United States v. Stephen McFadden , 823 F.3d 217 ( 2016 )


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  •                              PUBLISHED
    UNITED STATES COURT OF APPEALS
    FOR THE FOURTH CIRCUIT
    No. 13-4349
    UNITED STATES OF AMERICA,
    Plaintiff - Appellee,
    v.
    STEPHEN DOMINICK MCFADDEN, a/k/a Stephen Domin McFadden,
    Defendant - Appellant.
    On Remand from the Supreme Court of the United States.
    (S. Ct. No. 14-378)
    Argued:   March 22, 2016                   Decided:   May 19, 2016
    Before TRAXLER, Chief Judge, and WILKINSON and KEENAN, Circuit
    Judges.
    Affirmed in part, vacated in part, and remanded by published
    opinion.   Judge Keenan wrote the opinion, in which Chief Judge
    Traxler and Judge Wilkinson joined.
    ARGUED:   J.   Lloyd  Snook,  III,   SNOOK   &   HAUGHEY,  P.C.,
    Charlottesville, Virginia, for Appellant.   Anthony Paul Giorno,
    OFFICE OF THE UNITED STATES ATTORNEY, Roanoke, Virginia, for
    Appellee. ON BRIEF: Timothy J. Heaphy, United States Attorney,
    Roanoke, Virginia, Ronald M. Huber, Assistant United States
    Attorney, Jean B. Hudson, Assistant United States Attorney,
    OFFICE OF THE UNITED STATES ATTORNEY, Charlottesville, Virginia,
    for Appellee.
    BARBARA MILANO KEENAN, Circuit Judge:
    In this case, which is before us for a second time, we
    consider whether certain erroneous jury instructions given at
    trial require us to vacate Stephen D. McFadden’s convictions.
    After   a    jury    trial,    McFadden    was    convicted      of    conspiring   to
    distribute     controlled      substance       analogues   and    of       distributing
    controlled substance analogues in violation of the Controlled
    Substance Analogue Enforcement Act of 1986 (the Analogue Act),
    21 U.S.C. §§ 802(32)(A), 813, and the Controlled Substances Act
    (CSA), 21 U.S.C. §§ 841(a), 846.                In McFadden’s initial appeal,
    we   affirmed       the   district        court’s    judgment,         and    McFadden
    petitioned the Supreme Court for certiorari.                   The Supreme Court
    granted certiorari, concluded that the jury instructions given
    at   trial    improperly       omitted    elements    relating         to    McFadden’s
    state of mind, and remanded this case for us to consider whether
    the error was harmless.
    On remand, we conclude that the erroneous jury instructions
    constituted         harmless     error      with     respect          to     McFadden’s
    convictions under Counts One, Five, Six, Seven, Eight, and Nine
    of the superseding indictment.                 However, we conclude that the
    error was not harmless with respect to McFadden’s convictions
    under Counts Two, Three, and Four.               We therefore affirm in part,
    vacate in part, and remand the case for further proceedings in
    the district court.
    2
    I.
    A.
    We begin by providing an overview of the relevant federal
    statutes    and    regulations      governing        controlled          substances     and
    their   analogues.         The    CSA    prohibits         the    distribution         of   a
    “controlled substance,” 21 U.S.C. § 841, and defines “controlled
    substance”    to    mean    any    drug    or     substance        included       in    five
    schedules, Schedule I through Schedule V, established by the
    CSA.    21 U.S.C. §§ 802(6), 812(a).                 Distribution of controlled
    substances     listed      on     Schedule       I      carries     strict        criminal
    penalties.     21 U.S.C. § 841(b)(1)(C).                  The Attorney General also
    has the authority to add substances to or remove substances from
    the CSA schedules by rule.              21 U.S.C. § 811(a).              The up-to-date
    schedules are codified in the Code of Federal Regulations.                              See
    21 C.F.R. §§ 1308.11–1308.15.
    Congress     enacted       the     Analogue          Act    to      prevent       the
    distribution      of   newly     created       drugs,      not    yet    listed    on    the
    schedules but that have similar effects on the human body.                               See
    United States v. Klecker, 
    348 F.3d 69
    , 70 (4th Cir. 2003).                              The
    Analogue Act defines a “controlled substance analogue” as any
    substance    “the      chemical    structure         of    which    is    substantially
    similar to [that] of a controlled substance in schedule I or II”
    (the chemical structure element), and “which has [an actual,
    claimed, or intended] stimulant, depressant, or hallucinogenic
    3
    effect      on    the      central      nervous       system       that    is    substantially
    similar to or greater than [that] of a controlled substance in
    schedule I or II” (the physiological effect element).                                  21 U.S.C.
    § 802(32)(A).
    Under the Analogue Act, controlled substance analogues are
    treated      as   Schedule        I    controlled          substances      for    purposes       of
    federal law.          21 U.S.C. § 813.               The interaction between the CSA
    and the Analogue Act therefore prohibits the distribution of
    controlled substance analogues, even if not listed on the CSA
    schedules.
    B.
    The   facts         of   this    case    are    discussed          in    detail    in    our
    previous opinion in United States v. McFadden, 
    753 F.3d 432
    (4th
    Cir. 2014), and in the Supreme Court’s opinion in McFadden v.
    United States, 
    135 S. Ct. 2298
    (2015).                         We will recite here the
    facts relevant to the issue presented on remand.
    In    July     2011,      certain       law    enforcement         officials      (police
    officers) in Charlottesville, Virginia began investigating the
    distribution          of    synthetic      stimulants         commonly         known   as     “bath
    salts.”      The investigation revealed that bath salts were being
    sold   from       a   video      rental       store    owned       and    operated       by    Lois
    McDaniel.             Under      supervision          of     the    police        officers,      a
    confidential          informant        made    two    controlled          purchases      of    bath
    salts at McDaniel’s video store.                      On August 24, 2011, the police
    4
    officers     confronted         McDaniel        with        evidence        from     their
    investigation,        searched     the         video       store,        and     solicited
    information regarding her supplier.
    McDaniel agreed to cooperate with the investigation and to
    assist the police in gathering evidence against her supplier,
    Stephen     McFadden.       At     the         officers’         direction,        McDaniel
    initiated    recorded    telephone       conversations            with    McFadden,       who
    was located in Staten Island, New York.                          The first of these
    telephone conversations occurred on August 25, 2011.                             In these
    recorded      conversations,        McFadden              described        the      active
    ingredients in the bath salts and gave instructions on how the
    bath salts were to be consumed.                     McFadden also described the
    stimulant effects of the bath salts and compared the effects to
    those of cocaine or methamphetamine.                       During these telephone
    conversations,       McDaniel     engaged       in       five    separate       controlled
    purchases    of   several   varieties          of    bath       salts    from    McFadden.
    McFadden shipped packages containing bath salts through FedEx, a
    commercial courier, from Staten Island to Charlottesville.
    The    United    States     Drug    Enforcement            Administration       (DEA)
    seized the packages directly from FedEx.                    Inside these packages,
    the “vials” and “baggies” containing the bath salts had been
    labeled by McFadden, and some labels warned that the contents
    were “not for human consumption or illegal use.”                           Other labels
    listed     chemical    compounds,       some        of    which     were       Schedule    I
    5
    controlled     substances,     and    stated        that     the     package     contents
    “[did] not contain [those] compounds or analogues of [those]
    compounds.”
    Chemical analysis revealed that the composition of the bath
    salts seized in these shipments changed over time.                           McFadden’s
    five shipments from July 2011 through September 2011 contained
    3,4-methylenedioxypyrovalerone                              (MDPV),                    3,4-
    methylenedioxymethcathinone (methylone, or MDMC), and 4-methyl-
    N-ethylcathinone (4-MEC).
    On October 21, 2011, the government adopted a rule adding
    MDPV and methylone to Schedule I.                   See Schedules of Controlled
    Substances:    Temporary      Placement        of    Three    Synthetic      Cathinones
    into Schedule I, 76 Fed. Reg. 65,371, 65,371–75 (Oct. 21, 2011).
    Immediately upon learning of the new rule, McFadden destroyed
    his inventory of MDPV and methylone.                   Although McFadden ceased
    distributing MDPV or methylone at this point, he continued to
    send shipments containing 4-MEC until his arrest in February
    2012.
    A    federal    grand   jury    indicted       McFadden        for   distributing
    MDPV,     methylone,    and   4-MEC   in       violation      of   the     CSA   and   the
    Analogue     Act.      The    indictment        alleged       that    although     MDPV,
    methylone, and 4-MEC were not controlled substances at the time
    of   McFadden’s      distribution,     these        three    compounds      nonetheless
    qualified as controlled substance analogues by virtue of their
    6
    chemical structures and physiological effects.                       See 21 U.S.C. §
    802(32)(A).       The grand jury charged McFadden with one count of
    conspiracy to distribute controlled substance analogues between
    June 2011 and February 2012 (Count One), and eight counts of
    distribution of controlled substance analogues.                      Three counts of
    distribution corresponded with three different shipments made on
    July 25, 2011 (Count Two), August 11, 2011 (Count Three), and
    August    24,    2011   (Count    Four),      before    police       officers       began
    supervising       telephone       conversations        between           McFadden     and
    McDaniel    on    August    25,   2011.        Five    counts       of    distribution
    corresponded with five different shipments made on August 26,
    2011 (Count Five), September 16, 2011 (Count Six), October 27,
    2011 (Count Seven), January 6, 2012 (Count Eight), and February
    2, 2012 (Count Nine), after the police officers began directing
    and monitoring McDaniel’s communications with McFadden.
    In a motion to dismiss the indictment and in his proposed
    jury   instructions,        McFadden   argued        that     the    government       was
    required to prove that he knew the substances he distributed
    were   controlled       substance   analogues         under    the       Analogue    Act.
    Under McFadden’s proposed jury instruction, the government would
    have     been    required    to   prove       that    McFadden       knew    that     the
    analogues       had   substantially    similar        chemical       structures       and
    physiological effects as those of controlled substances.
    7
    The    district    court      denied       McFadden’s     motion,         relying    on
    this Court’s opinion in United States v. Klecker, 
    348 F.3d 69
    ,
    71 (4th Cir. 2003) (requiring the government to prove only that
    a substance had the chemical structure and physiological effects
    of an analogue and that the defendant intended the substance be
    consumed     by   humans).          During       the   four-day          trial,      McFadden
    presented evidence that he was not aware of the Analogue Act, or
    that the CSA prohibited the distribution of controlled substance
    analogues.        The district court instructed the jury consistent
    with the holding in Klecker, and the jury returned a guilty
    verdict on all nine counts.
    At his sentencing hearing, McFadden argued that he had been
    careful     not   to   sell   any    substances        listed       on    the     controlled
    substance     schedules.       McFadden          and   the   government           stipulated
    that McFadden had consulted the DEA website for the list of
    controlled substances, and that the website did not contain any
    warning at the time that controlled substance analogues also
    were regulated.        Further, McFadden testified that he had ceased
    selling MDPV and methylone after those substances were added to
    the CSA schedules, even when an undercover DEA agent attempted
    to purchase them.         The district court considered this testimony
    and   sentenced        McFadden      to   serve        a     term        of     33   months’
    imprisonment on each count, to run concurrently.
    8
    McFadden          appealed,         arguing        in     this        Court       that    the
    government should have been required to prove his knowledge of
    the    bath       salts’       illegal      status        as    a     controlled         substance
    analogue.         Relying on our precedent in 
    Klecker, 348 F.3d at 72
    ,
    we affirmed the district court’s interpretation of the Analogue
    Act as not requiring proof that the defendant knew that the
    distributed substances were controlled substance analogues.                                      See
    United States v. McFadden, 
    753 F.3d 432
    , 436, 443–44 (4th Cir.
    2014). 1
    McFadden       sought         review       of    our    decision       by     the    Supreme
    Court,      which        granted      certiorari          on    the       issue      whether     the
    government         was     required        to      prove       that     he    knew       that    the
    substances he distributed were controlled substance analogues.
    The Supreme Court held that a conviction under the Analogue Act
    requires      proof       of   knowledge          of    either      the    substance’s          legal
    status as a controlled substance or of its specific features
    that       make    the     substance          a    controlled          substance         analogue.
    McFadden      v.    United       States,          135    S.    Ct.     2298,       2305    (2015).
    Accordingly, the Supreme Court vacated this Court’s opinion, and
    remanded      the     case      to    us    to     determine          whether      the     district
    1In the initial appeal, we also rejected McFadden’s
    challenges to the vagueness of the Analogue Act, the district
    court’s evidentiary rulings, and the sufficiency of the evidence
    at trial. See United States v. McFadden, 
    753 F.3d 432
    , 436 (4th
    Cir. 2014). McFadden did not seek Supreme Court review on these
    other issues, so they are not before us on remand.
    9
    court’s erroneous jury instructions constituted harmless error.
    
    Id. at 2307.
    II.
    A.
    The   Supreme      Court       has    clarified    the     elements         that   the
    government must prove to support a conviction for distribution
    of   controlled       substance      analogues.         As    discussed      above,      the
    Analogue Act defines a “controlled substance analogue” by its
    chemical     structure      and       its     actual,        claimed,       or     intended
    physiological effects.           21 U.S.C. § 802(32)(A).               If intended for
    human   consumption,           any        controlled     substance          analogue      is
    regulated    as   a    Schedule       I    controlled    substance.           
    Id. § 813.
    Therefore,     the     CSA’s     prohibition       of    knowing       or    intentional
    distribution      of    controlled          substances       extends    to       controlled
    substance analogues intended for human consumption.                                 See 
    id. §§ 813,
    841(a)(1).
    The   government     must       also    satisfy    one     of    two    methods     of
    proof regarding the defendant’s state of mind.                        McFadden, 135 S.
    Ct. at 2305.          Under the first method of proof, the government
    may establish that “a defendant knew that the substance . . . is
    some controlled substance—that is, one actually listed on the
    . . . schedules or treated as such by operation of the Analogue
    Act—regardless of whether he knew the particular identity of the
    10
    substance.”        
    Id. Under the
    second method, the government may
    establish that “the defendant knew the specific analogue he was
    dealing with, even if he did not know its legal status as an
    analogue.”     
    Id. Under this
    second method of proof, knowledge of
    the substance’s chemical structure and physiological effects is
    sufficient to support a conviction.                
    Id. A conviction
    under the Analogue Act therefore requires the
    government     to    prove       that    the    defendant:       (1)    distributed        a
    substance that had the chemical structure of an analogue and the
    actual,     intended,       or    claimed       physiological          effects       of   an
    analogue;    (2)     intended     that    the    substance       be    used    for    human
    consumption;       and    (3)    knew     either       the   legal     status    of       the
    substance, or the chemical structure and physiological effects
    of that substance.              Only the third element is in dispute on
    remand in this case.
    At   trial,       the     jury    found     that        McFadden       distributed
    substances that qualified as controlled substance analogues, and
    that   he   intended      the    substances      for     human    consumption.            The
    district    court     instructed        the     jury    that     to    convict    on      the
    distribution counts, the jury must find:
    FIRST: That the defendant knowingly and intentionally
    distributed a mixture or substance that has an actual,
    intended,   or  claimed   stimulant,   depressant,  or
    hallucinogenic effect on the central nervous system
    that is substantially similar to or greater than the
    stimulant, depressant, or hallucinogenic effect on the
    11
    central nervous system of a controlled substance in
    Schedule I or II of the Controlled Substances Act;
    SECOND: That the chemical structure of the mixture or
    substances is substantially similar to the chemical
    structure of a controlled substance in Schedule I or
    II of the Controlled Substances Act; AND
    THIRD: That the defendant intended for the mixture or
    substance to be consumed by humans.
    By returning a guilty verdict on the distribution counts of the
    superseding indictment, the jury necessarily found that McFadden
    distributed a substance that had the chemical structure of an
    analogue    and     the   actual,    intended,      or    claimed     physiological
    effects of an analogue, intending the substance to be consumed
    by humans.         The jury was not instructed to determine whether
    McFadden     had    knowledge   of    the    legal       classification    of    the
    substances     as     controlled      substance          analogues    or   of    the
    substances’ chemical structures and physiological effects.
    The     jury    instructions      for    the        conspiracy    count    were
    essentially identical with respect to the question of McFadden’s
    knowledge.     In order to find McFadden guilty of conspiracy, the
    jury was required to find that McFadden willingly and knowingly
    joined an agreement that existed “beginning in or around June
    2011, and continuing until February 15, 2012,” to accomplish the
    purpose of distributing substances containing MDPV, methylone,
    or 4-MEC.      Conviction on the conspiracy count also required a
    jury finding that MDPV, methylone, or 4-MEC have the chemical
    structures and the actual, intended, or claimed physiological
    12
    effects    of     controlled         substance        analogues.               By     returning     a
    guilty     verdict,        the      jury     therefore          necessarily             found    that
    McFadden conspired to distribute certain substances, and that
    those     substances         had     the     features          of    controlled           substance
    analogues.        However,         the     guilty     verdict            did   not      necessarily
    reflect that the jury found that McFadden knew the legal status
    of those substances or that those substances had the chemical
    structures      and    physiological             effects       of    controlled           substance
    analogues.
    With      respect      to     all     nine      counts,        therefore,           the    jury
    instructions      omitted          the    required      element           that      McFadden     knew
    either     that      the     bath        salts     were        regulated         as      controlled
    substances or that the bath salts had the features of controlled
    substance analogues.               Accordingly, we turn to consider whether
    the   failure     to    instruct          the    jury     on    this       knowledge        element
    constituted harmless error.
    B.
    A court commits a constitutional error subject to harmless
    error analysis when it omits an element of an offense from its
    jury instructions.               Neder v. United States, 
    527 U.S. 1
    , 8–9
    (1999).      To      establish           harmless     error         in    such      a    case,    the
    government must show “beyond a reasonable doubt that the error
    complained      of     did    not        contribute       to    the       verdict        obtained.”
    Chapman v. California, 
    386 U.S. 18
    , 24 (1967); United States v.
    13
    Brown, 
    202 F.3d 691
    , 699 (4th Cir. 2000).             The reviewing court
    must “conduct a thorough examination of the record,” and if “the
    court cannot conclude beyond a reasonable doubt that the jury
    verdict would have been the same absent the error . . .[,] it
    should not find the error harmless.”             
    Neder, 527 U.S. at 19
    ;
    Sullivan v. Louisiana, 
    508 U.S. 275
    , 279 (1993) (requiring the
    reviewing court to ensure that the guilty verdict rendered at
    trial was “surely unattributable to the error”).
    Both the Supreme Court and this Court have held that an
    erroneously    omitted   jury   instruction     may   be   deemed   harmless
    error    if   the   omitted   element    is   supported    by   overwhelming
    evidence admitted at trial. 2           See 
    Neder, 527 U.S. at 16
    , 18;
    
    Brown, 202 F.3d at 700
    –01.          In Neder, the jury found that a
    taxpayer had knowingly filed false statements in a tax return by
    underreporting his income by $5 million, but did not determine
    whether the false statement was material to the taxpayer’s tax
    
    liability. 527 U.S. at 16
    .      The Supreme Court held that the
    omission of this element from the jury instruction was harmless
    beyond a reasonable doubt, because the taxpayer had contested
    2 The government may also prove harmless error by showing
    that the jury necessarily found facts that would satisfy the
    omitted element, such as when the omitted element overlaps with
    an element in another count of conviction. See 
    Brown, 202 F.3d at 699
    –700.   However, the government does not argue that this
    type of harmless error applies in this case, because the same
    element was erroneously omitted in all nine counts.
    14
    only the classification, but not the calculated amount, of the
    $5 million, and that any reasonable jury would find that $5
    million in unreported income is material to tax liability.                       
    Id. Additionally, in
    United States v. Davis, 
    202 F.3d 212
    (4th
    Cir. 2000), we considered the omission of a jury instruction in
    a case that would have required the jury to determine whether
    the defendant fired gunshots into a “dwelling.”                   
    Id. at 217.
             We
    held    that   because    overwhelming        evidence    established         that   the
    building in question was a family residence with six occupants,
    the    district    court’s     failure   to     instruct    on     the    “dwelling”
    element was harmless beyond a reasonable doubt.                   
    Id. On the
    other hand, we have held that evidence of an element
    omitted from jury instructions will not be deemed overwhelming
    if the defendant had “genuinely contested” the omitted element
    with evidence that could have caused “disagreement among the
    jurors about” the contested element.                   See 
    Brown, 202 F.3d at 702
    .    In Brown, the jury was not instructed that it must find
    unanimously     that     the   defendant      had    participated        in   specific
    predicate violations before finding that he had participated in
    a “continuing criminal enterprise.”                 
    Id. at 698.
       The government
    had    presented   evidence     of   several        predicate    offenses       through
    witnesses      whose     credibility     had     been    impeached        and    whose
    testimony had been countered by other evidence.                    
    Id. at 701–02.
    We held that the error was not harmless beyond a reasonable
    15
    doubt,       because     the     omission        of     the       element    from    the       jury
    instructions        could       have    allowed        the    jury    to    return    a    guilty
    verdict without unanimous agreement on which predicate offenses
    occurred.       
    Id. at 702.
    In accord with these decisions, we must examine the record
    for evidence of McFadden’s knowledge regarding either the legal
    status or the relevant characteristics of the bath salts.                                       See
    McFadden,       135      S.     Ct.    at      2305.         We    consider       whether       the
    government         has   met     its     burden       of     showing       that   overwhelming
    evidence       established            McFadden’s           knowledge        on    this     issue,
    rendering the failure to instruct the jury on that knowledge
    element harmless beyond a reasonable doubt.
    III.
    The     government             argues     that        the     evidence        at        trial
    established McFadden’s knowledge under either method of proof
    articulated by the Supreme Court.                       According to the government,
    the evidence overwhelmingly proved that McFadden knew that the
    bath salts were regulated as controlled substances, and that the
    bath   salts       had    chemical       structures          and    physiological         effects
    similar to those of controlled substances.
    In response, McFadden asserts that his conduct showed that
    he thought that his actions were lawful, and argues that he is
    entitled      to    a    jury    determination          of    his    credibility          on   this
    16
    issue.    Relying     on   the   Seventh      Circuit’s   decision   in   United
    States v. Turcotte, 
    405 F.3d 515
    , 527 (7th Cir. 2005), he also
    argues that under proper instructions, the jury would have been
    permitted, but would not have been required, to infer from the
    evidence that he had any knowledge of the chemical structures of
    the substances that he sold.            We disagree with certain parts of
    both parties’ arguments.
    A.
    We address the parties’ arguments in the context of the two
    methods   of     proof     identified        by   the     Supreme    Court     for
    establishing the knowledge element.               The government argues that
    the first method of proof was satisfied in this case, because
    overwhelming evidence established that McFadden knew that the
    bath salts were regulated or controlled under the CSA or the
    Analogue Act.     The government highlights the fact that McFadden
    distributed the bath salts using packaging, prices, and names
    consistent     with   illicit    drug   distribution.        Further,     in   the
    recorded telephone conversations, McFadden compared his products
    to cocaine and methamphetamine.              The government also argues that
    McFadden’s attempts to conceal his activity and the nature of
    his business showed that he was conscious of his own wrongdoing.
    We disagree with the government’s argument regarding the extent
    of evidence supporting this first method of proof.
    17
    Although      the    jury    could       have       inferred        from     McFadden’s
    evasive behavior and the “disclaimer” labeling of the packages
    and vials that he knew that the bath salts were treated as
    controlled    substances,         McFadden,         135    S.    Ct.   at    2304    n.1,   we
    agree with McFadden that such an inference would not have been
    compelled.       McFadden countered the government’s evidence of his
    guilty knowledge by presenting evidence that he tried to comply
    with the law and intentionally avoided selling substances listed
    on the CSA schedules.             McFadden affixed labels to his packages
    that disclaimed the inclusion of specific Schedule I substances,
    and   he   ceased    selling       MDPV       and    methylone         immediately     after
    learning    of    their    listing       in    the    CSA        schedules.         Thus,   we
    conclude   that     McFadden’s      efforts         to     avoid    selling        substances
    listed in the CSA schedules is the type of “genuinely contested”
    evidence     we     discussed       in    Brown           that     could      have     caused
    “disagreement among the jurors” about whether McFadden knew that
    the bath salts were regulated or controlled under the CSA or the
    Analogue Act.       See 
    Brown, 202 F.3d at 702
    .
    We   therefore       hold    that       the    evidence       was     sufficient      to
    permit, but not so overwhelming to compel, the jury to find that
    McFadden    knew    that    federal       law       regulated       the     bath    salts   as
    controlled substances.            Instead, the jury could have concluded
    from the evidence that McFadden erroneously thought that it was
    not a crime to sell MDPV, methylone, and 4-MEC.                             Therefore, the
    18
    government has not shown that overwhelming evidence established
    McFadden’s knowledge under the first method of proof.
    B.
    The    government       may      also    prove       McFadden’s       knowledge      by
    showing that McFadden knew “the specific analogue he was dealing
    with.”      
    McFadden, 135 S. Ct. at 2305
    .                  For this second method of
    proof,      the    government       relies         on     McFadden’s       statements      in
    telephone     conversations         recorded        between       August    25,    2011    and
    February 1, 2012 to show that McFadden had knowledge of the
    analogues’ chemical structures and physiological effects.
    As we discuss below, we agree with the government that the
    recorded telephone conversations overwhelmingly establish that
    McFadden      knew     the        bath     salts’         chemical        structures       and
    physiological effects.              However, the first recorded telephone
    conversation       occurred       on     August     25,     2011,     after       McFadden’s
    conduct giving rise to Count Two (July 11–25, 2011), Count Three
    (July 29–August 11, 2011), and Count Four (August 10–24, 2011)
    of the superseding indictment.                     The government does not cite,
    nor   were    we    able     to    find,      any       earlier    direct     evidence     of
    McFadden’s state of mind.
    Although       the   jury        reasonably        could     have    inferred       from
    McFadden’s discussions in the August 25, 2011 phone call that he
    had possessed the required knowledge before his first shipment
    to Charlottesville, the evidence on this point cannot in any
    19
    view be termed “overwhelming.”                  See 
    Brown, 202 F.3d at 701
    –02.
    McFadden’s brother, a federal law enforcement agent, testified
    at    trial    that    McFadden       began    selling       “aromatherapy”      products
    after    seeing      similar    products       for    sale    in    plain   view      around
    Staten Island.          Based on this and the other evidence before us,
    the jury reasonably could have concluded that McFadden began
    selling       his   products    before        knowing    their      identity,    chemical
    structures, or physiological effects when ingested.                             The jury
    therefore reasonably could have concluded from the evidence that
    McFadden’s guilty knowledge had not been established at the time
    he made the shipments corresponding with Counts Two, Three, and
    Four.        Accordingly, we conclude that the government has not met
    its burden of establishing harmless error with respect to Counts
    Two, Three, and Four.
    Any     reasonable       uncertainty         about     McFadden’s      knowledge,
    however, evaporated            with    McFadden’s       recorded      participation          in
    telephone conversations that demonstrated his full knowledge of
    the     chemical       structures      and      physiological         effects      of      his
    products.           McFadden    does     not       dispute    the    accuracy        of    the
    recordings and transcripts admitted at trial, nor does he point
    to    evidence        that   would      contradict       the       contents     of        those
    20
    conversations. 3       In the first recorded substantive conversation,
    on August 25, 2011, McFadden discussed the composition of his
    products,       characterizing         a    mixture        called     “Alpha”    as     “the
    straight chemical” and “the replacement for the MDPV.”                                  When
    asked     for   further      details       about    a     mixture    labeled    “No    Speed
    Limit,” McFadden represented that “Alpha mixed with the 4-MEC
    gives you a No Speed Limit–like feeling, just not as intense.”
    McFadden also explicitly compared these mixtures to “cocaine”
    and “crystal meth.”              In later conversations, McFadden discussed
    distributing      a    “4-MEC”      blend     called       “New     Sheens,”    adding    “a
    little extra kick” to a blend called “Hardball,” and describing
    “Hardball” as a blend with “five active chemicals in it” or
    “five ingredients.”
    McFadden        nevertheless          argues        that    his   statements        to
    McDaniel were mere “sales talk,” completely unconnected with any
    actual     knowledge        he   might      have.         McFadden,     a   construction
    foreman and furniture salesman, asserts that he obviously lacked
    the   experience       or    training       to     have    scientific,      chemical,     or
    pharmacological knowledge about the products he sold.                                 We are
    3In his initial appeal, McFadden challenged the relevance
    of the recordings and the transcripts, but did not challenge
    their accuracy.   United States v. McFadden, 
    753 F.3d 432
    , 443
    (4th Cir. 2014). We held that the district court did not abuse
    its discretion in admitting the recordings and transcripts,
    because they were relevant to prove that McFadden intended the
    bath salts to be used for human consumption. 
    Id. 21 not
    persuaded by this argument, or by McFadden’s assertion that
    under the holding of United States v. Turcotte, 
    405 F.3d 515
    ,
    527 (7th Cir. 2005), he is entitled to have the jury judge his
    credibility        on    the    knowledge        issue   rather    than    have      this
    question be reviewed on appeal for harmless error.
    McFadden correctly states the principle from Turcotte, that
    even   if    a    defendant      is    proved    to   have   had   knowledge      of    an
    analogue’s physiological effects, a jury is permitted, but is
    not required, to infer that a defendant had knowledge of the
    analogue’s relevant chemical similarities.                   
    See 405 F.3d at 527
    .
    However,     McFadden’s         argument    on    this    point,   as    well   as     his
    contention that he was engaged in mere “sales talk,” grossly
    understates the evidence of his knowledge of the substances’
    chemical structures and physiological effects.
    The   nine       recorded      telephone    conversations,       beginning       on
    August 25, 2011, established McFadden’s thorough and detailed
    knowledge of chemicals identified in Count One and Counts Five
    through      Nine,      their    chemical    structures,      their     effects,       and
    their similarity to other controlled substances.                        On August 25,
    2011, McFadden explicitly referenced “MDPV” and “4-MEC” by name
    and described blends of different chemicals.                       Laboratory tests
    confirmed        that   McFadden’s      statements       accurately     described      the
    chemical composition of his products.                     In addition, McFadden’s
    evidence that he consulted the CSA schedules on the DEA website,
    22
    although effective to raise a question whether he knew the bath
    salts were regulated as controlled substances, demonstrated that
    he   had        sufficient       knowledge         about           his    products’       chemical
    structures to be able to compare them to the list of chemical
    names      on     the     CSA     schedules.                 See    21     C.F.R.        § 1308.11.
    Therefore,        the    record    shows      far       more       evidence       than    the    mere
    knowledge or representation of physiological effects referenced
    in Turcotte.           
    See 405 F.3d at 527
    .
    The telephone conversations also established that McFadden
    knew the physiological effects of the products.                                   On August 25,
    2011,   McFadden          described         the    “feeling”             caused    by    different
    blends,     comparing           their       effects      to        those     of     cocaine      and
    methamphetamine.                The     government            presented           evidence       that
    McFadden’s         descriptions             accurately             reflected        the        actual
    physiological effects of the blends.                               And, even if McFadden’s
    descriptions        of    the    physiological           effects          were    merely       “sales
    talk,” the Analogue Act defines analogues to include substances
    merely represented to have the relevant physiological effects.
    See 21 U.S.C. § 802(32)(A)(iii).
    Therefore, the recorded telephone conversations demonstrate
    overwhelmingly           that    by     August         25,    2011,        McFadden       knew    the
    chemical        identities        and       the    physiological             effects       of    the
    substances he was selling.                   As the Supreme Court has held, “[a]
    defendant        who    possesses       a    substance         with       knowledge       of    those
    23
    features knows all of the facts that make his conduct illegal.”
    
    McFadden, 135 S. Ct. at 2305
    .                  Accordingly, we conclude that
    because overwhelming evidence established that McFadden knew, as
    of August 25, 2011, the specific features of the substances he
    was   selling,    the    district   court’s       omission    of    the    knowledge
    element    from   the    jury   instructions       was    harmless     error      with
    regard to McFadden’s convictions under Counts Five through Nine.
    For the same reason, we affirm McFadden’s conviction under Count
    One for conspiracy to distribute controlled substance analogues,
    which is supported by overwhelming evidence of his state of mind
    beginning     with      the     date      of     those     recorded        telephone
    conversations.
    With   respect     to   Counts    Two,     Three,    and     Four,   however,
    because the erroneous omission of the knowledge element from the
    jury instructions was not harmless beyond a reasonable doubt, we
    vacate and remand those counts for further proceedings in the
    district court consistent with the principles expressed in this
    opinion.     We   also    remand    the    convictions       on    Count   One,    and
    Counts     Five    through      Nine,      to     the     district     court       for
    resentencing.
    IV.
    For these reasons, we affirm the district court’s judgment
    of conviction on Counts One, Five, Six, Seven, Eight, and Nine,
    24
    and vacate the court’s sentence on those counts and remand for
    resentencing.    We vacate the district court’s judgment on Counts
    Two,   Three,   and   Four,   and   remand   those   counts   for   further
    proceedings in the district court.
    AFFIRMED IN PART,
    VACATED IN PART,
    AND REMANDED
    25