United States v. Lucena-Rivera , 750 F.3d 43 ( 2014 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 12-2200
    UNITED STATES OF AMERICA,
    Appellee,
    v.
    RAYMAR LUCENA-RIVERA,
    Defendant, Appellant.
    APPEAL FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF PUERTO RICO
    [Hon. José Antonio Fusté,     U.S. District Judge]
    Before
    Howard, Selya, and Lipez,
    Circuit Judges.
    Martin G. Weinberg, with whom Kimberly Homan was on brief, for
    appellant.
    Juan Carlos Reyes-Ramos, Assistant United States Attorney,
    with whom Rosa Emilia Rodríguez-Vélez, United States Attorney, and
    Nelson Pérez-Sosa, Assistant United States Attorney, were on brief,
    for appellee.
    April 24, 2014
    LIPEZ, Circuit Judge.       Appellant Raymar Lucena-Rivera is
    currently serving a term of imprisonment of 220 months after
    pleading   guilty   to   one   count   of   conspiring   to    commit   money
    laundering as set forth in a multi-count indictment that also
    included drug-trafficking charges.           In this sentencing appeal,
    Lucena-Rivera   argues    that   the    district    court     erred   in   (1)
    calculating the amount of laundered funds relevant to his base
    offense level, (2) applying an enhancement for having a leadership
    role, (3) applying an enhancement for being "in the business of
    laundering funds," and (4) failing to adequately consider the
    factors set forth in 
    18 U.S.C. § 3553
    (a).            Essentially, Lucena-
    Rivera contends that the district court unduly relied on evidence
    concerning the underlying drug crimes rather than the money-
    laundering itself when determining his sentence.
    Although we disagree with that assessment, we nonetheless
    conclude that more specific factual findings are necessary to allow
    us to adequately review the application of the enhancement for
    being "in the business of laundering funds."                We find Lucena-
    Rivera's other claims of error meritless.           Hence, we will remand
    the matter to the district court with directions to revisit only
    the application of the enhancement for being "in the business of
    laundering   funds"   while    upholding    the   district    court's   other
    sentencing determinations.
    -2-
    I.
    Because there was no trial, the underlying facts of the
    case       are    taken    from    the    plea     agreement         and     pre-sentence
    investigation report ("PSI").1
    Lucena-Rivera had been engaged in money-laundering and
    drug-trafficking          activities      for    two    years    before          the   money-
    laundering activities at issue in this case began in 2010.                                 On
    multiple occasions prior to 2010, he moved between 1,000 and 1,500
    kilograms of cocaine into Puerto Rico, keeping some 200 to 300
    kilograms for himself.
    The transactions and activities relevant to Lucena-
    Rivera's         money-laundering        conviction      included          the    following
    interactions with a DEA confidential source, who contacted Lucena-
    Rivera in 2010 and introduced himself as someone in the drug-
    trafficking business:
    (1)      $1,375,039      in     cash    delivered          in     plastic
    containers to the confidential source on May 28,
    2010, to be divided between a check for $125,000
    made out to Lucmar Solutions Corp., $1,088,000
    in      cash      delivered           to         Colombia        as
    payment for drugs, and the source's commission;
    1
    Lucena-Rivera objected to only three paragraphs of the PSI
    (¶¶ 29, 34, and 86), thereby accepting the factual findings in the
    remainder of the report.
    -3-
    (2)    a   September    2010   meeting   in   Panama   between
    Lucena-Rivera, Edgardo Torres-Vázquez,2 two of
    Lucena-Rivera's         associates,     and     the
    confidential source wherein the details of a
    money-laundering transaction -- including the
    denominations of the bills, the fee, and the
    timing -- were discussed;
    (3)    $2,390,960 in cash delivered to the confidential
    source on September 29, 2010, in exchange for
    various checks for real estate expenditures,
    including one made out to Joyuda Beach Resort
    for $1,175,000;
    (4)    $465,200 in cash delivered to the confidential
    source on September 30, 2010;
    (5)    $827,526 in cash delivered by the confidential
    source to Lucena-Rivera's associates in Panama;
    (6)    $896,304 delivered to the confidential source on
    November        23,     2010,     $800,000      of
    which was to be delivered in cash to Panama as
    payment for drugs;
    2
    Torres-Vázquez also pleaded guilty to money-laundering. He
    appealed his conviction on grounds of factual insufficiency and
    sentencing error.    We affirmed his conviction on the basis of
    factual findings not relevant to Lucena-Rivera's appeal.      See
    United States v. Torres-Vázquez, 
    731 F.3d 41
     (1st Cir. 2013).
    -4-
    (7)      $1,655,000 to be delivered by Edgardo Torres-
    Vázquez to the confidential source in March
    2011; and
    (8)      $592,956 left for the confidential source to
    pick up and transport to New York as payment for
    drugs in August 2011.
    The total of the above-described transactions was over $7
    million.   Lucena-Rivera argued that $1,816,000 of the total amount
    laundered, used to purchase properties, was not tied to drug
    trafficking; therefore, it was not relevant to the charge of
    promotional money laundering.          Though expressing doubt as to the
    factual and legal merit of this objection, the district court
    nonetheless      excluded   that   amount     from   its   calculation.
    Accordingly, the district court determined that the total amount
    laundered for sentencing purposes was between $2.5 million and $7
    million, triggering an eighteen-level increase to the base offense
    under U.S.S.G. § 2S1.1(a)(2).
    The    government    also     pressed   for   three   sentencing
    enhancements -- a six-level enhancement for knowledge that any of
    the laundered money was proceeds of, or intended to promote the
    distribution of, a controlled substance; a four-level enhancement
    for being "in the business of laundering funds"; and a four-level
    enhancement for having a leadership role in the offense.           Lucena-
    Rivera did not object to the six-level enhancement based on his
    -5-
    knowledge that the funds were involved in drug-trafficking, but did
    object to the other two.
    The district court rejected appellant's objections to the
    two four-level enhancements.      It found that the operation involved
    more than five participants and was under the leadership of Lucena-
    Rivera, thus warranting the application of a four-level enhancement
    under § 3B1.1(a).       The court also found that the four-level
    enhancement under § 2S1.1(b)(2)(C) for being "in the business of
    laundering    funds"   applied    to   Lucena-Rivera   because   of   the
    intertwined nature of his        money laundering and drug trafficking
    activities.   These enhancements produced a total offense level of
    37, which yielded a guideline range of 210-240 months (with the
    upper limit being the statutory maximum).
    The district court explained the sentence of 220 months
    as follows:
    [W]hat I will do is I will sentence him to
    220 months, not to reach the statutory
    maximum. It means nothing. But that's what
    it is. It's like some sort of courtesy
    adjustment, if you will. . . .
    Don't doubt for a minute that I do think this
    is -- this was a very closely intertwined
    drug business and money laundering case.
    Extremely closely intertwined. Very
    difficult. Very difficult. Principles of
    relevant conduct, when you look at the whole
    thing, justify easily the level 18 on the
    amount. Easily.
    The court provided no further explanation of the sentence imposed,
    nor did Lucena-Rivera request any.
    -6-
    On appeal, Lucena-Rivera challenges the total offense
    level calculation and the proffered reasons for the sentence.
    Specifically, he contests the calculation of the quantity of
    laundered funds; the applicability of the four-level enhancement
    for   having   a    leadership    role;   and   the   applicability   of   the
    four-level enhancement for being "in the business of laundering
    funds."    As to the basis for the sentence, Lucena-Rivera further
    argues that the district court did not adequately address the
    factors under § 3553(a) and did not adequately explain the reasons
    for the sentence imposed.
    His appeal blends legal and factual arguments.            To the
    extent that his challenge is based on questions of law, we review
    de novo.   See United States v. Walker, 
    665 F.3d 212
    , 232 (1st Cir.
    2011). To the extent that his challenge to an enhancement is based
    on the factual findings of the district court, we review only to
    determine whether those findings were "clearly erroneous."             
    Id.
    II.
    A.    Amount of Laundered Funds
    Lucena-Rivera first argues that the district court erred
    in lumping together all of the cash amounts involved in the
    transactions       with   the   confidential    source.   Specifically,      he
    asserts that (1) concealment money laundering and promotional money
    laundering are two distinct offenses and therefore any funds
    laundered for concealing, rather than promoting, unlawful activity
    -7-
    should not have been included in the quantity calculation for the
    purposes of sentencing; and (2) the government had the burden of
    proving that each money-laundering transaction involved funds that
    were "proceeds of" completed drug transactions and failed to meet
    that burden.
    1.    Promotional and Concealment Money Laundering
    The     money-laundering     statute,   
    18 U.S.C. § 1956
    (a)(1)(A)(i),3 applies when an individual knowingly uses the
    proceeds of an unlawful activity in a financial transaction "with
    the intent to promote the carrying on of specified unlawful
    activity." 
    18 U.S.C. § 1956
    (a)(1)(A)(i).    Another provision of
    § 1956(a)(1) applies when an individual knowingly uses the proceeds
    of an unlawful activity in a financial transaction "to conceal or
    disguise the nature, the location, the source, the ownership, or
    the control of the proceeds of specified unlawful activity." 
    18 U.S.C. § 1956
    (a)(1)(B)(i).
    3
    The indictment included one count of conspiracy to launder
    monetary instruments. That count cited overt acts that were also
    charged as separate counts of money laundering.      Each of those
    money-laundering counts charged Lucena-Rivera with a violation of
    
    18 U.S.C. § 1956
    (a)(1)(A)(i) and alleged that he "did knowingly
    conduct and attempt to conduct a financial transaction affecting
    interstate and foreign commerce . . . that involved the proceeds of
    a specified unlawful activity, that is: [drug trafficking] . . .
    with the intent to promote the carrying on of specified unlawful
    activity" (emphasis added).       Lucena-Rivera's plea agreement
    required him to plead only to the overarching conspiracy charge
    rather than to each count of money laundering separately.
    -8-
    Lucena-Rivera contends that those two subparts of the
    money-laundering statute are separate crimes -- promotional money
    laundering     and   concealment   money   laundering,   respectively.
    Following from that argument, he claims that, as a matter of law,
    the quantity of funds used to calculate his total offense level
    should have included only those funds that were laundered for
    promoting illegal activity, rather than for concealing the source
    of the funds. The government responds that there is only one crime
    -- money laundering -- and that, whatever the purposes of the
    laundering, all of the funds should be considered in sentencing
    determinations.
    We have previously described promotional and concealment
    money laundering as two different "modalities" of the same offense.
    United States v. Cedeño-Pérez, 
    579 F.3d 54
    , 57 (1st Cir. 2009)
    (citing United States v. Iacaboni, 
    363 F.3d 1
    , 4 n.7 (1st Cir.
    2004)); see also United States v. García-Torres, 
    341 F.3d 61
    , 65-66
    (1st Cir. 2003).       In Cedeño-Pérez there was only one count of
    conspiracy to commit money laundering, but the indictment charged
    the defendant with conspiring to commit both modalities.        
    579 F.3d at 57
    .   That treatment of the offense as a single crime with
    different modalities comports with the government's position here,
    as well as with our sister circuits' views.          See, e.g., United
    States v. Bolden, 
    325 F.3d 471
    , 487 n.19 (4th Cir. 2003); United
    States v. Booth, 
    309 F.3d 566
    , 571-72 (9th Cir. 2002); United
    -9-
    States v. Holmes, 
    44 F.3d 1150
    , 1155-56 (2d Cir. 1995); accord
    United States v. Meshack, 
    225 F.3d 556
    , 580 n.23 (5th Cir. 2000),
    amended by 
    244 F.3d 367
     (5th Cir. 2001) (per curiam); United States
    v. Navarro, 
    145 F.3d 580
    , 592 (3d Cir. 1998).
    Consistent with precedent, we reaffirm that promotional
    and concealment money laundering are not distinct crimes, but
    rather alternative means of committing the general offense of money
    laundering.     Accordingly, in calculating the total amount of funds
    laundered for the purposes of sentencing, the district court did
    not have to distinguish between those funds that may have been
    laundered for concealment rather than for promotion.
    2.     Proof as to Source of Funds
    Lucena-Rivera argues that the government bore the burden
    of proving by a preponderance of the evidence that the funds
    involved in each separate money-laundering transaction included in
    the total amount calculation were the "proceeds of" a specific type
    of   unlawful    act   --   namely,    drug-trafficking.4   Lucena-Rivera
    acknowledges that the government need not point to the specific
    street-level drug deals that generated the ultimately laundered
    4
    As discussed in Part I, supra, Lucena-Rivera conceded the
    applicability of the six-level enhancement pursuant to U.S.S.G. §
    2S1.1(b)(1), which amounted to an admission that he "knew or
    believed that any of the laundered funds were the proceeds of, or
    were intended to promote" drug-trafficking. Id. (emphasis added).
    In contesting the total amount calculation on appeal, he argues
    that the government failed to show that all of the laundered funds
    involved in the transactions at issue were "proceeds of" drug-
    trafficking.
    -10-
    funds.    He nonetheless argues that, for each money-laundering
    transaction, the general source of the funds must be identified and
    the funds must have already been exchanged for drugs in a completed
    transaction before they can be considered "proceeds of" unlawful
    activity.
    Drawing on these indisputable propositions, Lucena-Rivera
    then   emphasizes   the   distinction   between   collecting   money   as
    "proceeds" of prior drug deals and later using that money to
    "promote" unlawful activity by purchasing more drugs in the future.
    He claims that the government and the district court wrongly
    conflated the two activities in evaluating the evidence on whether
    the laundered funds were "proceeds" of prior drug deals.
    Other circuits have specifically addressed the potential
    conflation of the "proceeds" and "promotion" elements. Courts have
    recognized that simply because money is used to promote future
    unlawful activity it does not necessarily follow that the money was
    earned through prior unlawful activity.           In recognizing this
    distinction, the Fifth Circuit has indeed held that "funds do not
    become the proceeds of drug trafficking until a sale of drugs is
    completed," and found that the government failed to prove this
    element by simply showing that the money was eventually exchanged
    for drugs post-laundering.     United States v. Gaytan, 
    74 F.3d 545
    ,
    555-556 (5th Cir. 1996) (citing United States v. Puig-Infante, 
    19 F.3d 929
    , 939 (5th Cir. 1994)); see also United States v. Harris,
    -11-
    
    666 F.3d 905
    , 910 (5th Cir. 2012) (reaffirming the rule that
    "[m]oney does not become proceeds of illegal activity until the
    unlawful activity is complete [and the principle that] [t]he crime
    of money laundering is targeted at the activities that generally
    follow the unlawful activity in time").
    Although the district court unquestionably considered
    evidence that the laundered funds were involved in future drug
    deals, there is no indication that the district court unduly relied
    on such evidence in making its determination that those funds were
    "proceeds of" prior drug deals.   In the context of a long-running
    criminal conspiracy, we think it appropriate to consider the use of
    laundered funds for the perpetuation of an unlawful activity as
    circumstantial, but not conclusive, evidence that those funds were
    derived from that same unlawful activity.
    The record also included evidence that went beyond simply
    demonstrating that the funds were used to purchase drugs in the
    future.   According to the PSI, Lucena-Rivera had been transporting
    drugs for a drug-trafficking organization for two years prior to
    2010, moving between 1,000 and 1,500 kilograms of cocaine at a time
    into Puerto Rico. The PSI further set forth numerous conversations
    between Lucena-Rivera and the DEA's confidential source about
    drug-trafficking   activities   involving   Lucena-Rivera   and   his
    associates.
    -12-
    Finally, the PSI also set forth Lucena-Rivera's reported
    income for the tax years 2005-2010.            That income was insufficient
    to supply the quantity of funds involved in the transactions at
    issue as well as to support Lucena-Rivera's purchases of real
    estate, cars, and other assets.          Under the circumstances, it was
    reasonable for the district court to conclude by a preponderance of
    the evidence that more than $2.5 million of the laundered funds
    were the proceeds of Lucena-Rivera's earlier drug-trafficking
    activities.
    B.   Role-in-the-Offense Enhancement
    To impose the four-level leadership enhancement under
    U.S.S.G. § 3B1.1(a), the district court is required to make two
    findings: "(1) a 'status determination,' i.e., that 'the defendant
    acted as an organizer or leader of the criminal activity,' [and]
    (2) a 'scope determination,' i.e., 'that the criminal activity met
    either the numerosity or the extensiveness benchmarks established
    by the guideline.'"      United States v. Carrero-Hernández, 
    643 F.3d 344
    , 350 (1st Cir. 2011) (quoting United States v. Tejada-Beltrán,
    
    50 F.3d 105
    , 111 (1st Cir. 1995)). Lucena-Rivera contends that the
    government     failed    to   prove   either     of    these   elements   by   a
    preponderance of the evidence, and, therefore, the district court
    erred in finding that the enhancement applied.
    As to status, Lucena-Rivera is indeed correct that we
    draw   an    important    distinction        between   "organizing   criminal
    -13-
    activities and organizing criminal actors." Carrero-Hernández, 
    643 F.3d at 350
     (emphasis omitted).       To apply an enhancement under §
    3B1.1(a), the district court must find that a defendant exercised
    control over criminal actors, rather than just planned criminal
    activity. Id. at 350-51 (quoting United States v. Jones, 
    523 F.3d 31
    , 43 (1st Cir. 2008) ("[I]t is not enough that the defendant
    merely controlled, organized, or managed criminal activities[; he]
    must instead control, organize, or manage criminal actors.")).
    This   status    determination   is   distinct    from   the    numerosity
    determination and simply asks whether the defendant exercised
    control over any other criminal actors.          Hence, to satisfy the
    status element, "[r]egardless of whether the criminal activity
    involved five or more participants or was otherwise extensive, . .
    . a defendant needs only to have led or organized one criminal
    participant, besides himself of course."       United States v. Arbour,
    
    559 F.3d 50
    , 56 (1st Cir. 2009).
    The PSI summarizes Lucena-Rivera's own description of his
    operation to the DEA confidential source upon their first meeting,
    which included the assurance that he paid his employees well to
    prevent them from talking if arrested.           The PSI also describes
    several money-laundering transactions that involved participants in
    addition to Lucena-Rivera who appeared to be under his direction.
    The most prominent example is the March 2011 transaction in which
    Torres-Vázquez    delivered   money   from   Lucena-Rivera     to   the   DEA
    -14-
    confidential source.5 Lastly, the PSI makes repeated references to
    Lucena-Rivera's "partners" and "employees."                         Accordingly, the
    district court's finding that Lucena-Rivera led or organized other
    participants was not clearly erroneous.
    As to scope, Lucena-Rivera does not dispute that more
    than       five    individuals       were    involved    in   his    drug-trafficking
    operation, but          contends that there was no basis to conclude that
    those      individuals        were    also   involved    in   the    money-laundering
    offense of conviction.               The Introductory Commentary to Chapter 3,
    Part B provides that "[t]he determination of a defendant's role in
    the offense is to be made on the basis of all conduct within the
    scope of § 1B1.3 (Relevant Conduct) . . . and not solely on the
    basis of elements and acts cited in the count of conviction."
    U.S.S.G. ch.3, pt. B, introductory cmt. Section 1B1.3(a)(1)(A)
    includes in the definition of relevant conduct "all acts and
    omissions committed, aided, abetted, counseled, commanded, induced,
    procured, or willfully caused by the defendant . . . that occurred
    during the commission of the offense of conviction, in preparation
    for that offense, or in the course of attempting to avoid detection
    or responsibility for that offense" (emphasis added).
    Here, the drug-trafficking activity was a necessary
    precursor          to   the   money-laundering          offense     of   conviction.
    5
    Contrary to Lucena-Rivera's contention, the undisputed facts
    contained in the PSI support the conclusion that he organized or
    led Torres-Vázquez.
    -15-
    Accordingly, the court's conclusion that the criminal activity
    involved five or more participants was not clearly erroneous.6
    C.   "In the Business of Laundering Funds"
    The money-laundering Guidelines set forth in U.S.S.G. §
    2S1.1 begin by laying out two different methods for calculating the
    base offense level.7    Under U.S.S.G. § 2S1.1(a)(1) the base offense
    6
    Lucena-Rivera attempts to blunt the force of this conclusion
    by arguing that relevant conduct cannot be considered in these
    circumstances. He points to § 2S1.1, Application Note 2(C), which
    states that 'in cases in which subsection (a)(1) applies,
    application of any Chapter Three [role-in-the-offense] adjustment
    shall be determined based on the offense conduct covered by this
    guideline (i.e., the laundering of criminally derived funds) and
    not on the underlying offense from which the laundered funds were
    derived.' U.S.S.G. § 2S1.1, cmt. n.2(C).              Lucena-Rivera
    acknowledges that by its own terms this Application Note applies
    only to cases in which subsection (a)(1) applies and that he was
    appropriately sentenced under subsection (a)(2). However, because
    the district court found that he was involved in the underlying
    drug trafficking conduct, and because subsection (a)(1) applies to
    defendants who committed or could be held accountable for the
    underlying offense, he urges us nonetheless to apply this
    provision.
    This argument fails because Lucena-Rivera cannot have it
    both ways; his concession that the district court appropriately
    sentenced him under subsection (a)(2) is dispositive. Given this
    concession, there is simply no basis for using the Application Note
    relevant to subsection (a)(1).
    7
    U.S.S.G. § 2S1.1 reads as follows:
    (a) Base Offense Level:
    (1) The offense level for the underlying
    offense from which the laundered funds were
    derived, if (A) the defendant committed the
    underlying offense (or would be accountable
    for the underlying offense under subsection
    (a)(1)(A) of § 1B1.3 (Relevant Conduct)); and
    (B) the offense level for that offense can be
    determined; or
    -16-
    level for the money-laundering charge is the same as the base
    offense level for the underlying offense from which the laundered
    funds were derived if "(A) the defendant committed the underlying
    offense (or would be accountable for the underlying offense under
    [principles of relevant conduct]); and (B) the offense level for
    that offense can be determined."       Under this method, a defendant
    (2) 8 plus the number of offense levels from
    the table in § 2B1.1 (Theft, Property
    Destruction, and Fraud) corresponding to the
    value of the laundered funds, otherwise.
    (b)   Specific Offense Characteristics
    (1) If (A) subsection (a)(2) applies; and (B)
    the defendant knew or believed that any of the
    laundered funds were the proceeds of, or were
    intended to promote (i) an offense involving
    the manufacture, importation, or distribution
    of a controlled substance or a listed
    chemical; (ii) a crime of violence; or (iii)
    an offense involving firearms, explosives,
    national security, or the sexual exploitation
    of a minor, increase by 6 levels.
    (2)   (Apply the Greatest):
    (A) If the defendant was convicted under
    
    18 U.S.C. § 1957
    , increase by 1 level.
    (B) If the defendant was convicted under
    
    18 U.S.C. § 1956
    , increase by 2 levels.
    (C)     If (i) subsection (a)(2)
    applies; and (ii) the defendant was
    in the        b u s i n e s s   o f
    laundering funds, increase by 4
    levels.
    (3) If (A) subsection (b)(2)(B) applies; and
    (B)   the   offense  involved   sophisticated
    laundering, increase by 2 levels.
    -17-
    who launders the proceeds of his crimes, and is only convicted of
    money laundering, is susceptible to punishment equivalent to the
    punishment applicable to the underlying criminal activity.                  See
    United States v. Descent, 
    292 F.3d 703
    , 708-09 (11th Cir. 2002)
    (per curiam) (explaining that the change in the Guidelines to make
    reference to the underlying offense was an effort to have the
    sentence   better   reflect    the   culpability       of    the   defendant).
    However, if either of the elements of subsection (a)(1) is not
    satisfied, the base offense level for the money-laundering charge
    is   calculated     pursuant    to    U.S.S.G.     §    2S1.1(a)(2),      which
    incorporates the tables that provide base offense levels for other
    crimes involving illegally obtained funds.                  Here, both parties
    agreed that subsection (a)(2) applied.            Hence, we focus on the
    district court's application of the enhancement for being "in the
    business of laundering funds" set forth in § 2S1.1(b)(2)(C).
    That application requires the district court to examine
    the totality of the circumstances to decide whether a defendant was
    "in the business of laundering funds."           See U.S.S.G. § 2S1.1 cmt.
    n.4. The Application Note to the Guideline directs the court to
    consider the following non-exhaustive list of factors:
    (i)    The defendant regularly engaged in
    laundering funds.
    (ii)   The defendant engaged in laundering
    funds during an extended period of time.
    (iii) The defendant engaged in laundering
    funds from multiple sources.
    -18-
    (iv)   The defendant generated a substantial
    amount of revenue in return for laundering
    funds.
    (v)    At the time the defendant committed
    the instant offense, the defendant had one or
    more prior convictions [related to money
    laundering or international financial
    transactions] . . .
    (vi)   During the course of an undercover
    government investigation, the defendant made
    statements that the defendant engaged in any
    of the conduct described in subdivisions (i)
    through (iv).
    Id.
    Neither party suggests an alternative definition of what
    it means to be "in the business of laundering funds."              We have also
    declined to adopt a firm definition of the term, instead pointing
    the district courts to the Sentencing Commission's commentary to
    the 2003 revision to § 2S1.1.8               As to who is subject to the
    "business" enhancement, "'[t]he Commission determined that, similar
    to a professional "fence", see § 2B1.1(b)(4)(B), defendants who
    routinely engage in laundering funds on behalf of others, and who
    gain       financially   from   engaging   in    such   transactions,   warrant
    substantial       additional    punishment      because   they   encourage   the
    commission of additional criminal conduct.'" United States v.
    8
    Among other things, the 2003 revision consolidated the money
    laundering guidelines, previously §§ 2S1.1 (Laundering of Monetary
    Instruments) and 2S1.2 (Engaging in Monetary Transactions in
    Property Derived from Specified Unlawful Activity). It reflected
    an attempt to make the penalty structure address more "adequately
    the culpability of the defendant or the seriousness of the money
    laundering conduct." U.S.S.G. app. C, vol. II, at 227 (2003).
    -19-
    Aguasvivas-Castillo, 
    668 F.3d 7
    , 14 (1st Cir. 2012) (quoting
    U.S.S.G. app. C, vol. II, at 228-29 (2003)).
    The district court specifically acknowledged the factors
    set forth in the Application Note but made no factual findings as
    to their existence.             Instead, the district court focused on the
    "intertwined" nature of the drug-trafficking and money-laundering
    businesses and little else. Though the underlying drug-trafficking
    activity may have constituted "relevant conduct" for the purpose of
    applying the other enhancements to the money-laundering conviction,
    it is not encompassed by the list of factors set forth in the
    Application Note for evaluating the "business" enhancement.
    The lack of adequate findings on the factors set forth in
    the Application Note prevents us from reviewing appropriately the
    application of the enhancement.              Accordingly, we will follow the
    practice, reaffirmed in United States v. Quinones, 
    26 F.3d 213
    ,
    219-220 (1st Cir. 1994), of remanding the matter to the district
    court with directions to revisit, on the basis of the existing
    record, the application of the enhancement for being "in the
    business of laundering funds."              On remand the district court can
    elect       to   either   (a)    vacate   the    sentence   and   conduct   a   new
    sentencing         hearing   to    resentence     Lucena-Rivera     without     the
    application of the enhancement,9 or (b) reaffirm the sentence
    9
    We emphasize that any new sentencing hearing would be
    limited to simply resentencing Lucena-Rivera on the basis of an
    offense level and guideline range calculation that did not include
    -20-
    previously imposed, filing with the clerk of the district court
    written findings, based upon the existing record and consistent
    with this opinion, as to the application of the enhancement.
    Before making its decision between these courses of action, the
    district court has discretion to hold a hearing and invite attorney
    argument on the question of whether the existing record would
    support the findings necessary to apply the enhancement.    See 
    id.
    at 220 n.9.   As we noted in Quinones, this approach is appropriate
    when the basis in the sentencing record for the application of an
    enhancement requires clarification.    See 
    id.
     at 219 (citing United
    States v. Levy, 
    897 F.2d 596
    , 599 (1st Cir. 1990), and United
    States v. Parra-Ibanez, 
    951 F.2d 21
    , 22 (1st Cir. 1991)).
    We therefore withhold judgment and remand the matter to
    the district court.   The district court shall notify the clerk of
    this court as to which option it chooses within twenty days of the
    date of this order. Should the court elect to proffer written
    findings rather than resentence Lucena-Rivera, those findings must
    be filed with the clerk of the district court within sixty days of
    the "business" enhancement. We note that Lucena-Rivera concedes
    that if the four-level "business" enhancement were not applied to
    him, the two-level enhancement for "convict[ion] under 
    18 U.S.C. § 1956
    ," the statute of conviction here, would apply in the
    alternative. U.S.S.G. § 2S1.1(b)(2) (directing the court to apply
    the greatest of a menu of "Specific Offense Characteristics"
    enhancements). The resultant offense level would thus be 35 (as
    opposed to the 37 calculated with the "business" enhancement), and
    the new guideline range would be 168-210 months (as opposed to 210-
    240 months).
    -21-
    the court's notification, and thereafter promptly transmitted to
    the clerk of this court.         We will retain appellate jurisdiction
    over the matter to assess the adequacy of those findings in due
    course. However, should the district court indicate that it elects
    to vacate Lucena-Rivera's sentence and resentence him without
    applying the "business" enhancement, this court will issue judgment
    remanding the case to the district court so that it can vacate the
    sentence and proceed to resentencing.
    D.   Section 3553(a) Factors and the Explanation for the Sentence
    When, as here, a defendant does not raise an objection to
    the sentencing judge's explanation and alleged failure to address
    the § 3553(a) factors in the district court, we review a subsequent
    challenge to the adequacy of the sentencing analysis for plain
    error. See United States v. Murphy-Cordero, 
    715 F.3d 398
    , 401 (1st
    Cir. 2013).
    1.   Section 3553(a) Factors
    In interpreting the procedural requirement to undertake
    a § 3553(a) analysis, we have held that a sentencing court is not
    obligated to conduct "'an express weighing of mitigating and
    aggravating     factors'"   or    "'individually   mention[]'"   each   §
    3553(a)factor. Id. at 401 (quoting United States v. Lozada-Aponte,
    
    689 F.3d 791
    , 793 (1st Cir. 2012)).        The inquiry on appeal thus
    becomes whether "we are satisfied from the [district] court’s
    limited explanation that it considered all of the applicable
    -22-
    factors and viewed the [sentence] as sufficient to account for the
    defendant’s individual circumstances."        United States v. Zapata,
    
    589 F.3d 475
    , 487 (1st Cir. 2009).
    Here,    the   district     court   offered   only   a    cursory
    explanation for the sentence, saying that it reflected a "courtesy
    adjustment."10    If that were the only explanation in the record, a
    remand might well be warranted for further consideration and
    explanation, even under the plain error standard. However, the
    district court made references during the course of the sentencing
    hearing indicating that other § 3553(a) factors were considered --
    in   particular    the   need   for    adequate   deterrence       under   §
    3553(a)(2)(B) and the seriousness of the offense under
    § 3553(a)(2)(A).
    Specifically, in response to defense counsel's argument
    that Lucena-Rivera was simply an intermediary (the "money man" as
    he put it) and even a slight punishment for him would thus be
    10
    Although we quoted it earlier, the text of the district
    court's explanation is reproduced here for convenience:
    [W]hat I will do is I will sentence him to 220 months,
    not to reach the statutory maximum. It means nothing.
    But that's what it is. It's like some sort of courtesy
    adjustment, if you will. . . .
    Don't doubt for a minute that I do think this is -- this
    was a very closely intertwined drug business and money
    laundering case. Extremely closely intertwined. Very
    difficult.   Very difficult.     Principles of relevant
    conduct, when you look at the whole thing, justify easily
    the level 18 on the amount. Easily.
    -23-
    sufficient    to    send    a   message         to   drug-traffickers     about   the
    culpability of everyone in their organization, the district court
    took the view that a Guideline sentence was warranted because money
    laundering is "an integral part of drug trafficking."                     The court
    also emphasized the seriousness of the offense, concluding the
    explanation for the sentence with the statement, "[p]rinciples of
    relevant conduct, when you look at the whole thing, justify easily
    the level 18 enhancement.                  Easily."       As for Lucena-Rivera's
    principal argument for a below-Guideline sentence on the basis of
    his personal history and characteristics pursuant to § 3553(a)(1),11
    the   court's      reference      to       a     "courtesy   adjustment,"      though
    imprecisely worded, was apparently a reference to his stature in
    his family and the community.
    Accordingly, the district court did not plainly err in
    its   consideration        of   the    §       3553(a)   factors   or   its   limited
    explanation thereof.
    2.    Sentencing Factor Manipulation
    Lucena-Rivera contends that the district court did not
    adequately address or credit his allegations of sentencing factor
    11
    Lucena-Rivera put forth substantial evidence as to his
    personal history and characteristics as a loving son, brother,
    husband, and father that may have warranted a downward departure
    from the Guideline range. See 
    18 U.S.C. § 3553
    (a)(1) (instructing
    that a sentence should reflect "the nature and circumstances of the
    offense and the history and characteristics of the defendant").
    -24-
    manipulation.12     Sentencing factor manipulation occurs "'where
    government agents have improperly enlarged the scope or scale of
    [a] crime.'" United States v. Fontes, 
    415 F.3d 174
    , 180 (1st Cir.
    2005) (alteration in original) (quoting United States v. Montoya,
    
    62 F.3d 1
    , 3 (1st Cir. 1995)).       We have recognized that because
    "'[b]y definition, there is an element of manipulation in any sting
    operation,' . . . relief for sentencing factor manipulation is
    reserved for only 'the extreme and unusual case.'"          Fontes, 
    415 F.3d at 180
     (first alteration in original) (quoting United States
    v. Connell, 
    960 F.2d 191
    , 194 (1st Cir. 1992) and Montoya, 
    62 F.3d at 4
    ).    The defendant bears the burden of establishing sentencing
    factor manipulation by a preponderance of the evidence, United
    States v. Gibbens, 
    25 F.3d 28
    , 31-32 (1st Cir. 1994), and a
    district judge's "determination as to whether improper manipulation
    exists    is   ordinarily   a   factbound   determination   subject   to
    clear-error review."    
    Id. at 30
    .
    Here, Lucena-Rivera argues that the government possessed
    enough information and evidence to prosecute him as of September 2,
    2010, yet continued to launder money and import drugs with him
    until August 2011.    Lucena-Rivera maintains that the government's
    motivation for continuing this criminal activity was to inflate his
    12
    The district court briefly remarked before imposing the
    sentence, "I don't find the evidence, I don't find anything in this
    record that allows me to conclude that there was manipulation in
    this case as described by the case law, First Circuit case law."
    -25-
    eventual sentence. See United States v. Egemonye, 
    62 F.3d 425
    , 428
    (1st Cir. 1995) (noting that a government sting operation "could
    not     be     endlessly    prolonged    and   enlarged,"   but   finding    no
    "'extraordinary misconduct'" there).
    Although the investigation was prolonged beyond the
    initial        money-laundering    transaction,    Lucena-Rivera    has     not
    sustained his burden of demonstrating an improper motive for this
    prolongation.        On the contrary, the limited record on this issue
    suggests proper motives.          As noted at the outset, one of Lucena-
    Rivera's associates (Torres-Vázquez) was indicted and convicted on
    the basis of, in part, information and evidence obtained during the
    later        transactions   between     himself,   Lucena-Rivera,   and     the
    confidential informant. See United States v. Torres-Vázquez, 
    731 F.3d 41
    , 45-46 (1st Cir. 2013); see also United States v. Barbour,
    
    393 F.3d 82
    , 87 (1st Cir. 2004) (noting that a proper motive for
    prolonging an investigation would be "to identify more of the
    conspirators and gather evidence against them").            Furthermore, the
    government was investigating Lucena-Rivera for drug crimes at the
    time, not simply money-laundering, and law enforcement authorities
    may not have completed their investigation of those crimes.
    Although more explanation from the district court would
    have aided our review, it invoked generally First Circuit case law
    in stating its conclusion that Lucena-Rivera failed to demonstrate
    that the government was motivated by an improper goal rather than
    -26-
    a legitimate one.    On this record, that determination was not
    clearly erroneous. See Barbour, 
    393 F.3d at 87
     ("A district court's
    choice between two or more reasonable interpretations of the
    evidence cannot be called clearly erroneous.").
    III.
    For the reasons set forth in Part II.C above, we remand
    the case to the district court for proceedings consistent with this
    opinion.   We retain jurisdiction for the time being pending the
    district court's election as to whether to file additional written
    findings as described in this opinion or, alternatively, to vacate
    the sentence.   So ordered.
    -27-