United States v. Symonevich , 688 F.3d 12 ( 2012 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 11-1236
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    ANDREW SYMONEVICH,
    Defendant, Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. George A. O'Toole, U.S. District Judge]
    Before
    Selya, Circuit Judge,
    Souter,* Associate Justice,
    Lipez, Circuit Judge.
    Robert S. Sinsheimer, with whom Lauren Thomas and Sinsheimer
    & Associates were on brief, for appellant.
    Mark T. Quinlivan, Assistant United States Attorney, with whom
    Carmen M. Ortiz, United States Attorney, was on brief, for
    appellee.
    July 31, 2012
    *
    The Hon. David H. Souter, Associate Justice (Ret.) of the
    Supreme Court of the United States, sitting by designation.
    LIPEZ,       Circuit     Judge.      In    February   2009,    Andrew
    Symonevich was indicted on one count of conspiracy to distribute,
    and to possess with the intent to distribute, cocaine and heroin in
    violation of 
    21 U.S.C. §§ 841
    (a)(1), 846.                He moved to suppress
    evidence recovered during the search of a car in which he was a
    passenger.       The district court denied Symonevich's motion to
    suppress. After a four-day trial, the jury convicted Symonevich of
    the charged offense.
    Symonevich now appeals the district court's denial of his
    motion to suppress and challenges the sufficiency of the evidence
    for his conviction.        Alternatively, he demands a new trial because
    of the improper admission of certain testimony and charts and the
    inadequacy of the conspiracy instruction given to the jury.
    We affirm.
    I.
    We recount the facts of the case in the light most
    favorable to the verdict.            United States v. Mubayyid, 
    658 F.3d 35
    ,
    41 (1st Cir. 2011).
    A. The Wiretap Investigation
    As part of its ongoing investigation of drug trafficking
    by   a   group   known    as   the    Duran    Gomez   organization,    the   Drug
    Enforcement Agency ("DEA") obtained permission to wiretap six
    telephone numbers associated with the organization, referred to as
    target telephones, or "TT" numbers one through six.                    Calls from
    -2-
    Symonevich were intercepted on three days in November 2008 on TT-2,
    a so-called "customer line."
    On November 2, through a series of seven intercepted
    phone calls, Symonevich arranged to buy 30 grams of heroin at a
    McDonald's off Interstate 495 in Massachusetts.        Four days later,
    on November 6, Symonevich arranged through a series of phone calls
    to buy 50 grams of heroin and one ounce of cocaine.         During one of
    the   intercepted   calls,   an   individual   known   as   "Tony"   asked
    Symonevich what kind of car he was driving.      Symonevich then asked
    an unidentified male, "What's this?       What kind of car is this?"
    The unidentified male answered that they were in a green Subaru.
    "Tony" was later identified as Wilson Ariel-Soto, the alleged
    leader of the drug trafficking organization.
    On November 12, agents intercepted a number of calls
    between Symonevich and Ariel-Soto, during which Symonevich arranged
    to purchase 30 grams of heroin.     After Symonevich's first recorded
    call at 1:21 p.m., DEA agents sent unmarked surveillance units
    toward Interstate 495 to follow Symonevich.        Massachusetts State
    Police Sergeant James Bazzinotti, who was assisting the DEA with
    surveillance during the investigation, observed a green Subaru and
    followed it.   After surveillance units observed what DEA agents
    believed to be a meeting between Symonevich and Ariel-Soto's drug
    courier, agents planned to stop Symonevich.            In the meantime,
    -3-
    however, Bazzinotti stopped at a traffic light and lost sight of
    the Subaru, which he only saw again after it had been stopped.
    B. The Vehicle Stop
    Symonevich was arrested on November 12 after a traffic
    stop that commenced at approximately 4:18 p.m. and was apparently
    unrelated to the DEA investigation and Bazzinotti's surveillance.
    The arresting officer, Massachusetts State Trooper Sweeney, was
    patrolling and observed a broken side tail light on the green
    Subaru in which Symonevich was traveling.             Sweeney pulled his
    police cruiser up behind the Subaru and initiated a stop by
    activating his blue lights.        As he turned on his lights, Sweeney
    observed the passenger, Symonevich, "lean down as if placing or
    retrieving something from underneath his seat."        Sweeney testified
    that this movement caused him concern for his safety.            The Subaru
    slowly pulled     into   the   breakdown   lane and   stopped.      Sweeney
    approached the vehicle on the passenger's side where he observed
    Symonevich in the passenger seat looking "completely ashen faced"
    and "scared to death."
    Sweeney asked Symonevich and the driver, later identified
    as Gerard Adair, where they were going.        Adair first said that he
    had   been   visiting    his   grandmother.    In   response   to   further
    questioning, he stated that he had met a girl online and was going
    to meet up with her but could not find her.                Sweeney asked
    Symonevich if he was related to Adair.        Symonevich responded that
    -4-
    he was just going for a ride with his friend.          When Sweeney asked
    Adair for his license and registration, he observed that Adair's
    hand was    shaking   as he    handed Sweeney    his   driver's   license.
    Sweeney returned to his cruiser to run a record check and radioed
    for backup.    Trooper Brian Sweet arrived shortly thereafter.
    After informing Sweet of his observations, Sweeney went
    back to the Subaru and asked Symonevich to exit the vehicle.
    Symonevich complied.      As Symonevich exited, Sweeney and Sweet
    smelled the stale odor of marijuana coming from Symonevich's
    clothing.     Sweeney took Symonevich to the rear of the Subaru and
    asked him why he had reached under the seat as Sweeney pulled them
    over.   After he first said that he was putting a piece of paper
    down, Symonevich revised his statement, saying that he had actually
    put a can of fix-a-flat under the seat.         Sweeney asked Symonevich
    why he had the can.    Symonevich responded that he had it "in case
    we get a flat."    Sweeney told Symonevich that his answer gave him
    concern for his safety.    Although Symonevich was not under arrest,
    Sweeney wanted him to sit in the back of the police cruiser while
    Sweeney spoke to Adair.       Symonevich complied.
    Sweeney approached Adair and asked what Symonevich had
    put under the seat.     Adair said that he did not know.          Sweeney
    asked if there were weapons in the car.         Adair replied, "Not that
    I know of."    Sweeney asked permission to search the car and Adair
    declined.   Sweeney nevertheless searched the car because he wanted
    -5-
    to be sure there was nothing under the seat that posed a safety
    threat.       About three-quarters of the way through the stop, Sweeney
    got a radio call informing him that Symonevich was also the subject
    of an ongoing DEA investigation.
    Sweeney looked under the passenger seat and found a can
    of tire puncture sealant.            He picked it up and observed that the
    weight was not consistent with a can of tire sealant.                       Sweeney
    shook the can and felt something solid move around inside.                         He
    looked at the bottom of the can, saw that it was slightly separated
    from the can, unscrewed the bottom, and found a wad of paper towels
    and three bundles of brown substances that he believed to be
    packages of heroin.1           Sweeney placed Symonevich and Adair under
    arrest.2
    II.
    Symonevich   makes    four        arguments   on   appeal:   (1)   the
    district court erred in denying his motion to suppress on the basis
    that,    as    a   passenger    in   the    vehicle,    he   lacked   standing    to
    challenge the seized evidence; (2) the district court abused its
    discretion in admitting certain testimony and charts; (3) there was
    1
    Later chemical analysis of the recovered substance showed
    30.44 grams of heroin.
    2
    On December 12, 2008, one month after his arrest, while out
    on bail, Symonevich made two calls on TT-6 to Ariel-Soto that were
    intercepted. In the first, he again identified himself as "Dale's
    man from Maine" and asked if he could "swing by and see you today."
    No further details were overheard.
    -6-
    insufficient evidence to show that he joined the charged Duran
    Gomez conspiracy to distribute drugs; and (4) the district court
    failed to properly instruct the jury that intent to resell drugs is
    not necessarily sufficient to prove membership in a conspiracy to
    distribute drugs.    We address each argument in turn.
    A. Motion to Suppress
    Where    the   denial   of   a   motion     to suppress   has been
    challenged, we review the district court's findings of fact for
    clear error, United States v. Werra, 
    638 F.3d 326
    , 330 (1st Cir.
    2011), and "we review de novo the district court's conclusions of
    law, including its application of the law to the facts, its
    probable cause and reasonable suspicion determinations, and the
    district court's ultimate legal decision to grant or deny the
    motion to suppress," United States v. Camacho, 
    661 F.3d 718
    , 724
    (1st Cir. 2011).
    After    hearing   argument      on   the    standing   issue,   the
    district court orally denied Symonevich's motion to suppress,
    relying on Rakas v. Illinois, 
    439 U.S. 128
     (1978):
    [I]f the drugs weren't taken on [Symonevich's]
    person but taken from the car, simply as a
    passenger, without more, without some kind of
    showing beyond the fact of being a passenger
    in a car and it having been found underneath
    his seat, that's not enough . . . so the
    motion will be denied for lack of standing.
    Symonevich argues that as a passenger in the Subaru, he
    had a reasonable expectation of privacy in items seized therefrom
    -7-
    and, thus, had standing to challenge the lawfulness of a search.3
    He argues that
    the law simply cannot be so fine as to allow
    an individual to challenge a pat frisk of his
    person, but not allow him to challenge the
    seizure of property he had placed just beneath
    his seat seconds before the encounter. . . .
    [W]hen Mr. Symonevich was placing the can
    beneath his seat, he expected it would remain
    as private as if he placed it in his pocket.
    In addition, Symonevich argues that the district court failed to
    adequately consider the duration of the trip between Maine and
    Massachusetts    in   determining    whether   he   had   a   legitimate
    expectation of privacy in the vehicle.     He also claims that he had
    a possessory interest in the can of tire sealant that afforded him
    a reasonable expectation of privacy in the space under the seat and
    thus standing to suppress the recovered evidence.
    The government makes three arguments in response: (1)
    that a passenger does not have standing to challenge the search of
    a lawfully stopped vehicle in which he or she has no proprietary
    interest; (2) in the alternative, that there was probable cause to
    believe contraband would be found in the Subaru, and hence the
    3
    Because the parties both use the term "standing" in their
    briefing, we do so here. We note, however, that the Supreme Court
    has stated that the threshold analysis is "more properly placed
    within the purview of substantive Fourth Amendment law than within
    that of standing," United States v. Lipscomb, 
    539 F.3d 32
    , 36 (1st
    Cir. 2008) (quoting Minnesota v. Carter, 
    525 U.S. 83
    , 88 (1998))
    (internal quotation marks omitted).     As a threshold matter in
    arguing for suppression, the defendant must establish that he or
    she had a reasonable expectation of privacy in the area searched or
    the items seized. 
    Id. at 35-36
    .
    -8-
    search was lawful under the so-called "automobile exception" to the
    Fourth Amendment's warrant requirement; and (3) in the further
    alternative, that the recovered evidence would have inevitably been
    discovered by DEA agents if they had stopped the Subaru before
    Trooper Sweeney, as they were about to do, and hence it should be
    admitted pursuant to the inevitable discovery doctrine, see United
    States v. Pardue, 
    385 F.3d 101
    , 107-08 (1st Cir. 2004).           We focus
    on the government's first argument.
    The Fourth Amendment's protection against unreasonable
    searches may only be claimed where a defendant demonstrates that
    he or she personally has a reasonable expectation of privacy in the
    place searched.    See Rakas, 439 U.S. at 143-44 n.12.        As a general
    proposition, "[a] person who is aggrieved by an illegal search and
    seizure only through the introduction of damaging evidence secured
    by a search of a third person's premises or property has not had
    any of his [or her] Fourth Amendment rights infringed."             Id. at
    134.    In the context of a vehicle search, a passenger who has
    "asserted neither a property nor a possessory interest in the
    automobile, nor an interest in the property seized," has made no
    showing that he or she has a legitimate expectation of privacy in,
    for example, the area under the seat of the car in which he or she
    was    "merely   [a]   passenger[]."      Id.    at    148.   Under      such
    circumstances,    a    vehicle   search   does   not   infringe   upon    the
    -9-
    passenger's Fourth Amendment rights.             Thus, the passenger lacks
    standing to challenge the search.
    Symonevich argues that the Supreme Court has recently
    recognized the Fourth Amendment rights of passengers in the context
    of vehicle stops. See Arizona v. Johnson, 
    555 U.S. 323
    , 332 (2009)
    (explaining that a passenger "is seized, just as the driver is,
    from the moment [a car stopped by the police comes] to a halt on
    the side of the road") (alteration in original) (quoting Brendlin
    v. California, 
    551 U.S. 249
    , 263 (2007)) (internal quotation marks
    omitted).    These cases, however, do not extend Fourth Amendment
    rights to passengers who challenge only the search of the vehicle
    in which they were traveling and not their seizure.                 Indeed, the
    Brendlin Court noted that the appellant "did not assert that his
    Fourth Amendment        rights   were     violated   by the     search   of   [the
    driver's] vehicle, but claimed only that the traffic stop was an
    unlawful seizure of his person."                
    551 U.S. at 253
     (citation
    omitted).    Moreover, the Court approvingly cited Rakas for its
    rejection    of   the    "target    theory"     of   standing,     embraced    by
    Symonevich   here,      which    would    effectively   allow    "any    criminal
    defendant at whom a search was directed" to challenge the legality
    of the search.       
    Id. at 260
     (quoting Rakas, 439 U.S. at 132)
    (internal quotation marks omitted).
    Symonevich argues that even if           Brendlin and Johnson did
    not explicitly overrule Rakas, they did so implicitly because
    -10-
    concluding otherwise would defeat the deterrent purposes of the
    exclusionary rule.4        We disagree.      "[T]he exclusionary rule is an
    attempt to effectuate the guarantees of the Fourth Amendment, [and]
    it    is   [thus]    proper   to   permit    only   defendants   whose   Fourth
    Amendment rights have been violated to benefit from the rule's
    protections."        Rakas, 439 U.S. at 134.         Indeed, "[d]espite the
    deterrent aim of the exclusionary rule, [the Supreme Court has]
    never held that unlawfully seized evidence is inadmissible in all
    proceedings or against all persons.            'The application of the rule
    has been restricted to those areas where its remedial objectives
    are    thought      most   efficaciously     served.'"     Id.   at   134   n.3
    (alteration omitted) (citations omitted) (quoting United States v.
    Calandra, 
    414 U.S. 338
    , 348 (1974)).                 The Supreme Court has
    regularly declined to extend the benefits of the exclusionary rule
    to defendants whose personal Fourth Amendment rights have not been
    infringed upon, and we decline to do so here.             See, e.g., Carter,
    525 U.S. at 88.
    4
    As a general proposition, an argument that the Supreme Court
    has implicitly overruled one of its earlier decisions is suspect.
    See Agostini v. Felton, 
    521 U.S. 203
    , 237 (1997) ("We do not
    acknowledge, and we do not hold, that other courts should conclude
    our more recent cases have, by implication, overruled an earlier
    precedent. . . .    '[I]f a precedent of this Court has direct
    application in a case, yet appears to rest on reasons rejected in
    some other line of decisions, the Court of Appeals should follow
    the case which directly controls, leaving to this Court the
    prerogative of overruling its own decisions.'" (quoting Rodriguez
    de Quijas v. Shearson/Am. Express, Inc., 
    490 U.S. 477
    , 484
    (1989))).
    -11-
    Symonevich argues in the alternative that the particular
    circumstances in this case gave him a reasonable expectation of
    privacy in the vehicle.    Relying on our decision in United States
    v. Lochan, 
    674 F.2d 960
    , 963-65 (1st Cir. 1982), Symonevich argues
    that the duration of the trip between Maine and Massachusetts – a
    nearly six hour round-trip drive – was long enough that he had a
    reasonable expectation of privacy in the vehicle.     We did say in
    Lochan that the fact of a long trip "would engender a slightly
    greater privacy expectation than would a short trip."   
    Id. at 965
    .
    Symonevich says that vehicle passengers on long rides are akin to
    overnight guests and thus have a reasonable expectation of privacy
    in the vehicle.     As he puts it, "[s]ociety would consider it
    reasonable to bring personal items along on such a lengthy car ride
    . . . and recognize that this long of a trip would give rise to
    some expectation of privacy on the part of a passenger within the
    vehicle."
    We are skeptical about the continued relevance of the
    type of duration argument that Symonevich makes.5   Since we decided
    Lochan, the Supreme Court has developed extensive case law on the
    5
    We characterized the trip in Lochan as "long." Despite that
    fact - and the fact that the defendant had been driving the vehicle
    when it was stopped - we concluded that the defendant failed to
    demonstrate that he had a reasonable expectation of privacy in the
    vehicle. Other factors "far outweighed" the effect of the duration
    of the trip, including the fact that the appellant did not own the
    car. See Lochan, 
    674 F.2d at 965
    .
    -12-
    automobile exception, circumscribing the amount of privacy one can
    expect   in    a   vehicle    and    further    differentiating    searches   of
    automobiles from searches of homes.              Compare, e.g., New York v.
    Class, 
    475 U.S. 106
    , 112-113 (1986) ("One has a lesser expectation
    of   privacy       in   a    motor    vehicle    because   its    function    is
    transportation and it seldom serves as one's residence or as the
    repository of personal effects.            A car has little capacity for
    escaping public scrutiny.            It travels public thoroughfares where
    both its occupants and its contents are in plain view." (quoting
    Cardwell v. Lewis, 
    417 U.S. 583
    , 590 (1974) (plurality opinion)
    (internal quotation marks omitted)), and St. Hilaire v. City of
    Laconia, 
    71 F.3d 20
    , 28 n.6 (1st Cir. 1995) ("Fourth Amendment law
    . . . recognizes a distinction between a person's home and a
    person's car. For example, the Fourth Amendment permits a slightly
    broader search pursuant to the arrest of the occupant of a vehicle
    and some warrantless searches of vehicles are permitted even if
    there are not emergency circumstances."), with Carter, 525 U.S. at
    99 (Kennedy, J., concurring) ("The Fourth Amendment protects '[t]he
    right of the people to be secure in their . . . houses,' and it is
    beyond dispute that the home is entitled to special protection as
    the center of the private lives of our people." (alteration in
    original) (quoting U.S. Const. amend. IV)).                Thus, any analogy
    between an automobile and a house is suspect.                    In any event,
    without categorically rejecting the relevance of the duration of a
    -13-
    trip in an automobile to the reasonable expectation of privacy
    analysis, we conclude that the duration of the trip here, under all
    of   the   circumstances,       did    nothing     to     enhance   Symonevich's
    expectation of privacy.
    Symonevich also argues that he had a possessory interest
    in   the   can    of   fix-a-flat,    and   that   this    possessory   interest
    established his reasonable expectation of privacy in the space
    under the passenger seat. Although Symonevich acknowledges that he
    never explicitly claimed a possessory interest in the can, he says
    that the government imputed such possession to him when it charged
    him with criminal conspiracy to distribute narcotics based on the
    heroin found in the can.        He now argues that he was entitled to the
    same presumption for purposes of his constitutional challenge to
    the search. The government contends that Symonevich insufficiently
    asserted his possessory interest in the can, arguing that he did
    not submit an affidavit claiming that interest with his motion to
    suppress.6
    We   need    not   resolve     that   dispute    because   even   if
    Symonevich had demonstrated a possessory interest in the can, that
    6
    The burden to establish a reasonable expectation of privacy
    lies squarely on the movant. See, e.g., Lipscomb, 
    539 F.3d at
    35-
    36. Symonevich suggests that he was unable to make his standing
    argument for fear of self-incrimination.         That argument is
    meritless, as we have long held that "testimony given to meet
    standing requirements cannot be used as direct evidence against the
    defendant at trial on the question of guilt or innocence." 
    Id.
     at
    36 n.1 (quoting United States v. García-Rosa, 
    876 F.2d 209
    , 219
    (1st Cir. 1989)) (internal quotation marks omitted).
    -14-
    interest would not establish a reasonable expectation of privacy in
    the space beneath the passenger seat.          Whether or not Symonevich
    had a possessory interest in the can, he placed the can under the
    seat, an area in which he had no reasonable expectation of privacy.
    See Rawlings v. Kentucky, 
    448 U.S. 98
    , 105-106 (1980) (citing
    Rakas, 439 U.S. at 149-50 n.17).         As the Rawlings Court noted,
    "[h]ad [the] petitioner placed his drugs in plain view, he would
    still have owned them, but he could not claim any legitimate
    expectation of privacy."    Id. at 106.        Here, too, the petitioner
    may have owned the can of tire sealant that contained the drugs.
    As a passenger in the vehicle, however, he lacked a reasonable
    expectation of privacy in the space beneath the car seat for the
    reasons   already   discussed.     Symonevich's      alleged      possessory
    interest does not strengthen his expectation of privacy argument.
    In summary, we agree with the district court that, as a
    passenger in the Subaru, Symonevich did not have a reasonable
    expectation of privacy in the space below the passenger seat from
    which the heroin was recovered.         We affirm the district court's
    denial of his motion to suppress on that basis.
    B. Evidentiary Challenges
    Symonevich   argues   that    the   district   court    erred   by
    admitting two types of evidence at trial: Special Agent Murray
    Archambault's opinion testimony that Symonevich was a distributor,
    and summary charts of intercepted phone calls and information
    -15-
    conveyed therein.7        We      review a district        court's   evidentiary
    determinations, including its decision to admit certain testimony,
    for abuse of discretion.             United States v. Rodríguez-Vélez, 
    597 F.3d 32
    , 40 (1st Cir. 2010).
    1. Special Agent Archambault's "Distributor" Testimony
    During a pre-trial colloquy, the government stated that
    it "was content to proceed without expert testimony per se," and
    the court    noted   that      the    government    had    noticed   no   experts.
    Nevertheless, Symonevich argues that the government presented, and
    the district court admitted, expert testimony from Archambault, who
    stated a number of times that in his opinion, based on the quantity
    of drugs Symonevich purchased, Symonevich was a drug distributor,
    not a mere consumer. Symonevich alleges that the admission of that
    expert testimony was an abuse of discretion.               See United States v.
    Valdivia,    
    680 F.3d 33
    ,      58-61   (1st   Cir.    2012)    (Lipez,   J.,
    concurring).
    We bypass that issue. Even assuming that it was an abuse
    of discretion, the error was harmless given the abundance of
    additional evidence, discussed below, that supported the jury's
    7
    Ordinarily we would discuss a challenge to the sufficiency
    of the evidence, which might result in a judgment of acquittal,
    before alleged trial errors, which might result only in the lesser
    relief of a new trial. But, given the trial errors cited by the
    appellant, we must first examine them to determine the scope of the
    record for the purpose of the sufficiency analysis.
    -16-
    conclusion that Symonevich participated in the charged conspiracy
    to distribute drugs.8
    2.   Charts Summarizing Data from Intercepted Calls
    Government    witness    Kristina   O'Connell,   an    Internal
    Revenue Service agent, testified about the data that she collected
    from       the   more   than   10,000    intercepted   calls.     The    71-page
    spreadsheet containing the call data was admitted into evidence.
    Of the 1,024 deals arranged during those calls by 127 different
    individuals, O'Connell testified that Symonevich made the second
    largest individual purchase of heroin.               To summarize information
    contained        in   the   extensive    data   spreadsheets,   the   government
    presented a chart showing the average amount of heroin purchased by
    each of the 127 individuals ("Exhibit 27"), and a chart showing how
    Symonevich's individual purchases compared to the average purchase
    arranged during intercepted calls ("Exhibit 14").
    In arguing that the district court abused its discretion
    by admitting these charts, Symonevich claims that information about
    the size of his purchases compared to other individuals' purchases
    was "utterly immaterial to the issues in the case" and was used
    only to buttress Archambault's testimony.              He further argues that
    the charts' probative value was substantially outweighed by the
    danger of unfair prejudice: "Here the danger was one of unfair
    subtle persuasion. . . .           The charts create a subtle bias.          The
    8
    See infra note 9.
    -17-
    working    assumption   is   that    a    large   buyer      must   have     been   a
    distributor."    See Fed. R. Evid. 403.
    Rule 403 states that a "court may exclude relevant
    evidence if its probative value is substantially outweighed by a
    danger of . . . unfair prejudice, confusing the issues, misleading
    the jury, undue delay, wasting time, or needlessly presenting
    cumulative    evidence."         Evidence,      however,      is    not    unfairly
    prejudicial merely because it is harmful to the defendant. Indeed,
    if the evidence did not prejudice Symonevich in some way, it would
    not be relevant to the case.          For purposes of Rule 403, "unfair
    prejudice" occurs where there is "an undue tendency to suggest
    decision on an improper basis, commonly, though not necessarily, an
    emotional one."     Fed. R. Evid. 403 advisory committee's note.
    "Only   rarely   –      and   in    extraordinarily           compelling
    circumstances – will we, from the vista of a cold appellate record,
    reverse a district court's on-the-spot judgment concerning the
    relative     weighing   of   probative         value   and     unfair      effect."
    Fitzgerald v. Expressway Sewerage Constr., Inc., 
    177 F.3d 71
    , 75
    (1st Cir. 1999) (quoting Freeman v. Package Mach. Co., 
    865 F.2d 1331
    , 1340 (1st Cir. 1998)) (internal quotation marks omitted).
    The circumstances here are not compelling.                   The relevance and
    probative value of evidence demonstrating the size of Symonevich's
    purchases relative to Ariel-Soto's other customers' purchases are
    apparent. The evidence may have appropriately informed the jurors'
    -18-
    understanding of the nature of the relationship between Symonevich
    and Ariel-Soto and whether the drugs were intended for personal
    consumption or redistribution, both critical components of the
    government's conspiracy case. The district court did not abuse its
    discretion       in    determining     that    the     probative      value   of   this
    testimony was not substantially outweighed by a danger of unfair
    prejudice.
    C. Sufficiency of the Evidence
    Having determined the scope of the record for the purpose
    of the sufficiency analysis, we now consider whether there was
    sufficient evidence to prove that Symonevich joined the charged
    conspiracy to distribute and to possess with intent to distribute
    narcotics.        We review a challenge to the sufficiency of the
    evidence    de    novo,    considering        both    direct   and    circumstantial
    evidence in the light most favorable to the verdict.                      Rodríguez-
    Vélez, 
    597 F.3d at 38
    .             A reversal is warranted only where no
    rational    factfinder         could   have      concluded     that    the    evidence
    presented    at       trial,   together    with       all   reasonable   inferences,
    established each element of the crime beyond a reasonable doubt.
    
    Id. at 39
    .
    To    prove    a    conspiracy       to   distribute      narcotics,   the
    government must show that a conspiracy existed, the defendant knew
    of the conspiracy, and the defendant voluntarily participated in
    it.   
    Id.
        Symonevich purchased 110 grams of heroin in a ten-day
    -19-
    period for approximately $12,000. His 50-gram purchase on November
    6 was the second largest individual sale of heroin of the more than
    one thousand deals recorded on the wiretap.                     The average size of
    Symonevich's purchase across three purchases was 36.6 grams of
    heroin. The average for all the deals recorded between August 2008
    and January 2009 was 5.2 grams.
    Each of the deals that Symonevich arranged with Ariel-
    Soto followed a familiar pattern and was arranged quickly.                           Ariel-
    Soto    would      direct   Symonevich     where    to    meet        with    a    courier.
    Symonevich      then      traveled    from      Maine     to     purchase         drugs   in
    Massachusetts within hours of calling Ariel-Soto.                          Other evidence
    showed that Symonevich made orders using the conspiracy's code,
    understood the structure of the organization, and cooperated with
    Ariel-Soto to avoid police detection.
    The jury could have inferred from this evidence that
    Ariel-Soto      and      Symonevich     shared     more        than    a     buyer-seller
    relationship involving personal use or redistribution of the drugs
    by    Symonevich        independent   of     the   Duran        Gomez       organization.
    Further, from Symonevich's willingness to contact Ariel-Soto a
    month after Symonevich's arrest, the jury could have concluded that
    the    two   had    a    relationship    based     on    trust        and    familiarity.
    Moreover, from the fact that Symonevich always introduced himself
    as "Dale's man from Maine," the jury could have inferred that
    -20-
    Symonevich and Ariel-Soto were connected by a third party known to
    Ariel-Soto as part of the redistribution network.
    While we have stated that proof of redistribution may not
    necessarily prove a conspiracy, it may be sufficient in some
    circumstances:
    The use of conspiracy doctrine in a vertical
    context has caused courts unease.     In this
    circuit the continuing purchase and sale
    relationship between [the dealers and the
    defendant], and the dealers' knowledge of [the
    defendant's] re-distribution, would permit a
    jury to infer both an agreement between them
    that [the defendant] possess the drugs and the
    requisite intent as to distribution.
    United States v. Boidi, 
    568 F.3d 24
    , 29-30 (1st Cir. 2009).    The
    foregoing evidence, together with all reasonable inferences, was
    sufficient for a rational jury to conclude that each element of the
    conspiracy to distribute (its existence, Symonevich's knowledge of
    it, and his voluntary participation in it) had been proven beyond
    a reasonable doubt.9
    9
    We declined earlier to decide whether Archambault's
    testimony that Symonevich was a distributor was impermissible
    expert testimony, stating that even if its admission was erroneous,
    that error was harmless. Consistent with that determination, we
    have evaluated the sufficiency of the evidence here without
    considering the challenged portions of Archambault's testimony.
    Although Archambault referred to Symonevich as a distributor a
    number of times and explained that that characterization was based
    on the amount of drugs that Symonevich purchased, these references
    occurred as part of a larger colloquy about the structure of the
    drug trafficking organization, the use of couriers, and the average
    amount of drugs purchased by customers on the tapped phone line.
    Moreover, while the government argued in closing that Symonevich
    was a distributor given the quantity of drugs that he purchased, it
    made no direct references to Archambault's opinion testimony.
    -21-
    D. Jury Instruction
    We review preserved claims of instructional error "under
    a two-tiered standard: we consider de novo whether 'an instruction
    embodied an error of law,' but 'we review for abuse of discretion
    "whether the instructions adequately explained the law or whether
    they tended to confuse or mislead the jury on the controlling
    issues."'"    United States v. Jadlowe, 
    628 F.3d 1
    , 14 (1st Cir.
    2010) (quoting United States v. Silva, 
    554 F.3d 13
    , 21 (1st Cir.
    2009) (quoting United States v. Ranney, 
    298 F.3d 74
    , 79 (1st Cir.
    2002))).     The   district   court's     refusal    to give      a    particular
    instruction constitutes error only if the requested instruction was
    (1) correct as a matter of substantive law, (2) not substantially
    incorporated into the charge as rendered, and (3) integral to an
    important point in the case.        United States v. Mercado, 
    412 F.3d 243
    , 251 (1st Cir. 2005).      An error mandates reversal only when it
    is prejudicial based on a review of the entire record.                    United
    States v. Díaz, 
    670 F.3d 332
    , 341 (1st Cir. 2012).
    Here, Symonevich argues that the district court erred
    when it failed to give an instruction stating that "evidence that
    a   buyer   intends   to   resell   the    product   does   not       necessarily
    Given the extensive evidence implicating Symonevich in the charged
    conspiracy, including the multitude of data demonstrating that
    Symonevich made larger individual purchases than most other
    customers, we conclude that any error in admitting Archambault's
    distributor testimony was harmless.
    -22-
    establish that he has joined a distribution conspiracy."10      He
    alleges that the instruction given "could have led jurors to infer
    that they could convict of conspiracy if Mr. Symonevich had any
    plans to distribute the drugs when he bought them, and that such
    intent would satisfy the element of shared intent, regardless of
    the intent of the seller, even if [the] defendant did not fully
    join the conspiracy."
    We disagree.   In relevant part, the district court's
    instructions stated:
    In order to prove the crime of
    conspiracy the government must prove two
    things.    First, that two or more persons
    entered into an unlawful agreement as alleged
    in the indictment, that is, there was a
    conspiracy; and second, that the defendant in
    question knowingly and willfully became a
    participant in that conspiracy.
    . . . . It's not enough to show that people
    behave similarly or that they were associated
    in some way with each other, that they knew
    each other, or even that they engaged in
    certain transactions with each other. Proof
    that certain persons associated does not by
    itself show they had agreed to act together to
    commit an unlawful act or pursue an unlawful
    purpose, although, of course, the association
    10
    Symonevich's jury instruction argument here is more refined
    than the instruction he proposed below.      He is correct, as he
    argues on appeal, that evidence that a buyer intends to resell
    drugs does not necessarily establish a conspiracy to distribute.
    Although he states that the instruction he proposed in the district
    court was "to this effect," in truth, his proposed instruction was
    a misstatement of the law.     It stated, in pertinent part, that
    "evidence that a buyer intended to resell drugs instead of
    personally consuming them does not establish a conspiracy."
    (Emphasis added.)
    -23-
    is a fact you can take into account, among
    others, in deciding whether they had, in fact,
    an agreement.
    Now, in particular, the existence of a
    simple buyer/seller relationship does not by
    itself establish that a conspiracy existed
    between the buyer and the seller. There must
    be evidence, direct or circumstantial, that
    the participants shared a joint purpose that
    was the object of the alleged conspiracy. So,
    for example, if in your judgment, the evidence
    supports a conclusion that the buyer and the
    seller    shared   the    joint    purpose  of
    distributing illegal drugs, then the existence
    of a conspiracy between them to do so might be
    inferred. But the evidence must show that the
    members    of   an   alleged    conspiracy  or
    participants in an alleged conspiracy in some
    way or manner came to an actual mutual
    understanding or agreement that they would
    jointly try to accomplish the conspiratorial
    objective.
    Symonevich's   proposed   instruction   was   substantially
    incorporated into the instructions given.   The district court told
    the jury that in order to be convicted, Symonevich had to "bec[o]me
    a participant in that conspiracy" (emphasis added), an unmistakable
    reference to the conspiracy to distribute drugs alleged in the
    indictment.   Moreover, the district court explained that similar
    behavior between individuals is not sufficient to demonstrate a
    conspiracy. The court explained that just because Ariel-Soto and
    Symonevich allegedly both intended to distribute drugs does not
    prove that they were in a conspiracy or working toward a shared
    goal.   The court made this point explicit when it said that a
    conspiracy requires "a joint purpose" regarding which "the members
    -24-
    of [the] alleged conspiracy in some way or manner came to an actual
    mutual understanding or agreement that they would jointly try to
    accomplish     the    conspiratorial        objective."            Summarizing     the
    instruction,    the    district     court      stated      that     "the   crime     of
    conspiracy requires the government to prove beyond a reasonable
    doubt the existence of a conspiracy with the objective as alleged
    in   the    indictment,     and     that     the       defendant    knowingly      and
    intentionally joined in that conspiracy intending to help bring
    about its objective.        If the government fails to prove either of
    those things beyond a reasonable doubt, then the government will
    not have proved the offense as charged . . . ."                        This was an
    accurate statement of the law.
    In contrast, Symonevich's proposed instruction failed to
    capture the nuances articulated in Boidi and discussed in Part
    II.C,   namely,      that   while    proof        of    redistribution       may   not
    necessarily prove a conspiracy to distribute, it may be sufficient
    in   some   circumstances.        568      F.3d    at    29-30    (holding    that    a
    continuing purchase and sale relationship in combination with the
    dealers' knowledge of the defendant's redistribution permits a jury
    to infer an agreement between the dealers and defendant that the
    defendant possess and distribute the drugs to advance a common
    conspiratorial goal).       The proposed instruction was a misstatement
    of the law and could have misled the jury into believing - as
    Symonevich unconvincingly argues on appeal - that evidence of
    -25-
    Symonevich's intent to resell was irrelevant.      The instruction
    given was accurate and adequate.   The district court did not abuse
    its discretion by wording the instruction as it did.
    Affirmed.
    -26-