United States v. Rodriguez-Adorno ( 2011 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 10-2323
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    SAMUEL ORTIZ-GARCÍA,
    Defendant, Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF PUERTO RICO
    [Hon. Francisco A. Besosa, U.S. District Judge]
    Before
    Lynch, Chief Judge,
    Torruella and Stahl, Circuit Judges.
    Rafael F. Castro Lang, by Appointment of the Court, for
    appellant.
    Vernon B. Miles, Assistant United States Attorney, with whom
    Rosa Emilia Rodríguez-Vélez, United States Attorney, Nelson Pérez-
    Sosa, Assistant United States Attorney, and Thomas F. Klumper,
    Assistant United States Attorney, were on brief for appellee.
    December 7, 2011
    STAHL, Circuit Judge.     Defendant-appellant Samuel Ortiz-
    García (Ortiz) executed a plea agreement and entered a guilty plea
    without ever having been informed that the maximum penalty for the
    crime to which he was pleading guilty was life imprisonment. Ortiz
    ultimately received a sentence of 360 months, though his plea
    agreement recommended 120 months.          Ortiz argues that the waiver of
    appeal provision in his plea agreement is unenforceable, that the
    district court violated Rule 11 by failing to inform him of the
    maximum penalty at his change-of-plea hearing, and that the court
    violated Rule 32 by failing to inquire at the sentencing hearing
    whether Ortiz had reviewed the pre-sentence investigation report
    with   his    attorney.      Because    we    find   that   the   waiver   is
    unenforceable and that the Rule 11 violation constituted plain
    error, we vacate and remand for a new change-of-plea hearing.
    I. Facts & Background
    We recite the facts only as they are relevant to this
    appeal, drawing from the plea colloquy, the unchallenged portions
    of the pre-sentence investigation report (PSR), and the sentencing
    hearing transcript.       United States v. Mercedes Mercedes, 
    428 F.3d 355
    , 357 (1st Cir. 2005).       On May 12, 2007, Ortiz and two other
    individuals attempted to steal the car of Gilberto Santiago-
    Quiñones (Santiago).       Santiago and his passenger confronted the
    men, and an altercation ensued, in which Ortiz does not appear to
    have been involved.       After the fight was over, Santiago and his
    -2-
    passenger got back into the car to try to leave, but Ortiz's co-
    defendant, Agustín Rodríguez-Adorno (Rodríguez), blocked their way.
    An unidentified individual then said, "He's tough.                      Shoot him."
    Ortiz approached the driver's side of the car and fired multiple
    shots into the car, killing Santiago.
    A grand jury returned a four-count indictment, charging
    Ortiz, Rodríguez, and another individual with: (1) conspiring to
    commit a carjacking with intent to cause death or serious bodily
    harm,    in    violation   of     
    18 U.S.C. §§ 371
    ,    2119      (Count   One);
    (2) aiding and abetting in a carjacking that resulted in a death,
    in violation of 
    18 U.S.C. § 2119
    (3) (Count Two); (3) aiding and
    abetting in the use, carriage, and discharge of a firearm in
    furtherance of, during, and in relation to the commission of a
    crime of violence, in violation of 
    18 U.S.C. § 924
    (c)(1)(A)(iii)
    (Count Three); and (4) aiding and abetting one another in causing
    the death of another person through the use of a firearm, in
    violation of 
    18 U.S.C. § 924
    (j) (Count Four).1
    On June 9, 2010, Ortiz entered into a plea agreement with
    the government, pursuant to Federal Rule of Criminal Procedure
    11(c)(1)(A) and (B).         Under the terms of that agreement, Ortiz
    agreed    to     plead   guilty    to    Count    Three      of   the    indictment:
    1
    The indictment charges, and the government's brief lists,
    violations of "
    18 U.S.C. § 2119
    (3) and 2," "
    18 U.S.C. § 924
    (c)(1)(A)(iii) and 2," and 
    18 U.S.C. § 924
    (j) and 2." Because
    it is unclear what statutory provision "and 2" refers to in each
    instance, we have omitted that language here.
    -3-
    discharging      a    deadly   weapon     during      a   crime   of    violence,    in
    violation of 
    18 U.S.C. § 924
    (c)(1)(A)(iii).                       In exchange, the
    government recommended a sentence of 120 months.                       As part of the
    plea agreement, Ortiz accepted the district court's "jurisdiction
    and authority to impose any sentence within the statutory maximum
    set forth for the offense."          If the district court chose to impose
    a sentence "up to the maximum established by statute," Ortiz could
    not "for that reason alone, withdraw a guilty plea," and would
    remain   bound       to   fulfill   all   of    the   obligations       of   the   plea
    agreement.    Nowhere in the agreement, however, did the government
    include the maximum penalty under 
    18 U.S.C. § 924
    (c)(1)(A)(iii),
    which is life imprisonment.2          The "statutory penalties" section of
    the agreement simply stated that the crime was punishable "by
    imprisonment of not less than ten (10) years," a fine not to exceed
    $250,000.00, or both, and a term of supervised release of no more
    than three years.
    The agreement also contained a waiver of appeal section,
    which read as follows: "The defendant hereby agrees that if this
    Honorable Court accepts this agreement and sentences him according
    to its terms and conditions, defendant waives and surrenders his
    right to appeal the judgment and sentence in this case."
    2
    As we explain in more detail below, a complicating factor in
    this case is that the relevant statutory text does not include a
    maximum penalty; the statute only specifies a mandatory minimum of
    "not less than 10 years."    
    18 U.S.C. § 924
    (c)(1)(A)(iii).     The
    maximum penalty of life imprisonment is thus derived from case law.
    -4-
    At Ortiz's change-of-plea hearing on June 10, 2010, the
    district court informed Ortiz that the minimum statutory penalty
    for the offense charged in Count Three was "imprisonment of not
    less than ten years if the firearm is discharged," but the court
    did not mention the maximum penalty.        Ortiz did not object to this
    omission at the hearing.     The district court did confirm Ortiz's
    understanding that the court could impose a sentence more or less
    severe than the one recommended in the agreement and that the
    court's sentencing calculation would depend in part on its review
    of the PSR.       The court also informed Ortiz that, if the court
    accepted the plea agreement and sentenced Ortiz according to its
    terms, Ortiz would waive and surrender his right to appeal.             A
    sentencing hearing was scheduled for September 16, 2010.
    The government first referenced the maximum penalty of
    life imprisonment under 
    18 U.S.C. § 924
    (c)(1)(A)(iii) in an initial
    PSR filed on September 3,        2010 and an amended PSR filed on
    September   10,    2010.    It   is   unclear,   however,   whether   the
    government's belated attempt to notify Ortiz that he might receive
    a life sentence was successful.       Because Ortiz did not receive the
    PSR at least 35 days before his sentencing hearing, as required by
    Federal Rule of Criminal Procedure 32(e)(2), Ortiz's counsel filed
    a motion to continue the hearing.        In that motion, Ortiz's counsel
    stated that he "came to discuss [the PSR and amended PSR] with
    [his] client yesterday, September 13, 2010, barely three (3) days
    -5-
    from the sentencing date."     Ortiz's counsel further stated that he
    would normally advise his client to waive the 35-day notice period
    required by Rule 32(e)(2), but due to the nature of the case and
    "the need to thoroughly study the reports and further discuss with
    [his]   client   the    contents   of   these,"   he   was   requesting   a
    continuance of the sentencing date. The district court rescheduled
    the hearing for October 21, 2010.
    Four things happened at the sentencing hearing that are
    important here.        First, the district court failed to confirm
    whether Ortiz had in fact reviewed the PSR with his attorney.
    Second, the court informed Ortiz that the maximum sentence under
    
    18 U.S.C. § 924
    (c)(1)(A)(iii) was life imprisonment.           Third, the
    court imposed a sentence of 360 months, finding that the sentence
    to which the parties had agreed, 120 months, did not "reflect the
    seriousness and aggravated nature of the offense."           Fourth, after
    informing Ortiz that he had waived his "right to appeal substantive
    issues regarding the conviction and sentence," the district court
    went on to say, "I must tell you, Mr. Ortiz, that because the Court
    has not sentenced you according to the terms and conditions of the
    Plea Agreement, you do have the right to appeal."            Ortiz did not
    object to the court's failure to inquire about the PSR, nor did he
    ask that his plea be vacated once the court informed him of the
    maximum penalty.
    -6-
    Ortiz's co-defendant, Rodríguez, elected to go to trial.
    Rodríguez argued that Santiago's death had been the result of a
    street fight, not an attempted carjacking.              On June 30, 2010, a
    jury convicted Rodríguez of Counts One and Two but acquitted him as
    to Counts Three and Four.        Rodríguez received a sentence of 180
    months' imprisonment.
    II. Discussion
    A.   The Waiver of Appeal
    We begin by addressing the waiver of appeal that Ortiz
    executed as part of his plea agreement, which, if enforceable,
    would preclude our consideration of the alleged Rule 11 and Rule 32
    violations.
    A waiver of appeal is enforceable "if it is valid and the
    defendant's    claim   lies   within    its   scope."     United    States   v.
    Padilla-Colón, 
    578 F.3d 23
    , 28 (1st Cir. 2009).           For a waiver to be
    valid, the defendant must have entered into it knowingly and
    voluntarily. United States v. Teeter, 
    257 F.3d 14
    , 24-25 (1st Cir.
    2001).   To determine whether a defendant's claim falls within the
    scope of an otherwise valid waiver, we examine what the parties
    agreed   to,   interpreting     the     agreement   under   basic    contract
    principles. United States v. Acosta-Roman, 
    549 F.3d 1
    , 3 (1st Cir.
    2008).    We construe any ambiguities in the waiver of appeal
    -7-
    provision in favor of allowing the appeal to proceed.              United
    States v. Fernández-Cabrera, 
    625 F.3d 48
    , 51 (1st Cir. 2010).3
    In this case, Ortiz agreed to waive his right to appeal
    the   district   court's   judgment    and   sentence   if   the   court:
    (1) accepted the agreement; and (2) sentenced Ortiz according to
    the agreement's terms and conditions.        Those terms and conditions
    included a recommended sentence of 120 months and a provision
    confirming that the district court had sound discretion to impose
    "any sentence within the statutory maximum set for the offense to
    which the defendant pleads guilty."          Nowhere in the agreement,
    however, did the government specify the maximum penalty, which was
    life imprisonment.     The agreement merely listed the statutory
    minimum of "imprisonment of not less than ten (10) years."
    The government argues that Ortiz's waiver of appeal is
    enforceable because the district court, at the change-of-plea
    hearing, ensured that Ortiz had knowingly and voluntarily entered
    into the waiver and then accepted Ortiz's plea of guilty, which the
    government equates with having accepted the plea agreement itself.
    The government further contends that Ortiz's 360-month sentence
    falls within the scope of what Ortiz consented to in the plea
    3
    Though we need not reach the issue here, even if a defendant
    entered into an appellate waiver knowingly and voluntarily and his
    claim lies within the scope of that waiver, we may refuse to
    enforce the waiver if doing so would result in a miscarriage of
    justice.   Sotirion v. United States, 
    617 F.3d 27
    , 33 (1st Cir.
    2010).
    -8-
    agreement, which only promised that the government would recommend
    a sentence of 120 months.4
    To determine whether a defendant entered into a waiver of
    appellate rights knowingly and voluntarily, we examine the text of
    the plea agreement and the content of the change-of-plea colloquy.
    Teeter, 
    257 F.3d at 24
    .      We first confirm that the written
    agreement contains a clear statement elucidating the scope of the
    waiver.   
    Id.
       We have previously upheld waivers of this exact
    nature, though we emphasize again today that it would be better
    practice, given "the frequency of appeals involving waivers," for
    the government to draft waiver provisions that "make specific
    reference to any terms and conditions of the plea agreement that
    are not intended by the parties to be covered by the waiver."
    Acosta-Roman, 
    549 F.3d at
    4 n.3 (emphasis in original).
    Given that the text of the waiver provision was clear
    enough on its face, we next examine the transcript of the change-
    of-plea hearing to ascertain whether the court's interrogation
    sufficed "to ensure that the defendant freely and intelligently
    4
    The government urges us to disregard the district court's
    statement at the sentencing hearing that Ortiz had a right to
    appeal because the court had not sentenced him according to the
    plea agreement's terms and conditions.      Because we find that
    Ortiz's waiver of appellate rights was not knowing and voluntary,
    we need not address whether the district court in fact sentenced
    Ortiz according to the plea agreement's terms and conditions, such
    that Ortiz's claim would fall within the scope of the waiver. See
    United States v. McCoy, 
    508 F.3d 74
    , 77 (1st Cir. 2007) ("Even a
    knowing and voluntary appeal waiver only precludes appeals that
    fall within its scope.").
    -9-
    agreed to waive [his] right to appeal."                 Teeter, 
    257 F.3d at 24
    .
    This includes an inquiry into whether the district court informed
    the defendant of the ramifications of the waiver.                           See, e.g.,
    Acosta-Roman, 
    549 F.3d at 3
    . While the district court did question
    Ortiz specifically about his understanding of the waiver provision,
    the court failed to comply with Rule 11(b)(1)(H)'s mandate that the
    court inform the defendant of, and ascertain that the defendant
    understands,        "any    maximum    possible      penalty."5       The     court    did
    neither.         Perhaps this error could have been mitigated if the plea
    agreement had included the maximum penalty, or there was other
    evidence that the defendant had been informed of and understood the
    maximum penalty.           But there is no such evidence.            Furthermore, any
    opportunity the court might have had at the sentencing hearing to
    cure       the   omission      and   provide    Ortiz   with    time     to    consider
    withdrawing        his   plea    was   marred   by    other    mistakes,       which we
    describe later.
    Under   the    circumstances,    we    are    not    convinced       that
    Ortiz's plea was knowing, and we therefore choose not to enforce
    the waiver.         We can thus reach the merits of Ortiz's claim.
    5
    Rule 11(b)(1)(H) refers to the "maximum possible penalty"
    and not to the "statutory penalty" or "statutory maximum."    It
    therefore does not provide an exception for situations like this
    one, in which the statute itself does not specify a maximum.
    -10-
    B.    The Rule 11 Violation
    We review Ortiz's underlying Rule 11 claim for plain
    error, because Ortiz failed to object to the error or move to
    withdraw his plea in the district court.              See United States v.
    Vonn, 
    535 U.S. 55
    , 59 (2002); United States v. Rivera-Maldonado,
    
    560 F.3d 16
    , 19 (1st Cir. 2009).             In order to establish plain
    error, a defendant must show that: (1) an error occurred; (2) the
    error was plain; (3) the error affected the defendant's substantial
    rights; and (4) the error "seriously affect[ed] the fairness,
    integrity or public reputation of judicial proceedings."               Rivera-
    Maldonado, 
    560 F.3d at 19
     (quoting Vonn, 
    535 U.S. at 62-63
    )
    (alteration in original) (internal quotation marks omitted).
    Rule 11 requires that the district court inform the
    defendant   during    the   plea   colloquy   of     "any   maximum   possible
    penalty, including imprisonment, fine, and term of supervised
    release."    Fed. R. Crim. P. 11(b)(1)(H).           The parties agree that
    the district court failed, at the change-of-plea hearing, to inform
    Ortiz of the maximum penalty for discharging a dangerous weapon in
    relation     to   a     crime      of   violence       under     
    18 U.S.C. § 924
    (c)(1)(A)(iii).      The   parties    also    agree   that    the   plea
    agreement itself failed to specify the maximum.
    We begin with a note about the maximum penalty under
    
    18 U.S.C. § 924
    (c)(1)(A).       The statute does not include an express
    maximum.    Rather, the statute provides escalating minimums, based
    -11-
    on whether the firearm was carried (five years), brandished (seven
    years), or discharged (ten years).      See 
    id.
       The maximum penalty
    thus derives from caselaw, much of it interpreting the Supreme
    Court's suggestion in Harris v. United States, 
    536 U.S. 545
     (2002),
    that "[s]ince [
    18 U.S.C. § 924
    (c)(1)(A)'s] subsections alter only
    the minimum, the judge may impose a sentence well in excess of
    seven years, whether or not the defendant brandished the firearm."
    
    Id. at 554
    ; see also 
    id. at 575-76
     (Thomas, J., dissenting)
    (explicitly referring to the maximum as life imprisonment). Today,
    to avoid any uncertainty in this circuit, we join all of our sister
    circuits in finding that the maximum penalty under 
    18 U.S.C. § 924
    (c)(1)(A) is life imprisonment.6
    The fact that we had not explicitly spoken regarding the
    maximum penalty at the time of Ortiz's change-of-plea hearing did
    not, however, excuse the district court of its obligation to inform
    Ortiz of the maximum at that hearing.    There is no evidence before
    us, nor does either party contend, that the district court was
    unsure of the maximum penalty.    The court informed Ortiz at the
    6
    See United States v. Stewart, 
    628 F.3d 246
    , 258 (6th Cir.
    2010); United States v. Shabazz, 
    564 F.3d 280
    , 289 (3d Cir. 2009);
    United States v. Johnson, 
    507 F.3d 793
    , 798 (2d Cir. 2007); United
    States v. Gamboa, 
    439 F.3d 796
    , 811 (8th Cir. 2006); United States
    v. Dare, 
    425 F.3d 634
    , 642 (9th Cir. 2005); United States v. Avery,
    
    295 F.3d 1158
    , 1170 (10th Cir. 2002); United States v. Cristobal,
    
    293 F.3d 134
    , 147 (4th Cir. 2002); United States v. Sandoval, 
    241 F.3d 549
    , 551 (7th Cir. 2001); United States v. Pounds, 
    230 F.3d 1317
    , 1319 (11th Cir. 2000); United States v. Sias, 
    227 F.3d 244
    ,
    246 (5th Cir. 2000).
    -12-
    sentencing   hearing   that    the   maximum   penalty    under   
    18 U.S.C. § 924
    (c)(1)(A)(iii) was life imprisonment, and the PSR contained
    that same information.        The district court seems to have simply
    forgotten to inform Ortiz of the maximum at the change-of-plea
    hearing, as required by Rule 11(b)(1)(H).          That error "was both
    obvious and plain," and the first two prongs of the plain error
    test are thus met.     United States v. Borrero-Acevedo, 
    533 F.3d 11
    ,
    17 (1st Cir. 2008).
    The third prong of the plain error test, whether the
    error affected Ortiz's substantial rights, is a closer question.
    Ortiz has the burden of demonstrating "a reasonable probability
    that, but for the error, he would not have entered the plea."
    United States v. Dominguez Benitez, 
    542 U.S. 74
    , 76 (2004).             That
    requires a showing, "informed by the entire record, that the
    probability of a different result is 'sufficient to undermine
    confidence in the outcome' of the proceeding."           
    Id. at 83
     (quoting
    Strickland v. Washington, 
    466 U.S. 668
    , 694 (1984)).
    Ortiz essentially makes two claims as to how the Rule 11
    error affected his substantial rights.          First, his brief argues
    that:
    The record reflects that by pleading guilty
    Ortiz was surrendering an important defense to
    the carjacking charges since there was
    evidence that what occurred was a street brawl
    that had nothing to do with an attempted
    carjacking which if believed by the jury or
    established during the course of trial could
    have led to an acquittal.
    -13-
    The government counters that Ortiz's co-defendant, Rodríguez, used
    this very same defense at trial and was found guilty of conspiracy
    to commit carjacking and of carjacking (though Rodríguez only
    received a sentence of 180 months).   It is not for us, however, to
    assess whether a defendant would likely have succeeded at trial,
    had he elected not to plead guilty in the absence of a Rule 11
    error.   If the defendant can show a reasonable probability that,
    but for the error, he would not have entered the plea, we must
    accept that showing without judging its merits.      See Dominguez
    Benitez, 
    542 U.S. at 85
     ("The point of the question is not to
    second-guess a defendant's actual decision; if it is reasonably
    probable he would have gone to trial absent the error, it is no
    matter that the choice may have been foolish.").    Ortiz's second
    claim, in the alternative, is that, if he had been properly
    informed of the maximum penalty, he might have tried to insist on
    a Rule 11(c)(1)(C) agreement, which would have allowed him to
    withdraw his plea and proceed to trial if the district court had
    rejected the agreement.
    The government urges us to find that the error did not
    affect Ortiz's substantial rights, because Ortiz was notified of
    the maximum penalty both in the PSR and during the sentencing
    hearing and did not object or move to withdraw his plea.       The
    government suggests that Ortiz's inaction belies his claim that,
    but for the Rule 11 error, there is a reasonable probability that
    -14-
    he would not have elected to plead guilty.          If the record clearly
    established that Ortiz had reviewed the PSR with his attorney prior
    to the sentencing hearing, that might indeed negate Ortiz's claim
    that the Rule 11 error affected his substantial rights, given
    Ortiz's failure to object to the PSR.              The record before us,
    however, reveals no such thing, because the district court failed
    to confirm at Ortiz's sentencing hearing that Ortiz had read and
    discussed the PSR with his attorney.        We are thus met with another
    complicating factor, which forces us to take one more detour.
    Federal Rule of Criminal Procedure 32(i)(1)(A) requires
    a district court, at sentencing, to "verify that the defendant and
    the defendant's attorney have read and discussed the presentence
    report and any addendum to the report."         The government concedes
    that the district court failed to make the proper inquiry under
    Rule 32(i)(1)(A) but nonetheless argues that there is sufficient
    evidence that Ortiz read and discussed the PSR with his attorney to
    satisfy the Rule.    The government relies on Ortiz's motion to
    continue the original sentencing hearing, in which Ortiz's counsel
    stated that he "came to discuss" the PSR and amended PSR with his
    client on September 13, 2010 and "need[ed] to thoroughly study the
    reports and further discuss with [his] client the content of
    these."   These   statements   alone   do    not   establish   that    Ortiz
    actually read or discussed the reports with his attorney.             Though
    we have held in the past that "it is enough that the court
    -15-
    determine that the defendant and counsel have had an opportunity to
    read and discuss the report," United States v. Cruz, 
    981 F.2d 613
    ,
    620 (1st Cir. 1992), we were interpreting a prior iteration of the
    Rule,       which    only   required   the   court   to   "determine   that    the
    defendant and defendant's counsel have had the opportunity to read
    and discuss the presentence investigation report," 
    id.
     at 619 n.9
    (emphasis added).            The Rule, which was amended in 1994, now
    requires the district court to confirm that "the defendant and the
    defendant's attorney have read and discussed" the report.                Fed. R.
    Crim.       Pro.    32(i)(1)(A)   (emphasis    added).      Without    going   any
    further, we find that Rule 32(i)(1)(A)'s mandate was not satisfied
    here.7
    Given the record before us, we must therefore assume that
    Ortiz was notified for the first time at his sentencing hearing
    that he might receive a life sentence.               The fact that Ortiz said
    nothing when the district court informed him of the maximum penalty
    at the sentencing hearing does not convince us that Ortiz would
    have elected to plead guilty regardless of the Rule 11 error.
    7
    The government relies in part on United States v. Espinola,
    
    242 F. App'x 709
     (1st Cir. 2007), vacated on other grounds, 
    552 U.S. 1240
     (2008), an unpublished opinion in which we held that,
    where "it is clear from the record that [defense] counsel was
    thoroughly familiar with the PSR, 'we will not assume that defense
    counsel did not discuss so critically important a document with his
    client,'" 
    id. at 711
     (quoting Cruz, 
    981 F.2d at 620
    ). Here, it is
    not "clear from the record" that Ortiz's attorney was "thoroughly
    familiar with the PSR." 
    Id.
    -16-
    Dominguez     Benitez   requires   Ortiz    to   demonstrate        a   reasonable
    probability, not an absolute certainty, that he would not have
    entered the plea in the absence of the error.             
    542 U.S. at 83
    .
    As we did in Rivera-Maldonado, we find here that the
    error "went to the very purpose of Rule 11, 'which is to advise a
    defendant of the actual consequences of his plea so that he can
    realistically decide whether to plead guilty.'"                
    560 F.3d at 20
    (quoting United States v. Santo, 
    225 F.3d 92
    , 98 (1st Cir. 2000)).
    In Rivera-Maldonado, the magistrate judge failed, during the Rule
    11 colloquy, to inform the defendant that he could be sentenced to
    a lifetime of supervised release.       Id. at 18.       Relying on erroneous
    information in the plea agreement, the court instead told the
    defendant that the maximum supervised release term was three years.
    Id.    The defendant stated that "the information he received from
    the plea agreement and the magistrate judge 'played a crucial role
    in his decision to plead guilty.'"          Id. at 21.    Given that, as well
    as    the   "dramatic   difference   between     a   three    year      period   of
    supervised release and a lifetime of supervised release," we found
    that the defendant had shown a reasonable probability that, but for
    the error, he would not have entered the plea.               Id.8
    8
    Similarly, in Santo, we found that a Rule 11 error
    "reasonably could have affected [the defendant's] decision to
    change his plea to guilty" where the mandatory minimum was ten
    years but the defendant was informed in the plea agreement and
    during the plea colloquy that it was five years. 
    225 F.3d at 101
    .
    We decided Santo before the Supreme Court held in Vonn and
    Dominguez Benitez that a defendant who fails to preserve a Rule 11
    -17-
    Of course, in Rivera-Maldonado, the defendant actually
    received the maximum sentence, a lifetime of supervised release,
    whereas Ortiz was sentenced below the maximum.               Nonetheless, the
    thirty-year sentence Ortiz received was well above the ten-year
    minimum that had been mentioned in his plea agreement and during
    his   plea    colloquy.        The   omitted   information     here,    like   the
    erroneous information in Rivera-Maldonado, "dramatically altered
    the sentencing stakes for the defendant," 
    id.,
     and Ortiz has
    established a reasonable probability that he would not have entered
    into the plea agreement if he had been properly informed of those
    stakes.      Under these particular circumstances, the Rule 11 error
    affected Ortiz's substantial rights.
    Finally,     as   in    Rivera-Maldonado,   the    Rule    11   error
    "seriously affect[ed] the fairness, integrity, or public reputation
    of judicial proceedings" such that we must vacate Ortiz's plea and
    remand for a new change-of-plea hearing.            Id. at 22.         One of the
    core concerns of Rule 11 is that the defendant have "knowledge of
    the consequences of his plea."           United States v. Hernandez-Wilson,
    claim must meet the plain error standard, which requires the
    defendant to establish a reasonable probability that, but for the
    error, he would not have pled guilty.      See Vonn, 
    535 U.S. 55
    ;
    Dominguez Benitez, 
    542 U.S. 74
    . Nonetheless, "we recognized in
    Santo that the defendant faced a 'high hurdle' because he had
    failed to seek withdrawal of his guilty plea in the lower court.
    We found the defendant had cleared that high hurdle and had shown
    a 'substantial defect in the Rule 11 proceeding itself.'" Rivera-
    Maldonado, 
    560 F.3d at 20
     (quoting Santo, 
    225 F.3d at 97
    ) (internal
    citation omitted).
    -18-
    
    186 F.3d 1
    , 6 (1st Cir. 1999).          The failure to insist on the
    requirements of Rule 11 may well deter future defendants from
    entering into guilty pleas and waivers of appeal, which conserve
    judicial resources and promote "efficiency and finality in the
    adjudication of criminal cases."    Teeter, 
    257 F.3d at 22
    .
    Because we find that the Rule 11 violation constituted
    plain error, we need not address whether the Rule 32 violation,
    which Ortiz also raises for the first time on appeal, meets the
    same fate.
    III. Conclusion
    While plain error is a "high hurdle," United States v.
    Henderson, 
    320 F.3d 92
    , 105 (1st Cir. 2003), some defendants do
    clear it, and Ortiz has.    On remand, Ortiz may of course receive a
    sentence far longer than 360 months.       Indeed, that risk is very
    real, given the underlying conduct at issue here.     But Ortiz made
    the decision to proceed with this appeal with full knowledge of its
    potential consequences.9    The same cannot be said of his original
    decision to plead guilty.
    Vacated and remanded.
    9
    At our request, Ortiz's attorney has filed a certified
    statement confirming that he discussed with his client the
    possibility that, if we were to grant his appeal and remand for a
    new change-of-plea hearing, he could receive up to a life sentence
    on remand.    Notwithstanding that risk, Ortiz's attorney has
    represented to us that Ortiz wishes to proceed with his appeal.
    -19-