SEC v. GenAudio Inc. ( 2022 )


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  • Appellate Case: 19-1454   Document: 010110675766                     FILED Page: 1
    Date Filed: 04/26/2022
    United States Court of Appeals
    Tenth Circuit
    PUBLISH                     April 26, 2022
    Christopher M. Wolpert
    UNITED STATES COURT OF APPEALS             Clerk of Court
    TENTH CIRCUIT
    SECURITIES AND EXCHANGE
    COMMISSION,
    Plaintiff - Appellee,
    v.                                                   No. 19-1454
    GENAUDIO INC.,
    Defendant - Appellant,
    and
    TAJ JERRY MAHABUB,
    Defendant.
    _________________________________
    SECURITIES AND EXCHANGE
    COMMISSION,
    Plaintiff - Appellee,
    v.                                                   No. 19-1455
    TAJ JERRY MAHABUB,
    Defendant - Appellant,
    and
    GENAUDIO INC.,
    Defendant.
    Appellate Case: 19-1454   Document: 010110675766    Date Filed: 04/26/2022   Page: 2
    Appeals from the United States District Court
    for the District of Colorado
    (D.C. No. 1:15-CV-02118-WJM-SKC)
    David J. Aveni, Wilson Elser Moskowitz Edelman & Dicker LLP, San Diego,
    California, for Defendant-Appellant GenAudio, Inc.
    Andrew Bryan Holmes, Holmes, Taylor, Cowan & Jones, Los Angeles, California
    (David J. Aveni, Wilson Elser Moskowitz Edelman & Dicker LLP, San Diego,
    California, on the briefs), for Defendant-Appellant Taj Jerry Mahabub.
    Emily True Parise, Senior Counsel (Robert B. Stebbins, General Counsel and
    John W. Avery, Deputy Solicitor, with her on the brief), Securities and Exchange
    Commission, Washington, D.C., for Plaintiff-Appellee.
    Before HOLMES, KELLY, and CARSON, Circuit Judges.
    HOLMES, Circuit Judge.
    Taj Jerry Mahabub, founder and Chief Executive Officer (“CEO”) of
    GenAudio, Inc. (“GenAudio”)—whom we collectively refer to as
    “Appellants”—attempted to secure a software licensing deal with a well-known
    technology company, Apple, Inc. (“Apple”). It was Mr. Mahabub’s goal to
    integrate GenAudio’s three-dimensional audio software—AstoundSound—into
    Apple’s products. While Appellants were pursuing that collaboration, the
    Securities and Exchange Commission (“SEC”) commenced an investigation into
    Mr. Mahabub’s conduct. Mr. Mahabub was suspected of defrauding investors by
    2
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    fabricating statements about Apple’s interest in GenAudio’s software and
    violating registration provisions of the securities laws in connection with sales of
    GenAudio securities.
    Granting summary judgment for the SEC, the district court found that Mr.
    Mahabub defrauded investors and violated the securities laws. The court
    determined that Appellants were liable for knowingly or recklessly making six
    fraudulent misstatements in connection with two offerings of GenAudio’s
    securities in violation of the antifraud provisions of the securities laws—that is,
    SEC Rule 10b-5 and § 10(b) of the Exchange Act. 1 As to one of those statements,
    the court also determined that Appellants violated § 17(a)(2) of the Securities
    Act, which also proscribes the making of certain misstatements. In addition, the
    district court granted summary judgment in favor of the SEC on its claims that
    GenAudio and Mr. Mahabub violated §§ 5(a) and 5(c) of the Securities Act,
    which prohibit the offer or sale of unregistered securities. As a remedy for these
    violations, the court ordered disgorgement of Appellants’ proceeds and imposed
    civil penalties.
    Appellants now appeal from the district court’s decision, raising three
    overarching issues before us. First, Appellants assert that the district court erred
    in finding them liable for the six fraudulent misstatements under the securities
    1
    Rule 10b-5 is coextensive in its substantive coverage with that of
    § 10(b). See, e.g., SEC v. Smart, 
    678 F.3d 850
    , 856 n.7 (10th Cir. 2012).
    3
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    laws. Generally, Appellants explain that Mr. Mahabub’s statements to actual and
    potential shareholders were informed by a reasonable belief regarding Apple’s
    interest in acquiring GenAudio’s proprietary technology. Second, Appellants
    contend that the district court erred in concluding GenAudio did not qualify for
    two exemptions allowing its sale of unregistered securities—specifically, the
    private-offering exemption under § 4(a)(2) of the Securities Act, and the Rule 506
    safe-harbor exemption of the SEC’s Regulation D. Third, Appellants challenge
    the district court’s legal authority to impose a disgorgement order and the court’s
    computation of the disgorgement amounts, as well as the civil penalties that the
    court imposed on them. Exercising jurisdiction under 
    28 U.S.C. § 1291
    , we reject
    all of Appellants’ arguments and affirm the district court’s judgment.
    I
    A
    Mr. Mahabub founded GenAudio in 2003 and served as its CEO and
    Chairman of the Board from 2009 to 2012. GenAudio is a Colorado corporation
    headquartered in Centennial, Colorado, that develops and markets software.
    GenAudio created a “three-dimensional audio” technology, which it calls
    AstoundSound. AstoundSound is a software-based system for processing normal
    stereo audio to give it a “three-dimensional” effect—as if the sound is coming
    from some other place, such as behind the listener or from far away.
    4
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    GenAudio primarily financed itself through selling debt and equity
    securities in private offerings, but it consistently had funding issues. To bolster
    funding, GenAudio asked Jim Wei-Kung Mattos, a GenAudio employee, to raise
    money, which he did, devoting much of his time to the task.
    In late 2006, GenAudio commenced discussions with Apple regarding
    AstoundSound. GenAudio’s goal throughout “was to reach a licensing agreement
    or [arrange for the] acquisition of GenAudio’s technology” so Apple could
    integrate AstoundSound into its consumer products. Aplts.’ App., Vol. VI, at
    1493, ¶ 126 (Def. GenAudio’s Resp. to SEC’s Revised Mot. for Summ. J., filed
    Mar. 30, 2018). With this end in mind, GenAudio had talks with two separate
    product divisions within Apple: (1) the handheld-devices division which
    encompassed iPhones, iPods, and iPads, and (2) the Macintosh or “Mac” division.
    On July 1, 2009, Mr. Mahabub signed Apple’s standard non-disclosure
    agreement (“NDA”) on behalf of GenAudio. Mr. Mahabub’s primary point of
    contact in Apple’s handheld-devices division was Victor Tiscareno, a senior audio
    and acoustics engineer. Mr. Mahabub also met and communicated with Michael
    Hailey, a product-market manager for the iPod, iPhone, and iPad product lines, as
    well as Ronald Issac, a signal-processing engineer and acoustician technologist.
    Mr. Issac was Mr. Mahabub’s point of contact in the Mac division.
    As talks between GenAudio and Apple continued between August 2009 and
    February 2010, Mr. Mahabub periodically would forward to the GenAudio
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    Team—that is, the Board, employees, and contractors—email communications
    between himself and his Apple contacts. However, Mr. Mahabub would alter the
    original versions of these emails, so as to falsely indicate, for instance, that (1) he
    was meeting with upper-level Apple personnel—such as Phil Schiller, Apple’s
    senior vice president of worldwide marketing, and Tim Cook, Apple’s chief
    operating officer (“COO”); (2) Apple’s then-CEO Steve Jobs was being appraised
    of GenAudio’s discussions with Apple; (3) Mr. Mahabub was scheduled to meet
    with Mr. Jobs personally; (4) progress towards a deal with Apple had generally
    been swift; and (5) Mr. Schiller was targeting a late 2010 rollout of
    GenAudio-enhanced Apple products. In short, these altered emails did not reflect
    the reality of GenAudio’s dealings with Apple: in particular, Mr. Mahabub had
    not met with—and would never meet with—Mr. Jobs, Mr. Cook, or Mr. Schiller,
    and Apple employees never brought GenAudio to Mr. Jobs’s attention.
    On September 25, 2009, around the same time that Mr. Mahabub had
    forwarded the first set of altered emails, he told the GenAudio Board that a deal
    with Apple was highly probable. Mr. Mahabub also hired an intellectual-property
    (“IP”) valuation specialist to value GenAudio’s technology under several different
    scenarios in anticipation of negotiations with Apple over a licensing agreement or
    the acquisition of GenAudio’s technology.
    Furthermore, Mr. Mattos, GenAudio’s fundraiser, sent an email to
    GenAudio’s investors that Mr. Mahabub authored and signed. That email—sent
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    on November 9, 2009—informed them that “nothing is assured yet, but as
    shareholders you should be aware that there is a strong possibility that the
    Company may be acquired within the next 6 months in light of our extensive
    discussions with a global industry leader in consumer electronics.” 
    Id.,
     Vol. IV,
    at 951 (Mattos Email, dated Nov. 9, 2009). A few days later one of the recipients
    of this email replied to Mr. Mattos with a list of investors, and each of the listed
    investors purchased GenAudio’s shares soon afterward.
    However, Mr. Mahabub’s excitement about the potential partnership was
    not shared during roughly the same time period by his counterparts in Apple. On
    September 1, 2009, for instance, Mr. Mahabub emailed Mr. Isaac, his primary
    contact in Apple’s Mac division, writing “I hope we can get this done on the fast
    track—potentially for inclusion in Apple’s X-Mas product rollout strategy?” 
    Id.,
    Vol. VII, at 1745 (Mahabub Email, dated Sept. 1, 2009). Apparently, Mr. Isaac
    neither read this portion of Mr. Mahabub’s email, nor did he respond to it. And,
    on November 28, 2009—around a couple of weeks after Mr. Mattos sent out his
    November 9 email at Mr. Mahabub’s behest—Mr. Mahabub sent Mr. Tiscareno
    and Mr. Hailey a lengthy email extolling the potential for an Apple-GenAudio
    partnership, suggesting that Apple’s IP lawyers begin examining GenAudio’s
    patents, and stating that “we hope that Apple becomes happy with us once the
    deal is inked and the initial products from Apple incorporating AstoundSound . . .
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    are brought to market.” 
    Id.,
     Vol. IV, at 1061 (Mahabub Email, dated Nov. 28,
    2009).
    Yet, significantly, Mr. Hailey responded on December 16, 2009, clarifying
    the deal was “not something we can execute overnight.” 
    Id. at 1058
     (Hailey
    Email, dated Dec. 16, 2009). Critically, Mr. Hailey explained that “[t]he business
    side of things would come into play after we have exec buy-in on the product
    side.” 
    Id.
     (emphasis added). And in a subsequent email sent on January 5, 2010,
    Mr. Hailey further noted that although Apple was “pretty serious about looking at
    audio quality across the board,” the partnership “will take time—definitely more
    than a couple of months.” 
    Id.
     at 1067–68 (Hailey Email, dated Jan. 5, 2010)
    (emphasis added).
    These Apple communications, however, did not temper Mr. Mahabub’s
    actions. On February 12, 2010, Mr. Mahabub forwarded an email to the
    GenAudio Board that contained actual communications between Mr. Tiscareno
    and Mr. Mahabub regarding the testing of GenAudio’s technology in the newest
    iPad model. But Mr. Mahabub added several fabricated sentences to the original
    email, including a line in which Mr. Tiscareno purports to say that he and Mr.
    Hailey “are both confident that we can get this ok’d by the big man if we play our
    cards right.” 
    Id.
     at 1071–72 (Mahabub Email Forwarding Altered Tiscareno
    Email, dated Feb. 12, 2010). In the same fabricated email, Mr. Mahabub altered
    Mr. Tiscareno’s communications to describe AstoundSound as “the project [Mr.
    8
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    Schiller] discussed for Christmas product rollout with you.” 
    Id. at 1072
    . Mr.
    Mahabub also falsely told the GenAudio Board he had a “[g]reat meeting with
    [Mr.] Schiller yesterday” who was targeting a “Christmas rollout” and had also
    “requested to see a copy of the [GenAudio] valuation report ASAP.” 
    Id. at 1071
    .
    Later that same day, GenAudio held a board meeting. After Mr. Mahabub
    summarized the purported discussions with Apple, the Board agreed that
    GenAudio should prepare a new stock offering and directed Mr. Mahabub to
    prepare a draft private-placement memorandum (“PPM”) for the GenAudio
    Board’s review.
    The Board formally approved the offering on March 5, 2010 (the “2010
    Offering”). Five days later, on March 10, 2010, Mr. Mahabub emailed fifteen of
    GenAudio’s shareholders the company’s valuation report, announcing that
    GenAudio would include that report in the 2010 Offering materials and the 2010
    Offering would “go live on March 15, 2010.” 
    Id.,
     Vol. V, at 1108 (Mahabub
    Email to Shareholders, dated Mar. 10, 2010). Mr. Mahabub gave these investors
    an opportunity—ahead of the formal offering—to buy up to 250,000 of Mr.
    Mahabub’s own GenAudio shares at fifty cents per share. In that same email, he
    explained the purchase would be a bargain compared to the $3.00-per-share price
    intended for the 2010 Offering. Mr. Mahabub also then stated that GenAudio was
    “starting to discuss the business side with [Apple], and I expect to have a very
    substantial license deal in place for their Christmas Product Rollout.” 
    Id. at 1109
    .
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    The 2010 Offering included a PPM with a cover letter, dated March 15,
    2010, that Mr. Mahabub had signed. The cover letter was aimed specifically at
    current GenAudio shareholders “to keep [them] apprised of current
    developments.” 
    Id. at 1120
     (PPM Cover Letter, signed Mar. 15, 2010). In that
    letter, Mr. Mahabub represented, among other things, that the 2010 Offering was
    being conducted to provide “bridge capital” until GenAudio could “ink” a deal
    with the “LCEC.” 2 
    Id.
     That letter also represented that GenAudio, up to that
    point, had met with Apple marketing and technical management more than fifteen
    times, and would “start the actual embedded level integration process within the
    next 30 days”—i.e., presumably speaking of the integration of GenAudio’s
    technology into Apple’s products. 
    Id.
    The 2010 Offering lasted through August 31, 2010. GenAudio did not file
    a registration statement for the 2010 Offering, nor did it provide an audited
    balance sheet to any potential investors. Regardless, the 2010 Offering yielded
    $3.513 million from sales of 1.171 million common shares.
    Around a month after the start of the 2010 Offering, in April 2010, Mr.
    Mahabub learned of an important “upcoming” internal meeting at Apple regarding
    GenAudio’s technology. This was the meeting where the “buy-in” from an Apple
    “exec” conceivably could be secured. Mr. Mahabub understood that if an
    2
    The email refers to Apple as the “LCEC”—or Large Consumer
    Electronics Company—and neither party disputes that GenAudio’s investors
    generally understood that the term “LCEC” referred to Apple.
    10
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    executive “did not give a ‘green light’ to continue with GenAudio, then
    discussions between GenAudio and Apple’s [handheld-devices] division . . .
    would end.” 
    Id.,
     Vol. VI, at 1498–99, ¶ 151.
    In the run-up to this crucial meeting, Mr. Tiscareno emailed Mr. Mahabub
    about the delivery of certain demonstration hardware—concluding with the
    following statement, “[n]o rush at the moment” because they “[do not] have a
    meeting date or time yet.” 
    Id.,
     Vol. V, at 1233 (Tiscareno Email, dated Apr. 7,
    2010). Mr. Mahabub responded, and also forwarded an altered version of the
    correspondence to the GenAudio Team. Among other things, Mr. Mahabub
    deleted from Mr. Tiscareno’s email the portion about not having a meeting date or
    time, and inserted the fabricated sentence, “Phil [Schiller] let us know earlier that
    this [meeting] might be postponed until early next week. Apparently Steve [Jobs]
    is planning on going out of town with his family for the weekend.” 
    Id.
     at
    1225–26 (Mahabub Email Forwarding Altered Tiscareno Email, dated Apr. 8,
    2010). To his own forwarded response, Mr. Mahabub included a line indicating
    that the fictitious postponement “might be better given that Steve will be relaxed
    from having a weekend getaway with his family.” 
    Id.
    At some point in April 2010, Mr. Mahabub learned that the specific date of
    the “exec buy-in” meeting would be sometime the following month. On April 30,
    2010, while attending a conference for investment bankers and broker-dealers,
    Mr. Mahabub sent at least one investor an email announcing that the LCEC was
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    “looking to acquire GenAudio’s tech for integration into their entire lineup of
    product offerings . . . and we are now waiting [for the time] when we will initiate
    negotiations, pending the CEO[’s] [approval of] the integrated product rollout
    strategy and the technical implementation strategy that will be presented to the
    CEO next week!!!” 
    Id. at 1239
     (Mahabub Email, dated Apr. 30, 2010). 3 The
    email prompted the investor to purchase 5,000 shares for a total of $15,000.
    Again, however, Mr. Mahabub’s enthusiasm did not mirror the reality of
    GenAudio’s dealing with Apple. On May 5, 2010, Mr. Mahabub emailed Mr.
    Tiscareno, offering to fly to Apple headquarters to attend the “exec buy-in”
    meeting and to coach Mr. Tiscareno on how best to present AstoundSound. Mr.
    Tiscareno replied:
    Thanks for your offer to help us, but this is not that kind of
    demo. Michael [Hailey] and I are pitching this as a concept, and
    our proof of concept is what you developed for us. I think the
    demo and the product will speak for itself. Once we get the go
    ahead that this is a great idea, then the questions will be,
    “[W]ell, what about the other technologies, have we reviewed
    3
    Mr. Mahabub subsequently contended that his reference to Apple’s
    CEO—Steve Jobs—in connection with this meeting was the product of a
    reasonable misunderstanding: Mr. Tiscareno communicated with him about a
    high-ranking Apple official attending the meeting, Greg Joswiak, who went by the
    nickname, “Joz” (pronounced “Jaws”), and because he “didn’t know” that person
    and “had never heard” his name, he “understood” Mr. Tiscareno’s reference to
    “mean Steve Jobs.” Aplts.’ App., Vol. IX, at 2050, ¶ 24 (Decl. of Taj Jerry
    Mahabub); see 
    id.
     at 2040 n.19 (Def. Mahabub’s Opp’n to Pl.’s Rev. Mot. for
    Summ. J., filed Mar. 30, 2018) (“[Mr.] Mahabub reasonably understood [Mr.]
    Tiscareno to be referring to ‘Jobs’—Steve Jobs. As such, if there was a mistake
    about whether it was ‘Jaws’ or ‘Jobs’, it was an honest mistake.” (citation
    omitted)).
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    them? etc[.]” Then we sort of start over internally to prove that
    we know what we are talking about, etc. We have to get to first
    base[.]
    
    Id. at 1222
     (Tiscareno Email, dated May 5, 2010) (emphases added).
    That same day, May 5, 2010, the “exec buy-in” meeting took place, with
    Mr. Tiscareno, Mr. Hailey, and Greg Joswiak, an Apple executive, in attendance.
    Mr. Joswiak “agreed that there was value in exploring ways to enhance the
    listening experience for people using iPods and iPhones.” 
    Id.,
     Vol. VII, at 1711
    (Michael Hailey Dep. Tr., dated Jan. 23, 2017).
    A day after the “exec buy-in” meeting, on May 6, 2010, Mr. Mahabub sent
    an email to the GenAudio Team and others with a purported transcript of a phone
    call he had supposedly just had with Mr. Tiscareno. Both the phone call itself
    and the transcript were fabrications. According to the fake transcript, Mr.
    Tiscareno reported to Mr. Mahabub that “the meeting could not have gone any
    better.” 
    Id.,
     Vol. IV, at 935 (Mahabub Email, dated May 6, 2010). Moreover,
    “Steve thought the technology was so extraordinary,” but “it will take a lot of
    time before you and Apple get to the business side.” 
    Id.
     at 935–36. This was
    supposedly because Mr. Jobs believed the upcoming release of a new operating
    system version for iPhones and iPads already had many new features and
    AstoundSound “is too good to be rolled in to a giant pool of other features.” 
    Id. at 936
    . The fake transcript further noted that Mr. Tiscareno “believe[d] [Mr.
    Jobs] wants to explode this technology into the world, and he stated he needs
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    some time to figure out the plan and when to launch this.” 
    Id.
     And in the
    meantime, Mr. Jobs had “instructed all of us to be in a no radio period.” 4 
    Id.
    A couple of months later, on August 1, 2010, GenAudio sent investors a
    letter, signed by Mr. Mahabub, that purported to report on various business
    developments. The letter claimed, in relevant part, that:
    In the very near future, it has been requested by the LCEC’s CEO
    to have a “hand-shake” meeting with myself alongside meeting
    with the LCEC’s expert in acoustic physics and others. This
    meeting will take place within the next couple of weeks. As you
    all may already know, due to our NDA with the LCEC, I am not
    at liberty to talk about any details. I can say that we are still
    moving forward with confidence and plan on carrying it through
    all the way to the end, which could result in a significant revenue
    generating license deal or the potential for acquisition of the
    technology or the company.
    
    Id.,
     Vol. V, at 1313 (Mahabub Letter to Shareholders, dated Aug. 1, 2010).
    On September 23, 2010, Mr. Mahabub met with Andrew Bright, an Apple
    employee with a Ph.D. in acoustics—along with Mr. Tiscareno and another Apple
    employee. That meeting had been previously set up by Mr. Tiscareno to happen
    on July 7, 2010, but it was delayed until September. Mr. Mahabub had altered
    Mr. Tiscareno’s email scheduling the ultimately postponed July meeting to state
    that the meeting with Mr. Bright was “requested by Steve himself” and that
    4
    When Dell Skluzak, one of GenAudio’s prospective investors around
    that time, reached out to Mr. Tiscareno on October 30, 2013, to gather any
    comments he might have on the purported transcript, Mr. Tiscareno wrote that
    Mr. Mahabub’s transcript “is pure fabrication.” Aplts.’ App., Vol. IV, at 934
    (Tiscareno Email, dated Oct. 30, 2013).
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    “Steve would like to have an initial introduction to you during this meeting, just a
    simple handshake meeting with him.” 
    Id. at 1304
     (Mahabub Email Forwarding
    Altered Tiscareno Email, dated Jul. 2, 2010). However, the September meeting
    did not go well due to an argument between Mr. Mahabub and Mr. Bright. The
    record does not reveal the nature of the argument, however. Nevertheless,
    Apple’s employees continued to interact with GenAudio in the ensuing
    months—although the SEC claims that none of the work of the two companies
    together during this period was “substantive.” See 
    id.,
     Vol. II, at 368, ¶ 96 (Pl.’s
    Rev. Mot. for Summ. J., filed Feb. 16, 2018).
    On December 8, 2010, GenAudio sent investors another letter signed by
    Mr. Mahabub. Among other developments, Mr. Mahabub described ongoing
    communications with Apple, and falsely claimed he “met with their CEO and
    gave him a demo of our technology, and he [i.e., the CEO] stated, ‘I really like
    your technology and look forward to seeing you again in the future.’” 
    Id.,
     Vol. V,
    at 1336 (Mahabub Letter to Shareholders, dated Dec. 8, 2010). Mr. Mahabub told
    them further: “Although they are moving very slow, we are still on [Apple’s]
    radar screen, and remain very optimistic for a deal in the second or third quarter
    of 2011.” 
    Id.
    But the new year did not usher in further significant developments in
    GenAudio’s quest for some sort of business venture with Apple. In mid-March
    2011, Mr. Mahabub sent an email to Mr. Isaac to request broken
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    iMacs—specifically, an iMac “with a bad screen or some form of prototype that
    has bad parts in it”—to create a demonstration of AstoundSound. Aplts.’ App.,
    Vol. VII, at 1702 (Mahabub Email, dated Mar. 23, 2011). Mr. Isaac replied that
    Mr. Mahabub should work with another Apple employee copied on the email “to
    sign all the necessary evaluation agreements.” 
    Id.
     (Isaac Email, dated Mar. 23,
    2011). The record does not show whether Mr. Mahabub sought details on the
    nature or requirements of such evaluation agreements. Nevertheless, on March
    29, 2011, Mr. Mattos sent an email to GenAudio’s investors from Mr. Mahabub
    claiming that:
    [Apple and GenAudio are] going to be signing a new set of
    “evaluation and development” agreements. This will completely
    prohibit myself or any of GenAudio’s team members [from]
    disclos[ing] any further information about the LCEC, including
    even the abbreviation LCEC in any future shareholder
    correspondence. . . . After I sign the new development and
    evaluation agreements, this email would be considered a breach
    of the new agreement(s). This could damage our ability to move
    forward with the LCEC for obvious reasons. Believe me when I
    tell all of you that I wish I could disclose what is going on,
    however, the fact of the matter is I cannot.
    
    Id.,
     Vol. VI, at 1387 (Mattos Email to Shareholders, dated Mar. 29, 2011)
    (emphasis added). GenAudio never signed any evaluation agreements or any
    additional NDAs. And GenAudio never commenced its desired business venture
    with Apple. On Apple’s side, “interest in GenAudio’s technology slowly fizzled
    out over time.” 
    Id. at 1505, ¶ 182
    . However, no one “explained to [Mr.]
    Mahabub that interest in GenAudio’s technology had fizzled out and that” Apple,
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    specifically its Mac Division, “would not be continuing to move forward with
    GenAudio.” 
    Id. at ¶ 183
    .
    Despite the absence of significant progress in its dealings with Apple,
    GenAudio solicited equity investment (the “2011 Offering”) beginning April 2011
    and continuing through April 2012. Similar to the 2010 Offering, GenAudio did
    not file a registration statement for the 2011 Offering. GenAudio also did not
    provide an audited balance sheet to any prospective investors. Nevertheless, the
    2011 Offering still yielded $990,000.
    In addition to GenAudio’s two offerings, Mr. Mahabub also sold his
    personal GenAudio shares to investors. No registration statement was filed or
    otherwise in effect as to these sales. Mr. Mahabub’s sale of his personal shares
    between November 2009 and April 2012 yielded a total of approximately $2.6
    million from at least 85 investors.
    B
    In September 2015, the SEC filed its complaint, alleging that GenAudio
    and Mr. Mahabub violated antifraud provisions of the federal securities laws,
    specifically § 10(b) of the Exchange Act (15 U.S.C. § 78j(b)), Rule 10b-5 (
    17 C.F.R. § 240
    .10b-5), and § 17(a) of the Securities Act (15 U.S.C. § 77q(a)). The
    SEC also alleged that GenAudio sold unregistered securities in violation of
    §§ 5(a) and (c) of the Securities Act (15 U.S.C. §§ 77e(a), 77e(c)). After
    discovery, the SEC moved for summary judgment on all of its claims.
    17
    Appellate Case: 19-1454   Document: 010110675766        Date Filed: 04/26/2022   Page: 18
    The district court denied the SEC’s original summary judgment motion, and
    the SEC submitted a revised motion for summary judgment. The district court
    ultimately granted summary judgment as to this motion on a subset of the SEC’s
    claims, and denied summary judgment on the rest. The district court identified
    six statements as to which “their liability-creating character is beyond reasonable
    dispute” and granted summary judgment against GenAudio and Mr. Mahabub for
    violating § 10(b) and Rule 10b-5. SEC v. Mahabub, 
    343 F. Supp. 3d 1022
    ,
    1043–44 (D. Colo. 2018). The district court first summarized five of these
    statements from 2010, and why it deemed them to create liability under § 10(b)
    and Rule 10b-5:
    •     [Mr.] Mahabub’s March 10, 2010 e-mail to GenAudio
    shareholders where he claimed that GenAudio was
    “starting to discuss the business side with the LCEC,”
    which investors generally understood to be a reference to
    Apple. [5] [Mr.] Mahabub knew from [Mr.] Hailey’s
    December 16, 2009 e-mail that “[t]he business side of
    things would come into play after [Apple’s engineers
    obtained] exec buy-in on the product side.” [6] [Mr.]
    Mahabub further knew that “exec-buy-in” had not yet
    happened. Consequently, this claim regarding “business
    side” discussions with Apple was knowingly false.
    •     [Mr.] Mahabub’s statement in the same March 10, 2010
    e-mail that he “expect[ed] to have a very substantial
    license deal in place for [the LCEC’s] Christmas Product
    5
    See Aplts.’ App., Vol. V, at 1109; id., Vol. II, at 357, ¶ 41.
    6
    See Aplts.’ App., Vol. IV, at 1058.
    18
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    Rollout.” [7] This statement is merely an extension of [Mr.]
    Mahabub’s fabrication in a February 12, 2010 forwarded
    e-mail to the GenAudio board in which [Mr.] Mahabub
    altered [Mr.] Tiscareno’s words to make it appear that
    [Mr.] Mahabub had recently discussed a “Christmas
    product rollout” with Phil Schiller. [8] Thus, in his March
    10, 2010 e-mail to shareholders, [Mr.] Mahabub had no
    truthful basis to make a Christmas product rollout
    prediction. Couching the statement in terms of an
    expectation, rather than a certainty, does not take it out of
    the realm of falsity: “[C]autionary language does not
    protect material misrepresentations or omissions when
    defendants knew they were false when made.” [9]
    •      [Mr.] Mahabub’s March 15, 2010 cover letter
    accompanying the 2010 Offering materials, which stated
    that the offering was “being conducted to provide bridge
    capital until we can ‘ink’ a deal with . . . the ‘LCEC.’” [10]
    [Mr.] Mahabub had no reasonable basis to expect that a
    deal with Apple was imminent enough that the 2010
    Offering could be “bridge capital.”
    •      [Mr.] Mahabub’s April 30, 2010 e-mail to an investor
    stating that the LCEC was “looking to acquire GenAudio’s
    tech for integration into their entire lineup of product
    offerings . . . and we are now waiting [for the time] when
    we will initiate negotiations, pending the CEO[’s]
    [approval of] the integrated product rollout strategy and
    the technical implementation strategy that will be
    7
    See Aplts.’ App., Vol. V, at 1109.
    8
    See Aplts.’ App., Vol. IV, at 1070–73.
    9
    In re Prudential Sec. Inc. Ltd. P’ships Litig., 
    930 F. Supp. 68
    , 72
    (S.D.N.Y. 1996).
    10
    See Aplts.’ App., Vol. V, at 1120.
    19
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    presented to the CEO next week!!!” [11] The Court may
    assume without deciding that the “Jobs”/“Joz”
    misunderstanding (a) actually happened and (b) created a
    mistaken but reasonable misimpression in [Mr.]
    Mahabub’s mind about the attendees at the upcoming
    “exec buy-in” meeting. [12] Even so, [Mr.] Mahabub had no
    reasonable basis to claim that the upcoming meeting would
    encompass an “integrated product rollout strategy and [a]
    technical implementation strategy.”
    •     [Mr.] Mahabub’s August 1, 2010 investor letter claiming
    that Steve Jobs had requested “a ‘hand-shake’ meeting”
    with [Mr.] Mahabub “[i]n the very near future.” [13] This
    was a blatant lie.
    
    Id.
     (alterations, with the exception of those involving honorifics, in original)
    (footnotes added) (citations omitted).
    Aside from those five 2010 statements, the district court also found that
    Mr. Mahabub’s March 29, 2011, email to shareholders stating that he would sign
    “evaluation agreements” with Apple “teased shareholders,” indicating “that these
    new agreements would completely prohibit mentioning the LCEC in future
    correspondence, including the upcoming 2011 Offering.” 
    Id.
     at 1044–45. “For
    good measure,” the district court narrated, Mr. Mahabub told the shareholders,
    “[b]elieve me when I tell all of you that I wish I could disclose what is going on,
    11
    See Aplts.’ App., Vol. V, at 1239.
    12
    The SEC claims that no one told Mr. Mahabub that the “exec buy-in
    meeting” would include Apple’s CEO, Mr. Jobs. Mr. Mahabub counters that his
    reference to Mr. Jobs was the product of an “honest mistake.” Aplts.’ App., Vol.
    IX, at 2041 n.19; see supra note 3.
    13
    See Aplts.’ App., Vol. V, at 1313.
    20
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    however, the fact of the matter is I cannot.” Id. at 1045 (quoting Aplts.’ App.,
    Vol. VI, at 1387). The district court found this communication to be an
    actionable misrepresentation under § 10(b) and Rule 10b-5 because the evaluation
    agreements were “mentioned in the context of responding to [Mr.] Mahabub’s
    request for broken-down iMacs.” Id. (emphasis omitted).
    The district court further determined that one of these statements—Mr.
    Mahabub’s April 30, 2010, email prompting the recipient-investor to purchase
    5,000 GenAudio shares for $15,000—also violated §17(a)(2) of the Securities
    Act. In addition, the district court also granted summary judgment in favor of the
    SEC on its claims that GenAudio and Mr. Mahabub violated §§ 5(a) and 5(c) of
    the Securities Act, which prohibit the offer or sale of unregistered securities.
    After obtaining partial summary judgment on some of its claims, the SEC
    voluntarily withdrew the remainder and alerted the court that it was prepared to
    proceed to the remedy phase as to the claims regarding which the court had
    entered judgment in its favor. Thereafter, the district court ordered remedies for
    GenAudio and Mr. Mahabub’s violations. Specifically, the court ordered
    Appellants to disgorge the amount of their ill-gotten gains from their violations of
    the securities laws. Regarding GenAudio, its 2010 Offering and 2011 Offering
    yielded $3,513,000 and $990,000, respectively, which the district court ordered
    GenAudio to disgorge plus prejudgment interest. As for Mr. Mahabub’s personal
    sales of his GenAudio shares, the district court ordered Mr. Mahabub to disgorge
    21
    Appellate Case: 19-1454   Document: 010110675766       Date Filed: 04/26/2022      Page: 22
    $1,280,900. While he made $2,593,900 from such sales, the district court limited
    disgorgement because of the statute of limitations and a tolling agreement.
    Additionally, the district court ordered GenAudio and Mr. Mahabub to pay
    civil penalties in the amounts of $4,503,000 and $1,280,900, respectively; these
    amounts represented their gross pecuniary gain. The district court also
    established a Fair Fund pursuant to 
    15 U.S.C. § 7246
    (a). Further, the district
    court enjoined Appellants from further violations of the securities laws, and
    permanently barred Mr. Mahabub from serving as an officer or director of a
    public company.
    The district court entered a final and, then, a slightly amended judgment in
    favor of the SEC. And Appellants timely appealed from that amended judgment.
    II
    We address each of Appellants’ three challenges to the district court’s
    judgment in turn, outlining the standards of review and substantive caselaw
    relevant to each issue and considering and resolving Appellants’ contentions.
    Specifically, Appellants contend that: (1) the district court erred in determining
    that no genuine disputes of material fact exist regarding the six statements that it
    identified—such that a finding of antifraud liability under § 10(b), Rule 10b-5,
    and (in one instance) § 17(a)(2) was appropriate; (2) the district court erred when
    it concluded that GenAudio was liable for the unregistered offer or sale of
    securities—a conclusion that was predicated on the court’s supposedly erroneous
    22
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022     Page: 23
    determination that GenAudio did not qualify for two statutory exemptions; and
    (3) the district court erred in applying the disgorgement remedy to Appellants and
    requiring them to pay civil penalties. We reject each of Appellants’ challenges,
    concluding that they lack merit.
    A
    This Court “review[s] a district court’s grant of summary judgment de
    novo, using the same standard applied by the district court pursuant to Fed. R.
    Civ. P. 56(a).” Cillo v. City of Greenwood Village, 
    739 F.3d 451
    , 461 (10th Cir.
    2013). When applying this standard, “[w]e must ‘view facts in the light most
    favorable to’ the non-moving parties . . ., resolving all factual disputes and
    reasonable inferences in their favor.” 
    Id.
     (quoting Tabor v. Hilti, Inc., 
    703 F.3d 1206
    , 1215 (10th Cir. 2013)).
    “Although our review of the record is de novo, ‘we conduct that review
    from the perspective of the district court at the time it made its ruling, ordinarily
    limiting our review to the materials adequately brought to the attention of the
    district court by the parties.’” Fye v. Okla. Corp. Comm’n, 
    516 F.3d 1217
    , 1223
    (10th Cir. 2008) (quoting Adler v. Wal-Mart Stores, Inc., 
    144 F.3d 664
    , 671 (10th
    Cir. 1998)). “Summary judgment must be granted if ‘there is no genuine dispute
    as to any material fact’ and the moving party is ‘entitled to judgment as a matter
    of law.’” Cillo, 739 F.3d at 461 (quoting F ED . R. C IV . P. 56(a)); see also Copelin-
    Brown v. N.M. State Pers. Off., 
    399 F.3d 1248
    , 1253 (10th Cir. 2005) (“Summary
    23
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022     Page: 24
    judgment is appropriate if there is no genuine issue of material fact and the
    moving party is entitled to judgment as a matter of law.”).
    “[O]nce the movant has made a showing that there is no genuine dispute of
    material fact, the non-moving party must ‘make a showing sufficient to establish
    the existence of an element essential to that party’s case, and on which that party
    will bear the burden of proof at trial.’” SEC v. Thompson, 
    732 F.3d 1151
    , 1157
    (10th Cir. 2013) (quoting Celotex Corp. v. Catrett, 
    477 U.S. 317
    , 322 (1986)).
    “For dispositive issues on which the [nonmovant] will bear the burden of proof at
    trial, [the nonmovant] must ‘go beyond the pleadings and designate specific facts
    so as to make a showing sufficient to establish the existence of an element
    essential to [his] case in order to survive summary judgment.’” Cardoso v.
    Calbone, 
    490 F.3d 1194
    , 1197 (10th Cir. 2007) (third alteration in original)
    (quoting Sealock v. Colorado, 
    218 F.3d 1205
    , 1209 (10th Cir. 2000)).
    The nonmovant “must do more than simply show that there is some
    metaphysical doubt as to the material facts.” Champagne Metals v. Ken-Mac
    Metals, Inc., 
    458 F.3d 1073
    , 1084 (10th Cir. 2006) (quoting Palladium Music,
    Inc. v. EatSleepMusic, Inc., 
    398 F.3d 1193
    , 1196 (10th Cir. 2005)). “[T]he
    relevant inquiry is ‘whether the evidence presents a sufficient disagreement to
    require submission to a jury or whether it is so one-sided that one party must
    prevail as a matter of law.’” Bingaman v. Kan. City Power & Light Co., 
    1 F.3d 976
    , 980 (10th Cir. 1993) (quoting Anderson v. Liberty Lobby, Inc., 
    477 U.S. 242
    ,
    24
    Appellate Case: 19-1454   Document: 010110675766       Date Filed: 04/26/2022     Page: 25
    251–52 (1986)). “To defeat a motion for summary judgment, [the nonmovant’s]
    evidence, including testimony, must be based on more than mere speculation,
    conjecture, or surmise.” Self v. Crum, 
    439 F.3d 1227
    , 1230 (10th Cir. 2006)
    (quoting Bones v. Honeywell Int’l, Inc., 
    366 F.3d 869
    , 875 (10th Cir. 2004)).
    “Unsubstantiated allegations carry no probative weight in summary judgment
    proceedings.” 
    Id.
     (quoting Phillips v. Calhoun, 
    956 F.2d 949
    , 951 n.3 (10th Cir.
    1992)); accord Annett v. Univ. of Kan., 
    371 F.3d 1233
    , 1237 (10th Cir. 2004).
    B
    Appellants claim that the district court erred in granting summary judgment
    in the SEC’s favor as to its statutory and regulatory claims—under § 10(b)(5),
    Rule 10b-5, and § 17(a)(2)—because there are genuine disputes of material fact
    regarding the six statements that the court found actionable.
    1
    To establish a violation under § 10(b) of the Exchange Act and Rule 10b-5,
    the SEC must establish that Appellants “made: (1) ‘a misrepresentation or
    omission (2) of material fact, (3) with scienter, (4) in connection with the
    purchase or sale of securities, and (5) by [means of interstate commerce].’” SEC
    v. Smart, 
    678 F.3d 850
    , 856–57 (10th Cir. 2012) (alteration in original) (quoting
    SEC v. Wolfson, 
    539 F.3d 1249
    , 1256 (10th Cir. 2008)). “A statement or
    omission is only material if a reasonable investor would consider it important in
    determining whether to buy or sell stock.” Grossman v. Novell, Inc., 
    120 F.3d 25
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022     Page: 26
    1112, 1119 (10th Cir. 1997); accord In re Level 3 Commc'ns, Inc. Sec. Litig., 
    667 F.3d 1331
    , 1339 (10th Cir. 2012). Scienter is an “intent to deceive, manipulate,
    or defraud.” Ernst & Ernst v. Hochfelder, 
    425 U.S. 185
    , 193 (1976). Section
    17(a)(2) of the Securities Act “requires substantially similar proof with respect to
    the offer or sale of securities.” Smart, 
    678 F.3d at
    857 (citing Wolfson, 
    539 F.3d at 1256
    ). “The primary ‘difference between § 17(a) and § 10(b) lies in the
    element of scienter.’” 14 Id. (quoting Wolfson, 
    539 F.3d at 1256
    ). Section 10(b)
    (as well as Rule 10b-5) requires that the SEC establish at least recklessness,
    14
    By its terms, § 17(a)(2) declares it unlawful “to obtain money or
    property by means of any untrue statement of a material fact or any omission to
    state a material fact necessary in order to make the statements made, in light of
    the circumstances under which they were made, not misleading.” 15 U.S.C.
    § 77q(a)(2). The district court noted that this language about the receipt of
    money or property presented “some question under Securities Act § 17(a)(2)
    whether the SEC must prove reliance and injury on the part of some person who
    acted on the misstatements or omissions.” Mahabub, 343 F. Supp. 3d at 1042. It
    invited the parties to comment on this question. And, though it noted that
    Appellants said “nothing about this issue,” the SEC did respond. Id. at 1043.
    Concerning that response, the court said: “The SEC’s arguments persuade the
    Court that the statutory language does not demand reliance and injury on the part
    of any purchaser, but only ‘a causal link between the violator’s deceptive
    statements and receipt of money or property.’” Id. (quoting Aplts.’ App., Vol. II,
    at 390). This purported causation element was the principal reason the court
    singled out only one of the six statements for liability under § 17(a)(2). See id. at
    1046. We need not definitively opine, however, on whether the court was correct
    in divining the existence of a causation element in a claim under § 17(a)(2). As
    we discuss infra, insofar as Appellants do make a § 17(a)(2) argument, it does not
    implicate the ostensible causation element that the district court found to exist.
    Accordingly, any such argument by Appellants is waived, and we need not
    consider it further. See, e.g., Bronson v. Swensen, 
    500 F.3d 1099
    , 1104 (10th Cir.
    2007) (“[W]e routinely have declined to consider arguments that are not raised, or
    are inadequately presented, in an appellant’s opening brief.”).
    26
    Appellate Case: 19-1454   Document: 010110675766       Date Filed: 04/26/2022   Page: 27
    whereas it need only demonstrate negligence to establish a violation of § 17(a)(2).
    See id. “Fundamentally, both § 17(a) and § 10(b) are designed to protect
    ‘investors from fraudulent practices.’” Id. (quoting Wolfson, 
    539 F.3d at 1257
    ).
    2
    Appellants contend the six misstatements “were rendered immaterial by
    surrounding circumstances, are not actionable under the bespeaks[-]caution
    doctrine, are non-actionable statements of opinion, or were not
    misrepresentation[s]” at all. Aplts.’ Opening Br. at 16–17. In essence,
    Appellants claim that Mr. Mahabub “reasonably believed GenAudio would reach
    a deal with Apple.” Id. at 17. And “[t]his belief was reasonable given the
    extensive discussions and integration work [Mr.] Mahabub conducted with Apple
    personnel.” Id. “Thus,” Appellants write, “many of the alleged
    misrepresentations, which express optimism to actual and potential investors that
    a deal with Apple would be completed, were not made with scienter or
    negligence.” Id. Appellants frame the six statements as, “in fact, representations
    relaying [Mr.] Mahabub’s objectively and subjectively reasonable beliefs, which
    [are] neither fraudulent nor negligent.” Id.
    The SEC counters, claiming “there was no genuine dispute that
    [Appellants] made material misrepresentations regarding GenAudio’s relationship
    with Apple, and made them with scienter.” Aplee.’s Resp. Br. at 32–33.
    According to the SEC, Appellants’ “arguments to the contrary rely on [Mr.]
    27
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    Mahabub’s purported subjective belief that a deal with Apple would be
    accomplished at some point, which is insufficient to raise a genuine issue of fact
    as to the specific misrepresentations [Appellants] made to investors.” Id. at 33.
    We discuss the six statements at issue—in the context of Appellants’
    arguments—and consider whether there are any material factual disputes
    regarding those statements. We conclude that there are no such disputes and that
    the district court properly entered judgment as a matter of law in favor of the
    SEC.
    3
    We first address the two statements in the March 10, 2010, email that the
    district court determined were fraudulent and, more specifically, made in
    violation of § 10(b)(5) and Rule 10b-5.
    a
    First, Appellants argue that the March 10 email to shareholders stating that
    GenAudio was “starting to discuss the business side with the LCEC,” see Aplts.’
    App., Vol. V, at 1109, did not violate the securities laws because “a genuine
    dispute of material fact exists regarding whether this statement was made with
    scienter or negligence,” Aplts.’ Opening Br. at 21. This is because, they say,
    “[u]nder the circumstances, it was reasonable for [Mr.] Mahabub to assert
    GenAudio was ‘starting to discuss the business side with the LCEC.’” Id. at 22.
    In this connection, Appellants challenge the district court’s finding of falsity
    28
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    because Mr. Mahabub “had raised negotiating points with Apple regarding a
    potential transaction” by March 2010. Id. Appellants contend the district court
    ignored the fact that Mr. Mahabub indicated in his correspondence with Apple
    employees that “he still understood a deal would be reached in the next 3–6
    months, and the vital fact [that] [Mr.] Mahabub’s Apple contacts never told [Mr.]
    Mahabub his belief was unrealistic.” Id. at 23 (emphasis omitted).
    The SEC, on the other hand, asserts that the statement was “misleadingly
    false” because Mr. Mahabub “[told] shareholders that GenAudio was discussing
    the business side of things with Apple, when [Mr.] Mahabub knew that a
    predicate condition to that happening”—that is, the “exec buy-in” meeting—“had
    not yet occurred.” Aplee.’s Resp. Br. at 40. And regarding scienter, the SEC
    states that, regardless of Mr. Mahabub’s genuine belief that a deal with Apple
    would be reached in the next 3–6 months, “his subjective belief . . . cannot negate
    that he was at least reckless when he told investors that Apple was already
    discussing the business side of things with GenAudio, when in fact they were not
    and Apple had told [Mr.] Mahabub that that would not happen until there was
    buy-in on the product side.” Id.
    We conclude that Appellants’ arguments lack merit. Regarding scienter,
    Appellants’ attempt to frame the record facts in a manner that paints a rosy
    picture of Mr. Mahabub’s personal understanding and unilateral discussions with
    Apple’s employees fails to create a genuine dispute of material fact. We have
    29
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    defined “recklessness” as “conduct that is an extreme departure from the
    standards of ordinary care, and which presents a danger of misleading buyers or
    sellers that is either known to the defendant or is so obvious that the actor must
    have been aware of it.” City of Philadelphia v. Fleming Cos., Inc., 
    264 F.3d 1245
    , 1258 (10th Cir. 2001) (quoting Anixter v. Home–Stake Prod. Co., 
    77 F.3d 1215
    , 1232 (10th Cir. 1996)). Like the district court, we conclude that Mr.
    Mahabub—given Mr. Hailey’s December 16, 2009, e-mail—knew or exhibited
    recklessness regarding the fact that “[t]he business side of things would come into
    play after [Apple engineers obtained] exec buy-in on the product side.” Aplts.’
    App., Vol. IV, at 1058 (emphasis added). At the very least, as the SEC argues, it
    must have been obvious to Mr. Mahabub that the “business side of things” had
    not commenced when he sent the March 10 email to GenAudio’s shareholders
    indicating that the company was discussing business matters with Apple.
    Crucially, there is nothing in the record suggesting that Mr. Mahabub had a
    factual basis for believing that the “exec buy-in on the product side” had occurred
    at the time he sent the March 10 email. Indeed, approximately a mere three
    months before the March 10 email was sent, Mr. Mahabub had asked Mr. Hailey
    in an email if he had “any idea as to when the exec buy-in might take place.” 
    Id.,
    Vol. IV, at 1057 (Mahabub Email, dated Dec. 22, 2009). The record is unclear
    whether Mr. Hailey responded to that email. However, at the very least, Mr.
    Mahabub’s general and open-ended inquiry of Mr. Hailey bolsters the inference
    30
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    that, around the time of the March 10 email, Mr. Mahabub had no knowledge that
    an “exec buy-in” meeting would occur in the near future—much less that it
    already had occurred.
    Furthermore, as detailed supra, on January 5, 2010, in response to a
    separate email from Mr. Mahabub, Mr. Hailey wrote that Apple was “pretty
    serious about looking at audio quality across the board and this will take
    time—definitely more than a couple of months.” Id. at 1068 (emphases added).
    Thus, in early January 2010, Mr. Hailey had communicated to Mr. Mahabub that
    Apple was conducting a comprehensive inquiry of a dimension of the product
    side—i.e., audio quality—that would certainly take more than two months.
    Absent contrary signals—and the record reveals none—this communication
    should have negated any reasonable belief Mr. Mahabub harbored, by the time he
    sent the March 10 email (a few months after the Hailey email) that the product-
    side work had been completed and “exec buy-in” had been achieved, such that
    GenAudio’s dealings with Apple had progressed to the business side.
    Consequently, the district court rightly concluded that Mr. Mahabub acted with
    scienter; at the very least, he acted recklessly in making the March 10
    representation at issue here.
    The fact that Mr. Mahabub subjectively believed that the deal with Apple
    would happen in a few months because no one from Apple corrected him does not
    alter the calculus. The securities laws impose a personal obligation on corporate
    31
    Appellate Case: 19-1454    Document: 010110675766        Date Filed: 04/26/2022    Page: 32
    executives, like Mr. Mahabub, to sufficiently ground their communications in
    facts. See, e.g., Omnicare, Inc. v. Laborers Dist. Council Const. Indus. Pension
    Fund, 
    575 U.S. 175
    , 188–89 (2015) (“[A reasonable investor] expects not just that
    the issuer believes the opinion (however irrationally), but that it fairly aligns with
    the information in the issuer’s possession at the time.”); Hampton v. root9B
    Techs., Inc., 
    897 F.3d 1291
    , 1299 (10th Cir. 2018) (“[S]tatements of opinion or
    belief must rest on ‘a factual basis that justifies them as accurate, the absence of
    which renders them misleading.’” (alteration in original) (emphasis added)
    (quoting Grossman, 120 F.3d at 1123)).
    Thus, no matter how heartfelt their subjective beliefs, corporate executives,
    like Mr. Mahabub, cannot make material representations to shareholders in
    disregard or contravention of obvious facts, nor can they find absolution in the
    failures of others to disabuse them of their magical thinking regarding obvious
    facts. See Omnicare, 575 U.S. at 188 (“Consider an unadorned statement of
    opinion about legal compliance: ‘We believe our conduct is lawful.’ If the issuer
    makes that statement without having consulted a lawyer, it could be misleadingly
    incomplete. In the context of the securities market, an investor, though
    recognizing that legal opinions can prove wrong in the end, still likely expects
    such an assertion to rest on some meaningful legal inquiry—rather than, say, on
    mere intuition, however sincere.” (emphasis added)); Virginia Bankshares, Inc. v.
    Sandberg, 
    501 U.S. 1083
    , 1094 (1991) (discussing potential liability stemming
    32
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    from director’s statement to minority shareholders that the $42 tender price of a
    stock was “high” and “fair” that “depended on whether provable facts about the
    Bank’s assets, and about actual and potential levels of operation, substantiated a
    value that was above, below, or more or less at the $42 figure”); see also
    Nakkhumpun v. Taylor, 
    782 F.3d 1142
    , 1159 (10th Cir. 2015) (“An opinion is
    considered false if the speaker does not actually or reasonably hold that opinion.”
    (emphasis added)), cert. dismissed, 
    577 U.S. 981
     (2015).
    Stated otherwise, no matter how Panglossian their view of the world,
    corporate executives, like Mr. Mahabub, cannot make material representations to
    their shareholders in blatant disregard of obvious facts and be excused by the
    failures of others to correct their false notions. And there can be no doubt that
    the district court correctly found that the March 10 statement at issue was false.
    Irrespective of the business overtures that Mr. Mahabub made to Apple’s
    executives, they had made it crystal clear that no business negotiations would take
    place between GenAudio and Apple until after there was “exec buy-in,” and the
    record provides no basis for a reasonable belief that such buy-in had occurred
    when Mr. Mahabub sent the email on March 10.
    Accordingly, for the foregoing reasons, we reject Appellants’ first
    challenge.
    33
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    b
    Second, Appellants contend that Mr. Mahabub’s statement—found in the
    same March 10, 2010, email—that he “expect[ed] to have a very substantial
    license deal in place for [the LCEC’s] Christmas Product Rollout,” see Aplts.’
    App, Vol. V, at 1109, was a non-actionable statement of opinion. The SEC
    counters that “even assuming this statement could be so characterized, as
    [Appellants] recognize, statements of opinion can be actionable if, among other
    things, they omit facts that show that [Appellants] ‘lacked the basis for making
    those statements that a reasonable investor would expect.’” Aplee.’s Resp. Br. at
    41 (quoting Omnicare, 575 U.S. at 196). And, here, the SEC states that Mr.
    Mahabub “omitted that he had no factual basis to make this statement regarding
    the specific timing of any license deal.” Id.
    The SEC has the better of this dispute. Statements of opinion are indeed
    actionable if the speaker omits material facts that make the statements misleading
    to would-be reasonable investors. See Omnicare, 575 U.S. at 189–91. In this
    instance, the SEC is correct: even if Mr. Mahabub’s “Christmas product rollout”
    statement can be characterized as an opinion, Mr. Mahabub omitted certain
    information that resulted in the statement being misleading to a reasonable
    investor. In particular, Mr. Mahabub omitted the key fact that he had fabricated
    the “Christmas product rollout” plan out of whole cloth and that the meeting with
    34
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    Mr. Schiller where this supposed plan was discussed was a figment of his
    imagination.
    Indeed, the undisputed facts show that GenAudio’s discussions with Apple
    had not reached the point—by the time Mr. Mahabub sent the March 10 email,
    containing the “Christmas product rollout” statement—where Mr. Mahabub could
    have harbored any reasonable belief that any licensing deal was even on the table
    for discussion with Apple. Indeed, Mr. Mahabub cites no portions of the record
    in his briefing (outside of his own statements) that even mention a “Christmas
    product rollout”—let alone reflect his discussions with Apple executives
    regarding one. To be sure, Appellants make much of GenAudio’s purported
    “fifteen in-person meetings” and “extensive discussions, including many phone
    calls, and hundreds upon hundreds, if not thousands of emails regarding
    GenAudio’s technology.” Aplts.’ Opening Br. at 25. But this line of argument
    actually works against Appellants: given this purported heavy volume of
    communications—much of it allegedly documented—between GenAudio and
    Apple, if Apple were even remotely considering a Christmas product rollout and
    related license agreement with GenAudio, logic strongly suggests that there
    would be some reference, however slight, to these matters in the record. Yet
    Appellants cannot direct us to any such reference.
    Given all of this, we cannot help but conclude that any fanciful belief that
    may have led Mr. Mahabub to send the email regarding the purported Christmas
    35
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    product rollout did not “fairly align[] with the information” in his “possession at
    the time,” and his words—whether expressing an opinion or not—provide the
    foundation for liability under the securities laws. Omnicare, 575 U.S. at 189.
    Appellants’ related challenge to the district court’s falsity and scienter
    findings regarding the “Christmas product rollout” statement perforce suffers a
    like fate. Appellants once again rely on Mr. Mahabub’s own “subjective belief”
    that a deal would be reached in time for a Christmas rollout. Aplts.’ Opening Br.
    at 26. They argue that, because Apple employees never told Mr. Mahabub that
    this optimism was misguided or unreasonable, he is not accountable for his
    mistaken belief. However, as we have indicated supra, this sort of argument is
    not countenanced by the securities laws. Neither the failure of Mr. Mahabub to
    remove his rose-colored glasses when confronted with obvious facts painting a
    bleaker picture of the state of GenAudio’s interactions with Apple, nor any failure
    by Apple to disabuse him of his fanciful subjective notions can absolve Mr.
    Mahabub and GenAudio of liability. The “Christmas product rollout” statement
    at issue here was false—indeed, fabricated. And, at a minimum, Mr.
    Mahabub—the acknowledged fabricator of the statement—acted with recklessness
    in communicating it. 15
    15
    Appellants fall back on the assertion that the two statements from the
    March 10 email—read “as a whole”—show Mr. Mahabub “reasonably believed a
    deal with Apple was close at hand.” Aplts.’ Opening Br. at 26–27. However, like
    the SEC, we reject this assertion out of hand. Such that it was, Mr. Mahabub’s
    (continued...)
    36
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    ***
    In sum, as to the two statements that the district court identified in the
    March 10 email, we reject Appellants’ contentions of district-court error.
    4
    Appellants next challenge the district court’s findings of liability under
    § 10(b)(5) and Rule 10b-5 as to Mr. Mahabub’s March 15, 2010, cover letter
    accompanying the 2010 Offering materials. The cover letter stated that the 2010
    Offering was “being conducted to provide bridge capital until we can ‘ink’ a deal
    with . . . [LCEC, i.e., Apple].” See Aplts.’ App., Vol. V, at 1120. Appellants
    attack the district court’s ruling in three principal ways. Specifically, they argue
    that the statement in the cover letter was: (1) actually accurate in light of Mr.
    Tiscareno’s testimony; (2) non-actionable under the bespeaks-caution doctrine;
    and (3) a non-actionable statement of corporate optimism.
    The SEC retorts that, rather than deeming the cover letter’s statement
    accurate, Mr. Tiscareno’s testimony actually shows that the cover letter’s
    statement contained opinions that were not grounded in any facts that were within
    Mr. Tiscareno’s knowledge. As for Appellants’ invocation of the bespeaks-
    caution and corporate-optimism theories, the SEC succinctly explains that
    15
    (...continued)
    belief in this regard was hardly reasonable; it was entirely one-sided and lacking
    in any factual foundation. Therefore, at the very least, Mr. Mahabub acted
    recklessly in fabricating and then communicating information regarding the
    purported imminent deal with Apple to GenAudio’s investors.
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    “[n]either concept applies to this statement.” Aplee.’s Resp. Br. at 43. The
    agency further reasons as follows: “Rather than being a forward-looking
    statement or a vague statement of loose optimism, there is no genuine dispute that
    this statement specifically conveys to the investor the (false) fact that a deal with
    Apple was at that present time sufficiently close that any money raised would be
    a short-term ‘bridge’ until such a deal can be ‘ink[ed].’” Id. (alteration in
    original) (quoting Aplts.’ App., Vol. V, at 1120).
    Once again, we conclude that Appellants’ arguments are unavailing. As we
    further detail infra, we agree with the district court’s and the SEC’s conclusion
    that the March 15 statement was intended to (falsely) communicate that a deal
    between GenAudio and Apple was imminent and that the 2010 Offering was
    needed to provide GenAudio with capital during the reasonably short period
    necessary to close the deal with Apple. As a consequence, Mr. Tiscareno’s
    testimony actually undercuts Appellants’ contention that the cover letter’s
    statement was not false—rather than helping them. When shown that statement
    for the first time, Mr. Tiscareno was asked the following question: “Is there
    anything else, looking at this, that you find inaccurate?” Aplts.’ App., Vol. VI, at
    1599 (Victor Tiscareno Dep. Tr., dated Dec. 16, 2016). Mr. Tiscareno responded,
    “Oh. No. . . . I mean, . . . I can think of opinions that you didn’t ask about. But
    it’s just opinions that the document—that I’ve never read before, really.” Id.
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    (emphasis added). However, Appellants’ analysis of this statement effectively
    stops at the word “No” and fails to read Mr. Tiscareno’s testimony in context.
    As Appellants reason, Mr. “Tiscareno agreed under oath there was nothing
    inaccurate about this statement in the March 15, 2010 cover letter.” Aplts.’
    Opening Br. at 30. However, this interpretation of Mr. Tiscareno’s
    testimony—when viewed in context—is untenable. The most natural reading of
    Mr. Tiscareno’s testimony is that he never before encountered the substance of
    the cover letter’s statement and considered the statement as simply expressing Mr.
    Mahabub’s opinion. This reading of his testimony supports the district court’s
    finding that the statement was false. In particular, that is so because, by
    Appellants’ own account, “[Mr.] Tiscareno was GenAudio’s primary contact at
    Apple . . . and thus was very knowledgeable regarding GenAudio’s relationship
    with Apple.” Id. It stands to reason, therefore, that if anyone would have been in
    a position to know of the existence of an imminent deal between GenAudio and
    Apple and to communicate that information to Mr. Mahabub, it would have been
    Mr. Tiscareno. Yet it is patent from his testimony that Mr. Tiscareno knew of no
    such deal and necessarily, therefore, made no such communication to Mr.
    Mahabub. In short, far from the inference Appellants hope to draw from it, Mr.
    Tiscareno’s testimony strongly indicates that there would have been no factual
    foundation to Mr. Mahabub’s message that a deal between GenAudio and Apple
    39
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    was imminent. Accordingly, the district court properly found that this cover letter
    statement was false.
    In attempting to reimagine the statement’s import, Appellants rely on the
    corporate-optimism doctrine. But this reliance is misplaced. “Statements
    classified as ‘corporate optimism’ or ‘mere puffing’ are typically forward-looking
    statements, or are generalized statements of optimism that are not capable of
    objective verification.” Grossman, 120 F.3d at 1119. Thus, “[v]ague, optimistic
    statements are not actionable because reasonable investors do not rely on them in
    making investment decisions.” Id. (collecting cases); see also SEC v. Nacchio,
    
    438 F. Supp. 2d 1266
    , 1281 (D. Colo. 2006) (“It is true that vague statements of
    corporate optimism are not materially misleading, as ‘reasonable investors do not
    rely on them in making investment decisions.’” (quoting Grossman, 120 F.3d at
    1119)).
    In particular, Appellants contend that “[t]he statement about ‘inking’ a deal
    does nothing more than express GenAudio’s optimism such a deal might transpire
    at some unknown time in the future. The statement does not even provide a
    timeframe for that deal to happen.” Aplts.’ Opening Br. at 33. Thus, Appellants
    attempt to persuade us that the statement “is a classic example of the type of
    vague statement of corporate optimism that is non-actionable.” Id. (citing San
    Leandro Emergency Med. Grp. Profit Sharing Plan v. Philip Morris Cos., 
    75 F.3d 801
    , 811 (2d Cir. 1996)).
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    We disagree. The statement’s use of the term “bridge capital” is
    significant. As Appellants themselves define it, the term “bridge capital” “is a
    commonly used corporate term that describes temporary funding a company needs
    to cover its operating expenses until some permanent source of funding can be
    secured in the future.” 
    Id.
     (emphasis added). Because, even under this definition,
    the term conveys that funding is being sought only to serve a temporary stopgap
    purpose, this seems to necessarily connote that there is a realistic expectation that
    permanent funding will be secured in the reasonably near future—not, as
    Appellants suggest, at some hoped-for, nebulous “unknown time in the future.”
    Id.; cf., e.g., Bridge Loan, A MERICAN H ERITAGE DICTIONARY (3d ed. 1992) (“A
    short-term loan intended to prove or extend financing until a more permanent
    arrangement is made.”); Loan, B LACK ’ S L AW D ICTIONARY (11th ed. 2019)
    (defining “bridge loan” as “[a] short-term loan that is used to cover costs until
    more permanent financing is arranged or to cover a portion of costs that are
    expected to be covered by an imminent sale,” which is also “[a]lso termed bridge
    financing”). We think that a reasonable investor would draw this meaning from
    the use of the term.
    Moreover, the term would very likely indicate to a reasonable investor that
    the business owner had more than a hope and a prayer that, during this short
    temporal window, a source of permanent funding would materialize. Stated
    otherwise, it seems implausible that a reasonable investor would interpret the
    41
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    cover letter’s statement, including the term “bridge capital,” to mean, as
    Appellants contend, that the company’s CEO merely harbored the subjective hope
    that “a deal” to provide a permanent source of funding “might transpire.” Aplts.’
    Opening Br. at 33; see, e.g., Omnicare, 575 U.S. at 188–89. That would make
    little commercial sense.
    Thus, even accepting Appellants’ definition of the term “bridge capital,” its
    use in the cover letter’s statement is not, in our view, compatible with Appellants’
    suggestion that the statement effectively amounts to little more than Mr.
    Mahabub’s optimistic daydreaming about a business venture between GenAudio
    and Apple that might take place at some unknown future time. The term conveys
    something more definite both in terms of the occurrence of the contemplated
    permanent funding—here, supposedly through a signed deal with Apple—and the
    timeline for its occurrence, i.e., a short one. The cover letter’s statement did not
    need to spell out a certain end date for a reasonable investor to understand that a
    definite deal was at least contemplated and that there was a reasonable
    expectation (even though not a guarantee) that the deal would come to fruition in
    the short term.
    We conclude that Mr. Mahabub either knew that a reasonable investor
    would attach such a definite meaning to the cover letter’s statement or was
    reckless regarding the risk that a reasonable investor would do so. And because
    no such deal between GenAudio and Apple was imminent, nor a factual basis for
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    any expectation that it was imminent, we are hard pressed to find fault with the
    SEC’s conclusion that “this [cover letter] statement specifically conveys to the
    investor the (false) fact that a deal with Apple was at that present time
    sufficiently close that any money raised would be a short-term ‘bridge’ until such
    a deal can be ‘ink[ed].’” Aplee.’s Resp. Br. at 43 (second alteration in original)
    (first emphasis added) (quoting Aplts.’ App., Vol. V, at 1120).
    Likewise, we conclude that Appellants’ reliance on the bespeaks-caution
    doctrine is unfounded. Forward-looking statements are considered immaterial
    when the defendant has provided “sufficiently specific risk disclosures or other
    cautionary statements . . . to nullify any potentially misleading effect.”
    Grossman, 120 F.3d at 1120. In assessing whether a statement is not actionable
    under this doctrine, we look for evidence of “general, forward looking projections
    dealing with subjects that were dealt with in much greater detail in the cautionary
    sections of the registration statement and amendments thereto.” Id. at 1122
    (emphasis added). The “relevant inquiry concerns the total mix of information
    available to the market at the time of the allegedly fraudulent statements.” Id.
    (citing Basic, Inc. v. Levinson, 
    485 U.S. 224
    , 246 (1988)).
    Overall, “the cautionary statements must be substantive and tailored to the
    specific future projections, estimates or opinions . . . which the plaintiffs
    challenge.” Id. at 1120 (omission in original) (quoting In re Donald J. Trump
    Casino Sec. Litig.-Taj Mahal Litig., 
    7 F.3d 357
    , 371 (3d Cir. 1993)); see In re
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    Prudential Sec. Inc. Ltd. P’ships Litig. (“In re Prudential”), 
    930 F. Supp. 68
    , 72
    (S.D.N.Y. 1996) (“Cautionary language cited to justify application of the doctrine
    must precisely address the substance of the specific statement or omission that is
    challenged.”). Furthermore, as Appellants themselves acknowledge, “cautionary
    language does not protect material misrepresentations or omissions when
    defendants knew they were false when made.” In re Prudential, 
    930 F. Supp. at 72
    ; accord Aplts.’ Opening Br. at 31.
    Here, Appellants contend that the cover letter’s “statement was
    forward-looking in that [Mr.] Mahabub was conveying the need for additional
    capital until GenAudio hopefully inked a deal with Apple at some undetermined
    time in the future.” Aplts.’ Opening Br. at 31 (emphasis omitted). And they
    further contend that this statement was “accompanied by the PPM, which
    contained an extensive discussion of the various risks associated with GenAudio’s
    forward-looking statements” and that this discussion “included a specific warning
    that no transaction had been consummated with the LCEC and there was no
    guarantee any such deal would be consummated in the future.” 
    Id.
     at 31–32
    (citing Aplts.’ App., Vol. VIII, at 1766, 1782, 1800 (PPM, dated Mar. 15, 2010)).
    However, we are not persuaded by Appellants’ line of argument. For
    starters, for the reasons outlined supra, we reject out of hand Appellants’
    characterization of the cover letter’s statement as communicating “the need for
    additional capital until GenAudio hopefully inked a deal with Apple at some
    44
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    undetermined time in the future.” Id. at 31 (emphases added). Briefly stated, the
    cover letter’s statement was more definite than Appellants suggest, both in terms
    of the occurrence of the contemplated permanent funding—here, supposedly
    through a signed deal with Apple—and the timeline for its occurrence, i.e., a short
    one. Borrowing from the language of a case that Appellants themselves rely on,
    Phillip Morris, GenAudio’s cover letter’s statement had the potential to
    “misle[a]d a reasonable investor to believe” that GenAudio was reasonably close
    to “inking” a deal with Apple and needed some money to fund its operations
    during the reasonably short interim period. 75 F.3d at 811. 16
    Moreover, even accepting Appellants’ characterization of the statement as
    forward-looking and putting aside the significant likelihood that the cover letter’s
    statement was knowingly false—and thus outside the protection of the bespeaks-
    caution doctrine, see In re Prudential, 
    930 F. Supp. at
    72—there is nothing in the
    three pages of the record that Appellants point to that could arguably be viewed
    as negating—through detailed and specific disclosures—the misleading effect of
    the cover letter’s statement.
    16
    Far from helping Appellants, Phillip Morris works against them and
    bolsters our reasoning. In Philip Morris, the Second Circuit held that “general
    announcements by Philip Morris that it was ‘optimistic’ about its earnings and
    ‘expected’ Marlboro to perform well,” were mere “puffery” that “cannot have
    misled a reasonable investor to believe that the company had irrevocably
    committed itself to one particular strategy, and cannot constitute actionable
    statements under the securities laws.” 75 F.3d at 811. These statements stand in
    stark contrast to those at issue here.
    45
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    One of three pages, titled “Forward Looking Statements,” applied
    generically to all of the PPM’s statements and related documents, see Aplts.’
    App., Vol. VIII, 1766 (capitalization omitted), and, thus, it did not serve to negate
    in a detailed and specific manner the misleading effect of the cover letter’s
    statement. Furthermore, supposedly because of its purported confidentiality
    obligations under the NDA with the LCEC (i.e., Apple), GenAudio did not offer
    in the remaining two pages anything more than very limited references to its
    interactions with Apple; it certainly did not provide a specific and detailed update
    on the status of its communications with Apple that might work to counteract the
    misleading effect of the cover letter’s statement. See, e.g., id., Vol. X, at 2150
    (SEC Reply Br. in Support of Rev. Mot. of Summ. J., filed Apr. 20, 2018) (noting
    that GenAudio’s “documents failed to make any specific disclosures informing
    investors as to the actual status of GenAudio’s dealings with Apple, including the
    complete absence of negotiations with Apple regarding any licensing or
    acquisition transactions”).
    True, Appellants do highlight a few stray sentences on these pages pointing
    to the fact that no deal with Apple was guaranteed. See id., Vol. VIII, at 1800
    (stating that “there is no guaranty or assurance that any actual transactions will
    occur”). However, this hardly would negate—as a logical and commercially
    practical matter—the misleading import of the cover letter’s statement that a deal
    46
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    with Apple was imminent. Thus, we conclude that Appellants’ reliance on the
    bespeaks-caution doctrine is misguided.
    In sum, we reject Appellants’ challenge related to the March 15 cover letter
    statement.
    5
    Appellants straightforwardly challenge the district court’s determination
    that they violated § 10(b) and Rule 10b-5 in sending the April 30, 2010, email.
    Discerning no merit in this challenge, we reject it. Appellants also make an
    oblique and indirect attack on the court’s determination of § 17(a) liability as to
    the April 30 email; we discuss and summarily reject it.
    a
    Appellants contend that the district court got it wrong when it found that
    they committed violations of § 10(b) and Rule 10b-5 by sending Mr. Mahabub’s
    April 30, 2010, email to an investor stating that Apple was “looking to acquire
    GenAudio’s tech for integration into their entire lineup of product offerings . . .
    and we are now waiting [for the time] when we will initiate negotiations, pending
    the CEO[’s] [approval of] the integrated product rollout strategy and the technical
    implementation strategy that will be presented to the CEO next week!!!” Aplts.’
    App., Vol. V, at 1239. The district court found that Mr. “Mahabub had no
    reasonable basis to claim that the upcoming meeting would encompass an
    47
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    ‘integrated product rollout strategy and [a] technical implementation strategy.’”
    Mahabub, 343 F. Supp. 3d at 1044.
    Appellants now claim that the statement was not made with scienter or even
    negligence because Mr. Mahabub “believed the exec buy-in meeting involved
    such [technical] implementation issues” and he “never guaranteed to the recipient
    of this April 30 email that a deal with Apple would take place.” Aplts.’ Opening
    Br. at 34. In response, the SEC notes that “[a]ll [Appellants] point to in support
    of this contention is [Mr.] Mahabub’s own subjective belief that the meeting at
    issue would discuss ‘such implementation issues,’ a subjective belief that simply
    did not comport with reality.” Aplee.’s Resp. Br. at 44 (citation omitted). The
    SEC is correct.
    Specifically, before April 30, 2010, Mr. Mahabub had no reasonable basis
    in fact to believe that any of the representations at issue—that he made in the
    April 30 email—squared with reality. Stated differently, Mr. Mahabub’s April 30
    representations to the investor were so lacking in real-world substance that, as the
    district court wrote, “[h]e could not have reasonably failed to perceive that he was
    simply making things up as he wrote the relevant documents.” Mahabub, 343 F.
    Supp. 3d at 1046. The fact that Mr. Mahabub may have truly believed that the
    “exec buy-in” meeting—which took place on May 5, 2010—would be the start of
    real, business negotiations, or that such a meeting would include talk about
    business strategies is beside the point. As we have stated supra, irrespective of
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    how Panglossian or rosy Mr. Mahabub’s subjective view was of the state of
    negotiations with Apple, he did not have license under the securities laws to make
    material representations to investors that had no foothold in reality.
    At the time of his April 30 email, Mr. Mahabub had received absolutely no
    confirmation from his Apple contacts that his beliefs were true: that is, no
    confirmation that in the near future (much less the following week) there would
    be a presentation to Apple’s CEO of an integrated product-rollout strategy
    regarding GenAudio’s technology and also regarding a related technical-
    implementation strategy. Indeed, Mr. Hailey—less than five months before, on
    December 16, 2009—had explained to Mr. Mahabub that “[t]he business side of
    things would come into play after we have exec buy-in on the product side.”
    Aplts.’ App., Vol. IV, at 1058 (emphasis added). And it is clear from our
    consideration of the record that Mr. Mahabub had no factual basis for believing
    that the “exec buy-in on the product side” had occurred at the time that he sent
    the April 30 email discussing the “business side of things.” Id.
    In other words, the “exec buy-in” condition precedent for discussing
    business matters with Apple—such as the integrated product-rollout strategy that
    Mr. Mahabub mentioned in his April 30 email—had not been satisfied, and Mr.
    Mahabub had no factual basis for believing that it had been. Furthermore, as we
    have previously suggested, even if Apple failed to disabuse Mr. Mahabub of his
    fanciful beliefs regarding the status of GenAudio’s negotiations with Apple, that
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    would not relieve him of his personal duty under the securities laws not to falsely
    or recklessly make material representations devoid of any factual basis to
    investors.
    Mr. Mahabub’s correspondence with Apple on May 5, 2010—the day of the
    “exec buy-in” meeting—further undercuts Appellants’ challenge by attesting to
    the still-incipient stage of GenAudio’s business interactions with Apple around
    the time (indeed after) he sent the April 30 email to the prospective investor. As
    outlined earlier, in the May 5 email, Mr. Mahabub offered to travel to Apple’s
    headquarters to assist his Apple contacts, like Mr. Tiscareno, in explaining
    GenAudio’s technology during the meeting. Mr. Tiscareno’s response is telling
    in shedding light on the early stage of GenAudio’s dealings with Apple.
    Specifically, Mr. Tiscareno stated that he and Mr. Hailey were “pitching
    [GenAudio’s technology] as a concept” to Apple executives and, if those
    executives agreed that the “concept” was a “great idea” then there would be
    further questions from Apple. Id., Vol. V, at 1222 (emphases added).
    In other words, far from discussing business details related to a product-
    rollout or technical-implementation strategy for GenAudio’s technology—as Mr.
    Mahabub indicated in his April 30 email to the investor—Apple’s “exec buy-in”
    meeting was intended by Mr. Tiscareno to address first principles, such as
    whether the “idea” or “concept” that GenAudio’s technology illustrated was a
    “great” one. Id. And there is no indication in the record that Mr. Tiscareno or
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    GenAudio’s other contacts at Apple had ever previously told Mr. Mahabub
    anything to the contrary. Thus, Mr. Tiscareno’s response paints a picture of the
    incipient nature of GenAudio’s business dealings with Apple around the time
    (indeed after) Mr. Mahabub sent his April 30 email—a picture that is at odds with
    the one the April 30 email reflected, with its talk of business matters like a
    product rollout strategy.
    Thus, in light of the foregoing, we have little difficulty concurring with the
    district court’s assessment: Mr. Mahabub “could not have reasonably failed to
    perceive that he was simply making things up as he wrote” the April 30 email.
    Mahabub, 343 F. Supp. 3d at 1046. Notwithstanding any contrary subjective
    beliefs that Mr. Mahabub may have harbored, we conclude that he acted at least
    recklessly (if not knowingly) in violation of the proscriptions of § 10(b) and Rule
    10b-5 when he made the at-issue representations in the April 30 email.
    b
    As noted, the district court determined in only one instance—as to the April
    30 email—that Appellants also violated § 17(a)(2) of the Securities Act.
    Appellants specifically mention § 17(a)(2) in the Table of Contents and Statement
    of the Issues portions of their Opening Brief (though they are silent about this
    statutory violation in their Reply Brief). See Aplts.’ Opening Br. at i (Table of
    Contents) (“District Court’s determination Defendants were liable under Section
    17(a) and 10b-5 was defective because genuine issues of material fact exist.”); id.
    51
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    at 1 (Statement of the Issues) (“Whether the district court erred by concluding
    Appellants were liable for . . . one misrepresentation pursuant to 15 U.S.C.
    § 77q(a)(2) . . . .”). However, we cannot discern from Appellants’ briefing any
    argument concerning the court’s liability determination under § 17(a)(2) as to the
    April 30 email that is distinct from their arguments attacking the court’s finding
    of liability under § 10(b) and Rule 10b-5 as to the same email. See supra note 14.
    Appellants thus challenge the mental-state element of the court’s § 17(a)(2)
    liability finding—as they did regarding the court’s liability finding as to § 10(b)
    and Rule 10b-5. As such, we summarily reject Appellants’ argument.
    Recall that, unlike violations of § 10(b) and Rule 10b-5, which require the
    SEC to establish scienter or recklessness, a violation of § 17(a)(2) merely requires
    a showing of negligence. See, e.g., Smart, 
    678 F.3d at
    856–57. Thus, because we
    already have determined that Mr. Mahabub was at least reckless in sending the
    April 30 email, his mental state necessarily was sufficient for the imposition of
    § 17(a)(2) liability (where only negligence must be shown) for the same email.
    Cf. Aplee.’s Resp. Br. at 39 n.9 (“Because there is no dispute that defendants
    acted with scienter, they necessarily acted with at least negligence as required for
    the violation of Section 17(a)(2) the district court found as a matter of law with
    respect to the April 30, 2010 statement.”). Accordingly, Appellants’§ 17(a)(2)
    argument fails.
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    6
    Appellants next challenge the district court’s § 10(b) and Rule 10b-5
    liability determination concerning Mr. Mahabub’s August 1, 2010, investor letter
    claiming that Mr. Jobs had requested “a ‘hand-shake’ meeting” with Mr. Mahabub
    “[i]n the very near future,” Aplts.’ App., Vol. V, at 1313—a representation that
    the district court described as a “blatant lie,” Mahabub, 343 F. Supp. 3d at 1044.
    Appellants contend that this statement was not material because “a reasonable
    investor would not care about [Mr.] Mahabub’s in-person interactions with Steve
    Jobs.” Aplts.’ Opening Br. at 40. They reason that “all a reasonable investor
    would care about was” the following: that Apple’s CEO “Jobs himself had
    green-lighted the project” in the May 6 exec buy-in meeting; and that this was the
    “‘final milestone’ to be reached before a deal with Apple to acquire GenAudio’s
    technology.” Id. (quoting Aplts.’ App., Vol. VI, at 1597). And Mr. Mahabub
    “reasonably believed” all of this was true. Id. at 39–40.
    For its part, the SEC declares that “[i]t is beyond dispute that a reasonable
    investor would have wanted to know that no such meeting (in ‘the very near
    future’ or otherwise) had ever been requested and that [Mr.] Mahabub was simply
    making up the nature of his contacts with Apple’s senior management.” Aplee.’s
    Resp. Br. at 45 (citing SEC v. Texas Gulf Sulphur Co. (“Texas Gulf”), 
    401 F.2d 833
    , 849 (2d Cir. 1968)). Indeed, the district court summarily rebuffed a like
    53
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    argument by Appellants regarding the August 1 statement, labeling their argument
    “frankly laughable.” Mahabub, 343 F. Supp. 3d at 1045 n.14.
    The SEC has the better of this dispute. We are hard pressed to understand
    why it would not have been material to a reasonable investor that the CEO of the
    company that GenAudio was negotiating with regarding the use of its technology
    affirmatively requested a hand-shake meeting in “the very near future” with
    GenAudio’s CEO, Mr. Mahabub. That is so because, if Steve Jobs (then-CEO of
    Apple) actually had made this request, this fact almost certainly would have had a
    significant effect on a reasonable investor’s assessment of the likelihood that
    GenAudio would strike a deal with Apple and perhaps also regarding the timing
    of any such deal, given that Mr. Jobs supposedly wanted the hand-shake meeting
    to take place in “the very near future.”
    And that effect on a reasonable investor’s assessment—it seems hard to
    dispute—would have been favorable to GenAudio and, more specifically,
    enhanced the appeal of its stock. See Texas Gulf, 
    401 F.2d at 849
     (“Material facts
    include not only information disclosing the earnings and distributions of a
    company but also those facts which affect the probable future of the company and
    those which may affect the desire of investors to buy, sell, or hold the company’s
    securities.”); see also Grossman, 120 F.3d at 1119 (“A statement or omission is
    only material if a reasonable investor would consider it important in determining
    whether to buy or sell stock.”); Texas Gulf, 
    401 F.2d at 849
     (noting that the
    54
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    concept of materiality “encompasses” those facts that might affect a stock’s
    value, when reasonably and objectively considered by an investor (quoting List v.
    Fashion Park, Inc., 
    340 F.2d 457
    , 462 (2d Cir. 1965)). Appellants have cited no
    authority that would lead us to question this reasoning.
    Moreover, Appellants’ more specific contentions also are unpersuasive.
    The fact that a reasonable investor would have deemed it material that Apple’s
    then-CEO, Mr. Jobs, (ostensibly) “gave the green light to proceed with GenAudio,
    and that this green light was the ‘final milestone’ to be reached before a deal with
    Apple to acquire GenAudio’s technology,” Aplts.’ Opening Br. at 40 (quoting
    Aplts.’ App., Vol. VI, at 1597), would not necessarily render all other facts
    concerning a prospective deal between GenAudio and Apple immaterial. Logic
    and common sense validate this. In particular, news of Mr. Jobs’s (ostensible)
    request for a hand-shake meeting with Mr. Mahabub still could have been
    important to a reasonable investor because the request reasonably could have been
    interpreted as an indicator of Mr. Jobs’s level of purported enthusiasm about
    GenAudio’s technology and his respect for GenAudio’s CEO, Mr. Mahabub.
    But the reality is that this is hardly a circumstance—such as Appellants
    conceive—where a reasonable investor would have had the opportunity to
    consider accurate information concerning the green-light scenario—involving Mr.
    Jobs’s checking the final box in the May 6 meeting—side-by-side with
    information concerning the hand-shake request and to weigh the relative
    55
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    importance of the two matters. The green-light scenario was chimerical—the
    product of Mr. Mahabub’s imagination and nothing more. There was no basis in
    fact for Mr. Mahabub to reasonably believe in the truth of that scenario. See
    Aplts.’ App., Vol. V, at 1222 (Tiscareno email to Mr. Mahabub) (“Michael
    [Hailey] and I are pitching [in the May 6 meeting] this as a concept, and our
    proof of concept is what you developed for us. . . . Once we get the go ahead that
    this is a great idea. . . . Then we sort of start over internally. . . . We have to get
    to first base[.]” (emphases added)); see also 
    id.,
     Vol. VI, at 1597 (Tiscareno
    describing the plan for the May 6 meeting in his deposition, noting that Mr.
    Hailey “worked hard[] [to] put together a presentation” regarding “why we think
    this kind of product—it didn’t have to be GenAudio . . . this idea would benefit
    iPod or iPhone” (emphasis added)).
    Lastly, whether Mr. Mahabub reasonably believed that Mr. Jobs would be
    present at that meeting is of no consequence. Even if we “assume,” as the district
    court did, that Mr. Mahabub had a reasonable misunderstanding concerning
    whether Mr. Jobs would be present at the meeting, Mahabub, 343 F. Supp. 3d at
    1044; see supra note 3, that misunderstanding would not alter the truth that the
    green-light scenario was fanciful at best. We cannot seriously quarrel with the
    district court’s view that the August 1 statement was tantamount to a “blatant lie,”
    id.; at the very least, Mr. Mahabub made the statement in reckless disregard of the
    relevant facts.
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    In sum, for the foregoing reasons, we reject Appellants’ challenge to the
    district court’s finding of liability as to the August 1 statement.
    7
    Finally, Appellants challenge the district court’s liability finding under
    § 10(b) and Rule 10b-5 regarding Mr. Mahabub’s March 29, 2011, email to
    shareholders that certain new agreements would completely prohibit him from
    mentioning the LCEC in future correspondence, including in the upcoming 2011
    Offering. 17 Staying true to their pattern of arguments, Appellants again rely on
    Mr. Mahabub’s supposedly reasonable belief that Apple’s request for further
    agreements meant those new agreements would be more restrictive. According to
    Appellants, Mr. Mahabub’s belief was reasonable because Appellants “had
    already signed Apple’s standard non-disclosure agreement,” and “GenAudio had
    discussed signing additional (presumably more restrictive) NDAs with Apple on
    several other prior occasions.” Aplts.’ Opening Br. at 41. Accordingly,
    Appellants conclude, “Apple’s request” that Mr. Mahabub sign a “new set” of
    agreements “created the reasonable implication” that “interest” in AstoundSound
    “was increasing to such a degree new agreements needed to be entered into.” Id.
    17
    As explained earlier, this March 29, 2011, email was sent after Mr.
    Mahabub asked for broken-down iMacs from Apple, with Apple requiring him to
    first sign certain evaluation agreements before he could receive them. No
    evidence in the record indicates that Mr. Mahabub sought details on the nature of
    the evaluation agreements.
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    The SEC responds that, “even assuming (with no basis in fact to do so) that
    it was reasonable to assume the agreements would be more restrictive, that still
    provides no basis for [Mr.] Mahabub’s statement that they would be so restrictive
    as to prohibit even the mention in correspondence of Apple’s name.” Aplee.’s
    Resp. Br. at 46. The SEC avers that Appellants’ “[f]anciful speculation” is not
    enough to overcome summary judgment. Id.
    As with our consideration of Appellants’ other challenges, we conclude that
    the substance of the SEC’s line of argument here is more persuasive. As we have
    now repeatedly said, in so many words, it is not enough that Mr. Mahabub
    “believes [his own] opinion (however irrationally).” Omnicare, 575 U.S. at 189.
    Mr. Mahabub’s statements also must “fairly align[] with the information in [his]
    possession at the time.” Id. And, at the time of the March 29, 2011, email, Mr.
    Mahabub knew that the evaluation agreements he needed to sign pertained to the
    broken-down iMacs he himself requested from Apple. He thus knew—or was
    reckless in disregarding the fact—that without his own request for the broken-
    down iMacs, those evaluation agreements would never have been on the table.
    He further knew—or was reckless in disregarding the fact—that there were no
    signs in the prior interactions between GenAudio and Apple that would have
    permitted one to reasonably conclude that Apple’s condition that the agreements
    be executed implied that Apple’s interest in GenAudio’s technology was
    increasing and, more specifically, that the negotiations between the two
    58
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    companies had progressed so far that even the name LCEC (i.e., Apple) could not
    be uttered.
    Even if Mr. Mahabub genuinely held a subjective belief that there was such
    a nexus between Apple’s request for the signed evaluation agreements and
    Apple’s ostensibly increasing interest in GenAudio’s technology, the securities
    laws would not countenance his sending the March 201l email. The district court
    correctly suggested the likely state of affairs: as Mr. Mahabub well knew (or at
    least recklessly disregarded), the natural effect of the email was to “tease[]
    shareholders” about forward progress in GenAudio’s business negotiations with
    Apple, Mahabub, 343 F. Supp. 3d at 1044—which a reasonable investor would
    have deemed to be material information.
    ***
    In sum, based on the foregoing, we conclude that Appellants’ substantive
    challenges to the district court’s determination that the six statements at issue
    violated the securities laws are without merit.
    8
    Before closing the book on our consideration of these six statements,
    however, we are obliged to acknowledge Appellants’ view that, for procedural
    reasons, the district court was wrong to consider certain statements in assessing
    their liability for securities-law violations. Specifically, Appellants point to the
    March 10 email, and the two statements therein, and claim that “the SEC should
    59
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    not have been permitted to rely on this alleged misrepresentation because it was
    not disclosed during discovery.” Aplts.’ Opening Br. at 21; Aplts.’ Reply Br. at
    3–6. Citing Federal Rule of Civil Procedure 26(e), 18 Appellants argue that a party
    “who has responded to an interrogatory . . . must supplement or correct its
    disclosure or response in a timely manner if the party learns that in some material
    respect the disclosure or response is incomplete or incorrect.” Aplts.’ Opening
    Br. at 21 (omission in original) (quoting F ED . R. C IV . P. 26(e)). And upon failure
    to provide the requisite information, “the party is not allowed to use that
    18
    Rule 26(e) provides:
    (1) In General. A party who has made a disclosure under Rule
    26(a)—or who has responded to an interrogatory, request for
    production, or request for admission—must supplement or correct
    its disclosure or response:
    (A) in a timely manner if the party learns that in some
    material respect the disclosure or response is incomplete or
    incorrect, and if the additional or corrective information has not
    otherwise been made known to the other parties during the
    discovery process or in writing; or
    (B) as ordered by the court.
    (2) Expert Witness. For an expert whose report must be
    disclosed under Rule 26(a)(2)(B), the party’s duty to supplement
    extends both to information included in the report and to
    information given during the expert’s deposition. Any additions
    or changes to this information must be disclosed by the time the
    party’s pretrial disclosures under Rule 26(a)(3) are due.
    F ED . R. C IV . P. 26(e) (indentations altered).
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    information ‘to supply evidence on a motion.’” Id. (quoting F ED . R. C IV . P.
    37(c)(1)). 19
    Appellants claim that these procedural rules apply here and should have
    barred the SEC’s reliance on the representations of the March 10 email because
    “[t]he first time the SEC relied on this alleged misrepresentation was in its
    revised motion for summary judgment, long after the close of discovery.” Aplts.’
    Opening Br. at 21. Responding, the SEC writes that “[s]ince [Appellants] were
    able to address this misstatement fully at summary judgment, they fail to
    articulate any prejudice.” Aplee.’s Resp. Br. at 39 n.11.
    The parties do not explicitly propose a standard of review suitable for
    Appellants’ discovery-related argument. Without adversarial testing, we are
    reluctant to definitively opine on the matter. Thus, we assume without deciding
    that the appropriate standard of review is abuse of discretion. In this regard, “[i]t
    is well settled in this circuit that we can consider only admissible evidence in
    reviewing an order granting summary judgment.” Wright-Simmons v. City of
    Oklahoma City, 
    155 F.3d 1264
    , 1268 (10th Cir. 1998) (quoting Gross v. Burggraf
    Constr. Co., 
    53 F.3d 1531
    , 1541 (10th Cir. 1995)). And “[a] trial court’s
    19
    Rule 37(c)(1) states, in relevant part, that, “[i]f a party fails to
    provide information or identify a witness as required by Rule 26(a) or (e), the
    party is not allowed to use that information or witness to supply evidence on a
    motion, at a hearing, or at a trial, unless the failure was substantially justified or
    is harmless.” F ED . R. C IV . P. 37(c)(1).
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    evidentiary rulings” are reviewed for abuse of discretion. Hinds v. Gen. Motors
    Corp., 
    988 F.2d 1039
    , 1047 (10th Cir. 1993); see Bryant v. Farmers Ins. Exch.,
    
    432 F.3d 1114
    , 1122 (10th Cir. 2005) (noting that “[w]e review a district court’s
    ruling on the admissibility of evidence for an abuse of discretion”); accord Castro
    v. DeVry Univ., Inc., 
    786 F.3d 559
    , 578 (7th Cir. 2015) (“We review only for
    abuse of discretion a district court’s ruling on the admissibility of evidence on
    summary judgment.”); cf. L. Co. v. Mohawk Const. & Supply Co., 
    577 F.3d 1164
    ,
    1170 (10th Cir. 2009) (noting that we “review a district court’s refusal to
    consider evidence at the summary judgment stage for abuse of discretion”
    (emphasis added)); Sports Racing Servs., Inc. v. Sports Car Club of Am., Inc., 
    131 F.3d 874
    , 894 (10th Cir. 1997) (“Like other evidentiary rulings, we review a
    district court’s decision to exclude evidence at the summary judgment stage for
    abuse of discretion.”).
    A court abuses its discretion when the ruling is “arbitrary, capricious,
    whimsical, or manifestly unreasonable.” Coletti v. Cudd Pressure Control, 
    165 F.3d 767
    , 777 (10th Cir. 1999) (quoting FDIC v. Oldenburg, 
    34 F.3d 1529
    , 1555
    (10th Cir. 1994)). Further, “[a]n abuse of discretion occurs where a decision is
    premised on an erroneous conclusion of law or where there is no rational basis in
    the evidence for the ruling.” Planned Parenthood of Kan. v. Andersen, 
    882 F.3d 1205
    , 1223 (10th Cir. 2018) (quoting N.M. Dep’t of Game & Fish v. U.S. Dep’t of
    Interior, 
    854 F.3d 1236
    , 1245 (10th Cir. 2017)), cert. denied, 139 S. Ct. (2018).
    62
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    However, our review would not end with a determination that the court
    abused its discretion. Under Rule 61 of the Federal Rules of Civil Procedure,
    “the court must disregard all errors and defects that do not affect any party’s
    substantial rights.” F ED . R. C IV . P. 61; see Bridges v. Wilson, 
    996 F.3d 1094
    ,
    1099 (10th Cir. 2021) (“[E]ven if the trial court is mistaken, it will not be
    reversed unless its ruling results in substantial prejudice, or had a substantial
    effect on the outcome of the case.” (alteration in original) (quoting 12 Moore’s
    Fed. Prac. – Civ. § 61.02 at 61-4 (2021))). “Harmless-error doctrine is not
    technical.” Bridges, 996 F.3d at 1099. “The appellate court exercises common
    sense, trying to make a ‘realistic assessment’ of the ‘practical likelihood’ that the
    result in the district court would have been different had the error not occurred.”
    Id. (quoting Wills v. Brown Univ., 
    184 F.3d 20
    , 30 (1st Cir. 1999)); see also Hill
    v. J.B. Hunt Transp., Inc., 
    815 F.3d 651
    , 659 (10th Cir. 2016) (“An error affecting
    a substantial right of a party is an error which had a substantial influence or
    which leaves one in grave doubt as to whether it had such an effect on the
    outcome.” (quoting McInnis v. Fairfield Cmtys., Inc., 
    458 F.3d 1129
    , 1142 (10th
    Cir. 2006))).
    In assessing Appellants’ procedural challenge, we believe that the SEC’s
    prejudice argument—though not fulsome—leads to the correct conclusion. In
    effect, the SEC intimates that, irrespective of whether the district court erred by
    admitting and considering the representations of the March 10 email, the error
    63
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    was harmless—reasoning that Appellants were not substantially prejudiced by any
    such error nor is there any reasonable basis now for concluding that the result of
    the proceeding would have been different. Even without much help from the
    SEC’s briefing, this conclusion is patent to us from the record.
    First, as the SEC specifically notes, Appellants were able to fully address
    the March 10, 2010, email at the summary judgment stage through their response
    to the SEC’s revised motion for summary judgment. To be sure, GenAudio
    explicitly complained that the SEC “failed to include this alleged
    misrepresentation in its response to GenAudio’s interrogatory requesting
    identification of each alleged misrepresentation” and thus reasoned that, as a
    consequence, the SEC “cannot rely on that alleged misrepresentation here.”
    Aplts.’ App., Vol. VI, at 1517–18. But GenAudio did not stop there. GenAudio
    then proceeded to fully discuss the merits of the statements found in the March 10
    email—alleging that Mr. Mahabub did not make those statements with scienter or
    negligence, and that the statements were not false because of his reasonable
    belief. See 
    id.
     at 1518–19. Furthermore, for his part, Mr. Mahabub incorporated
    GenAudio’s arguments in full. See 
    id.,
     Vol. IX, at 2024 (Def. Mahabub’s Opp’n
    to Pl.’s Rev. Mot. for Summ. J., filed Mar. 30, 2018).
    Thus, it is clear to us, as the SEC suggests, that any error regarding the
    district court’s admission of the March 10 email was harmless because Appellants
    had a full and fair opportunity to respond to the SEC’s arguments—first, to argue
    64
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    against the admission of the March 10 email, and then to address on the merits the
    substance of the SEC’s contentions. Cf. Jacobsen v. Deseret Book Co., 
    287 F.3d 936
    , 953 (10th Cir. 2002) (explaining the purposes of Rule 26 disclosures,
    particularly regarding expert testimony, and noting “to avoid prejudice, [a party]
    need[s] to know the substance of the experts’ testimony” (emphasis added)), cert.
    denied, 
    537 U.S. 1066
     (2002); O’Donnell v. Ga. Osteopathic Hosp., Inc., 
    748 F.2d 1543
    , 1549 (11th Cir. 1984) (explaining that the disclosure requirements of
    Rule 26(e)(2) prevent parties from becoming “prejudicially surprised” by
    evidence and testimony and from going through a “trial by ambush” (first quoting
    Shelak v. White Motor Co., 
    581 F.2d 1155
    , 1159 (5th Cir. 1978), then quoting
    Dilmore v. Stubbs, 
    636 F.2d 966
    , 969 n.2 (5th Cir. 1981))), abrogated on other
    grounds by Lindsey v. Am. Cast Iron Pipe Co., 
    810 F.2d 1094
    , 1102 (11th Cir.
    1987); Dilmore, 
    636 F.2d at
    969 n.2 (“The rules of discovery are designed to
    narrow and clarify the issues and give the parties mutual knowledge of all
    relevant facts, thereby preventing surprise. Although defendants did not receive
    the name of [plaintiff’s] expert until three weeks prior to trial, they were well
    aware of the issues in the case, and [plaintiff’s] proffer of [the expert’s] testimony
    presented no new issues for defendants to meet.”); cf. also Woodworker’s Supply,
    Inc. v. Principal Mut. Life Ins. Co., 
    170 F.3d 985
    , 993 (10th Cir. 1999)
    (explaining that, in the context of determining whether a district court’s
    imposition of sanctions under Rule 37(c)(1) is warranted, the following factors
    65
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    are weighed to determine if a Rule 26 violation is harmless such that no sanction
    should be imposed: “(1) the prejudice or surprise to the party against whom the
    testimony is offered; (2) the ability of the party to cure the prejudice; (3) the
    extent to which introducing such testimony would disrupt the trial; and (4) the
    moving party’s bad faith or willfulness” (emphasis added)).
    In any event, and perhaps more importantly, there is not a reasonable basis
    for concluding that, even if the district court had excluded the March 2010 email,
    the result of the proceeding would have been different. As evident from our
    detailed discussion supra, the remaining four statements provided ample support
    for the district court’s judgment in favor of the SEC—more specifically, its
    determination that Appellants violated § 10(b) and Rule 10b-5.
    Those four statements contained fabrications, fanciful facts, and
    lies—blatant and implicit—regarding material matters related to GenAudio’s
    negotiations with Apple. Standing alone, they would have provided a sturdy and
    sufficient foundation for the district court’s conclusion that Appellants acted in
    contravention of § 10(b) and Rule 10b-5. In other words, even if the district erred
    in admitting and considering the statements contained in the March 2010 email,
    we are convinced that the result of the proceeding would not have been
    different. 20 See Hill, 815 F.3d at 659; see also 36 C.J.S. Federal Courts § 658,
    20
    Appellants in their Reply Brief also claim that the district court
    improperly considered the March 10 email because the SEC withdrew that email
    (continued...)
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    Westlaw (database updated Feb. 2022) (“The court of appeals should not reverse
    any judgment unless it believes that such error as was committed materially
    affected the merits of the action. Thus, for example, where the court of appeals
    concludes that the result would necessarily have been the same, the error is
    harmless.” (footnotes omitted)); F EDERAL T RIAL H ANDBOOK : C IVIL § 9:45,
    Westlaw (database updated Oct. 2021) (“In deciding this question, the court must
    determine whether the result would have been different had the error not
    occurred.”).
    20
    (...continued)
    from summary-judgment consideration—an argument which prompted the SEC to
    file a motion to file a sur-reply in the event that we decide that Appellants’
    withdrawal argument has merit. See Aplts.’ Reply Br. at 4–5; Aplee.’s Mot. for
    Leave to File Sur-Reply. However, Appellants’ argument gives us no pause.
    Under more than one theory, Appellants have waived this late-blooming
    argument. First, although Appellants did argue before the district court and in
    their Opening Brief that the district court erred in considering the March 10
    email, they did not argue—either before the district court or here in their Opening
    Brief—that the court erred because the SEC withdrew the email from
    consideration. Accordingly, Appellants forfeited their withdrawal argument
    before the district court and, because they do not seek plain-error review before
    us, they have effectively waived it. See, e.g., Havens v. Colo. Dep’t of Corr., 
    897 F.3d 1250
    , 1259 (10th Cir. 2018) (“We conclude that [the plaintiff] has forfeited
    the argument that Title II validly abrogates sovereign immunity as to his claim by
    failing to raise this argument before the district court, and he has effectively
    waived the argument on appeal by not arguing under the rubric of plain error.”).
    Furthermore, Appellants have waived their withdrawal argument by presenting it
    for the first time in their Reply Brief. See, e.g., United States v. Bass, 
    661 F.3d 1299
    , 1301 n.1 (10th Cir. 2011) (noting that “[w]e decline to consider arguments
    raised for the first time in a reply brief” (quoting United States v. Murray, 
    82 F.3d 361
    , 363 n.3 (10th Cir. 1996))), cert. denied, 
    566 U.S. 914
     (2012). Thus, we
    decline to consider this argument. And, as a consequence, we deny the SEC’s
    motion to file a sur-reply as moot.
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    C
    We now turn to Appellants’ second issue. That is, whether the district
    court erred when it held them liable for the unregistered offer or sale of
    securities.
    “Sections 5(a) and (c) of the [1933] Securities Act, 15 U.S.C. § 77e(a), (c),
    make it unlawful to offer or sell a security in interstate commerce if a registration
    statement has not been filed as to that security, unless the transaction qualifies for
    an exemption from registration.” SEC v. Gordon, 522 F. App’x 448, 450 (10th
    Cir. 2013) (unpublished) (alteration in original) (quoting SEC v. Platforms
    Wireless Int’l Corp., 
    617 F.3d 1072
    , 1085 (9th Cir. 2010)). 21 To make a prima
    facie case under §§ 5(a) and (c), the following elements must be shown: “(1) no
    registration statement was in effect as to the securities, (2) the defendant sold or
    offered to sell these securities, and (3) interstate transportation or communication
    and the mails were used in connection with the sale or offer of sale.” SEC v.
    Levin, 
    849 F.3d 995
    , 1001 (11th Cir. 2017) (quoting SEC v. Cont’l Tobacco Co.,
    
    463 F.2d 137
    , 155 (5th Cir. 1972)); see also SEC v. Calvo, 
    378 F.3d 1211
    ,
    1214–15 (11th Cir. 2004).
    21
    We recognize that the unpublished cases cited herein are not binding
    on us. We nevertheless find them to be persuasive and helpful to our analysis; on
    this basis, we rely on them. See, e.g., United States v. Engles, 
    779 F.3d 1161
    ,
    1162 n.1 (10th Cir. 2015).
    68
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    There are exemptions to the rule, however, including: (1) the private-
    offering exemption, see 15 U.S.C. § 77d(a)(2); and (2) the Rule 506 safe-harbor
    exemption, see 
    17 C.F.R. §§ 230.502
    (b), 230.506. These can be asserted as
    affirmative defenses. At trial, the “burden of proof is clearly upon” those
    litigants “claiming [the exemption’s] benefit, as public policy strongly supports
    registration.” See Quinn & Co. v. SEC, 
    452 F.2d 943
    , 945–46 (10th Cir. 1971)
    (footnote omitted), cert. denied, 
    406 U.S. 957
     (1972).
    Appellants allege the two foregoing exemptions are applicable here.
    Before turning to the merits of their arguments, we clarify at the outset the scope
    of their challenge: specifically, we conclude that their arguments only implicate
    GenAudio’s § 5 liability, not Mr. Mahabub’s § 5 liability. In this regard, the
    district court noted the SEC’s threshold contention that Mr. Mahabub could not
    invoke the exemptions: “The SEC’s summary judgment motion explicitly argues
    that [Mr.] Mahabub cannot invoke either the private offering exemption or Rule
    506 because the statute and regulation both apply specifically to the ‘issuer,’ and
    GenAudio, not [Mr.] Mahabub, was the issuer of GenAudio’s securities.”
    Mahabub, 343 F. Supp. 3d at 1039.
    The district court further observed that Appellants did not challenge this
    assertion and, therefore, it deemed any such challenge waived: “The Court
    accordingly deems the argument conceded. [Mr.] Mahabub cannot rely on the
    private offering exemption or Rule 506, so summary judgment is appropriate in
    69
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    favor of the SEC and against [Mr.] Mahabub on the SEC’s claim that [Mr.]
    Mahabub sold unregistered securities.” Id. Before us, Appellants do not attempt
    to attack the district court’s waiver ruling. Compare Aplts.’ Opening Br. at
    42–45 (making no attempt to challenge the district court’s waiver ruling
    prohibiting Mr. Mahabub from invoking the exemptions), with Aplee.’s Resp. Br.
    at 26 n.4 (noting that, in the district court, Mr. “Mahabub had conceded that these
    exceptions only apply to the issuer of a security, and that [Mr.] Mahabub was not
    the issuer,” and turning to a discussion of GenAudio’s liability).
    Consequently, we deem such an appellate challenge waived. See, e.g.,
    Home Loan Inv. Co. v. St. Paul Mercury Ins. Co., 
    827 F.3d 1256
    , 1268 (10th Cir.
    2016). More specifically, we do not concern ourselves with Mr. Mahabub’s § 5
    liability; that is not an open question here. Instead, we turn to the merits of
    Appellants’ challenges to the district court’s two exemption rulings, as they relate
    to GenAudio’s § 5 liability. We conclude that Appellants’ challenges lack merit.
    1
    We first review Appellants’ contention that the private-offering exemption
    saves GenAudio from liability. Section 4(a)(2) of the Securities Act provides an
    exemption from that Act’s registration provisions for private offerings. See 15
    U.S.C. § 77d(a)(2) (providing that the registration provisions “shall not apply
    to . . . transactions by an issuer not involving any public offering”). “An offering
    is considered private only if limited to investors who have no need for the
    70
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    protection provided by registration.” United States v. Arutunoff, 
    1 F.3d 1112
    ,
    1118 (10th Cir. 1993); see Lively v. Hirschfeld, 
    440 F.2d 631
    , 632 (10th Cir.
    1971)). In assessing whether an offering is “sufficiently limited[,] courts focus
    on such factors as: (1) the number of offerees; (2) the sophistication of the
    offerees, including their access to the type of information that would be contained
    in a registration statement; and (3) the manner of the offering.” Id.; see also
    Mark v. FSC Sec. Corp., 
    870 F.2d 331
    , 333 (6th Cir. 1989) (noting “several
    factors [that] are significant” in “determining whether a securities offering is
    exempt from registration under the general language of § 4[(a)](2),” including
    “the number of offerees” and “the manner of the offering”).
    “The so-called private offering exemption is an affirmative defense which
    must be raised and proved by the defendant.” Swenson v. Engelstad, 
    626 F.2d 421
    , 425 (5th Cir. 1980); see SEC v. Ralston Purina Co., 
    346 U.S. 119
    , 126
    (1953) (“Keeping in mind the broadly remedial purposes of federal securities
    legislation, imposition of the burden of proof on an issuer who would plead the
    exemption seems to us fair and reasonable.”); Lively, 
    440 F.2d at 632
     (“[I]t was,
    and is, recognized by the parties that a defendant seeking to come within the
    nonpublic offering exemption has the burden to so prove his position.”).
    Here, Appellants argue that “[t]he SEC failed to meet its burden by
    explaining why Section 4[(a)](2) did not exempt registration of either
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    offering of GenAudio securities.” Aplts.’ Opening Br. at 43. They then refer to
    the general principle that “for issues on which the non-movant would bear the
    burden of proof at trial, the moving party must show that there is an absence of
    evidence to support the non-movant’s case.” 
    Id.
     The SEC succinctly counters by
    stating “it was [Appellants’] burden to provide evidence from which a jury could
    find that the exemption applied; having failed to do so, summary judgment on the
    [SEC’s] Section 5 claims was appropriate.” Aplee.’s Resp. Br. at 50–51.
    We believe that the SEC prevails in this dispute. Appellants do not argue
    that the SEC failed to satisfy its burden on summary judgment of establishing its
    prima facie case. Consequently, as noted, the burden of proof rested with
    Appellants to show that the private-offering exemption applied on these facts.
    And, referencing the record and the relevant law in its summary-judgment
    briefing, the SEC pointed out what it perceived to be the deficiencies in
    Appellants’ evidentiary showing regarding the private-offering exemption. In this
    regard, it argued the following:
    GenAudio is not entitled to the private offering exemption under
    Section 4(a)(2). It cannot produce any evidence establishing it
    engaged in a private versus public offering, because it cannot
    identify to whom it offered the stock, its relationship with the
    offerees, the nature, scope, size, type and manner of the offering.
    . . . The undisputed facts are fatal to GenAudio’s claimed
    exemption.
    Aplts.’ App., Vol. II, at 378.
    72
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    The upshot is that, as movant, the SEC had done all that it was required to
    do to secure summary judgment—absent Appellants demonstrating a genuine
    dispute of material fact. In other words, the SEC’s motion effectively placed the
    onus on Appellants to demonstrate the existence of such a genuine dispute. See,
    e.g., Harper v. Del. Valley Broads., Inc., 
    743 F. Supp. 1076
    , 1090 (D. Del. 1990)
    (“A party resisting summary judgment cannot expect to rely on the bare assertions
    or mere cataloguing of affirmative defenses. The requirement of pointing to
    specific facts to defeat a summary judgment motion is especially strong when the
    nonmoving party would bear the burden of proof at trial, as these defendants
    would on the affirmative defenses they plead.” (citations omitted)), aff’d, 
    932 F.2d 959
     (3d Cir. 1991); see also Celotex, 
    477 U.S. at
    323–24 (noting that “a
    party seeking summary judgment always bears the initial responsibility of
    informing the district court of the basis for its motion, and identifying those
    portions of [the record] which it believes demonstrate the absence of a genuine
    issue of material fact” but under Rule 56 “the nonmoving party [who] will bear
    the burden of proof at trial on a dispositive issue” must “go beyond the pleadings
    and by her own” record showing demonstrate a genuine dispute for trial); cf. 10B
    Mary Kay Jane, F EDERAL P RACTICE & P ROCEDURE § 2734 (4th ed), Westlaw
    (database updated Apr. 2021) (noting that “a claimant’s motion for summary
    judgment should be denied when any defense presents significant fact issues that
    should be tried” (emphasis added) (footnote omitted)). From our consideration of
    73
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    the arguments before us and the record, it is clear that Appellants made no such
    evidentiary showing that would have precluded summary judgment.
    The district court agreed with the SEC’s view that GenAudio was “‘unable
    to provide information as to the number or sophistication of investors it solicited
    to invest’ in either the 2010 or 2011 Offerings.” Mahabub, 343 F. Supp. 3d at
    1040 (quoting Aplts.’ App., Vol. II, at 361, 368, ¶¶ 61, 108). Given Appellants’
    failure to provide such evidence, the district court determined that Appellants’
    private offering exemption theory failed as a matter of law because Appellants
    “do[] not describe any evidence [they] may introduce to persuade a jury that the
    relevant factors favor application of the exemption in [their] favor.” Id. at 1041.
    As our sister circuit noted, summary judgment is the “‘put up or shut up’
    moment in a lawsuit.” Citizens for Appropriate Rural Rds. v. Foxx, 
    815 F.3d 1068
    , 1077 (7th Cir. 2016) (quoting Siegel v. Shell Oil Co., 
    612 F.3d 932
    , 937
    (7th Cir. 2010)). We agree with the district court that Appellants failed to put up
    any evidence in support of their private-offering theory, after the SEC had
    demonstrated that—borrowing Appellants’ own words— “there is an absence of
    evidence to support the non-movant’s case”; the SEC revealed Appellants’ own
    “inability to provide information” regarding the 2010 and 2011 Offerings. Aplts.’
    Opening Br. at 43. Thus, we reject Appellants’ challenge to the district court’s
    ruling as to their private-offering exemption theory.
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    2
    Appellants next claim that the safe-harbor provision under Rule 506 applies
    here. Rule 506’s safe-harbor exemption permits the sale of unregistered
    securities to an unlimited number of accredited investors. See 
    17 C.F.R. §§ 230.502
    (b), 230.506. To qualify for a Rule 506 exemption, the issuer of the
    security must—among other things—have a reasonable basis for believing that no
    more than thirty-five purchasers were not accredited investors, and it must
    provide an audited balance sheet to “any purchaser that is not an accredited
    investor.” 
    Id.
     §§ 230.502(b)(1), (b)(2)(i)(B)(1); see id. § 230.506(b)(1).
    Because it was undisputed during summary-judgment proceedings that
    GenAudio did not provide audited balance sheets to any purchasers, GenAudio
    could avail itself of Rule 506’s safe harbor only if it could establish that it had a
    reasonable belief that all of the solicited purchasers were accredited. See
    Mahabub, 343 F. Supp. 3d at 1040 (“GenAudio did not provide an audited
    balance sheet with the 2010 or 2011 Offerings. Accordingly, if GenAudio
    solicited nonaccredited investors, Rule 506 cannot apply.” (citation omitted)). An
    “accredited investor” means any person who actually had, or whom the issuer
    “reasonably believe[d]” to have, an “individual net worth, or [a] joint net worth
    with that person’s spouse or spousal equivalent, exceed[ing] $1,000,000” “at the
    time of the sale of the securities to that person.” 
    17 C.F.R. § 230.501
    (a)(5).
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    Appellants argue that they reasonably believed that those purchasing
    securities “had been vetted and identified as accredited.” Aplts.’ Opening Br. at
    45. “Thus, the SEC failed to meet its burden to show there was an absence of
    evidence to support [the] Appellants’ reasonable belief its investors were
    accredited . . . .” 
    Id.
     The SEC pushes back, claiming that Appellants failed to
    provide any evidence from which a reasonable jury could find that the safe-harbor
    provision applied. Noting that GenAudio “did not furnish an audited balance
    sheet to any investor in connection with the 2010 or 2011 Offerings,” the SEC
    reasons that Appellants “failed to meet their burden of providing evidence from
    which a jury could find that all of the investors solicited for the 2010 and 2011
    Offerings were accredited, i.e., that all of the investors solicited actually had, or
    defendants ‘reasonably believe[d]’ them to have, the requisite net worth at the
    time of the sales.” Aplee.’s Resp. Br. at 48–49 (alteration in original) (emphases
    added).
    And, underscoring its view that they failed to carry that burden, the SEC
    points out that the record indicates that Mr. Mattos—GenAudio’s main
    fundraiser—“admittedly overlooked at least some” incomplete questionnaires that
    GenAudio had provided to its investors to solicit information relevant to the
    accreditation question. 
    Id. at 49
    ; see also Aplts.’ App., Vol. III, at 639 (Jim Wei-
    Kung Mattos Dep. Tr., dated Jul. 22, 2016) (testifying that “I do understand in
    retrospect that there were a few [incomplete questionnaires] that I overlooked. . . .
    76
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    a small handful”). Specifically, Mr. Mattos overlooked at least six incomplete
    investor questionnaires. Thus, based on the state of the record, the SEC urges us
    to affirm the district court’s ruling denying the exemption because it contends that
    Appellants have failed to provide any sort of evidence to support their purported
    reasonable belief that GenAudio’s investors were accredited.
    We conclude that the SEC should prevail in this dispute. For starters, we
    again reject Appellants’ tacit attempt to shift the burden of proof to the SEC as to
    GenAudio’s affirmative defense. Ultimately, Appellants must prove that
    GenAudio qualified for the safe-harbor exemption; the SEC does not bear the
    burden of proving the contrary is true. See, e.g., Ralston Purina Co., 
    346 U.S. at 126
    ; Harper, 
    743 F. Supp. at 1090
    . Moreover, we should recall, as the district
    court found, that Appellants utterly failed “‘to provide information as to the
    number or sophistication of investors it solicited to invest’ in either the 2010 or
    2011 Offerings.” Mahabub, 343 F. Supp. 3d at 1040 (quoting Aplts.’ App., Vol.
    II, at 361, 368, ¶¶ 61, 108). This finding—which accurately reflects the state of
    the record—undercuts the plausibility of Appellants’ claim that they reasonably
    believed GenAudio’s investors were all accredited. Stated otherwise, without
    such information, no rational jury could have found that Appellants reasonably
    believed that GenAudio’s investors were all accredited because Appellants failed
    to show that they had the information that would have allowed them to form such
    a reasonable belief.
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    Appellants argue not illogically that Mr. Mattos’s admission of missing
    some questionnaires cannot be treated as dispositive because “[i]t only refutes the
    fact that 100% of GenAudio’s investors actually identified themselves as
    accredited investors,” and there is still the question of whether GenAudio
    possessed “the reasonable belief” that all of the investors were accredited. Aplts.’
    Opening Br. at 45 (emphasis added). However, as we have discussed, we resolve
    that reasonable-belief question against Appellants because they failed to provide
    information regarding the number or sophistication of their investors for the 2010
    and 2011 offerings; therefore, they have not demonstrated that GenAudio could
    have developed a reasonable belief that all of the solicited investors were
    accredited. In sum, we conclude that Appellants’ attempt to find safe harbor
    under Rule 506 is unavailing.
    D
    We turn to Appellants’ third and final challenge: they argue that the district
    court erred in ordering them to pay disgorgement and civil penalties.
    Specifically, they contend that the court’s disgorgement order was not legally
    authorized and, in any event, the amount of the disgorgement order and the civil
    penalties was not calculated properly. We conclude, however, that Appellants’
    arguments lack merit.
    Generally, a district court’s imposition of remedies is reviewed for an
    abuse of discretion. See, e.g., SEC v. Maxxon, Inc., 
    465 F.3d 1174
    , 1179 (10th
    78
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    Cir. 2006) (“The district court has broad discretion not only in determining
    whether or not to order disgorgement but also in calculating the amount to be
    disgorged.” (quoting SEC v. First Jersey Sec., Inc., 
    101 F.3d 1450
    , 1474–75 (2d
    Cir. 1996))), cert. denied, 
    550 U.S. 905
     (2007); see also SEC v. Pentagon Cap.
    Mgmt. PLC, 
    725 F.3d 279
    , 287 (2d Cir. 2013) (“We review the district court’s
    imposition of the civil penalty for abuse of discretion.”), cert. denied, 
    573 U.S. 946
     (2014); 
    id. at 288
     (“The district court’s disgorgement award is also reviewed
    for abuse of discretion.”).
    “An abuse of discretion occurs where a decision is premised on an
    erroneous conclusion of law or where there is no rational basis in the evidence for
    the ruling.” Andersen, 882 F.3d at 1223. Similarly, in the context of
    disgorgement, we specifically explained that “[w]e review for clear error the
    computation of the disgorgement amount and we review de novo the method for
    determining that amount.” United States v. RaPower-3, LLC, 
    960 F.3d 1240
    ,
    1251 (10th Cir. 2020); see also Klein-Becker USA, LLC v. Englert, 
    711 F.3d 1153
    , 1162 (10th Cir. 2013) (“Although we review the district court’s decision to
    award disgorgement of profits from trademark infringement for abuse of
    discretion, we review the amount awarded for clear error and the district court’s
    method for determining that amount de novo.”).
    We first consider Appellants’ challenge to the legal propriety of the district
    court’s disgorgement order, and, having rejected that challenge, we proceed to
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    consider their challenge to the court’s computation of the disgorgement amount,
    which we also conclude is without merit. Lastly, we consider whether the civil
    penalties that the district court ordered were legally excessive, and we conclude
    that they were not and that consequently the court did not abuse its discretion in
    ordering the penalties.
    1
    a
    “Generally, disgorgement is a form of ‘[r]estitution measured by the
    defendant’s wrongful gain.’” See Kokesh v. SEC, --- U.S. ----, 
    137 S. Ct. 1635
    ,
    1640 (2017) (alteration in original) (quoting R ESTATEMENT (T HIRD ) OF
    R ESTITUTION AND U NJUST E NRICHMENT § 51, cmt. a at 204 (A M . L. I NST . 2010));
    see Liu v. SEC, --- U.S. ----, 
    140 S. Ct. 1936
    , 1940–41 (2020) (“[C]ourts
    determined that the SEC had authority to obtain what it called ‘restitution’ and
    what in substance amounted to ‘profits’ that ‘merely depriv[e]’ a defendant of
    ‘the gains of . . . wrongful conduct.’ Over the years, the SEC has continued to
    request this remedy, later referred to as ‘disgorgement,’ and courts have
    continued to award it.” (second alteration and omission in original) (footnote and
    citation omitted) (quoting Texas Gulf, 446 F.2d at 1307–08)). In this regard, we
    have held that disgorgement is “remedial rather than punitive.” Maxxon, 
    465 F.3d 80
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022    Page: 81
    at 1179; 22 see also SEC v. Cavanagh, 
    445 F.3d 105
    , 117 & n.25 (2d Cir. 2006)
    (noting that “[b]ecause the remedy is remedial rather than punitive, the court may
    not order disgorgement above” “the amount of money acquired through
    wrongdoing”).
    Though our court and others generally have characterized disgorgement as
    remedial and not punitive, in 2017, the Supreme Court in Kokesh determined that
    at least the disgorgement remedy at issue there operated in a punitive manner and
    thus was subject to a five-year statute of limitations that “applies to any ‘action,
    suit or proceeding for the enforcement of any civil fine, penalty, or forfeiture,
    pecuniary or otherwise.’” 137 S. Ct. at 1639 (emphasis added) (quoting 
    28 U.S.C. § 2462
    ); see 
    id. at 1644
     (“SEC disgorgement thus bears all the hallmarks
    of a penalty: It is imposed as a consequence of violating a public law and it is
    intended to deter, not to compensate.”). Among the attributes of the
    22
    Before the Supreme Court’s Liu decision—which we discuss further
    infra—we explained that a defendant “is not required to disgorge profits not
    ‘causally connected to the violation.’” Maxxon, 465 F.3d at 1179 (quoting Arnold
    S. Jacobs, D ISCLOSURES & R EMEDIES U NDER THE S ECURITIES L AWS § 20:109).
    Moreover, courts have noted that “[d]isgorgement need only be a reasonable
    approximation of profits causally connected to the violation.” SEC v. Patel, 
    61 F.3d 137
    , 139 (2d Cir. 1995) (alteration in original) (quoting SEC v. First City
    Fin. Corp., 
    890 F.2d 1215
    , 1231 (D.C. Cir. 1989)). Once a reasonable
    approximation is shown, “the burden shifts back to the defendant[s] to
    ‘demonstrate that the disgorgement figure [is] not a reasonable approximation.’”
    SEC v. Teo, 
    746 F.3d 90
    , 105 (3d Cir. 2014) (second alteration in original)
    (quoting First City, 890 F.2d at 1232); see also Calvo, 
    378 F.3d at 1217
     (“The
    SEC is entitled to disgorgement upon producing a reasonable approximation of a
    defendant’s ill-gotten gains.”).
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    disgorgement remedy in that case that signaled to the Kokesh Court that it was
    penal in nature was its imposition on defendants “without consideration of a
    defendant’s expenses that reduced the amount of illegal profit.” Id. at 1644.
    Furthermore, notably, the Kokesh Court stressed in a footnote that the “sole
    question” before it related to the application of the statute of limitations, and, in
    that regard, the Court expressly declined to offer “an opinion on whether courts
    possess authority to order disgorgement in SEC enforcement proceedings or on
    whether courts ha[d] properly applied disgorgement principles” in the setting of
    that case. Id. at 1642 n.3.
    A mere three years later—and after the parties filed their briefs in this
    appeal—Kokesh’s author (Justice Sotomayor) penned for the Court another
    important disgorgement decision, Liu v. SEC, which returned to some of the
    matters that Kokesh left unresolved. According to Liu, in deciding the issue
    before it, Kokesh
    held that a disgorgement order in a [SEC] enforcement action
    imposes a “penalty” for the purposes of 
    28 U.S.C. § 2462
    , the
    applicable statute of limitations. In so deciding, the Court
    reserved an antecedent question: whether, and to what extent, the
    SEC may seek “disgorgement” in the first instance through its
    power to award “equitable relief” under 15 U.S.C. § 78u(d)(5),
    a power that historically excludes punitive sanctions.
    140 S. Ct. at 1940. Generally speaking, the Liu Court answered this antecedent
    question in the affirmative: “The Court holds today that a disgorgement award
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    that does not exceed a wrongdoer’s net profits and is awarded for victims is
    equitable relief permissible under § 78u(d)(5).” Id.
    Notably, for our purposes here, the Liu defendants had “objected that the
    disgorgement award failed to account for their business expenses,” and the Court
    “granted certiorari to determine whether § 78u(d)(5) authorizes the SEC to seek
    disgorgement beyond a defendant’s net profits from wrongdoing.” Id. at 1942.
    Consistent with the disgorgement remedy’s historical roots in equity, the Liu
    Court ruled that, insofar as the disgorgement award exceeded net profits, it was
    not statutorily permissible. See id. 1943–46. It explained how “equity courts” in
    considering “profits remedies,” like disgorgement, historically, have
    “circumscribe[d] the award . . . to avoid transforming it into a penalty outside
    their equitable powers.” Id. at 1944. And the Liu Court specified that one way
    such courts have done so is to “limit[] awards to the net profits from wrongdoing,
    that is, ‘the gain made upon any business or investment, when both the receipts
    and payments are taken into the account.’” Id. at 1944–45 (quoting Rubber Co. v.
    Goodyear, 76 U.S. (1 Wall.) 788, 804 (1870)).
    In this regard, the Liu Court observed that, “[s]etting aside” one salient
    exception, “courts consistently restricted awards to net profits from wrongdoing
    after deducting legitimate expenses.” Id. at 1946 (emphasis added). The Court
    recognized—but left for resolution on remand—the defendants’ case-specific
    contention that “their disgorgement award is unlawful because it crosses the
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    bounds of traditional equity practice in [that] . . . it declines to deduct business
    expenses from the award.” Id. at 1947. However, in providing guidance for
    remand, the Court underscored that “courts must deduct legitimate expenses
    before ordering disgorgement under § 78u(d)(5).” Id. at 1950 (emphasis added).
    b
    For the first time on appeal, without invoking the plain-error doctrine,
    Appellants contend in their briefing that the district court was not legally
    authorized to order disgorgement. 23 Specifically, they argue thusly: “Since there
    is no statutory basis for disgorgement, and—pursuant to Kokesh—it is not an
    equitable remedy (since equity does not authorize punishment), then the SEC may
    not seek disgorgement.” Aplts.’ Opening Br. at 46; see also Aplts.’ Reply Br. at
    21 (“We urge this court to conclude the SEC has no authority to obtain
    disgorgement, and strike all disgorgement from this matter.”). 24
    For its part, the SEC does not attack Appellants’ legal-authority argument
    on preservation grounds: that is to say, they do not assert that Appellants have
    23
    In their district-court briefing, Appellants did not challenge the
    court’s legal authority for ordering disgorgement; rather, they solely focused on
    “the amount of disgorgement.” Aplts.’ App., Vol. VI, at 1524 n.16; id., Vol. IX,
    2024 (adopting “GenAudio’s arguments”).
    24
    To put this argument in context, we should recall that Liu was issued
    after all of the parties’ briefs were filed. In particular, at the time that Appellants
    filed their Opening Brief, Liu was pending before the Supreme Court. Appellants
    acknowledged that the Supreme Court in Liu would likely offer in the future
    further guidance on “the SEC’s ability to seek disgorgement at all.” Aplts.’
    Opening Br. at 46.
    84
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    effectively waived this argument by failing to present it to the district court and
    by not arguing for relief under the plain-error standard. See, e.g., Havens v. Colo.
    Dep’t of Corr., 
    897 F.3d 1250
    , 1259 (10th Cir. 2018) (“We conclude that [the
    plaintiff] has forfeited the argument that Title II validly abrogates sovereign
    immunity as to his claim by failing to raise this argument before the district court,
    and he has effectively waived the argument on appeal by not arguing under the
    rubric of plain error.”). Instead, in a short but sufficient argument, 25 the SEC
    points out that Kokesh expressly declined to offer “an opinion on whether courts
    possess authority to order disgorgement in SEC enforcement proceedings,” 137 S.
    Ct. at 1642 n.3, and that on remand in Kokesh, we actually applied our
    “longstanding precedents regarding disgorgement” and granted disgorgement,
    Aplee.’s Resp. Br. at 52.
    Because the SEC unreservedly engages with the merits of Appellants’
    legal-authority argument—despite an apparent preservation problem with it—we
    exercise our discretion to do the same. See, e.g., Johnson v. Spencer, 
    950 F.3d 680
    , 707 (10th Cir. 2020) (“exercis[ing] our discretion to review [plaintiff’s]
    forfeited arguments,” where defendants “forfeited the issue of [plaintiff’s] own
    forfeiture by failing to argue his lack of preservation in their appellate briefing”);
    25
    Though the SEC’s argument is admittedly brief, we disagree with
    Appellants’ contention that the “SEC has not chosen to respond substantively or
    defend against” their legal-authority argument concerning disgorgement. Aplts.’
    Reply Br. at 20.
    85
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    see also United States v. McGehee, 
    672 F.3d 860
    , 873 n.5 (10th Cir. 2012)
    (considering whether “the government forfeited the right to object to” the
    defendant’s failure “to preserve” an argument for reversal). And, if we limit our
    review to the legal-authority argument that Appellants advance in their appellate
    briefing, there is no doubt that their argument cannot prevail.
    As the SEC rightly points out, Kokesh expressly declined to opine on
    whether courts have the legal authority to order—at least in some instances—the
    remedy of disgorgement. See Liu, 140 S. Ct. at 1946 (straightforwardly rejecting
    the defendants’ argument, akin to Appellants’ contention here, that “this Court
    effectively decided in Kokesh that disgorgement is necessarily a penalty, and thus
    not the kind of relief available at equity,” and stating that “Kokesh expressly
    declined to pass on the question” and it “has no bearing on the SEC’s ability to
    conform future requests for a defendant’s profits to the limits outlined in
    common-law cases awarding a wrongdoer’s net gains” (emphasis added)).
    Furthermore, after the parties’ briefing was filed, Liu rejected the
    contention that disgorgement is categorically not an equitable remedy and
    concluded that, insofar as the specifications of a disgorgement order conform to
    “longstanding equitable principles,” the order may find its statutory footing in 15
    U.S.C. § 78u(d)(5). Id.; see also id. at 1940 (“The Court holds today that a
    disgorgement award that does not exceed a wrongdoer’s net profits and is
    awarded for victims is equitable relief permissible under § 78u(d)(5).”). Thus, if
    86
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    our review is limited to the legal-authority argument of Appellants’ briefing, their
    argument wholly lacks merit and fails.
    c
    However, Appellants effectively contend—through the vehicle of a Federal
    Rule of Appellate Procedure 28(j) supplemental-authority letter, invoking the
    Supreme Court’s decision in Liu—that our review is not restricted to the legal-
    authority argument of their appellate briefing. In their view, even though Liu was
    decided after the parties filed their appellate briefs, we should consider, “in
    addition to the arguments asserted in Appellants’ briefs,” a new basis for
    challenging the legal propriety of the district court’s disgorgement order that Liu
    purportedly presents. Aplts.’ Resp. to Aplee.’s Suppl. Authority Letter at 1 (filed
    July 6, 2020). They contend that, in Liu, “the Court held for the first time that the
    SEC is prohibited from seeking an equitable remedy in excess of a defendant’s
    net profits for any wrongdoing,” and, more specifically, that a disgorgement
    order—in order to conform to the equitable principles embodied in 15 U.S.C.
    § 78u(d)(5)—must reflect a deduction of legitimate business expenses. Id.
    According to Appellants, “[i]t is beyond dispute that here, the district court did
    not take legitimate expenses into account in ordering disgorgement.” Id. Thus,
    they reason that we should “at the very least, [] remand . . . so the district court
    can take into account Appellants’ legitimate expenditures in determining the
    proper disgorgement amount.” Id.
    87
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    Yet we reject Appellants’ request that we consider and grant relief with
    respect to this late-blooming argument based on Liu. In doing so, we are
    cognizant of “[t]he general rule . . . that an appellate court must apply the law in
    effect at the time it renders its decision”—which would include Liu’s holding
    regarding the deduction of legitimate business expenses. Thorpe v. Hous. Auth. of
    City of Durham, 
    393 U.S. 268
    , 281 (1969); see also Liu, 140 S. Ct. at 1950.
    (instructing that “courts must deduct legitimate expenses before ordering
    disgorgement under § 78u(d)(5)”). However, even assuming that Appellants are
    correct that the district court did not correctly deduct any legitimate business
    expenses in crafting its disgorgement order, we conclude that Appellants have
    failed to preserve any challenge to this purported error.
    To begin, for the first time ever, Appellants presented this claim of error
    relating to the district court’s purported failure to deduct business expenses (i.e.,
    their “business-expenses argument”) in their supplemental-authority letter; that is,
    they failed to present the argument at any time before submitting their
    supplemental-authority letter. Consequently, Appellants have—at the very
    least—forfeited this argument in the district court and thus are entitled to no more
    than review under our rigorous plain-error standard. See, e.g., Richison v. Ernest
    Grp., Inc., 
    634 F.3d 1123
    , 1127 (10th Cir. 2011) (“Where, as here, a plaintiff
    pursues a new legal theory for the first time on appeal, that new theory suffers the
    distinct disadvantage of starting at least a few paces back from the block. . . . [I]f
    88
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    the theory simply wasn’t raised before the district court, we usually hold it
    forfeited.”); see also McGehee, 
    672 F.3d at 876
     (“Even if we were to conclude
    that [the defendant] only forfeited the acceptance-of-responsibility issue—rather
    than waived it—he could not prevail unless he could successfully run the gauntlet
    created by our rigorous plain-error standard of review.”).
    This is so even though the Supreme Court decided Liu after the district
    court entered judgment in this case. See, e.g., United States v. Gonzalez-Huerta,
    
    403 F.3d 727
    , 730–31 (10th Cir. 2005) (en banc) (applying plain-error review to
    forfeited error, where the defendant asserted for the “first time” on appeal a
    sentencing error predicated on Supreme Court caselaw issued after the district
    court’s judgment and while his case was “pending on appeal”), cert. denied, 
    546 U.S. 967
     (2005), and reh’g denied, 
    546 U.S. 702
     (2005); accord United States v.
    Buonocore, 
    416 F.3d 1124
    , 1134 (10th Cir. 2005); see United States v.
    Maldonado-Ramires, 
    384 F.3d 1228
    , 1230 n.1 (10th Cir. 2004) (concluding,
    where the defendant invoked for the first time in a Rule 28(j) letter an argument
    for relief based on a Supreme Court case decided “four weeks after oral argument
    was held” that, because the defendant did not make the argument before the
    district court, “this court reviews only for plain error”).
    Yet, because Appellants have not even endeavored to seek relief as to their
    business-expenses argument under the plain-error rubric, Appellants have
    effectively waived any and all review of this argument. See, e.g., Havens, 897
    89
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022   Page: 90
    F.3d at 1259 (noting that the plaintiff “has effectively waived the argument on
    appeal by not arguing under the rubric of plain error”); Fish v. Kobach, 
    840 F.3d 710
    , 729–30 (10th Cir. 2016) (noting that the litigant failed to “make an argument
    for plain error review on appeal” and consequently, the “argument has come to
    the end of the road and is effectively waived”). 26
    To be sure, Appellants contend that they “did not waive” their business-
    expenses argument because Liu “was announced by the Supreme Court . . . after
    Appellants[] submitted their opening and reply briefs.” Aplts.’ Resp. to Aplee.’s
    Suppl. Authority Letter at 1 (emphasis added). As support for this contention,
    they rely on the Supreme Court’s decision in Hormel v. Helvering, 
    312 U.S. 552
    (1941), which, Appellants explain, “stat[ed] an argument is not waived when
    ‘there have been judicial interpretations of existing law after [the] decision below
    26
    Indeed, one could argue—quite reasonably—that Appellants also
    waived any business-expenses argument by not advancing it in their Opening
    Brief; making matters worse, they did not even include such an argument in their
    Reply Brief. In this regard, “we routinely have declined to consider arguments
    that are not raised, or are inadequately presented, in an appellant’s opening
    brief”—that is, we have treated such arguments as waived. Bronson, 
    500 F.3d at 1104
    ; see, e.g., United States v. Walker, 
    918 F.3d 1134
    , 1151 (10th Cir. 2019)
    (“Ordinarily, a party’s failure to address an issue in its opening brief results in
    that issue being deemed waived.”). Significantly, in an unpublished order
    denying a petition for rehearing that invoked Liu in support of a business-
    expenses argument, a panel of our court reached precisely this conclusion. See
    Order, United States v. RaPower-3, LLC (RaPower-3, LLC II), No. 18-4150, at *2
    (10th Cir., filed July 17, 2020) (“Petitioners waived this issue by not presenting it
    in their briefs on appeal.”). However, given that we already have determined that
    Appellants effectively waived this argument, we need not (and thus do not)
    definitively opine on whether this separate ground of briefing waiver is
    appropriately applied in these circumstances.
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    and pending appeal—interpretations which if applied might have materially
    altered the result.’” 
    Id.
     (quoting Hormel, 
    312 U.S. at
    558–59).
    However, we are not persuaded. We recognize at the outset that ordinarily
    “the decision regarding what issues are appropriate to entertain on appeal in
    instances of lack of preservation is discretionary.” Abernathy v. Wandes, 
    713 F.3d 538
    , 552 (10th Cir. 2013); accord Frasier v. Evans, 
    992 F.3d 1003
    , 1029
    (10th Cir. 2021); Mid Atl. Cap. Corp. v. Bien, 956 F.1182, 1195 n.6 (10th Cir.
    2020). Appellants fail to offer us a cogent reason to exercise that discretion in
    their favor. To begin with, even though Liu itself was not available to Appellants
    when they filed their appellate briefs, a business-expenses argument—in Liu’s
    spirit or pointing in the same direction—that is, an argument by defendants to
    secure a deduction of business expenses from a disgorgement amount, was
    available. Nothing precluded Appellants from contending in their district-court
    briefing or briefing before us that a deduction of business expenses from any
    disgorgement amount was legally proper and appropriate.
    Indeed, such a business-expenses argument was hardly novel even in 2015,
    when the SEC filed its complaint. Before 2015, a number of litigants in federal
    litigation had argued—albeit mostly unsuccessfully—that business expenses
    should be offset from any disgorgement amount. See SEC v. Aerokinetic Energy
    Corp., 444 F. App’x 382, 385 (11th Cir. 2011) (unpublished); SEC v. United
    Energy Partners, Inc., 88 F. App’x 744, 746–747 (5th Cir. 2004) (unpublished);
    91
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    SEC v. Hughes Cap. Corp., 
    917 F. Supp. 1080
    , 1086–87 (D.N.J.1996), aff’d 
    124 F.3d 449
     (3d Cir. 1997). As the Fifth Circuit panel in United Energy observed,
    “the overwhelming weight of authority hold[s] that securities laws violators may
    not offset their disgorgement liability with business expenses.” 88 F. App’x at
    746 (alteration in original) (quoting SEC v. Kenton Cap., Ltd., 
    69 F. Supp. 2d 1
    ,
    16 (D.D.C. 1998)).
    Liu itself underscores the point that, prior to 2015, some litigants had
    sought, albeit unsuccessfully, business-expenses offsets from disgorgement
    awards. To that point, Liu expressly abrogated controlling precedent in which the
    Ninth Circuit, in 2006, and the Eighth Circuit, in 2011, had rejected arguments
    seeking deductions of certain business expenses from disgorgement awards. See
    Liu, 140 S. Ct. at 1942, 1950 (citing and abrogating SEC v. JT Wallenbrock &
    Assocs, 
    440 F.3d 1109
    , 1113, 1114 (9th Cir. 2006), and SEC v. Brown, 
    658 F.3d 858
    , 861 (8th Cir. 2011)). Furthermore, in litigation in this circuit that
    commenced and proceeded roughly contemporaneously with the instant case, we
    rejected—admittedly, without extensive analysis—the defendants’ argument that
    “the district court should have subtracted operating expenses from the gross
    receipts to determine the amount that should be disgorged,” where the defendants
    conceded that they were not entitled to such an offset if their business was started
    and run to defraud investors, yet failed to establish that this was not so.
    RaPower-3, LLC, 960 F.3d at 1252.
    92
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    Thus, though proponents of such business-expenses arguments historically
    had not met with much success, nothing barred Appellants here from making such
    an argument. And, indeed, prior to Appellants’ submission of briefing here and
    before the district court, some courts had ruled in favor of such business-expenses
    arguments. See SEC v. Thomas James Assocs., Inc., 
    738 F. Supp. 88
    , 92
    (W.D.N.Y. 1990) (“I find that it is appropriate to offset these gross profits from
    the four IPOs with certain business expenses attributable thereto by [the
    defendant]. These expenses include, for example, commissions, telephone
    charges, underwriting expenses and a proportionate share of overhead.”); Litton
    Indus., Inc. v. Lehman Bros. Kuhn Loeb Inc., 
    734 F. Supp. 1071
    , 1077
    (S.D.N.Y.1990) (“To require disgorgement of all fees and commissions without
    permitting a reduction for associate expenses and costs constitutes a penalty
    assessment and goes beyond the restitutionary purpose of the disgorgement
    doctrine.”).
    Accordingly, the upshot is that, even prior to the SEC’s filing of its
    complaint in this action and certainly before Liu’s issuance, a business-expenses
    argument—along the lines of Liu—was available to Appellants, if they wished to
    secure an offset of business expenses from any disgorgement order. Appellants
    simply declined to avail themselves of such an argument. This fact counts against
    Appellants in our decisional calculus regarding consideration of their unpreserved
    business-expenses argument.
    93
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    Nor do we read Hormel as standing for a contrary proposition. The Court
    in Hormel did not purport to establish a mandatory rule that would require
    appellate courts to ignore a litigant’s lack of preservation—through waiver or
    otherwise—in every instance where “judicial interpretations of existing law
    [change] after [the] decision below and pending appeal” and the “appli[cation] [of
    that interpretation] might have materially altered the result.” 
    312 U.S. at
    558–59.
    Instead, this quoted language from Hormel should be read in the context of the
    Court’s overall effort to provide case-specific illustrations of its primary point:
    that is, “[t]here may always be exceptional cases or particular circumstances
    which will prompt a reviewing or appellate court, where injustice might otherwise
    result, to consider questions of law which were neither pressed nor passed upon
    by the court . . . below.” 
    Id. at 557
     (emphases added).
    In other words, as relevant here, the principal thrust of the Court’s analysis
    in Hormel was that courts of appeals should not rigidly decline to consider
    arguments simply because they were not raised below; instead, they should be
    inclined to exercise their discretion to consider such arguments in exceptional or
    unique circumstances where manifest injustice would follow from not doing so.
    See 
    id. at 557
     (“Rules of practice and procedure are devised to promote the ends
    of justice, not to defeat them. A rigid and undeviating judicially declared practice
    under which courts of review would invariably and under all circumstances
    decline to consider all questions which had not previously been specifically urged
    94
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022   Page: 95
    would be out of harmony with this policy. Orderly rules of procedure do not
    require sacrifice of the rules of fundamental justice.”). Yet under the
    circumstances here—where Appellants passed up repeated opportunities to
    advance a business-expenses argument before the district court and on
    appeal—we are hard pressed to discern any manifest injustice in concluding that
    we should not review such an argument because Appellants failed to preserve it.
    Thus, we do not read Hormel as standing in the way of this result. Indeed,
    there is reason to believe that the Hormel Court would endorse it. That is because
    in offering case-specific illustrations where the Supreme Court properly had
    adhered to “the general principle” of not considering arguments that had not been
    raised below, the Hormel Court cited a case, roughly analogous to this one, in
    which the government had repeatedly failed in its pleadings before administrative
    tribunals and the court of appeals to raise the “newly presented question” it later
    requested the Court to consider—a request that the Court elected to deny. 
    Id.
     at
    560 (citing Helvering v. Tex-Penn Oil Co., 
    300 U.S. 481
    , 498 (1937)). In any
    event, in light of the foregoing, we conclude that Appellants’ reliance on Hormel
    is unavailing.
    In closing, we highlight one additional factor—which though not
    determinative by any means—underscores the appropriateness of our decision to
    decline to consider Appellants’ tardy business-expenses argument. Specifically,
    unlike the legal-authority argument that Appellants advanced in their appellate
    95
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    briefing, in arguing against the application of Liu’s business-expenses holding
    here, the SEC has not been silent regarding Appellants’ failure to make a
    business-expenses argument prior to their supplemental-authority letter. See
    Aplee.’s Suppl. Authority Letter at 2 (filed June 24, 2020) (“[Appellants] have
    made no claim that the disgorgement award should have included a deduction for
    any business expenses.”); cf. Aplee.’s Resp. Br. at 51 n.14 (“ In challenging the
    amount of disgorgement, appellants dispute the district court’s calculation of
    proceeds; they are not arguing that they were entitled to any deductions.”).
    In sum, based on the reasons outlined supra, we decline to consider
    Appellants’ late-blooming business-expenses argument based on the Supreme
    Court’s decision in Liu: that is to say, we refrain from reviewing on the merits
    Appellants’ contention that, in light of Liu, we should remand the case to the
    district court to consider deductions from the disgorgement amount based on their
    legitimate business expenses. 27 Cf. CFPB v. Consumer First Legal Grp., LLC, 6
    27
    Appellants cannot persuasively argue at this juncture of the litigation
    that this determination unfairly prejudices them because at no time have they
    attempted to describe—let alone itemize—any legitimate business expenditures
    that the district court supposedly should have, consistent with Liu, deducted from
    its disgorgement award. Nor have Appellants sought supplemental briefing to do
    so. See SEC v. Fowler, 
    6 F.4th 255
    , 267 (2d Cir. 2021) (declining “to vacate the
    District Court’s disgorgement award and remand to allow it to recalculate the
    amount of disgorgement in light of Liu,” where the defendant “failed then [at the
    district court] and fails now to identify any other legitimate business expenses
    that the District Court should have deducted in light of Liu,” other than certain
    business expenses the district court already deducted when it was calculating
    disgorgement), cert. denied, --- U.S. ----, 
    142 S. Ct. 590
     (2021); cf. RaPower-3,
    (continued...)
    96
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    97 F.4th 694
    , 710 (7th Cir. 2021) (holding, where defendant argued in the district
    court that an award of equitable remedies had to be limited to its “net profits”
    that, even though Liu was issued after the court’s restitution award, based on
    defendant’s invocation of the case on appeal, “Liu compels [the court] to vacate
    the restitution award here and remand for re-calculation based on net profits”).
    d
    We turn to Appellants’ challenges to the amount contained in the
    disgorgement order. Appellants first contend that the district court should have
    capped disgorgement “tied to fraud claims” at $15,000. Aplts.’ Opening Br. at
    49. Relying on our decision in Maxxon, where we determined that disgorgement
    of profits should be “causally connected” to the violation, Appellants aver that
    only one of the six misrepresentations at issue—namely, the April 30, 2010,
    email—“shows a causal link between the misrepresentation and GenAudio’s
    receipt of money.” 
    Id.
     (quoting Mahabub, 343 F. Supp. 3d at 1046). Because the
    investor who received the April 30 email responded by providing $15,000 to
    Appellants, they argue that any disgorgement must be limited to that amount. In
    effect, Appellants contend that the district court erred in crafting the
    27
    (...continued)
    LLC II, No. 18-1450, at *1–2 (noting in denying petition for rehearing that “the
    petition for rehearing fails to identify any expenses that were not part and parcel
    of Petitioners’ scheme and should be deducted from the disgorgement order under
    the standard stated in Liu”).
    97
    Appellate Case: 19-1454    Document: 010110675766        Date Filed: 04/26/2022    Page: 98
    disgorgement order because disgorgement orders must be limited to loss amounts
    that can be traced to an investor’s reliance on specific representations.
    The SEC, however, contends that Appellants “misunderstand the relevant
    statutory schemes.” Aplee.’s Resp. Br. at 54. It says that Appellants’ argument
    “mistakes the requirement that disgorgement—which is measured by the
    defendant’s wrongful gain—be ‘causally connected’ to the violation, with the
    requirement in a private securities suit for the injured investors seeking damages
    as redress to prove reliance and injury.” Id. (emphases added) (citation omitted)
    (quoting Maxxon, 465 F.3d at 1179). The SEC claims that “[i]n a government
    enforcement action,” as here, those “extra-textual elements”—namely, “reliance
    and injury”—“are not required because these elements do ‘not bear on the
    determination of whether securities laws were violated’ and bear ‘only on whether
    that private plaintiff may recover damages.’” Id. at 54–55 n.16 (quoting SEC v.
    Morgan Keegan & Co., Inc., 
    678 F.3d 1233
    , 1244 (11th Cir. 2012)). Thus, in the
    SEC’s view, the district court “acted within its discretion in concluding that the
    profits from the two offerings infected by [Appellants’] fraud were subject to
    disgorgement; it was under no requirement to link specific investor payments to
    specific misrepresentations in order to arrive at its calculation.” Id. at 55.
    We agree with the SEC. As the district court noted, it is a well-established
    principle that the SEC, as a government agency, need not prove that a securities
    buyer or seller relied on, and was injured by, a violator’s misleading statements.
    98
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    “Unlike private litigants proceeding under § 10(b), ‘[t]he SEC is not required to
    prove reliance or injury in enforcement actions.’” Wolfson, 
    539 F.3d at 1256
    (alteration in original) (quoting Geman v. SEC, 
    334 F.3d 1183
    , 1191 (10th Cir.
    2003)). We are not alone in following this principle. See SEC v. Tome, 
    833 F.2d 1086
    , 1096 (2d Cir. 1987) (discussing federal circuit-court cases standing for the
    proposition that “[o]nce the [SEC] has established that a defendant has violated
    the securities laws, the district court possesses the equitable power to grant
    disgorgement without inquiring whether, or to what extent, identifiable private
    parties have been damaged by [the] fraud. Whether or not any investors may be
    entitled to money damages is immaterial.” (first and third alterations in original)
    (quoting SEC v. Blavin, 
    760 F.2d 706
    , 713 (6th Cir. 1987)).
    Maxxon’s “causally connected” language does not purport to abrogate—nor
    have the effect of abrogating—this well-settled principle. In this regard, as the
    district court noted, “Maxxon generally describes some of the defendant’s
    misrepresentations but never connects them to any particular securities
    transactions,” and upheld the district court’s disgorgement order in that case
    “without [a] hint of disapproval,” even though the court “had calculated
    disgorgement based on all profits from stock sales over a particular time period.”
    SEC v. Mahabub, 
    411 F. Supp. 3d 1163
    , 1171 (D. Colo. 2019). In short, nothing
    in Maxxon gives us pause in rejecting Appellants’ argument that the district court
    erred in crafting the disgorgement order because disgorgement orders must be
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    Appellate Case: 19-1454   Document: 010110675766       Date Filed: 04/26/2022    Page: 100
    limited to loss amounts that can be traced to an investor’s reliance on specific
    representations. The district court did not abuse its discretion when it did not
    limit the disgorgement order to $15,000.
    Appellants next argue that the disgorgement amount related to their § 5
    violations—Appellants’ unregistered sale of securities—“should be limited to
    $237,900,” which is the approximate amount Appellants “raised from those six
    investors in the offerings”—that is to say, the approximate amount that GenAudio
    raised from those investors who submitted incomplete questionnaires, which did
    not permit Appellants to “demonstrate those investors were accredited, as
    required.” Aplts.’ Opening Br. at 50. In response, the SEC contends that
    Appellants’ argument “turns the Section 5 statutory scheme on its head.”
    Aplee.’s Resp. Br. at 55. Because it is Appellants’ burden to demonstrate that an
    exemption applies, and having failed to establish that one does apply to the
    offerings, the SEC says that “the entire offerings themselves were illegal, and the
    experience of the individual investors is simply not relevant to the disgorgement
    calculation.” Id. (emphasis added).
    The SEC has the better of this dispute; Appellants’ argument is legally
    untenable. Appellants do not cite nor could we uncover any caselaw stating that,
    in an offering of unregistered securities, only the funds raised from unaccredited
    investors (or investors not verified to be accredited) may be disgorged. The
    exemption provisions require the whole offering—and not only some or even most
    100
    Appellate Case: 19-1454      Document: 010110675766       Date Filed: 04/26/2022      Page: 101
    of the offering—to satisfy statutory conditions for an exemption. See 
    17 C.F.R. § 230.506
    (a) (“Offers and sales of securities by an issuer that satisfy the
    conditions in paragraph (b) or (c) of this section shall be deemed to be
    transactions not involving any public offering within the meaning of section
    4(a)(2) of the Act.”); 
    id.
     § 230.506(b)(1) (“To qualify for an exemption under this
    section, offers and sales must satisfy all the terms and conditions of [certain
    rules].”). We cannot discern any plausible legal basis for Appellants’ argument to
    the contrary.
    2
    We finally turn to Appellants’ last issue: their claim that the penalties the
    district court imposed were unlawful or, at least, should have been capped at
    $252,900.
    Section 20(d)(1) of the Securities Act and Section 21(d)(3)(A) of the
    Exchange Act authorize the SEC to seek a penalty against violators of the
    securities laws. Courts—including the district court here—typically consider the
    following factors when imposing penalties:
    (1) the egregiousness of the violations at issue, (2) defendants’
    scienter, (3) the repeated nature of the violations, (4)
    defendants’ failure to admit to their wrongdoing; (5) whether
    defendants’ conduct created substantial losses or the risk of
    substantial losses to other persons; (6) defendants’ lack of
    cooperation and honesty with authorities, if any; and (7) whether
    the penalty that would otherwise be appropriate should be
    reduced due to defendants’ demonstrated current and future
    financial condition.
    101
    Appellate Case: 19-1454   Document: 010110675766       Date Filed: 04/26/2022    Page: 102
    SEC v. Lybrand, 
    281 F. Supp. 2d 726
    , 730 (S.D.N.Y. 2003), aff’d sub nom. SEC
    v. Kern, 
    425 F.3d 143
     (2d Cir. 2005).
    Appellants challenge the penalty imposed, arguing that the district court
    “erred by failing to give adequate weight to [Mr.] Mahabub’s financial insolvency
    when determining the amount of disgorgement and other, statutory, penalties to
    assess.” Aplts.’ Opening Br. at 51. Appellants state that Mr. Mahabub has only
    $4.94 in his sole bank account as of March 7, 2019, does not control other bank or
    brokerage accounts, has no real property, and is financially dependent on friends
    and family. On the other hand, the SEC responds that the district court “not only
    expressly considered” Mr. Mahabub’s financial insolvency, “it [even] found that
    it was ‘[t]he major factor weighing against a penalty.’” Aplee.’s Resp. Br. at 56
    (second alteration in original) (quoting Mahabub, 411 F. Supp. 3d at 1175).
    However, it was in light of the other relevant factors and the severity of
    Appellants’ violations, says the SEC, that the district court found it appropriate to
    impose penalties.
    In substance, the SEC’s argument is cogent and wins the day. The district
    court expressly referenced and considered the seven factors that courts typically
    evaluate in determining whether to impose fines. And, importantly, the court
    explicitly noted that “[t]he major factor weighing against a penalty . . . would be
    [Mr.] Mahabub’s claimed financial straits,” and, despite its skepticism about the
    102
    Appellate Case: 19-1454    Document: 010110675766       Date Filed: 04/26/2022      Page: 103
    accuracy of Mr. Mahabub’s representations on this subject, it acknowledged it
    “fe[lt] bound to view this matter in the light most favorable to [Mr.] Mahabub.”
    Mahabub, 411 F. Supp. 3d at 1175. However, the court underscored that Mr.
    “Mahabub’s ability to pay is only one factor among many,” and it found that
    multiple factors tilted the penalty balance against Mr. Mahabub. Id. In this
    regard, the court noted that Mr. Mahabub repeatedly lied about GenAudio’s
    negotiations, “yet [Mr.] Mahabub still does not concede that it was wrong for him
    to do so.” Id. Further, the court explained that Mr. Mahabub “entirely ignores
    his dishonesty” when he “attempts to explain in his declaration that he did not
    know there was anything unlawful” about selling unregistered shares. Id. And
    finally, the district court stated that “the types of lies [Mr.] Mahabub was
    telling—about Apple (a very wealthy corporation with a customer base whose
    devotion at times borders on the religious) and its iconic CEO, Steve Jobs—were
    significantly likely to cause investors to invest, and then lose, a substantial
    amount of money.” Id.
    It is patent to us that the district court thoughtfully and cogently considered
    the relevant factors, and Appellants’ contentions to the contrary are meritless.
    Even if we were to assume that Appellants’ contention is correct that “[i]nability
    to pay is ‘one of the most important factors’ to be considered in the context of
    assessing a penalty,” Aplts.’ Opening Br. at 52 (emphasis omitted) (quoting SEC
    v. Gunn, No. 08-CV-1013-G, 
    2010 WL 3359465
    , at *10 & n.25 (N.D. Tex. Aug.
    103
    Appellate Case: 19-1454    Document: 010110675766        Date Filed: 04/26/2022     Page: 104
    25, 2010) (unpublished)), there is no dispute that this factor should not be deemed
    categorically and uniformly the determinative one in the analysis, see SEC v.
    Warren, 
    534 F.3d 1368
    , 1370 (11th Cir. 2008) (“[N]othing in the securities laws
    expressly prohibits a court from imposing penalties . . . in excess of a violator’s
    ability to pay. . . . [Defendant] cites no decisional law stating that the securities
    laws impliedly prohibit a district court from imposing penalties . . . in excess of a
    violator’s ability to pay, and we have located none. At most, ability to pay is one
    factor to be considered in imposing a penalty.” (citations and footnote omitted)).
    Thus, even if we operated under the assumption that a defendant’s ability to
    pay is one of the most important factors, this would not necessarily mean that the
    district court abused its discretion in imposing a penalty under the particular
    circumstances of this case. Indeed, the judicial decision that Appellants rely on
    itself determined that “a penalty of some kind [was] warranted” on the defendant,
    and it considered other factors beyond the defendant’s impecuniousness in
    determining whether to impose a penalty and, if so, how much of one. Gunn,
    
    2010 WL 3359465
    , at *11. Here, the district court determined—after thoughtful
    consideration of the relevant factors—that Mr. Mahabub’s purported inability to
    pay should not tilt the decisional balance against the imposition of a penalty. We
    discern no abuse of discretion in the court’s decision.
    Appellants also argue that GenAudio’s penalties should have been capped
    at $252,900. That is because “the most reasonable approximation of GenAudio’s
    104
    Appellate Case: 19-1454    Document: 010110675766        Date Filed: 04/26/2022    Page: 105
    gain from the Section 5 violation is $237,900,” and GenAudio only “received
    $15,000 in stock sales from the 2010 and 2011 misrepresentations.” Aplts.’
    Opening Br. at 54–55. Accordingly, Appellants contend that civil penalties
    should be capped at $252,900. However, we conclude that this argument is
    meritless. These two figures ($237,900 and $15,000) that Appellants identify as
    justifying a limitation on civil penalties—while not wholly irrelevant, insofar as
    they relate to the actual losses Appellants inflicted on others through their
    fraudulent conduct, see, e.g., Lybrand, 
    281 F. Supp. 2d at
    730—do not move the
    needle on the question of whether the district court abused its discretion.
    The court was well within its discretion—after thoughtfully considering the
    relevant factors identified in the caselaw—in weighing heavily the repeated acts
    of mendacity of Mr. Mahabub and the significant risk that his lies would “cause
    investors to invest, and then lose, a substantial amount of money.” Mahabub, 411
    F. Supp. 3d at 1175; see also id. at 1174 (enumerating for consideration whether,
    inter alia, “defendants’ conduct created . . . the risk of substantial losses to other
    persons,” involved “repeated . . . violations,” and evinced “defendants’ failure to
    admit to their wrongdoing”). Appellants point to no authority that would cause us
    to question this reasoning. Accordingly, we reject Appellants’ last argument
    regarding the court’s imposition of civil penalties.
    III
    105
    Appellate Case: 19-1454   Document: 010110675766      Date Filed: 04/26/2022      Page: 106
    For the foregoing reasons, we reject all of Appellants’ challenges and
    AFFIRM the district court’s judgment.
    106
    

Document Info

Docket Number: 19-1454

Filed Date: 4/26/2022

Precedential Status: Precedential

Modified Date: 4/26/2022

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