Fast Trak Investment Co. v. Richard Sax ( 2020 )


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  •                      FOR PUBLICATION
    UNITED STATES COURT OF APPEALS
    FOR THE NINTH CIRCUIT
    FAST TRAK INVESTMENT                             No. 18-17270
    COMPANY, LLC, a Delaware
    limited liability company,                         D.C. No.
    Plaintiff-Appellee,            4:17-cv-00257-
    KAW
    v.
    RICHARD PHILIP SAX,                           CERTIFICATION
    individually and as principal for             ORDER TO THE
    The Law Offices of Richard Sax;                 NEW YORK
    LAW OFFICES OF RICHARD SAX, a                   COURT OF
    sole proprietorship,                             APPEALS
    Defendants-Appellants.
    Filed June 11, 2020
    Before: Richard A. Paez and Carlos T. Bea, Circuit Judges,
    and Janis Graham Jack, * District Judge.
    Order
    *
    The Honorable Janis Graham Jack, United States District Judge for
    the Southern District of Texas, sitting by designation.
    2               FAST TRAK INVESTMENT V. SAX
    SUMMARY **
    Certification to New York Court of Appeals
    The panel certified to the New York Court of Appeals the
    following questions:
    1) Whether a litigation financing agreement may
    qualify as a “loan” or a “cover for usury” where the
    obligation of repayment arises not only upon and
    from the client’s recovery of proceeds from such
    litigation but also upon and from the attorney’s fees
    the client’s lawyer may recover in unrelated
    litigation?
    2) If so, what are the appropriate consequences, if any,
    for the obligor to the party who financed the
    litigation, under agreements that are so qualified?
    COUNSEL
    Richard Sax, Law Office of Richard Sax, Santa Rosa,
    California, for Defendants-Appellants.
    Kira A. Schlesinger, Schlesinger Conrad PLLC, Phoenix,
    Arizona, for Plaintiff-Appellee.
    **
    This summary constitutes no part of the opinion of the court. It
    has been prepared by court staff for the convenience of the reader.
    FAST TRAK INVESTMENT V. SAX                          3
    ORDER
    This case asks us to determine whether a litigation
    funding agreement violates New York’s usury laws.
    Richard Sax 1 and Fast Trak Investment Co., LLC (“Fast
    Trak”) entered a series of contracts in which Fast Trak
    agreed to fund lawsuits Sax brought as the attorney of
    record, in exchange for his and his clients’ pledges of
    proceeds from those cases, as well as Sax’s pledges of his
    attorney fees in unrelated cases. After Sax obtained
    proceeds or attorney fees in some of those cases but did not
    pay them to Fast Trak as purportedly required by the
    agreements, Fast Trak sued Sax for, among other things,
    breach of contract and breach of fiduciary duty.
    Below and on appeal, Sax argued that the contracts are
    unenforceable because they are usurious loans. 2 The district
    court rejected both arguments and granted Fast Trak’s
    summary judgment motion, holding that the agreements
    were enforceable under New York law (which the parties
    had contractually selected). The court subsequently awarded
    Fast Trak $323,611.11 in damages, which Sax does not
    appeal.
    To resolve Sax’s purported usury defense, however,
    would require us to address what appears to be an
    unanswered question of New York usury law. In New York,
    1
    Sax’s law firm, The Law Offices of Richard Sax, is also a
    defendant in this case. Unless otherwise noted, we refer to Sax and his
    law firm collectively as “Sax.”
    2
    Sax also argued that the that the contracts are unenforceable
    because they violate laws against champerty. We do not certify this
    question to the New York Court of Appeals because we are able to
    resolve it by applying New York law.
    4               FAST TRAK INVESTMENT V. SAX
    usury laws typically apply only to agreements that constitute
    a “loan.” See Seidel v. 18 E. 17th St. Owners, Inc.,
    
    79 N.Y.2d 735
    , 744 (1992) (“If the transaction is not a loan,
    ‘there can be no usury, however unconscionable the contract
    may be.’”) (quoting Orvis v Curtiss, 
    157 N.Y. 657
    , 661
    (1899)). On the other hand, the New York Court of Appeals
    has long held that a device to cover a usurious loan, even if
    not technically a loan, will permit a defense of usury to
    claims of breach. See, e.g., 
    Orvis, 157 N.Y. at 660
    –61. And
    at least one lower court in New York has found a non-
    recourse litigation financing agreement to qualify as a “loan”
    that violates usury laws. Echeverria v. Estate of Lindner,
    
    801 N.Y.S.2d 233
    , 
    2005 WL 1083704
    , at *8 (Sup. Ct.),
    judgment entered sub nom. Echeverria v. Lindner (N.Y. Sup.
    Ct. 2005). Given the novelty of the issue and the impact its
    resolution may have in a rapidly growing industry, 3 we
    certify to the New York Court of Appeals the following
    question:
    Whether a litigation financing agreement
    may qualify as a “loan” or a “cover for usury”
    where the obligation of repayment arises not
    only upon and from the client’s recovery of
    proceeds from such litigation but also upon
    and from the attorney’s fees the client’s
    lawyer may recover in unrelated litigation?
    And, if so, what are the appropriate
    consequences, if any, for the obligor to the
    3
    The New York City Bar Association estimated the amount of
    litigation financing outstanding to exceed $1 billion in 2011. Ass’n of
    the Bar of the City of N.Y. Comm’n on Prof’l and Judicial Ethics, Formal
    Op. 2011-2, 
    2011 WL 6958790
    at *1 (“N.Y. Bar Opinion”).
    FAST TRAK INVESTMENT V. SAX                    5
    party who financed the litigation, under
    agreements that are so qualified?
    I.
    Fast Trak, a Delaware LLC with its principal place of
    business currently in New Jersey, is in the litigation finance
    business. Sax is a personal injury lawyer whose residence
    and principal place of business is in California. Fast Trak
    entered a series of agreements with Sax and Sax’s clients in
    the spring of 2013, each of which contained a New York
    choice-of-law clause. These agreements can be divided into
    two categories, “Primary Contracts” and “Secondary
    Contracts.”
    Primary Contracts are those between Fast Trak and one
    of Sax’s clients, in which Fast Trak agreed to provide funds
    directly to the client, who in turn pledged to Fast Trak a
    portion of the future proceeds, if any, from his or her
    litigation (in which Sax acted as the client’s attorney). Most
    payments by Fast Trak to Sax’s clients ranged from $3,000
    to $15,000. One client received a total of $96,000 from Fast
    Trak as memorialized in four agreements. Even though the
    Primary Contracts state that Fast Trak provides the funds
    directly to the client (the “Seller” under each agreement), the
    funds appear to have been wired directly from Fast Trak to
    Sax in most cases. The exact amount that Fast Trak
    transferred to Sax and/or his clients is disputed, with Sax
    arguing that it is $125,000 and Fast Trak claiming it was “at
    least” $132,000.
    Rather than entitling Fast Trak to receive a percentage
    of any damages award, the Primary Contracts each contain a
    “Payment Schedule.” Each Payment Schedule outlines the
    minimum amount that the client counterparty must pay to
    Fast Trak, at a given time, from any received proceeds from
    6              FAST TRAK INVESTMENT V. SAX
    the client’s litigation. The minimum payment amounts
    increase in six-month increments from the date of executing
    the agreement. The Payment Schedule functions such that
    the longer it takes the client to receive proceeds from his or
    her litigation, the more the client will pay to Fast Trak (if the
    client receives any such proceeds at all). For example, Fast
    Trak’s Primary Contract to transfer $3,000 to Sax’s client,
    Roger Gadow, contains the following payment schedule:
    A. Property to be purchased from the
    Seller under the agreement:                $3,000.00
    B. Payment Schedule:
    Total Pay-Off Amount to be paid by the
    Seller to FAST TRAK:
    Minimum amount due on or before the
    first six (6) month Anniversary:           $4,716.51
    After Six (6) month Anniversary, but
    on or before One Year Anniversary:         $5,631.76
    After One Year Anniversary, but on or
    before 18 month Anniversary:               $6,724.61
    After 18 month Anniversary, but on or
    before Two Year Anniversary:               $8,029.54
    After Two Year Anniversary, but on or
    before 30 month Anniversary:               $9,587.69
    After 30 month Anniversary, but on or
    before Three Year Anniversary:           $11,448.20
    After the Three-Year Anniversary, the total pay-
    off amount shall continue to increase in a Similar
    fashion by $450.00 for each additional six-month
    period.
    In other words, if Gadow receives sufficient proceeds from
    his litigation the day after executing the Primary Contract,
    he must pay Fast Trak $4,716.51 (providing Fast Trak a
    FAST TRAK INVESTMENT V. SAX                   7
    57.2% return on investment or “ROI”). Or if Gadow
    receives sufficient proceeds from his litigation, say, twenty
    months after executing the Primary Contract, Gadow must
    pay Fast Trak $8,029.54 (a 167.7% ROI for Fast Trak). As
    we explain below, if we were to hold that the increase in
    payments over time constitutes “interest” on a “loan,” the
    effective interest rates in all of the agreements between Fast
    Trak and Sax would exceed the maximum statutory interest
    rate for both civil and criminal usury.
    However, the agreements are clear that if the client does
    not obtain proceeds from his or her litigation sufficient to
    make the scheduled payments, the client has no personal
    obligation to pay Fast Trak out of his or her own pocket or
    estate: most Primary Contracts state in bold that “[t]his is a
    nonrecourse purchase agreement. There is no obligation for
    seller to make payment except from the proceeds of the
    matter/litigation.” The limited nature of this obligation,
    though, appears to be why Fast Trak and Sax entered the
    Secondary Contracts: to “induce” Fast Trak to invest in Sax.
    The Secondary Contracts were signed only by Fast Trak
    and Sax (and not Sax’s clients). After referencing a specific
    underlying Primary Contract, each Secondary Contract
    states that it was executed “[i]n order to induce Fast Trak to
    enter” such corresponding Primary Contract. For example,
    for the $3,000 Gadow contract, Sax signed a Secondary
    Contract with Fast Trak to induce Fast Trak to enter that
    Primary Contract with Gadow. Sax gets no additional funds
    for signing the Secondary Contract. Instead, Sax provides a
    list of his cases (deemed the “Secondary” cases) that are
    unrelated to Gadow’s case (the “Primary” case), and
    promises that:
    If there has not been a monetary recovery in
    the “Primary” case great enough to pay the
    8             FAST TRAK INVESTMENT V. SAX
    entire balance due pursuant to [the Payment
    Schedule of this Agreement] at the time when
    the first (first means “earliest to occur”)
    “Secondary” case yields any monetary
    recovery by settlement, judgment or
    otherwise; SAX shall than pay to FAST
    TRAK an amount equal to the entire
    remaining balance then due as per [the
    Payment Schedule] of this agreement.
    In other words, if Gadow’s case loses (or wins but does not
    obtain sufficient proceeds to satisfy the Payment Schedule),
    the corresponding Secondary Contract functions as Sax’s
    agreement to cover the difference by paying Fast Trak from
    his receipts of attorney fees in unrelated cases.
    For each Secondary Contract, Sax pledged his attorney’s
    fee in about five to ten unrelated cases. In other words, each
    Primary and Secondary Contract pair is self-described as a
    non-recourse “purchase” of future proceeds, which does not
    obligate repayment to Fast Trak from a client or from Sax’s
    personal credit or estates. But because Sax pledged his
    attorney fees in so many other unrelated cases (such that he
    states it would be enough to bankrupt his firm), the result of
    this arrangement is, according to Sax, that payment to Fast
    Trak by Sax is all but guaranteed.
    Additionally, the Primary Contracts each include an
    exhibit containing “Irrevocable Instructions to Counsel” in
    which the client directs Sax (or any successor attorney) to
    pay any received proceeds from the litigation to Fast Trak
    before paying them to the client. Sax also signed an
    “Acknowledgement by Counsel” exhibit for each Primary
    Contract, in which he promised to:
    FAST TRAK INVESTMENT V. SAX                            9
    “honor the assignment by [his client] to [Fast
    Trak] . . . including without limitation:
    (a) holding, as fiduciary for [Fast Trak], any
    Proceeds (as defined in the Agreement),
    together with any permitted fees and costs as
    set forth in the Agreement; (b) promptly
    notifying [Fast Trak] that I [Sax] have
    become possessed of any Proceeds and
    (c) providing information to [Fast Trak]
    about the Claims and any related litigation.”
    In the Primary Contracts, each client represents that he
    or she “intends this transaction to be and agrees that this
    transaction is a purchase and sale and is not a loan,” and
    acknowledges that Fast Trak has “no influence, power or
    control over any matter relating to the Litigation.” Further,
    both the Primary and Secondary Contracts contain clauses
    by which Sax and his clients agreed to “waive[] any and all
    defenses to the enforcement of this Agreement . . . and
    specifically and unconditionally waive[] any claims that . . .
    any . . . provision of this Agreement . . . is invalid or
    unenforceable in any respect.”
    Fast Trak ultimately sued Sax for breach of contract and
    breach of fiduciary duty. 4 In response to Fast Trak’s motion
    for summary judgment, Sax’s primary arguments were that
    the contracts are not enforceable because they are usurious
    4
    Fast Trak also sued to compel arbitration and for a writ of
    attachment, neither of which are at issue on appeal. After filing a motion
    for summary judgment, Fast Trak acknowledged that the arbitration
    claim was moot.
    10              FAST TRAK INVESTMENT V. SAX
    and because they violate laws against champerty. 5 The
    district court rejected both arguments and entered summary
    judgment on both claims for Fast Trak. The district court
    requested supplemental briefing on the amount of damages,
    and, in response to Fast Trak’s briefing, Sax stated he took
    “no position regarding the damages claimed by Plaintiff.”
    The district court reviewed Fast Trak’s calculations and
    awarded it $323,611.21 in damages.
    II.
    A.
    The district court granted summary judgment to Fast
    Trak on the grounds that “[u]nder New York law, ‘if the
    transaction is not a loan, there can be no usury, however
    unconscionable the contract may be.’” Fast Trak Inv. Co. v.
    Sax, No. 4:17-CV-00257-KAW, 
    2018 WL 2183237
    , at *6
    (N.D. Cal. 2018) (citing NY Capital Asset Corp. v. F & B
    Fuel Oil Co., 
    98 N.Y.S.3d 501
    , 
    2018 WL 1310218
    , at *6
    (N.Y. Sup. Ct. 2018)). On appeal, Sax argued that his
    agreements with Fast Trak “were illegal, usurious, and
    champertous recourse loans,” but provided little detail that
    would directly or obviously support this argument. Instead,
    he simply argued that “[t]he subject transactions were
    usurious” and “[t]he parties intended the subject transactions
    to be recourse loans.” He also described the terms of the
    agreements, and stated that “Fast Track [sic] would thus
    recover unless Sax lost each and every case that was pledged
    in its entirety,” and that Fast Trak’s assertions to the contrary
    were “misleading” and “illusory.” Finally, he stated that
    5
    The district court held that the New York choice-of-law provisions
    in the contracts was enforceable. On appeal, Sax agrees that New York
    law applies.
    FAST TRAK INVESTMENT V. SAX                  11
    “even if the ‘Primary Cases’ did not deliver adequate returns,
    Fast Track [sic] would not lose its investment, because it had
    demanded the right to collect the ‘entirety’ of Sax’s attorney
    fees from a string of secondary cases in his law firm, by way
    of an ambiguous, even incomprehensible, contract of
    adhesion.”
    Thus, Sax has made out the following argument: his
    agreements with Fast Trak predictably and effectively
    guaranteed repayment to Fast Trak from clients’ and Sax’s
    assets, at interest rates that are usurious. As such, they
    constitute usurious loans under New York law, or are at least
    a device by Fast Trak to cover a usurious loan, and are thus
    unenforceable. Therefore, the district court erred in granting
    Fast Trak’s motion for summary judgment. For the reasons
    discussed below, we certify the above question to the New
    York Court of Appeals.
    B.
    New York’s usury statute provides, in relevant part:
    1. The rate of interest, as computed pursuant
    to this title, upon the loan or forbearance of
    any money, goods, or things in action, . . .
    shall be six per centum per annum unless a
    different rate is prescribed in section
    fourteen-a of the banking law.
    2. No person or corporation shall, directly or
    indirectly, charge, take or receive any money,
    goods or things in action as interest on the
    loan or forbearance of any money, goods or
    things in action at a rate exceeding the rate
    above prescribed. The amount charged,
    taken or received as interest shall include any
    12              FAST TRAK INVESTMENT V. SAX
    and all amounts paid or payable, directly or
    indirectly, by any person, to or for the
    account of the lender in consideration for
    making the loan or forbearance . . . .
    N.Y. Gen. Oblig. Law § 5-501 (McKinney) (emphases
    added). In turn, section 14-a of the banking law provides
    that the maximum rate of interest provided for in section 5-
    501 is a 16% simple interest rate per year. N.Y. Banking
    Law § 14-a(1) (McKinney). New York courts have
    interpreted section 5-501(2) literally, and included in the
    calculation of interest all payments or amounts owed to the
    lender “in consideration of the making of a loan or
    forbearance of money.” Feldman v. Kings Highway Sav.
    Bank, 
    102 N.Y.S.2d 306
    , 307 (App. Div.), aff’d, 
    303 N.Y. 675
    (1951); see also Band Realty Co. v. N. Brewster, Inc.,
    
    37 N.Y.2d 460
    , 464–66 (1975). Finally, section 5-511 of
    that chapter states that any contract under which a “greater
    value, for the loan or forbearance of any money . . . than is
    prescribed in section 5-501, shall be void. . . .” N.Y. Gen.
    Oblig. Law § 5-511 (McKinney) (emphasis added).
    New York also has a criminal usury statute, which was
    “designed to prohibit ‘loansharking.’”                 Practice
    Commentary to N.Y. Penal Law § 190.40 (McKinney). The
    criminal usury statute provides for a higher statutory rate of
    25% simple interest annually. N.Y. Penal Law § 190.40
    (McKinney). Further, the same 25% annual rate constitutes
    “[c]riminal usury in the first degree” if “the actor’s conduct
    was part of a scheme or business of making or collecting
    usurious loans.” 6
    Id. § 190.42.
    6
    In New York, although corporations cannot bring a usury defense
    in civil actions, N.Y. Gen. Oblig. Law § 5-521(1), (3) (McKinney), this
    FAST TRAK INVESTMENT V. SAX                         13
    Put simply, sections 5-501 and 5-511 make any contract
    “void” that provides for (1) a “loan” (2) that charges an
    effective annual interest that exceeds 16% (i.e., that includes
    any and all amounts payable under the contract). As
    explained below, element (2) is easily satisfied in this case.
    Accordingly, because the case depends on whether the
    financial agreement qualifies as a loan, the answer to the
    certified question would resolve this issue.
    C.
    All of the Primary and Secondary Contracts charge
    effective annual interest rates that—if the Contracts
    constitute loans—far exceed the statutory maximum of 16%
    annually. By way of example, the Gadow Primary Contract,
    described above, as well as the Secondary Contract between
    Sax and Fast Trak, contain the below Payment Schedule (the
    interest calculations in the far right column do not appear in
    the contracts themselves).
    prohibition does not apply to Richard Sax, a natural person, and his law
    firm, a sole proprietorship.
    14              FAST TRAK INVESTMENT V. SAX
    Annually
    Compounded
    Interest 7
    A. Property to be purchased
    from the Seller under the
    agreement:                         $3,000.00
    B. Payment Schedule:
    Total Pay-Off Amount to
    be paid by the Seller to
    FAST TRAK:
    Minimum amount due on
    or before the first six (6)
    month Anniversary:                   4,716.51
    After Six (6) month
    Anniversary, but on or
    before One Year
    Anniversary:                         5,631.76              87.7%
    After One Year
    Anniversary, but on or
    before 18 month
    Anniversary:                         6,724.61
    After 18 month
    Anniversary, but on or
    before Two Year
    Anniversary:                         8,029.54              42.6%
    After Two Year
    Anniversary, but on or
    before 30 month
    Anniversary:                         9,587.69
    7
    These interest rates were not calculated by Sax or included in the
    record. We calculated them by “the traditional method of computing
    interest” endorsed by the New York Court of Appeals. Band Realty 
    Co., 37 N.Y.2d at 466
    .
    FAST TRAK INVESTMENT V. SAX                   15
    After 30 month
    Anniversary, but on or
    before Three Year
    Anniversary:                  11,448.20           42.6%
    As shown in the table, the conditional payment obligations
    that the Contracts impose upon Gadow and/or Sax would, if
    they constitute loans, well exceed the civil statutory
    maximum interest rate of 16% per annum (compounded
    annually), as well as the criminal statutory maximum of 25%
    per annum (compounded annually). The same is true for all
    the Primary and Secondary Contracts under which Fast Trak
    is suing Sax: the amounts of payment which they
    conditionally obligate Sax and his clients to pay exceed the
    statutory rate for criminal usury. In other words, if the
    contracts do in fact constitute “loans” under section 5-501,
    they are usurious and, under the terms of section 5-501, void.
    D.
    When the highest court of a state has not directly spoken
    on a matter of state law, a federal court sitting in diversity
    must generally use its “own best judgment in predicting how
    the state’s highest court would decide the case.” Fiorito
    Bros., Inc. v. Fruehauf Corp., 
    747 F.2d 1309
    , 1314 (9th Cir.
    1984) (internal quotation marks omitted). In making this
    prediction, the federal court “must ascertain from all
    available data what the state law is and apply it.” Estrella v.
    Brandt, 
    682 F.2d 814
    , 817 (9th Cir. 1982). “An intermediate
    state appellate court decision is a ‘datum for ascertaining
    state law which is not to be disregarded by a federal court
    unless it is convinced by other persuasive data that the
    highest court of the state would decide otherwise.’”
    Id. (quoting West
    v. Am. Tel. & Tel. Co., 
    311 U.S. 223
    , 237
    (1940)).
    16            FAST TRAK INVESTMENT V. SAX
    To begin with, New York law is clear that “[w]hen
    determining whether a transaction constitutes a usurious
    loan it must be ‘considered in its totality and judged by its
    real character, rather than by the name, color, or form which
    the parties have seen fit to give it.’” Ujueta v. Euro-Quest
    Corp., 
    814 N.Y.S.2d 551
    , 552 (App. Div. 2006) (quoting
    Lester v. Levick, 
    376 N.Y.S.2d 619
    (App. Div. 1975) (Christ,
    J., dissenting), rev’d. on dissenting opn. 
    41 N.Y.2d 940
    (N.Y. 1977)). Thus, that the agreements are described by
    their language as “Purchase Agreement[s]” and not as loans
    is not dispositive; it is their “real character,” when they are
    “considered in [their] totality,” that matters here.
    Id. Nonetheless, according
    to the New York Court of
    Appeals, “[i]f the transaction is not a loan, ‘there can be no
    usury, however unconscionable the contract may be.’
    
    Seidel, 79 N.Y.2d at 744
    (quoting 
    Orvis, 157 N.Y. at 661
    ).
    New York appellate courts have held that “[i]n order for a
    transaction to constitute a loan, there must be a borrower and
    a lender; and it must appear that the real purpose of the
    transaction was, on the one side, to lend money at usurious
    interest reserved in some form by the contract and, on the
    other side, to borrow upon the usurious terms dictated by the
    lender.” Donatelli v. Siskind, 
    565 N.Y.S.2d 224
    , 226 (App.
    Div. 1991). Further, “[f]or a true loan it is essential to
    provide for repayment absolutely and at all events or that the
    principal in some way be secured as distinguished from
    being put in hazard.” Rubenstein v. Small, 
    273 A.D. 102
    ,
    104 (N.Y. App. Div. 1947); see also Cash4Cases, Inc. v.
    Brunetti, 
    167 A.D.3d 448
    (N.Y. App. Div. 2018). Put
    simply, to constitute a “loan” under the usury statute, the
    purported lender must have the right to collect from the
    purported borrower in absolute terms—that is, a right not
    dependent on the occurrence of any condition precedent.
    Because Fast Trak has the right to collect from Sax only if
    FAST TRAK INVESTMENT V. SAX                   17
    he or his clients obtain sufficient proceeds, Fast Trak argues,
    the transactions cannot constitute a “loan.”
    Two arguments push in the other direction. First is the
    possibility that Sax’s obligation to make payments is
    sufficiently “guaranteed” by the terms of the agreement,
    such that what appears not to be a “loan” is nonetheless
    treated like one for the purposes of New York usury law.
    While the Court of Appeals has not addressed this possibility
    in the realm of litigation finance, at least one New York state
    trial court has held that a similar purported non-recourse
    litigation financing arrangement was a “loan” (and thus
    subject to usury laws) because the recovery of the underlying
    plaintiff—and therefore the financier’s payment—was
    “almost guaranteed.” Echeverria, 
    801 N.Y.S.2d 233
    , 
    2005 WL 1083704
    at *8. In Echeverria, the plaintiff Echeverria
    received a $25,000 “advance” from a company called
    LawCash to pursue his personal injury case, which he agreed
    to repay “at an interest rate of 3.85% compounded monthly
    to LawCash from any judgment awarded,”
    id. at *4,
    which
    the court noted was “an obviously usurious rate,”
    id. at *1.
    In finding that the finance agreement constituted a loan, the
    court concluded that:
    [T]here was a very low probability that
    judgment would not be in favor of the
    plaintiff. It is a strict liability labor law case
    where the plaintiff is almost guaranteed to
    recover. There is low, if any risk. This is
    troubling considering the enormous profits
    that will be made from the rapidly accruing,
    extremely high interest rates they are
    charging.
    18             FAST TRAK INVESTMENT V. SAX
    Id. at *8.
    The court also noted that, just like a bank making
    a loan, LawCash was able to demand its rate of return.
    Id. at *5
    n.1. The court then found that because the investment
    was a “sure thing,” “it is a loan, not an investment with great
    risk. If it is a loan, then the interest rate charged is usurious
    and the court could vitiate the agreement.”
    Id. at *8.
    Instead,
    because the law was uncertain, the court enforced the
    agreement at maximum statutory rate of 16% annual interest.
    Id. Given that
    Fast Trak’s realization of payment depends
    entirely on a condition—the receipts of either litigation
    proceeds by the client or attorney fees by Sax—Sax’s
    argument that these agreements strictly qualify as “loan[s]”
    under New York law is questionable. Nonetheless, with the
    Primary and Secondary contracts, the risk of non-payment
    might be so low that the financial agreement qualifies as a
    loan under New York law. However, even if the transactions
    are not “loan[s]” under section 5-501, New York law still
    seems to permit a defense of usury in certain circumstances.
    The second and more colorable argument against Fast
    Trak’s characterization of the agreements addresses the “real
    character” of the agreements. See 
    Ujueta, 814 N.Y.S.2d at 552
    . The Court of Appeals has repeatedly endorsed the
    principle that if an “agreement was not intended for the
    purpose indicated upon its face, but as a mere device or
    subterfuge to conceal a loan of money[,] . . . . it is quite
    possible that the defense of usury could be sustained.”
    
    Orvis, 157 N.Y. at 660
    –61 (emphasis added). This rule has
    some appeal, especially to payors: “[I]f the form of the
    contract were to be controlling, the statute against usury
    would be substantially unenforcible [sic], and thus it was
    made the duty of the court in each case presented to examine
    into the substance of the transaction between the parties and
    FAST TRAK INVESTMENT V. SAX                  19
    determine whether the intent which pervaded it was one
    which violated the statute.” Hartley v. Eagle Ins. Co. of
    London, Eng., 
    222 N.Y. 178
    , 185 (1918) (quoting Hall v.
    Eagle Ins. Co., 
    151 A.D. 815
    , 826 (N.Y. App. Div. 1912)).
    Thus, New York courts have affirmed this principle
    numerous times, usually in the mortgage context. See, e.g.,
    72 N.Y. Jur. 2d Interest and Usury § 87; Equity Serv. Corp.
    v. Agull, 
    250 A.D. 96
    , 98 (N.Y. App. Div. 1937); 
    Hartley, 222 N.Y. at 184
    –85; Meaker v. Fiero, 
    145 N.Y. 165
    , 169–
    170 (1895). However, no New York appellate or high court
    has addressed a defense of usury in cases involving litigation
    financing agreements where, similar to those here, the
    purported lender’s risk of non-payment is arguably
    miniscule.
    At oral argument before this court, Fast Trak argued that
    Cash4Cases, an intermediate appellate decision, is “the
    controlling law in New York.” Oral Argument at 16:57, Fast
    Trak Invest. Co. v. Sax, No. 18-17270 (Feb. 3, 2020),
    https://youtu.be/6C1qJ9Bt1ws. It is true that this decision
    cannot be “disregarded” by this court. 
    Estrella, 682 F.2d at 817
    . However, while Cash4Cases presents some facial
    similarity to this one, given its evaluation of a litigation
    finance agreement, it is easily distinguishable.            In
    Cash4Cases, the challenged agreement appears to have been
    contingent upon “successful recovery of proceeds” from
    “defendant’s [single] pending personal injury 
    litigation.” 167 A.D.3d at 448
    –49. Here, in sharp contrast, Fast Trak
    advanced money to Sax, the repayment of which was
    secured in each instance with his future attorney fees in
    about five to ten unrelated cases. Even the Cash4Cases
    court recognized that an agreement can constitute a loan if
    “the principal [is] in some way . . . secured as distinguished
    from being put in hazard.”
    Id. at 449
    (citing 
    Rubenstein, 273 A.D. at 104
    ).
    20            FAST TRAK INVESTMENT V. SAX
    To put it another way, if this case’s facts aligned with
    those in Cash4Cases, such that Fast Trak was suing Sax for
    proceeds he purportedly owed it related to a single case, we
    might be inclined to agree that Cash4Cases would foreclose
    Sax’s usury defense. As Fast Trak would have it, as long as
    there is some possibility that the assets listed in the
    agreements will not yield full payment to Fast Trak, the
    transaction cannot qualify as a “loan” and Sax may not
    sustain a usury defense. But unlike Cash4Cases, Sax has
    made a colorable argument that repayment to Fast Trak is all
    but guaranteed.
    In summary, we are bound by New York law to analyze
    the transaction and determine its “real character.” If the
    transaction’s character is in fact the lending of money at a
    usurious rate, a defense of usury may be sustained even if
    the transaction fails to meet the legal requirements of a
    “loan” under section 5-501. See 
    Meaker, 145 N.Y. at 170
    (stating that “no matter what the disguise, if the court can see
    that the real transaction was the loan or forbearance of
    money at usurious interest, its plain and imperative duty is
    to so declare, and to hold the security void.”). As we see it,
    there is a nonfrivolous argument that the “real purpose” of
    these transactions is a loan rather than the purchase of
    contingent assets: Fast Trak wired funds to Sax; Fast Trak
    secured future payment by Sax with the potential proceeds
    in a large number of Sax’s cases, thereby making Sax’s
    obligation to pay Fast Trak arguably likely.
    E.
    Furthermore, the record of this case is sufficiently
    established such that the outcome to the above legal question
    will determine the case’s result. The New York Court of
    Appeals has held that whether a transaction constitutes a
    cover for usury “raise[s] a triable issue of fact” precluding
    FAST TRAK INVESTMENT V. SAX                    21
    summary judgment. Hammelburger v. Foursome Inn Corp.,
    
    54 N.Y.2d 580
    , 594 (1981); see also 
    Ujueta, 814 N.Y.S.2d at 552
    . These cases typically involved mortgages, and the
    triable issue was whether a broker’s commission should be
    included in the interest rate calculation. See, e.g., ids. Here,
    there is no question that the Pay-Off Amounts in the
    Secondary Contracts, if triggered, would exceed the
    maximum statutory rate. However, the relevant factual issue
    on remand would be whether the occurrence of the triggering
    condition (i.e., Sax’s success in his cases) was sufficiently
    certain so as to constitute a “loan” or a “cover for usury.”
    Sax averred that “Plaintiff’s loan was secured by other
    cases, so that unless I lost each and every case, Plaintiff still
    had the right to collect from the ‘Secondary Cases.’ To lose
    each and every case would be highly unlikely.” Sax’s
    declaration also includes several statements to the effect that
    the cases with which he secured Fast Trak’s advances make
    up most or all of his firm’s resources. He stated that four of
    the securing cases “that resulted in adverse defense verdicts
    drained my law firm, which was still struggling as a result of
    the ‘Great Recession,’” that paying Fast Trak the amount it
    claims would put him “out of business” and “drive[] [him]
    into bankruptcy.” Further, though, the record shows that
    Fast Trak’s advances to Sax were secured by a total of at
    least eighteen cases.
    Accordingly, if the New York Court of Appeals holds
    that the agreements can indeed constitute a “loan” or a
    “cover for usury” such that Sax may assert a usury defense
    under New York law, we will reverse the district court’s
    grant of summary judgment to Fast Trak and remand for
    further proceedings consistent with the answer to the
    certified question. On the other hand, if the Court of Appeals
    holds that such agreements do not constitute a “loan” or a
    22            FAST TRAK INVESTMENT V. SAX
    “cover for usury,” these facts are irrelevant (that is, not
    “material” for the purposes of a summary judgment motion).
    In this case, we will affirm the district court’s grant of
    summary judgment for Fast Trak.
    F.
    Finally, there also exists some confusion regarding the
    consequences of a successful usury defense under New York
    law. The Court of Appeals has previously held that “[t]he
    consequences to the lender of a usurious transaction can be
    harsh: the borrower is relieved of all further payment—not
    only interest but also outstanding principal, and any
    mortgages securing payment are cancelled. In effect, the
    borrower can simply keep the borrowed funds and walk
    away from the agreement.” 
    Seidel, 79 N.Y.2d at 740
    .
    However, the Echeverria court enforced the agreement,
    limiting interest to the maximum statutory rate.
    801 N.Y.S.2d at *8. Given this uncertainty, we also certify
    the question of the appropriate consequence to the Court of
    Appeals, as proposed below.
    III.
    Applying these state-law doctrines to a novel type of
    contract—secured financing agreements like the ones in this
    case—is a job most suitable for the highest court of the state
    whose law is in question. This is particularly the case when,
    as here, the result is likely to have wide-reaching
    implications. Litigation financing is a rapidly growing
    industry. N.Y. Bar Opinion, 
    2011 WL 6958790
    at *1. Other
    states that have addressed whether similar agreements
    FAST TRAK INVESTMENT V. SAX                          23
    violate usury laws have reached conflicting results. 8 Given
    the importance of the issue, it would be preferable for the
    New York Court of Appeals to address this issue in the first
    instance.
    While the parties did not request the certification of this
    question, we have the authority and obligation to certify a
    question sua sponte. See Parents Involved in Cmty. Sch. v.
    Seattle Sch. Dist., No. 1, 
    294 F.3d 1085
    , 1086 (9th Cir. 2002)
    (“[W]e have an obligation to consider whether novel state-
    law questions should be certified—and we have been
    admonished in the past for failing to do so.”) (citing
    Arizonans for Official English v. Ariz., 
    520 U.S. 43
    , 62, 76–
    79 (1997)); see also Lehman Bros. v. Schein, 
    416 U.S. 386
    ,
    391 (1974) (noting that federal certification of state law
    questions “helps build a cooperative judicial federalism,”
    and is “particularly appropriate” for novel or unsettled
    questions of state law).
    Further, certification is permitted under New York law
    when the New York Court of Appeals has not yet provided
    controlling precedent. N.Y. Comp. Codes R. & Regs. tit. 22,
    8
    Compare Oasis Legal Fin. Grp., LLC v. Coffman, 
    361 P.3d 400
    ,
    410 (Col. 2015) (holding “that litigation finance companies that agree to
    advance money to tort plaintiffs in exchange for future litigation
    proceeds are making ‘loans’ subject to Colorado’s [Uniform Consumer
    Credit Code] even if the plaintiffs do not have an obligation to repay any
    deficiency if the litigation proceeds are ultimately less than the amount
    due. These transactions create debt, or an obligation to repay, that grows
    with the passage of time.”) with Anglo-Dutch Petroleum Int’l, Inc. v.
    Smith, 
    243 S.W.3d 776
    , 782 (Tex. App. 2007) (holding that litigation
    funding agreements entered into by investor and petroleum companies,
    under which investor provided funds to finance companies’ lawsuit
    against multinational corporation in return for portion of companies’
    recovery in lawsuit, were not usurious transactions, as they did not meet
    the definition of a “loan”).
    24            FAST TRAK INVESTMENT V. SAX
    § 500.27(a). As explained above, whether New York law
    permits a defense of usury in these circumstances is a
    question for which no controlling precedent of the Court of
    Appeals exists. Because the resolution of this question will
    determine the result of this case, we believe certification is
    proper.
    Accordingly, as stated above, we respectfully certify the
    following question to the New York Court of Appeals:
    Whether a litigation financing agreement
    may qualify as a “loan” or a “cover for usury”
    where the obligation of repayment arises not
    only upon and from the client’s recovery of
    proceeds from such litigation but also upon
    and from the attorney’s fees the client’s
    lawyer may recover in unrelated litigation?
    And, if so, what are the appropriate
    consequences, if any, for the obligor to the
    party who financed the litigation, under
    agreements that are so qualified?
    We do not intend our framing of this question to restrict the
    New York Court of Appeals’ consideration of any issues that
    it determines are relevant. The New York Court of Appeals
    may, in its discretion, reformulate the question. See, e.g.,
    Broad v. Mannesmann Anlagenbau AG, 
    196 F.3d 1075
    ,
    1076 (9th Cir. 1999).
    The clerk of our court is hereby ordered to transmit
    forthwith to the New York Court of Appeals, under official
    seal of the United States Court of Appeals for the Ninth
    Circuit, a copy of this order and all relevant briefs and
    excerpts of record filed in this court. The record contains all
    FAST TRAK INVESTMENT V. SAX                    25
    matters in the pending case deemed material for
    consideration of the local law question certified for answer.
    Further proceedings in our court are stayed pending the
    New York Court of Appeals’ decision whether it will accept
    review, and if so, receipt of the answer to the certified
    question. This case is withdrawn from submission and the
    clerk is directed to close this docket administratively,
    pending further order from this court. When the New York
    Court of Appeals decides whether to accept the certified
    question (or orders briefing on the question), the parties shall
    file a joint report informing us of the decision. The parties
    shall also file a joint status report notifying us when briefing
    has been completed, and when a date is set for oral argument
    before the New York Court of Appeals. The parties shall
    finally file a joint status report every six months after the
    date that the New York Court of Appeals accepts the
    certified question (or orders briefing thereon), or more
    frequently if circumstances warrant.
    QUESTION     CERTIFIED;   SUBMISSION
    WITHDRAWN and PROCEEDINGS STAYED.