United States v. Calderon ( 2019 )


Menu:
  • 17‐1956 (L)
    United States v. Calderon, et al.
    UNITED STATES COURT OF APPEALS
    FOR THE SECOND CIRCUIT
    August Term 2018
    (Argued: February 5, 2019                    Decided: December 3, 2019)
    Nos. 17‐1956, 17‐1969, 17‐2844, 17‐2866
    ––––––––––––––––––––––––––––––––––––
    UNITED STATES OF AMERICA,
    Appellee,
    ‐v.‐
    PABLO CALDERON, BRETT C. LILLEMOE,
    Defendants‐Appellants.1
    ––––––––––––––––––––––––––––––––––––
    Before:           KEARSE, POOLER, and LIVINGSTON, Circuit Judges.
    Defendants‐Appellants Pablo Calderon and Brett C. Lillemoe appeal from
    judgments entered in the United States District Court for the District of
    Connecticut (Hall, J.), convicting them of conspiracy to commit bank and wire
    fraud, and wire fraud in violation of 
    18 U.S.C. §§ 1349
    , 1343. On appeal, the
    Defendants argue that (1) there was insufficient evidence supporting their jury
    convictions under both statutes; (2) the district court erred in giving a “no ultimate
    1   The Clerk of Court is respectfully directed to amend the caption as set forth
    above.
    1
    harm” instruction to the jury; (3) the district court plainly erred in failing to charge
    the jury that actual, potential, or intended harm is an element of bank fraud, 
    18 U.S.C. § 1344
    (2); and (4) the district court abused its discretion in giving a modified
    Allen charge to the deadlocked jury.             The Defendants also appeal from
    postjudgment orders of the district courts setting restitution amounts, contending
    that the court abused its discretion in directing the Defendants to pay over $18
    million in restitution pursuant to the Mandatory Victims Restitution Act of 1996,
    18 U.S.C. § 3663A. We conclude that (1) there was sufficient evidence supporting
    the jury convictions; (2) the district court did not err in giving the jury a “no
    ultimate harm” instruction; (3) the district court did not plainly err in charging the
    jury on the elements of bank fraud; (4) the district court did not abuse its discretion
    in giving a modified Allen charge to the jury; but (5) the district court abused its
    discretion in ordering a restitution amount of over $18 million to be paid to the
    United States Department of Agriculture because the Defendants did not
    proximately cause financial losses equating to that amount.
    Accordingly, the restitution orders are REVERSED; the judgments of
    conviction are VACATED to the extent that they ordered the Defendants to pay
    restitution, and are otherwise AFFIRMED. We REMAND for entry of amended
    judgments omitting the requirement for restitution.
    FOR APPELLEE:                           MICHAEL S. MCGARRY (John Pierpont,
    Sandra S. Glover, on the brief), Assistant
    United States Attorneys, for John H.
    Durham, United States Attorney for the
    District of Connecticut, New Haven, CT.
    FOR DEFENDANT‐APPELLANT
    BRETT C. LILLEMOE:                      DAVID C. FREDERICK (Brendan J. Crimmins,
    Andrew E. Goldsmith, Benjamin S. Softness,
    on the brief), Kellogg, Hansen, Todd, Figel &
    Frederick PLLC, Washington, D.C.
    2
    FOR DEFENDANT‐APPELLANT
    PABLO CALDERON:                       DOUGLAS M. TWEEN, Linklaters LLP, New
    York, NY, submitted an opening brief;
    PABLO CALDERON, Darien, CT, submitted a
    reply brief pro se and argued orally.
    DEBRA ANN LIVINGSTON, Circuit Judge:
    Defendants‐Appellants Brett C. Lillemoe (“Lillemoe”) and Pablo Calderon
    (“Calderon”) (together, “Defendants”) appeal from their convictions for
    conspiracy to commit wire and bank fraud, 
    18 U.S.C. § 1349
    , and wire fraud, 
    18 U.S.C. § 1343
    , following a jury trial in the United States District Court for the
    District of Connecticut (Hall, J.). The Defendants’ convictions arose from their
    involvement in a scheme to defraud two financial institutions—Deutsche Bank
    and CoBank—in connection with an export guarantee program administered by
    the United States Department of Agriculture (“USDA”).             The Defendants
    falsified shipping documents and presented these documents to the banks,
    thereby facilitating the release of millions of dollars in USDA‐guaranteed loans to
    foreign banks.
    The Defendants argue that the Government failed to produce sufficient
    evidence at trial to support their convictions.   Specifically, they argue that the
    Government failed to demonstrate that, in altering these shipping documents, the
    3
    Defendants made material misrepresentations that deprived the banks of
    economically valuable information, as required to support a conviction for wire or
    bank fraud, or conspiracy to commit those offenses.        They also argue that the
    district court erred in giving the jury a “no ultimate harm” instruction, see infra
    Part II.A, plainly erred in charging the jury on the elements of bank fraud, 
    18 U.S.C. § 1344
    (2), and abused its discretion in giving the jury a modified Allen charge, see
    infra Part III. Finally, they assert that the district court abused its discretion in
    ordering the Defendants to pay over $18 million in restitution pursuant to the
    Mandatory Victims Restitution Act of 1996 (“MVRA”), 18 U.S.C. § 3663A.
    We conclude that there was sufficient evidence presented at trial to support
    the jury’s conclusion that the Defendants violated the wire fraud and conspiracy
    statutes. We also hold that the district court did not err in giving the jury a “no
    ultimate harm” instruction, did not plainly err in charging the jury on the elements
    of bank fraud, and did not abuse its discretion in giving a modified Allen charge
    to the jury.   Finally, however, we conclude that the district court abused its
    discretion in holding that the USDA was entitled to a restitution amount of
    $18,501,353 under the MVRA because the Defendants did not proximately cause
    financial losses equating to that amount.      Accordingly, for the reasons given
    4
    herein, we reverse the orders of restitution, vacate so much of the judgments as
    order restitution, and remand for the entry of amended judgments without such
    orders.
    BACKGROUND
    I.   Factual Background2
    International business transactions involving the sale of physical goods are
    presently carried out by use of unique documents and contracts that serve to
    mitigate risk among the geographically disparate parties.          Such transactions
    remain highly dependent upon the compilation and presentation of certain
    physical documents at different stages in the sales process. Indeed, so crucial are
    the documents underlying these sales that “international financial transactions”
    have long been said to “rest upon the accuracy of documents rather than on the
    condition of the goods they represent.” Banco Espanol de Credito v. State St. Bank
    & Tr. Co., 
    385 F.2d 230
    , 234 (1st Cir. 1967). The Defendants falsified bills of lading,
    one such category of shipping documents, so as to render them compliant with
    contractual and regulatory requirements before their presentation to two U.S.‐
    2 The factual background presented here is derived from the parties’ submissions
    and the uncontroverted evidence presented at trial.
    5
    based financial institutions.
    A. Letters of Credit in International Sales
    Understanding the Defendants’ scheme requires a basic comprehension of
    the use of letters of credit in international sales, in this case sales of agricultural
    goods. “Originally devised to function in international trade, a letter of credit
    reduce[s] the risk of nonpayment in cases where credit [is] extended to strangers
    in distant places.” Mago Int’l v. LHB AG, 
    833 F.3d 270
    , 272 (2d Cir. 2016) (internal
    quotation marks and citation omitted). As relevant here, the process begins with
    the contract for the sale of goods negotiated between a domestic exporter and a
    foreign importer. A typical contract at issue in this prosecution would be one for
    the sale of soybeans between an American exporter and a Russian importer.
    To avoid the risk of nonpayment by the foreign importer, the American
    exporter bargains for and includes in the contract a term that requires payment by
    a confirmed and irrevocable letter of credit. The foreign importer then applies to
    an “issuing bank” (usually a foreign bank) to receive that letter of credit. The
    foreign‐based bank then “issues” the letter of credit in favor of the American
    exporter, also referred to as the “beneficiary.”         The letter of credit itself
    constitutes an “irrevocable promise to pay the []beneficiary when the latter
    6
    presents certain documents . . . that conform with the terms of the credit.” Alaska
    Textile Co. v. Chase Manhattan Bank, N.A., 
    982 F.2d 813
    , 815 (2d Cir. 1992). At the
    same time, the domestic exporter often works with a domestic bank (also referred
    to as the “confirming” bank) and assigns its right to payment on the letter of credit
    to that domestic bank in exchange for immediate payment of the contract price.
    The payment on the part of the confirming bank to the beneficiary triggers the
    issuing bank’s obligation to reimburse the confirming bank. Thus, the domestic
    exporter receives immediate payment for the sale from the domestic bank, and the
    domestic bank is repaid over time and with interest by the foreign bank. The
    letter of credit thereby mitigates risk by assigning the rights and obligations of the
    original contract to financial institutions rather than individual importers and
    exporters. Alaska Textile, 
    982 F.2d at 815
    .
    To obtain immediate payment of the contract price upon assigning its right
    to payment to a domestic bank, an exporter must compile a complete set of
    documents and present them to that confirming bank. Among the documents
    necessary to cause a bank to release funds in conformity with a letter of credit is
    the final contract of relevance here, the “bill of lading.” The bill of lading is a
    contract between either the exporter or the importer and an international carrier
    7
    of goods, obligating the carrier to transport the goods to the importer’s location or
    some other distant place.      A bill of lading “records that a carrier has received
    goods from the party that wishes to ship them, states the terms of carriage, and
    serves as evidence of the contract for carriage.” Norfolk S. Ry. Co. v. James N. Kirby,
    Pty Ltd., 
    543 U.S. 14
    , 18–19 (2004).3 The Defendants’ presentation of documents,
    including bills of lading, to confirming banks for inspection in order to induce the
    banks to honor their obligations under various letters of credit provided the basis
    for the prosecutions here.
    When a confirming bank examines documents submitted to it for the
    purpose of obtaining payment on a letter of credit, the confirming bank has two
    duties: (1) to determine whether these documents conform to the terms of the letter
    of credit; and (2) to respond if it finds any discrepancies.              J.A. 893.    The
    confirming bank never sees the goods at issue, only the documents (including the
    3  According to the Defendants’ expert, negotiable bills of lading allow for the
    flexibility of selling goods while they are in transit; non‐negotiable bills do not.
    Regardless of whether a bill of lading is negotiable or non‐negotiable, only an original
    bill of lading serves as a document of title; a copy of a bill of lading functions primarily
    as a receipt. Conversely, the Government’s expert explained at trial that bills of lading
    are issued in sets that typically consist of three originals and any number of copies, which
    are referred to as “copies non‐negotiable.” In any event, the experts agree that a “copy
    non‐negotiable” bill meaningfully differs from either a “negotiable” or “original” bill,
    and we need not decide which expert is correct in order to resolve the Defendants’
    sufficiency of the evidence challenge.
    8
    bill of lading). J.A. 391. Because of this, it inspects the documents rigorously to
    determine that they comply exactly with the requirements of the letter of credit—
    for the documents are its only protection. 
    Id.
    Indeed, under the law of the majority of jurisdictions (including this one) if
    the documents provided by the seller to the confirming bank did not “strictly”
    comply with the requirements of the letter of credit, the issuing bank is entitled to
    refuse to honor the letter of credit, and the confirming bank is therefore unable to
    recover the money “assigned” to it by the seller. See Voest‐Alpine Int’l Corp. v.
    Chase Manhattan Bank, N.A., 
    707 F.2d 680
    , 683–85 (2d Cir. 1983); see also Mago Int’l,
    833 F.3d at 272 (noting that the “absolute duty” to honor the letter of credit “does
    not arise unless the terms of the letter have been complied with strictly” (internal
    quotation marks and citation omitted)). “This rule [of strict compliance] finds
    justification in the bank’s role in the transaction being ministerial, and to require
    it to determine the substantiality of discrepancies would be inconsistent with its
    function.” Alaska Textile, 
    982 F.2d at 816
    . If the documents were nonconforming
    but honored, an issuing bank could sue a confirming bank for “wrongful honor.”
    See, e.g., Bank of Cochin, Ltd. v. Mfrs. Hanover Tr. Co., 
    808 F.2d 209
     (2d Cir. 1986)
    (dismissing on the ground of estoppel only because the issuing bank did not
    9
    comply with the requirements of the International Chamber of Commerce’s
    Uniform Customs and Practice for Documentary Credits (“UCP”), Article 8,
    calling for timely notice of discrepancies in the documents).
    As the Defendants themselves note, in a letter of credit transaction “‘[b]anks
    deal with documents and not with goods, services or performances to which the
    documents may relate.’” Br. Def.‐Appellant Lillemoe at 5 (quoting Int’l Chamber
    of Commerce, ICC Uniform Customs and Practice for Documentary Credits art. 5
    (2007)); see also S.A. 98. In sum, “because the credit engagement is concerned only
    with documents, . . . [t]here is no room for documents which are almost the same,
    or which will do just as well.” Alaska Textile, 
    982 F.2d at 816
     (internal quotation
    marks and citation omitted).
    B. The GSM‐102 Program and the Defendants’ “Structured” Transactions
    The GSM‐102 program—which is administered by USDA’s Foreign
    Agricultural Service on behalf of the Commodity Credit Corporation (“CCC”), the
    USDA entity that issues the credit guarantees—provides an incentive for United
    States banks to participate in letters of credit export transactions with developing
    nations. As already made clear, the seller in such a transaction enjoys immediate
    payment for the sale, but the domestic bank must accept the risk that a foreign
    bank will default on its payment obligations, and in circumstances in which
    10
    redress may be difficult, if not impossible, to obtain. To encourage U.S.‐based
    banks nevertheless to participate in such transactions, the CCC, through the GSM‐
    102 program, guarantees the foreign bank’s repayment to the domestic bank,
    generally covering ninety‐eight percent of the foreign bank’s obligation under the
    letter of credit. Every fiscal year, the USDA makes $5.5 billion available under
    the GSM‐102 program.
    The Defendants were not the exporters of agricultural goods, but instead
    participated in the GSM‐102 program as financial intermediaries, creating
    “structured” or “third party” transactions.      Essentially, the Defendants would
    pay a fee to “rent” or “purchase” program‐eligible “trade flows,” i.e., the actual
    shipments of goods guaranteed by the GSM‐102 program, from physical exporters
    and importers. Having secured the requisite “trade flow,” the Defendants would
    arrange for letters of credit between foreign and domestic banks backed by the
    USDA guarantee. In exchange, they received fees from the foreign banks. In
    orchestrating these GSM‐102 transactions, the Defendants were also responsible
    for the presentation of complying documents to the confirming (in this case the
    domestic) banks. See J.A. 1020 (Testimony of Lillemoe stating “[It’s] not exactly
    a simple process . . . So my role is to put together a lot of different pieces and make
    11
    the transaction work . . . we describe it as sort of lining up the sun, the moon and
    the stars to align everything and put it all together”).
    C. Altering Bills of Lading and the “Cool Express” Transaction
    Participating in the GSM‐102 program as a financial intermediary is not
    itself illegal.    The Defendants were convicted of wire fraud and conspiracy to
    commit wire and bank fraud for falsifying bills of lading before presenting them
    to two banks, Deutsche Bank and CoBank, in order to make the documents facially
    compliant with the terms of the relevant letters of credit and the requirements of
    the GSM‐102 program. According to the evidence presented by the Government
    at trial, the Defendants applied for the GSM‐102 program guarantees before
    acquiring the requisite “trade flow.”          They would then purchase shipping
    documents and arrange for letters of credit between foreign and domestic banks
    backed by this USDA guarantee. If the purchased documents failed to comply
    with the USDA’s requirements as well as those provided for in the relevant letters
    of credit, the Defendants would simply falsify the documents to make them
    compliant.        Of central importance are two types of alterations, which were
    explored at length in the trial described below: (1) the Defendants’ redaction of the
    phrase “copy non‐negotiable” and the stamping of the word “original” onto bills
    of lading; and (2) the Defendants’ changing of certain bills of ladings’ “on‐board”
    12
    dates.
    Finally, all of the counts of wire fraud on which the Defendants were
    convicted involved conduct relating to a GSM‐102 transaction between CoBank
    and the International Industrial Bank located in Russia (“IIB”).           The letter of
    credit for that transaction was issued by IIB, and the goods were shipped on a
    vessel called the “Cool Express.”           J.A. 1074, 1077.    To facilitate this “Cool
    Express” transaction, Lillemoe “whited out” the word “copy non‐negotiable” on
    some of the bills of lading and placed an “original” stamp on them. J.A. 1092–94.
    These modified documents were forwarded to Calderon for his review before their
    submission to CoBank.           J.A. 1093–94.    Following the global financial crisis in
    2007, IIB defaulted on its $6,000,000 in obligations to CoBank under the letter of
    credit.      The USDA reimbursed the full amount available under the guarantee
    (ninety‐eight percent of the loan value).4
    II.   Procedural History
    On February 20, 2015, a grand jury returned a twenty‐three‐count
    indictment against Lillemoe, Calderon, and their associate, Sarah Zirbes.            The
    Indictment charged Lillemoe with one count of conspiracy to commit bank fraud
    4   The Defendants paid CoBank an upfront fee of three percent.
    13
    and wire fraud, nineteen counts of wire fraud, one count of bank fraud, and one
    count of money laundering. It charged Calderon with one count of conspiracy to
    commit wire fraud and bank fraud, nineteen counts of wire fraud, one count of
    bank fraud, one count of money laundering, and one count of making a false
    statement.    The Indictment alleged, in part, that Lillemoe and Calderon
    conspired to commit bank fraud and wire fraud by materially altering shipping
    documents.
    A. The Trial
    At trial, the Government offered a variety of evidence to demonstrate that
    the Defendants applied for guarantees under the GSM‐102 program, purchased
    “trade flows” from third‐parties that would not have been compliant with the
    terms of the program, arranged letters of credit between foreign and domestic
    banks, falsified bills of lading, and then presented those altered documents to
    Deutsche Bank and CoBank, causing the banks to disburse funds to a U.S. exporter
    according to the terms of letters of credit associated with ten GSM‐102
    transactions. The Government introduced, inter alia, (a) the GSM–102 program
    files that contained the documents that were submitted to the American banks
    along with (b) the unaltered bills of lading that were provided to Lillemoe and
    14
    Calderon and the subsequently altered versions.                 The Government also
    introduced the testimony of CoBank representative Holly Womack, Deutsche
    Bank representative Rudolph Effing, USDA official John Doster, and Federal
    Bureau of Investigation Special Agent Steven West.            The Government and the
    Defense introduced competing experts on letters of credit transactions, and
    Lillemoe testified in his own defense.            5   Because the significance of the
    Defendants’ alterations of the bills of lading is the central issue on this appeal, we
    catalogue the evidence offered on this question below.
    1. Stamping
    The Government submitted evidence that the Defendants falsified bills of
    lading by redacting the word “copy non‐negotiable” or “certified true copy”
    (usually via white out) and stamping the word “original” onto a number of them.
    The Defendants do not dispute that they modified the bills of lading in question
    nor that the respective letters of credit governing these altered bills of lading
    required presentation of a “copy of original on board . . . bill(s) of lading.”   J.A.
    1851.       Moreover, the Government presented evidence at trial that in order to
    submit a claim of loss to the GSM‐102 program, a bank would need to submit a
    5   The Defendants also introduced various character witnesses.
    15
    copy of an original bill of lading.   J.A. 1791.   The Government also submitted
    evidence as to the Defendants’ knowledge of this requirement. See, e.g. J.A. 3617–
    18 (Email from Lillemoe stating “just checked with the bank financing the GSM
    deal.   They need the copy of the [bill of lading] to state ‘Original’ in order to
    accept it”). CoBank representative Womack and Deutsche Bank representative
    Effing testified respectively at the Defendants’ trial that they would not have
    accepted the Defendants’ bills of lading (and therefore would not have released
    funds on the transactions) had they known that the Defendants had stamped the
    word “original” onto “copy non‐negotiable” bills of lading. That is, if their banks
    “didn’t have a copy of an original” they “wouldn’t have paid the funds.” J.A.
    458. At trial, however, the Defense attempted to characterize the modifications
    to the bills of lading as insignificant, trivial changes that could not have affected
    the confirming banks’ decisions as to whether to honor the letters of credit.
    Lillemoe testified that he stamped the word “original” in blue ink on the bills of
    lading in order to make it “easier for everybody.” J.A. 1010. The Government
    and Defense also offered competing expert testimony as to the significance of the
    stamping activity.
    2. Date Changes
    The GSM‐102 program guarantees also had restrictions limiting them to
    16
    shipments that occurred within specific date ranges.               The Government
    introduced substantial evidence at trial demonstrating that Lillemoe and Calderon
    changed the “on‐board” notation printed on three bills of lading associated with
    two GSM‐102 transactions to state October 6, 2008, instead of October 5, 2008.
    J.A. 1057. The Defendants’ alterations placed the shipments within an acceptable
    range. See 
    7 C.F.R. §§ 1493.20
    (d), 1493.60(f) (2012) (GSM‐102 regulations stating
    that “date[s] of export prior to the date” of the guarantee application “are ineligible
    for . . . guarantee coverage” and defining a “date of export” as a bill of lading’s “on
    board date”). Thus, the Government argued at trial that the Defendants altered
    dates on bills of lading to ensure each underlying transaction’s eligibility for a
    GSM‐102 guarantee.      The parties contest neither that the relevant goods were
    aboard the ships on October 6th, nor that they were actually shipped on October
    5th.
    According to the Defense experts and Lillemoe, the “on‐board” date on a
    bill of lading has a functional significance and can fall on any date that the goods
    are “on board” the ship. The Government presented a great deal of evidence,
    however, in support of its claim that the “on‐board” date can only represent the
    date the goods are actually shipped, and that this understanding was shared by all
    17
    parties involved. For example, the Government’s expert, Professor James Byrne,
    testified at trial:
    A. [The on‐board date] is deemed to indicate the date that the goods
    are shipped. The date of shipment is extremely important in letter
    of credit practice. It is important to banks. It is important to
    applicants in most cases. And so the date which is given as the on
    board or loaded on board date is deemed to be the date of shipment
    or shipping. Shipping date. . . .
    Q. Can that be a range of dates?
    A. No. It is the date they are loaded on board.
    J.A. 1246.      USDA Official Doster, who was responsible for ensuring that
    “registrations were properly issued for the GSM‐102 program,” J.A. 522, also
    testified to that effect, as well as to that date’s importance with regard to the USDA
    guarantee. J.A. 455, 526 (“Q: [D]oes the program ever guarantee [with respect to]
    shipments before the on board date? A: No”); see also J.A. 396 (defining
    “registration” as a record reflecting “that the CCC has shipped that guarantee and
    received the fee and then they recorded that guarantee in their books as . . . a
    guarantor obligation on behalf of the CCC”).6
    6 The Government also presented evidence at trial that the Defendants shaded
    blank “consignee” fields (which designate the receiving party of the goods) on six bills of
    lading, allegedly to make it less “obvious” that the consignee fields had been whited‐out.
    J.A. 1018. The Defense offered evidence that the fields were whited‐out to protect the
    confidentiality of the consignee. See J.A. 887–88. The Defendants were acquitted of all
    18
    B.     The Jury Verdict and Post‐Trial Motions
    On November 3, 2016, after hearing eighteen days of evidence, the jury
    began its deliberations. The jury deliberated for about a week, before stating that
    it had “concluded” deliberations, but informing the court that it was “deadlocked”
    on some counts. J.A. 1352. The court decided to give a modified Allen charge,
    which encouraged the jury to continue deliberating (discussed, infra Part III).
    After receiving the Allen charge, the jury returned a verdict of guilty
    for Lillemoe on Count One of conspiracy and Counts Two through Six of wire
    fraud, and it returned a verdict of guilty for Calderon on Count One of conspiracy
    and Count Six of wire fraud.7      The Defendants were acquitted on the other counts
    of wire fraud, bank fraud, money laundering, and false statements. Following
    the guilty verdict, the district court sentenced Lillemoe to fifteen months’
    imprisonment to be followed by three years of supervised release, and it sentenced
    Calderon to five months’ imprisonment. The Court also ordered forfeiture in the
    amount of $1,543,287.60 from Lillemoe and $63,509.97 from Calderon.
    Lillemoe and Calderon each filed a motion for a judgment of acquittal
    of the substantive counts of wire fraud that were connected to this “shading” activity.
    7   The jury acquitted Zirbes on all counts.
    19
    pursuant to Rule 29 of the Federal Rules of Criminal Procedure and a motion for a
    new trial pursuant to Rule 33. In an order dated March 16, 2017, the district court
    denied both motions. United States v. Lillemoe, 
    242 F. Supp. 3d 109
    , 115 (D. Conn.
    2017).     On September 11, 2017, the district court entered separate restitution
    orders as to both Defendants. United States v. Lillemoe, No. 15‐CR‐25 (JCH), 
    2017 WL 3977921
    , at *1 (D. Conn. Sept. 11, 2017). The district court held that the USDA
    was entitled to an order of restitution of $18,501,353 after reimbursing the banks
    in the GSM‐102 program for various transactions with which the Defendants were
    involved.     
    Id.
       The district court also ordered the Defendants to pay CoBank
    $305,743.33. 
    Id. at *2
    . Each defendant filed timely notices of appeal from the
    judgment and the restitution order entered against him.
    DISCUSSION
    The Defendants raise a variety of challenges to their respective convictions
    and the ensuing restitution orders imposed by the district court. Many of these
    challenges relate to the Defendants’ central contention that their alterations of the
    bills of lading were not and could not have been fraudulent. Ultimately, we reject
    that central contention. We do conclude, however, that the district court abused
    its discretion in fashioning the restitution orders at issue here.
    20
    I.
    The Defendants first challenge the sufficiency of the evidence underlying
    their convictions for wire fraud and conspiracy to commit wire and bank fraud.
    The Defendants concede that they modified bills of lading in connection with
    various international transactions guaranteed by the GSM‐102 program, but they
    argue that the Government failed to produce sufficient evidence at trial to support
    the jury’s determination that this conduct satisfied the elements of wire or bank
    fraud (or conspiracy to commit the same). We disagree and find no reason to
    upset the jury’s determination on this question.
    We note at the outset that a defendant who challenges the sufficiency of the
    evidence to support his conviction “faces an uphill battle, and bears a very heavy
    burden.” United States v. Mi Sun Cho, 
    713 F.3d 716
    , 720 (2d Cir. 2013) (internal
    quotation marks and citation omitted). In considering such a challenge, “[w]e
    must view the evidence in the light most favorable to the government, crediting
    every inference that could have been drawn in the government’s favor, and
    deferring to the jury’s assessment of witness credibility.” United States v. Baker,
    
    899 F.3d 123
    , 129 (2d Cir. 2018) (internal quotation marks and brackets omitted).
    “Although sufficiency review is de novo, we will uphold the judgment of
    21
    conviction if any rational trier of fact could have found the essential elements of
    the crime beyond a reasonable doubt.” United States v. Martoma, 
    894 F.3d 64
    , 72
    (2d Cir. 2017) (internal quotation marks and brackets omitted).
    The essential elements of wire fraud are “(1) a scheme to defraud, (2) money
    or property as the object of the scheme, and (3) use of . . . wires to further the
    scheme.” Fountain v. United States, 
    357 F.3d 250
    , 255 (2d Cir. 2004) (internal
    quotation marks and brackets omitted). Similarly, the federal bank fraud statute
    criminalizes the “‘knowing execution’ of a scheme to ‘defraud a financial
    institution.’” United States v. Bouchard, 
    828 F.3d 116
    , 124 (2d Cir. 2016) (quoting
    
    18 U.S.C. § 1344
    ) (brackets omitted).     Thus, both wire fraud and bank fraud
    require the Government to prove that the defendant had an intent to deprive the
    victim of money or property. Moreover, to establish the existence of a scheme to
    defraud, the Government must prove the materiality of a defendant’s false
    statements or misrepresentations. United States v. Weaver, 
    860 F.3d 90
    , 94 (2d Cir.
    2017). The Defendants argue that (1) the Government failed to offer sufficient
    evidence as to the “materiality” of their alterations to the bills of lading; and (2)
    that the Government failed to present sufficient evidence that they intended to
    22
    deprive the victim banks of money or property.           We take each of these
    arguments—and reject them—in turn.
    A.
    We first consider the Defendants’ materiality claim.    The wire and bank
    fraud statutes do not criminalize every deceitful act, however trivial. As noted
    above, to sustain a conviction under these statutes, the Government must prove
    that the defendant in question engaged in a deceptive course of conduct by making
    material misrepresentations. Neder v. United States, 
    527 U.S. 1
    , 4 (1999). “To be
    ‘material’ means to have probative weight, i.e., reasonably likely to influence the
    [bank] in making a determination required to be made.” United States v. Rigas,
    
    490 F.3d 208
    , 234 (2d Cir. 2007).   As the Supreme Court has put it, a material
    misrepresentation has “a natural tendency to influence, or [is] capable of
    influencing, the decision of the decisionmaking body to which it [is]
    addressed.”    Neder, 
    527 U.S. at 16
     (internal quotation marks and citation
    omitted). Where, as here, a “bank’s discretion is limited by an agreement, we
    must look to the agreement to determine what factors are relevant, and when a
    misstatement becomes material.”        Rigas, 
    490 F.3d at 235
    .       All of these
    23
    specifications of the materiality inquiry target the same question: would the
    misrepresentation actually matter in a meaningful way to a rational decisionmaker?
    The Defendants argue that their alterations to the bills of lading could not
    have been material to the banks. They point to United States v. Litvak, 
    808 F.3d 160
     (2d Cir. 2015), where we held that a defendant’s admitted misstatements were
    not material to the Treasury Department because the Government had submitted
    no evidence demonstrating that these misstatements were capable of influencing
    a Treasury Department decision. 
    Id. at 172
    . Instead, the evidence presented at
    trial established that the Treasury was “kept . . . away from making buy and sell
    decisions” and retained “no authority to tell investment managers which
    [security] to purchase or at what price to transact.” 
    Id.
     (internal quotation marks,
    brackets, and citation omitted). Similarly, in Rigas, we held that because there
    was no evidence that the Defendants’ misstatements there would have influenced
    the banks’ investment decisions as to what interest rate to charge, those
    misstatements were not material. 
    490 F.3d at 235
    .
    The Defendants argue that the banks here, like the Treasury Department in
    Litvak and the banks in Rigas, retained limited discretion in rejecting the
    documents, and that the Government offered insufficient evidence that the
    24
    changes made to the bills of lading were capable of influencing the banks’
    decisions.    Specifically, the Defendants first argue that the domestic banks’
    decisions as to whether to release the funds for these transactions were not
    discretionary at all, but were instead governed by the terms of the letters of credit,
    and contingent only on the banks’ being presented with evidence that the
    shipment was program compliant. Thus, because the bills of lading appeared to
    be compliant with the letters of credit and the GSM‐102 program requirements,
    the argument goes, the banks had no discretion to reject them and any alterations
    were immaterial.
    We reject this argument. As the court below described it, the Defendants
    essentially assert that “if the bank is presented with a document altered carefully
    enough,” the bank lacks discretion to decline to honor the letter of credit and the
    misrepresentations therefore lack materiality.     Lillemoe, 242 F. Supp. 3d at 117.
    In other words, under the Defendants’ theory, the better the fraudster, the less
    likely he is to have committed fraud. We decline to reverse the jury’s rejection of
    this argument, which would entail countenancing any and all falsifications of
    documents involved in these or similar transactions, as long as they were carried
    out with sufficient skill.
    25
    The Defendants next argue that the bills of lading they provided fulfilled
    the obligations of the letters of credit prior to their altering them. Therefore, their
    theory goes, the Defendants needlessly modified the documents because, in any
    event, the bills of lading already fulfilled the function of the “required
    document[s]” even if they were altered in minor ways.                Br. Def.‐Appellant
    Lillemoe at 27. The Government offered substantial evidence at trial, however,
    that the banks could have and would have rejected the bills of lading had they not
    been altered or had the banks known of the specific alterations at issue.            The
    relevant letters of credit clearly called for “copies of original” bills of lading, as did
    the GSM‐102 program, see, e.g. J.A. 1851–54 (requiring a copy of an “original on
    board . . . bill(s) of lading”), 1791 (requiring “a true and correct copy” of “the
    negotiable . . . bill(s) of lading”), and the program guarantees had restrictions
    limiting them to shipments that occurred within specific date ranges. J.A. 526.
    Given these requirements, it is not surprising that CoBank representative
    Holly Womack and Deutsche Bank representative Rudolph Effing testified that
    their respective banks would have declined to go through with the transactions at
    issue had they known about the specific alterations the Defendants made to the
    bills of lading. See, e.g. J.A. 458 (testimony of Womack that if the confirming bank
    26
    “didn’t have a copy of an original on board, original bill of lading” it “wouldn’t
    have paid the funds” because “we [wouldn’t] have a complying set of documents
    so we wouldn’t have an obligation under the [letter of credit] [from the] issuing
    bank”); J.A. 470 (testimony of Womack that she would not have accepted the
    unaltered bill of lading prior to the Defendants’ date change because it would have
    made the document non‐compliant and “[w]e wouldn’t be able to file a claim [with
    the USDA] and be paid if the bank defaulted on the obligation”); J.A. 421
    (testimony of Effing that “if any of the information that’s on that document is not
    in compliance with the requirements on the program or letter of credit, then we
    just can’t accept it”). After all, to submit a claim to the USDA, the banks had to
    submit these documents and certify that they were “true and correct copies of the
    originals that [they] received.”   J.A. 463.   The testimony of USDA Official
    Doster, moreover, buttressed this testimony as to the materiality of the
    Defendants’ changes, J.A. 548–49, as did the Government’s expert, who testified as
    to the functional significance of the Defendants’ changes.     J.A. 1248–49.   For
    example, to qualify for the already‐secured USDA guarantee, the shipments
    involved had to have occurred on or after October 6, 2008.       The Defendants’
    alterations implicated compliance with that requirement.
    27
    Additionally, the Government produced several of the Defendants’ own
    communications, which spoke to the materiality of the Defendants’ changes. See
    J.A. 3616 (e‐mail from Lillemoe stating that “we’ll need a copy [of] the ORIGINAL
    [bill of lading]. We cannot execute with the ‘Non‐Negotiable’ version”); J.A. 3617–
    18 (e‐mail from Lillemoe stating “just checked with the bank financing the GSM
    deal. They need the copy of the [bill of lading] to state ‘Original’ in order to accept
    it.”); J.A. 1907 (e‐mail from Lillemoe stating “[f]or us we need [bills of lading] to
    state ‘Original’ and that are signed.     We’ll simply white out the ‘Copy Non‐
    Negotiable’ on the signed copies and stamp ‘Original’ ourselves. So we’re now
    OK on the [bills of lading].”); J.A. 2343 (e‐mail from Lillemoe to Calderon
    describing a date change as “[n]ot my best work, but good enough for now”).
    These statements provide additional evidence that the confirming banks needed
    to receive copies of “original” bills of lading with specific “on‐board” dates in
    order to honor their obligations under the letters of credit.         They therefore
    provide further support for the conclusion that the banks could have and would
    have rejected nonconforming documents such as those at issue here, and that the
    discrepancies were material to the GSM‐102 guarantees.
    In sum, the Government produced a variety of testimonial and
    28
    documentary evidence demonstrating that the Defendants falsified documents in
    order to make them appear to be compliant with the terms of the governing letters
    of credit and the USDA program. The jury was also presented with substantial
    evidence that had the bank officials known about those specific types of alterations
    they would not have accepted those documents and therefore would not have
    entered into the transactions at issue.        We conclude, in light of the evidence
    described above and marshalled at trial, that the Government presented sufficient
    evidence for the jury to conclude that the Defendants’ misstatements were
    material.
    B.
    The Defendants next argue that the Government failed to produce sufficient
    evidence to support the jury’s conclusion that their scheme “contemplated some
    actual harm or injury to their victims,” United States v. Novak, 
    443 F.3d 150
    , 156
    (2d Cir. 2006) (emphasis, quotation marks, and citation omitted), a necessary
    element of their offenses of conviction.        As we have often observed, for the
    purposes of satisfying the elements of mail, wire, or bank fraud, a victim can be
    deprived of “property” in the form of “intangible” interests such as the right to
    control the use of one’s assets. United States v. Carlo, 
    507 F.3d 799
    , 801–02 (2d Cir.
    29
    2007).    “[M]isrepresentations or non‐disclosure of information” can support a
    conviction under the “right to control” theory if “those misrepresentations or non‐
    disclosures can or do result in tangible economic harm.” United States v. Finazzo,
    
    850 F.3d 94
    , 111 (2d Cir. 2017). In particular, this Court has upheld convictions
    where misrepresentations “exposed the lender . . . to unexpected economic risk.”
    United States v. Binday, 
    804 F.3d 558
    , 571 (2d Cir. 2015).
    The Government produced a variety of evidence to support the jury’s
    finding that the Defendants’ falsifications exposed the confirming banks to severe
    economic risks across two dimensions.            First, the Government produced
    evidence that the modifications to the bills of lading exposed the banks to risk of
    default or non‐reimbursement from the foreign banks because these modifications
    sought to hide the true nature of the non‐conforming documents. See, e.g., J.A.
    459 (CoBank representative Womack testifying that “we need to have [compliant]
    documents to have the issuing [letter of credit] . . . repay us”); J.A. 1249
    (Government expert Professor Byrne stating that only the issuing bank can
    propose a change to the terms of a letter of credit).        As recounted above, a
    confirming bank must determine if the presentation is compliant with the terms of
    a letter of credit, and it can reject non‐compliant documents.     This Circuit has
    30
    emphasized in the civil context that documents’ compliance with the terms of a
    relevant letter of credit should generally be analyzed under a standard of “strict
    compliance,” a standard followed by a majority of courts. See Mago Int’l, 833 F.3d
    at 272. And the economic significance of the precise accuracy of the documents
    (including the bills of lading) was testified to at trial. See, e.g., J.A. 405 (testimony
    of Deutsche Bank representative Effing, noting that accuracy is “[s]uper important.
    Because that’s how we determine . . . whether all the [letter of credit’s] terms and
    conditions are fulfilled”).
    The Defendants highlight that:
    Our cases have drawn a fine line between schemes that do no more
    than cause their victims to enter into transactions they would
    otherwise avoid—which do not violate the mail or wire fraud
    statutes—and schemes that depend for their completion on a
    misrepresentation of an essential element of the bargain—which do
    violate the mail and wire fraud statutes.
    Binday, 804 F.3d at 570 (quoting United States v. Shellef, 
    507 F.3d 82
    , 108 (2d Cir.
    2007)).   According to the Defendants, the victim banks got “what [they]
    bargained for” because they made “valid, 98%‐guaranteed, interest‐bearing loans
    to USDA‐approved, developing‐world foreign banks.”                 Br. Def.‐Appellant
    Lillemoe at 24.    But the Defendants ignore that the confirming banks did not
    receive “what they bargained for” because they bargained for a set of documents
    31
    that complied with the letters of credit and satisfied the USDA guarantee
    requirements.
    Second, the modifications increased the risk that the USDA would decline
    to reimburse the banks in the event of a foreign bank’s default. The evidence
    amply established that the Defendants falsified documents that were not in
    accordance with the governing GSM‐102 regulations to make them guarantee‐
    eligible. For example, the Government produced evidence at trial that, on three
    bill of lading copies associated with two GSM‐102 transactions, the Defendants
    changed the printed “on‐board” date of October 5, 2008, to October 6, 2008. For
    the transactions at issue to qualify for the already‐secured USDA guarantee, the
    shipments involved had to have occurred on or after October 6, 2008. As noted
    above, several parties testified to the significance of this change at trial.   For
    instance, USDA official Doster testified as follows:
    A: When the [good] is loaded onto the vessel, a bill of lading is
    issued. And on that bill of lading is what’s called a clean on board
    date. The clean on board date is the date that’s stamped that is
    considered the date of the export.
    Q: Is that an important date?
    A: This is an important date. For one, it is important because it can
    determine ownership . . . The on board date . . . establishe[s] that
    ownership has passed. Our guarantee specifies the date range . . .
    32
    through which you may export. So the on board date on the bill of
    lading is the date you would look at to determine if the exporter is
    falling within the terms of the guarantee . . . .
    Q: And does the program ever guarantee [with respect to] shipments
    before the on board date?
    A: No. No.
    J.A. 524; see also 
    7 C.F.R. §§ 1493.20
    (d), 1493.60(f) (2012) (GSM‐102 regulations
    stating that “date[s] of export prior to the date” of the guarantee application “are
    ineligible for . . . guarantee coverage” and defining a “date of export” as a bill of
    lading’s “on board date”).     Doster’s testimony was supported by that of the
    Government’s expert, Professor James Byrne, who stated at trial that an “on board
    date” is “extremely important in letter of credit practice” and refers only to “the
    date [the goods] are loaded on board,” and that he had “never” heard of the on‐
    board date as being a “range” of dates. J.A. 1246–47. Similar testimony was also
    offered as to the significance of the Defendants’ “stamping” activity on the banks’
    ability to obtain reimbursement from the USDA. See, e.g., J.A. 459. For example,
    the Government presented substantial evidence that in order to submit a claim of
    loss to the GSM‐102 program, a bank would need to submit a copy of an original bill
    of lading. J.A. 1791.
    The GSM–102 regulations in effect at the time provided that an assignee
    33
    could not be held liable for an exporter’s misrepresentations of which the assignee
    lacked knowledge. See 
    7 C.F.R. § 1493.120
    (e) (2012). This provision, however,
    does not remotely suggest, as the Defendants would have it, that there was
    insufficient evidence that they contemplated any harm to the banks.         As the
    district court noted, a confirming bank seeking indemnification pursuant to the
    GSM‐102 program can rely on this provision only if “the assignee . . . has no
    knowledge.” Lillemoe, 242 F. Supp. 3d at 119. Such a question could certainly
    have resulted in “protracted and costly litigation” as to whether the confirming
    bank “had knowledge of the nature of the documents it had accepted.” Id.; see
    also United States v. Frank, 
    156 F.3d 332
    , 335 (2d Cir. 1998) (finding intended harm
    proven where defendant waste disposers made misrepresentations to their
    customer that “could have subjected the [customer] to fines and to the loss of its
    environmental permit”).     And the jury did not need to speculate as to the
    likelihood of such a dispute: USDA official Doster, who again, was responsible
    for ensuring that registrations were properly issued for the GSM‐102 program,
    specifically testified that the Defendants’ changes put the banks at risk of non‐
    reimbursement. See J.A. 548; see also J.A. 2586.
    The Government presented a great deal of evidence that the Defendants’
    34
    submission of falsified, non‐compliant documents exposed the victim banks to the
    risk of “actual harm or injury” on multiple dimensions. We therefore decline to
    reverse the jury’s determination that the Defendants’ scheme contemplated
    economic harm.
    II.
    The Defendants next challenge two jury instructions issued by the district
    court, only one of which they objected to at trial.      “[W]e review a properly
    preserved claim of error regarding jury instructions de novo,” but we will reverse
    “only where, viewing the charge as a whole, there was a prejudicial error.’”
    United States v. Coplan, 
    703 F.3d 46
    , 87 (2d Cir. 2012) (internal quotation marks and
    citation omitted).    If a defendant fails to object to a jury instruction at trial,
    however, a plain error standard of review applies on appeal. Fed. R. Crim. P.
    30(d), 52(b). With these standards in hand, we consider and reject each of these
    challenges in turn.
    A.
    First, the Defendants challenge the district court’s decision to give a “no
    ultimate harm” charge to the jury. A “no ultimate harm” instruction advises the
    jury that “where some immediate loss to the victim is contemplated by a
    35
    defendant, the fact that the defendant believes (rightly or wrongly) that he will
    ‘ultimately’ be able to work things out so that the victim suffers no loss is no excuse
    for the real and immediate loss contemplated to result from defendant’s
    fraudulent conduct.” United States v. Rossomando, 
    144 F.3d 197
    , 201 (2d Cir. 1998)
    (quoting 2 Leonard B. Sand et al., Modern Federal Jury Instructions § 44.01 at 44‐35).
    Such a charge is “proper where (1) there was sufficient factual predicate to
    necessitate the instruction, (2) the instruction required the jury to find intent to
    defraud to convict, and (3) there was no evidence that the instruction caused
    confusion.” United States v. Lange, 
    834 F.3d 58
    , 79 (2d Cir. 2016). The district
    court declined to include a “no ultimate harm” charge in the preliminary jury
    instructions, but it changed course after the Defendants’ attorneys made several
    references at trial to the fact that the banks were ultimately insulated against
    immediate financial loss by the USDA guarantees. See, e.g., J.A. 501 (calling on
    witness to confirm that banks were “covered 101 percent on this deal”).
    The district court’s “no ultimate harm” instruction satisfies all three of the
    above‐mentioned factors.      First and foremost, the Defendants’ trial strategy,
    which focused on the fact that the banks were “ultimately” reimbursed for their
    losses by the USDA, see Br. Def.‐Appellant Lillemoe at 42; Br. Def.‐Appellant
    36
    Calderon at 52, created the “factual predicate” necessitating the charge. Lange,
    834 F.3d at 79. The district court simply instructed the jurors that they should not
    acquit on the basis of the Defendants’ asserted belief that things would all work
    out in the end—that the USDA would, in any event, guarantee the transactions—
    if they nonetheless found that the Defendants intended to deceive the banks as to
    the economic risks involved ex ante. That instruction comports with our holding
    in United States v. Ferguson, 
    676 F.3d 260
     (2d Cir. 2011), where we upheld a “no
    ultimate harm” instruction that “ensured that jurors would not acquit if they
    found that the defendants knew the [transaction] was a sham but thought it
    beneficial for the stock price in the long run.”     
    Id. at 280
    .   In Ferguson, we
    reasoned that “the immediate harm in such a scenario is the denial of an investor’s
    right to control her assets by depriving her of the information necessary to make
    discretionary economic decisions,” and that the absence of ultimate harm to the
    stock price did not vitiate that more immediate harm to victims.       
    Id.
     (internal
    quotation marks and citation omitted). We reason similarly here.
    The second and third factors are even more easily satisfied. The district
    court’s instruction indisputably required the jury to find intent to defraud to
    convict. See, e.g., J.A. 1310 (“A genuine belief that the scheme never exposed the
    37
    victim to loss or risk of loss in the first place would demonstrate a lack of
    fraudulent intent.”). Finally, there was no evidence that the instruction caused
    confusion. Cf. Rossomando, 
    144 F.3d at 199, 203
     (jury request that the court clarify
    its “no ultimate harm” instruction demonstrated “evident confusion” resulting
    from instruction). Given the foregoing analysis, we find no error in the district
    court’s “no ultimate harm” instruction under the circumstances of this case.
    B.
    The Defendants also challenge—without having done so below—the district
    court’s jury instructions regarding the elements of bank fraud.             Because the
    Defendants did not object to this portion of the jury charge at trial, we review the
    district court’s instructions for plain error here. See Fed. R. Crim. P. 52(b); accord
    Johnson v. United States, 
    520 U.S. 461
    , 466–67 (1997). Under the plain error
    standard:
    [A]n appellate court may, in its discretion, correct an error not raised
    at trial only where the appellant demonstrates that (1) there is an
    error; (2) the error is clear or obvious, rather than subject to reasonable
    dispute; (3) the error affected the appellant’s substantial rights, which
    in the ordinary case means it affected the outcome of the district court
    proceedings; and (4) the error seriously affects the fairness, integrity
    or public reputation of judicial proceedings.
    United States v. Marcus, 
    560 U.S. 258
    , 262 (2010) (internal quotation marks and
    citation omitted); see also United States v. Botti, 
    711 F.3d 299
    , 308 (2d Cir. 2013).
    38
    Under 
    18 U.S.C. § 1344
    , bank fraud is defined as the knowing execution of
    “a scheme or artifice—(1) to defraud a financial institution; or (2) to obtain any of
    the moneys, funds, credits, assets, securities, or other property owned by, or under
    the custody or control of, a financial institution, by means of false or fraudulent
    pretenses, representations, or promises.” The district court instructed the jury on
    these elements, specifically explaining that the defendant must have “executed or
    attempted to execute the scheme with the intent to obtain money or property from
    Deutsche Bank.”     J.A. 1315 (emphasis added).        With respect to that intent
    requirement, the court elaborated that “the Government must prove that the
    defendant you are considering executed or attempted to execute the scheme
    knowingly and willfully and with the intent to obtain money or property owned
    by or under the custody or control of Deutsche Bank.” J.A. 1316.
    The Defendants argue that the district court should have instructed the jury
    that a bank fraud conviction requires a finding that the defendant “contemplated
    harm or injury to the victim.” Br. Def.‐Appellant Calderon at 58. In advancing
    this argument, the Defendants rely on Second Circuit precedent stating that “[t]he
    failure to instruct on an essential element of the offense generally constitutes plain
    error.” United States v. Javino, 
    960 F.2d 1137
    , 1141 (2d Cir. 1992). In response, the
    39
    Government asserts that, even assuming Second Circuit precedent requires the
    instruction the Defendants’ belatedly argue should have been provided, the
    Supreme Court’s decision in Loughrin v. United States has adopted a more limited
    construction of the elements of bank fraud. See 
    573 U.S. 351
    , 356 (2014) (holding
    that the Government need not prove that a defendant charged with § 1344(2)
    intended to defraud a bank); see also United States v. Bouchard, 
    828 F.3d 116
    , 124 (2d
    Cir. 2016).   The parties dispute whether Loughrin affects the Second Circuit’s
    preexisting interpretation of the bank fraud statute, see United States v. Nkansah,
    
    699 F.3d 743
    , 748 (2d Cir. 2012) (holding that “intent to victimize a bank” is an
    element of bank fraud), and whether the Defendants’ proposed instruction was
    required under either interpretation.
    We need not wade into this debate.         Even assuming arguendo that the
    district court erred in not including the Defendants’ proposed instruction, the
    failure to include that instruction did not constitute plain error under the standard
    articulated above. Most obviously, the absence of the proposed instruction did
    not affect the Defendants’ “substantial rights,” Fed. R. Crim. P. 52(b), because the
    jury acquitted the Defendants on the substantive bank fraud charge, convicting
    them only of several substantive wire fraud charges and conspiracy to commit
    40
    wire fraud and bank fraud. Because we have already concluded that there was
    sufficient evidence to sustain the Defendants’ convictions for wire fraud, see supra
    Part I, their convictions for conspiracy could have rested on those grounds alone.
    The bank fraud instructions therefore did not prejudice the Defendants.          See
    Ferguson, 
    676 F.3d at 277
    .       Moreover, given the district court’s detailed
    instructions on the elements of bank fraud that tracked the language of the bank
    fraud statute, as well as the ambiguities regarding the elements of bank fraud in
    the caselaw described above, any error in the jury instructions was certainly not
    “clear or obvious.” Marcus, 
    560 U.S. at 262
    . Finally, the Defendants have not
    explained how any alleged error in the jury instructions could have “seriously
    affect[ed] the fairness, integrity or public reputation of judicial proceedings.” 
    Id.
    Accordingly, we reject the Defendants’ argument that the district court plainly
    erred in instructing the jury on the elements of bank fraud.
    III.
    The Defendants next argue that their convictions should be vacated because
    the district court issued an improper jury charge encouraging the jury to continue
    deliberating after reaching an apparent deadlock. A defining characteristic of a
    so‐called Allen charge is that “it asks jurors to reexamine their own views and the
    41
    views of others.”     Spears v. Greiner, 
    459 F.3d 200
    , 204 n.3 (2d Cir. 2006).     This
    Court reviews a district court’s decision to give an Allen charge for abuse of
    discretion. United States v. Vargas‐Cordon, 
    733 F.3d 366
    , 377 (2d Cir. 2013).
    During their deliberations, the jurors sent out two notes to the court
    indicating that they were struggling to reach a unanimous verdict on some of the
    counts charged in the indictment. After almost a full week, the jury announced
    via a third note to the court that it had “concluded [its] deliberations.” J.A. 1352.
    After consulting with the jury foreman, the district court determined that the jury
    was still deadlocked on some counts and decided to give a modified Allen charge.
    The district court instructed the jury, inter alia, that:
    It is desirable for you to keep deliberating and to reach a verdict if you
    can conscientiously do so.         However, under no circumstances
    should any juror abandon his or her conscientious judgment. It is
    understandable and quite common for jurors to disagree. . . .
    [T]here appears to be no reason to believe if the charge were to be
    submitted to another jury, that jury would be more intelligent, more
    impartial or more competent to decide it than you are. However, I
    stress to you, that your verdict must reflect the conscientious
    judgment of each juror. Under no circumstances should any jur[or]
    yield his or her conscientious judgment. Do not ever change your
    mind because the other jurors see things differently or just to get the
    case over with.
    J.A. 1358.
    42
    “An Allen charge is unconstitutional if it is coercive in the context and
    circumstances under which it is given.” United States v. Haynes, 
    729 F.3d 178
    , 192
    (2d Cir. 2013).   Considering the “different factors” we have enumerated to
    determine an Allen charge’s “coercive effect,” Vargas‐Cordon, 733 F.3d at 377, we
    are confident that the district court’s carefully crafted Allen charge did not
    constitute reversible error. At the start, we recognize a distinction between “the
    original Allen charge,” which conveys “the suggestion that jurors in the minority
    should reconsider their position,” and the modern trend toward “‘modified’
    Allen charges that do not contrast the majority and minority positions.” Spears,
    
    459 F.3d at
    204 n.4. Neither the Government nor the Defendants contest that the
    district court gave a “modified” Allen charge, rather than the traditional Allen
    charge, in this case. A “modified” Allen charge is already a less explosive version
    of the “dynamite” Allen charge, and therefore carries with it a lesser threat of
    coercing jurors to abandon their conscientious beliefs. 
    Id.
    Moreover, the district court’s Allen charge contained all of the safeguards,
    and none of the pitfalls, that we have previously recognized as relevant to an
    assessment of its propriety. For instance, “we generally expect that a trial judge
    using an Allen‐type supplemental charge will . . . both urge jurors to try to
    43
    convince each other and remind jurors to adhere to their conscientiously held
    views.” United States v. McDonald, 
    759 F.3d 220
    , 225 (2d Cir. 2014). The district
    court did just that: “repeatedly warn[ing] the jurors not to surrender their
    conscientiously held beliefs, which is an instruction we have previously held to
    mitigate greatly a charge’s potential coercive effect.”   Vargas‐Cordon, 733 F.3d at
    378. Moreover, the district court did not inform the jury that it was required to
    reach an agreement; it did just the opposite. See J.A. 1358 (“[I]t is your right to
    fail to agree.”). It thereby avoided the “incorrect and coercive” impression that
    “the only just result was a verdict.” Haynes, 729 F.3d at 194; see also id. at 192–94
    (holding that an Allen charge was impermissibly coercive where the court stated
    that it “believe[d]” that the jury would “arrive at a just verdict on Monday”)
    (internal quotation marks omitted).
    The Defendants claim that the district court’s Allen charge was improper
    because it failed to reinstruct the jury on the burden of proof. We note first that
    while the court did not mention the burden of proof specifically in its Allen charge,
    it did remind the jury to “follow all the instructions” it had “[previously] given,”
    referencing the written jury instructions that the jury had on hand, which
    themselves recited the burden of proof. J.A. 1358. Moreover, this factor, on its
    44
    own, is not dispositive proof of coercion. See Vargas‐Cordon, 733 F.3d at 377. The
    district court’s Allen charge encouraged the members of the jury to continue
    deliberating on the deadlocked counts to see if a verdict could be reached without
    coercing them into abandoning their consciously held beliefs regarding the
    Defendants’ guilt or innocence.     As such, it resembles other Allen charges we
    have previously approved and its issuance was not an abuse of discretion.
    IV.
    Finally, the Defendants argue the district court acted improperly in ordering
    Lillemoe and Calderon to pay $18,807,096.33 in restitution with respect to five
    GSM‐102 loans on which the Russian Bank, IIB, defaulted. This sum included
    $18,501,353 to be paid to the USDA, which had reimbursed CoBank and Deutsche
    Bank for 98% of their losses on these transactions, see 
    18 U.S.C. § 3664
    (j)(1) (“If a
    victim has received compensation from insurance or any other source with respect
    to a loss, the court shall order that restitution be paid to the person who provided
    or is obligated to provide the compensation.”), and $304,743.33 to be paid to
    CoBank, which included $137,422 for losses associated with the transactions and
    $168,321.33 for costs and attorneys’ fees incurred in connection with the
    investigation and prosecution of the case, see 
    id.
     § 3663A(b)(4) (authorizing
    45
    reimbursement of “the victim for . . . expenses incurred during participation in the
    investigation or prosecution of the offense or attendance at proceedings related to
    the offense”). 8     We review a district court’s order of restitution for abuse of
    discretion. United States v. Pearson, 
    570 F.3d 480
    , 486 (2d Cir. 2009). “A court
    abuses its discretion when it rests its decision on an error of law.” United States
    v. Archer, 
    671 F.3d 149
    , 169 (2d Cir. 2011).
    “The Mandatory Victims Restitution Act (‘MVRA’), 18 U.S.C. § 3663A, is
    one of several federal statutes empowering courts to impose restitution obligations
    on criminal defendants.”       United States v. Thompson, 
    792 F.3d 273
    , 277 (2d Cir.
    2015).       Under the MVRA, in the case of an “offense resulting in . . . loss or
    destruction of property,” the court shall “order restitution to each victim in the full
    amount of each victim’s losses as determined by the court and without
    consideration of the economic circumstances of the defendant.” See 18 U.S.C. §§
    3663A(b)(1), 3664(f)(1)(A).     Where intended loss is incorporated to punish a
    culpable defendant, “restitution is designed to make the victim whole . . . and must
    therefore be based only on the actual loss caused by the scheme.” United States v.
    The Court also ordered forfeiture in the amount of $1,543,287.60 from Lillemoe
    8
    and $63,509.97 from Calderon. The Defendants do not challenge the forfeiture amount.
    46
    Lacey, 
    699 F.3d 710
    , 721 (2d Cir. 2012) (citation omitted).
    The Defendants argue that the district court’s order was improper because
    CoBank and Deutsche Bank do not qualify as “victims” under the Act. 9                    A
    “victim” for the purposes of the MVRA is “a person directly and proximately harmed
    as a result of the commission of an offense for which restitution may be ordered.”
    18 U.S.C. § 3663A(a)(2) (emphasis added). To qualify as a “victim,” then, a party
    must have endured a financial loss that was “directly and proximately” caused by
    a defendant’s fraud. See United States v. Paul, 
    634 F.3d 668
    , 676 (2d Cir. 2011) (“In
    determining the proper amount of restitution, a court must keep in mind that the
    loss must be the result of the fraud.” (internal quotation marks, brackets, and
    citation omitted)).
    “[P]roximate cause, as distinct from actual cause or cause in fact”
    (commonly labeled “but‐for” causation) is a “flexible concept” that “defies easy
    summary.” Paroline v. United States, 
    572 U.S. 434
    , 444 (2014) (internal quotation
    marks and citation omitted); see also CSX Transp., Inc. v. McBride, 
    564 U.S. 685
    , 701
    (2011) (labeling proximate cause “a term notoriously confusing”). “Proximate
    9  The Government bears the burden of establishing by a preponderance of the
    evidence that each individual it claims is entitled to restitution was actually a “victim.”
    Archer, 
    671 F.3d at 173
    .
    47
    cause” is in essence a “shorthand for a concept: Injuries have countless causes, and
    not all should give rise to legal liability.”    CSX Transp., 
    564 U.S. at 692
    .     The
    central goal of a proximate cause requirement is to limit the defendant’s liability
    to the kinds of harms he risked by his conduct, the idea being that if a resulting
    harm was too far outside the risks his conduct created, it would be unjust or
    impractical to impose liability. See Prosser & Keeton, The Law of Torts 281 (5th
    ed. 1984).
    We have accordingly viewed the MVRA’s proximate cause requirement as
    a “tool[]” to both “limit a person’s responsibility for the consequences of that
    person’s own acts” and to promote efficiency in the sentencing process. United
    States v. Reifler, 
    446 F.3d 65
    , 135 (2d Cir. 2006).10 When interpreting the MVRA,
    we have clarified that “a misstatement or omission” is the “proximate cause” of an
    investment loss for the purposes of imposing restitution, “if the risk that caused
    the loss was within the zone of risk concealed by the misrepresentations and
    omissions alleged by a disappointed investor.” United States v. Marino, 
    654 F.3d 310
    , 321 (2d Cir. 2011) (internal quotation marks and citation omitted).           The
    10 The Supreme Court has indicated that the definition of “proximate cause” may
    vary depending on the statute in question. See CSX Transp., 
    564 U.S. at 700
     (recognizing
    a unique test for “proximate causation applicable in FELA suits”).
    48
    MVRA’s proximate causation requirement is therefore “akin to the well‐
    established requirement that there be ‘loss causation’ in securities‐fraud cases and
    not merely transaction (‘but‐for’) causation.” Archer, 
    671 F.3d at
    171 n.16; see also
    Marino, 
    654 F.3d at 321
     (equating “proximate causation” under the MVRA to “loss
    causation” in the securities context). And to establish loss causation, “a plaintiff
    must allege that the subject of the fraudulent statement or omission was the cause
    of the actual loss suffered.” Lentell v. Merrill Lynch & Co., 
    396 F.3d 161
    , 173 (2d Cir.
    2005) (internal quotation marks, ellipses, and citation omitted).11
    Given the above standard, we are confident that the banks do not qualify as
    “victims” under the MVRA because the Defendants did not proximately cause
    their losses. As catalogued above, the Defendants fraudulently altered shipping
    documents in order to make them facially compliant with the relevant letters of
    credit.    Their fraud concealed two risks from the domestic banks: (1) that the
    issuing (foreign) banks would refuse to honor the letters of credit on the ground
    that the domestic banks had failed to demand a valid, conforming presentation;
    11  To take one example from the securities context, in Citibank, N.A. v. K‐H Corp.,
    
    968 F.2d 1489
     (2d Cir. 1992), we dismissed a civil claim asserting violations of securities
    laws where the complaint alleged that a fraud “induced” the plaintiff to enter into a
    transaction but failed to allege facts supporting a “causal connection between the fraud
    alleged and the subsequent loss that it suffered.” 
    Id. at 1492, 1495
    .
    49
    and (2) that the USDA would decline to reimburse the banks for their losses
    because the transactions were not compliant with the GSM‐102 program
    requirements.     See supra Part I.B.     Neither of these risks even arguably
    materialized.   Instead, the foreign banks defaulted on their obligations due to
    their financial inability to fulfill them following a global financial crisis.   The
    fraudulent shipping documents had no bearing whatsoever on the foreign banks’
    potential to default in such circumstances, which is the risk that actually
    materialized here.
    This case is thus distinct from those contexts where we have found that a
    defendant’s fraud “proximately caused” an injury for purposes of the MVRA. To
    take one example, in Paul, the defendant artificially inflated the value of his stock
    holdings in order to secure a loan.      
    634 F.3d at 670
    .    Once his scheme was
    discovered, the price of those holdings plummeted, and he was unable to repay
    his loans. 
    Id.
     We concluded that the defendant’s fraud “proximately caused”
    his lenders’ losses (and that they were therefore “victims” under the MVRA
    entitled to restitution equaling the full amount of the loan) because his
    misrepresentations bore directly on “the making of the loans in the first instance,”
    even if “market forces may have contributed to the decline in” the value of the
    50
    collateral. 
    Id.
     at 677–78. Put differently, because Paul misrepresented his own
    creditworthiness, his financial inability to repay his loans was quite clearly within
    the zone of risk concealed by his fraud.12
    Here, by contrast, the Defendants’ misrepresentations were not even
    arguably related to CoBank’s and Deutsche Bank’s assessment of the foreign
    banks’ creditworthiness. We can say this with complete certainty because before the
    Defendants presented the fraudulent documents to the confirming banks, the
    USDA and the banks had pre‐approved the relevant foreign banks for participation
    in these transactions.     This pre‐approval process included the foreign banks’
    submission of three years of audited financial statements, and a “rigorous”
    independent analysis spearheaded by the USDA’s Risk and Asset Management
    branch that could take “six or seven months” to complete. J.A. 595; see also S.A.
    11 (the district court noting that the bank made its determination as to the foreign
    12 Thus, if the Defendants here had, say, misrepresented the value of collateral
    held by the foreign banks and those banks had then defaulted on their loans, we would
    not hesitate to conclude that they “proximately caused” the banks’ losses, even if the
    banks’ ability to repay the loans was also affected by market forces. Cf. United States v.
    Turk, 
    626 F.3d 743
    , 748–51 (2d Cir. 2010) (affirming the district court’s loss calculation as
    to the total value of a loan where the defendant lied to lenders as to whether they were
    secured creditors and never repaid them their principal).
    51
    banks’ likelihood of default “before any of the altered documents were
    presented”).
    The Government argues that the banks would not have gone through with
    the transactions without the Defendants’ involvement, and therefore that the
    Defendants proximately caused the banks’ losses on those transactions.          This
    argument confuses “but‐for” causation with proximate causation. To take one
    analogous example from the securities context, in Bennett v. United States Trust Co.,
    
    770 F.2d 308
     (2d Cir. 1985), the plaintiffs “went to [a bank] with the idea of
    borrowing money to purchase public utility stock already in mind” when that
    bank misinformed them that the Federal Reserve’s “margin rules” did not apply
    to their intended stock purchases. 
    Id.
     at 313–14. The bank’s error allowed the
    plaintiffs to borrow money to purchase the stock, but when the market value of
    the stock subsequently decreased, the plaintiffs were unable to repay their loans.
    
    Id. at 310
    . We held that even if the bank’s misrepresentation regarding the margin
    requirements was a “but‐for” cause of the plaintiffs’ investment, the plaintiffs had
    still failed to plead loss causation because “the loss at issue was caused by the
    [plaintiffs’]   own   unwise   investment     decisions,   not   by   [the   bank’s]
    misrepresentation.”    
    Id. at 314
    .    Similarly, here, the Defendants presented
    52
    fraudulent documents to the confirming banks after those Banks had already
    decided to offer loans to the relevant foreign banks pursuant to comprehensive
    financial analyses conducted by the confirming banks and the USDA.               That
    financial decision—to offer the foreign loans—was not influenced by the
    Defendants’ misconduct.
    The MVRA provides redress to the victims of fraud, but it does not supply
    a windfall for those who independently enter into risky financial enterprises
    through no fault of the fraudsters. As we stated in Archer: “[I]f a person gives
    the defendant his money to bet, knowing that the bet might lose, his later loss, for
    purposes of restitution, is, in this fundamental sense, caused not by the defendant
    accepting his money but by the outcome of the bet.”          
    671 F.3d at 171
    .     The
    domestic banks here made a bet that the foreign banks would be able to repay the
    relevant loans with interest, and their assessments as to the advisability of that bet
    were completely unrelated to the risks concealed by the Defendants’ fraud. The
    banks therefore do not qualify as “victims” under the MVRA and the district court
    erred in finding to the contrary. Accordingly, neither the USDA nor the banks
    are entitled to any restitution for losses caused by participation in the transaction
    53
    or for expenses incurred during participation in the investigation, prosecution, or
    related proceedings. The entire restitution award must be reversed.
    CONCLUSION
    We have considered the parties’ remaining arguments and find them to be
    without merit. For the foregoing reasons, we AFFIRM the district court’s
    judgments of conviction but REVERSE the restitution orders. We REMAND the
    case with instructions that the judgments be amended to omit that portion stating
    that the defendant must pay restitution.
    54