United States v. Gramins, No. 18-2007 (2d Cir. 2019)

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Shortly after defendant was convicted of conspiracy to commit wire fraud and securities fraud, the Second Circuit decided United States v. Litvak, 889 2 F.3d 56 (2d Cir. 2018) (Litvak II), which held in the context of a similar prosecution that the erroneous and idiosyncratic viewpoint of a defendant's counterparty could not be relevant to the objective, "reasonable investor" standard for materiality in a securities fraud prosecution. The district court relied on Litvak II to grant defendant's motion for a new trial on the basis that counterparty testimony had been improperly admitted against defendant at trial.

The court held, however, that the counterparty testimony at defendant's trial was not improperly admitted and did not implicate the court's holding in Litvak II. In this case, the testimony did not reflect the counterparty's idiosyncratic and erroneous belief, and the testimony was relevant to the jury's assessment of materiality under FRE 401. Furthermore, the testimony did not advance the government's theory of materiality in an impermissible manner. The court held that, even if the admission of the testimony did constitute error, the error was harmless. Finally, the district court's cumulative prejudice analysis did not provide a valid alternative ground for affirmance. Accordingly, the court reversed and remanded.

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18-2007-cr United States v. Gramins 18 2007 cr United States v. Gramins 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 UNITED STATES COURT OF APPEALS FOR THE SECOND CIRCUIT August Term 2018 (Argued: November 27, 2018 Decided: September 20, 2019) No. 18 2007 cr –––––––––––––––––––––––––––––––––––– UNITED STATES OF AMERICA, Appellant, v. MICHAEL GRAMINS, Defendant Appellee.1 –––––––––––––––––––––––––––––––––––– Before: LIVINGSTON, CARNEY, and SULLIVAN, Circuit Judges. Michael Gramins, a trader of Residential Mortgage Backed Securities (“RMBS”), was convicted of conspiracy to commit wire fraud and securities fraud by a jury in the United States District Court for the District of Connecticut. At Gramins’s trial, the district court had admitted testimony from one of Gramins’s counterparties tending to establish that the counterparty credited Gramins’s representations when Gramins acted as a “broker” between two counterparties. The Clerk of Court is respectfully instructed to amend the caption as set forth above. 1 1 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 Shortly following Gramins’s conviction, we decided United States v. Litvak, 889 F.3d 56 (2d Cir. 2018) (“Litvak II”), which held in the context of a similar prosecution that the erroneous and idiosyncratic viewpoint of a defendant’s counterparty could not be relevant to the objective, “reasonable investor” standard for materiality in a securities fraud prosecution. The district court (Chatigny, J.) then sought to apply our holding in Litvak II to this case, and granted Gramins’s motion for a new trial on the basis that counterparty testimony had been improperly admitted against Gramins at trial. We conclude, however, that the counterparty testimony at Gramins’s trial was not improperly admitted and did not implicate our holding in Litvak II. Accordingly, the judgment of the district court is REVERSED and the case is REMANDED to the district court with instructions to reinstate the conviction. FOR APPELLANT: HEATHER CHERRY, Assistant United States Attorney (David E. Novick, Jonathan N. Francis, Sandra S. Glover, Assistant United States Attorneys, on the brief), for John H. Durham, United States Attorney for the District of Connecticut, New Haven, CT, for the United States of America. FOR DEFENDANT APPELLEE: MARC L. MUKASEY (Jeffrey B. Sklaroff, on the brief), Greenberg Traurig, LLP, New York, NY, for Michael Gramins. DEBRA ANN LIVINGSTON, Circuit Judge: 27 On June 15, 2017, a jury in the United States District Court for the District of 28 Connecticut convicted Defendant Appellee Michael Gramins of conspiracy to 29 commit wire fraud and securities fraud. Gramins and his alleged co 30 conspirators, former traders of Residential Mortgage Backed Securities (“RMBS”) 31 at Nomura Securities International, Inc. (“Nomura”), lied to their counterparties 2 1 about contemporaneous price negotiations with other, third party counterparties. 2 Those lies caused Nomura’s counterparties to increase their bids and decrease 3 their offers when they would not otherwise have done so. The counterparties 4 believed that they were adjusting their bids or offers in response to bona fide, 5 contemporaneous negotiations with those other, third party counterparties, and 6 paying Nomura a modest commission to facilitate supposedly “riskless” 7 transactions with those counterparties. In reality, Gramins’s false statements 8 carved out sizable spreads between Nomura’s buying counterparties’ bids and its 9 selling counterparties’ offers, allowing Nomura to reap substantial profits 10 unbeknownst to the counterparty on either side of the transaction. 11 At Gramins’s trial, the government elicited testimony from several of 12 Nomura’s counterparties that Gramins’s and his alleged co conspirators’ lies were 13 important to their investment decisions—in other words, that those 14 misrepresentations were “material.” Shortly after the jury’s guilty verdict, we 15 held in United States v. Litvak, 889 F.3d 56 (2d Cir. 2018) (“Litvak II”), that the 16 admission of testimony from a counterparty who erroneously asserts the existence 17 of an agency relationship between himself and his broker dealer unduly 18 prejudices the jury on the issue of materiality, violating Federal Rules of Evidence 3 1 (“FRE”) 401 and 403 and requiring a new trial. Following the issuance of our 2 decision in Litvak II, Gramins supplemented his pending motion for a new trial, 3 arguing that one of the government’s witnesses at his trial—Joel Wollman of QVT 4 Financial—had implied (without explicitly stating) an erroneous belief in the 5 existence of an agency relationship between himself and Gramins. The district 6 court (Chatigny, J.) then granted Gramins’s motion for a new trial, citing Litvak II. 7 We REVERSE the district court’s order and REMAND to the district court with 8 instructions to reinstate the conviction and proceed to sentencing. 9 10 BACKGROUND I. 11 Gramins’s conspiracy capitalized on certain distinctive features of the 12 market for RMBS. As noted above, “RMBS” stands for Residential Mortgage 13 Backed Securities. RMBS are “large and complex aggregations of residential 14 mortgages and home equity loans.” Litvak II, 889 F.3d at 59. Banks typically 15 create RMBS by packaging together groups of mortgages and issuing bonds 16 backed by the principal and interest payments of the homeowners who received 17 the mortgages. Investors assess the value of RMBS in part by estimating the 18 probability of repayment or default on the various loans that comprise them. 4 1 RMBS are priced in terms of percentage of face value, with the face value of 2 each RMBS derived from the value of its component mortgages. Investors 3 negotiate RMBS prices in small increments called “ticks,” with one tick equal to 4 1/32 of a percentage point of the bond’s face value. Thirty two ticks therefore 5 equal one full percentage point of face value, or one penny on every dollar of face 6 value. So, for instance, if Nomura agreed to buy a RMBS for “65 and 16 ticks,” it 7 agreed to pay 65.5% of the face value of that bond.2 8 RMBS are “bought and sold at very high prices” and, as a result, typically 9 “marketed to large, sophisticated financial institutions” like banks and hedge 10 funds. Litvak II, 889 F.3d at 60. Given the large size and unique features of each 11 RMBS, the RMBS market lacks an “exchange” of the sort on which traditional 12 corporate stocks and Treasury bonds trade. Moreover, the price at which a given 13 RMBS will trade is generally not publicly known. Consequently, institutional 14 investors looking to transact in RMBS must “contact registered broker dealers . . . 15 to find interested buyers or sellers,” or transact “directly with [the] broker dealers” 16 from the broker dealers’ own accounts. Id. Throughout this opinion, we express the prices of various RMBS with hyphens, such that a price of 65 and 16 ticks appears as “65 16.” 2 5 1 Enter Gramins. Between 2009 and 2013, Gramins traded RMBS at 2 Nomura, a broker dealer registered with the Securities and Exchange 3 Commission. Institutional investors frequently reached out to Nomura when 4 looking to buy or sell a particular security. Gramins and his fellow traders would 5 respond to expressions of interest from Nomura’s customers by transacting with 6 the customers from Nomura’s own inventory or by communicating with other 7 institutional investors in the hopes of finding a counterparty willing to complete 8 the desired transaction. 9 More often than not, Nomura took the latter approach. Brokers like 10 Gramins would attempt to match a prospective buyer of a particular RMBS with 11 a prospective seller of that RMBS (and vice versa), reaping a small commission in 12 return. Industry participants refer to this function alternatively as “facilitating,” 13 see J.A. 191, 642, 734, “market making,” see J.A. 517, 544, and “riskless trading,” see 14 J.A. 194, 252. The last term reflects the fact that, because Nomura “had the 15 potential buyer and potential seller already matched up at the time of the 16 transaction,” J.A. 194, it had practically eliminated any of the “market risk” 17 associated with holding the security on its own books, J.A. 252. 6 1 Participants in the RMBS market distinguish among three types of RMBS 2 transactions. First, in the “order trade” scenario described above, “a broker 3 dealer communicates [separately] with an interested buyer and seller and, if 4 successful, effectuates a transaction in which a RMBS is transferred.” Litvak II, 5 889 F.3d at 60. In an order trade, “[t]he broker dealer owns the bond, but usually 6 briefly, in consummating the transaction between the two investors.” Id. 7 Second, in a “BWIC” (“Bids Wanted In Competition”) trade, “a putative seller 8 sends a bid list to multiple broker dealers,” who then “solicit expressions of 9 interest and price ranges from potential buyers” and “place[] a bid in the auction 10 of [that] particular security.” Id. Both of these types of trades fall within the 11 “riskless” category because the broker dealer “ha[s] the potential buyer and 12 potential seller already matched up at the time of the transaction.” J.A. 194. 13 Moreover, in both contexts, the broker dealer typically obtains compensation for 14 its “matching” efforts by selling the bond for slightly more than it paid for it. 15 Industry participants refer to this difference as “commission,” “pay on top,” or 16 “spread,” J.A. 195, 196, 580, and often negotiate the amount of the difference 17 explicitly with the broker dealer.3 3 A typical (market standard) commission is eight ticks, or 0.25% of a bond’s face 7 1 A third type of transaction has different features. In a so called “inventory 2 trade,” an investor “buys a bond already held in a broker dealer’s account” at the 3 time of the parties’ negotiations. Litvak II, 889 F.3d at 60. In that context, the 4 broker dealer has incurred market risk by holding the RMBS in its inventory for a 5 significant period of time prior to the transaction. And in that context, customers 6 do not pay any additional commission because the broker dealer has transacted 7 directly from its own inventory—presumably, seeking maximum profit or 8 minimum loss on its earlier investment in the bond—rather than intermediating 9 between two interested counterparties. 10 Nevertheless, while industry participants frequently distinguish among 11 these three types of trades, the same agency law principles apply to all of them. 12 “An essential feature of all of these trades . . . is that the broker dealer acts solely 13 in its own interest as a principal.” Id. at 61. As a matter of accounting, the 14 broker dealer’s profit in any of the three scenarios outlined above is always simply 15 the difference between the price at which it sold the security and the price at which 16 it purchased it. See id. Moreover, while some RMBS transactions may be 17 effectively “riskless” in practice, the broker dealer always assumes some risk in the value. 8 1 transaction, because “an institutional investor can refuse to purchase a bond held 2 by the broker dealer even when the investor caused the broker dealer to purchase 3 it by an expression of interest . . . .” Id. Consequently, “[a] broker dealer is not 4 . . . an agent for its counterparties in these trades,” and the final price in any 5 transaction between broker dealer and counterparty “is determined in an arms 6 length negotiation” between the two. Id. 7 II. 8 Having outlined the relevant features of the RMBS market, we turn now to 9 Gramins’s conspiracy to manipulate it. At trial, the government proved its 10 conspiracy charge against Gramins with the following evidence. First, three of 11 Gramins’s co conspirators—former RMBS traders at Nomura—testified to the 12 nature of the scheme. Caleb Chao, a former junior analyst at Nomura, explained 13 that Gramins and others would “misrepresent . . . prices to clients,” for instance 14 by “tell[ing] the seller that we were seeing a bid that was lower than what the 15 bidder had actually bid” or “tell[ing] a bidder that we had an offer that was higher 16 than the offer actually was.” J.A. 580. Chao testified that the effect of these 17 representations “was to get either one side or both sides to lower their offer [to 18 sell] or increase their bid [to buy],” thereby “increas[ing] the spread or money that 9 1 Nomura earned on the trade.” J.A. 580–81. Chao testified that Gramins had 2 taught him to engage in these deceptive tactics and that he had observed Gramins 3 engaging in them himself. 4 5 testimony. Dinucci explained that he and other Nomura RMBS traders “would 6 lie about where we were actually buying or selling securities to clients” in order 7 to “increase the profit for Nomura.” J.A. 199. Dinucci testified that these 8 misrepresentations induced Nomura’s counterparties to adjust their bid or offer 9 prices because those counterparties “typically only had the information that we 10 were giving them regarding price” and thus “basically had to take our word when 11 it came to the actual price on the bond.” J.A. 200. Like Chao, Dinucci testified 12 that he had originally learned these deceptive tactics from Gramins and that he 13 had observed Gramins himself engage in them. Alejandro Feely, a former 14 associate at Nomura, described the RMBS trading desk’s trading tactics in a similar 15 manner. Both Dinucci and Feely testified that Nomura’s RMBS traders would 16 engage in these tactics “on a daily basis.” J.A. 200, J.A. 642. 17 18 to further demonstrate Gramins’s role in the conspiracy. All of these trades fell Frank Dinucci, a former vice president at Nomura, provided similar The government then introduced evidence of several specific RMBS trades 10 1 within the first two types of trades described above (order and BWIC trades) rather 2 than the third (inventory trades). On January 5, 2010, for instance, Gramins 3 facilitated an order trade of AHMA 2007 1A1 (“AHMA”) bonds between Joel 4 Wollman of QVT Financial and Chris Creed of Goldman Sachs Asset 5 Management. Over instant message—a typical means of communication 6 between broker dealers and institutional investors, see J.A. 192, 240, 335, 441— 7 Gramins raised the subject of the AHMA bonds with Wollman and confirmed that 8 Wollman owned some amount of them. Gramins then told Wollman: “guy 9 looking to add a bit of this . . . wants me to show a few holders a 46 bid.” Gov’t 10 Ex. 10J. 4 Wollman then offered to sell the AHMA bonds at 47 16. Several 11 minutes later, but before initiating any conversation with Creed, Gramins replied 12 to Wollman, “ok, can show you a 46 16 bid on the ahma,” Gov’t Ex. 10J, as if 13 Creed had increased his bid in response to Wollman’s offer. Wollman responded 14 to Gramins by lowering his offer price to 47 08. 15 16 matcher for you.” Gov’t Ex. 10C. When Creed expressed interest, Gramins Only then did Gramins message Creed, writing: “hey chris . . . have a Exhibits not contained in the Joint Appendix (“J.A.”) are cited by the exhibit number used at trial, and may be accessed through the Second Circuit Records Office. 4 11 1 inflated Wollman’s 47 08 offer price to 49 00, telling Creed: “being offered 33mm 2 ahma 07 1 a1 @ 49 00.” Gov’t Ex. 10C. Gramins and Creed discussed the bond 3 for a few minutes. Before receiving any bid from Creed (but after suggesting to 4 Creed that he bid above 48 00), Gramins resumed his chat with Wollman, telling 5 the latter “i have really been pushing this guy on ahma . . . / he says 47 00 is best 6 best, otherwise wants me to move onto other holders.” Gov’t Ex. 10J. Wollman 7 then agreed to sell his bonds at 47 00. 8 Gramins then returned to his chat with Creed. When Creed suggested 48 9 12 and 48 20 as possible bids, Gramins replied: “happy to show what you want, 10 but honestly dont think this guy is gonna budge,” referring to the fictitious 49 00 11 offer he had previously conveyed. Gov’t Ex. 10C. Creed then told Gramins he 12 would “pay the 49” if necessary, but would prefer to pay less if possible. Gov’t 13 Ex. 10C. Minutes later—and without any intervening interactions with 14 Wollman, who had already agreed to sell at 47 00—Gramins told Creed: “chris this 15 guy isn’t moving at all . . . wants to just stick to his guns . . . so is 49 00 ok?” Gov’t 12 1 Ex. 10C. Creed agreed to pay 49 00. Nomura then purchased the AHMA bonds 2 for 47 00 and sold them for 49 00, taking a 64 tick commission. 3 On February 9, 2011, Gramins engaged in similar conduct while brokering 4 a trade of WAMU 2005 AR15 A1C3 (“WAMU”) bonds between PK Banks of DW 5 Investments and Jordan Rieger of Monarch Alternative Capital. Gramins began 6 by contacting Rieger about the WAMU bonds that Rieger owned. Gramins 7 recommended a range in which Rieger might sell the bonds, but then clarified: 8 “happy to reflect what you like / and i am purely looking to broker.” J.A. 1337. 9 Rieger offered to sell the bonds at 52 24. One minute later, Gramins inflated that 10 offer price in a conversation with Banks, telling the latter, “have an order on [the 11 WAMU bond] @ 53 16.” J.A. 1328. Banks bid 51 16 in response. 12 13 Rieger, “i have 51 00 bid.” J.A. 1338. Rieger reacted by lowering his initial offer 14 to 51 28. One minute later, Gramins lied to Banks, telling him, “have the wamus 15 down to 53 00 now.” J.A. 1329. Banks reacted by raising his bid to 52 00. At 16 this point, even though Banks’s bid of 52 00 now exceeded Rieger’s offer of 51 28, 17 Gramins continued to simulate an ongoing negotiation to both counterparties. 18 He misstated Banks’s bid to Rieger, telling the latter “ok . . . i am trying to push Moments later, Gramins misrepresented Banks’s bid back to Rieger, telling 13 1 him more but have 51 16 [from the buyer].” J.A. 1338. This time, Rieger 2 declined to lower his offer and told Gramins to “keep working.” J.A.1338. 3 Nevertheless, a few minutes later, Gramins told Banks, “I have 52 24 now.” J.A. 4 1330. Banks then raised his offer again. Banks’s ultimatum to Gramins—“best 5 @ 52 04 . . . paying you 52 10 all in,” J.A. 1333—indicated that he understood 6 Gramins to be making a 6 tick commission for facilitating the trade. Several 7 minutes later, though, Nomura bought the WAMU from Rieger at 51 20 and sold 8 it to Banks at 52 10, taking a 22 tick commission. 9 On March 16, 2011, Gramins employed similar practices while soliciting a 10 bid from Wollman in the context of a BWIC auction of INDX 2005 AR14 A1B2 11 (“INDX”) bonds. After Gramins informed Wollman of the BWIC opportunity, 12 Wollman bid on the bonds, stating that he “would take a shot at 18 1.” J.A. 1346. 13 Wollman asked Gramins, “you gonna use?” J.A. 1346. Gramins confirmed that 14 he would use Wollman’s bid, telling him: “yes using.” J.A. 1346. Several 15 minutes later, Gramins informed Wollman that the bid had been successful. 16 JA1347. As the evidence showed, however, Gramins did not in fact use 14 1 Wollman’s bid of 18 01. Instead, Gramins bid only 17 17, won the auction 2 anyway, and purchased the INDX at that price. 3 Gramins continued deceiving Wollman after the auction had finished. 4 With respect to the amount of commission to be paid, Wollman asked Gramins if 5 he could “do something like 18 5” given the low price of the bond. J.A. 1347. 6 Based on the 18 01 price that Wollman thought Nomura had paid, Wollman’s 7 proposal would have netted Nomura a four tick commission. Several minutes 8 later, though, Gramins pushed back on that proposal, noting that he (Gramins) 9 would have been “happy to buy [the INDX] at 19,” and asking Wollman, “do you 10 mind sticking w the qtr pnt?” J.A. 1350. Wollman agreed to Gramins’s request 11 and paid Nomura 18 09, which he believed would net Nomura a market standard 12 eight tick commission. But because Nomura had bid only 17 17 for the bond, 13 rather than using Wollman’s bid of 18 01, Gramins reaped a 24 tick commission 14 from Wollman’s purchase. 15 16 jointly on May 1, 2012. Chao testified that he sat to Gramins’s immediate left on 17 Nomura’s trading desk, and that Gramins instructed him on how and what to 18 communicate to clients while brokering trades. While Chao instant messaged the Caleb Chao also testified to an order trade that he and Gramins brokered 15 1 buyer (Aadil Abbas of Hartford Investment Management Company (“HIMCO”)), 2 Gramins messaged the seller (Gabe Sunshine of Bracebridge Capital). Gramins 3 began by alerting Sunshine to a potential trade of PPSI 2004 WWF1 M3 (“PPSI”) 4 bonds, saying “gonna have a bid for you shortly.” J.A. 1495. One minute later, 5 Chao engaged Abbas regarding those same bonds and Abbas bid 78 22. One 6 minute after Chao received Abbas’s bid, Gramins messaged Sunshine, “78 bid.” 7 Sunshine responded by offering to sell all his PPSI bonds at 78 16. 8 9 (78 16), Nomura did not execute the trade. Instead, a few minutes after Gramins 10 had received Sunshine’s offer, Chao falsely stated to Abbas, “seller came back to 11 us with an 80 16 offer.” J.A. 1498. Abbas raised his bid to 79 00 in response. 12 Chao then told Abbas that the seller “usually likes to engage so dont think we 13 want to move to best level right away,” and offered to “show 78 24 and see what 14 comes back.” J.A. 1499. Chao testified at trial that the purpose of this false 15 statement “was to give Mr. Abbas sort of an illusion, a false illusion that, you 16 know, we were trying to buy the bonds cheaper for him.” J.A. 592. Contrary to 17 Chao’s statement to Abbas, though, Gramins did not discuss the PPSI’s price with 18 Sunshine any further. After waiting a few minutes, Chao simply pretended that Even though, at that point, Abbas’s bid (78 22) exceeded Sunshine’s offer 16 1 Sunshine had lowered his bid again, telling Abbas, “ok, showing 79 24 offer now 2 . . . there might be a little wiggle room here.” J.A. 1499. This time, Abbas 3 declined to raise his bid above 79 00. Gramins then bought the PPSI from 4 Sunshine at 78 16 and Chao sold it to Abbas at 79 02. Nomura took an 18 tick 5 commission on the trade. 6 Along with the details of these negotiations, the government also 7 introduced evidence at trial concerning a then recent prosecution for similar 8 trading practices. In late January 2013, the government had indicted Jesse Litvak, 9 a trader at the global securities broker dealer Jefferies & Company (“Jefferies”), for 10 making misrepresentations in the context of his business activities. See United 11 States v. Litvak, 808 F.3d 160, 166 (2d Cir. 2015) (“Litvak I”). Jefferies was one of 12 Nomura’s competitors, and Litvak occupied a trading position similar to 13 Gramins’s. The Litvak indictment alleged that Litvak had “fraudulently 14 misrepresented to purchasing counterparties the costs to Jefferies of acquiring 17 1 certain RMBS” and “fraudulently misrepresented to selling counterparties the 2 price at which Jefferies had negotiated to resell certain RMBS.” Id.5 3 Jonathan Raiff, Nomura’s head of Global Markets for the Americas, testified 4 at Gramins’s trial concerning the firm’s reaction to the Litvak indictment. Raiff 5 testified that the Litvak indictment was “something everyone was aware of,” J.A. 6 268, was “a subject of conversation” in the RMBS industry, and that “lots of people 7 were discussing it,” J.A. 299. Raiff also testified that in early February 2013, about 8 a week after the Litvak indictment, Nomura scheduled a compliance training 9 session for traders and salespeople in its securitized products groups. Gramins 10 attended that training session. Raiff testified that the training session “was held 11 specifically to discuss the conduct at issue in the Litvak indictment,” J.A. 301, and 12 that the “general focus of the session was if you say something, make sure it’s 13 accurate,” J.A. 300. The training session also operated as a “refresher” on 14 principles from Nomura’s compliance manual, J.A. 319, including its prohibitions 15 on making misrepresentations to clients. Testimony concerning the Litvak 16 indictment and Nomura’s reaction to it was offered by the government as proof The indictment formally charged Litvak with eleven counts of securities fraud pursuant to 15 U.S.C. §§ 78j(b), 78ff; one count of fraud against the United States pursuant to 18 U.S.C. § 1031; and four counts of making false statements pursuant to 18 U.S.C. § 1001. Litvak I, 808 F.3d at 166. 5 18 1 that the defendants understood the wrongfulness of their deceptive trading 2 practices. 3 4 place after the Litvak indictment and the associated Nomura compliance training 5 session. On November 22, 2013, Gramins facilitated an order trade of JPMAC 6 2006 WMC1 A4 (“JPMAC”) bonds between Wollman and Harrison Choi of The 7 TCW Group, Inc. Gramins first messaged Choi, who offered to sell the bonds at 8 80 00. Minutes later, Gramins lied to Wollman about Choi’s offer, saying: “ok 9 here’s what i just got / 29+mm A4’s @ 81 16.” J.A. 1573. That caused Wollman 10 to raise his bid to “80 flat.” J.A. 1574. Minutes later, Gramins lied again, this 11 time to Choi, and over the phone. Gramins told Choi: “[The buyer] wanted to be 12 78. I said no. I have 78 and three quarters.” J.A. 1582. That caused Choi to 13 lower his offer to “79 and a quarter.” J.A. 1584. 14 15 salesperson for Nomura. Gramins and Romanelli discussed how to phrase 16 Choi’s latest offer to Wollman and whether Romanelli (instead of Gramins) should 17 convey it to Wollman over the phone. The two agreed on a phrasing of “80 and 18 a half to you,” and Romanelli told Gramins, “keep it in chat, because if I call, he’s The government also introduced evidence of one final RMBS trade that took After speaking to Choi, Gramins called Michael Romanelli (“Romanelli”), a 19 1 gonna get suspicious and start asking me questions.” J.A. 1586, 1587. Minutes 2 later, Gramins told Wollman, over instant message, “i have beaten [Choi] up as 3 much as i can / 80 16 is the best i can get them to you.” J.A. 1575. Gramins 4 confirmed to Wollman that this price factored in a commission from Choi, even 5 though he and Choi had not discussed any. Wollman agreed to the price. 6 Gramins then bought the JPMAC bond from Choi at 79 08 and sold it to Wollman 7 at 80 16, taking a 40 tick commission on the trade. 8 9 III. On September 3, 2015, the government indicted Gramins, along with his 10 alleged co conspirators Ross Shapiro and Tyler Peters (collectively with Gramins, 11 the “defendants”). On March 6, 2017, the government filed the operative 12 indictment. The indictment charged the defendants with two counts of securities 13 fraud, pursuant to 15 U.S.C. §§ 78j(b), 78ff and 17 C.F.R. § 240.10b 5; six counts of 14 wire fraud, pursuant to 18 U.S.C. § 1343; and one count of conspiracy to commit 15 securities fraud and wire fraud, pursuant to 18 U.S.C. § 371. 16 17 to their counterparties’ investment decisions, as required under the securities and 18 wire fraud statutes. See, e.g., 15 U.S.C. § 78j(b). The government sought to prove Much of the trial focused on whether the defendants’ lies were “material” 20 1 materiality in part with testimony from four of Nomura’s counterparties: Zachary 2 Harrison of Putnam Investments, Eric Marks of Ellington Capital Management, 3 Abbas of HIMCO, and Wollman of QVT Financial. Before the jury, these 4 counterparties described the BWICs and order trades outlined above, in which 5 Gramins or one of his associates had lied to them, and explained how those lies 6 had impacted their investment decisions. 7 One of these witnesses, Wollman of QVT Financial, gave the testimony that 8 Gramins now contends was improperly admitted. In that testimony, Wollman 9 alluded to the distinction between inventory trades and “riskless transactions,” 10 explaining that he maintained heightened expectations of truthfulness from his 11 broker dealer in the latter context. For example, early on in his direct 12 examination, Wollman stated that he “recognize[d] the relationship between me 13 and the broker dealer can vary so . . . I’ll take that into account in what I’m saying 14 and how I’m processing what I’m being told.” J.A. 681. He then elaborated on 15 that statement, explaining that in the context of a BWIC auction, “there I’m literally 16 just submitting a bid, and I expect the broker is just doing what I’m telling them 21 1 to do,” while in the context of an inventory trade, “it’s more me on one side and 2 the dealer on the other side.” J.A. 681. 3 Later on in his testimony, Wollman testified that he believed Gramins’s 4 representations during the AHMA trade because he understood that Gramins was 5 “acting as a broker in this capacity.” J.A. 688. In other words, in a “riskless” 6 order or BWIC trade, Wollman explained, “he’s not . . . buying bonds for his 7 inventory,” but rather “acting on behalf of another counterparty,” or “facilitating 8 a trade between me and that other counterparty.” J.A. 688. Wollman 9 emphasized that “in that context, I expect that facts that [Gramins] tells me are 10 truthful.” J.A. 688. Later, in another exchange, Wollman explained that 11 Gramins was “brokering a trade between me and another counterparty” in the 12 context of the JPMAC transaction. J.A. 705. In other words, he reiterated, the 13 bonds at issue “aren’t [Gramins’s] bonds, he is—his role in this is to match together 14 a seller of bonds and a buyer of bonds—two other counterparties, not him—and 15 he’s facilitating that transaction.” J.A. 705. 16 Finally, on redirect examination, the government reviewed the three 17 charged trades—AHMA, INDX, and JPMAC—in which Wollman had engaged 18 with Gramins. The government attorney asked Wollman whether he thought he 22 1 was “sitting across the table from” Nomura in the context of each trade. J.A. 727. 2 With respect to each trade, Wollman responded in the negative. In the AHMA 3 trade, he testified, Nomura was “brokering a trade for me,” or “acting as a broker, 4 a facilitator.” J.A. 727. Regarding the INDX BWIC, he testified that the 5 transaction “was almost more clerical, administrative than . . . anything else.” Id. 6 Regarding the JPMAC trade, too, Wollman explained that the transaction “was a 7 broker trade” with “a seller and a buyer.” Id. Gramins claims that these 8 portions of Wollman’s testimony were irrelevant and unduly prejudicial under 9 Litvak II. 10 The government’s rebuttal summation produced two additional items to 11 which Gramins objected. The first involved the government’s reference to 12 transactions not charged in the indictment. Prior to trial, the government had 13 moved in limine to preclude evidence of “the supposed absence of criminal activity 14 in [the defendants’] uncharged securities transactions.” J.A. 73. The district 15 court did not rule on this motion, but the parties informally agreed not to reference 16 any specific uncharged trades at trial. In his closing argument, however, 17 Shapiro’s counsel argued that the trades charged in the indictment amounted to 18 “substantially less than $5 million” over four years, which could not have 23 1 significantly affected the defendants’ compensation, and that therefore the 2 government had produced “zero evidence” of motive. J.A. 869–70. In response, 3 on rebuttal summation, the government reminded the jury that “these are a 4 selection of the trades,” and that “we could be here for six months if we bring you 5 every trade.” J.A. 896; see also id. (“Dinucci told you that these tactics would occur 6 almost daily; and Feely told you that the defendants would engage in these tactics 7 at every opportunity, which he also estimated would be daily.”). After 8 summations, defense counsel asked the district court for a curative instruction 9 limiting the jury to those trades specifically charged in the indictment, which the 10 district court gave. 11 The second issue concerned the government’s summary of the elements of 12 securities and wire fraud through the rhetorical question, “Did the defendants lie 13 to take money?” J.A. 895. The government explained that “[h]ow you answer 14 this question will answer all the other problems that you have with deliberations,” 15 because if the defendants lied to take people’s money, “that is intent, that is their 16 intent to defraud people,” and if the defendants repeatedly did so, that “shows 17 they thought it would work, they thought it was material.” J.A. 895. Defense 18 counsel objected to that summary of the law. In response, the district court 24 1 augmented its previous instruction on the definition of willfulness, informing the 2 jury that “the government must prove beyond a reasonable doubt that the 3 defendant knew that his conduct was wrongful and involved a significant risk of 4 violating the law.” J.A. 912. 5 On June 15, 2017, the jury reached its verdict. The jury convicted Gramins 6 on the conspiracy count, failed to reach a verdict with respect to Gramins on one 7 count of securities fraud and one count of wire fraud, and acquitted Gramins on 8 all remaining counts.6 The district court declared a mistrial on the unresolved 9 counts but otherwise accepted the jury’s partial verdict. 10 IV. 11 On August 28, 2017, Gramins filed his post trial motions. He moved for a 12 judgment of acquittal pursuant to Federal Rule of Criminal Procedure (“FRCRP”) 13 29 on the conspiracy count of which the jury had convicted him, and on the two 14 substantive counts on which the jury had deadlocked. He also moved, in the 15 alternative, for a new trial pursuant to FRCRP 33 on his sole count of conviction. 16 Finally, Gramins renewed his pre trial motion to dismiss the indictment under the The jury acquitted Shapiro on all counts but the conspiracy charge, on which it failed to reach a verdict. The jury acquitted Peters on all counts. 6 25 1 Due Process Clause of the Fifth Amendment, arguing that he lacked fair notice at 2 the time of the indictment that his trading tactics were illegal. The government 3 opposed all of Gramins’s motions and filed briefing to that effect on October 20, 4 2017. 5 On May 3, 2018, before the district court had ruled on Gramins’s post trial 6 motions, the Second Circuit issued its opinion in Litvak II. The government’s 7 prosecution of Jesse Litvak had taken several twists and turns since his initial 8 indictment in 2013. First, a jury in the United States District Court for the District 9 of Connecticut had convicted Litvak on the ten counts of securities fraud with 10 which he was originally charged,7 but this Court vacated those convictions on 11 evidentiary grounds in Litvak I. Litvak I, 808 F.3d at 169. At Litvak’s second trial, 12 the jury convicted him of a single count of securities fraud. Litvak II, 889 F.3d at 13 59. Litvak moved for a judgment of acquittal pursuant to FRCRP 29 or, 14 alternatively, for a new trial pursuant to FRCRP 33. Id. at 64. The district court 15 denied those motions, and Litvak again appealed its ruling to this Court. Id. The jury had also convicted Litvak on one count of fraud relating to the Troubled Asset Relief Program (“TARP”) and four counts of making a false statement in a matter within the jurisdiction of the United States government. Litvak I, 808 F.3d at 169. 7 26 1 In Litvak II, this Court rejected Litvak’s challenge to the denial of his motion 2 for a judgment of acquittal, holding that the government’s evidence was sufficient 3 to support a conviction as a matter of law. 889 F.3d at 66–67. But we vacated 4 Litvak’s conviction and remanded for a new trial anyway, again on evidentiary 5 grounds. Id. at 72. Litvak II held that Litvak’s conviction was tainted by 6 testimony from Brian Norris, one of Litvak’s counterparties, as to Norris’s 7 erroneous belief that Litvak had been acting as his agent in executing his trades. 8 Id. at 67. The opinion referenced the “reasonable investor” standard that governs 9 proof of materiality for purposes of securities fraud and reasoned that “Norris’s 10 indisputably idiosyncratic and unreasonable viewpoint is not . . . probative of the 11 views of a reasonable, objective investor in the RMBS market.” Id. at 69. 12 Therefore, this Court held, Norris’s testimony was irrelevant in violation of FRE 13 401 and likely to confuse or mislead the jury in violation of FRE 403, and the district 14 court’s admission of that testimony required a new trial. Id. 15 Both Gramins and the government filed supplemental briefing with respect 16 to Gramins’s post trial motions in light of our holding and analysis in Litvak II. 17 On June 5, 2018, the district court ruled on Gramins’s motions. The court denied 18 Gramins’s motions for a judgment of acquittal, noting that counterparty witnesses 27 1 had testified at trial to the importance of Gramins’s misrepresentations and that 2 “a rational trier of fact could find that the ‘point of view’ of these witnesses was 3 ‘within the parameters of the thinking of reasonable investors’ in the RMBS market 4 at the time.” Sp. App. 2 (quoting Litvak II, 889 F.3d at 65). But the district court 5 granted Gramins’s motion for a new trial. Although the court acknowledged 6 that, unlike Norris’s testimony at Litvak’s trial, no witness had explicitly claimed 7 that an agency relationship existed between Gramins and his counterparties, the 8 court nevertheless concluded that “Wollman strongly implied that that is how he 9 viewed the role of broker dealers in the RMBS market when brokering trades.” 10 Sp. App. 14. Because Wollman’s testimony had suggested to the jury that 11 Gramins owed fiduciary duties of loyalty and honesty to his trading 12 counterparties, the district court reasoned, a new trial was necessary.8 13 The district court also addressed the government’s comments during 14 rebuttal summation. The court agreed with defense counsel that the 15 government’s reference to uncharged transactions was inappropriate, but 16 concluded that two curative instructions had adequately addressed it. As for the The district court also rejected Gramins’s renewed motion to dismiss the indictment on due process grounds. 8 28 1 government’s rhetorical device asking whether the defendants “l[ied] to take 2 people’s money,” the district court concluded that “it does not appear that [this] 3 oversimplification of the law was calculated to inflame the jury,” nor “that the jury 4 was [in fact] misled.” Sp. App. 12. Accordingly, the district court concluded 5 that neither statement alone rose to the level of prosecutorial misconduct or 6 warranted a new trial. Nevertheless, in granting Gramins’s motion for a new 7 trial, the district court took those comments into account, reasoning that “[e]ven if 8 the admission of Wollman’s ‘point of view’ testimony, standing alone, does not 9 justify vacating Gramins’s conviction, the combination of errors described above 10 11 12 13 justifies a new trial.” Sp. App. 20. The government timely appealed the district court’s order granting Gramins a new trial. The Solicitor General authorized the appeal. DISCUSSION 14 Our review of the district court’s ruling granting Gramins a new trial 15 implicates several interlocking legal standards. Most importantly, this Court 16 reviews a district court’s decision to grant a new trial pursuant to FRCRP 33 for 17 “abuse of discretion.” United States v. Robinson, 430 F.3d 537, 542 (2d Cir. 2005). 18 In applying that standard, “we are mindful that a judge has not abused her 29 1 discretion simply because she has made a different decision than we would have 2 made in the first instance.” United States v. Ferguson, 246 F.3d 129, 133 (2d Cir. 3 2001). Nevertheless, we note that a district court has “abuse[d] its discretion if it 4 based its ruling on an erroneous view of the law or on a clearly erroneous 5 assessment of the evidence,” Cooter & Gell v. Hartmarx Corp., 496 U.S. 384, 405 6 (1990), or rendered a decision that “cannot be located within the range of 7 permissible decisions,” Zervos v. Verizon N.Y., Inc., 252 F.3d 163, 169 (2d Cir. 2001). 8 Furthermore, we also note that the district court exercised its discretion 9 subject to the standards governing a FRCRP 33 motion for a new trial. FRCRP 33 10 states that “the court may . . . grant a new trial if the interest of justice so requires.” 11 Fed. R. Crim. P. 33. While we have stated that FRCRP 33 gives the district court 12 “broad discretion” to grant a new trial, Ferguson, 246 F.3d at 133, district courts 13 must exercise that discretion “‘sparingly’ and in ‘the most extraordinary 14 circumstances,’” id. at 134 (quoting United States v. Sanchez, 969 F.2d 1409, 1414 (2d 15 Cir. 1992)), and only in order to “avert a perceived miscarriage of justice,” id. at 16 133 (quoting Sanchez, 969 F.2d at 1413). In short, the “ultimate test” for granting 17 a new trial pursuant to FRCRP 33 is “whether letting a guilty verdict stand would 18 be a manifest injustice.” Id. at 134 (emphasis added). 30 1 Finally, while the district court granted Gramins a new trial on the basis of 2 the Wollman testimony that it admitted during his original trial, this Court 3 typically “review[s] a district court’s evidentiary rulings under a deferential abuse 4 of discretion standard, and . . . will disturb an evidentiary ruling only where the 5 decision to admit or exclude evidence was ‘manifestly erroneous.’” United States 6 v. McGinn, 787 F.3d 116, 127 (2d Cir. 2015) (quoting United States v. Samet, 466 F.3d 7 251, 254 (2d Cir. 2006)). Even if a decision was “manifestly erroneous,” this Court 8 will affirm “if the error was harmless.” Id. (citing United States v. Miller, 626 F.3d 9 682, 688 (2d Cir. 2010)). Therefore, while we review the district court’s FRCRP 33 10 ruling for abuse of discretion, we note that the district court’s discretion did not 11 encompass legal error in its reading of Litvak II and was also determined by the 12 “manifest injustice” standard required for granting a FRCRP 33 motion and the 13 strong deference typically afforded to evidentiary rulings made at trial. 14 I. 15 A conviction for securities fraud pursuant to 15 U.S.C. § 78j(b) requires the 16 government to prove that, “in connection with the purchase or sale of a security 17 the defendant, acting with scienter, made a material misrepresentation (or a 18 material omission if the defendant had a duty to speak) or used a fraudulent 31 1 device.” United States v. Vilar, 729 F.3d 62, 88 (2d Cir. 2013) (internal quotation 2 marks and citations omitted).9 This appeal, as with Litvak’s, “focuses largely on 3 the element of materiality.” Litvak II, 889 F.3d at 64. A misstatement in a 4 securities transaction is material if there is “a substantial likelihood that a 5 reasonable investor would find the . . . misrepresentation important in making an 6 investment decision.” Id. (citing Vilar, 729 F.3d at 89). A misrepresentation is 7 important to a reasonable investor, in turn, if there is “a substantial likelihood that 8 the disclosure of the omitted fact would have been viewed by the reasonable 9 investor as having significantly altered the ‘total mix’ of information made 10 available.” Basic Inc. v. Levinson, 485 U.S. 224, 231–32 (1988) (quoting TSC 11 Industries, Inc. v. Northway, Inc., 426 U.S. 438, 449 (1976)). 12 The government and defense counsel each advanced competing theories of 13 materiality at trial. The government, for its part, argued that in a negotiation over 14 the price of a security, information about the price at which other market 15 participants are willing to trade that security is necessarily important to the Gramins’s conviction for conspiracy to commit securities fraud implicated those same elements because it required the government to prove that Gramins agreed with one or more others to commit the unlawful act of securities fraud. See, e.g., United States v. Jones, 482 F.3d 60, 72 (2d Cir. 2006). 9 32 1 reasonable investor. See, e.g., J.A. 835 (arguing that materiality is “almost 2 obvious” because Gramins’s statements concealed the fact that the counterparty 3 “could have bought” the security at a “cheaper [price] than what [he] eventually 4 ended up paying”); J.A. 899 (calling it “common sense” that “in this brokered 5 market where you’re lining up people, what the broker dealer says about what the 6 guy over there is willing to pay is going to affect what you might be willing to sell 7 at”). The government also pointed to the opaque nature of the RMBS market, 8 which lacks an exchange, forcing counterparties to rely exclusively on their 9 broker dealers for information about price. See, e.g., J.A. 830 (“When it came to 10 perhaps the most critical piece of information in a negotiation . . . the only way the 11 bidder knew what the seller was offering[] was if and when the broker dealer 12 Nomura, the defendants, chose to give that information.”). Finally, the 13 government relied on the “norms of the market,” whereby, in the context of BWIC 14 and order trades, “[b]uy side accounts buy and sell to each other through the 15 broker dealer.” J.A. 898. In those trading contexts, the government argued, 16 reasonable investors credited broker dealers’ representations based on “years of 17 experience” with broker dealers accurately relaying bids and offers. J.A. 838. 33 1 Defense counsel painted a different picture of the RMBS market, 2 emphasizing the principal to principal nature of RMBS transactions as a formal 3 legal matter. See, e.g., J.A. 872 (“Nomura didn’t have to sell anybody anything 4 unless they got the price they wanted.”). Because every participant in the RMBS 5 market transacted solely as a principal, the defense argued, sophisticated 6 counterparties simply would not have placed any significance on their broker 7 dealers’ statements about price. See, e.g., J.A. 873 (“[E]very ounce of proof in this 8 case tells you that [the counterparties] were not attaching any significance to 9 anybody’s words or anybody’s acquisition cost or anybody’s profit, not in this 10 market . . . .”). And Nomura’s counterparties were indeed sophisticated; defense 11 counsel emphasized the complex mathematical models and other objective 12 sources that RMBS traders used to guide their investment decisions. See, e.g., J.A. 13 874 (“[The counterparties] told you the model was the anchor; they told you the 14 model was the foundation, it was the base of all decision making.”); J.A. 874 (“The 15 model, the data, the price talk, the color, the independent pricing services, that’s 16 what goes into the final decisions, not Nomura’s sales chat.”). Finally, the 17 defense noted that the counterparty witnesses unanimously testified at trial that 34 1 they continued to be “happy with the bond they bought or sold at the price they 2 bought or sold it.” J.A. 871. 3 “Determination of materiality under the securities laws is a mixed question 4 of law and fact that the Supreme Court has identified as especially ‘well suited for 5 jury determination.’” Litvak I, 808 F.3d at 175 (quoting United States v. Bilzerian, 6 926 F.2d 1285, 1298 (2d Cir. 1991)). Absent violation of the FRE, the government 7 had the right to advance its theory of materiality that, based on relevant features 8 of the market for RMBS, a reasonable investor would have relied on the sorts of 9 misrepresentations that Gramins and his co conspirators made in the context of 10 certain trades. Likewise, the defense had the right to advance its theory of 11 materiality that, in a market full of sophisticated investors relying largely on 12 complex models, no reasonable investor would have credited broker dealers’ 13 representations about RMBS prices. And the jury had the right to accept 14 whichever theory of materiality it found more persuasive in light of the testimony 15 and other evidence before it at trial. In short, the question of whether Gramins’s 16 misrepresentations were material under the reasonable investor standard was for 17 the jury to decide in light of the opposing theories advanced by the two sides and 18 the evidence that each side marshalled to support them. 35 1 The government sought to support its theory of materiality in part with 2 direct testimony from several of Nomura’s counterparties. The government 3 called four of Nomura’s counterparties to the stand, and all four testified that they 4 considered the defendants’ lies important to them in the context of the price 5 negotiations in which they occurred. For example, the government elicited 6 testimony from Marks concerning a negotiation in which Nomura had lied to 7 Marks about the seller’s offer price. The government informed Marks of the true 8 offer price and asked him, “[W]ould the truth, would that information have been 9 important information in the course of this negotiation?” J.A. 743. Marks 10 responded, “Yes, it would be important. I would probably negotiate differently. 11 . . . I would probably try to see if I could buy the bonds at a cheaper price.” J.A. 12 743. Harrison answered a similar “importance” question similarly, telling the 13 jury, “In this kind of negotiation with another end account where Nomura was the 14 middleman, accurately relaying information back and forth would have been 15 important, especially this kind of information regarding the price level.” J.A. 351. 16 Abbas likewise answered the “importance” question: “Yes. All of that is the color 17 that I’m receiving regarding an ongoing negotiation, so from that angle it’s 18 important.” J.A. 537. See also J.A. 688 (Wollman testifying similarly). 36 1 Both Litvak I and Litvak II establish that this sort of testimony from a broker 2 dealer’s counterparties can constitute sufficient evidence of materiality to support 3 a conviction for securities fraud. See Litvak I, 808 F.3d at 175–76 (“[T]estimony 4 from several representatives of Litvak’s counterparties that his misrepresentations 5 were ‘important’ to them in the course of the transactions . . . and that they or their 6 employers were injured by those misrepresentations . . . . precludes a finding that 7 no reasonable mind could find Litvak’s statements material.” (citation omitted)); 8 Litvak II, 889 F.3d at 66 (citing Litvak I and holding that “there was sufficient 9 evidence for a rational jury to find [Litvak’s] misstatements material beyond a 10 reasonable doubt” on the basis of testimony from Litvak’s counterparties). In 11 other words, a rational jury could have found, on the basis of counterparty 12 testimony that the defendants’ misrepresentations were important to those 13 counterparties’ investment decisions, that those misrepresentations were material. 14 The district court therefore properly applied our holdings in Litvak I and II in 15 denying Gramins’s motion for judgment of acquittal. 16 The question before us today is thus not whether the government 17 introduced evidence sufficient to support the jury’s conviction of Gramins on its 18 theory of materiality, but whether the presentation of that evidence at trial gave 37 1 the government an unfair advantage in pressing that theory to the jury. We 2 encountered different manifestations of that same general question in Litvak I and 3 Litvak II. The Litvak precedents reflect our attempts to referee the debate between 4 the government and defense counsel over these conflicting theories of materiality 5 by policing the evidence presented at trial to support them. 6 In Litvak I, we considered testimony from a business school professor and 7 expert witness for the defense that “where a manager follows rigorous valuation 8 procedures, as was the case here, consideration of, or reliance on, statements by 9 sell side salesmen or traders concerning the value of a RMBS or the price at which 10 the broker dealer acquired it or could acquire it, are not relevant to that fund’s 11 determination with respect to how much to pay for a bond.” Litvak I, 808 F.3d at 12 182. The district court had excluded that expert testimony on relevance grounds, 13 but we disagreed. We described the testimony as “highly probative of 14 materiality” and “undoubtedly relevant to the jury’s determination” on that 15 element. Id. at 182–183. “With such testimony before it, a jury could reasonably 16 have found that misrepresentations by a dealer as to the price paid for certain 17 RMBS would be immaterial to a counterparty that relies not on a ‘market’ price or 18 the price at which prior trades took place, but instead on its own sophisticated 38 1 valuation methods and computer model.” Id. at 183. In short, the district 2 court’s evidentiary ruling unfairly tipped the scales against the defense’s theory of 3 materiality. We consequently vacated that ruling and remanded for a new trial 4 in which defense counsel could present its theory to the jury unimpeded, and with 5 relevant expert testimony to support it. 6 In Litvak II, we encountered a different problem: misstatements of agency 7 law by government witnesses that unduly supported the government’s theory of 8 materiality. At Litvak’s second trial, one of the government’s counterparty 9 witnesses had erroneously testified that Litvak was acting as his “agent” (rather 10 than as a principal) in facilitating RMBS transactions between him and other 11 counterparties. In addressing this testimony, we reiterated the importance of 12 point of view testimony from a defendant’s counterparties, but held that in order 13 to be relevant such testimony must fall “within the parameters of the thinking of 14 reasonable investors in the particular market at issue.” Litvak II, 889 F.3d at 65. 15 We reasoned that a counterparty’s erroneous claim of an agency relationship with 16 the defendant could unduly prejudice the jury “because it might cause a jury to 17 ‘construe [Litvak’s misstatements] as having great import to a reasonable investor 18 if coming from the investor’s agent.’” Id. at 68 (quoting Litvak I, 808 F.3d at 187 39 1 (emphasis and alterations in original)). In short, we again concluded that an 2 evidentiary ruling at trial had unfairly tipped the scales in favor of the 3 government, this time by the admission of evidence that unduly advanced the 4 government’s theory. We vacated and remanded for a new trial without the 5 prejudicial testimony. 6 Litvak II was decided after the conclusion of Gramins’s trial, and the district 7 court issued its decision granting Gramins a new trial shortly after Litvak II. In 8 its decision, the district court attempted to follow our lead from Litvak I and Litvak 9 II, finding that evidentiary rulings at Gramins’s trial had prejudiced the 10 materiality debate in favor of the government. Here, however, we conclude for 11 the reasons stated below that nothing that occurred at Gramins’s trial conferred 12 an undue advantage on the government in the battle over the issue of materiality. 13 The debate over whether Gramins’s misrepresentations were material should 14 therefore have remained where it nearly always belongs: with the jury selected to 15 determine Gramins’s guilt or innocence. 16 II. 17 The district court granted Gramins a new trial on the basis of this Court’s 18 evidentiary holdings in Litvak II. In that case, as described above, this Court 40 1 vacated Litvak’s conviction for securities fraud on the basis of statements from one 2 of Litvak’s counterparties, Brian Norris, who “testified that he believed [Litvak] to 3 be his agent, and that broker dealers serve as an agent in between buyers and 4 sellers.” Litvak II, 889 F.3d at 63 (internal quotation marks and alterations 5 omitted). As both parties acknowledged at Gramins’s trial below, Norris’s 6 statements were in fact incorrect. Litvak, like Gramins and like any other broker 7 dealer in the RMBS market, transacted at all times as a principal, and never as an 8 agent for any counterparty. 9 In Litvak II, we held that Norris’s misstatements of agency law provided two 10 grounds for vacatur of Litvak’s conviction. First, we held that the district court 11 should have excluded the evidence as irrelevant under FRE 401, which defines 12 “relevant” evidence to include evidence having “any tendency to make a fact [of 13 consequence] more or less probable than it would be without the evidence.” Fed. 14 R. Evid. 401. We began by noting that the materiality requirement for securities 15 fraud is an objective one, requiring the government to show “that the disclosure 16 of the omitted fact would have been viewed by the reasonable investor as having 17 significantly altered the ‘total mix’ of information made available.” Basic, 485 18 U.S. at 231–32 (emphasis added). We then reasoned that a counterparty witness’s 41 1 “idiosyncratic and erroneous” belief, Litvak II, 889 F.3d at 59, “is not . . . probative 2 of the views of a reasonable, objective investor in the RMBS market,” id. at 69. 3 Given that no agency relationship exists between a broker dealer and its 4 counterparties as a matter of law, id., a counterparty witness’s contrary testimony 5 that such an agency relationship did in fact exist would be both erroneous and 6 idiosyncratic, and therefore irrelevant to materiality under the objective, 7 “reasonable investor” standard, id. 8 As an alternative ground for vacatur, we held that the district court should 9 have excluded Norris’s testimony under FRE 403 given its tendency to confuse or 10 mislead the jury. Id. FRE 403 provides for the exclusion of relevant evidence “if 11 its probative value is substantially outweighed by a danger of one or more of the 12 following: unfair prejudice, confusing the issues, misleading the jury, undue 13 delay, wasting time, or needlessly presenting cumulative evidence.” Fed. R. 14 Evid. 403. We reasoned that Norris’s testimony “had a high probability of 15 confusing the jury by asking it to consider as relevant the perception of a 16 counterparty representative that was entirely wrong,” and that it could potentially 17 “mislead the jury based on the government’s argument that a perceived 18 relationship of trust showed materiality.” Litvak II, 889 F.3d at 69. The district 42 1 court thus abused its discretion, we held, by failing to exclude the testimony on 2 either of two potential evidentiary grounds. Id. 3 A. 4 Gramins sought a new trial, and the district court granted one, on the basis 5 of Wollman’s testimony against Gramins and its purported similarity to the Norris 6 testimony at issue in Litvak II. Wollman’s testimony against Gramins, however, 7 is a horse of a different color. To begin with, Wollman’s testimony, unlike 8 Norris’s, was neither “erroneous” nor “idiosyncratic.” Id. at 59. First, the 9 testimony was not “erroneous” because Wollman made no misstatements of 10 agency law. Nowhere in the record of Gramins’s trial does Wollman state that 11 he believed that Gramins was his agent, nor that Gramins owed him fiduciary 12 duties. In fact, nowhere in the record does Wollman advert to any principles of 13 agency law at all. 14 The portions of Wollman’s testimony on which Gramins relies do not 15 erroneously claim an agency relationship with Gramins. For instance, Gramins’s 16 brief on appeal emphasizes Wollman’s many references to Gramins’s role as a 17 “broker” or to his conduct as “brokering.” See, e.g., J.A. 688 (Wollman: Gramins 18 was “acting as a broker in this capacity”); J.A. 705 (Wollman: Gramins was 43 1 “brokering a trade between me and another counterparty”). But even 2 contemporaneous statements from Gramins and other broker dealer representatives 3 make clear that the word “broker” is a common shorthand for the role played by 4 a broker dealer in matching one counterparty with another, rather than a synonym 5 for the legal role of “agent.” See J.A. 1337 (Gramins to seller: “happy to reflect 6 what you like . . . and I am purely looking to broker.”); J.A. 221 (Dinucci: 7 “Brokering trades is when you have a buyer and a seller matched up on a bond, 8 and you simply play the middleman in that transaction.”). 9 Other statements drawn from Wollman’s testimony likewise do not contain 10 erroneous statements of agency law. These comments merely describe the 11 business context in which Wollman typically interacted with Gramins, which 12 involved Gramins communicating price negotiations with another counterparty 13 in an effort to “facilitate” a transaction between Wollman and that counterparty. 14 For instance, Wollman’s comment that Gramins was “acting on behalf of another 15 counterparty,” J.A. 688, merely conveyed that Gramins was communicating bids 16 and offers from that counterparty, rather than negotiating about a bond that he 17 (Gramins) already owned. Likewise, Wollman’s comment that he was not 18 “sitting across the table” from Gramins in the context of a “broker trade,” J.A. 727, 44 1 served to contrast an order trade, in which Gramins proposed to deliver a bond to 2 (or receive it from) a second counterparty other than Wollman, with an inventory 3 trade, in which no counterparty other than Wollman existed. Wollman explained 4 throughout his testimony that he had different expectations of Gramins in the 5 context of an order or BWIC trade, in which Gramins was (to use Gramins’s own 6 phrase) “merely looking to broker” a trade between two other counterparties, than 7 he did in the context of an inventory trade, in which Gramins and Wollman 8 transacted alone. 9 Indeed, every portion of Wollman’s testimony to which Gramins refers in 10 defending the district court’s order similarly served to distinguish the former 11 business context from the latter. Statements like these do not misstate the law— 12 nor do they correctly state the law. They simply do not purport to reflect any 13 legal conclusion at all, instead merely describing (often in industry jargon) 14 Wollman’s different expectations across the two distinctive business contexts. 15 Most importantly, statements like these vividly contrast with Norris’s testimony 16 in Litvak II, which explicitly asserted an incorrect belief about agency law that this 17 Court recognized to be “entirely wrong.” Litvak II, 889 F.3d at 69. 45 1 Wollman’s trial testimony was also not “idiosyncratic.” Quite the 2 contrary: all three of the government’s other counterparty witnesses testified 3 similarly as to their expectations of broker dealer employees purporting to act in 4 a “broker” capacity. Marks testified, regarding order trades, that he “would 5 consider that to be a riskless transaction for the broker,” J.A. 738, and would expect 6 that the broker dealer “would line up both sides of the trade and . . . execute each 7 side individually but basically as close to simultaneously as they could,” J.A. 744. 8 Abbas testified that in the context of any non inventory transaction, such as an 9 order trade, he would expect a broker dealer to accurately relay his bid to the seller 10 and would rely on the broker dealer’s representations about the seller’s offers as 11 “color . . . regarding an ongoing negotiation.” J.A. 537. Harrison explained, 12 regarding order trades, that “[i]n this kind of negotiation with another end account 13 where Nomura was the middleman, accurately relaying information back and 14 forth would have been important, especially this kind of information regarding 15 price level.” J.A. 351. In light of this corroborating testimony from other 16 counterparties, Wollman’s description of his expectations when Gramins acted in 17 a “broker” capacity were hardly atypical. 46 1 Relevance under the FRE is a low threshold, easily satisfied. “Evidence is 2 relevant if: (a) it has any tendency to make a fact more or less probable than it would 3 be without the evidence; and (b) the fact is of consequence in determining the 4 action.” Fed. R. Evid. 401 (emphasis added). “To be relevant, evidence need not 5 be sufficient by itself to prove a fact in issue, much less to prove it beyond a 6 reasonable doubt.” United States v. Abu Jihaad, 630 F.3d 102, 132 (2d Cir. 2010); see 7 also United States v. Certified Envtl. Servs., Inc., 753 F.3d 72, 90 (2d Cir. 2014) (“[T]he 8 definition of relevance under [FRE] 401 is very broad.”); United States v. White, 692 9 F.3d 235, 246 (2d Cir. 2012) (explaining that FRE 401 prescribes a “very low 10 standard” (internal quotation marks omitted)). “[U]nless an exception applies, 11 all ‘relevant evidence is admissible.’” White, 692 F.3d at 246 (alteration omitted) 12 (quoting Fed. R. Evid. 402). 13 Views that are not “erroneous or idiosyncratic” do not implicate Litvak II’s 14 core theory that “the point of view of an investor who is admitted to be wrong” 15 could not be “relevant to prove what a reasonable investor, neither confused nor 16 incorrect, would have deemed important.” 889 F.3d at 69 (internal quotation 17 marks and citation omitted). And Wollman’s testimony, for the reasons outlined 18 above, was neither “erroneous” nor “idiosyncratic.” Id. at 59. Wollman’s 47 1 testimony therefore did not fall within the specific category of irrelevant testimony 2 proscribed by Litvak II, and the district court erred in concluding otherwise. 3 Instead, applying the standards for relevance described above, Wollman’s 4 testimony—that he credited Gramins’s representations when Gramins acted in a 5 “broker” capacity, facilitating order and BWIC trades—had some “tendency” to 6 make it “more probable” that a reasonable RMBS investor would have found 7 Gramins’s lies significant in the course of his or her deliberations. The testimony 8 was thus relevant to the jury’s assessment of materiality under FRE 401. 9 B. 10 Nor did Wollman’s testimony advance the government’s theory of 11 materiality in an impermissible manner. As noted above, FRE 403 provides for 12 the exclusion of relevant evidence “if its probative value is substantially 13 outweighed by a danger of one or more of the following: unfair prejudice, 14 confusing the issues, misleading the jury, undue delay, wasting time, or needlessly 15 presenting cumulative evidence.” Fed. R. Evid. 403. Considered within the 16 overall context of this trial, Wollman’s statements—none of which claimed that 17 Gramins had acted as his agent or that Gramins owed him fiduciary duties—could 18 not plausibly have prejudiced, misled, or confused the jury. 48 1 To begin with, Wollman himself, when questioned on cross examination 2 about the RMBS trades he engaged in, unequivocally expressed an accurate 3 understanding about the formal legal nature of those transactions. He 4 acknowledged that in the trades he had described on direct examination, “there’s 5 two parts of th[e] transaction.” J.A. 714. Wollman agreed with defense counsel 6 that “Nomura first has to buy the bond from the selling counterparty” and that 7 Nomura “uses its own capital to do that.” J.A. 714. He also agreed that “once 8 [Nomura] owns [the bond], it has it—owns it in its inventory for even a little bit of 9 time or a long time and then it gets entered into a separate transaction where it 10 sells the bond [to the purchasing counterparty].” Id. Wollman also repeatedly 11 agreed with defense counsel’s description that in both BWIC and order trades, 12 “there’s two separate transactions,” one in which “Nomura buys the bond from 13 the seller, owns it, uses its capital,” and a second in which Nomura “then sells it 14 to its customer . . . in a separate transaction.” Id. In light of this cross 15 examination exchange, in which defense counsel painstakingly clarified the legal 16 structure of Wollman’s RMBS transactions with Wollman’s unhesitating 17 agreement, it is difficult to see how Wollman’s testimony on direct examination— 18 none of which claimed an agency relationship with Gramins or, indeed, even 49 1 alluded to any propositions of agency law in the first place—could have misled or 2 confused the jury as to the agency issue. 3 Furthermore, every legal authority present in the courtroom—prosecutors, 4 defense counsel, and judge—expressly and repeatedly informed the jury that no 5 agency relationship existed between Wollman and Gramins. The government 6 specifically disclaimed the existence of an agency relationship on summation, 7 informing the jury, “Nobody’s claiming here that anybody is a fiduciary. The 8 only person who has mentioned the word ‘fiduciary’ in this trial is the defendants. 9 We’re not claiming that.” J.A. 836. On rebuttal summation, the government 10 explicitly premised its argument on the absence of an agency relationship, arguing 11 to the jury, “Just because you’re not someone’s agent, doesn’t mean you get to rip 12 them off.” J.A. 898 (emphasis added). Defense counsel also repeatedly 13 hammered on the absence of a fiduciary relationship between the defendants and 14 their counterparties, in multiple instances that the jury could not plausibly have 15 overlooked or even disbelieved. See, e.g., J.A. 847 (“Every single trade that is 16 charged in this case involved an arm’s length principal to principal transaction.”); 17 J.A. 848 (“Nomura never acted as an agent or an adviser and they never had a 18 fiduciary duty.”); J.A. 861 (“So here the Court instructed you that, as a principal, 50 1 the defendants owed no duty of loyalty to the counterparties and were acting in 2 their own self interest, not the interest of the counterparties.”); J.A. 874 (“We know 3 this is a principal to principal market, you’ve heard it several times, everybody for 4 themselves.”). In short, the principal to principal nature of the RMBS market— 5 as opposed to one involving an agency relationship—was an explicit, frequently 6 reiterated premise of Gramins’s entire trial.10 7 And nowhere was that clearer than in the district court’s own instructions 8 to the jury. Indeed, the court explicitly instructed the jury, on multiple occasions, 9 that Gramins and his co defendants were not agents or fiduciaries for any of their 10 counterparties in any of the RMBS trades at issue. At the start, during the 11 government’s case, the court gave the jury a lengthy explanation of the term 12 “fiduciary” and the legal concept of fiduciary duties. The court then instructed In granting Gramins’s motion for a new trial, the district court expressed concern that “the Government relied on the mistaken notion that trading RMBS for one’s own account and ‘brokering’ a transaction are fundamentally different types of transactions.” S.A. 18 & n.5. But context makes clear that the government’s statements did nothing to contradict its repeated acknowledgment—and the court’s clear instruction—that the RMBS trades at issue occurred in a principal to principal market. Rather, as the district court recognized, the government merely used Wollman’s testimony to contrast a situation in which “Nomura bought the bond and they’re just hanging out with the bond and then they decide to sell the bond to someone else” and an order trade in which a broker negotiates simultaneously with both buyer and seller. See id. at 18 n.5. 10 51 1 the jury that “[t]he government does not claim that the relationship between 2 Nomura and the counterparties involved in this case . . . was a fiduciary 3 relationship, nor does the government claim that the individual defendants were 4 in a fiduciary relationship with the counterparties.” J.A. 326. The district court 5 then further explained that “both sides agree that Nomura and the counterparties 6 acted as principals, meaning that in each instance each one acted in its own 7 interest.” J.A. 326. 8 The court’s final instruction to the jury, immediately preceding its 9 deliberations, explicitly reiterated that the defendants were not agents of their 10 counterparties. The district court explained the difference between an agent and 11 a principal and then stated, “I instruct you that, as a matter of law, the defendants 12 were at all times acting as principals on behalf of Nomura and not as the agent of 13 the counterparties.” J.A. 828. The court further explained that “when a 14 defendant bought an RMBS bond from a counterparty, he was not the agent of that 15 seller; and when a defendant sold an RMBS bond to a counterparty, he was not the 16 agent of that buyer.” J.A. 828. Finally, the court explained, “[a]s a principal, the 17 defendants owed no duty of loyalty to the counterparties and were acting in their 52 1 own self interest, not the interest of the counterparty.” Id.11 The district court 2 therefore repeatedly and correctly emphasized to the jury Gramins’s formal status 3 under the law. 4 We reject as implausible the notion that the jury may have discarded these 5 straightforward and comprehensive jury instructions, along with supporting 6 statements of the law from attorneys on both sides, in favor of the contrary and 7 erroneous legal conclusion that Gramins acted as an agent for his counterparties 8 or owed them fiduciary duties arising from his RMBS transactions. See United 9 States v. Snype, 441 F.3d 119, 129–30 (2d Cir. 2006) (recognizing a “strong 10 presumption” that jurors follow the instructions they are given). It seems 11 particularly farfetched that the jury would override jury instructions and 12 corroborating statements of the law from attorneys based on testimony from a 13 non lawyer like Wollman—testimony that did not even use the words “agent,” 14 “principal,” or “fiduciary,” much less use them to state any conflicting legal This final sentence also distinguished the district court’s jury instructions here from the sole, cursory instruction given in Litvak II, where the court merely explained the difference between agent and principal and advised the jury that “Mr. Litvak was not the agent of the buyers or sellers of the RMBS,” J.A. 1248, with no additional clarification that Litvak’s status as a principal entailed an absence of fiduciary duties arising from his transactions with counterparties. 11 53 1 proposition. In short, given the overall context of Gramins’s trial, we conclude 2 that Wollman’s testimony did not unduly prejudice, mislead, or confuse the jury 3 under FRE 403. 4 C. 5 The district court reached a contrary conclusion for two reasons that we will 6 specifically address here. First, the district court concluded that Wollman’s 7 testimony “strongly implied” the existence of an agency relationship between 8 himself and Gramins. S.A. 14. But as described above, the excerpts from 9 Wollman’s testimony highlighted by the district court merely served to 10 distinguish between two categories of RMBS trades—one in which the broker 11 dealer purported to match a buying counterparty with a selling counterparty 12 (order or BWIC trades) and another in which the broker dealer purported to deal 13 directly with a single counterparty (inventory trades). The government had the 14 right to introduce testimony that RMBS counterparties treat a broker dealer’s 15 representations differently in these two contexts.12 While such testimony does Reasonable RMBS investors might do so for several reasons. For one thing, counterparties pay broker dealers a commission in order and BWIC trades, but not in inventory trades, reflecting a commonly held understanding that broker dealers acting in the former capacity perform a “matching” service for which they are specifically compensated. For another, market participants commonly refer to order and BWIC trades as “riskless transactions,” reflecting an understanding that while broker dealers 12 54 1 not address the fact that the same legal relationship between broker dealer and 2 counterparty obtains across these various trade contexts, the defense was free to 3 (and did) emphasize that fact on cross examination and on summation. The 4 relative significance of these facts about the RMBS market to the “reasonable 5 investor” standard by which materiality is determined was for the jury to decide.13 6 Second, in explaining its expansive construction of Litvak II, the district court 7 relied on our statement in that opinion that “[t]he government’s concept of 8 subjective trust as evidence of materiality became a back door for the jury to apply 9 the heightened expectations of trust that an agency relationship carries.” Litvak 10 II, 889 F.3d at 69–70. But read in context, that statement referred to the 11 government’s attempt at Litvak’s trial “to cabin the effect of Norris’s testimony” acting in this capacity retain some risk as a technical legal matter, they have eliminated substantially all risk as a practical matter by arranging to transfer the bond from the selling counterparty to the buying counterparty by conducting two transactions in quick succession. See supra, pp. 6–8. We decline to decide whether any testimony that does not explicitly state a belief that broker dealers in the RMBS market are the agents of their counterparties could offend Litvak II under some circumstances. But to the extent that counterparty testimony could ever offend Litvak II’s prohibition by implication—rather than by directly misstating the law—the implication must be substantially stronger than any present on this record. Otherwise, as this case demonstrates, an excessive vigilance for any suggestion of a legal misperception in a layperson’s testimony could bar the government from introducing relevant and non prejudicial testimony necessary to advance a theory of materiality that the law permits. 13 55 1 by arguing instead that “[Litvak] created the perception of acting as an agent and 2 that he aimed to establish a relationship of trust.” Id. (internal quotation marks 3 omitted). In short, we concluded that the government’s “relationship of trust” 4 argument on summation became a device by which it magnified and emphasized 5 Norris’s “agency” testimony to the jury—allowing Norris’s erroneous views entry 6 through the “back door” into the jury’s deliberations. Wollman’s comparatively 7 innocuous testimony does not raise these “back door” concerns with respect to 8 Gramins’s trial because it contained no erroneous statement to taint the jury’s 9 deliberations in the first place. 10 In light of the foregoing analysis, we conclude that the district court’s 11 decision to grant Gramins a new trial was based on an overbroad reading of Litvak 12 II and therefore “cannot be located within the range of permissible decisions.” 13 Zervos, 252 F.3d at 169. We sympathize with the district court; this novel form of 14 prosecution has raised issues of first impression and our two prior precedents on 15 the subject are at times obscure.14 Nevertheless, we conclude that admission of We are particularly sympathetic to the district court’s concerns stemming from its having modeled an evidentiary ruling on the one at issue in Litvak II. Before trial, the district court denied defendants’ motion to exclude evidence that, inter alia, defendants’ victims perceived defendants to be their agents—thereby permitting the government to elicit testimony that victims “were misled to believe that the defendants’ interests were aligned with their own and that the defendants were truthfully telling them what was 14 56 1 the Wollman testimony to which Gramins objects did not violate FRE 401 or 403, 2 much less result in a “manifest injustice” at Gramins’s trial, Ferguson, 246 F.3d at 3 134. The district court erred in concluding to the contrary. 4 5 III. The above analysis shows why the district court’s admission of Wollman’s 6 testimony at Gramins’s trial did not violate the FRE or otherwise constitute error. 7 But even if admission of that testimony did constitute error, we conclude that any 8 such error was harmless. “Even if a [district court’s] decision was ‘manifestly 9 erroneous,’” and thus surpasses the threshold required to grant a motion for a new 10 trial, this Court will nonetheless affirm the district court’s decision to admit the going on and that they relied on that in consummating the transaction.” J.A. 139. The court later clarified that if a witness “wants to say that he thought that the defendant was acting as his agent, he could be cross examined on that.” J.A. 158. In granting Gramins’s motion for a new trial, the district court explained that this evidentiary decision “followed the ruling in the Litvak case that formed the basis for the Second Circuit’s recent vacatur” in Litvak II. S.A. 15. The district court was understandably concerned that it may have erred in permitting the introduction of certain point of view evidence pursuant to a ruling modeled after the one that necessitated the vacatur of Litvak’s conviction. But even if it was error for the district court to permit the government to seek testimony that witnesses believed Gramins to be their agent, neither Wollman nor any of the other witnesses actually testified to that effect. Unlike the testimony that concerned us in Litvak II, Wollman’s testimony was within “mainstream thinking of investors in that market,” Litvak II, 889 F.3d at 65, and did not suggest that reasonable investors in the RMBS market might have considered Gramins their agent. 57 1 evidence “if the error was harmless.” Litvak II, 889 F.3d at 67 (internal quotation 2 marks omitted). In assessing harmlessness, we consider four factors: “(1) the 3 overall strength of the prosecutor’s case; (2) the prosecutor’s conduct with respect 4 to the improperly admitted evidence; (3) the importance of the wrongly admitted 5 testimony; and (4) whether such evidence was cumulative of other properly 6 admitted evidence.” McGinn, 787 F.3d at 127–28 (quoting United States v. Gomez, 7 617 F.3d 88, 95 (2d Cir. 2010)). 8 We agree with Gramins regarding the first factor: the “overall strength of 9 the prosecutor’s case.” Id. “Materiality was an issue central to [Gramins’s] case 10 and was hotly contested at trial.” Litvak I, 808 F.3d at 184. As we explained in 11 Part I, supra, the materiality question here is inherently difficult, both sides 12 presented complex and opposing theories of materiality to the jury, and the jury 13 ultimately decided that question on the basis of several days’ testimony from 14 which competing inferences could have been drawn. Accordingly, the first 15 McGinn factor is at best a wash for the government. Nevertheless, we deem any 16 error harmless on the basis of the other three factors. 17 With respect to the second factor, “the prosecutor’s conduct with respect to 18 the improperly admitted [testimony]” was not inappropriate or otherwise unfair 58 1 to Gramins. McGinn, 787 F.3d at 127. Quite the contrary. As explained above, 2 the prosecutors actively took steps to disabuse the jury of any mistaken notion that 3 Gramins acted in a fiduciary capacity. See, e.g., J.A. 836 (government summation) 4 (“Nobody’s claiming here than anybody is a fiduciary. The only person who has 5 mentioned the word ‘fiduciary’ in this trial is the defendants. We’re not claiming 6 that.”). Even when the defendants themselves used terms like “agent” or “broker” 7 in describing their role, the prosecutors explicitly disclaimed any associated legal 8 conclusions when referencing that testimony. See, e.g., J.A. 839 (“[Peters] [t]alks 9 about trading both in agented roles, his word and not mine, and by taking position 10 risk. Two different roles they played in the market.” (emphasis added)). The 11 prosecutors placed no undue reliance on Wollman’s supposedly erroneous 12 testimony, nor did they actively seek to imbue the jury with the mistaken 13 impression of the law that that testimony supposedly conveyed. 14 As to the third factor—the testimony’s “importance,” McGinn, 787 F.3d at 15 127—the record does not support the conclusion that Wollman’s testimony 16 supplied the crucial difference resulting in the jury’s sole conviction of Gramins. 17 Because Wollman’s testimony concerned only trades with Gramins (and not with 18 any of his co defendants), and because only Gramins was ultimately convicted of 59 1 any charges, Gramins urges us to draw the inference that Wollman’s supposedly 2 erroneous testimony differentiated Gramins from the other defendants in the 3 jury’s eyes. We question the basis for that inference. Because materiality is 4 evaluated by an objective, “reasonable investor” standard, any testimony relevant 5 to this standard would necessarily affect the case against all three defendants. 6 Moreover, a much more obvious inference exists to explain the different 7 results. Materiality was not the only significant issue at Gramins’s trial; the 8 parties also hotly contested intent. See, e.g., J.A. 829 (government summation) 9 (“So [this] again takes you back to those two questions: Materiality and intent.”). 10 And on that issue, Gramins was clearly not similarly situated to his co defendants. 11 That is because only one of the trades referenced at trial—the JPMAC trade— 12 occurred after the Litvak indictment, and that trade involved only Gramins. The 13 fact that the JPMAC trade postdated the Litvak indictment provided strong 14 evidence for Gramins’s consciousness of wrongdoing. See, e.g., J.A. 268 (Litvak 15 indictment was “something everyone was aware of” in the RMBS industry); J.A. 16 301 (describing a compliance training session, which Gramins attended, “held 17 specifically to discuss the conduct at issue in the Litvak indictment”). No 18 similarly strong mens rea evidence was present for the other defendants, and the 60 1 jury could easily have rested its conviction of Gramins (but not the others) on that 2 basis. 3 We note, additionally, that this understanding of the verdict finds strong 4 support in the parties’ closing arguments. Shapiro’s counsel, for instance, 5 repeatedly emphasized that Shapiro had not engaged in any deceptive trading 6 practices subsequent to the Litvak indictment and associated compliance session. 7 See, e.g., J.A. 868 (“[I]n 2013, there was a compliance session. . . . There’s not a shred, 8 not a shred, of evidence that [Shapiro] ever used these tactics, ever, after that 9 session, or at all in 2013, even before the session.”); J.A. 870 (“The only evidence 10 [on intent] is, as soon as [Shapiro] was told you can’t engage in certain tactics, the 11 desk stopped doing it, he directed people to stop doing it.”). Not only that, but 12 Shapiro’s counsel even specifically emphasized that Shapiro had not participated 13 in the JPMAC trade, effectively pointing the finger toward Gramins by the 14 contrast. See J.A. 869 (“And what about that November 2013 trade? Well, 15 [Shapiro] wasn’t even involved in that trade.”). Even Gramins’s own counsel 16 could not help but repeatedly emphasize the Litvak indictment as the temporal 17 dividing line between culpable and non culpable conduct. See, e.g., J.A. 880 (“The 18 bottom line is, until Litvak, nobody realized that what they were doing could be 61 1 construed as wrong or criminal.” (emphasis added)); J.A. 880 (“But until Litvak, 2 they never told anybody, you can say this in a chat but you can’t say that.” 3 (emphasis added)). This repeated emphasis on a category of evidence unique to 4 Gramins further supports the inference that mens rea (and not materiality) likely 5 made the difference in his conviction. 6 Finally, with respect to the fourth McGinn factor, we conclude that 7 Wollman’s testimony was indeed “cumulative of other properly admitted 8 [testimony].” McGinn, 787 F.3d at 127. Every counterparty witness testified to 9 the differences between order (or BWIC) and inventory trades, and all of those 10 counterparty witnesses corroborated Wollman’s testimony that a reasonable 11 investor would have different expectations for his broker dealer in those two 12 contexts. See, e.g., J.A. 744 (Marks); J.A. 537 (Abbas); J.A. 351 (Harrison). The 13 fact that Wollman may have placed additional emphasis on this distinction, or 14 discussed it at greater length, makes no difference. In light of the above analysis, 15 and our conclusions on three of the four McGinn factors, we conclude that any 16 error in the admission of Wollman’s testimony was indeed harmless. 62 1 IV. 2 Gramins also moved for a new trial on the basis of two statements from the 3 government’s rebuttal summation: one referencing RMBS trades not in evidence 4 and another instructing the jury that “lying to take people’s money” would 5 constitute fraud. We agree with the district court that neither of these statements 6 alone requires a new trial. See S.A. 11 (reference to uncharged trades “drew an 7 immediate objection, which was addressed through two curative instructions”); 8 S.A. 12 (finding that “it does not appear that [the prosecutor’s] oversimplification 9 of the law was calculated to inflame the jury,” nor that “the jury was misled”). 10 The district court, however, also concluded its opinion with a cursory 11 analysis, contained under the heading “Cumulative Prejudice,” stating as follows: 12 “Even if the admission of Wollman’s ‘point of view’ testimony, standing alone, 13 does not justify vacating Gramins’s conviction, the combination of errors 14 described above justifies a new trial.” S.A. 20. Because we conclude that the 15 admission of Wollman’s testimony did not constitute error at all, we necessarily 16 conclude that this case does not present the same “combination of errors” that the 17 district court believed amounted to “cumulative prejudice.” Furthermore, we 18 decline to recognize “manifest injustice” on the basis of two stray comments from 63 1 the government’s rebuttal summation, both of which were squarely addressed by 2 the district court’s instructions to the jury and neither of which would 3 independently require a new trial. See, e.g., United States v. Lumpkin, 192 F.3d 280, 4 290 (2d Cir. 1999) (finding that “the accumulation of non errors does not warrant 5 a new trial”). Accordingly, we conclude that the district court’s “cumulative 6 prejudice” analysis does not provide a valid alternative ground for affirmance. 7 8 9 CONCLUSION For the foregoing reasons, we REVERSE the district court’s order and REMAND with instructions to reinstate the conviction. 64

Primary Holding

The counterparty testimony at defendant's trial was not improperly admitted and did not implicate the court's holding in United States v. Litvak.

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