Oxbow Carbon & Minerals Holdings, Inc. v. Crestview-Oxbow Acquisition, LLC , 202 A.3d 482 ( 2019 )


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  •            IN THE SUPREME COURT OF THE STATE OF DELAWARE
    OXBOW CARBON & MINERALS           §
    HOLDINGS, INC., INGRAHAM          §
    INVESTMENTS LLC, OXBOW            §
    CARBON INVESTMENT COMPANY         §
    LLC, WILLIAM I. KOCH, and         §
    OXBOW CARBON LLC,                 §          No. 536, 2018
    §
    Plaintiffs and Counterclaim §
    Defendants-Below,           §          Court below: Court of Chancery
    Appellants,                 §          of the State of Delaware
    §
    v.                          §          C.A. Nos. 12447-VCL
    §                    12509-VCL
    CRESTVIEW-OXBOW                   §
    ACQUISITION, LLC, CRESTVIEW- §
    OXBOW (ERISA) ACQUISITION,        §
    LLC, CRESTVIEW PARTNERS, L.P., §
    CRESTVIEW PARTNERS GP, L.P.,      §
    CRESTVIEW ADVISORS, L.L.C., and §
    LOAD LINE CAPITAL LLC,            §
    §
    Defendants and Counterclaim §
    Plaintiffs-Below,           §
    Appellees.                  §
    Submitted:   December 19, 2018
    Decided:     January 17, 2019
    Before STRINE, Chief Justice; VALIHURA, VAUGHN, SEITZ and TRAYNOR,
    Justices, constituting the Court en Banc.
    Upon appeal from the Court of Chancery. AFFIRMED in part and REVERSED in part.
    Stephen C. Norman, Esquire, Jaclyn C. Levy, Esquire, Potter Anderson & Corroon LLP,
    Wilmington, Delaware. Of Counsel: David B. Hennes, Esquire (argued), C. Thomas
    Brown, Esquire, Adam M. Harris, Esquire, Elizabeth D. Johnston, Esquire, Ropes & Gray
    LLP, New York, New York for Appellants Oxbow Carbon & Minerals Holdings, Inc.,
    Ingraham Investments LLC, William I. Koch and Oxbow Carbon Investment Company
    LLC.
    Kenneth J. Nachbar, Esquire, Thomas W. Briggs, Jr., Esquire, Richard Li, Esquire, Morris,
    Nichols, Arsht & Tunnell LLP, Wilmington, Delaware. Of Counsel: R. Robert Popeo,
    Esquire, Michael S. Gardener, Esquire, Breton Leone-Quick, Esquire, Mintz, Levin, Cohn,
    Ferris, Glovsky & Popeo, P.C., Boston, Massachusetts for Appellants Oxbow Carbon LLC.
    Kevin G. Abrams, Esquire, Michael A. Barlow, Esquire, April M. Kirby, Esquire, Abrams
    & Bayliss LLP, Wilmington, Delaware; Brock E. Czeschin, Esquire, Matthew D. Perri,
    Esquire, Sarah A. Galetta, Esquire, Richards, Layton & Finger, P.A., Wilmington,
    Delaware. Of Counsel: Michael B. Carlinsky, Esquire (argued), Chad Johnson, Esquire,
    Jennifer Barrett, Esquire, Silpa Maruri, Esquire, Quinn Emanuel Urquhart & Sullivan,
    LLP, New York, New York; Christopher Landau, P.C., Quinn Emanuel Urquhart &
    Sullivan, LLP, Washington, D.C. for Appellees Crestview-Oxbow Acquisition, LLC and
    Crestview-Oxbow (ERISA) Acquisition, LLC.
    J. Clayton Athey, Esquire, John G. Day, Esquire, Prickett, Jones & Elliott, P.A.,
    Wilmington, Delaware. Of Counsel: Dale C. Christensen, Jr., Esquire, Michael B.
    Weitman, Esquire, Seward & Kissel, LLP, New York, New York for Appellee Load Line
    Capital LLC.
    VALIHURA, Justice:
    2
    Two of Oxbow Carbon LLC’s (“Oxbow”) minority Members—Crestview Partners,
    L.P. and Load Line Capital LLC (together, the “Minority Members”)—have attempted to
    force a sale of Oxbow over the objection of Oxbow’s majority Members, William I. Koch
    and his affiliates (the “Koch Parties”).1 This dispute centers on the proper interpretation
    of the governing Third Amended and Restated Limited Liability Company Agreement
    (the “LLC Agreement”). Although the Court of Chancery found that the minority investors
    affiliated with Koch—Ingraham Investments LLC and Oxbow Carbon Investment
    Company LLC (collectively, the “Small Holders”)—could block the sale unless it met
    certain payment conditions, the court nonetheless found a contractual gap in the LLC
    Agreement because the Board did not specify the terms and conditions under which the
    Small Holders acquired their units. Using the implied covenant of good faith and fair
    dealing, the Court of Chancery filled that gap by implying a “Top-Off” option for the Small
    Holders’ units, effectively stripping them of the right to block the proposed transaction.
    On appeal, Oxbow claims that (1) the trial court improperly applied the implied
    covenant, (2) there was no contractual gap, (3) Oxbow did not breach the LLC Agreement,
    and (4) the court’s rulings on remedies are erroneous. We hold that the Court of Chancery
    correctly interpreted the LLC Agreement’s plain language, but erred by finding a
    contractual gap concerning the admission of the Small Holders. Thus, we AFFIRM in part
    and REVERSE in part the Court of Chancery’s February 12, 2018, decision, and VACATE
    the August 1, 2018, decision on remedies.
    1
    The Koch Parties consist of Oxbow, Oxbow Carbon & Minerals Holdings, Inc., William I. Koch,
    Oxbow Carbon Investment Company LLC, and Ingraham Investments LLC.
    3
    I.     Background Facts2
    Oxbow, the leading third-party provider of marketing and logistics services to the
    global petcoke market, is a Delaware LLC controlled by William I. Koch through Oxbow
    Carbon & Minerals Holdings, Inc. (“Oxbow Holdings”).3 Koch serves as Oxbow’s CEO
    and Chairman of the Board. To finance two possible acquisitions in 2006, Oxbow explored
    investment by outside private equity firms. Crestview, a new firm led by Robert J. Hurst
    and Barry S. Volpert, expressed interest in investing in Oxbow. Hurst and Volpert had a
    combined fifty years of experience at Goldman Sachs, where both held high-level posts.4
    During the capital-raising process, Oxbow also explored possible investments by ArcLight
    Capital Partners LLC (“ArcLight”)5 and by John Coumantaros, a wealthy shipping
    magnate.
    The LLC Agreement was executed on May 8, 2007.6 Oxbow Holdings made the
    largest capital contribution of $483,038,499.86 in return for 4,830,385 units—almost 60%
    of Oxbow’s equity—and the right to appoint six Board members. Several of Koch’s family
    2
    We rely primarily on the Court of Chancery’s factual findings, most of which are not at issue in
    this appeal. Any disputed facts are noted in this Opinion.
    3
    In re Oxbow Carbon LLC Unitholder Litig., 
    2018 WL 818760
    , at *4–5 (Del. Ch. Feb. 12, 2018)
    [hereinafter Chancery Opinion].
    4
    Hurst had served as Goldman’s co-head of investment banking and as Vice Chairman, while
    Volpert had served as the co-Chief Operating Officer of Goldman’s private equity business.
    5
    ArcLight did not participate in the investment because it was not willing to accept some of Koch’s
    governance demands.
    6
    The signatories to the LLC Agreement were: Oxbow Holdings; Crestview-Oxbow Acquisition,
    LLC; Crestview-Oxbow (ERISA) Acquisition, LLC; Load Line Capital LLC; Joan E. Granlund;
    Wyatt I. Koch 2000 Trust; and William I. Koch Family Trust. See App. to Opening Br. at A2124–
    28. Koch also agreed that he and his Affiliates would be bound by the terms of Article IV, Section
    8 (entitled, “Non-compete”) of the LLC Agreement. 
    Id. at A2129.
    4
    members and affiliates also invested, which meant that Koch and his affiliates owned a
    combined 67% of Oxbow’s equity. Crestview made a capital contribution of $190 million
    and received nearly 1.9 million units—a 23.48% equity stake—and appointed Hurst and
    Volpert to the Oxbow Board. Coumantaros made a capital contribution of $75 million
    through Load Line Capital LLC (“Load Line”) in return for 750,000 units, representing
    9.27% of Oxbow’s equity. Load Line was entitled to one Board appointment and appointed
    Coumantaros to Oxbow’s Board. Additionally, the Minority Members received a put
    option that could be exercised after seven years, beginning May 8, 2014 (the “Put Right”).
    If Oxbow rejected the put, the party exercising the Put Right could attempt to force an “Exit
    Sale” of all of Oxbow’s units.
    In the fall of 2010, Oxbow pursued an acquisition of International Commodities
    Export Corporation, a large sulfur-trading business. As a part of the acquisition, Oxbow
    allowed the sulfur company executives to purchase equity in Oxbow. Around the same
    time, Koch proposed to the Board that members of his family have an opportunity to
    simultaneously invest in Oxbow with the sulfur company executives. On April 28, 2011,
    the Board—including the Minority Members’ representatives—voted unanimously to issue
    units to Koch’s family members and the sulfur company executives at $300 per unit.
    Koch’s family members invested through Ingraham Investments LLC (“Family LLC”),
    and the sulfur company executives invested through Oxbow Carbon Investment Company
    LLC (“Executive LLC”). Koch has controlled Family LLC from its inception, and he is
    the sole manager of Executive LLC’s managing member.
    5
    The Board did not immediately implement the transactions, however, as there were
    other details to sort out with the sulfur company executives. During that time, Oxbow’s
    then-CFO, Zach Shipley, alerted Koch and Oxbow’s corporate secretary to certain
    procedural requirements in the LLC Agreement that the Board did not follow in its April
    28, 2011, vote. In an email, Shipley wrote:
    In the context of [Oxbow] selling new equity to members of Bill’s family, it
    has been drawn to my attention that the Operating Agreement of [Oxbow]
    gives all members certain rights of participation in any equity [issuance] by
    the Company . . . . I don’t think this will have a practical effect on the
    ultimate outcome of the equity sales to Bill’s family, but it does present a
    procedural requirement. Basically, we have to offer equity to all members at
    $300 per unit . . . . I expect that, at $300/unit, no one but the intended buyers
    will buy additional equity, but if they do, maybe that is a good thing.
    [T]his does raise a question about whether we need to get a slightly different
    approval from the Board.7
    The issuance of units to Koch’s family members also implicated Article III, Section
    3(d)(11) of the LLC Agreement (the “Related Party Provision”), which triggers the need
    for a “Supermajority Vote,” defined as approval from a majority of the Board, which
    approval had to include the Load Line director and at least one Crestview director. Oxbow
    did not get any additional approvals from the Board for the issuance to Koch’s family
    members. Further, the court found that the Small Holders did not provide Oxbow with the
    required signature pages and representations and warranties until 2016.
    The Board reevaluated its earlier approval of the issuance of new units to Executive
    LLC on November 9, 2011, and raised the total number of units to be issued without
    7
    Chancery Opinion, 
    2018 WL 818760
    , at *18.
    6
    changing the price. But the Board failed to address the issue of preemptive rights or
    otherwise comply with the requirements for admitting new Members. 8 Nevertheless,
    Oxbow issued 66,667 units to Family LLC for $20 million on December 23, 2011, and
    issued 50,000 units to Executive LLC on March 12, 2012, for $15 million. Following those
    investments, the Small Holders owned a combined 1.4% of Oxbow’s equity. And as with
    the Board vote in April 2011, the Minority Members’ Board representatives consented in
    2012 to the distribution of funds from the Small Holders’ investment. 9 Crestview believed
    it was giving the Small Holders “a great discount,” and Crestview received about $8.2
    million from these 2012 distributions.10
    As Crestview explored an exit from Oxbow around the time the Small Holders were
    admitted, Morgan Stanley was advising Oxbow and Crestview that Oxbow’s units could
    be publicly offered at around $400 per unit and that the stock would trade up to around
    $500 per unit. The LLC Agreement provided Crestview with an option to exit Oxbow via
    the Put Right beginning on May 8, 2014, the seventh anniversary of the effective date of
    its investment. Alternatively, if the put failed, Crestview could force an Exit Sale of all
    8
    The Koch Parties argue that the trial court erred in finding that the Supermajority Vote
    requirement had not been followed since the directors unanimously voted in favor of the issuances
    to the Small Holders. Opening Br. at 51. In their Answering Brief, the Minority Members seem
    to tacitly agree in responding that “the trial court concluded only that a Supermajority Vote was
    required and, had proper formalities been followed, the ‘[Minority Members] could have blocked
    the issuance and forced a negotiation.’” Answering Br. at 36–37 n.10 (quoting Chancery Opinion,
    
    2018 WL 818760
    , at *62). Additionally, the Koch Parties claim that the trial court erred in
    overlooking the fact that Family LLC executed the required joinder in 2011. See Reply Br. at 23
    n.61; App. to Opening Br. at A1911. Even if the trial court erred in that regard, it does not alter
    our decision.
    9
    See App. to Opening Br. at A1913, A1915–16.
    10
    Chancery Opinion, 
    2018 WL 818760
    , at *19.
    7
    Oxbow’s units under certain conditions. One of those conditions is that a Member cannot
    be forced to sell its units in the Exit Sale unless the Member has received distributions
    equal to or higher than 1.5 times the Member’s initial contribution (the “1.5x Clause”). By
    the time Oxbow admitted the Small Holders, the other Members had received returns
    sufficient to meet the 1.5x Clause. The Small Holders, however, required a return of $414
    per unit, taking into account distributions that had already been paid to them, to satisfy the
    1.5x Clause at the time of an Exit Sale. The Court of Chancery found that “[t]here is some
    reason to think that Crestview’s principals were not overly concerned with the issuances to
    the Small Holders because of the valuation that they placed on Oxbow,” which they
    projected “at close to $560 per unit” for a potential exit in 2015.11
    By 2013, Koch had become concerned that Crestview was focused on achieving
    liquidity for its investment. In response to this concern, Crestview agreed to postpone the
    date by which it could exercise its Put Right for Oxbow to buy its units, or, in the event
    Oxbow rejected the Put Right, its right to force an Exit Sale. Crestview and Oxbow
    amended the LLC Agreement to incorporate this postponement, which they repeated three
    times before litigation commenced.12 In February 2014, with the Minority Members’
    seven-year holding period coming to an end, the parties negotiated Amendment No. 3. The
    amendment, negotiated after the Small Holders invested, addressed the Exit Sale Right.
    Notably, the Minority Members did not bargain for a change to the “all, but not less than
    11
    
    Id. 12 See
    App. to Opening Br. at A2057 (Amendment No. 3), A2055 (Amendment No. 4), A2053
    (Amendment No. 5), A2049 (Amendment No. 6).
    8
    all”13 language in the definition of “Exit Sale,” even though the parties removed that
    limitation for the Minority Members’ Put Right.14
    With an Exit Sale looming, Oxbow searched for replacement capital to redeem
    Crestview’s units.     During that process, Christina O’Donnell became a key player.
    O’Donnell had begun working with Koch as a consultant to his family office, Renegade
    Management, Inc., where she performed well and gained Koch’s trust. In 2014, Koch
    elevated O’Donnell to become a member of Oxbow’s Board and CEO of Renegade
    Management. She also served as the president of Family LLC and Vice President of
    Oxbow Holdings. These positions gave O’Donnell significant oversight responsibility of
    Koch’s financial holdings.
    In the midst of a “management crisis” in December 2014 and early 2015, however,
    O’Donnell developed close relationships with Eric Johnson, Oxbow’s President, and
    Volpert and Hurst. Johnson was at odds with Koch and felt indebted to Crestview
    following his promotion to President of Oxbow. Eventually, O’Donnell, Johnson, Volpert,
    and Hurst concluded that Koch should step down from Oxbow’s leadership.                      They
    evaluated several options, including purchasing enough of Koch’s units to acquire control,
    13
    This clause, known as the All Securities Clause, is discussed in greater detail at pp. 19–20, 25–
    27, infra.
    14
    See In re Oxbow Carbon LLC, Unitholder Litig., C.A. No. 12447-VCL, at ¶ 23(c) (Del. Ch.
    Aug. 10, 2016) [hereinafter Summary Judgment Order]; App. to Opening Br. at A2057–59. As
    the trial court found, the Third Amendment modified the Exit Sale Right by eliminating
    Crestview’s right to exercise it if Crestview owned less than ten percent of the Company. Thus,
    when Crestview owned ten percent or more of the Company, the Third Amendment did not change
    the Exit Sale Right. Other amendments shortened the amount of time that the Company had to
    respond to the put, but the substance of the Exit Sale Right remained the same.
    9
    empowering Johnson to run Oxbow, or bringing in an outside investor to purchase enough
    of Koch’s units to give Crestview and the new investor a majority stake. When they
    attempted to convince Koch to take a leave of absence to address personal matters, Koch
    viewed their suggestion as an attempt to undermine his control.
    Amid the heightening tension between Oxbow and Crestview, Koch instructed
    O’Donnell to run the capital-raising process necessary to purchase some or all of
    Crestview’s units. Koch also informed O’Donnell that he did not want Crestview involved
    in that process. O’Donnell disregarded that instruction and continued working with
    Crestview to find outside investors in an effort to remove Koch. O’Donnell and Crestview
    communicated secretly, using private email accounts, texts, and phone calls. They also
    reported to potential investors that Koch would transition the CEO role to Johnson and sell
    enough equity to give up control of Oxbow—even though Koch had committed to do
    neither. As a result of their efforts, Oxbow received proposed term sheets from ArcLight,
    Energy Capital Partners, and Trilantic Capital Partners.
    Koch disliked the proposed term sheets because he thought they threatened his
    control of Oxbow. At O’Donnell’s suggestion, Koch sought legal counsel and hired Mintz,
    Levin, Cohen, Ferris, Glovsky & Popeo, P.C. (“Mintz Levin”) to advise him personally.
    Koch conferred with Mintz Levin and confirmed that the proposed term sheets would be
    disastrous for his control over Oxbow. Meanwhile, O’Donnell and Crestview attempted
    to promote a transaction with one of the three private equity firms, which would result in
    Koch giving up control in favor of Johnson. Koch and Mintz Levin concluded from these
    efforts “that O’Donnell, Johnson, and Crestview were trying to use the capital raise to stage
    10
    a coup.”15 Despite his feeling that O’Donnell had betrayed him, Koch opted to keep her at
    Oxbow.
    Koch proceeded to take control of the capital-raising process, and, in June 2015, he
    informed the Board that Crestview’s interests were at odds with Oxbow’s interests. He
    further informed O’Donnell and Johnson that they could no longer be involved in the
    process. Crestview exercised its Put Right on September 28, 2015, and demanded that
    Oxbow purchase all of its units.16 Oxbow had until January 19, 2016, to accept the put and
    acquire the Minority Members’ units. If it did not, Crestview could attempt to force an
    Exit Sale. Per the LLC Agreement, Oxbow Holdings sought to hire an investment banker
    and eventually retained Evercore Group L.L.C. (“Evercore”) to conduct a valuation of
    Oxbow. If Evercore’s valuation was within ten percent of the figure calculated by
    Crestview’s investment banker, Duff & Phelps, LLC, the fair market value for purposes of
    the Put Right would be the average of the two. Otherwise, the parties would retain a third
    investment bank and the median of the three valuations would control.
    Meanwhile, Oxbow retained Goldman Sachs in October 2015 to raise capital
    capable of satisfying the put. None of the offers solicited by Goldman exceeded $120 per
    unit for a minority stake. The trial court found some evidence that the offers could have
    been low because of Crestview’s attempt to influence this process. For example, Crestview
    continued back-channel discussions with Goldman and considered rolling some of its stake
    15
    Chancery Opinion, 
    2018 WL 818760
    , at *29.
    16
    Additionally, Load Line exercised its right to tag-along with Crestview’s exercise of the Put
    Right.
    11
    into a control deal with the bidder.17 O’Donnell and Johnson continued to secretly
    communicate with Crestview and held private meetings with possible bidders, including
    Trilantic and ArcLight.
    During the valuation and bidding process, legal counsel for Koch and Oxbow
    explored ways to handle the put. Aside from Oxbow’s preferred option—raising capital to
    accept the put, thereby nixing any Exit Sale—the attorneys for Koch and Oxbow proposed
    three options: (1) negotiate a reduced redemption amount with the Minority Members; (2)
    reject or ignore the put and permit Crestview to exercise its right to an Exit Sale, but then
    dispute the validity of the Exit Sale because the Small Holders did not satisfy the 1.5x
    Clause; or (3) accept the put and take the position that Oxbow only had the ability to redeem
    units periodically over time. Koch’s advisors also proposed going public or merging with
    a public shell company, which would eliminate the Minority Members’ ability to exercise
    the Put Right. However, Evercore advised that there was no time to conduct an IPO.
    In November 2015, Evercore submitted its fair market valuation of Oxbow at $145
    per unit—far lower than the Minority Members’ valuation of $256.56. Because the
    17
    Chancery Opinion, 
    2018 WL 818760
    , at *34. In a post-oral-argument skirmish to correct their
    counsel’s response to a question on the “roll-over” point, the Minority Members asserted that this
    “roll-over” option would have been available to all existing investors. See Minority Members’
    Mot. to Correct the Record Concerning a Mistaken Statement Made at Oral Argument, at 2. They
    further asserted that the final ArcLight proposal lacked a provision allowing any unitholder to roll-
    over its equity. 
    Id. at 3.
    The Koch Parties countered by pointing to the trial court’s findings that
    “Crestview perceived that if an Exit Sale took place, it might be able to roll over part of its interest
    or co-invest with the buyer,” and that “[t]his would allow Crestview to continue to own what it
    regarded as a highly profitable business, but without the headaches of dealing with Koch.”
    Chancery Opinion, 
    2018 WL 818760
    , at *34. The Minority Members responded that these
    findings referred to an earlier time period. We have considered these submissions and neither they
    nor the “roll-over” points in general have any impact on our holding.
    12
    valuations differed by more than ten percent, the parties hired Moelis & Company, which
    advised that the fair market value of Oxbow was $169 per unit. As the median of the three
    valuations, this figure set the fair market value for the Put Right. The directors appointed
    by Oxbow Holdings unanimously rejected the put on January 19, 2016, and Koch
    instructed Oxbow and its counsel to “obstruct [and] derail” the Exit Sale.18
    Crestview exercised its right to an Exit Sale on January 20, 2016. To kick off the
    Exit Sale process, Oxbow began looking for an investment bank to conduct the sale.
    Crestview had a strong preference for Goldman Sachs and, behind the scenes, Hurst,
    Volpert, Johnson, and O’Donnell discussed how to convince Koch to hire Goldman.
    O’Donnell, who now had been sidelined by Koch, emailed Johnson, saying:
    Let’s take [Koch’s] company from him quickly, not a day of relief, put him
    through the hell he put us through, let’s find $30 million of cost savings if
    he’s not running it. Let’s make it very personal, just like he did.
    Let’s remind him we know things about him as well. Let’s take his plane,
    his job, and when it’s over let’s drink his wine before you take me dancing.19
    Oxbow eventually hired Goldman Sachs, but Johnson and O’Donnell suggested that
    Crestview adopt “the ambush approach” and act as though they had little interest in selling,
    and then once Oxbow hired Goldman, they would “sell hard.”20 On March 16, 2016,
    18
    Chancery Opinion, 
    2018 WL 818760
    , at *35. The Crestview and Load Line directors did not
    participate in the vote. See Trial JX2068, JX2076.
    19
    App. to Opening Br. at A2006.
    20
    Chancery Opinion, 
    2018 WL 818760
    , at *37.
    13
    ArcLight sent Oxbow, Crestview, and Load Line a letter of intent to acquire one-hundred
    percent of Oxbow’s equity for $176.59 per unit.
    On June 10, 2016, the Koch Parties filed suit against the Minority Members, Hurst,
    and Volpert, primarily seeking a declaratory judgment that its interpretation of the LLC
    Agreement was correct and that the Small Holders could block the Exit Sale. After Koch
    initiated this litigation and fired Johnson, ArcLight dropped out, not wanting to buy into a
    pending lawsuit. When the Minority Members asserted counterclaims and sought a
    declaratory judgment to enforce their interpretation of the LLC Agreement, the Koch
    Parties filed a separate 144-page complaint against Crestview, Volpert, Hurst, O’Donnell,
    and Johnson, asserting additional claims of contractual and fiduciary breaches. The Court
    of Chancery consolidated the actions and the parties cross-moved for summary judgment.
    In its summary judgment opinion, the Court of Chancery suggested that the Minority
    Members essentially made a “fairly litigable” implied covenant argument:
    The Minority Members stress that the 1.5x Return Clause would be satisfied
    except for the Small Holders. They argue with some force that given the
    overall structure of the agreement and the concept of the Exit Sale, they never
    would have agreed that investors with a stake as small as the Small Holders’
    would be able to block the operation of the Exit Sale Right. That is an
    implied covenant argument, and it is fairly litigable. One can posit that in
    the original bargaining position, had the current situation been discussed,
    then the Minority Members would have insisted on the ability to compensate
    the Small Holders separately, rather than lose the efficacy of the threat that
    put teeth into the Put Right. It is also true that the Company, [Oxbow
    Holdings], and Koch did not historically act as if the Small Holders were an
    impediment to the Exit Sale Right. But the current cross-motions for
    summary judgment are not about the implied covenant. They are about the
    plain language of the Exit Sale Right, which is contrary to the Minority
    Members’ position.21
    21
    Summary Judgment Order, C.A. No. 12447-VCL, at ¶ 23(b).
    14
    Although it had raised the implied covenant sua sponte, the court held in its summary
    judgment order that the “Highest Amount Interpretation” controlled. Under the Highest
    Amount Interpretation, to initiate an Exit Sale, each Oxbow Member must participate and
    receive 1.5 times its initial investment by pro rata distribution, resulting in equal
    consideration for each Member.             The trial court rejected Crestview’s primary
    interpretation—the “Leave Behind Theory”—which would allow Crestview to force an
    Exit Sale of all Members who met the 1.5x Clause through pro rata distribution of Exit
    Sale proceeds, while leaving behind Members who did not satisfy the 1.5x Clause.
    Heeding the court’s suggestion, the Minority Members amended their counterclaims
    and added a count for breach of the implied covenant of good faith and fair dealing. In
    their pre-trial briefing, the Minority Members argued that a contractual gap exists because:
    (1) the LLC Agreement does not expressly permit or prohibit a Top-Off (the “Top-Off
    Gap”),22 and (2) the Board had not determined the rights of the Small Holders (the “Small
    Holders’ Rights Gap”). The Minority Members argued that the Top-Off Gap should be
    filled with a Top-Off payment, but they did not request a specific remedy as to the Small
    Holders’ Rights Gap. In their post-trial briefing, the Minority Members abandoned the
    22
    The Vice Chancellor’s February 12, 2018, opinion uses the term “Top Off” to refer to both a
    “Seller” and “Waterfall” Top-Off. Under a Seller Top-Off, “Crestview, Load Line, or the buyer
    in an Exit Sale would come up with greater consideration for the Small Holders.” Chancery
    Opinion, 
    2018 WL 818760
    , at *54. A Waterfall Top-Off is another version of a top-off theory “in
    which the proceeds of an Exit Sale are allocated first to members who have not yet received enough
    distributions to satisfy the 1.5x Clause, then subsequently allocated pro rata to all members.” 
    Id. We adopt
    the same approach in this opinion.
    15
    Small Holders’ Rights Gap Theory, argued only the Top-Off Gap Theory, and claimed that
    the gap should be filled with a Top-Off payment.
    The parties proceeded through discovery and to trial in July 2017. The Court of
    Chancery held that the Highest Amount Interpretation was the only reasonable reading of
    the LLC Agreement based on its plain language, but it ruled in favor of the Minority
    Members on the basis of the Small Holders’ Rights Gap implied covenant theory. As
    explained more fully below, the trial court found a contractual “gap” concerning the Small
    Holders’ admission. After finding a gap, the court used the implied covenant to allow the
    Minority Members to satisfy the Small Holders’ 1.5x threshold using a Seller Top-Off,
    thereby allowing for an Exit Sale. On October 10, 2018, the Koch Parties appealed to this
    Court and the parties submitted a Joint Motion for Expedited Proceedings, which this Court
    granted on October 25, 2018.
    II.     Key Terms of the LLC Agreement
    The terms central to this dispute concern the admission of the Small Holders and
    the provisions impacting the Exit Sale process. Under Article IV, Section 5 of the LLC
    Agreement, Oxbow’s Board possesses the power to admit new Members (the “New
    Member Provision”). That section provides:
    Section 5.     Additional Members. Subject to Article XIII, Section 5, upon
    the approval of the Directors, additional Persons may be admitted to the
    Company as Members and Units may be created and issued to such Persons
    as determined by the Directors on such terms and conditions as the Directors
    may determine at the time of admission. The terms of admission may provide
    for the creation of different classes or series of Units having different rights,
    powers and duties. As a condition to being admitted as a Member of the
    Company, any Person must agree to be bound by the terms of this Agreement
    by executing and delivering a counterpart signature page to this Agreement,
    16
    and make the representations and warranties set forth in Section 7 below as
    of the date of such Person’s admission to the Company. The address,
    Percentage Interest and Capital Contribution of each such additional Member
    shall be added to Exhibit A, which shall thereby be amended.23
    The LLC Agreement defines “Member” in Article I:
    “Member” or “Members” means any Person named as a member of the
    Company on Exhibit A attached hereto and includes any Person
    subsequently admitted as a Member.24
    The admission of additional Members requires certain formalities. Article XIII, Section
    5(a) of the LLC Agreement (the “Preemptive Rights Provision”) states: “Subject to the
    terms and conditions of this Section 5, each Member will have the right to purchase its ‘pro
    rata share’ of any Equity Securities (as defined below) that the Company may, from time
    to time, propose to issue and sell after the Effective Date. . . .”25 The remainder of Section
    5 contains additional procedural requirements regarding the issuance of new equity
    securities. Most notably, Section 5(b) requires written notice concerning new equity
    issuances:
    (b) Exercise of Rights. If the Company proposes to issue Equity Securities,
    the Company will give each Member written notice of its intention,
    describing the Equity Securities and the price and terms and conditions upon
    which such Equity Securities are to be issued and/or sold. Such Member will
    have 20 calendar days from its receipt of such notice to elect to purchase up
    to its pro rata share of the Equity Securities for the price and upon the terms
    and conditions specified in the notice by providing written notice to the
    Company which include the quantity of Equity Securities to be purchased.
    Notwithstanding the foregoing, the Company will not be required to offer or
    23
    App. to Opening Br. at A2093 (emphasis added).
    24
    
    Id. at A2080
    (emphasis added). Pursuant to Article IV, Section 1 of the LLC Agreement,
    Member interests in the Company are represented by “Units,” which is also a defined term.
    25
    
    Id. at A2110.
    17
    sell such Equity Securities to such Member if such action would result in any
    of the consequences set forth in Article XIII, Section 2(a)–(e).26
    Additionally, certain related-party transactions are prohibited absent supermajority
    approval by the Board under the Related Party Provision:
    (d)    Except as contemplated in an Approved Summary Annual Budget, the
    Company shall not take, and shall cause its Subsidiaries not to take, any of
    the following actions without a Supermajority Vote (provided, that the
    consent of the Crestview Directors (only one of which shall be required to
    consent) and the Load Line Director shall not be unreasonably withheld,
    delayed or conditioned in any event):
    ...
    (11) the Company’s or any Subsidiary’s entering into, terminating
    or amending any transaction, agreement or arrangement with or for
    the benefit of any Member or any of its Affiliates (or any member of
    their “immediate family” as such term is defined in Rule 16a-1 of the
    Securities Exchange Act of 1934) . . . .27
    Article XIII, Section 8(a) of the LLC Agreement contains the Minority Members’
    Put Right:
    (a) Subject to the terms herein, and provided that the Company (or its
    successor) is not Publicly Traded, Crestview shall possess the right and
    option (the “Put Right”), exercisable in its sole discretion, to require the
    Company to purchase in cash for Fair Market Value (the “Put Price”) all or
    any portion of the Member Interest and Units then held by Crestview, but in
    no case less than twenty-five percent (25%) of the Member Interest and Units
    held by Crestview prior to the first such exercise of its Put Right. . . . In the
    event Crestview does not exercise its Put Right within sixty (60) calendar
    days following an event described in the foregoing clauses (ii) or (iii), Load
    26
    
    Id. at A2111.
    27
    
    Id. at A2087,
    A2089. The Vice Chancellor found that the Related Party Provision applied to the
    issuance of units to the Small Holders because Koch controlled both entities and is related to
    investors in Family LLC. See Chancery Opinion, 
    2018 WL 818760
    , at *62.
    18
    Line shall possess the Put Right, subject to the same limitations described
    herein (including the foregoing proviso). . . .28
    Amended Section 8(e) of Article XIII (the “Exit Sale Right”) sets forth the rights of the
    Minority Members in the event that Oxbow rejects the put:
    (e) If (x) the Company rejects the Put Notice in writing or fails to respond
    to the Put Notice within 180 calendar days of its receipt and (y) the Company
    is not Publicly Traded:
    (A) if at such time Crestview owns ten percent (10%) or more of the
    outstanding Member Interests and Units of the Company, the
    Exercising Put Party may require all of the Members to engage in an
    Exit Sale, on the terms set forth in Section 7(c), Section 7(d) and
    Section 9(b), in which the aggregate consideration to be received by
    such Members at the closing of such Exit Sale equal or exceed Fair
    Market Value; provided, that the Exercising Put Party may not
    require any other Member to engage in such Exit Sale unless the
    resulting proceeds to such Member (when combined with all prior
    distributions to such Member) equal at least 1.5 times such Member’s
    aggregate Capital Contributions through such date . . . .29
    The definition of an “Exit Sale” is essential to the interpretation of the Exit Sale Right.
    Article I of the LLC Agreement defines an Exit Sale as:
    [A] Transfer of all, but not less than all, of the then-outstanding Equity
    Securities of the Company and/or all of the assets of the Company to any
    non-Affiliated Person(s) in a bona fide arms’-length transaction or series of
    related transactions (including by way of a purchase agreement, tender offer,
    merger or other business combination transaction or otherwise).30
    28
    App. to Opening Br. at A2057–58.
    29
    
    Id. at A2058
    (emphasis added).
    30
    
    Id. at A2079
    (emphasis added).
    19
    A transfer requires “all, but not less than all” Equity Securities (the “All Securities
    Clause”). Thus, for an Exit Sale to take place at the unitholder level, the All Securities
    Clause means that no Member can be left behind.
    Upon the exercise of the Exit Sale Right, the parties had an obligation to use
    “reasonable efforts” to effectuate the Exit Sale under Article XIII, Section 8(f) (the
    “Reasonable Efforts Provision”):
    (f) If the Exercising Put Party elects to require all of the Members to engage
    in an Exit Sale pursuant to Section 8(e) above . . . each party hereto agrees
    to use its reasonable efforts to take or cause to be taken or do or cause to be
    done all things necessary or desirable to effect such Exit Sale. Without
    limiting the generality of the foregoing, each Member shall vote for, consent
    to and raise no objections against any Exit Sale pursuant to this Section 8(f)
    and shall enter into customary definitive agreements in connection
    therewith.31
    As stated in the Exit Sale Right, any Exit Sale must take place “on the terms set
    forth in [Article XIII,] Section 7(c), Section 7(d) and Section 9(b)” (collectively, the “Equal
    Treatment Requirements”). Section 7(c) provides for a pro rata allocation of expenses for
    an Exit Sale:
    (c) In the case of both a Tag-Along Transfer and an Exit Sale, each Member
    shall be obligated to pay only its pro rata share (based on the aggregate
    consideration received by such Member in respect of the Units Transferred
    by such Member) of expenses incurred in connection with a consummated
    Tag-Along Transfer or Exit Sale to the extent such expenses are incurred for
    the benefit of all Members and are not otherwise paid by the Company or
    another Person.32
    31
    
    Id. at A2116
    (emphasis added).
    32
    
    Id. at A2114.
    20
    Importantly, Section 7(d) states that any Exit Sale must be on equal terms and conditions
    (the “Equal Treatment Provision”): “In the case of both a Tag-Along Transfer and an Exit
    Sale, (A) each Unit Transferred in such Tag-Along Transfer and Exit Sale shall be
    Transferred on the same terms and conditions as each other Unit so Transferred . . . .”33
    And like Section 7(c), Section 9(b) provides for a pro rata allocation of indemnification
    expenses:
    (b) No Member shall be obligated in connection with any such Exit Sale (i)
    to agree to indemnify or hold harmless the Person to whom the Units are
    being sold with respect to any indemnification or other obligation in an
    amount in excess of the net proceeds paid to the such [sic] Member in
    connection with such Exit Sale or (ii) to enter into any non-competition, non-
    solicitation or other similar arrangement; provided, further, that such
    indemnification or other obligations shall be pro rata as among the Members
    other than with respect to representations made individually by a Member
    (e.g., representations as to title or authority of such Member or the lack of
    any encumbrance on any of the Units to be sold by such Member). Allocation
    of the aggregate purchase price payable in an Exit Sale will be determined
    by assuming that the aggregate purchase price was distributed to [Oxbow
    Holdings] and the remaining Members in accordance with Article XI, Section
    1 hereof.34
    The last sentence of the provision quoted above states that proceeds from an Exit
    Sale will be distributed in accordance with Article XI, Section 1 (the “Distribution
    Provision”), which in turn refers to Section 2 of Article XI. These sections provide:
    Section 1. Distributions. Subject to such conditions as may be imposed
    under any Financing Arrangements and to the prior payment of distributions
    pursuant to Article XI, Section 2, all Net Cash Flow shall be distributed on
    a quarterly basis to the Members in accordance with their Percentage
    Interests within 45 calendar days after the end of each Fiscal Quarter . . . .
    33
    
    Id. (emphasis added).
    34
    
    Id. at A2116
    (emphasis added).
    21
    Section 2. Mandatory Distributions. Prior to making any distributions in
    respect of any quarter pursuant to Article XI, Section 2, the Company will
    make quarterly distributions to each Member, to the extent of Net Cash Flow,
    in an amount equal to such Member’s Maximum Permitted Tax Amount;
    provided, that if the amount of Net Cash Flow is not sufficient to make the
    foregoing payments in full, the amount that is available will be distributed in
    the same proportion as if the full amount were available. . . .35
    Thus, Section 2 of Article XI states that, prior to quarterly distributions, Oxbow will first
    pay the Members “in an amount equal to such Member’s Maximum Permitted Tax
    Amount . . . .”36 After that, Section 1 of Article XI provides that the remaining Net Cash
    Flow—including the Exit Sale proceeds—will be distributed “in accordance with their
    Percentage Interests.”37
    III.     The Court of Chancery’s Decision
    The Court of Chancery first evaluated the Small Holders’ status as Members and
    held that they had not been properly admitted, but that the doctrine of laches barred the
    Minority Members’ claim that they were not Members. Next, the court considered
    competing interpretations of the LLC Agreement to determine whether the Minority
    Members could force an Exit Sale. The court held that the plain language of the LLC
    Agreement did not allow the Minority Members to force an Exit Sale unless the Small
    Holders would receive 1.5x their initial capital contributions in the transaction, taking into
    account distributions received. Because the per unit amount must clear this requirement
    for every Member, and because every Member must receive the same amount, all Members
    35
    
    Id. at A2106
    (emphasis added).
    36
    
    Id. 37 Id.
    22
    must receive the highest amount needed to satisfy the 1.5x Clause for any particular
    Member. However, the court further held that a gap exists in the LLC Agreement relating
    to the terms on which the Small Holders had become Members. Relying on the implied
    covenant, the court “filled the gap” with a Seller Top-Off and held that the Minority
    Members can force an Exit Sale. Finally, the court held that Oxbow breached the
    Reasonable Efforts Provision, and, in a later opinion, crafted remedies in favor of the
    Minority Members.38
    The trial court issued a 176-page post-trial opinion detailing the extrinsic evidence
    relating to the LLC Agreement and conduct of the parties, which it ultimately determined
    to be irrelevant in analyzing the plain meaning of the LLC Agreement. Because we
    conclude that the court erred in employing the implied covenant to imply a Seller Top-Off
    right, and because we agree with the Vice Chancellor’s analysis of the plain meaning of
    the LLC Agreement, we confine our discussion below to those aspects of the trial court’s
    post-trial decision.
    A. The Small Holders’ Status as Members
    The Minority Members argued at trial that Oxbow did not properly admit the Small
    Holders in 2011 and 2012. Specifically, Oxbow did not comply with the Preemptive Rights
    Provision, obtain supermajority approval under the Related Party Provision, or obtain the
    proper signatures, representations, and warranties under the New Member Provision at the
    time of the Small Holders’ investment.
    38
    See In re Oxbow Carbon LLC Unitholder Litig., C.A. No. 12447-VCL (Del. Ch. Aug. 1, 2018).
    23
    The Court of Chancery held that Oxbow had the power as an entity to issue new
    units and to admit new Members, and so the failures to comply with the LLC Agreement
    were voidable acts subject to equitable defenses.39 The court also found that, since 2011
    and 2012, all relevant parties—including the Minority Members—had treated the Small
    Holders as valid Members. To support that conclusion, the court relied on the following
    facts:
     The Minority Members’ Board representatives were present and participated in the
    2011 vote to issue new units to the Small Holders. As part of the admission of the
    Small Holders, Crestview received about $8.2 million and its representatives
    believed that they were being undercompensated relative to Oxbow’s true value.
     In 2012, Oxbow began listing the Small Holders as Members in a section of the
    monthly management reports titled “Member Equity.” Specifically, the January
    2012 report listed Family LLC as a Member and showed that $20 million had been
    distributed to the Members. Likewise, the April 2012 report listed Executive LLC
    as a Member and showed the distribution of $15 million. The Minority Members
    received these reports for seventy-two consecutive months.
     Oxbow’s audited financial statements for 2011, 2012, and 2013, which the Minority
    Members received, reported the issuance of units to the Small Holders and identified
    those entities as Koch-controlled affiliates.
     In 2012 and 2013, Oxbow’s auditor classified the Small Holders as Members in its
    report to the Audit Committee, which Hurst chaired.
     The Minority Members did not challenge the Small Holders’ status as Members
    until August 31, 2016. Hurst testified that he was aware of the Small Holders’
    investments in 2012 and “just didn’t make a big deal about it.”40
    Thus, the Court of Chancery held that laches barred the Minority Members’ claim that the
    Small Holders are not Members.
    39
    Chancery Opinion, 
    2018 WL 818760
    , at *48.
    40
    
    Id. at *49.
    24
    B. The Highest Amount Interpretation Controls
    During this litigation, the Court of Chancery considered the parties’ various shifting
    interpretations of the LLC Agreement to determine whether the Minority Members could
    force an Exit Sale. Oxbow advanced the Highest Amount Interpretation, meaning that Exit
    Sale proceeds must satisfy the 1.5x Clause for each Member based upon pro rata allocation
    of proceeds resulting from the Exit Sale, and that all Members must participate and receive
    the same consideration. The Minority Members, however, argued that the language of the
    LLC Agreement contemplated the Leave Behind Theory. Alternatively, if Members
    cannot be left behind in an Exit Sale, the Minority Members argued that a Top-Off payment
    should be implied. Using a Top-Off, some holders would receive greater consideration to
    satisfy the 1.5x Clause.
    Although it had already determined in its summary judgment order that the Highest
    Amount Interpretation controlled, the Court of Chancery reconsidered the issue in its post-
    trial opinion “[f]or the sake of completeness.”41 The court stated that the Exit Sale Right
    could be construed to support the Leave Behind Theory if read in isolation. But the court
    held that, when read with other provisions in the LLC Agreement—particularly the
    definition of “Exit Sale,” which requires a transfer of “all, but not less than all, of the then-
    41
    
    Id. at *51.
    In its summary judgment order, the court held that “[a]s a matter of plain language,
    the Company’s reading is correct.” Summary Judgment Order, C.A. No. 12447-VCL, at ¶ 16.
    Further, it held that the plain language of the definition of “Exit Sale” contemplates a transaction
    “in which all members participate and in which all members receive a proportionate share of the
    consideration,” and that it “does not contemplate a partial sale that would leave behind particular
    assets, portions of the Company, or investors,” nor does it contemplate “a transaction in which
    some investors get greater amounts than others.” 
    Id. at ¶
    17.
    25
    outstanding Equity Securities of the Company”—the Leave Behind Theory collapses.42 In
    fact, the court noted several times that Koch had negotiated for a “Blocking Option” in
    2007 to prevent the Small Holders from being left behind in an Exit Sale.43
    The Court of Chancery then turned its attention to whether the LLC Agreement
    contemplates a Top-Off. The court held that the combined effect of the Equal Treatment
    Requirements is to “require equal and ratable treatment of members in an Exit Sale.”44
    Most notably, Section 7(d) expressly incorporates equal treatment, stating that units
    transferred in an Exit Sale “shall be Transferred on the same terms and conditions as each
    other Unit so Transferred . . . .”45 The court further noted that “[t]he price that a member
    receives for its units is a term of the transfer.”46 Thus, Section 7(d) itself “forecloses having
    certain members receive greater consideration—different terms—than others.”47
    42
    Chancery Opinion, 
    2018 WL 818760
    , at *53 (“When the 1.5x Clause is read in light of the
    definition of Exit Sale, the Leave Behind Theory is no longer viable.”).
    43
    See 
    id. at *3
    (“The record at trial demonstrated that during the negotiations over the LLC
    Agreement, the majority member revised the 1.5x Clause to implement a Blocking Option.”); 
    id. at *7
    (noting that in Oxbow Holdings’ March 30, 2007 draft, “[t]he Leave Behind Option had
    flipped into a Blocking Option”); 
    id. at *9
    (“To my eye, Koch’s revisions eliminated the Leave
    Behind Option and created a Blocking Option. At trial, Koch testified that he revised the Exit Sale
    Right to implement a Blocking Option. . . . Koch’s testimony was logical and credible.”); 
    id. at *11
    (stating that Oxbow Holdings circulated a draft LLC Agreement and noting that “[t]he
    language continued to contemplate a Blocking Option, consistent with Koch’s revisions”); 
    id. at *56
    (“Although Crestview and ArcLight initially proposed the 1.5x Clause as a Leave Behind
    Option for ArcLight, Koch personally revised the provision to change it to a Blocking Option.
    Koch explained credibly what he was seeking to achieve, which fit with his economic interests at
    the time and matched up with the plain language of his changes.”).
    44
    
    Id. at *54.
    45
    App. to Opening Br. at A2114.
    46
    Chancery Opinion, 
    2018 WL 818760
    , at *54 (citations omitted).
    47
    
    Id. 26 Next,
    the Court of Chancery considered and rejected the Waterfall Top-Off Theory,
    noting that the Exit Sale Right lacks any language permitting a priority return on capital.
    Instead, it held that “the Distribution Provisions establish a payment scheme that forecloses
    priority returns.”48 In fact, the distribution provisions of the LLC Agreement require
    proceeds in an Exit Sale to be distributed “first so that members receive their Maximum
    Permitted Tax Amount, then pro rata ‘in accordance with their Percentage Interests.’”49
    Hence, a “Waterfall Top Off would contravene these provisions and is not permitted.”50
    The Court of Chancery held that “[w]hen the 1.5x Clause is read in conjunction with
    the All Securities Clause and Equal Treatment Requirements, including the Distribution
    Provisions, then neither the Leave Behind Theory nor a Top Off is reasonable.”51 The Vice
    Chancellor found that “[t]he final LLC Agreement did not expressly provide for a top off
    right.”52 Thus, “[t]he practical result of these provisions when read together is to mandate
    the Highest Amount Interpretation.”53 The trial court explained that, under the Highest
    Amount Interpretation:
    [If] an Exit Sale does not satisfy the 1.5x Clause for any member, then it
    cannot proceed. To satisfy the 1.5x Clause for all members and to pay all
    members the same consideration, the Exit Sale must provide all members
    with the highest amount necessary to satisfy the 1.5x Clause for any
    member.54
    48
    
    Id. 49 Id.
    (quoting Article XI, Section 1 of the LLC Agreement (App. to Opening Br. at A2106)).
    50
    
    Id. 51 Id.
    at *56.
    52
    
    Id. at *16.
    53
    
    Id. at *56.
    54
    
    Id. 27 The
    Vice Chancellor repeatedly emphasized that the Highest Amount Interpretation was
    the only reading that gives meaning to the LLC Agreement as a whole.55 Although the trial
    court considered extrinsic evidence, it held that “[b]ecause the plain language of the Exit
    Sale Right mandates the Highest Amount Interpretation, extrinsic evidence is not
    relevant.”56 It observed, however, that although it reveals a range of views about the 1.5x
    Clause, the evidence “does not change the fact that the Highest Amount Interpretation is
    the only reading that gives meaning to the 1.5x Clause, the Exit Sale definition, and the
    Equal Treatment Requirements, including the Distribution Provisions.”57 And for good
    measure, the trial court reinforced that the Highest Amount Interpretation “is the only
    reasonable reading of the LLC Agreement.”58
    55
    See 
    id. at *3
    (“[T]he Highest Amount Interpretation is the only reading that gives effect to the
    LLC Agreement as a whole . . . .”); 
    id. at *46
    (“By Order dated August 10, 2016, I held that the
    plain language of the LLC Agreement, read as a whole, implemented the Highest Amount
    Interpretation and foreclosed the Leave Behind Interpretation. . . . I continue to adhere to that
    view.”); 
    id. at *50
    (“I continue to believe that the meaning of the 1.5x Clause is clear when its
    language is read in the context of the LLC Agreement as a whole.”); 
    id. at *51
    (“[T]his
    decision . . . holds that the plain language of [the 1.5x Clause], read in the context of the LLC
    Agreement as a whole, implements the Highest Amount Theory.”); 
    id. at *56
    (“Because the
    meaning of the 1.5x Clause is plain when read in the context of the Exit Sale Right and the LLC
    Agreement as a whole, the parole evidence rule forecloses the consideration of that evidence [of
    the parties’ interpretations, negotiation of the 1.5x Clause, and circumstances surrounding the
    issuance of units to Small Holders] for purposes of interpreting the Exit Sale Right.”); id at *57
    (“The fact that the Mintz Levin lawyers came to this reading [the Highest Amount Interpretation]
    late in the day is a reason to be skeptical about it, but it ends up being the only reading that gives
    meaning to the LLC Agreement when read as a whole.”).
    56
    
    Id. at *58.
    57
    
    Id. 58 Id.
    28
    C. But the Trial Court Finds a Contractual Gap
    The trial court next addressed the Minority Members’ contention that the Koch
    Parties could not rely upon the Highest Amount Interpretation because the implied
    covenant of good faith and fair dealing prevented that result. The Minority Members
    argued that, under the implied covenant, the court should supply a Top-Off right. The
    Koch Parties countered that the plain language of the agreement precluded application of
    an implied covenant theory.
    In analyzing these competing contentions, the court first considered the New
    Member Provision, which states that additional Members may be admitted and that “Units
    may be created and issued to such [new Members] as determined by the Directors on such
    terms and conditions as the Directors may determine at the time of admission.” 59 Those
    terms “may provide for the creation of different classes or series of Units having different
    rights, powers and duties.”60 The court held that “[b]y deferring until a later point the
    question of what rights subsequent members would have, the LLC Agreement created a
    gap.”61
    Next, the court considered various facts which it found supported the finding of a
    gap in 2011. First, the relevant Board minutes and the resolutions the Board adopted did
    not specify “the rights that the members of Koch’s family or the former sulfur-company
    59
    App. to Opening Br. at A2093.
    60
    
    Id. 61 Chancery
    Opinion, 
    2018 WL 818760
    , at *60.
    29
    executives would have as members.”62 Second, the resolutions employed the term “shares
    of Company stock,” which “implied a common-stock-like instrument without special
    rights, powers, preferences, or privileges, such as a preferential right to receive 1.5 times
    invested capital before being forced to engage in a sale.”63 Third, the court reasoned that
    Oxbow’s failure to comply with corporate formalities had “created a gap regarding the
    terms on which the Small Holders became members.”64 Had Oxbow followed the proper
    formalities, it is “impossible to know what would have happened” given the Supermajority
    Vote requirement, which the Minority Members could have used as leverage to limit the
    Small Holders’ ability to invoke the 1.5x Clause.65 Accordingly, the trial court held that
    “[t]he Minority Members proved at trial that a gap exists in the parties’ contract relating to
    the terms on which the Small Holders became members.”66
    The Court of Chancery next considered whether to imply a provision to fill that gap,
    noting that “[t]o supply an implicit term, the court ‘looks to the past’ and asks ‘what the
    parties would have agreed to themselves had they considered the issue in their original
    bargaining positions at the time of contracting.’”67 Because the gap concerns the admission
    of the Small Holders, the court held that the relevant “time of contracting” was 2011, not
    when the parties executed the LLC Agreement in 2007. The Vice Chancellor concluded,
    62
    
    Id. 63 Id.
    64
    
    Id. at *62.
    65
    
    Id. 66 Id.
    at *63.
    67
    
    Id. at *60
    (quoting Gerber v. Enterprise Prods. Holdings, LLC, 
    67 A.3d 400
    , 418 (Del. 2013)).
    30
    “[t]he evidence convinces me that it was possible, but unlikely, that the parties would have
    agreed to a Waterfall Top Off.”68 However, the evidence did convince the court “that the
    most likely outcome is that the parties would have agreed to a Seller Top Off.”69 Under
    this approach, “the Minority Members could complete an Exit Sale if they came up with
    sufficient additional funds to satisfy the 1.5x Clause for the Small Holders.” 70 Critical to
    this holding was the trial court’s focus on 2011, since “Koch testified that during the
    negotiations in 2007, any request by Crestview for a Top Off Option would have been a
    ‘deal killer.’”71
    IV.     Analysis
    The Koch Parties claim that the Court of Chancery erred by: (1) applying the implied
    covenant of good faith and fair dealing to the LLC Agreement; (2) finding that a gap exists
    in the LLC Agreement regarding the operation of the 1.5x Clause; (3) holding that Oxbow
    Holdings breached the LLC Agreement’s Reasonable Efforts Provision; and (4) awarding
    a contingent “backstop” remedy to the Minority Members, along with their pro rata share
    of certain legal fees and expenses. The Minority Members raise as their lead argument in
    defense of the trial court’s opinion an argument they did not raise below, namely, that the
    68
    
    Id. at *64.
    The trial court observed that “[b]ecause Koch and members of his family owned two
    thirds of Oxbow’s units, they would bear two-thirds of the cost of a Waterfall Top Off.” 
    Id. 69 Id.
    70
    
    Id. 71 Id.
    But as the trial court correctly observed, “[o]ne compelling reason to eschew filling a gap is
    if the parties actually negotiated over the issue, and the implied provision would give one side the
    benefit of a provision that it ‘failed to secure . . . at the bargaining table.’” 
    Id. at *66
    (quoting
    Aspen Advisors LLC v. United Artists Theatre Co., 
    843 A.2d 697
    , 707 (Del. Ch. 2004) (Strine,
    V.C.)).
    31
    plain language of the LLC Agreement permits a Top-Off. Secondarily, they then defend
    the trial court’s implied covenant analysis. For the following reasons, we conclude that the
    Court of Chancery correctly held that the Highest Amount Interpretation is the only reading
    that gives meaning to the 1.5x Clause, the Exit Sale definition, and the Equal Treatment
    Requirements, including the Distribution Provisions. However, we hold that the trial court
    erred in finding a contractual gap and in applying a Seller Top-Off. Thus, the effect of our
    decision is that the plain language of the LLC Agreement gives the Small Holders a right
    to block an Exit Sale by operation of the Highest Amount Interpretation.
    A. The Minority Members Abandoned the Small Holders’ Rights Gap Theory
    Earlier in this litigation, the Minority Members advanced two theories under the
    implied covenant of good faith and fair dealing: the Small Holders’ Rights Gap and the
    Top-Off Gap. Under the Small Holders’ Rights Gap Theory, the LLC Agreement contains
    a contractual gap because the New Member Provision gives the Board discretion to
    determine the rights of newly-admitted Members, and because the Board failed to define
    those rights at the time of the Small Holders’ admission. The Top-Off Gap Theory posits
    that a gap exists in the Exit Sale Right because it does not expressly permit or prohibit a
    Top-Off payment.
    As noted above, the court first raised, sua sponte, an implied covenant theory in its
    summary judgment order, and then the Minority Members added an implied covenant
    claim in their Second Amended Counterclaim. However, they did not specifically argue
    32
    the Small Holders’ Rights Gap Theory relied on by the Court of Chancery.72 Instead, in
    their pre-trial briefing, the Minority Members primarily relied on the Top-Off Gap Theory,
    and only vaguely referenced the Small Holders’ Rights Gap.73 By the time of post-trial
    briefing and oral argument, the Minority Members had abandoned their Small Holders’
    Rights Gap Theory altogether.74 In its post-trial opinion, the Court of Chancery expressly
    concluded that a Top-Off was not reasonable when reading the LLC Agreement as a whole
    72
    See App. to Opening Br. at A1170 (“The LLC Agreement contains an implied covenant that
    provides, inter alia, (i) that an Exit Sale may proceed even if not every Member receives at least a
    return of 1.5 times its aggregate Capital Contributions through the Exit Sale; and (ii) any new
    Members in Oxbow who invested after Crestview and Load Line’s original investment,
    particularly small holders, cannot block the Exit Sale right.”); 
    id. (“In the
    alternative, the LLC
    Agreement also contains an implied covenant that provides for any Member that would not
    otherwise receive 1.5 times its aggregate Capital Contributions in an Exit Sale to receive additional
    compensation to make up for the difference . . . .”).
    73
    The Small Holders’ Rights Gap did not appear in the section of the Minority Members’ pre-trial
    brief addressing the implied covenant. Rather, in a section of the brief contesting the Small
    Holders’ status as Members, the Minority Members asked the court to “fill the gap” and determine
    what rights the Board would have set at the time of the Small Holders’ admission. 
    Id. at A696,
    A703. That section ends with the following paragraph:
    If the Court concludes the Small Holders are Members of Oxbow, it must “fill the
    gap” and determine what rights the Board would have “determined” for them “at
    the time” of admission had the issue been discussed. The Board would not have
    granted the Small Holders the right to block an Exit Sale and would have permitted
    them to be left behind in an Exit Sale. The Court should declare that the Small
    Holders, even if Members, cannot block an Exit Sale.
    
    Id. at A703.
    74
    The Minority Members argued in post-trial briefing that the admission of the Small Holders was
    invalid, not that the New Member Provision contained gaps or that the admission process created
    a gap. See 
    id. at A1265–67.
    At oral argument before this Court, the Minority Members cited
    examples in the record where they claim to have asserted the Small Holders’ Rights Gap Theory
    in post-trial briefing or oral argument. See 
    id. at A1477
    (post-trial reply brief), A1586–88 (post-
    trial oral argument). But in neither of those instances did the Minority Members clearly argue the
    Small Holders Rights Gap Theory that they advance on appeal. Rather, they argued that the
    procedural failures in the Small Holders’ admission process rendered their admission ineffective
    and that the Minority Members did not foresee this scenario. They did not articulate that a Top-
    Off option should be a consequence of the Board’s inaction.
    33
    and that the Highest Amount Interpretation controls.75 But the trial court then implied a
    Seller Top-Off, nonetheless, based on the Small Holders’ Rights Gap Theory. In sum, the
    Court of Chancery first suggested the implied covenant theory sua sponte, rejected the
    primary Top-Off implied covenant theory that the Minority Members advanced pre- and
    post-trial, and held that a Top-Off was not reasonable under a plain reading of the contract,
    but then relied on the abandoned Small Holders Rights Gap Theory to ultimately imply a
    Top-Off payment right.76
    We see another disconnect in the post-trial opinion. The trial court held that laches
    bars any challenge to the Small Holders’ status as Members based on the failure to follow
    proper formalities in the Small Holders’ admission process. But the trial court then used
    that same failure to serve as a basis for finding a contractual gap and employing the implied
    covenant to fill it. At a minimum, the trial court’s reliance on the same factual predicate
    to bar one claim but to serve as a basis for another creates an untenable tension. Even if
    the Minority Members did not waive the Small Holders’ Rights Gap Theory by abandoning
    it in the post-trial phase,77 and even if the trial court’s finding on laches (which the Minority
    75
    Chancery Opinion, 
    2018 WL 818760
    , at *56.
    76
    See Allen v. El Paso Pipeline GP Co., 
    113 A.3d 167
    , 191 (Del. Ch. 2014) (holding that the
    implied covenant was not properly invoked where the implied term would “conflict fundamentally
    with the plain language and structure” of the contract), aff’d, 
    2015 WL 803053
    (Del. Feb. 26,
    2015). Here, the trial court concluded that the plain language of the LLC Agreement “forecloses
    a Top Off Option.” Chancery Opinion, 
    2018 WL 818760
    , at *54.
    77
    The practice in the Court of Chancery is to find that an issue not raised in post-trial briefing has
    been waived, even if it was properly raised pre-trial. See SinoMab Bioscience Ltd. v.
    Immunomedics, Inc., 
    2009 WL 1707891
    , at *12 n.71 (Del. Ch. June 16, 2009) (“[Defendant] did
    not address those claims in post-trial briefing, and they are waived.” (citation omitted)); In re IBP,
    Inc. v. S’holders Litig., 
    789 A.2d 14
    , 62 (Del. Ch. 2001) (deeming a party to have waived
    arguments that it did not present in its opening post-trial brief).
    34
    Members did not appeal) does not bar the assertion of an implied covenant claim, we
    conclude that the implied covenant claim is meritless.
    B. The Court of Chancery Erred by Finding a Small Holders’ Rights Gap
    Questions of law and contractual interpretation are reviewed de novo.78              We
    conclude that the trial court erred in holding that “a gap exists in the parties’ contract
    relating to the terms on which the Small Holders became members.”79
    A plain reading of the New Member Provision shows that the parties contracted to
    leave the terms of new Members’ admission to the discretion of the Board. The New
    Member Provision states that “Units may be created and issued to such [new Members] as
    determined by the Directors on such terms and conditions as the Directors may determine
    at the time of admission,” and those terms “may provide for the creation of different classes
    or series of Units having different rights, powers and duties.”80 The LLC Agreement’s
    definition of “Member” “means any Person named as a member of the Company on Exhibit
    A attached hereto and includes any person subsequently admitted as a Member.”81 In other
    words, the LLC Agreement delegates responsibility to the Board to set the terms of
    admission and permits—but does not require—the Board to issue units with different rights
    or classes.82 Absent the Board’s imposition of different rights for newly issued units, the
    78
    See Eagle Force Holdings, LLC v. Campbell, 
    187 A.3d 1209
    , 1229 n.140 (Del. 2018).
    79
    Chancery Opinion, 
    2018 WL 818760
    , at *63.
    80
    App. to Opening Br. at A2093 (emphasis added).
    81
    
    Id. at A2080
    (emphasis added).
    82
    The Minority Members argue that determining the Small Holders’ rights as to an Exit Sale was
    not truly discretionary because Article XIII, Section 5(b) requires mandatory action. Section 5(b)
    provides that “[i]f the Company proposes to issue Equity Securities, the Company will give each
    35
    definition of “Member” suggests that use of that term in the LLC Agreement, including the
    Exit Sale Right, applies to subsequently admitted Members.
    The record shows that the Board admitted the Small Holders without imposing a
    different set of rights. The Subscription Agreement—which was addressed to the Board—
    set the price terms and number of units, and it stipulated that Family LLC “agrees to be
    bound by the terms of the” LLC Agreement.83                    The Minority Members’ Board
    representatives then signed consents for the distribution of $20 million from Family LLC’s
    investment, and the Minority Members received about $11.4 million as a result.84 Further,
    the Board resolutions in April 2011 and the Board minutes in November 2011 only set
    terms regarding the price and number of units to be issued. Although the court took issue
    with the fact that the Board resolutions used the phrase “shares of Company stock” rather
    than “units,”85 it appears that the parties used the term “unit,” “share,” and “stock”
    interchangeably.86 Moreover, the 1.5x Clause is not “preferential,” as the trial court
    Member written notice of its intention, describing the Equity Securities and the price and terms
    and conditions upon which such Equity Securities are to be issued and/or sold.” 
    Id. at A2111.
    Oxbow contends in its briefing on appeal that it did give notice and cites to certain findings in the
    trial court’s opinion. See Chancery Opinion, 
    2018 WL 818760
    , at *16–18. Even assuming the
    Koch Parties did not supply proper written notice, the Court of Chancery held that laches barred
    the Minority Members from challenging the Small Holders’ status as Members. See 
    id. at *47–
    50.
    83
    App. to Opening Br. at A1911.
    84
    See 
    id. at A811,
    A941, A1913, A1915–16.
    85
    Chancery Opinion, 
    2018 WL 818760
    , at *61 (“[T]his reference implied a common-stock-like
    instrument without special rights, powers, preferences, or privileges, such as a preferential right to
    receive 1.5 times invested capital before being forced to engage in a sale.”).
    86
    For example, the Board minutes on November 9, 2011, show that the Board “discussed the
    proposed stock purchase plan” regarding the purchase of “Company units,” in which the Board
    agreed to issue “$15,000,000 of stock . . . [at] $300 per share.” 
    Id. (emphasis added);
    see also 
    id. at *25
    (Crestview email stating that one of its strategies was to “bring in a new investor to purchase
    36
    concluded, but rather applies to “any other Member”—which includes the Small Holders.87
    Because the Board chose not to specify different rights, the terms of the LLC Agreement—
    including the unambiguous Exit Sale Right—apply with equal force to the Small Holders.
    We have declined in other cases to imply new contract terms merely because a
    contract grants discretion to a board of directors. For example, in Blaustein v. Lord
    Baltimore Capital Corp.,88 we considered a plaintiff’s claim that a Shareholder Agreement
    included implied terms about share repurchasing.89 The relevant provision stated that “the
    Company may repurchase Shares upon terms and conditions agreeable to the Company and
    the Shareholder who owns the Shares to be repurchased . . . .”90 Noting that “[t]he implied
    covenant of good faith and fair dealing cannot be employed to impose new contract terms
    that could have been bargained for but were not,” we held that the permissive language
    “gives both parties complete discretion in deciding whether, and at what price, to execute
    a redemption transaction.”91 We did not explicitly address whether a gap existed in
    Blaustein, but our reasoning in that case suggests—as do the facts here—that conferring
    discretion to the Board was a contractual choice to grant authority to the Board—not a gap.
    And although the vesting of a Board with discretion does not relieve the Board of its
    enough of [Koch’s] shares to give Crestview plus the new investor a majority interest” (emphasis
    added)).
    87
    App. to Opening Br. at A2058.
    88
    
    84 A.3d 954
    (Del. 2014).
    89
    
    Id. at 956.
    90
    
    Id. at 959.
    91
    
    Id. 37 obligation
    to use that discretion consistently with the implied covenant of good faith and
    fair dealing,92 the Minority Members do not argue that the Board exercised its contractual
    discretion in bad faith in admitting the Small Holders.93
    Here, at the time of contracting in 2007, the parties contemplated that new Members
    could be admitted, and they placed certain restrictions on the Board’s discretionary
    authority in the admission process. For example, the Preemptive Rights Provision protects
    92
    See Miller v. HCP Trumpet Investments, LLC, 
    2018 WL 4600818
    , at *1–2 (Del. Sept. 20, 2018)
    (TABLE) (declining to imply Revlon-type fiduciary duties where the defendant board of directors
    had “sole discretion” to conduct a sales process, but noting that “the mere vesting of ‘sole
    discretion’ did not relieve the Board of its obligation to use that discretion consistently with the
    implied covenant of good faith and fair dealing”); Amirsaleh v. Bd. of Trade of N.Y.C., Inc., 
    2008 WL 4182998
    , at *1 (Del. Ch. Sept. 11, 2008) (Chandler, C.) (“[T]he law presumes that parties
    never accept the risk that their counterparties will exercise their contractual discretion in bad
    faith.”).
    93
    Thus, without limiting other possible applications, the implied covenant of good faith and fair
    dealing often comes into play in two situations. The one at issue here is when it is argued that a
    situation has arisen that was unforeseen by the parties and where the agreement’s express terms
    do not cover what should happen. See Cincinnati SMA Ltd. P’ship v. Cincinnati Bell Cellular Sys.
    Co., 
    708 A.2d 989
    , 992–94 (Del. 1998) (considering, but rejecting, the plaintiff’s argument that an
    additional non-compete obligation could be implied from a limited partnership agreement); cf. E.
    Allen Farnsworth, Good Faith Performance and Reasonableness Under the Uniform Commercial
    Code, 30 U. CHI. L. REV. 666, 671–78 (1963) (framing the implied covenant under the Uniform
    Commercial Code as a way of implying terms when the contract leaves an “open term”). The
    other situation, not present here, is when a party to the contract is given discretion to act as to a
    certain subject and it is argued that the discretion has been used in a way that is impliedly
    proscribed by the contract’s express terms. See Blish v. Thompson Automatic Arms Corp., 
    64 A.2d 581
    , 597 (Del. 1948) (“The question involved is one of good faith, proper motive and fair dealing,
    which by express terms or by implication is written into every contract. The term ‘absolute
    judgment,’ as indicated, means a judgment based upon sincerity, honesty, fair dealing and good
    faith, not one evidencing caprice or bad faith.”); Wood v. Lucy, Lady Duff-Gordon, 
    118 N.E. 214
    ,
    215 (N.Y. 1917) (Cardozo, J.) (“His promise to pay the defendant one-half of the profits and
    revenues resulting from the exclusive agency and to render accounts monthly was a promise to use
    reasonable efforts to bring profits and revenues into existence.”); Airborne Health, Inc. v. Squid
    Soap, LP, 
    984 A.2d 126
    , 146–47 & n.1 (Del. Ch. 2009) (collecting authorities for the proposition
    that “[w]hen a contract confers discretion on one party, the implied covenant requires that the
    discretion be used reasonably and in good faith.”); Steven J. Burton, Breach of Contract and the
    Common Law Duty to Perform in Good Faith, 94 HARV. L. REV. 369, 379–85 (1980) (framing the
    implied covenant in terms of legitimate and illegitimate uses of discretion).
    38
    existing Members from dilution, and the Related Party Provision requires supermajority
    approval for conflicted transactions. These provisions suggest that the parties considered
    the impact of new Members but decided to delegate other issues affecting unitholder rights
    to the Board. In addition to the Preemptive Rights and Related Party Provisions, the parties
    anticipated differing scenarios regarding a possible Exit Sale. For example, Oxbow
    Holdings’ Exit Sale Right, contained in Article XIII, Section 9(a) of the LLC Agreement,
    implements a 2.5x threshold limited to Crestview and Load Line.94 By contrast, the
    Minority Members’ Exit Sale Right in Article XIII, Section 8(e) contains a 1.5x threshold
    and it applies to “any other Member.”95
    Even leaving aside the trial court’s decision to focus on 2011 as the relevant time of
    contracting,96 the parties’ sloppiness and failure to consider the implications of the Small
    Holders’ investment in 2011 did not equate to a contractual gap. Although Oxbow’s
    handling of the issuances was hardly a model of good corporate governance, the Minority
    Members were highly sophisticated entities with three Board members who were capable
    94
    App. to Opening Br. at A2116.
    95
    
    Id. at A2115–16
    (original Article XIII, Section 8(e), dated May 8, 2007); see also 
    id. at A2058
    (amended Article XIII, Section 8(e), dated February 13, 2014).
    96
    See, e.g., Dieckman v. Regency GP LP, 
    155 A.3d 358
    , 367 (Del. 2017) (“The reasonable
    expectations of the contracting parties are assessed at the time of contracting.”); 
    Blaustein, 84 A.3d at 959
    (“[T]he 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.” (emphasis added) (internal quotation omitted)); Nemec v. Shrader, 
    991 A.2d 1120
    , 1126 (Del. 2010) (“When conducting this [implied covenant] analysis, we must assess
    the parties’ reasonable expectations at the time of contracting and not rewrite the contract to
    appease a party who later wishes to rewrite a contract he now believes to have been a bad deal.”
    (internal citations omitted)).
    39
    of reading the LLC Agreement and bargaining for the rights they now seek through
    litigation.97
    In addition, the trial court did not persuasively explain why being alerted to the
    Preemptive Rights and Related Party Provisions would have caused the Minority Members
    to bargain for additional rights.98 As to the Supermajority Vote under the Related Party
    Provision, the court noted that the Minority Members “could have blocked the issuance
    and forced a negotiation.”99 But the Crestview and Load Line directors voted in favor of
    the April 2011 resolutions and signed the consent forms regarding transfer of the funds
    from Executive LLC’s unit-purchase.100 The court cited no evidence that the Minority
    Members felt that their hands were tied or that their vote was otherwise invalid. Further,
    Hurst was aware of the Small Holders’ investments and “just didn’t make a big deal about
    97
    See Airborne 
    Health, 984 A.2d at 147
    (holding that the implied covenant does not apply where
    sophisticated parties “represented by able counsel” opted not to include provisions that “are
    familiar to any transactional lawyer”); Corporate Prop. Assocs. 14 Inc. v. CHR Holding Corp.,
    
    2008 WL 963048
    , at *5 (Del. Ch. Apr. 10, 2008) (Strine, V.C.) (denying application of the implied
    covenant where the parties were sophisticated, the provision sought was well known, and the
    parties bargained over related issues but did not secure the term they sought to have implied).
    98
    The trial court found that it is “impossible to know what would have happened if Koch and his
    team had documented the issuances properly.” Chancery Opinion, 
    2018 WL 818760
    , at *62.
    99
    
    Id. 100 In
    addition, before they signed the consents, the Minority Members were aware from the
    Subscription Agreement that Koch was the sole member of Executive LLC. See App. to Opening
    Br. at A1911, A1913, A1915–16. As the Court of Chancery properly held, this was enough to at
    least put the Minority Members on inquiry notice of their rights under the LLC Agreement. See
    Chancery Opinion, 
    2018 WL 818760
    , at *49.
    40
    it.”101 Instead, the Small Holders paid $35 million for their units, and the Minority
    Members promptly accepted the resulting $11 million distributions.102
    The crucial problem with the Court of Chancery’s reasoning is that it posits that a
    gap was created in the parties’ contract because they did not give adequate attention to the
    effect that the admission of new Members at a higher entry price would have on the Exit
    Sale Right provisions of the agreement. The Court of Chancery’s analysis hinged on the
    assumed negotiation that would have taken place between Koch and Crestview if
    Crestview had focused on the effect of the Small Holders’ entrance on the Exit Sale Right’s
    hurdle rate and concluded that it would have impaired Crestview’s ability to force an Exit
    Sale. But as the trial court found, Crestview was not focused on this issue because in late
    2011 and early 2012, Crestview assumed that the Oxbow’s value had grown so much that
    it would be easy for any arms’-length sale of Oxbow to generate a return that would easily
    exceed any required hurdle rate necessary to force an Exit Sale.103
    But even if the record lacked an explanation for the parties’ failure to focus on this
    issue, the Court of Chancery’s use of that failure to generate a gap would still be incorrect.
    101
    Chancery Opinion, 
    2018 WL 818760
    , at *49.
    102
    Oral Argument Video at             23:24,        https://livestream.com/DelawareSupremeCourt
    /events/8478620/videos/184937241.
    103
    Chancery Opinion, 
    2018 WL 818760
    , at *19 (“There is some reason to think that Crestview’s
    principals were not overly concerned with the issuances to the Small Holders because of the
    valuation that they placed on Oxbow. Using multiples ranging from seven to ten times EBITDA,
    Crestview was forecasting exit values in a sale of Oxbow from $283.34 to $452.04 per unit.
    Crestview generally believed that a multiple of ten times EBITDA was appropriate for Oxbow.
    Crestview projected that Oxbow would generate EBITDA of $566 million in 2015, supporting a
    potential exit at close to $560 per unit. Oxbow in fact achieved EBITDA of $571.6 million in
    2011.” (footnotes omitted)).
    41
    Based on its own detailed findings, the Court of Chancery held that the parties agreed and
    expected that the Small Holders would be admitted as Members.104 As such, whatever
    mistake the parties subjectively made about the implications of admitting new Members
    does not operate to create a contractual gap. And, the well-reasoned analysis of the Court
    of Chancery as to laches also shows why there is no inequity to the Minority Members in
    applying the provisions of the LLC Agreement as written.105 The Small Holders were
    admitted as Members; everyone understood that they were Members; the Minority
    Members only challenged their status four years after they were admitted as part of this
    litigation; the Small Holders paid for the right to be Members; and the Minority Members
    received $11.4 million of that cash as part of a distribution. They therefore cannot in good
    faith argue that the Small Holders are not Members. Thus, as Members, the Small Holders
    have the rights and privileges of other Members. As such, the formula for applying the
    Exit Sale Provision simply had to be applied on that basis, and an Exit Sale could only be
    insisted upon by the Minority Members if all Members, including the Small Holders,
    received 1.5x their initial capital contribution.106
    104
    
    Id. at *20
    (“Despite not satisfying these formal requirements, everyone treated the Small
    Holders as members.”).
    105
    See 
    id. at *50
    (“[The Minority Members] received their share of the Small Holders’ capital
    contributions when Oxbow distributed them, and all distributions since then have included the
    Small Holders. Oxbow’s financial statements, and presumably its tax returns, have all reflected
    an ownership structure in which the Small Holders were members. It would be unfairly prejudicial
    to permit a belated challenge to their status as members to go forward at this point. Laches bars
    the Minority Members’ objection to the status of the Small Holders as members.”).
    106
    
    Id. at *50–56
    (“The practical result of these provisions when read together is to mandate the
    Highest Amount Interpretation. [If] an Exit Sale does not satisfy the 1.5x Clause for any member,
    then it cannot proceed. To satisfy the 1.5x Clause for all members and to pay all members the
    42
    The implied covenant of good faith is a “cautious enterprise”107 that “is ‘best
    understood as a way of implying terms in the agreement,’ whether employed to analyze
    unanticipated developments or to fill gaps in the contract’s provisions.” 108 “Delaware’s
    implied duty of good faith and fair dealing 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.”109 Rather, “the covenant is a limited and
    extraordinary legal remedy.”110 As such, the implied covenant “does not apply when the
    contract addresses the conduct at issue,”111 but only “when the contract is truly silent”
    concerning the matter at hand.112 Even where the contract is silent, “[a]n interpreting court
    cannot use an implied covenant to re-write the agreement between the parties, and ‘should
    same consideration, the Exit Sale must provide all members with the highest amount necessary to
    satisfy the 1.5x Clause for any member.”).
    107
    
    Nemec, 991 A.2d at 1125
    (quotation omitted).
    108
    Dunlap v. State Farm Fire and Cas. Co., 
    878 A.2d 434
    , 441 (Del. 2005) (quoting E.I. DuPont
    de Nemours & Co. v. Pressman, 
    679 A.2d 436
    , 443 (Del. 1996)).
    109
    
    Nemec, 991 A.2d at 1128
    . The trial court’s opinion suggests a use of the implied covenant to
    correct what it viewed as an extreme, harsh, and unforeseen result arising from a plain reading of
    the LLC Agreement. See Chancery Opinion, 
    2018 WL 818760
    , at *3 (“Although the Highest
    Amount Interpretation is the only reading that gives effect to the LLC Agreement as a whole, it
    produces an extreme and unforeseen result in this case because of the failure to address the Small
    Holders’ rights when the Company admitted them as members in 2011 and 2012.”); 
    id. at *67
    (“This is the rare case in which issues of compelling fairness call for deploying the implied
    covenant.”); 
    id. at *7
    3 (“Issues of compelling fairness call for deploying the implied covenant here
    because, otherwise, the fortuitous and poorly documented admission of the Small Holders would
    vitiate the Exit Sale Right.”).
    110
    
    Nemec, 991 A.2d at 1128
    .
    111
    Nationwide Emerging Managers, LLC v. Northpointe Holdings, LLC, 
    112 A.3d 878
    , 896 (Del.
    2015); see also 
    Dunlap, 878 A.2d at 441
    (“[O]ne generally cannot base a claim for breach of the
    implied covenant on conduct authorized by the terms of the agreement.”).
    112
    Allied Capital Corp. v. GC–Sun Holdings, L.P., 
    910 A.2d 1020
    , 1033 (Del. Ch. 2006) (Strine,
    V.C.).
    43
    be most chary about implying a contractual protection when the contract could easily have
    been drafted to expressly provide for it.’”113
    We decline to apply the implied covenant here because no gap exists concerning the
    admission of the Small Holders, and because the admission of new Members and their
    impact on the Exit Sale process could have been anticipated. As explained above, the
    Minority Members bargained for certain protections regarding the admission of new
    Members. The parties could have also limited the 1.5x Clause to certain Members,
    excluded subsequently admitted Members, removed the “all, but not less than all”
    language, as the parties did with their 2014 amendment to the Put Right,114 or revised the
    Exit Sale Right to include a Top-Off option when they amended that provision in 2014—
    after the Small Holders invested and after Crestview began contemplating an exit.115 But
    they did not. Rather, the Board admitted the Small Holders without altering the rights
    applicable to all other Members.
    113
    
    Nationwide, 112 A.3d at 897
    (quoting Allied 
    Capital, 910 A.2d at 1035
    ).
    114
    Compare App. to Opening Br. at A2057 with 
    id. at A2114.
    115
    See Chancery Opinion, 
    2018 WL 818760
    , at *19 (“When Oxbow issued the units to the Small
    Holders, Crestview’s principals were aware of the 1.5x Clause, and the firm was evaluating its
    alternatives for exiting from Oxbow. They had already discussed potential exit scenarios with
    Koch.”); see also Summary Judgment Order, C.A. No. 12447-VCL, at ¶ 23(c) (“[T]he parties
    negotiated the Third Amendment after the Small Holders invested, and that amendment
    specifically addressed the Exit Sale Right. The Third Amendment made no change to the ‘all but
    not less than all’ language included in the definition of Exit Sale, even though it disposed of that
    limitation for the Minority Members’ Put Right.”). Additionally, the Court of Chancery
    acknowledged in its summary judgment order that, in 2011, the Minority Members’ Board
    representatives could have anticipated the implications of the Small Holders’ admission “and
    addressed it then as a condition of the Small Holders’ investment.” 
    Id. at ¶
    23(c).
    44
    For certain, the parties are in a far different position than they were in 2007 or 2011.
    As the Court of Chancery recognized, since the Minority Members exercised the Exit Sale
    Right nearly nine years after finalizing the LLC Agreement, Oxbow’s management has
    changed, Koch has lost some of his initial bargaining leverage, and—at least compared to
    Crestview’s expectations around 2011—the value of Oxbow has declined.116 However, we
    reiterate that the implied covenant should not be used as “an equitable remedy for
    rebalancing economic interests”117—particularly where, as here, the parties are
    sophisticated business persons or entities.118
    In sum, we agree with the Court of Chancery that the Highest Amount Interpretation
    is the only reading that gives effect to the LLC Agreement as a whole, but we hold that the
    trial court erred in finding a gap in the LLC Agreement and in using the implied covenant
    to imply a Seller Top-Off right.
    C. The Minority Members did not Fairly Present their New Plain Language
    Argument Below
    Consistent with the parties’ shifting theories in this litigation, the Minority
    Members’ answering brief on appeal now casts their implied covenant Top-Off argument
    below as a plain language claim. Specifically, they argue that the Exit Sale Right and the
    Equal Treatment Provisions are silent as to whether the Minority Members can redistribute
    116
    See, e.g., Chancery Opinion, 
    2018 WL 818760
    , at *19, *24, *38, *65.
    117
    
    Nemec, 991 A.2d at 1128
    .
    118
    West Willow-Bay Court, LLC v. Robino-Bay Court Plaza, LLC, 
    2007 WL 3317551
    , at *9 (Del.
    Ch. Nov. 2, 2007) (“The presumption that the parties are bound by the language of the agreement
    they negotiated applies with even greater force when the parties are sophisticated entities that have
    engaged in arms-length negotiations.”), aff’d, 
    985 A.2d 391
    (Del. 2009).
    45
    their Exit Sale proceeds in the form of a Top-Off, and that a Top-Off fulfills the purposes
    of the LLC Agreement. In other words, they ask us to imply a Top-Off based upon the
    LLC Agreement’s plain language. Because this argument was not fairly presented below,
    however, we decline to reach its merits.
    Not only was this new plain language theory not fairly presented below, it conflicts
    with the positions the Minority Members actually did take.119 In fact, their principals
    acknowledged that there was no such right to a Top-Off payment in the LLC Agreement.
    For example, Hurst testified in deposition:
    Q: Now, did Crestview ever negotiate for the right to be able to make a top-
    off payment in the event that the exit sale did not result in the fair market
    value being achieved?
    ...
    A: I don’t believe so.
    ...
    Q: You didn’t tell the investment committee that you understood that
    Crestview had a top-off payment right, did you?
    A: We did not have a top-off payment right.120
    Further, in the proceedings below, the Minority Members argued that “the LLC Agreement
    contains a gap because it does not explicitly permit or prohibit a top-up payment to a
    particular member to satisfy the 1.5x Clause.”121 Thus, we conclude that the Minority
    Members’ new “plain language” argument is waived.
    See 
    Nationwide, 112 A.3d at 892
    (noting that a party “did not fairly raise a . . . claim at trial”
    119
    when “for much of trial” it argued a contrary point).
    120
    App. to Reply Br. at AR106, AR117.
    121
    App. to Opening Br. at A671 (emphasis added). The Minority Members only arguably raised
    the Top-Off plain language argument in correspondence below. See App. to Answering Br. at
    46
    D. We Vacate the Court of Chancery’s Remedies Decision
    The Koch Parties contend that the Court of Chancery erroneously determined that
    they breached the Reasonable Efforts Provision and that the court’s remedies constitute
    error. Specifically, the Koch Parties argue that “because there was no Exit Sale available
    that could satisfy the LLCA’s express requirements under prevailing market conditions,
    there was no Exit Sale for Oxbow Holdings to use reasonable efforts to effectuate.”122 We
    agree and, accordingly, vacate the remedies ruling of August 1, 2018.
    V.     Conclusion
    For the foregoing reasons, we AFFIRM in part and REVERSE in part the Court of
    Chancery’s February 12, 2018, decision, and we VACATE the court’s August 1, 2018,
    remedies decision.
    B248–51. Although the trial court was aware of these communications, that does not excuse the
    advancing parties’ failure to properly brief and argue them.
    122
    Opening Br. at 54.
    47