Cambridge Capital LLC v. Ruby Has LLC

District Court, S.D. New York·Decided June 24, 2022·No. 1:20-cv-11118·Unknown

Opinion

USDC SDNY DOCUMENT UNITED STATES DISTRICT COURT ELECTRONICALLY FILED SOUTHERN DISTRICT OF NEW YORK DOC #: monn nnn nnn nnn aren nnn mannan KK DATE FILED:_06/24/2022 CAMBRIDGE CAPITAL LLC, : Plaintiff, : : 20-cv-11118 (LJL) -v- : : OPINION AND ORDER RUBY HAS LLC, : Defendant. :

wn ee KX LEWIS J. LIMAN, United States District Judge: Counterclaim defendants Cambridge Capital LLC (“Cambridge Capital”), Matthew Smalley (“Smalley”), and Benjamin Gordon (“Gordon”) (collectively “the Cambridge Parties”) move, pursuant to Federal Rule of Civil Procedure 12(b)(6), to dismiss the Second Amended Counterclaims, Dkt. No. 71, of counterclaim plaintiff Ruby Has LLC (“Ruby Has”). Dkt. No. 72. Specifically, the Cambridge Parties move to dismiss (1) the first counterclaim to the extent that it alleges fraud based on the alleged representations that “Gordon was a successful investor with a pristine reputation that was his ‘crowning jewel’” and that “Cambridge [Capital] worked with existing management, rather than replacing them” as pleaded in paragraph 104 of Ruby Has’s Second Amended Counterclaims; and (2) the second counterclaim for breach of a non- disclosure agreement. Jd. For the following reasons, the motion to dismiss is granted in part and denied in part. BACKGROUND & PROCEDURAL HISTORY Familiarity with the Court’s prior Opinion and Order dismissing in part Ruby Has’s counterclaims is presumed. See Dkt. No. 63; Cambridge Cap. LLC vy. Ruby Has LLC, 565 F. Supp. 3d 420 (S.D.N.Y. 2021).

Cambridge Capital is a private equity firm, and Ruby Has is a mid-sized, third-party logistics company. Dkt. No. 63 at 10. Gordon and Smalley are principals of Cambridge Capital. Id. at 9. In June 2020, Cambridge Capital and Ruby Has executed a Letter of Intent (“LOI”) setting forth the parameters of a potential investment by Cambridge Capital in Ruby Has. Id.

Ruby Has alleged that it was defrauded into signing and extending the LOI based on misrepresentations by Cambridge Capital. Id. at 12. It also alleged that Cambridge Capital disclosed confidential information in breach of a non-disclosure agreement (“NDA”) between the parties. Id. at 14. On September 30, 2021, the Court issued a decision on Cambridge Capital’s motion to dismiss Ruby Has’s amended counterclaims. Id. at 1. The Court dismissed Ruby Has’s counterclaim for fraud in part and dismissed in their entirety the counterclaims for breach of the NDA, tortious interference with prospective business relations, and prima facie tort. Id. at 53– 82. As relevant here, except with respect to two alleged misrepresentations,1 the Court held that the amended counterclaims failed to plead fraud with particularity because they did not allege

when the alleged misrepresentations were made, where or how they were made, who made them, or how and why the statements were false or misleading. Id. at 55–57. It also held that other statements the Cambridge Parties allegedly made—such as stating that “Cambridge partners included successful people in the industry” and that Gordon “was a highly successful investment professional”—were mere inactionable puffery. Id. at 58–59. The Court also dismissed Ruby Has’s claim that the Cambridge Parties breached an NDA between the parties. Id. at 65–72.

1 The Court upheld the fraud claim based on the alleged misrepresentations that (1) Cambridge Capital had cash on hand and was ready to invest in Ruby Has if a deal was finalized; and (2) Gordon was merely a victim in a failed investment (while failing to disclose that Gordon was actually the subject of an SEC investigation and consent order). Id. at 59–64. Even accepting Ruby Has’s allegation that the information Cambridge Capital disclosed was confidential, the written NDA between the parties expired by its terms on April 11, 2020, well before such disclosure allegedly occurred. Id. at 67–71. Ruby Has also alleged that, in May 2020, the parties orally agreed to continue the NDA to cover the parties then-commencing

negotiations. Id. at 71. But the Court held that the allegations regarding the oral agreement failed because the amended counterclaims did not allege the oral agreement’s purported material terms or that there was a meeting of the minds on such material terms. Id. at 71–72. The Court granted Ruby Has leave to amend its pleadings with respect to its counterclaims for fraud and breach of the NDA. Id. at 83. On November 10, 2021, Ruby Has filed its Second Amended Counterclaims, repleading its counterclaims for fraud and breach of contract. Dkt. No. 71. For purposes of this motion only, the Court accepts as true the allegations of the Second Amended Counterclaims and the documents incorporated by reference. The Second Amended Counterclaims allege that Cambridge Capital made affirmative

misstatements to Ruby Has to induce Ruby Has to enter into the LOI with it. Specifically, Ruby Has alleges that, during initial team calls on May 15 and May 18, 2020 “and throughout late May and early June,” Gordon “repeatedly represented” to Ruby Has that “he personally had a pristine reputation in the industry, which he would use to Ruby Has’[s] benefit” and discussed his extensive charitable work and philanthropy, “portraying himself as someone with the highest integrity.” Id. ¶ 26. At one point, on a call in August 2020, Gordon told Ruby Has that he was “Keter Shem Tov,” a Hebrew phrase meaning “crowning glory is his good name.” Id. Throughout the negotiations, Gordon also painted himself as a highly successful investment professional with demonstrated success in advising and investing in companies. Id. ¶ 29. Ruby Has alleges that it later learned that Gordon did not have the pristine reputation he represented but rather was under a permanent injunction with the SEC after having been charged with securities fraud. Id. ¶¶ 27, 76–77, 104. On or about May 21, 2019, Gordon also allegedly represented during an in-person meeting that he was on the board of the Hebrew Immigrant Aid

Society (“HIAS”), the same organization that had helped the family of Esther Kestenbaum (“Kestenbaum”), Ruby Has’s President and Chief Operating Officer, immigrate to the United States. Id. ¶¶ 20, 28. This representation allegedly attracted Kestenbaum to an investment from Cambridge Capital. Id. ¶ 28. Ruby Has learned that Gordon’s representation was untrue when he later advised in October 2020 that he was not involved with that organization and based on research that revealed that he had never held that role with the organization. Id. Ruby Has also alleges that Cambridge Capital and Gordon sold it on the idea of an investment deal with Cambridge Capital by emphasizing that Cambridge Capital works with existing management rather than replacing management. Id. ¶ 23. On May 15 and May 18, 2020 calls, Gordon stated that Cambridge Capital was “founder friendly” and gave as an

example that the CEO of a company called GreenScreens remained in that position after Cambridge Capital’s investment. Id. In addition, during a call in late June 2020, Gordon praised the CEO and co-founder of LiftIt, another company in which Cambridge Capital had invested, as being the reason why Cambridge Capital had made the investment and as someone with whom Cambridge Capital would work, again stating that Cambridge Capital was “founder friendly.” Id. ¶ 24. Ruby Has alleges that it relied on these critical representations in signing the LOI, extending the Exclusivity Period, and negotiating with Cambridge Capital. Id. It also alleges that it learned after its deal with Cambridge Capital had collapsed that Cambridge Capital had replaced both of those CEOs within a matter of months after the investments and, “upon information and belief, was in the process of replacing those CEOs while simultaneously making these representations to Ruby Has.” Id.

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