with Rule 11 renders moot his challenge to the reasonableness of the
    sentences imposed on the two gun charges to which Carillo pleaded guilty. This
    is so because the grouping rules set out in the Guidelines tie the sentences on the
    gun charges to the sentence on the drug-conspiracy charge. See U.S.S.G.
    § 5G1.1, 5G1.2. The district court must necessarily, therefore, revisit on remand
    the issue of the appropriate sentences on the firearms convictions.
    -25-