United States v. Ihenacho ( 2013 )


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  •           United States Court of Appeals
    For the First Circuit
    No. 12-1278
    UNITED STATES,
    Appellee,
    v.
    BALDWIN IHENACHO,
    Defendant, Appellant.
    No. 12-1661
    UNITED STATES,
    Appellee,
    v.
    GLADYS IHENACHO,
    Defendant, Appellant.
    APPEALS FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Richard G. Stearns, U.S. District Judge]
    Before
    Lynch, Chief Judge,
    Selya and Howard, Circuit Judges.
    Michelle L. Dineen Jerrett, Assistant United States Attorney,
    with whom Carmen M. Ortiz, United States Attorney, and Shelbey D.
    Wright, Assistant United States Attorney, were on brief, for
    appellee in No. 12-1278.
    David M. Lieberman, Attorney, U.S. Department of Justice, with
    whom Carmen M. Ortiz, United States Attorney, Shelbey D. Wright,
    Assistant United States Attorney, Michelle L. Dineen Jerrett,
    Assistant United States Attorney, Mythili Raman, Acting Assistant
    Attorney General, U.S. Department of Justice, and Denis J.
    McInerney, Acting Deputy Assistant Attorney General, U.S.
    Department of Justice, were on brief, for appellee in No. 12-1661.
    Brian M. LaMacchia, with whom David J. Apfel and Goodwin
    Procter LLP were on brief, for appellant Baldwin Ihenacho.
    Daniel J. Cloherty, with whom Victoria L. Steinberg and
    Collora LLP were on brief, for appellant Gladys Ihenacho.
    June 17, 2013
    LYNCH, Chief Judge.          Baldwin and Gladys Ihenacho are
    husband   and    wife,    and   were   the    owners     and    operators    of   a
    neighborhood pharmacy in Dorchester, Massachusetts.                   Baldwin and
    Gladys were convicted of dispensing and shipping drugs to customers
    pursuant to invalid online prescriptions for Internet pharmacy
    operations over a period from 2006 to 2008.             Those operations were
    headquartered in the Dominican Republic.
    Baldwin pled guilty to nearly all of the charges against
    him (the remaining charge was dismissed) and was sentenced to 63
    months in prison.     On appeal, he challenges the application of the
    fraud sentencing guideline to him.             The most serious challenge,
    which we ultimately reject, is to the district court's calculation
    of the loss caused by his offenses.            That calculation goes to the
    applicable guideline sentencing range and increased the length of
    his sentence.
    Gladys went to trial and a jury convicted her of eight
    counts,   including       for    distributing         controlled      substances,
    international money laundering, and conspiracy.                      She was then
    sentenced to thirty days' imprisonment.              On appeal, she challenges
    the   sufficiency    of   the   evidence      supporting       her   convictions,
    particularly disputing whether the government proved that she knew
    her   pharmacy      was    dispensing        drugs     pursuant       to   invalid
    prescriptions.      The evidence was ample.
    We affirm Baldwin's sentence and Gladys's convictions.
    -3-
    I.
    In considering a sentencing appeal that follows after a
    guilty plea, we take the relevant facts from the plea agreement,
    the change-of-plea colloquy, the presentence investigation report
    (PSR), and the transcript of the sentencing hearing. United States
    v.   Fernández-Cabrera,      
    625 F.3d 48
    ,   50   (1st   Cir.    2010).      In
    contrast, in evaluating a claim that the evidence was insufficient
    to support a conviction after trial, we consider "the facts in the
    light most favorable to the verdict." United States v. Poulin, 
    631 F.3d 17
    , 18 (1st Cir. 2011).           We describe the facts relevant to
    Baldwin's guilty plea and sentence.           We recount the relevant facts
    from Gladys's trial in the light most favorable to the jury's
    verdict.
    A.          Facts Relevant to Baldwin's Guilty Plea and Sentence
    Baldwin was born in Nigeria in 1953 and immigrated to the
    United States, became a U.S. citizen, and obtained his pharmacist's
    license in Massachusetts.            He owned and operated Meetinghouse
    Community   Pharmacy       ("Meetinghouse"),       a   building      containing   a
    pharmacy in Dorchester, from 1994 to 2008.
    1.       Baldwin's Agreements with Global Access Group and
    Golden Island Investment
    Between September 2006 and November 2008, Meetinghouse
    filled   thousands    of    online   drug     orders    for   several    Internet
    pharmacy    operations,      including      two   located     in   the   Dominican
    Republic: Global Access Group ("Global Access") and Golden Island
    -4-
    Investment ("Golden Island").           Baldwin conspired with Jack Palasy
    and Tony Reyes as to Global Access, and Reyes and others as to
    Golden   Island,       to   distribute       controlled        and    non-controlled
    substances to persons who ordered them online by filling out
    questionnaires via these Internet pharmacies.                         The pharmacies
    provided drugs without valid prescriptions.
    Under     federal       Drug        Enforcement         Administration
    regulations,     prescriptions        for    controlled        substances     are    not
    effective unless "issued for a legitimate medical purpose by an
    individual     practitioner       acting     in    the    usual      course    of    his
    professional practice."         
    21 C.F.R. § 1306.04
    (a).              A pharmacist has
    a   corresponding      responsibility        for   the    proper       dispensing    of
    controlled substances.            Issuing prescriptions based solely on
    online questionnaires falls outside the usual course of medical
    practice, making such prescriptions invalid.                   See United States v.
    Lovern, 
    590 F.3d 1095
    , 1101 (10th Cir. 2009) (collecting cases).
    As to penalties, a "person knowingly filling such a
    purported prescription . . . shall be subject to the penalties
    provided for violations of the provisions of law relating to
    controlled substances."         
    21 C.F.R. § 1306.04
    (a).              These provisions
    of law make it "unlawful for any person knowingly or intentionally
    . . . to manufacture, distribute, or dispense, or possess with
    intent   to    manufacture,     distribute,        or    dispense,      a   controlled
    substance."       
    21 U.S.C. § 841
    (a)(1).         For    offenses,     such    as
    -5-
    Baldwin's, involving "any controlled substance in schedule III,
    such person shall be sentenced to a term of imprisonment of not
    more than 10 years."      
    Id.
     § 841(b)(1)(E)(i).
    Baldwin dispensed both controlled substances and non-
    controlled substances based on Internet orders.          With respect to a
    drug, whether controlled or non-controlled, which is "not safe for
    use except under the supervision of a practitioner licensed by law
    to administer such drug," the act of dispensing a drug without a
    valid prescription "shall be deemed to be an act which results in
    the drug being misbranded while held for sale" under 
    21 U.S.C. § 353
    (b)(1).      Section 331(a) prohibits "[t]he introduction or
    delivery for introduction into interstate commerce of any . . .
    drug . . . that is adulterated or misbranded."              If any person
    "commits such a violation with the intent to defraud or mislead,
    such person shall be imprisoned for not more than three years."
    
    Id.
     § 333(a)(2).
    2.       The Internet Pharmacies' Operations
    To purchase drugs by way of Global Access or Golden
    Island, customers would go to Internet pharmacy websites operated
    by Global Access or Golden Island and enter their names, addresses,
    and   credit   card    information,   and   answer   a    limited   online
    questionnaire.1       Each website's operator would then either (1)
    1
    This questionnaire asked for information such as age,
    weight, height, medical allergies, other medications being taken,
    and whether the customer was pregnant.
    -6-
    forward this information to doctors who would, without seeing the
    customer, approve the orders for a fee, or (2) use the names and
    electronic signatures of a doctor or doctors to indicate approval
    of the orders, even though the approval was without these doctors'
    authorization.2   Customers submitting orders to Global Access and
    Golden Island were not seen by and had no interaction with the
    doctors who purportedly approved their orders.
    The "approved" orders were then sent to pharmacies,
    including Meetinghouse, for the prescription drugs to be dispensed.
    For each customer, Meetinghouse would download from the Global
    Access and Golden Island websites: (1) a mailing label; (2) a drug
    information label; and (3) a drug order that would remain with the
    pharmacy.    The drug information labels included the name of the
    dispensing pharmacy and of the physician who had purportedly
    prescribed the drug.    Once the pharmacy filled the vials for an
    order, it would affix the drug information labels to the vials and
    place the vials in an express mail package along with an insert
    concerning the medication that was provided by Global Access or
    2
    At Baldwin's change-of-plea hearing, he conceded that he had
    constructive knowledge "that it was highly, highly unlikely that a
    doctor who . . . is a legitimate doctor in one state could
    prescribe drugs in 50 states," and that doctors "were not actually
    visiting with or seeing the patients for whom they were making the
    prescriptions." He denied having constructive or actual knowledge
    that "doctors' identities [were] being used where the doctors
    themselves were not signing off" on prescriptions for Global Access
    and Golden Island.
    -7-
    Golden Island.       The pharmacy would then attach the mailing label
    and send the package to the customer.
    Many customers of online pharmacies could not obtain
    these medications by valid prescriptions and so choose these
    pharmacies.     Many of Meetinghouse's Internet customers had drug
    addictions that were exacerbated by the easy availability of
    prescription drugs that could be purchased via the Internet without
    valid prescriptions from a physician.
    At Meetinghouse, Baldwin, three regular employees, and
    several temporary employees dispensed and distributed prescription
    drugs for Global Access and Golden Island customers.                       Baldwin
    exercised decision-making authority over how drug orders would be
    filled and how much Meetinghouse would accept from the Internet
    pharmacies for dispensing drugs. The drugs Meetinghouse shipped to
    customers were not adulterated or counterfeit and were chemically
    consistent    with    the    substances      that    they   purported     to   be.
    Meetinghouse purchased the drugs wholesale from manufacturers, and
    received both a dispensing fee from Global Access and Golden Island
    of between $5.25 and $30 per order, and reimbursement for the cost
    of the drugs prescribed.
    3.        The Scale of Meetinghouse's Internet Operations
    At the height of Meetinghouse's Internet operations, it
    filled   twenty-five        percent   of   its      prescriptions   for    walk-in
    customers, while seventy-five percent of its drug orders were for
    -8-
    Internet pharmacies.          According to Meetinghouse's records, it
    dispensed over a million pills to Global Access and Golden Island
    customers -- including more than 900,000 pills of Schedule III or
    Schedule IV controlled substances -- and about 3.4 million pills to
    Internet customers in general.
    To pay the Ihenachos for dispensing drugs pursuant to
    online orders, Global Access wired $1,883,950 to Meetinghouse bank
    accounts   and     Golden     Island    wired   $311,221.27    into   accounts
    registered to Meetinghouse or to Gladys.                  These wire payments
    originated    in   the    Dominican     Republic.     Three   other   Internet
    pharmacies, for whose activities the Ihenachos were not charged but
    which constituted relevant conduct, wired $1,039,677.63 to Baldwin,
    Baldwin's brother in Nigeria (upon the Ihenachos' instructions),
    and   Meetinghouse       as   payment    for    filling   online   orders   for
    controlled and non-controlled substances.            The Ihenachos or their
    designees thus received $3,234,848.90 in total from all of the
    Internet pharmacy operations with which they were involved.3
    When several banks closed bank accounts registered to the
    Ihenachos or Meetinghouse because of suspicious activity, the
    Ihenachos opened new accounts at different banks and instructed
    their co-conspirators at Internet pharmacy operations to structure
    transfers of money so as to attract less attention from the banks.
    3
    Baldwin emphasized at his plea hearing that "the lion's
    share of this money is money that's actually used to buy the
    pharmaceuticals that are then dispensed."
    -9-
    4.     Baldwin's Knowledge of the Illegality of the
    Operations of Global Access and Golden Island
    Baldwin   was     aware   that   the    drugs        that   Meetinghouse
    dispensed for Global Access and Golden Island were being sold via
    the Internet.        Indeed, Baldwin and his employees logged onto the
    Global Access and Golden Island websites to download orders for
    customers.
    While Baldwin raised some questions about the legitimacy
    of   the      operations,   he     continued    to     fill    prescriptions.        In
    September 2006, Baldwin noted in an email to Palasy the fact that
    only one doctor appeared to be approving orders for all of Global
    Access's customers "no matter [in] which state the patient is
    located," and that this violated federal law unless "this doctor is
    registered in all USA states."              He nonetheless continued to fill
    prescriptions.       In a November 2006 email to Palasy, Baldwin stated
    that     he    had   been   informed       by   "the     DEA    [Drug      Enforcement
    Administration] and the Massachusetts Board of Pharmacy . . . that
    Internet prescription is illegal" because "[t]here is no doctor
    patient contact."        Baldwin continued asking Palasy questions about
    Global Access's operations until the spring of 2007, but then
    ceased questioning Palasy while continuing to dispense drugs for
    Global     Access.       Baldwin    made   no   attempt        to    verify   that   the
    prescriptions Meetinghouse was filling for Global Access and Golden
    Island were valid.
    -10-
    Between the summer of 2007 and the summer of 2008,
    Baldwin received letters from the DEA and the states of New
    Hampshire, Arkansas, Missouri, and Utah, each of which warned him
    that Internet pharmacy operations were illegal.       Baldwin also
    received a letter from individuals in Hawaii stating that they were
    going to report him to the Attorney General of Massachusetts for
    his Internet pharmacy activities. Baldwin ordered his employees at
    Meetinghouse to stop shipping to all six of these states, but only
    those states.    He otherwise continued filling Internet orders for
    controlled substances for Global Access and Golden Island even
    after receiving these letters.
    B.        Additional Facts Relevant to Gladys's Convictions
    Gladys, born in 1966, is also a native of Nigeria.    She
    married Baldwin in 1984, immigrated to the United States, obtained
    a nursing license, and became a U.S. citizen.
    1.       Golden Island's Operations
    At Gladys's trial, the government presented evidence as
    to the Internet pharmacy operations of Global Access, Golden
    Island, and Meetinghouse that mirrored the information presented in
    Baldwin's guilty plea hearing, PSR, and sentencing hearing.
    Because Gladys was ultimately only convicted of offenses involving
    Golden Island (and not those involving Global Access), we focus on
    that evidence.
    -11-
    Tony Reyes was the CEO of Golden Island Investments, and
    Golden Island ran a website through which customers could order
    prescription drugs without interacting with or being examined by a
    physician.     Every Golden Island prescription had purportedly been
    approved by the same physician: a Dr. Naomi Burr.       However, Dr.
    Burr testified at trial that she had never worked for Golden
    Island, approved prescriptions for Golden Island, or examined
    Golden Island customers.
    2.     The Agreement Among Baldwin, Gladys, and Reyes
    The government introduced an email from Baldwin, and
    referring to Gladys, which described Meetinghouse's agreement with
    Golden Island:
    You see, Tony had told me even before he left Jack
    [Palasy] that he wanted to open his own business and that
    he wanted my help in buying and shipping orders for him.
    . . . In fact, I told Tony that I will get back to him
    because I needed to consult with my partner in this
    business, my wife who owns 60 percent of the shares of
    our pharmacy. I did not get back to Tony and I did it on
    purpose because I wanted to see how serious he was. He
    more like called me everyday regarding this issue. I
    eventually spoke with my wife who vehemently refused to
    do anything with anyone who knows Jack Palasy.[4] I did
    my best to convince her that it is not fair to prejudge
    anyone or get the impression that because A and B are
    related, therefore, if A is bad then B must be bad. I
    put up a good argument and eventually convinced my wife.
    Meanwhile, Tony kept calling and in several of our
    conversations, he said to me: I am not Jack, and I will
    never treat you the same way Jack treated you. Just ship
    4
    There was evidence that Gladys was upset with Palasy because
    he sometimes failed to pay Meetinghouse for dispensing and shipping
    Global Access's Internet drug orders.
    -12-
    30 orders per day for me, and I will pay you $55 per
    order.
    Meetinghouse     dispensed   and   shipped   hundreds     of     packages    of
    prescription drugs on behalf of Golden Island.
    3.      Gladys's Management and Ownership of Meetinghouse
    and Involvement in its Internet Operations
    Gladys incorporated and opened Meetinghouse with Baldwin
    in 1994.    At that time, she owned a 50% stake in the corporation
    and was listed on its articles of incorporation as treasurer and
    co-director.     Gladys later increased her ownership of Meetinghouse
    to 60%.    Though Gladys relinquished her position as an officer of
    Meetinghouse in 2001, she continued to present herself as an
    officer    in    corporate   resolutions     and     signature    cards     for
    Meetinghouse bank accounts.
    Gladys was involved in Meetinghouse operations before it
    began dispensing drugs through online orders. She sometimes signed
    employee paychecks, and was in charge of the pharmacy when Baldwin
    traveled overseas. Baldwin traveled overseas on several occasions,
    including to Nigeria, between September 2006 and November 2008.
    Once Meetinghouse began filling Internet orders in 2005, Gladys's
    involvement in its operations increased.           She visited Meetinghouse
    more frequently, called to make sure Internet prescriptions had
    been filled, and told employees not to ship Internet prescriptions
    to certain people or states.       She also counted pills and put them
    in vials to fill Internet orders.
    -13-
    Gladys had a prominent role in managing Meetinghouse's
    Internet business, including its operations for Golden Island.
    Between late August and early October 2008, Gladys sent four
    different emails to Reyes concerning Golden Island in which she
    complained that wire payments to Meetinghouse had been delayed,
    demanded that more payments be made, and threatened to delay
    shipment of orders if payments were not received.
    Moreover, in emails to Reyes concerning Golden Island,
    Baldwin referred to Gladys as his "partner in this business."                  He
    explained that in his absence she would "run the financial aspects
    of my business as well as helping out with making sure that your
    orders are filled and shipped."              Baldwin instructed Reyes that
    Golden Island payments should be sent both to Gladys's account and
    Baldwin's business account.
    Between 2006 and 2008, Golden Island wired a total of
    $311,221.27     into    accounts    held    by   Meetinghouse,     Baldwin,   and
    Gladys, including $10,000 wired directly into Gladys's personal
    account on September 19, 2008.             Between October 2006 and October
    2008,   Gladys    personally       received      $272,795   from   Meetinghouse
    accounts and receipts.
    4.          Gladys's Receipt of the Missouri Warning
    As said, several states sent warnings to Meetinghouse
    stating that Internet pharmacy operations were illegal.                   These
    -14-
    included an August 12, 2008 cease and desist warning from the
    Missouri Board of Pharmacy, which said:
    The Missouri Board of Pharmacy is in receipt of an
    investigation report involving Meeting House Community
    Pharmacy, 248 Bowdoin Street, Dorchester, MA 02122, based
    on a Missouri consumer's on-line purchase of a
    prescription drug via the Internet.      Specifically, a
    Missouri consumer completed a patient questionnaire on
    the "www.pillsless.net" website, and subsequently
    received #90 Carisoprodol 350 mg. The prescription label
    and enclosed receipt showed the prescription was
    dispensed by Meeting House Community Pharmacy, 248
    Bowdoin Street, Dorchester, MA 02122.
    . . .
    Meeting House Community Pharmacy is, or was, actively
    engaged in a continuing course of conduct whereby
    prescription drug orders ("prescriptions") are dispensed
    based solely on an on-line questionnaire, with no
    physician-patient relationship. There was no physical
    evaluation of the individual seeking the drug product,
    nor was there any direct communication between that
    individual and the prescriber.
    The pharmacist-in-charge of the pharmacy and/or owner of
    the pharmacy knew or should have known that prescriptions
    obtained in this manner are not created pursuant to a
    valid prescriber/patient relationship. Therefore, such
    prescriptions are invalid.
    Baldwin was traveling when Meetinghouse received the
    Missouri cease and desist warning.     Gladys was informed that the
    warning letter had arrived, and came and picked it up from the
    pharmacy.     On the envelope in which the Missouri warning was
    enclosed, Gladys wrote the following5:
    5
    At trial, the government surmised in its closing argument
    that Gladys had written these notes during a phone conversation
    with Baldwin.
    -15-
    Communicate to the sender of this letter to inform that
    pharmacist not available until next wk tuesday so they
    can note & give more time to respond to letter
    . . .
    (1)     which state DR writes from
    (2)     Contact Matt or Paul or Tom & fax letter to them
    (3)     Have all displayed medicines for online & put them
    away[;]   Can   display  Motrin   antibiotics   on
    counter[;] Put away all the on line meds out of
    site [sic]
    (4)     Pack box all rejected envelops [sic] & label for
    credit send down stairs
    Gladys wrote to the Missouri Board of Pharmacy on August 18, 2008,
    asking for an extension of time to respond to the warning.              On
    August 20, 2008, Baldwin sent a letter to the Board stating that he
    had "immediately ceased any kind of pharmacy practice to any
    Missouri resident what so ever."
    Until November 2008, Meetinghouse continued to ship
    orders for Internet pharmacies to states as to which it had not
    received   warning   letters.      In   particular,   Meetinghouse   sent
    prescription    medications   to   five   Golden   Island   customers   in
    September 2008.      After receiving the warning letter from the
    Missouri Board of Pharmacy, Gladys sent emails to Reyes demanding
    payment from Golden Island, and received a wire payment of $10,000
    from Golden Island.
    -16-
    II.
    On   March    31,   2011,    a     grand     jury    returned       a    third
    superseding indictment against Baldwin, Gladys, and five other
    defendants. With respect to Global Access, Baldwin and Gladys were
    charged with: one count of conspiracy to misbrand drugs, in
    violation of 
    18 U.S.C. § 371
    ; and five counts of misbranding drugs,
    in violation of 
    21 U.S.C. §§ 331
    (k), 333(a)(2), and 353(b)(1).
    With respect to Global Access and Golden Island, Baldwin and Gladys
    were charged with the following counts for each Internet operation:
    one count of conspiracy to distribute and dispense controlled
    substances, in violation of 
    21 U.S.C. § 846
    ; five counts of
    distributing and dispensing controlled substances, in violation of
    
    21 U.S.C. § 841
    (a)(1);     one     count      of       conspiracy    to       commit
    international       money    laundering,         in   violation       of    
    18 U.S.C. § 1956
    (h); and five counts of international money laundering, in
    violation of 
    18 U.S.C. § 1956
    (a)(2).               Gladys and Baldwin were also
    charged with one count of engaging in a continuing criminal
    enterprise, in violation of 
    21 U.S.C. § 848
    .
    A.            Baldwin's Guilty Plea and Sentence
    On August 18, 2011, Baldwin pled guilty to all charges
    except   for       the   count    of   conducting          a    continuing        criminal
    enterprise. At Baldwin's sentencing, the court applied an 18-level
    enhancement for fraud to Baldwin's base offense level, using the
    "gross figure" for the revenues Baldwin received from his offenses
    -17-
    rather than "adjust[ing] to reflect . . . the cost of doing
    business."       Baldwin challenged whether the fraud guideline was
    applicable to his offenses at all, and if so whether gross revenues
    were an appropriate basis for applying the guideline, but the court
    rejected his objections.         The court applied two more enhancements
    urged     by    the   government    and   rejected     two    other     proposed
    enhancements.         It applied a two-level adjustment downward for
    acceptance of responsibility, and stated that it was "puzzled by
    the     government's     insistence   that    the    one     point    additional
    adjustment      downward   for   acceptance   of     responsibility      not   be
    awarded."
    The court then pronounced sentence:
    So if I applied my calculation to the Guidelines, they
    actually come out pretty much where I would come out
    under 3553(a); that is, a sentencing range based on an
    offense level adjusted, as I see it, of 26, which would
    counsel a 63- to 78-month sentence.
    I cannot award the additional point, which I otherwise
    would have, for acceptance of responsibility, but I can
    sentence at the lowest end of the guideline range, and
    that is the sentence I am going to impose; that is, a
    sentence of 63 months.
    Baldwin timely appealed the court's judgment.
    B.             Gladys's Trial, Conviction, and Sentence
    Following a fourteen-day trial, a jury convicted Gladys
    of one count of conspiracy to distribute, dispense, and possess
    with the intent to distribute controlled substances; five counts of
    distributing and dispensing controlled substances; one count of
    -18-
    conspiracy to commit international money laundering; and one count
    of international money laundering.     Each of these counts concerned
    the Golden Island Internet pharmacy and involved offenses that took
    place at least in part after August 2008, when Gladys received the
    Missouri warning letter.    The jury found Gladys not guilty of all
    the remaining counts, which concerned the other Internet pharmacy,
    Global Access.6   Gladys filed a post-trial motion for acquittal or,
    in the alternative, for a new trial, which the district court
    denied.
    The court sentenced Gladys to 30 days of confinement --
    with 20 days deemed served and the remaining 10 days to be
    satisfied by home detention -- and 3 years of probation.      Gladys
    timely appealed the judgment of conviction.      She does not appeal
    from her sentence.
    III.
    Baldwin challenges his sentence on two separate grounds:
    (1) the district court should not have sentenced him under the
    fraud guideline, and (2) the court erred in determining the amount
    of loss for purposes of the fraud guideline.
    6
    At the close of the government's evidence, the district
    court granted Gladys's motion for acquittal on the count of
    conducting a continuing criminal enterprise.
    -19-
    A.        Application of the Fraud Guideline
    We review the court's interpretation and application of
    the Guidelines de novo.   United States v. Innarelli, 
    524 F.3d 286
    ,
    290 (1st Cir. 2008).   Baldwin concedes that the fraud guideline,
    U.S.S.G § 2B1.1, "applied as a technical matter" to his case, but
    argues that the court erred in applying the guideline because his
    case was "never about fraud."   He is wrong.
    Baldwin pled guilty to violations of 
    21 U.S.C. §§ 331
    (k)
    and 333(a)(2).    Appendix A to the U.S. Sentencing Guidelines
    prescribes that the appropriate guideline for these offenses is
    either U.S.S.G. §§ 2N2.1 or 2B1.1.     In turn, § 2N2.1 provides that
    "[i]f the offense involved fraud, apply § 2B1.1."           U.S.S.G.
    § 1B1.2(a) states that a court should "[d]etermine the offense
    guideline section in Chapter Two (Offense Conduct) applicable to
    the offense of conviction (i.e., the offense conduct charged in the
    count of the indictment or information of which the defendant was
    convicted)."
    As we explained in United States v. Almeida, 
    710 F.3d 437
    (1st Cir. 2013), "where the guidelines specify more than one
    offense guideline for a particular statutory offense and no plea
    agreement stipulates to a more serious offense, the district court
    must select the most appropriate guideline based only on conduct
    charged in the indictment," id. at 438.         We reject Baldwin's
    assertion that the court should have ignored the indictment and
    -20-
    instead focused on his version of "the facts of the case" in
    selecting      the     applicable   guideline.     The    third     superseding
    indictment charged that Baldwin, "with intent to defraud and
    mislead, misbranded drugs while held for sale after shipment in
    interstate commerce, and caused the misbranding of drugs while held
    for sale after shipment in interstate commerce" (emphasis added).
    The district court did not err in applying U.S.S.G. § 2B1.1 based
    on the conduct charged in the indictment.
    B.          Calculating Loss for Purposes of the Fraud Guideline
    Baldwin next argues that the district court erred in (1)
    finding that his offenses had caused a "loss" within the meaning of
    U.S.S.G. § 2B1.1(b)(1), and (2) calculating the amount of this loss
    based on Meetinghouse's gross receipts from the Internet pharmacy
    operations.      We review the court's findings of fact at sentencing,
    including its calculation of the amount of loss, for clear error,
    Innarelli, 
    524 F.3d at 290
    , but review the court's definition of
    "loss"   and     its    determination   of   the   appropriate      method   for
    calculating loss de novo, United States v. Antonakopoulos, 
    399 F.3d 68
    , 82 (1st Cir. 2005).
    1.          Determining That Victims Suffered a Loss
    U.S.S.G.      §   2B1.1(b)(1)    provides    that   a   defendant's
    offense level should be increased based on the amount of loss.
    Baldwin argues that the government failed to show that his victims
    -- the customers to whom Meetinghouse dispensed drugs pursuant to
    -21-
    Internet orders -- suffered any loss, since the drugs dispensed
    were not counterfeit and his customers did not expect the drugs to
    be dispensed pursuant to a valid prescription.
    We reject this argument, as have other courts.       The
    victims did suffer a loss.        Meetinghouse dispensed drugs to
    Internet customers in vials with labels bearing the name of a
    licensed pharmacy -- i.e., Meetinghouse -- and the name of the
    purported prescribing physician, along with inserts concerning the
    medication.   From the face of it, the consumers had received
    entirely legally prescribed drugs. But in fact, they had not. See
    United States v. Bhutani, 
    266 F.3d 661
    , 670 (7th Cir. 2001)
    ("[T]here was indeed loss to consumers because consumers bought
    drugs under the false belief that they were in full compliance with
    the law."); see also United States v. Chatterji, 
    46 F.3d 1336
    , 1342
    (4th Cir. 1995) (explaining that "[w]e have little doubt that
    economic loss would exist" where "a drug . . . is something less
    than it is represented to be").
    In addition, from the record and the PSR, it is clear
    that many of these transactions would never have taken place in the
    absence of the fraud because the patients could not and would not
    have received a prescription had they seen a legitimate physician.
    The government sent out potential victim letters to 21,122 separate
    Meetinghouse customers.    Responding victims or family members
    reported that many victims had histories of drug addiction which
    -22-
    had been made worse by the ease with which they could order drugs
    from Internet pharmacies.     The PSR took the position that Internet
    "pharmacies lack quality assurance and accountability and their
    products pose a serious danger to the buyers/customers, who are
    often addicted to the medications they seek and for which they
    could not obtain a valid prescription."        The government took the
    same position in its sentencing memorandum.
    2.      Determining the Loss Amount
    The   PSR   took   the   position   that   the   loss   could   be
    reasonably determined and that it was the $3.2 million paid to the
    Ihenachos by Internet pharmacies, without a discount for the sums
    defendants paid to drug wholesalers to procure the drugs.          It also
    noted that if "gain" to the defendant were used, the sum would be
    less (and the guidelines range less).
    Application Note 3(B) to U.S.S.G. § 2B1.1 states that
    "[t]he court shall use the gain that resulted from the offense as
    an alternative measure of loss only if there is a loss but it
    reasonably cannot be determined" (emphasis added).           There was no
    -23-
    discussion of use of loss versus gain at the sentencing hearing.7
    The court held that:
    I do agree with Probation that the gross figure is the
    appropriate figure, rather than one adjusted to reflect,
    as we would if this were a tax issue, the cost of doing
    business. And I say that in the sense that all of the
    sales were fraudulent, at least insofar as the drugs that
    were distributed that were represented to be lawfully
    branded and lawfully distributed, when the defendant knew
    well that they were not, knew that that was not the case.
    We read this as an acceptance of the PSR's loss determination,
    based on all sales being fraudulent.
    Baldwin argues that "it is possible the district court
    used a calculation of Ihenacho's purported 'gain' as a surrogate
    for 'loss,'" and that "the district court erred by treating
    Ihenacho's gross receipts rather than his net profits as the
    measure of 'gain.'"8     The difference in figures affects which
    7
    After sentencing, defense counsel stated:
    If you apply the fraud guideline, by virtue of the cross-
    reference in 2N2.1, and you go back to 2B1.1, you have
    applied an 18-point enhancement by virtue of a gain in
    excess of $3 million. Passing for the moment even on
    whether or not -- whether that's appropriate, which I
    think that's an inappropriate measure of gain as a matter
    of law, you don't get to gain -- you can't use gain under
    2B1.1 --
    The court, in response, stated that it had made its decision.
    8
    The cost of ordering drugs from wholesalers is the only cost
    Baldwin seeks to have deducted from the gross receipts. He asserts
    that using this method, his profits were between $557,951.80 and
    $948,360. The government asserted before the district court that
    the proper amount of Baldwin's profits was actually $1.2 million.
    -24-
    guidelines range is applicable.9             As said, the court did not
    purport to use gain.     The fact that the court used gross receipts
    does not itself mean the court used gain.
    The government defends on two grounds. The first is that
    there was no clear error in the district court's use of a loss
    figure of the $3.2 million the Ihenachos received, by way of the
    Internet pharmacies, from the customers whose prescriptions their
    pharmacy had filled.     See Innarelli, 
    524 F.3d at 290
    .           The court
    need only make a reasonable estimate of the loss. U.S.S.G. § 2B1.1
    cmt. n.3(C).
    The second argument is that even if the court used "gain"
    to the defendant as the measure, the $3.2 million may be thought to
    be the appropriate gain.       That line of argument is, of course,
    undercut by the statement in the PSR that if gain were used it
    would be less than the loss.             We have no need to reach the
    argument.
    The   Guidelines   say,    at    Application   Note   3(A)(i)   to
    U.S.S.G. § 2B1.1, that "loss is the greater of actual loss or
    intended loss," and that "'[a]ctual loss' means the reasonably
    9
    If we accept that profits and not gross receipts are the
    proper measure of loss in this case and use Baldwin's calculations,
    a 14-level enhancement should have applied under U.S.S.G.
    § 2B1.1(b)(1), leaving Baldwin with a sentencing range of 41 to 51
    months. Using profits and the government's calculation, a 16-level
    enhancement would have applied under § 2B1.1(b)(1) and Baldwin's
    sentencing range would have been 51 to 63 months.
    -25-
    foreseeable pecuniary harm that resulted from the offense."10            We
    have endorsed a pragmatic, fact-specific approach, stating that
    "loss should be calculated using the entire price paid for the
    product, unreduced by any offsetting value," if "the product
    misrepresented by the defendant is worthless."            United States v.
    Gonzalez-Alvarez,   
    277 F.3d 73
    ,   77   (1st   Cir.   2002)   (applying
    U.S.S.G. § 2F1.1, the former fraud guideline).
    Following on this theme of worthlessness, the government
    cites to cases which involve goods or services that were determined
    to have no value.   See United States v. Byors, 
    586 F.3d 222
    , 226
    (2d Cir. 2009) (in investment fraud case, deducting defendant's
    costs inappropriate where his "expenditures, legitimate or not,
    conferred nothing of value and no benefit on his victims, who were
    10
    Application Note 3(F) to U.S.S.G. § 2B1.1 provides, in
    relevant part, as follows:
    (v)   Certain Other Unlawful Misrepresentation Schemes.
    -- In a case involving a scheme in which (I)
    services were fraudulently rendered to the victim
    by    persons    falsely   posing    as    licensed
    professionals; (II) goods were falsely represented
    as approved by a governmental regulatory agency; or
    (III) goods for which regulatory approval by a
    government agency was required but not obtained, or
    was obtained by fraud, loss shall include the
    amount paid for the property, services or goods
    transferred, rendered, or misrepresented, with no
    credit provided for the value of those items or
    services.
    The government refers to this but does not argue to us, and did not
    argue before the district court, that Baldwin's offenses involved
    any of these schemes. We do not reach the issue of whether this
    application note applies to these facts.
    -26-
    his investors and creditors"); United States v. Milstein, 
    401 F.3d 53
    , 74 (2d Cir. 2005) (per curiam) ("The district court may
    permissibly reason that contaminated medicine is worthless to the
    consumer."); United States v. Schaefer, 
    291 F.3d 932
    , 944 (7th Cir.
    2002) (defendant entitled to no credit for value of misrepresented
    artwork where "the frame and matting surrounding counterfeit or
    misrepresented cheap cels have no market value other than scrap
    value"); Gonzalez-Alvarez, 
    277 F.3d at 78
     (where milk had been
    adulterated by adding contaminated ground water and salt, "the
    value of the milk . . . was zero as a matter of law"); United
    States v. Marcus, 
    82 F.3d 606
    , 610 (4th Cir. 1996) (drug worthless
    where its formula had been altered, potentially "affect[ing] the
    bioequivalence or therapeutic value of the drug," "[g]iven the
    unchallenged finding that consumers would not purchase a drug of
    unknown safety and efficacy at any price").
    The issue is complex because the victims of the scheme
    got exactly what they wanted -- prescription drugs for which they
    had not received proper prescriptions.   They were complicit in the
    fraud and, in that sense, the drugs were not worthless to them.
    Nonetheless, we find the loss calculation to be reasonable for two
    interrelated reasons.
    To the extent that the drugs had value at all in this
    context, it was quite limited.   There is the dangerous and harmful
    nature of medications dispensed without valid prescriptions. There
    -27-
    is no reason to think these vials of drugs with labels had an
    after-sale retail value.
    Moreover, it is reasonable to think that, but for the
    existence of these Internet pharmacies allowing customers to obtain
    drugs without valid prescriptions, these payments (or most of them)
    would not have been made at all.            Many of Meetinghouse's customers
    online   could   not    have    gotten      prescriptions      for    these       drugs
    otherwise.    Many had histories of drug addiction.                 Their abuse was
    made easier and more serious due to the easy availability of
    prescription drugs that could be purchased via the Internet without
    a   valid   prescription       from   a    physician.         At    least   some     of
    Meetinghouse's Internet customers had been unable to obtain valid
    prescriptions from their physicians for the drugs they ordered. In
    general, many customers of Internet pharmacies would be unable to
    obtain valid prescriptions for the drugs they order.                    That being
    so, it was reasonable for the district court to use the $3.2
    million figure as a loss amount to determine the guidelines range.
    See United States v. Munoz, 
    430 F.3d 1357
    , 1371 (11th Cir. 2005)
    (court need not reduce loss amount by proportion of satisfied
    customers    where    "the   number       of    individual    victims       who   were
    satisfied was arguably difficult to determine").
    IV.
    Gladys    challenges     the       sufficiency    of    the    evidence
    supporting her convictions for distributing controlled substances,
    -28-
    conspiracy, and money laundering.   We review a preserved challenge
    to the sufficiency of evidence de novo, considering "whether any
    rational factfinder could have found that the evidence presented at
    trial, together with all reasonable inferences, viewed in the light
    most favorable to the government, established each element of the
    particular offense beyond a reasonable doubt."       United States v.
    Willson, 
    708 F.3d 47
    , 52 (1st Cir. 2013) (quoting Poulin, 
    631 F.3d at 22
    ) (internal quotation marks omitted).
    A.        The Sufficiency of the Evidence Supporting the
    Convictions for the Substantive Distribution Offenses
    The jury convicted Gladys of five counts relating to the
    distribution of controlled substances to Golden Island customers on
    five occasions in September 2008.   Gladys argues that the evidence
    was insufficient to show that she knew that Golden Island was
    issuing invalid prescriptions for Meetinghouse to dispense, and
    that she dispensed these prescriptions herself.      To the contrary,
    a reasonable jury could easily conclude the evidence was sufficient
    on both points.
    1.      Gladys's Knowledge that      the    Golden   Island
    Prescriptions Were Invalid
    The relevant statute, 
    21 U.S.C. § 841
    (a)(1), makes it
    "unlawful for any person knowingly or intentionally . . . to
    manufacture, distribute, or dispense, or possess with intent to
    manufacture, distribute, or dispense, a controlled substance."
    There was evidence sufficient to conclude that Gladys knew, at
    -29-
    least by August 2008, that Golden Island's prescriptions filled by
    Meetinghouse were not issued in the usual course of professional
    practice.
    Gladys     played       an     important     role     in     managing
    Meetinghouse's operations.      She was Meetinghouse's majority owner,
    presented herself as an officer of the corporation, and Baldwin
    referred to her as his "partner in this business."                When Baldwin
    was away, Gladys was in charge of Meetinghouse.
    Gladys    was   aware    that       Meetinghouse    was    dispensing
    prescriptions for Internet pharmacies, and participated in this
    activity.   A Meetinghouse employee specifically testified at trial
    that Gladys "ma[d]e sure that we did the Internet prescriptions"
    when Baldwin was away, issued "instructions about whether to ship
    the Internet pharmacy packages as well as when not to ship them,"
    and counted pills "[f]or the Internet" business.                Gladys received
    the warning letter from the Missouri Board of Pharmacy stating that
    Meetinghouse was "engaged in a continuing course of conduct whereby
    prescription drug orders . . . are dispensed based solely on an on-
    line questionnaire," and in her handwritten notes regarding this
    warning she specifically referred to the "medicine for online" and
    "on line meds."
    At least by the time Gladys received this warning in
    August   2008,   if   not   earlier,       she    knew   that   these   Internet
    prescriptions were invalid. The warning stated that "prescriptions
    -30-
    obtained in this manner are not created pursuant to a valid
    prescriber/patient relationship," so that "such prescriptions are
    invalid."    Gladys argues that this warning put her on notice only
    that Meetinghouse could not dispense Internet prescriptions to
    Missouri for the particular website identified in the warning,
    www.pillsless.net.    But in her notes, Gladys wrote that she needed
    to "[h]ave all displayed medicines for online & put them away," and
    to "[p]ut away all the on line meds out of site [sic]."                     A
    reasonable jury could have concluded from these notes that Gladys
    knew in August 2008 that all Internet prescriptions Meetinghouse
    was filling were invalid and hence she had an interest in hiding
    the evidence.
    There was also ample evidence that Gladys was integrally
    involved in and knew of the arrangements with Golden Island. In an
    email,   Baldwin   stated   that   he   "put   up   a   good   argument   and
    eventually convinced my wife" to work with Golden Island, and later
    told Reyes that in his absence Gladys would "run the financial
    aspects of my business as well as helping out with making sure that
    your orders are filled and shipped."           Beyond that, Gladys sent
    emails to Reyes demanding that Golden Island wire payments to
    Meetinghouse for shipments and threatening to delay shipments until
    payment was received.       Gladys knew that Meetinghouse was filling
    Internet prescriptions for other online pharmacies, Meetinghouse
    shipped hundreds of packages of prescription drugs on behalf of
    -31-
    Golden Island, and Gladys came to Meetinghouse "[a]lmost everyday"
    after its Internet business began.
    2.      Gladys's Commission of the Substantive Offense of
    Distributing Controlled Substances
    Gladys also argues that even if she knew that Golden
    Island prescriptions were invalid, the government failed to prove
    that   she   actually   participated    in   transferring      a   controlled
    substance to another person pursuant to these prescriptions.
    "'[D]istribute' is defined broadly under § 841(a)(1)," United
    States v. Cortés-Cabán, 
    691 F.3d 1
    , 17 (1st Cir. 2012), to include
    "not only the transfer of physical possession, but also other acts
    perpetrated in furtherance of a transfer or sale, such as arranging
    or supervising the delivery, or negotiating for or receiving the
    purchase price," id. at 19 (quoting United States v. Luster, 
    896 F.2d 1122
    , 1127 (8th Cir. 1990)) (internal quotation mark omitted).
    After Gladys was put on explicit notice from the Missouri
    letter that Internet prescriptions were invalid and that Golden
    Island was issuing such prescriptions, her primary concern was
    getting paid.     She sent four emails to Reyes demanding that Golden
    Island wire payments to Meetinghouse.        Moreover, Meetinghouse sent
    prescription      medications   to   five   Golden   Island    customers   in
    September 2008, and Golden Island wired $10,000 directly into
    Gladys's personal account on September 19, 2008.              This evidence,
    together with the other evidence that Gladys managed shipment of
    -32-
    Golden   Island   orders,    supported    the   conclusion    that    Gladys
    distributed controlled substances under § 841(a)(1).
    B.         The Sufficiency of the Evidence Supporting the Conviction
    for Conspiracy to Distribute Controlled Substances
    The jury convicted Gladys as well of conspiracy with
    Reyes and Baldwin to fill invalid prescriptions for Golden Island
    between October 2007 and October 2008.          Gladys contends that the
    government failed to prove either the existence of the Golden
    Island conspiracy, or that she ever joined this conspiracy.           "[T]o
    sustain a conviction for conspiracy under 
    21 U.S.C. § 846
    , the
    evidence must show that (1) a conspiracy existed, (2) the defendant
    had knowledge of the conspiracy, and (3) the defendant knowingly
    and voluntarily participated in the conspiracy."        United States v.
    Dellosantos, 
    649 F.3d 109
    , 116 (1st Cir. 2011).          The government
    presented evidence that Baldwin, Gladys, and Reyes agreed that
    Meetinghouse would fill prescriptions for Golden Island, and that
    Gladys participated in this conspiracy despite knowing that Golden
    Island   was   issuing      Internet   prescriptions    and    that    such
    prescriptions were invalid.
    C.         The Sufficiency of the Evidence Supporting                    the
    Convictions for the Money Laundering Offenses
    The jury also convicted Gladys of conspiring with Baldwin
    and Reyes to commit international money laundering between March
    and October 2008, and of committing international money laundering
    on September 19, 2008, by receiving a wire transfer of $10,000 from
    -33-
    the Dominican Republic. Gladys argues that (1) because she did not
    know the Golden Island prescriptions were invalid, she lacked the
    mens rea needed to support these convictions, and (2) there was no
    evidence that she was personally involved in the transfer that
    formed the basis for the substantive conviction.
    We have rejected the first argument.     The government
    presented evidence that (1) in late August   2008, Gladys demanded
    that Reyes "send substantial money or I will stop [Baldwin] from
    shippinh [sic]," and (2) on September 19, 2009, $10,000 was wired
    from the Dominican Republic to Gladys's personal account.       We
    reject the latter argument, as well.
    V.
    We affirm the sentence of Baldwin Ihenacho and the
    convictions of Gladys Ihenacho.
    -34-