United States v. Ackerly ( 2020 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 19-1967
    UNITED STATES OF AMERICA,
    Appellant,
    v.
    DONNA M. ACKERLY, a/k/a DONNA KULMACZEWSKI,
    Defendant, Appellee.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Richard G. Stearns, U.S. District Judge]
    Before
    Howard, Chief Judge,
    Selya and Barron, Circuit Judges.
    Stephen E. Frank, Assistant United States Attorney, with whom
    Andrew E. Lelling, United States Attorney, was on brief, for
    appellant.
    Michael Kendall, with whom Yakov Malkiel and White & Case LLP
    were on brief, for appellee.
    November 24, 2020
    SELYA,   Circuit    Judge.     A   jury   convicted       defendant-
    appellee Donna M. Ackerly of three counts charging her with wire
    fraud, honest services wire fraud, and conspiracy to commit both
    types of wire fraud.     The district court granted Ackerly's motion
    for a new trial upon finding what it deemed to be a violation of
    the Confrontation Clause.       See U.S. Const. amend. VI.           Concluding,
    as we do, that the government has failed to show reversible error,
    we affirm the grant of a new trial.
    I. BACKGROUND
    We begin by rehearsing the relevant facts and travel of
    the case.    On August 10, 2016, a federal grand jury sitting in the
    District of Massachusetts indicted Ackerly, along with Charles
    Garske, Richard Gottcent, and Michael Sedlak, on charges of wire
    fraud, honest services wire fraud, and conspiracy to commit both
    types of wire fraud.       See 
    18 U.S.C. §§ 1343
    , 1346, 1349.                 The
    indictment    alleged    that    the     defendants    were     employees      of
    Georgeson, Inc., a proxy-solicitation firm that advises publicly
    traded companies on matters requiring shareholder approval; that,
    between September 2007 and March 2012, the defendants conducted a
    fraudulent scheme, which consisted of bribing an employee of
    Institutional    Shareholder     Services,     Inc.   (ISS),    a     firm   that
    provides voting advice to shareholders, in exchange for nonpublic
    information     about   ISS's   proxy-voting      advice;      and    that    the
    - 2 -
    defendants concealed the scheme by falsely invoicing Georgeson's
    clients for at least a portion of the cost of the bribes.
    Trial began on February 26, 2018, before a jury of twelve
    (which had been empaneled along with two alternate jurors). United
    States v. Garske, 
    939 F.3d 321
    , 326 (1st Cir. 2019), cert. denied,
    
    140 S. Ct. 1121
     (2020).      During the trial, the district court
    excused three jurors for various reasons.       See 
    id.
         Although
    Garske, Gottcent, and Sedlak consented to proceed with a jury of
    fewer than twelve, Ackerly withheld her consent.    See 
    id.
     at 326-
    27.
    Ackerly's refusal had a domino effect:    the government
    refused to proceed with a jury of eleven unless all four defendants
    acquiesced. See 
    id. at 326
    . Faced with this impasse, the district
    court declared a mistrial.   See 
    id. at 327
    .
    Garske, Gottcent, and Sedlak responded to the mistrial
    by moving to dismiss the indictment against them on Double Jeopardy
    grounds.   See 
    id.
       On August 16, 2018, the district court ruled
    that the Double Jeopardy Clause barred the government from retrying
    Garske, Gottcent, and Sedlak and dismissed the indictment against
    them with prejudice.   See United States v. Ackerly, 
    323 F. Supp. 3d 187
    , 200-03 (D. Mass. 2018). Following the government's appeal,
    we reversed.   See Garske, 939 F.3d at 327, 336.
    While that appeal was pending, the government proceeded
    to retry Ackerly.    See id. at 336 n.4.   Ackerly's separate trial
    - 3 -
    began on January 7, 2019. In its opening statement, the government
    told the jury that the evidence would show that an ISS employee,
    "a man named Brian Zentmyer . . . secretly passed information about
    how ISS's clients were voting to one of Ackerly's colleagues at
    Georgeson, Michael Sedlak, and Sedlak passed that information on
    to Donna Ackerly and others."           Although Zentmyer had testified to
    that effect in the first trial and the government included him on
    its witness list for Ackerly's separate trial, the government chose
    not to call him as a witness the second time around.
    In   his   place,   the    government    called    a   cooperating
    witness, Keith Haynes.           Haynes — like Ackerly — was a senior
    account    executive      at   Georgeson.       Haynes    testified     that   he
    participated in a scheme to bribe Zentmyer with expensive tickets
    to sporting events and concerts in exchange for confidential
    information.       He also testified that others at Georgeson were
    involved in the scheme.          Along the way, Haynes recounted how he
    received     emails     from   Sedlak    containing      confidential    voting
    information and how he falsely billed Georgeson clients for some
    of the cost of the tickets.
    On the last day of Haynes' testimony, defense counsel
    cross-examined Haynes about his decision to plead guilty.                Haynes
    responded that, at the time of his decision, he was unaware of
    provisions    in    ISS    contracts     that   appear    to   presume    voting
    - 4 -
    information to be nonconfidential unless an ISS client specified
    otherwise.
    On   redirect     examination,    the    government   sought   to
    address Haynes' characterization of his knowledge at the time of
    his plea.    The following exchange transpired:
    Q.    You were asked what you were aware of at the time
    you chose to plead guilty, correct?
    A.   Correct.
    Q.   You were aware -- Mr. Kendall asked you about Brian
    Zentmyer's cooperation agreement?
    A.   About --
    Q.    Do you recall being asked whether Brian Zentmyer
    was cooperating with the government?
    A.    Yes.
    Q.   You were aware at the time you pled guilty that Mr.
    Zentmyer had also pled guilty to being involved in
    a conspiracy --
    MR. KENDALL:     Objection.
    Q.    --     to   steal   confidential    ISS   information    in
    exchange for bribes?
    The court sustained the objection and instructed the jury that
    "the admitted guilt of others really is not relevant to this
    specific defendant's guilt or non-guilt, as the case may be."
    - 5 -
    Ackerly nonetheless moved for a mistrial at the next
    break in the proceedings.     The court denied the motion, suggesting
    that   its    corrective   instruction     following   defense   counsel's
    objection, combined with a reiteration in final instructions,
    would suffice to ward off prejudice.         On the sixth day of trial,
    Ackerly renewed her motion for a mistrial.        In a supporting brief,
    she argued that the government had violated the Confrontation
    Clause by "expos[ing] the jury to Mr. Zentmyer's plea through a
    prosecutor's    comment,   not   through    testimony."     Denying    this
    motion, the district court indicated that it had "revised the jury
    instructions on that point to try to more directly address the
    issue [Ackerly] raised in the motion."
    The case went to the jury on the following day.       True to
    its word, the court instructed the jury that "[a]rguments and
    statements by lawyers . . . are not evidence" and that "[q]uestions
    to witnesses are not evidence."          Getting down to specifics, the
    court explained that "Mr. Haynes and anyone else who may have pled
    guilty may be presumed to have acted after an assessment of their
    own best interest, for reasons that are personal to them, but that
    fact has no bearing on Ms. Ackerly's guilt or innocence."             Guilt
    by association, the court said, cannot support a conviction.
    After the jury charge, Ackerly requested an instruction
    that the government had "violated [her] constitutional rights by
    - 6 -
    referring to [Zentmyer's] plea."               The court denied that request,
    insisting that its curative instructions had defused any issue.
    After deliberating, the jury convicted Ackerly.                       She
    subsequently moved, in the alternative, for a judgment of acquittal
    or for a new trial.        The district court granted her motion for a
    new trial, and this timely appeal ensued.                  We have jurisdiction
    under 
    18 U.S.C. § 3731
    .
    II. ANALYSIS
    The issue before us is whether the district court abused
    its discretion in granting Ackerly's motion for a new trial.                      In
    arguing   the   affirmative,      the    government       mounts   two   principal
    contentions.           First,    the     government        contends      that    the
    Confrontation Clause is not implicated as a matter of law because
    the   testimonial       statement       that     the    district      court     found
    prejudicial     was    never    admitted       into    evidence.      Second,    the
    government contends that a single unanswered question, followed by
    multiple curative jury instructions, could not — as a matter of
    law — have violated the Confrontation Clause.                  And if either of
    these contentions is correct, the government says, it would mean
    that the district court applied too strict a standard of harmless-
    error review.         Compare Chapman v. California, 
    386 U.S. 18
    , 24
    (1967) (holding that an error of constitutional dimension can only
    be harmless if it is shown to be "harmless beyond a reasonable
    doubt"), with Kotteakos v. United States, 
    328 U.S. 750
    , 776 (1946)
    - 7 -
    (holding that a non-constitutional error is harmless unless the
    error is shown to have had a "substantial and injurious effect or
    influence in determining the jury's verdict").         We evaluate each
    contention in turn.
    A.   Statement Not in Evidence.
    As we approach the government's first claim of error, a
    threshold question looms. Ordinarily, we review a district court's
    grant of a new trial for abuse of discretion.         See United States
    v. Theodore, 
    468 F.3d 52
    , 56 (1st Cir. 2006). Here, the government
    entreats us to follow suit.        Ackerly demurs, maintaining that the
    government is now attempting to advance an argument that it never
    advanced below.     On that basis, Ackerly asks that we review the
    government's claim solely for plain error.         See United States v.
    Madsen, 
    809 F.3d 712
    , 717 (1st Cir. 2016).         We start, therefore,
    by   evaluating    whether   the    government   "raise[d]   [the   issue]
    squarely in the lower court" so as to avoid the daunting plain
    error standard.    United States v. Lilly, 
    13 F.3d 15
    , 18 (1st Cir.
    1994); see also United States v. Taylor, 
    54 F.3d 967
    , 972-73 (1st
    Cir. 1995) (explaining that under plain error doctrine, "appellate
    courts will notice unpreserved errors only in the most egregious
    circumstances").
    The record tells the tale.       The motion for a new trial
    was not the first time that Ackerly raised the Confrontation Clause
    as an objection to the prosecutor's question; she first articulated
    - 8 -
    the argument in a written motion for a mistrial on the sixth day
    of the trial.        She again articulated the argument after the
    district court had charged the jury, this time in the form of a
    request that the jury instructions be amended to state that the
    government had violated her confrontation rights.                 The district
    court rejected both proffers without awaiting the government's
    response.    Consequently, the government's opposition to Ackerly's
    motion for a new trial was the first opportunity for the government
    to meet Ackerly's Confrontation Clause argument head-on.
    In that motion, Ackerly set out her Sixth Amendment claim
    with conspicuous clarity.     Specifically, she asseverated that "the
    government's disclosure of Zentmyer's plea violated her Sixth
    Amendment rights" because an "alleged coconspirator's guilty plea
    is   a   testimonial   fact   that    cannot    be     admitted    without    an
    opportunity    for   cross-examination."         She    also   disputed      the
    effectiveness of the district court's curative instructions.                 All
    in all, Ackerly made it luminously clear that she objected to the
    prosecutor's question on Confrontation Clause grounds.
    Responding, the government stated only that "Ackerly's
    contention that the government 'improperly disclosed Zentmyer's
    guilty plea' . . . is without merit."          In this regard, it reminded
    the court of the conclusions that the court had reached when
    Ackerly raised the same objection earlier in the case:                that "the
    government's    question   'was   a    brief    one,    and    [the    court's]
    - 9 -
    instructions adequately addressed it.'"                The government went on to
    argue that "to the extent its question was error, that error was
    arguably invited" by Ackerly's counsel's statements suggesting
    that, when pleading guilty, Haynes was unaware that Zentmyer had
    not committed a crime.          In any event, the government said, the
    error "was cured" by the court's instructions.
    Taken as a whole, the most generous configuration of the
    government's reasoning does not come within a country mile of a
    denial that the prosecutor's question is a testimonial fact that
    could not be revealed to the jury absent an opportunity for
    confrontation.      Although the government argued that the question
    was not "improper," its rationale for that proposition never dealt
    with   whether      asking     the     question        presented        a    potential
    Confrontation Clause issue.                Instead — as the district court
    observed    when    granting    the        motion    for     a    new   trial   —   the
    government's response "essentially concede[d] the constitutional
    violation."
    The government counters that its arguments below were
    adequately     responsive     under        the    ordinary       new-trial    standard
    because    they    denied    that    the    government's         actions     prejudiced
    Ackerly.     See United States v. Andrade, 
    94 F.3d 9
    , 14 (1st Cir.
    1996) ("The remedy of a new trial . . . is warranted 'only where
    there would be a miscarriage of justice' or 'where the evidence
    preponderates      heavily    against       the     verdict.'"      (quoting    United
    - 10 -
    States v. Indelicato, 
    611 F.2d 376
    , 386 (1st Cir. 1979))).                      In its
    opposition      to   Ackerly's    motion,      it    denied   that     the    question
    "irretrievably       poisoned     the    proceedings,"        that     the    question
    "caused a miscarriage of justice," or that the jury considered the
    question in its deliberations.                 But whether the question was
    prejudicial is a materially different issue from whether the
    question violated Ackerly's constitutional rights.                       Cf. United
    States    v.    Earle,    
    488 F.3d 537
    ,   542    (1st    Cir.    2007)    ("If   a
    constitutional error has occurred, we must order a new trial unless
    the government has shown that any error was 'harmless' beyond a
    reasonable doubt."). And the government never contested the latter
    issue before the district court.
    The short of it is that the specific argument that the
    government presses on appeal — that statements not admitted into
    evidence cannot, as a categorical matter, work a Confrontation
    Clause violation — is nowhere to be found in the record below.
    The unvarnished fact is that, in its opposition to Ackerly's new-
    trial motion, the government made no reference to the Confrontation
    Clause at all.           The government's orphaned claim of error is,
    therefore, unpreserved. Cf. Lilly, 
    13 F.3d at 17-18
     (finding claim
    of error unpreserved when "current version" of party's argument
    differed from that presented to district court).                     Accordingly, we
    proceed to evaluate it under the plain error rubric.                     See 
    id.
     at
    18 n.6.
    - 11 -
    To prevail on plain error review, the government must
    demonstrate "(1) that an error occurred (2) which was clear or
    obvious and which not only (3) affected [its] substantial rights,
    but also (4) seriously impaired the fairness, integrity, or public
    reputation of judicial proceedings."           United States v. Duarte, 
    246 F.3d 56
    , 60 (1st Cir. 2001).          Under this standard, the proponent
    of "plain error must carry the devoir of persuasion as to all four
    of these elements."        United States v. Pinkham, 
    896 F.3d 133
    , 136-
    37 (1st Cir. 2018).
    In this instance, the government cannot clear the second
    step   of   the   "high"    plain   error    "hurdle."    United    States    v.
    Hunnewell, 
    891 F.2d 955
    , 956 (1st Cir. 1989).             At that step, the
    government    must   show    that    the    claimed   error   is   "clear"    or
    "obvious."    United States v. Olano, 
    507 U.S. 725
    , 734 (1993).              And
    to come within that taxonomy, the error must offend established
    law.   See United States v. Bennett, 
    469 F.3d 46
    , 50-51 (1st Cir.
    2006) (discerning no clear or obvious error in light of conflicting
    case law).     In other words, only an "indisputable" error warrants
    correction on plain error review.             United States v. Jones, 
    748 F.3d 64
    , 69-70 (1st Cir. 2014).            It is against this backdrop that
    we proceed to examine the nature of the claimed error.
    The government does not gainsay that a guilty plea
    constitutes a testimonial statement under Crawford v. Washington,
    
    541 U.S. 36
     (2004).        In Crawford, the Supreme Court held that the
    - 12 -
    Confrontation Clause bars the admission of a witness's testimonial
    statement against a criminal defendant unless the witness is
    unavailable, and the defendant had a prior opportunity to cross-
    examine the witness.     See 
    id. at 53-54
    .    A guilty plea is the kind
    of statement that we previously have found to fall within the
    compass of the Confrontation Clause.        See United States v. Ofray-
    Campos, 
    534 F.3d 1
    , 23 (1st Cir. 2008) ("[W]here a missing co-
    defendant does not testify, 'it is generally accepted that absent
    agreement, courts and prosecutors generally are forbidden from
    mentioning that a co-defendant has either pled guilty or been
    convicted.'" (quoting United States v. Carraway, 
    108 F.3d 745
    , 756
    (7th Cir. 1997))).
    Even so, the parties diverge in their interpretations of
    both Crawford and the reach of the Confrontation Clause.           In the
    government's view, the core function of the Confrontation Clause
    is to foreclose the admission of testimonial statements when the
    defendant has not been afforded an opportunity to cross-examine
    his accuser.      Under this view, "the Confrontation Clause is
    implicated only where testimonial evidence is actually admitted
    against the accused at trial."       Ackerly, though, espouses a more
    expansive reading.     She submits that the Confrontation Clause bars
    a   criminal   jury   from   considering   statements   by   unconfronted,
    absent, or silent witnesses.       As relevant here, Ackerly says that
    the Confrontation Clause not only prohibits the admission of
    - 13 -
    unconfronted testimonial statements but also prohibits bringing
    such statements to the jury's attention, regardless of whether
    they are actually admitted into evidence.
    On plain error review, we need not plot the exact
    boundaries   of   the    prophylaxis      afforded   by   the    Confrontation
    Clause.   Instead, it is enough for us to determine whether the
    government's bright-line rule is one that is firmly settled in the
    case law, such that the district court's purported error — finding
    a   constitutional    violation    even    though    an   errant   testimonial
    statement was not admitted into evidence — was plain.               We turn to
    that determination.
    Pre-Crawford case law suggests that statements not in
    evidence sometimes can trigger a violation of a defendant's right
    to confrontation.       In Douglas v. Alabama, 
    380 U.S. 415
     (1965), the
    prosecution called to the witness stand the defendant's convicted
    co-conspirator.      
    Id. at 416
    .   Because the co-conspirator intended
    to appeal his conviction, he exercised his Fifth Amendment right
    against self-incrimination and declined to respond to questions
    about the alleged crime. See 
    id.
     Treating the witness as hostile,
    the prosecutor proceeded to cross-examine him.                   See 
    id.
         The
    prosecutor began to read the witness's purported confession in the
    presence of the jury and paused every few sentences to ask the
    witness if he had made the recited statements.                  See 
    id.
        Still
    invoking his privilege, the witness declined to answer these
    - 14 -
    questions.     See 
    id.
            Although the document that embodied the
    confession "was not offered in evidence," 
    id. at 417
    , and both the
    prosecutor's reading of the document and the witness's refusal to
    answer "were not technically testimony," 
    id. at 419
    , the Supreme
    Court concluded that the defendant's inability to cross-examine
    the witness deprived him of his right to confrontation because the
    prosecutor's "reading may well have been the equivalent in the
    jury's mind of testimony that [the witness] in fact made the
    statement," 
    id.
    Shortly after Douglas was decided, we interpreted the
    Confrontation Clause to bar the government from bringing to the
    attention    of    the    jury,     in    the     form    of   questions,   certain
    information not admitted into evidence.                  See Robbins v. Small, 
    371 F.2d 793
    , 796 (1st Cir. 1967).              There, the prosecution called a
    witness who had signed a statement implicating the defendant.                    See
    
    id. at 794
    .       The prosecutor proceeded to ask the witness leading
    questions about his statement, but he refused to answer on Fifth
    Amendment grounds.        See 
    id.
        Following the defendant's conviction
    in a state court, we noted on habeas review that the answer to
    whether     this       exchange     violated       the     Confrontation     Clause
    "depend[ed]       on     whether    the     prosecutor's        conduct     in   the
    interrogation of a witness at the trial deprived [the defendant]
    of his right of cross-examination." 
    Id. at 793
    . Applying Douglas,
    we concluded that the proceedings contravened the defendant's
    - 15 -
    right to confrontation because the prosecutor, through a series of
    leading questions, "indirectly but effectively brought to the
    jury's attention the substance of a statement that was not in
    evidence and, therefore, not subject to cross-examination."               
    Id. at 795
    .
    Decades later, the Supreme Court decided Crawford and
    "depart[ed] from prior Confrontation Clause precedent in [some]
    respects."     Williams v. Illinois, 
    567 U.S. 50
    , 70 (2012).          But it
    is not readily apparent that Crawford abrogated Douglas.                  See
    Crawford, 
    541 U.S. at
    57 (citing Douglas with approval for the
    proposition that the opportunity to cross-examine is dispositive).
    The upshot is that it remains unclear whether Crawford drew a line
    to   exclude     from   Confrontation     Clause   protection    testimonial
    statements not admitted into evidence but nonetheless communicated
    to the jury.     We explain briefly.
    The unconfronted statement before the Court in Crawford
    had been admitted into evidence under the so-called indicia-of-
    reliability test previously announced in Ohio v. Roberts, 
    448 U.S. 56
     (1980).     See Crawford, 
    541 U.S. at 40
    .       The question of whether
    a    statement    not   admitted   into     evidence   might    violate   the
    Confrontation Clause was not before the Court.           Rather, the Court
    was asked to determine only whether the admission of the statement
    was consistent with the Confrontation Clause.          The Court held that
    the Confrontation Clause reflects a concern with "testimonial"
    - 16 -
    statements,    
    id. at 51-52
    ,   and    that      such     statements    are    not
    admissible unless the witness is unavailable to testify and the
    defendant had a prior opportunity for cross-examination, 
    id. at 53-54
    .    These holdings do not inform a court in deciding whether
    a statement that was never admitted into evidence can — or cannot
    — violate a defendant's right to confrontation.
    Here,     moreover,     the    government         concedes     that     the
    prosecutor's question constituted a testimonial statement.                        Thus,
    the government must show, at a bare minimum, that not all hearsay
    testimonial      statements       demand        a     prior     opportunity         for
    confrontation.       The government offers not a shred of authority in
    this respect, and Crawford does the government no favors.                    See 
    id. at 68
     ("Where testimonial evidence is at issue, . . . the Sixth
    Amendment demands . . . unavailability and a prior opportunity for
    cross-examination."); 
    id. at 68-69
     ("Where testimonial statements
    are at issue, the only indicium of reliability sufficient to
    satisfy   constitutional      demands      is       the   one   the   Constitution
    actually prescribes:       confrontation."); cf. Jones, 748 F.3d at 69-
    70 (concluding that because defendant "does not cite — and we
    cannot find — any case . . . deciding [the issue] in his favor .
    . . we are worlds away from a plain error").
    The government tries to prop up its proposed bright-line
    rule by reliance on the Supreme Court's post-Crawford decision in
    Williams.     Williams, 
    567 U.S. at 50
    .               But Williams is at best
    - 17 -
    peripheral to the rule for which the government is advocating in
    this case.      There, the prosecution called an expert witness to
    testify about a forensic report not admitted into evidence.                 
    Id. at 61-62
    .       The Court found no Confrontation Clause violation
    because the expert referenced the report to offer a basis for her
    expert opinion, and not to show the truth of the matter asserted.
    See 
    id. at 71
    .        The government here suggests that the fact that
    the expert report targeted as testimonial hearsay in Williams was
    not introduced into evidence, see 
    id.,
     was "significant" in the
    Court's rejection of the defendant's Confrontation Clause claim.
    But even assuming, for argument's sake, that the report's non-
    introduction into evidence was a significant factor — as opposed
    to a dispositive one — that assumed fact would not establish the
    categorical bar that the government seeks to have us impose.                The
    more salient fact, we think, is that in Williams — just as in
    Crawford    —   the    Court    was    not     tasked   with   evaluating   the
    applicability of the Confrontation Clause to statements not in
    evidence. See 
    id. at 56-57
    . The critical circumstance in Williams
    was that the out-of-court statement was not admitted for its truth
    and, therefore, fell categorically outside the protection of the
    Confrontation Clause.1         See 
    id. at 72
    ; see also 
    id. at 79
     ("[T]he
    1 Because the Williams Court considered the likelihood that
    the trier of fact would mistakenly take an inadmissible
    unconfronted testimonial statement as proof of the matter
    asserted, see Williams, 
    567 U.S. at 72-73
     ("[I]f petitioner had
    - 18 -
    Confrontation Clause applies only to out-of-court statements that
    are 'use[d]' to 'establis[h] the truth of the matter asserted.'"
    (quoting Crawford, 
    541 U.S. at
    59-60 n.9)).
    Consistent      with   this     view   of   the   Court's    reasoned
    Confrontation Clause jurisprudence, post-Crawford cases in this
    circuit have not read Supreme Court precedent to foreclose a
    Confrontation Clause violation simply because an unconfronted
    statement was not admitted into evidence.                 In Ofray-Campos, for
    example, the trial judge, in response to a jury note, disclosed to
    the   jury    the    convictions      of     the    defendant's     alleged     co-
    conspirators.       
    534 F.3d at 15-16
    .         Although that disclosure was
    not   in   evidence,    we   ruled    that    the   jury's     exposure   to   this
    information violated the defendant's right to confrontation.                   See
    
    id. at 19
    .     Nearly a decade later, we described that principle as
    well-established.       See United States v. Morosco, 
    822 F.3d 1
    , 12
    (1st Cir. 2016) ("[C]aselaw has long recognized that a jury's
    exposure to extrinsic information deprives a criminal defendant of
    . . . his right of confrontation." (internal quotations omitted)).
    That this circuit has long recognized Confrontation
    Clause     protection   against      extrinsic      information    disclosed    to
    elected to have a jury trial . . . there would have been a danger
    of the jury's taking [the expert's] testimony as proof [of the
    matter asserted]."), Williams seems to lend credence to Ackerly's
    contention that an improper testimonial statement communicated to
    a criminal jury — whether admitted into evidence or not — may
    support a Confrontation Clause claim.
    - 19 -
    juries, whether admitted into evidence or not, strongly suggests
    that the government's bright-line rule is open to question. Adding
    to the plausibility of this suggestion is our conclusion that no
    controlling     case    law     firmly    establishes    that   only    statements
    admitted into evidence can violate the Confrontation Clause.                     On
    plain error review, these uncertainties are sufficient to tip the
    balance.   We hold that to the extent the district court may have
    erred in treating the prosecutor's improper statement as working
    a Confrontation Clause violation — a matter that we do not decide
    — that error was neither clear nor obvious.                     And because the
    government has failed to carry the devoir of persuasion with
    respect to the second element of the plain error construct, plain
    error is plainly absent.          See Pinkham, 896 F.3d at 136-37.
    B.    Effect of Subsequent Instructions.
    The government's second claim of error is that a single
    improper   question,      never     answered      and   which   was   followed   by
    curative instructions from the district court, could not amount to
    a violation of the Confrontation Clause.                Once again, some stage-
    setting is useful.
    The district court reached two distinct conclusions in
    ordering   a    new    trial.      First,    the    court   concluded    that    the
    prosecutor's improper question violated Ackerly's Sixth Amendment
    right to confrontation.          Second, the court applied the defendant-
    friendly       harmlessness       standard        applicable    to     claims     of
    - 20 -
    constitutional error, see Chapman, 
    386 U.S. at 24
    ; Earle, 
    488 F.3d at 542
    , and concluded that the discerned violation was not harmless
    beyond a reasonable doubt.
    During oral argument before this court, the government
    waived any objection to the district court's determination that
    the   "harmless   beyond   a   reasonable   doubt"    standard   was   not
    satisfied.     But the government says that what transpired in this
    case did not sink to the level of a constitutional violation (and
    that the harmlessness standard the district court applied was
    therefore incorrect) because, inter alia, the prosecutor asked and
    withdrew a single question before the witness could answer it and
    the judge issued curative instructions.
    Ackerly argues that the government's contention — that
    no error of constitutional dimension can result when the witness
    did not have an opportunity to answer the prosecutor's "isolated
    question" and curative instructions followed — is new on appeal.
    Accordingly, Ackerly asks that we review the government's second
    claim, like its first, only for plain error.         See Madsen, 809 F.3d
    at 717.   The government responds that its second claim is not new
    and, thus, asks that we review it for abuse of discretion.             See
    Theodore, 
    468 F.3d at 56
    .
    The government's boast that it preserved this claim of
    error below is belied by the record.        In support, the government
    insists that the argument it now presents originated in the same
    - 21 -
    language that we assessed in connection with its first claim of
    error. This is wishful thinking: the government's reasoning below
    did not posit that the district court's curative instructions
    eliminated any possibility of a constitutional violation but,
    rather, posited only that the curative instructions nullified any
    prejudicial effect attributable to the improper question.             And it
    is crystal clear that the government's specific argument — that a
    single question the witness did not have an opportunity to answer,
    immediately followed by curative instructions, did not as a matter
    of law violate the Confrontation Clause — was not made (or even
    hinted     at)   in   the   court    below.     We   therefore    review   the
    government's second claim of error only for plain error.
    Here, too, we start — and end — with the second step of
    the plain error construct.          The government, in essence, contends
    that   a   single     unanswered    question   presenting   an   unconfronted
    testimonial statement was an infraction too minimal to rise to the
    level of a constitutional violation when curative instructions
    followed the question.        But the government's suggestion that the
    number of questions from the prosecutor factors into whether he
    violated a defendant's right to confrontation and that a single
    question is necessarily more innocent than a double whammy is
    simply not supported by the case law.                See United States v.
    Marquez, 
    898 F.3d 1036
    , 1047-48 (10th Cir. 2018) (finding that "a
    single question and a single answer" violated the defendant's right
    - 22 -
    to confrontation); United States v. Spriggs, 
    591 F. App'x 149
    ,
    151-52 (3d Cir. 2014) (finding constitutional error because the
    "single statement" at issue "was testimonial"); see also Ryan v.
    Miller, 
    303 F.3d 231
    , 248-249 (2d Cir. 2002) ("[I]t is well
    established in this Circuit that lawyers may not circumvent the
    Confrontation Clause by introducing the same substantive testimony
    in a different form," 
    id. at 248
    ). Critically, the Supreme Court's
    watershed decision in Crawford does not turn in any way on the
    number         of       times   that     a    prosecutor    insults      a     defendant's
    Confrontation Clause rights.                  See Crawford, 
    541 U.S. at 68
     ("Where
    testimonial evidence is at issue, . . . the Sixth Amendment demands
    .     .    .    unavailability         and     a   prior   opportunity        for   cross-
    examination.").             Rather, Crawford suggests that the substance of
    the       statement        at   issue,       namely,   whether    that       statement     is
    testimonial, can alone trigger Confrontation Clause protections.
    Where, as here, the government does not dispute that a statement
    was testimonial, a fair reading of Crawford supports a conclusion
    that      a    single      unconfronted       testimonial    statement        may   work   a
    violation of a defendant's right to confrontation.
    What is more, the notion that curative instructions may
    downgrade           a    constitutional       violation    to    some    lesser     status
    conflates the question of whether an error occurred with the
    question of whether the error was prejudicial.                           See Earle, 
    488 F.3d at 542
    .              Effective curative instructions surely may lessen
    - 23 -
    the deleterious impact of an unconfronted testimonial statement,
    but they do not, as a matter of law, preclude a court from finding
    a Confrontation Clause violation.             See, e.g., United States v.
    Maher, 
    454 F.3d 13
    , 23 (1st Cir. 2006) (finding Confrontation
    Clause violation when "testimony was immediately followed by a sua
    sponte   [curative]     instruction").          It   is      the     unconfronted
    testimonial statement that comprises the Confrontation Clause
    violation, and curative instructions cannot suffice to put the
    genie back into the bottle.
    In mounting this novel argument, the government relies
    heavily on Greer v. Miller, 
    483 U.S. 756
     (1987).                   The government
    tells us that Greer stands for the proposition that a court's
    curative instructions ensure that the jury does not consider
    statements presented in questions in rendering its verdict.                    That
    is true as far as it goes — but it does not take the government
    very far.
    The   government   overreaches      when    it       says   that   such
    instructions      "eliminate   any    possibility      of    a     constitutional
    violation to begin with."      This gloss misreads Greer.
    Greer built upon an earlier case, in which the Supreme
    Court held that it would be "fundamentally unfair and a deprivation
    of due process to allow the arrested person's silence to be used
    to impeach an explanation subsequently offered at trial" where
    Miranda warnings communicate the right to that silence.                  Doyle v.
    - 24 -
    Ohio, 
    426 U.S. 610
    , 618 (1976).             Relying on this rationale, the
    Greer Court held that a Doyle violation occurs only when the trial
    court "permit[s] the prosecution during trial to call attention to
    [the defendant's] silence."         Greer, 
    483 U.S. at 763
    .          The sequence
    of events in Greer — "a single question, an immediate objection,
    and two curative instructions" — forestalled a finding of the
    requisite attention.         See 
    id. at 766
    .
    Because the claim in Greer was one of general "unfairness
    as to make the resulting conviction a denial of due process," 
    id. at 765
    , an examination of whether an error occurred entailed a
    different standard than the one applicable here.              When a defendant
    complains    that    the     prosecutor's    conduct      rendered    the    trial
    fundamentally       unfair,     a   court    must    examine     "the       entire
    proceedings" including any "special pains" taken by the trial court
    to correct errors.         See Donnelly v. DeChristoforo, 
    416 U.S. 637
    ,
    643-44 (1974) (determining whether "remarks, in the context of the
    entire   trial,       were     sufficiently     prejudicial          to     violate
    respondent's due process rights," 
    id. at 639
    ); Greer, 
    483 U.S. at 766
    ; see also Hardy v. Maloney, 
    909 F.3d 494
    , 501 (1st Cir. 2018).
    By contrast, when — as in this case — "specific guarantees of the
    Bill of Rights are involved, [a court must take] special care to
    assure   that   prosecutorial       conduct     in   no    way   impermissibly
    infringes them."        Donnelly, 
    416 U.S. at 643
    .               Consequently,
    curative instructions do not wipe the prosecution's slate clean
    - 25 -
    when the Sixth Amendment right to confrontation is implicated.
    See Maher, 
    454 F.3d at 21-23
    .     So viewed, it is apparent that no
    applicable case law forbade the district court, as a matter of
    law, from concluding that an error of constitutional dimension had
    occurred.   It follows — as night follows day — that we cannot find
    plain error.    See Jones, 748 F.3d at 69-70.
    III. CONCLUSION
    We need go no further.   The district court found that,
    in the circumstances at hand, the prosecutor's improper question
    cannot be said to be harmless beyond a reasonable doubt.         The
    government has challenged the standard of harmlessness employed by
    the district court, but it has eschewed any challenge to the
    substance of the district court's finding.      Given our conclusion
    that no plain error inhered in the district court's choice of the
    applicable standard of harmlessness, the judgment of the district
    court must be
    Affirmed.
    - 26 -