Eldridge v. Gordon Brothers Group, LLC , 863 F.3d 66 ( 2017 )


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  •           United States Court of Appeals
    For the First Circuit
    Nos. 12-2311
    16-1929
    DAVID KAY ELDRIDGE; RAY ELDRIDGE, JR.; D. CHRIS ELDRIDGE, as
    trustee, not individually, of the C. Eldridge 1994 GST Trust;
    PATRICIA K. SAMMONS, as trustee, not individually, of the P.K.
    Sammons 1994 Trust; K'S MERCHANDISE MART, INC.,
    Plaintiffs, Appellants,
    v.
    GORDON BROTHERS GROUP, L.L.C.; WILLIAM WEINSTEIN; FRANK MORTON,
    Defendants, Appellees.
    APPEALS FROM THE UNITED STATES DISTRICT COURT
    FOR THE DISTRICT OF MASSACHUSETTS
    [Hon. Douglas P. Woodlock, U.S. District Judge]
    Before
    Torruella, Thompson, and Kayatta,
    Circuit Judges.
    Thomas E. Patterson, with whom Kristi L. Browne and The
    Patterson Law Firm, LLC were on brief, for appellants.
    Theresa A. Foudy, with whom Turner P. Smith, Curtis, Mallet-
    Prevost, Colt & Mosle LLP, Richard M. Zielinski, Peter D. Bilowz,
    and Goulston & Storrs PC were on brief, for appellees.
    July 13, 2017
    THOMPSON, Circuit Judge.
    PREFACE
    Today's case involves a moderately complex business
    dispute,   rich   with   issues.      On     one   side   is   plaintiff   K's
    Merchandise Mart, Inc., which we call "Old K's" (for reasons that
    will soon become clear).1     On the other side is defendant Gordon
    Brothers Group, L.L.C., which we call "Gordon," along with two of
    its executives, defendants William Weinstein and Frank Morton.
    Old K's challenges orders by the district judge granting defendants
    summary judgment and requiring it to pay them $35,000 in sanctions.
    After studying the briefs, the record, and the applicable law, we
    affirm the summary-judgment rulings but vacate the sanctions order
    and remand for reconsideration of the sanctions matter, assuming
    defendants still wish to pursue it.
    BACKGROUND
    Consistent with the summary-judgment standard, we set
    out the essential facts in the light most complimentary to Old K's
    position, see Collazo–Rosado v. Univ. of P.R., 
    765 F.3d 86
    , 89, 92
    (1st Cir. 2014) — even though the "facts," as accepted for summary-
    judgment purposes, may not be the actual facts if the case went to
    trial.
    1 The judge dismissed the other plaintiffs in our caption.
    But Old K's does not contest their dismissal.
    - 2 -
    Old K's Precarious Financial Position
    Founded by David Kay Eldridge in 1957, Old K's sold
    clothing, appliances, sporting goods, jewelry, furniture, and
    other merchandise from retail stores in Illinois, Indiana, Iowa,
    Florida, Kansas, Kentucky, and Missouri.      And Old K's saw many
    years of success.   But by the early to mid-2000s, competition with
    ginormous retailers like Target, Wal-Mart, Best Buy, and Toys "R"
    Us caused Old K's financial distress — the company, for example,
    suffered a net loss of $1.8 million in 2004.
    Faced with mounting losses, Old K's hired the investment
    firm William Blair & Co ("Blair") sometime in 2005 to help sell
    the company before the end of the year.        Blair explained that
    because Old K's was "unlikely" to find a buyer, "liquidation" was
    the "most logical" way to go.2    Blair later hooked Old K's up with
    Gordon, a company known nationwide for its expertise in retail
    liquidations.    Old K's hired Gordon in July 2005 to "provide
    preliminary advice and consultation to [Old K's] in connection
    with a possible orderly liquidation of [Old K's] 'big box' format
    stores" and to "develop a plan for the disposition of all inventory
    in the [s]tores with reference to the optimal timing of a 'store
    2 Broadly speaking, liquidation is "[t]he act or process of
    converting assets into cash," particularly "to settle debts."
    Liquidation, Black's Law Dictionary 1072 (10th ed. 2014).
    - 3 -
    closing' or similar themed sale."           Eldridge, Old K's president,
    would later testify that the reason Old K's retained Gordon was to
    get "different viewpoints and evaluate" Old K's "options" in case
    Old K's "decide[d] . . . to liquidate."
    Asked   to   analyze      the   liquidation   value   of   Old   K's
    merchandise and real estate, Gordon offered to buy Old K's in
    August 2005 for about $25 million.           Convinced that Old K's was
    worth much more, Old K's rejected the offer and asked Gordon to
    finish its "[r]eal [e]state appraisal and inventory liquidation"
    analysis — adding that if liquidation ended up being the way to
    go, Old K's would do the liquidation itself before accepting an
    offer like the one Gordon had floated.         But unfortunately for Old
    K's, its business continued hemorrhaging money in the months
    following Gordon's offer, posting losses of between $3.2 and $6.7
    million for the fiscal year ending January 2006.
    And things turned from bad to worse for Old K's when its
    principal lender, LaSalle National Bank ("LaSalle"), sent it a
    notice of default for violating financial-performance covenants,
    slashed its credit line, and dishonored checks to its vendors.
    LaSalle's Robert Barnhard, a former Gordon employee, then met with
    folks from Old K's in February 2006.         During this confab, Barnhard
    flatly   disagreed     with   Old     K's   proposed    plan    to   improve
    profitability by reducing inventory and asked Old K's to prepare
    - 4 -
    a 13-week cash-flow projection and business plan.                 Barnhard also
    hired consulting firm Alliance Management, Inc. ("Alliance") to
    gauge Old K's performance. Issuing a report in late February 2006,
    Alliance noted that Old K's (a) had "[a]ccumulated losses . . .
    exceed[ing]    $8   million    dollars     [over]     a     3   year   period,"
    (b) "fac[ed] significant liquidity challenges that are material to
    the continuing business operations," and (c) had a "business model"
    that was outdated and "not sustainable."         After getting Alliance's
    report, LaSalle demanded that Old K's liquidate by about mid-April
    2006.
    Hoping to get LaSalle "off [its] back," Old K's hired
    consulting firm Buccino & Associates ("Buccino") in March 2006,
    with the aim of convincing LaSalle to extend the liquidation
    deadline   —   Buccino's    founder     and    LaSalle's        president   were
    "personal friend[s]," apparently.        But Buccino struck out, meaning
    — according to Buccino — that Old K's "would be out of cash by
    October [2006], possibly as early as July [2006]," given its then-
    current financial and operational situation.               A Buccino official
    later recounted how LaSalle was pretty ticked off with the state
    of affairs, and "they [meaning LaSalle] required quick action to
    either   replace    their   loan   to   take   them       out   or   they   would
    foreclose."     That same official added that, given how over-
    collateralized the loan was, he "believe[d]" that Buccino "would
    - 5 -
    have found a bank" to provide take-out financing — though he also
    said that despite having "talked to several lenders," Buccino found
    "no interested parties" because of "the conditions that existed"
    and so Buccino's feeling was that Old K's "would probably have to
    file for bankruptcy."       And in fact, Buccino prepared several
    liquidation analyses for Old K's.
    With no financial savior in sight, Old K's entered into
    a forbearance agreement with LaSalle in which Old K's (among other
    things) admitted to certain defaults, expressed an intent to hold
    a liquidation sale, and agreed to file a voluntary bankruptcy
    petition "on or about April 17, 2006."         To help it navigate the
    complexities of the bankruptcy process, Old K's hired a powerhouse
    law firm, Mayer Brown LLP, and a communications consultant, Sitrick
    and Company.    Old K's also solicited bids to liquidate its assets
    from several liquidation companies — Gordon (which had never given
    up the idea of acquiring Old K's, it seems), Hilco, American Group,
    and Tiger Capital.
    Gordon's Representations
    With the bankruptcy deadline fast approaching, Old K's
    reconnected    with   Gordon.   And   Gordon   still   had   interest   in
    acquiring Old K's.      In an email to Gordon employees, Weinstein
    outlined his strategy:
    Guys, we felt like there was $20 ml of equity in the
    deal 6 months ago. It did not erode that quickly. . . .
    - 6 -
    This could be a classic out of court deal. We guarantee
    the bank to shut them up. We go to a creditor rights
    lawyer and hire them to represent the trade in an out of
    court. We either propose a pot plan or percentage plan
    distribution at less than 100% and more than a bankruptcy
    would pay them. We pick up the "equity" in the discount.
    We run through x-mas out of court.
    And       during      meetings    in     early     April,     Gordon        made    several
    representations to Old K's that are at the heart of this case:
        After achieving a "composition" with Old K's creditors — a
    "composition" is "[a]n agreement to settle a dispute or debt
    whereby one party abates part of what is due or claimed," see
    Composition, Black's Law Dictionary at 346 — Gordon planned
    to run the company as a going concern at least through the
    Christmas     selling   season       before    deciding      on     whether    to
    continue     operations,     sell      the   company,   or    liquidate       the
    company.
        Gordon had the expertise and experience to turn the company
    around and to keep it running.
        Gordon would get inventory flowing again by guaranteeing
    payment for future shipments from suppliers within a week.
        And Gordon would consult with the company's management before
    making any major decision affecting business operations.
    By       the   way,   everyone    knew    at     the   time   that     if    no    creditor
    composition happened, Gordon would liquidate the company straight
    away.
    - 7 -
    Rise and Fall of New K's
    After these comments, Old K's — represented by in-house
    and outside counsel — developed and executed a multi-step plan
    with Gordon:
    Step 1.     Old K's signed a letter of intent — a document
    "detailing the preliminary understanding of parties who plan to
    enter into a contract or some other agreement."              Letter of Intent,
    Black's Law Dictionary at 1044.           As pertinent here, the letter of
    intent provided that Gordon would become the "exclusive agent" for
    Old   K's    "in   connection    with     the    continued   operation   and/or
    liquidation of the Company's business operations and disposition
    of assets of the Company, . . . all in [Gordon's] sole discretion"
    — though Gordon promised to "use best efforts to keep the Company's
    officers reasonably informed of [its] decision-making process."3
    Old   K's    attorneys    at    Mayer    Brown    added   the    words   "and/or
    liquidation of" during the drafting process.4                   Two weeks after
    signing the letter of intent, Gordon's Morton emailed a colleague
    that he thought Gordon could "do 2 or 3 store wide events during
    the next 6 months without taking the juice out of the liquidation."
    3   The letter of intent refers to Old K's as the "Company."
    4David Kay Eldridge said at a deposition that he voiced no
    objection to the "and/or liquidation of" language in the letter of
    intent because — to quote his testimony — those words "didn't mean
    anything" since Old K's could "fire" Gordon if Gordon wanted to
    liquidate the business but Old K's did not.
    - 8 -
    Step 2.     Gordon paid about $40 million to pay off Old
    K's debt to LaSalle, relieving Old K's from the imminent loss of
    its financing and from the LaSalle-demanded bankruptcy filing.
    Around this same time, Gordon decided to settle with Old K's
    creditor-suppliers,    thereby   avoiding   an   involuntary-bankruptcy
    petition by them.      As part of that effort, Gordon's Weinstein
    worked with Old K's and its attorneys to draft letters to creditor-
    suppliers describing the plans for the new company.       In one email,
    Weinstein suggested that Old K's tone down the draft:
    Where it says [Gordon] desires to run this as a going
    concern, I would rather soften this to say that we will
    do so as we evaluate whether a restructuring of the
    company is feasible.   Something like this.   I do not
    want to sound like we are committing to this.
    A few days later, Weinstein returned to this theme, telling Old
    K's and its lawyers that the draft should not puff up Gordon's
    intentions:
    It is clearly our intention to run the company for a
    period of time while we determine what the right
    configuration/make-up of the business is. We just want
    to be clear that this is a broken business that we see
    some underlying value in. However, there are no sure
    things here and we don't want to over promise.
    The letter did not get "softened in response to Weinstein's"
    comments (a quote lifted from the brief Old K's filed with us).
    Step 3.     Gordon and Old K's entered into a Limited
    Liability Company Agreement ("LLC Agreement") in May 2006, with
    lawyers for Old K's taking part in the negotiations.           The LLC
    - 9 -
    Agreement created New K's Merchandise LLC ("New K's"), a Delaware
    company that inherited the business operations of Old K's.                       Old
    K's got a 22.5% membership interest in New K's, and Gordon got a
    77.5% membership interest.         The LLC Agreement designated Gordon as
    the "sole manager" of New K's.               As manager, Gordon had the power
    to "exercise all the powers and privileges granted to a limited
    liability company" — including the right to liquidate the entity.
    But Gordon had to "use its best efforts to consult with [Old K's]
    regarding [Gordon's] conduct of the affairs of [New K's]," "keep
    [Old K's] fully informed of any material decisions and activities
    of   [Gordon]    with   respect    to    [New     K's],"    and   make     documents
    available upon "reasonabl[e] request."             The LLC Agreement also set
    up a "Liquidating Distribution" scheme, allowing Old K's to recover
    a    minimum    distribution      of    $3     million     (subject   to     certain
    deductions) if the creditors were composed without a bankruptcy
    filing.    The LLC Agreement had a choice-of-law clause specifying
    that Delaware law governs the parties' contract — as well as an
    integration clause, saying that the "Agreement . . . embodies the
    entire agreement and understanding among the parties hereto with
    respect to the subject matter hereof and supersedes all prior
    agreements and understandings relating to such subject matter."
    Gordon started running New K's business operations as of
    May 1, 2006 but kept key personnel from Old K's in place — including
    - 10 -
    Richard Powers, Old K's chief financial officer, who stayed on as
    New K's chief financial officer.    Powers later acknowledged that
    had Old K's not entered into the LLC Agreement, the most likely
    scenario would have been bankruptcy liquidation.      And he also
    acknowledged that three weeks later, he got a "financial model"
    from Buccino (now working for New K's) that contemplated the
    company's running normally through October 2006 and then operating
    in "liquidation mode."
    After taking the reins of New K's, Gordon succeeded in
    composing the creditors outside of bankruptcy, getting them to
    take 50% of the amount owed and to release the shareholders of Old
    K's from potential claims.    The creditors' advisor had told them
    that Gordon "has indicated that it intends to operate [New K's] at
    least through the coming Christmas season." And he later testified
    in his deposition that if Gordon "had already concluded as of May
    1" that it was "going to liquidate this company," then he was lied
    to.   Anyway, a few weeks after the LLC Agreement's signing, Gordon
    started sending out financial guarantees to suppliers to restock
    the company.   But it took a while to get the suppliers to start
    shipping again because — to quote a letter from Powers — "many of
    our vendors" wanted to wait "until the composition [of creditors]
    was approved and implemented," which did not happen until mid-July
    2006.   Apparently some suppliers were still miffed that Old K's
    - 11 -
    had stiffed them weeks earlier.           And even with a "100 percent rock
    solid    guarantee"     from   Gordon,     some    vendors      "wouldn't     ship"
    inventory to New K's, according to Gordon's Weinstein.
    Whether Gordon had tried its best to improve New K's
    operations,      merchandising,     advertising,        etc.,    is    a    bone    of
    contention between the parties. But in October 2006, having deemed
    the turn-around efforts a failure, Gordon publicly announced it
    was liquidating New K's and closing all stores by year's end.                      And
    when    Gordon   made   that    announcement,      none    of    the    plaintiffs
    complained to Gordon or took any action to stop the liquidation.
    New K's business operations eventually stopped in January 2007.
    And its wind-down phase started after that.
    At the beginning of the liquidation phase, Old K's tried
    to get financial and performance info from Gordon, but to no avail.
    Old K's did get $1,748,217 from Gordon sometime in March 2008 — a
    figure    Gordon    claimed     represented       the     minimum      $3   million
    distribution      promised     in   the    LLC    Agreement,     minus      certain
    adjustments.     Old K's eventually got some documents but asked for
    more because some appeared to be missing.                And a bit later, Old
    K's received two CDs containing info that caused Old K's to suspect
    that Gordon had never intended to run New K's as a going concern.
    - 12 -
    Off to Federal Court
    Old K's responded with this suit in federal court under
    diversity    jurisdiction.           Count     I   alleged      defendants   had
    fraudulently induced Old K's to enter into the LLC Agreement by
    (among other things) misrepresenting that defendants intended to
    turn the company around and that they had the know-how and the
    experience to do just that.          Count II sought an accounting of New
    K's financial condition and operations, plus the handing over of
    documents Old K's had requested but had not gotten.                And finally,
    Count III alleged defendants breached the LLC Agreement — a claim
    focused principally on a bunch of accounting, "best efforts," and
    payment breaches, though the count included a sentence alleging
    defendants breached an implied duty of good faith and fair dealing
    inherent    in   the    LLC     agreement      when      they   committed    "the
    aforementioned fraud and mismanagement."
    After each party inflicted tons of discovery on the
    other,     defendants        moved    for      partial     summary     judgment.
    Pertinently,     defendants     argued      that   the   fraudulent-inducement
    claim failed because the complained-of comments (a) were not
    actionable misrepresentations and (b) were too vague or immaterial
    (or both), so any reliance on the part of Old K's was unreasonable,
    especially given express contract terms inconsistent with the
    alleged    promises    and    the    integration      clause    that   explicitly
    - 13 -
    disavowed   commitments   not   included   in   the   contract   (and   by
    contract, defendants meant the LLC Agreement).          Defendants also
    insisted that the breach-of-contract claim misfired "to the extent
    it purport[ed] to assert a claim for breach of the implied covenant
    of good faith and fair dealing arising out of the LLC Agreement."
    Any such claim, defendants wrote, flopped because Old K's did not
    identify "which of the allegations of fraud and/or mismanagement"
    infracted the covenant — and, defendants added, any suggestion
    that a breach of that covenant occurred because defendants did not
    set out to turn New K's around fizzled since the LLC Agreement
    gave Gordon the authority to liquidate New K's.         Old K's opposed
    defendants' partial-summary-judgment motion but did not file its
    own summary-judgment motion at that time.
    Basically agreeing with defendants' analysis, the judge
    granted defendants partial summary judgment on the claims of
    fraudulent inducement and breach of an implied covenant of good
    faith and fair dealing.     The judge then ordered the parties to
    file a joint-status report explaining what further action was
    needed to get this case to final judgment.
    Responding, Old K's pertinently said that what remained
    against defendants were (a) an accounting claim; (b) a breach-of-
    contract claim for failing "to consult" with Old K's and failing
    to correctly "calculat[e] Plaintiff's share in the 'Accounting'"
    - 14 -
    that "forms the basis of the distribution made to Plaintiff"; and
    (c) a claim for breach of the implied covenant of good faith and
    fair dealing given the way defendants "operat[ed]" New K's.            Among
    other things, defendants insisted that the judge had already
    dismissed "the breach of the implied covenant claim."            And they
    said that they might ask "for permission to file" another summary-
    judgment motion — "depending on the exact contours of the elements
    of Plaintiff's remaining claims."
    At a follow-up conference, the judge said he was "not
    going to sort through" whether he had dismissed the "breach of the
    implied covenant claim."     "[Y]ou can deal" with that in a summary-
    judgment   motion,   the   judge   added.   And   then   the   judge    gave
    defendants the go-ahead to move for summary judgment on the still-
    existing claims.     Turning to counsel for Old K's, the judge said
    he assumed "from plaintiff['s] musings" that it does not "believe
    that [it] can file for summary judgment, so [it] will be opposing
    defendants'" summary-judgment motion.       The attorney for Old K's
    said nothing in response.
    Roughly two weeks after the conference, though, Old K's
    asked the judge for leave to cross-move for summary judgment on
    all the "remaining claims" it had identified.        Defendants opposed
    this request, insisting Old K's could not point to uncontested
    facts establishing its right to judgment as a matter of law — hence
    - 15 -
    dealing with a cross-motion for summary judgment would waste
    defendants' and the judge's time and energy.   The judge ultimately
    gave Old K's permission to file a summary-judgment motion — but
    the judge "advised" counsel "to consider the application of Fed.
    R. Civ. P. 11 to any such motion if the motion has no conceivable
    likelihood of success."5
    In their second summary-judgment motion, defendants — as
    relevant here — argued as follows:     The judge had already tossed
    out the entire claim for breach of an implied covenant of good
    faith and fair dealing, meaning — defendants' argument continued
    — that Old K's was dead wrong to suggest that a claim premised on
    their "operation" of New K's somehow survived the judge's earlier
    edict.   Defendants also asserted that the accounting claim got
    mooted by the documents they had produced during the many years of
    discovery. They also later argued Old K's did not respond to their
    accounting-claim arguments and so the judge should dismiss that
    claim.   As for the breach-of-contract claim, defendants contended
    that, as argued by Old K's, this claim basically boiled down to
    three theories — (a) defendants had wrongly failed to consult with
    Old K's; (b) they had wrongly denied Old K's its share of the
    profits because they did not account for $13.9 million in "missing
    5 For brevity, we occasionally use "Civil Rule 11" to refer
    to Fed. R. Civ. P. 11.
    - 16 -
    inventory"; and (c) they had wrongly calculated the liquidating
    distribution.        And having framed the breach-of-contract claim this
    way, defendants said they should prevail because (a) "it is
    impossible to imagine a measure of damages" for the failure-to-
    consult "breach that would not be unduly speculative"; (b) Old K's
    debuted the "missing inventory" damages theory after discovery had
    closed, a discovery violation that called for the theory to be
    stricken under Fed. R. Civ. P. 37(c); and (c) the evidence showed
    defendants had given Old K's the correct liquidating distribution.6
    Old K's opposed defendants' motion and cross-moved for
    summary judgment in its favor.           As Old K's saw it, defendants had
    breached the implied covenant of good faith and fair dealing by
    mismanaging New K's furniture department and had breached the LLC
    Agreement by not making the proper distribution payment.
    Defendants, in turn, opposed the motion by Old K's.         And
    convinced that this motion had "no chance" of succeeding, they
    also       moved   for   Civil-Rule-11   sanctions   against   the   attorneys
    representing Old K's — a motion opposed by Old K's.
    The judge granted defendants' summary-judgment motion
    and denied the cross-motion by Old K's.              And on top of that, the
    judge ordered Old K's to pay defendants $35,000 in sanctions for
    6
    For simplicity, we sometimes refer to Fed. R. Civ. P. 37(c)
    as "Civil Rule 37(c)."
    - 17 -
    filing what he thought was a hopeless "tit-for-tat" summary-
    judgment motion.
    Which takes us to today, with Old K's contesting both
    the grants of summary judgment to defendants (Old K's does not
    contest    the   denial    of    its   summary-judgment       motion)   and    the
    imposition of sanctions.7
    SUMMARY-JUDGMENT ISSUES
    The parties fight considerably over the propriety of the
    judge's grants of summary judgment to defendants.                We have a lot
    of ground to cover.       But we are up to the challenge.
    Standard of Review
    We assess the judge's grants of summary judgment de novo,
    seeing    whether   —    after   taking    the   facts   in    the   light    most
    flattering to Old K's — "there is no genuine dispute as to any
    material fact and [defendants are] entitled to judgment as a matter
    of law."    See Belsito Commc'ns, Inc. v. Decker, 
    845 F.3d 13
    , 21
    (1st Cir. 2016).        A dispute is "genuine" if the record permits a
    sensible factfinder to decide it in either party's favor.                     See,
    e.g., Chung v. StudentCity.com, Inc., 
    854 F.3d 97
    , 101 (1st Cir.
    2017).    And a fact is "material" if its existence or nonexistence
    7 We will note additional details as they become relevant to
    the ensuing analysis.
    - 18 -
    "might affect the outcome of the suit under the governing law."
    Anderson v. Liberty Lobby, Inc., 
    477 U.S. 242
    , 248 (1986).
    With the standard of review out of the way, we turn to
    the issues in play.
    Fraudulent Inducement
    (a)
    Parties' Basic Positions
    To hear Old K's tell it, Gordon made the following
    representations (which we mentioned earlier) to get Old K's to
    sign on to the LLC Agreement:
       After composing the creditors, Gordon intended to operate New
    K's as a going concern at least through the 2006 Christmas
    selling     season   before       deciding   on     whether   to   continue
    operations, sell the company, or liquidate the company.
       Gordon had the expertise and experience to make the company
    profitable and to save it from bankruptcy.
       Gordon would get inventory flowing again by guaranteeing
    payment for future shipments from suppliers within a week of
    signing the LLC Agreement.
       And Gordon would consult with New K's management before making
    any major decision affecting the company's operations.
    Protesting that Gordon never intended to do anything other than
    liquidate   New    K's,    Old    K's    argues    that    Gordon   made   these
    - 19 -
    representations knowing them to be false or with reckless disregard
    for their truth.   "Substantial evidence," Old K's adds, "showed
    [Gordon's] intent or permitted reasonable inferences of it."          And
    Old K's reasonably relied on Gordon's representations — or so Old
    K's argues.     Plus, says Old K's, Gordon's comment about its
    turnaround expertise was hardly inactionable "puffery," despite
    what the judge said.
    Accepting for summary-judgment purposes only that Gordon
    actually made these representations, defendants still believe the
    judge ruled correctly.    And that is because the offending comments
    either were "inactionable" (since they were mere predications of
    future conduct, puffery, or opinion) or were "matters on which Old
    K's had no basis to rely."
    (b)
    Legal Primer
    The   parties   agree    that    Illinois   law   governs   the
    fraudulent-inducement claim — probably because the representations
    occurred there, as the judge found and the parties do not dispute.8
    We of course can accept the parties' agreement if it is reasonable,
    8 Because fraud is a tort, see Enter. Recovery Sys., Inc. v.
    Salmeron, 
    927 N.E.2d 852
    , 858 (Ill. App. Ct. 2010), the fraudulent-
    inducement claim does not fall within the scope of the LLC
    Agreement's Delaware-choice-of-law clause.
    - 20 -
    see, e.g., Katz v. Pershing, LLC, 
    672 F.3d 64
    , 72 (1st Cir. 2012),
    and this one is.
    In    Illinois,   a   fraudulent-inducement   claim   requires
    clear and convincing proof that the defendant made (a) a false
    statement; (b) of material fact; (c) which the defendant knew or
    believed to be false; (d) with the intent to induce the plaintiff
    to act; (e) the plaintiff reasonably relied on the false statement;
    and (f) the plaintiff suffered damages a result. See, e.g., Jordan
    v. Knafel, 
    880 N.E.2d 1061
    , 1069 (Ill. App. Ct. 2007).          But (and
    it is an important "but") a false statement of an "intent[] to
    perform future conduct" — what the law calls "promissory fraud" —
    is not actionable unless it is part of a "scheme" to defraud.       See,
    e.g., HPI Health Care Servs. v. Mt. Vernon Hosp., Inc., 
    545 N.E.2d 672
    , 682 (Ill. 1989); Desnick v. Am. Broad. Cos., 
    44 F.3d 1345
    ,
    1354 (7th Cir. 1995) (Posner, C.J.) (discussing Illinois law).
    The line between "a mere promissory fraud and a scheme
    of promissory fraud" will not always be clear.          See Desnick, 
    44 F.3d at 1354
    .    Lots of "promises belong to the realm of puffery,
    bragging, 'mere words,' and casual bonhomie, rather than to that
    of serious commitment" — "[t]hey are not intended to and ordinarily
    do not induce reliance;" and for promises like these, "a healthy
    skepticism is a better protection against being fooled by them
    than the costly remedies of the law."        
    Id.
       With this in mind,
    - 21 -
    courts hold that "promissory fraud is actionable only if it either
    is particularly egregious or, what may amount to the same thing,
    it is embedded in a larger pattern of deceptions or enticements
    that reasonably induces reliance and against which the law ought
    to provide a remedy." 
    Id.
     Promissory fraud is a "disfavored cause
    of action," presumably "because fraud, focusing as it does on a
    subjective state of mind, can be very easy to allege and very
    difficult to prove or disprove," Hollymatic Corp. v. Holly Sys.,
    Inc., 
    620 F. Supp. 1366
    , 1369 (N.D. Ill. 1985) (analyzing Illinois
    law) — which is why "the burden on a plaintiff claiming promissory
    fraud is deliberately high," Bower v. Jones, 
    978 F.2d 1004
    , 1012
    (7th Cir. 1992) (ditto).
    Moving from the general to the specific, we now give our
    take on the four alleged misrepresentations.
    (c)
    Our Take
    First up is Gordon's promise to run New K's as a going
    concern through the 2006 Christmas selling season before deciding
    whether to liquidate the business.     To our way of thinking, what
    trips Old K's up is the reasonable-reliance requirement.    As the
    district judge noted, by the time the parties signed the LLC
    Agreement — with Old K's represented by white-shoe law firm Mayer
    Brown, remember — Old K's knew that a handful of consulting and
    investment firms had recommended the liquidation of Old K's ASAP.
    - 22 -
    Also and importantly, Gordon's Weinstein had told Old K's just
    before the LLC Agreement became final that while Gordon hoped to
    run the business "as a going concern," Gordon would do so as it
    "evaluate[d] whether a restructuring of the company is feasible."
    Weinstein made it crystal clear to Old K's that he did "not want
    to sound like" Gordon was "committing to this."        And he also
    stressed around this time that "this is a broken business that we
    see some underlying value in" but that "there are no sure things
    here and we don't want to over promise."9   Given the circumstances,
    Old K's could not ignore the possibility of a liquidation before
    2006's end and so could not reasonably believe that Gordon made a
    reliable pledge to run Old K's as a going concern during that
    entire period.
    Just a minute, says Old K's:       we must (to quote its
    brief) "consider Buccino's testimony" that it thought it could
    find "replacement financing apart from Gordon."        But Old K's
    ignores how Buccino stressed that it had found "no interested
    parties" because of "the conditions that existed" and that it had
    9 These quotes came from emails Weinstein had sent to Old K's
    (among others) weighing in on a proposed letter to the creditor-
    suppliers. Hoping to show reasonable reliance here, Old K's plays
    up how the draft "letter was not softened" as Weinstein had
    suggested. But what matters for current purposes is that Weinstein
    shared these concerns with Old K's — thus this argument does Old
    K's no good.
    - 23 -
    generated liquidation analyses for Old K's.                  And it ignores how
    Alliance pulled no punches in saying that Old K's "business model"
    was out-of-date and "not sustainable."                Also, we find it passing
    strange that Old K's insists it relied on Gordon's no-liquidation
    assurance when the LLC Agreement — which top-flight lawyers for
    Old K's helped negotiate — specifically mentioned liquidation as
    a possibility and left the liquidation decision in Gordon's hands.
    So the attempt by Old K's to get around the reasonable-reliance
    problem here comes to naught.              Cf. generally D.S.A Fin. Corp. v.
    County     of    Cook,   
    801 N.E.2d 1075
    ,    1081    (Ill.    App.   Ct.   2003)
    (explaining       that   "the    court    considers      whether   the    party      was
    reasonable in relying on his adversary's representation in light
    of the facts within his actual knowledge and any he might have
    discovered by the exercise of ordinary prudence"); Chic. Exp.
    Packing Co. v. Teledyne Indus., Inc., 
    566 N.E.2d 326
    , 329 (Ill.
    App. Ct. 1990) (noting that "[a] person may not enter into a
    transaction with his eyes closed to available information and then
    charge that he has been deceived by another").
    Next up is Gordon's comment that it had the experience
    and expertise to turn the company around.                The problem for Old K's
    is that this comment falls under the heading of vague or "puffing,"
    i.e., "a sales pitch that is intended, and that a reasonable person
    in   the    position     of     the   'promisee'    would    understand,        to   be
    - 24 -
    aspirational rather than enforceable — an expression of hope rather
    than a commitment."      Speakers of Sport, Inc. v. ProServ, Inc., 
    178 F.3d 862
    , 866 (7th Cir. 1999) (Posner, C.J.) (discussing Illinois
    law).    It is not like Gordon made a specific factual remark that
    could be proven true or false, such as "Gordon has saved 15
    businesses from liquidation over the last 10 years."               Simply put,
    the comment is nonactionable.        Cf. Cont'l Bank, N.A. v. Meyer, 
    10 F.3d 1293
    , 1299 (7th Cir. 1993) (concluding that a bank's comment
    that "competent general partners" would manage the partnership was
    "no more than opinion").
    Trying   to   persuade    us    otherwise,     Old   K's    turns    to
    Schrager v. North Community Bank, 
    767 N.E.2d 376
     (Ill. App. Ct.
    2002).    The plaintiff there met with the defendants to discuss a
    potential investment in a real-estate venture.             
    Id. at 378
    .         And
    he asked them to tell him what they could about the project.                   
    Id. at 379
    .    They responded that the investors were "excellent real
    estate developers, very good customers of the bank, and very good
    business men [sic]."       
    Id.
        But in reality the defendants knew
    (among other things) that the venture's account was often overdrawn
    and that an investor was in bankruptcy.         
    Id. at 383-84
    .         The court
    concluded that the defendants had "actual detailed knowledge"
    about the investors' "financial and banking history" and so "[t]he
    circumstances   surrounding      [their]     statements    could      reasonably
    - 25 -
    support the inference that [they] were summarizing their detailed
    knowledge" for the plaintiff.                
    Id. at 384
    .          Consequently, a
    rational factfinder could — on the basis of this record — conclude
    that the statements "were representations of material fact rather
    than opinions."        
    Id.
    The difference between Schrager and our case is one of
    night and day, however.            For the situation here — as the district
    judge below recognized — is not one in which defendants represented
    that Gordon had turnaround experience when they knew they had none.
    The big reason we say this is because a Gordon employee testified
    to having nearly 20 years of retail experience before joining
    Gordon   in    1997.         Old   K's   tries    to   downplay     the    employee's
    experience, calling it "sporadic" and not "germane."                      But that is
    a matter of opinion.           And so we stand by our conclusion that the
    representation        concerning      Gordon's     turnaround     experience      and
    expertise was nonactionable opinion amounting to sales puffery.
    Now consider Gordon's next comment that it would beef-
    up inventory by offering suppliers "its financial guaranties"
    within a week of the LLC Agreement's signing.                 Gordon did provide
    guarantees and did restock the shelves, just not as quickly as Old
    K's   would    have    liked.        But   even    one   of   Old    K's    officers
    acknowledged that "many of [its] vendors" were waiting for the
    "approv[al] and implement[ation]" of the creditor composition
    - 26 -
    before   "shipping   new   merchandise"   —   and   the    "approv[al]   and
    implement[ation]" stuff did not occur until two months after the
    LLC Agreement's signing, don't forget.        Sure, Gordon did not offer
    guarantees within the first week of taking control of the company.
    But Gordon did start offering them within that first month.              And
    despite getting Gordon's "100 percent rock solid guarantee," some
    vendors still "wouldn't ship" wares to New K's.           So the suppliers'
    doubts about doing business with the company was hardly something
    Gordon could control.      Ultimately, we do not think the alleged
    promise concerning future conduct of third-party suppliers that
    Gordon could not control is especially "egregious" or "embedded"
    in a large scheme inducing reasonable reliance.            See Desnick, 
    44 F.3d at 1354
    .
    The same goes for Gordon's promise to consult with the
    management of Old K's before making major decisions.            To back up
    its argument, Old K's points to testimony showing that Gordon
    sometimes held meetings without key members of Old K's.                  But
    Gordon's keeping Old K's out of certain meetings does not mean
    that Gordon failed to (in the lingo of the LLC Agreement) "use its
    best efforts to consult" with Old K's in other ways, like through
    other meetings, perhaps, or by phone (two examples that spring to
    mind) — hence our conclusion that the trumpeted evidence does not
    - 27 -
    show the type of appalling behavior for which Illinois law should
    "provide a remedy."       See 
    id.
           Enough said about that.
    Having    worked     our    way   through    these   arguments,      we
    conclude   that   the     summary-judgment       ruling    for    Gordon    on   the
    fraudulent-inducement claim must stand.
    Breach of the Implied Covenant of
    Good Faith and Fair Dealing
    (a)
    Parties' Basic Positions
    Tucked away in the complaint's breach-of-contract count
    (Count III) is a single sentence saying Gordon "breached the
    contractual covenant of good faith and fair dealing implied [in]
    the LLC Agreement when it engaged in the aforementioned fraud and
    mismanagement."        In its briefs to us, Old K's argues vigorously
    that Gordon violated this implied covenant in two ways:                    first by
    its pre-holiday-season "decision to liquidate"; and second by its
    mismanagement of the furniture and jewelry departments — recall
    that the mismanagement claim by Old K's surfaced in its cross-
    motion for summary judgment.                Not to be outdone, defendants
    vigorously     respond     that     these      breach-of-the-implied-covenant
    theories fail, first because the LLC Agreement specifically gave
    Gordon the unilateral right to liquidate New K's; and second
    because Old K's did not raise the mismanagement issue in opposing
    defendants' first summary-judgment motion (a motion that had asked
    - 28 -
    the judge to enter judgment on the entirety of the breach-of-the-
    implied-covenant claim), which — the argument goes — means Old K's
    waived that issue.
    (b)
    Legal Primer
    Consistent      with       the   LLC     Agreement's      choice-of-law
    provision, we — like the parties — apply Delaware law to this
    contract-related claim.
    Delaware law says every contract contains an implied
    duty of good faith and fair dealing.               See, e.g., Enrique v. State
    Farm Mut. Auto. Ins. Co., 
    142 A.3d 506
    , 511 (Del. 2016).                      This
    implied   covenant   forbids      a    party      from   acting    arbitrarily   or
    unreasonably so as to prevent the other party "from receiving the
    fruits" of the contract.          See Dunlap v. State Farm Fire & Cas.
    Co., 
    878 A.2d 434
    , 442 (Del. 2005) (quoting Wilgus v. Salt Pond
    Inv. Co., 
    488 A.2d 151
    , 159 (Del. Ch. 1985)).                     But the point of
    the   implied   covenant    is    to    respect     the   parties'     "reasonable
    expectations at the time of contracting," not to stick them with
    new ones — it is not a magic wand for reworking a "contract to
    appease a party" who now thinks the deal is "bad."                    See Nemec v.
    Shrader, 
    991 A.2d 1120
    , 1126 (Del. 2010); see also Blaustein v.
    Lord Balt. Capital Corp., 
    84 A.3d 954
    , 959 (Del. 2014) (stressing
    that "[t]he implied covenant of good faith and fair dealing cannot
    be employed to impose new contract terms that could have been
    - 29 -
    bargained for but were not").    So understood, the implied covenant
    provides an "extraordinary legal remedy" that is "limited" to
    "extraordinary" circumstances.    Nemec, 
    991 A.2d at 1128
    .   It can
    be used as a gap-filler "to handle" situations "neither party
    anticipated," 
    id.
     at 1125 — if and only if "it is clear from the
    contract that the parties would have agreed to [the implied] term
    had they thought to negotiate the matter."    Corp. Prop. Assocs. 14
    Inc. v. CHR Holding Corp., C.A. No. 3231–VCS, 
    2008 WL 963048
    , at
    *5 (Del. Ch. Apr. 10, 2008) (refusing to use the implied covenant
    to protect a party from dilution by cash dividends when the parties
    did not include that protection in the contract).    What this means
    is that the implied covenant "does not apply when the contract
    addresses the conduct at issue."      Nationwide Emerging Managers,
    LLC v. Northpointe Holdings, LLC, 
    112 A.3d 878
    , 896 (Del. 2015).
    We now analyze the parties' arguments (tackling them in
    the order in which Old K's briefed them), knowing full well that
    under Delaware law it is a "rare" case where a court would be
    justified in "imposing an obligation on a contracting party through
    the covenant of good faith and fair dealing."       Superior Vision
    Servs., Inc. v. ReliaStar Life Ins. Co., No. Civ. A. 1668-N, 
    2006 WL 2521426
    , at *6 (Del. Ch. Aug. 25, 2006) (quoting Frontier Oil
    Corp. v. Holly Corp., No. Civ. A. 20502, 
    2005 WL 1039027
    , at *28
    (Del. Ch. Apr. 29, 2005)).
    - 30 -
    (c)
    Our Take
    Because the LLC Agreement — as negotiated by the parties,
    with Old K's represented by top-notch lawyers — specifically gave
    Gordon sole discretion to liquidate the company, Old K's is left
    to argue that it "rel[ied] on the implied obligation of good faith
    to limit [Gordon's] discretion."              Old K's cites no authority
    supporting its contention.      Cf. generally Town of Norwood v. Fed.
    Energy Regulatory Comm'n, 
    202 F.3d 392
    , 405 (1st Cir. 2000)
    (explaining that "developing a sustained argument out of . . .
    legal precedents" is the litigants' job, not the court's).                 But
    even putting that problem aside, we think the argument is not a
    winner for Old K's.
    Old K's and Gordon both foresaw the possibility that New
    K's could end up being liquidated.             And they — with first-rate
    attorneys at their side — explicitly left the liquidation decision
    up to Gordon, without limiting the timing of that decision.                Cf.
    Blaustein, 
    84 A.3d at 959
     (noting that "the implied covenant is
    used in limited circumstances to include what the parties would
    have agreed to themselves had they considered the issue in their
    original bargaining positions at the time of contracting," and
    concluding that a shareholder-plaintiff's claim — that the implied
    covenant   created   a   duty   on    the     defendant-company's   part    to
    repurchase stock at full price — failed because the shareholder
    - 31 -
    agreement    gave   "both     parties   complete   discretion    in   deciding
    whether, and at what price, to execute a redemption transaction,"
    without containing "any promise of a full value price" (internal
    quotations    omitted)).        Given   these   circumstances,    the    judge
    correctly dismissed this claim on summary judgment, see 
    id.
     — after
    all, as we have been at pains to explain, "[t]he implied covenant
    of good faith and fair dealing cannot properly be applied to give
    the plaintiffs contractual protections that 'they failed to secure
    for themselves at the bargaining table,'" Winshall v. Viacom Int'l
    Inc., 
    76 A.3d 808
    , 816 (Del. 2013) (quoting Aspen Advisors LLC v.
    United Artists Theatre Co., 
    861 A.2d 1251
    , 1260 (Del. 2004));
    accord Nemec, 
    991 A.2d at 1128
     (emphasizing that the implied
    covenant "is not an equitable remedy for rebalancing economic
    interests after events that could have been anticipated, but were
    not, that later adversely affected one party to a contract" and
    stressing too that one does not violate the implied covenant "by
    relying on contract provisions for which that party bargained where
    doing so simply limits advantages to another party").
    As   for   the    implied-covenant     claim   concerning     the
    mismanagement of the furniture and jewelry departments, we side
    with defendants on this issue too.              Our reasoning is simple.
    Defendants' original partial summary-judgment motion asked the
    judge to reject "the entirety" of the implied-covenant claim as a
    - 32 -
    matter of law.        But in its opposition, Old K's did not suggest
    that these mismanagement faux pas provided a separate basis for
    its implied-covenant claim — the pertinent part of its opposition
    focused only on its idea that the liquidation decision violated
    the implied covenant.       And this omission — as the district judge
    himself ruled — constitutes waiver of any implied-covenant claim
    premised   on   the    mismanagement   of   the   furniture   and   jewelry
    departments.    See Iverson v. City of Boston, 
    452 F.3d 94
    , 103 (1st
    Cir. 2006) (holding that "plaintiffs' failure to mention — let
    alone adequately to develop — the . . . theory in their opposition
    to the [defendant]'s dispositive motion defeats their belated
    attempt to advance the theory on appeal").
    Ever persistent, Old K's argues that it preserved the
    mismanagement aspect of the implied-covenant claim in two ways.
    It first points to five paragraphs in the complaint as proof that
    it properly raised the claim.          Here are some snippets from the
    paragraphs Old K's highlights:
       "Gordon Brothers had no intent to act quickly to restore
    inventory."
       "Gordon Brothers used its control of New K's as a vehicle to
    unload unwanted and unsold inventory."
       "Gordon Brothers refused the Edlridges' request to transfer
    diamonds from one department to the other."
    - 33 -
       "Gordon Brothers used . . . a false cover story to announce
    the liquidation sale in October, 2006 . . . after representing
    that    it   intended   to   operate   the   business   rather   than
    liquidate . . . ."
       "Gordon Brothers breached the contractual covenant of good
    faith and fair dealing implied [in] the LLC Agreement."
    Old K's then points to what its lawyer said at the argument on
    Gordon's first partial motion for summary judgment.           "You say that
    [defendants] did not use their discretion properly to effect a
    liquidation," the judge said, speaking to counsel for Old K's —
    "[t]hat is really what it comes down to, right?"               And counsel
    responded (and this is the money quote, as far as Old K's is
    concerned):
    That is one thing, and [defendants] also made a series
    of operational decisions that were also not in good
    faith, the failure to purchase the inventory, which we
    have discussed, overpricing the inventory, which we have
    submitted affidavits on, that tended to drive K's
    customers away, ordering furniture that wouldn’t appeal
    to K's market, and that was a subject of a previous
    liquidation . . . .    There are operational issues as
    well as the decision to liquidate.
    "No intent to waive or any failure to raise can be gleaned from"
    what its lawyer said at the argument on Gordon's partial summary-
    judgment motion, at least that is what Old K's says.
    Color us unconvinced.     For one thing, the problem still
    remains that Old K's did not raise the mismanagement facet of its
    - 34 -
    breach-of-the-implied-covenant claim in its opposition paper —
    which is a no-no given Iverson.         For another thing, counsel
    discussed mismanagement at the motion hearing in the context of
    suggesting that Gordon "operat[ed]" New K's in such a way as to
    "guarantee[]" liquidation would follow — a comment that speaks to
    a breach-of-the-implied-covenant claim based on an unjustified
    liquidation (i.e., the original and ultimately rejected claim),
    not a claim based on mismanagement of the furniture and jewelry
    departments.   And finally, even supposing that the spotlighted
    paragraphs and comments touch on the mismanagement of the furniture
    and jewelry departments in some general way, Old K's still cannot
    prevail because "a party is not at liberty to articulate specific
    arguments for the first time on appeal simply because the general
    issue was before the district court."    United States v. Slade, 
    980 F.2d 27
    , 31 (1st Cir. 1992).
    As an "[a]lternative[]" argument, Old K's contends that
    the judge "should have exercised [his] discretion to consider the
    argument on the merits . . . , there was no impediment to do so,
    rather than refuse to do so under waiver."     True, "extraordinary
    circumstances occasionally may justify an exception to the raise-
    or-waive rule" — note the words "extraordinary circumstances,"
    "occasionally," and "may."     See Farm Credit Bank of Balt. v.
    Ferrera–Goitia, 
    316 F.3d 62
    , 68 n.6 (1st Cir. 2003); see also Lang
    - 35 -
    v. Wal-Mart Stores E., L.P., 
    813 F.3d 447
    , 455 (1st Cir. 2016)
    (discussing some exceptions).            But Old K's makes no effort to fit
    its case within any exception.                So we need not dwell on this
    argument any further.          See Tutor Perini Corp. v. Banc of Am. Sec.
    LLC, 
    842 F.3d 71
    , 84-85 (1st Cir. 2016).
    Finding     no    error   with   the      judge's    handling    of   the
    implied-covenant claim, we trudge on.
    Breach of Contract
    Old   K's    contests     the    grant    of   summary    judgment     to
    defendants    on    its       breach-of-contract        claim     premised    on   the
    allegation that they (a) denied Old K's its share of the "$13.9
    million"     in    "missing      inventory"      and    (b)      miscalculated     the
    liquidating distribution.              On the missing-inventory front, the
    judge excluded the damages theory — which Old K's first revealed
    in the joint-status report, well after the close of discovery — as
    a sanction under Civil Rule 37(c).                     And on the liquidating-
    distribution       front,      the   judge    concluded       that    the    evidence
    established the correctness of the distribution amount. We examine
    each issue in turn.
    (a)
    Missing-Inventory Issue
    Taking up the missing-inventory issue first, we note
    that Old K's candidly (and commendably) "concedes" that it violated
    its "obligation to supplement its discovery" one time by not
    - 36 -
    disclosing the relevant "damages theory with all calculations"
    until the filing of the joint-status report — a filing that
    occurred months and months after discovery had closed.        Civil Rule
    37(c)        provides   that   "[i]f   a   party     fails   to   provide
    information . . . as required . . . the party is not allowed to
    use that information . . . to supply evidence on a motion, at a
    hearing, or at a trial, unless the failure was substantially
    justified or is harmless."        Fed. R. Civ. P. 37(c)(1) (emphasis
    added).       As the party facing sanctions, Old K's had the burden of
    proving substantial justification or harmlessness to get a penalty
    less severe than evidence preclusion.              See, e.g., Wilson v.
    Bradlees of New Eng., Inc., 
    250 F.3d 10
    , 21 (1st Cir. 2001).         The
    briefs of Old K's in this court talk a lot about substantial
    justification and harmlessness.        But as the district judge found
    — and Old K's does not dispute — Old K's "d[id] not claim
    substantial justification or harmlessness," even though defendants
    argued "that the missing inventory claim should be dismissed from
    the case due to [the] failure to disclose it as a money damage
    claim" and even though Old K's had the "burden to show that [Civil]
    Rule 37(c) preclusion does not apply."10            This is significant
    10
    Taking a belt-and-suspenders approach, the judge added that
    "even if [Old K's] had attempted to do so, the attempt would have
    been unsuccessful."
    - 37 -
    because, as we said, arguments not seasonably advanced below
    "cannot    be   raised   for   the    first     time   on   appeal."     Bos.
    Redevelopment Auth. v. Nat'l Park Serv., 
    838 F.3d 42
    , 50 (1st Cir.
    2016).    And Old K's gives us no sound reason to think that any of
    the "narrowly configured and sparingly dispensed" exceptions to
    the raise-or-waive rule apply.         See Daigle v. Me. Med. Ctr., Inc.,
    
    14 F.3d 684
    , 688 (1st Cir. 1994).             So we need say no more about
    the missing-inventory issue. See id.; see also Tutor Perini Corp.,
    842 F.3d at 84-85.
    (b)
    Liquidating-Distribution Issue
    We need not say much about the charge that defendants
    miscalculated the liquidating distribution.            Here is why.    Old K's
    helpfully concedes that the fate of this aspect of its damages
    model turns on whether "this court permits the claim of inventory
    and furniture mismanagement to go forward."            Those claims are dead
    - 38 -
    on    arrival.       Which   means    that     is    that    for   the   liquidating-
    distribution issue.
    Bottom Line
    Though vigorously pursued, none of the attacks on the
    summary-judgment rulings succeeds.11                So we shift to the sanctions
    ruling.
    SANCTIONS ISSUES
    As we said a few pages ago, the judge sanctioned Old K's
    under Civil Rule 11 for pressing ahead with a cross-motion for
    summary judgment.        Regarding the judge's analysis, it is enough
    for us to say the following:
    1. Among     the   judge's       reasons        for     thinking      that   the
    mismanagement-of-the-furniture-department                   piece     of   the
    implied-covenant claim failed was his belief that Old K's
    "provide[d]      no    basis      for        the     conclusion     that   any
    mismanagement" on Gordon's part "was motivated by a culpable
    mental state."12       And as support for his "culpable mental
    11
    Given our above conclusions, we need not referee the
    parties' disputes over other summary-judgment-based issues, like
    whether or how the LLC Agreement's integration clause affects the
    fraudulent-inducement claim, or whether the request for benefit-
    of-the-bargain damages is too speculative.
    12
    For anyone wondering, the judge did bring up how he had
    earlier deemed waived any claim that defendants had breached the
    implied covenant by mismanaging the furniture department — a
    decision he had made because Old K's "had not raised mismanagement
    as an independent ground to maintain" the breach-of-the-implied-
    - 39 -
    state" point, the judge cited Amirsaleh v. Board of Trade of
    City of New York, Inc., No. 2822-CC, 
    2009 WL 3756700
    , at *5
    (Del. Ch. Nov. 9, 2009).
    2. The judge also said that even if he had not excluded "the
    damages calculation" under Civil Rule 37(c), the missing-
    inventory part of the breach-of-contract claim would still
    fail because an affidavit submitted by defendants' expert —
    the "Parent affidavit" — stated that the rival expert hired
    by Old K's had used the wrong data in coming up with the
    missing-inventory thesis.      The judge added that the "failure"
    of counsel for Old K's "to acknowledge a genuine dispute of
    material   fact   in   the   face   of   my   .   .   .   warning   .   .   .
    represent[ed] conduct descending to the level of a violation
    of [Civil Rule] 11(b)."      And the judge criticized Old K's for
    citing no "case law that establishes that [its] evidence is
    superior to [d]efendants' evidence as a matter of law."
    3. Finally, as for the liquidating-distribution piece of the
    breach-of-contract claim, the judge ruled that while Old K's
    "counsel were no doubt frustrated by confusing financial
    covenant claim "in its opposition" to defendants' first summary-
    judgment motion.   But the judge said in his sanctions decision
    that he did "not consider whether this alone is a basis for
    sanctions because [p]laintiff's argument in favor of summary
    judgment" on the mismanagement issue was "legally unreasonable."
    - 40 -
    documents and insufficient documentary explanation[,] . . .
    lack of clarity is a reason to ask more questions during
    discovery" — "not a reason to move for summary judgment."
    For easy reference, we label these (unimaginatively) as "ruling
    #1," "ruling #2," and "ruling #3."
    The parties battle hard over the correctness of the
    judge's sanctions decision, unsurprisingly.    And we will get to
    their arguments in a minute, right after a very brief word about
    the standard of review.
    Standard of Review
    We review the judge's Civil-Rule-11-sanctions order for
    abuse of discretion, a deferential standard. See, e.g., Protective
    Life Ins. Co. v. Dignity Viatical Settlement Partners, L.P., 
    171 F.3d 52
    , 56, 57 (1st Cir. 1999).     An abuse of discretion occurs
    when a judge makes "a mistake of law" or "a clearly erroneous
    finding of fact."   Young v. City of Providence ex rel. Napolitano,
    
    404 F.3d 33
    , 38 (1st Cir. 2005); see also Obert v. Republic W.
    Ins. Co., 
    398 F.3d 138
    , 143 (1st Cir. 2005).   Because sanctions of
    this sort can chill counsel's creativity and devastate their
    professional reputations, we cannot emphasize enough that the
    abuse-of-discretion standard hardly means that we must affirm
    every discretionary decision that comes our way — review under
    this rubric still involves review, to state the obvious (because
    - 41 -
    sometimes it's helpful to state the obvious), and deference should
    not be confused with total capitulation.           See Protective Life Ins.
    Co., 
    171 F.3d at 56
    ; Dopp v. Pritzker, 
    38 F.3d 1239
    , 1253 (1st
    Cir. 1994).
    Analysis
    (a)
    Parties' Basic Positions
    Old K's starts by arguing that because defendants had
    asked   for    sanctions     against   its    counsel,   the   imposition    of
    sanctions against Old K's itself violated "due process."                 As for
    its other arguments, this is all that need be said:                      On the
    mismanagement issue — ruling #1 — Old K's believes that the judge
    stumbled because (to quote its brief, which cites to Nemec) proving
    a   breach    of    "[t]he   implied   duty   to   exercise    discretion    in
    accordance with the reasonable expectation of the parties is
    breached only by the violation of the reasonable expectation of
    the parties" — a culpable state of mind "is not required."               On the
    missing-inventory issue — ruling #2 — Old K's contends that the
    judge slipped because it reasonably believed that the Parent
    "affidavit     lacked    foundation"    and    "was   impeached"    by    other
    evidence.      And on the liquidating-distribution issue — ruling #3
    — Old K's asserts that the judge erred because "[t]he LLC Agreement
    required" that defendants hand over the financial papers, sans
    "discovery     or   deposition   questions."       Also,   writes   Old    K's,
    - 42 -
    defendants had to — but did not — produce the needed papers in
    response to discovery requests:            if documents "are not . . .
    provided,    the     resulting   discrepancy     with   the   contract   and
    discovery obligations allows summary judgment as a remedy." Adding
    this all together, Old K's proclaims that its summary-judgment
    motion was legally tenable and thus not sanctionable.
    Conceding that they directed their sanctions motion
    "solely" at counsel for Old K's, defendants respond that at most
    we should reverse and remand so that the judge can modify the order
    to run only against counsel for Old K's.          But defendants then add
    — in support of rulings #1, #2, and #3 — that the judge committed
    no other errors.      And that is so, the theory goes, because Old K's
    and its lawyers "had been expressly warned" by the judge "that
    they faced [Civil] Rule 11 sanctions if they filed a cross-motion
    for summary judgment that was destined to fail" — and they went
    ahead and filed one anyway, wasting everyone's time by penning a
    motion peppered with disputed issues of material fact.
    (b)
    Legal Primer
    Civil Rule 11 requires that a motion filer "certif[y]
    that to the best of the [filer]'s knowledge, information, and
    belief,     formed     after     an    inquiry   reasonable     under    the
    circumstances," the filing does not offend the rule's commands,
    two of which are relevant here:          the filing's "legal contentions"
    - 43 -
    must be "warranted by existing law or by a nonfrivolous argument
    for   extending,    modifying,   or   reversing   existing   law    or   for
    establishing new law," and the filing's "factual contentions" must
    "have evidentiary support" or a "likely" prospect of it.           See Fed.
    R. Civ. P. 11(b)(2)-(3).13       Whether a filer breached these duties
    "depends on the objective reasonableness of the [filer's] conduct
    under the totality of the circumstances."          See Navarro-Ayala v.
    Nunez, 
    968 F.2d 1421
    , 1425 (1st Cir. 1992); accord CQ Int'l Co. v.
    Rochem Int'l, Inc., USA, 
    659 F.3d 53
    , 62 (1st Cir. 2011).           Though
    13   The entire provision reads as follows:
    (b) Representations to the Court. By presenting to the
    court a pleading, written motion, or other paper —
    whether by signing, filing, submitting, or later
    advocating it — an attorney or unrepresented party
    certifies that to the best of the person's knowledge,
    information, and belief, formed after an inquiry
    reasonable under the circumstances:
    (1) it is not being presented for any improper
    purpose, such as to harass, cause unnecessary delay,
    or needlessly increase the cost of litigation;
    (2) the claims, defenses, and other legal contentions
    are warranted by existing law or by a nonfrivolous
    argument for extending, modifying, or reversing
    existing law or for establishing new law;
    (3) the factual contentions have evidentiary support
    or, if specifically so identified, will likely have
    evidentiary support after a reasonable opportunity
    for further investigation or discovery; and
    (4) the denials of factual contentions are warranted
    on the evidence or, if specifically so identified,
    are reasonably based on belief or a lack of
    information.
    - 44 -
    we hold filers "to standards of due diligence and objective
    reasonableness," we do not require "perfect research or utter
    prescience."   Me. Audubon Soc'y v. Purslow, 
    907 F.2d 265
    , 268 (1st
    Cir. 1990).
    And make no mistake:       Civil Rule 11 "is not a strict
    liability provision" — a filer "must, at the very least, be
    culpably careless" to get whacked with a sanctions order.          See
    Young, 404 F.3d at 39; see also Roger Edwards, LLC v. Fiddes & Son
    Ltd., 
    437 F.3d 140
    , 142 (1st Cir. 2006).        Also, because "what is
    'existing law' or a 'nonfrivolous' argument for extension is
    sometimes debatable," even a "poorly supported and sure to fail"
    motion may not be sanctionable:
    Counsel every day file motions that are hopeless, just
    as they make hopeless objections in trials and hopeless
    arguments to the judge. Perhaps a court could sanction
    counsel under Rule 11 for many such hopeless motions,
    but doing so routinely would tie courts and counsel in
    knots.
    Obert, 
    398 F.3d at 146
     (emphasis omitted); accord Protective Life
    Ins. Co., 
    171 F.3d at 58
    .     So to get tagged with sanctions, it is
    not enough that the filer's "claim lacked merit" — it must be "so
    plainly unmeritorious as to warrant the imposition of sanctions."
    Protective Life Ins. Co., 
    171 F.3d at 58
     (emphasis added) (noting
    that the simple "fact that a claim ultimately proves unavailing,
    without more, cannot support the imposition of Rule 11 sanctions"
    and   adding   that   "[i]f   every    failed   legal   argument   were
    - 45 -
    sanctionable,    sanctions   would   be    the   rule   rather      than   the
    exception").
    (c)
    Our Take
    Having carefully considered the matter — and with great
    respect for the differing view of the very able district judge,
    who had to deal with this hotly-contested case for nearly a decade
    — we must vacate the sanctions order and remand for further
    proceedings (assuming defendants still want sanctions).
    Our reasons are simple. For starters — and as both sides
    agree — the judge erred when he ordered sanctions against Old K's
    rather than against its attorneys. See Fed. R. Civ. P. 11(c)(5)(A)
    (proclaiming    that   "[t]he   court   must     not   impose   a    monetary
    sanction . . . against a represented party for violating Rule
    11(b)(2)").    Turning next to ruling #1 — that the implied-covenant
    claim failed because Old K's did not prove that defendants acted
    with "a culpable mental state" — we conclude that the judge based
    his decision on a misunderstanding of the relevant law.                While
    "[t]here are references in Delaware case law to the implied
    covenant turning on the breaching party having a culpable mental
    state," cases post-Amirsaleh recognize that "[t]he elements of an
    implied covenant claim remain those of a breach of contract claim"
    — "a specific implied contractual obligation, a breach of that
    obligation by the defendant, and resulting damage to the plaintiff"
    - 46 -
    — and that "[p]roving a breach of contract claim does not" (repeat,
    does not) "depend on the breaching party's mental state."      ASB
    Allegiance Real Estate Fund v. Scion Breckenridge Managing Member,
    LLC, 
    50 A.3d 434
    , 442, 444 (Del. Ch. 2012) (internal quotations
    omitted), rev'd on other grounds, 
    68 A.3d 665
     (Del. 2013).14   Old
    K's actually made that very point in its opening brief, without
    being contradicted by defendants in their brief.   Anyhow, by using
    the culpable-mental-state concept as a building block in his
    sanction analysis, the judge committed an error of law, thus
    abusing his discretion.    See CQ Int'l Co., 
    659 F.3d at 59
    .   And
    because we cannot tell how this error on ruling #1 affected his
    overall sanctions decision, we vacate the judge's sanctions order.
    Assuming defendants still want Civil-Rule-11 sanctions, the judge
    on remand will have the chance to exercise his discretion with an
    improved understanding of Delaware law.   And given our holding, we
    have no need to reach the parties' arguments concerning ruling #2
    and ruling #3 — they can take these matters up with the judge on
    remand, if necessary.     See generally Sharfarz v. Goguen (In re
    14 For other cases saying the same thing, please check out
    NAMA Holdings, LLC v. Related WMC LLC, C.A. No. 7934-VCL, 
    2014 WL 6436647
    , at *17 (Del. Ch. Nov. 17, 2014); Allen v. El Paso Pipeline
    GP Co., C.A. No. 7520-VCL, 
    2014 WL 2819005
    , at *10 (Del. Ch. June
    20, 2014); In re El Paso Pipeline Partners, L.P. Derivative Litig.,
    C.A. No. 7141-VCL, 
    2014 WL 2768782
    , at *17 (Del. Ch. June 12,
    2014).
    - 47 -
    Goguen), 
    691 F.3d 62
    , 72 (1st Cir. 2012) (noting that "we have a
    fair amount of elbow room 'to shape a remand in the interests of
    justice'" (quoting United States v. Merric, 
    166 F.3d 406
    , 412 (1st
    Cir. 1999))).15
    15In its opening brief, Old K's makes a one-sentence argument
    that we should remand to a different judge because "his
    impartiality 'might reasonably be questioned,'" since he had hit
    it with sanctions and had taken a long time to rule on the cross-
    motions for summary judgment. See generally 
    28 U.S.C. § 455
    (a)
    (declaring that "[a]ny justice, judge, or magistrate judge of the
    United States shall disqualify himself in any proceeding in which
    his impartiality might reasonably be questioned").              But
    "reassignment to another judge on remand is for the rare and
    exceptional case." Candelario Del Moral v. UBS Fin. Servs. Inc.,
    
    699 F.3d 93
    , 106 (1st Cir. 2012). And having thought about the
    matter, we do not think the situation here can be described as
    "rare and exceptional." See 
    id.
     (explaining that opinions that a
    judge "form[s] in slogging through cases typically do not provide
    'a sound basis either for required recusal or for directing that
    a different judge be assigned on remand'" (quoting Hull v.
    Municipality of San Juan, 
    356 F.3d 98
    , 104 (1st Cir. 2004))); see
    also Liteky v. United States, 
    510 U.S. 540
    , 555 (1994) (noting
    that judicial remarks "critical or disapproving of, or even hostile
    to, counsel, the parties, or their cases, ordinarily do not support
    a bias or partiality challenge"); Cohesive Techs., Inc. v. Waters
    Corp., 
    543 F.3d 1351
    , 1374-75 (Fed. Cir. 2008) (applying First
    Circuit law and holding that a six-year delay in issuing a ruling
    — while "unreasonable and unacceptable" — did not justify remand
    to a different judge, because nothing suggested that the judge
    "would have substantial difficulty putting his previously
    expressed views or findings out of his mind" and because
    "reassignment would necessarily entail a great deal of waste and
    duplication of effort"). Put bluntly, because we see no indication
    that the judge "cannot reapproach the case with an open mind," Old
    K's "cannot get the remedy it seeks." Candelario Del Moral, 699
    F.3d at 107.
    - 48 -
    CONCLUSION
    Having   slogged   through   case's   twists   and   turns   and
    picked through the parties' inventory of issues, we affirm the
    grants of summary judgment to defendants but vacate the decision
    to impose sanctions under Civil Rule 11 and remand for proceedings
    consistent with this opinion (again, that's assuming defendants
    still want sanctions).
    No costs to either side on this appeal.
    - 49 -
    

Document Info

Docket Number: 12-2311P

Citation Numbers: 863 F.3d 66

Filed Date: 7/13/2017

Precedential Status: Precedential

Modified Date: 1/12/2023

Authorities (33)

Roberto Navarro-Ayala v. Jose A. Nunez , 968 F.2d 1421 ( 1992 )

United States v. Frances Slade , 980 F.2d 27 ( 1992 )

Iverson v. City of Boston , 452 F.3d 94 ( 2006 )

Wilson v. Bradlees of New England, Inc. , 250 F.3d 10 ( 2001 )

United States v. Merric , 166 F.3d 406 ( 1999 )

Daigle v. Maine Medical Center, Inc. , 14 F.3d 684 ( 1994 )

Farm Credit Bank of Baltimore v. Ferrera-Goitia , 316 F.3d 62 ( 2003 )

Obert v. Republic Western Insurance , 398 F.3d 138 ( 2005 )

Speakers of Sport, Inc. v. Proserv, Inc. , 178 F.3d 862 ( 1999 )

CQ International Co. v. Rochem International, Inc. , 659 F.3d 53 ( 2011 )

Protective Life Insurance v. Dignity Viatical Settlement ... , 171 F.3d 52 ( 1999 )

Maine Audubon Society v. Emery Purslow , 907 F.2d 265 ( 1990 )

Paul S. Dopp v. Jay Pritzker, Paul S. Dopp v. Jay Pritzker , 38 F.3d 1239 ( 1994 )

Roger Edwards, LLC v. Fiddes & Son Ltd. , 437 F.3d 140 ( 2006 )

Scion Breckenridge Managing Member, LLC v. ASB Allegiance ... , 68 A.3d 665 ( 2013 )

Winshall v. Viacom International Inc. , 76 A.3d 808 ( 2013 )

Blaustein v. Lord Baltimore Capital Corp. , 84 A.3d 954 ( 2014 )

Eric Steven Bower v. E. Michael Jones, Ruth Jones, and ... , 978 F.3d 1004 ( 1992 )

jh-desnick-md-eye-services-limited-mark-a-glazer-and-george-v , 44 F.3d 1345 ( 1995 )

continental-bank-na-formerly-known-as-continental-illinois-national , 10 F.3d 1293 ( 1993 )

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