Shoreline Aviation, Inc. v. Sound Aircraft Flight Enterprises, Inc.

CourtDistrict Court, E.D. New York
DecidedMay 30, 2025
Docket2:20-cv-02161
StatusUnknown

This text of Shoreline Aviation, Inc. v. Sound Aircraft Flight Enterprises, Inc. (Shoreline Aviation, Inc. v. Sound Aircraft Flight Enterprises, Inc.) is published on Counsel Stack Legal Research, covering District Court, E.D. New York primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Shoreline Aviation, Inc. v. Sound Aircraft Flight Enterprises, Inc., (E.D.N.Y. 2025).

Opinion

UNITED STATES DISTRICT COURT EASTERN DISTRICT OF NEW YORK

Shoreline Aviation, Inc., Plaintiff,

-v- 2:20-cv-2161 Sound Aircraft Flight Enterprises, Inc., Ryan A. Pilla, and (NJC) (SIL) Cynthia Herbst,

Defendants.

MEMORANDUM AND ORDER NUSRAT J. CHOUDHURY, United States District Judge: This action concerns claims by Plaintiff Shoreline Aviation, Inc. (“Shoreline”) against Defendants Sound Aircraft Flight Enterprises, Inc. (“SAFE”), Cynthia Herbst (“Herbst”), and Ryan A. Pilla (“Pilla”) (collectively, “Defendants”) arising out of business relationships between the parties concerning the booking of passengers on Shoreline’s seaplanes departing from, or flying to, the East Hampton Airport. The Amended Complaint brings the following claims: (1) breach of contract against Herbst and SAFE; (2) promissory estoppel against Herbst and SAFE; (3) unjust enrichment against Herbst and SAFE; (4) breach of fiduciary duty against Herbst and SAFE; (5) violation of the faithless servant doctrine against Herbst and SAFE; (6) misappropriation against all Defendants; (7) violation of the Defend Trade Secrets Act (“DTSA”), 18 U.S.C. §§ 1831, et seq. against all Defendants; (8) unfair competition against all Defendants; (9) tortious interference with prospective business relations against all Defendants; and (10) constructive trust against Herbst.1 (Am. Compl. at 26–48, ECF No. 33.) Before this Court is a Report and Recommendation (the “R&R”) issued on August 12, 2024 by Magistrate Judge Steven I. Locke to address Defendants’ fully-briefed Motion for

Summary Judgment on all ten of Shoreline’s claims and motion to preclude Shoreline from seeking loss profits damages, as well as Shoreline’s fully-briefed Motion for Partial Summary Judgment on the breach of contract, breach of fiduciary duty, unfair competition, and tortious interference with business relations claims. (Defs.’ Mot. Summ. J. (“Defs.’ Mot.”), ECF No. 153; Pl.’s Cross Mot. Partial Summ. J. (“Pl.’s Mot.”), ECF No. 154.) Judge Locke recommends the following rulings: (1) denial of the parties’ cross-Motions on Shoreline’s breach of contract claim against SAFE and breach of fiduciary duty, tortious interference, and unfair competition claims against Herbst and SAFE; (2) denial of Defendants’ Motion as to Shoreline’s faithless servant doctrine, DTSA, and misappropriation claims against Herbst and SAFE; and (3) grant of Defendants’ Motion as to: (a) Shoreline’s promissory

estoppel and unjust enrichment claims against Herbst and SAFE; (b) Shoreline’s breach of contract claim against Herbst; (c) Shoreline’s constructive trust claims against Herbst; and (5) Shoreline’s claims for common law trade secret misappropriation, violation of the DTSA, unfair competition, and tortious interference claims against Ryan Pilla. (R&R at 38–39, 41–42, 44.) Judge Locke also recommends denial of Defendants’ preclusion motion without prejudice and

1 The Amended Complaint also pleaded claims against Blade Urban Air Mobility, Inc. a/k/a Fly Blade, Inc., Melissa Tomkiei, and Rob Wiesenthal (“Blade Defendants”). (See Am. Compl. at 1.) The claims against the Blade Defendants were dismissed with prejudice following a joint stipulation between Shoreline and the Blade Defendants. (See ECF Nos. 105–06.) with leave to renew as a motion in limine at the appropriate time to be scheduled by this Court. (Id. at 44.) A copy of the R&R was provided to all counsel and parties. (See Elec. Order, Aug. 12, 2024.) The R&R instructed that any objections to the R&R must be submitted in writing to the

Clerk of Court within fourteen (14) days, i.e., by August 26, 2024. (Id.) I granted Defendants’ consent motion for an extension of time to file objections to the R&R, extending the deadline for objections to September 17, 2024. (Elec. Order, Aug. 20, 2024; see also Defs.’ Mot. Exten. Time, ECF No. 158.) On September 17, 2024, Defendants and Shoreline each filed objections to the R&R. (Defs.’ Objs., ECF No. 159; Pl.’s Objs., ECF No. 160.) On October 1, 2024, Defendants and Shoreline each filed Responses to their adversaries’ respective objections. (Defs.’ Resp. Opp’n Pl.’s Objs. (“Defs.’ Objs. Resp.”), ECF No. 161; Pl.’s Resp. Opp’n Defs.’ Objs. (“Pl.’s Objs. Resp.”), ECF No. 162.) For the reasons set forth below, I adopt the thorough and well-reasoned R&R with the

following modification: I grant summary judgment to Defendants on the breach of contract claim premised on the theory that SAFE failed to provide reasonable notice of termination of its agreement with Shoreline. BACKGROUND I assume familiarity with the facts of the case, and adopt the summary of the relevant factual allegations and record evidence included in the R&R. (See R&R at 1–15.) Stated briefly, Shoreline was a seaplane operator that offered commuter and charter flights between East Hampton, New York and Manhattan, New York from 1980 to 2020. (Defs.’ Rule 56.1 Counterstatement of Facts (“Defs.’ Counterstatement”) ¶ 1, ECF No. 155-1; Pl.’s Rule 56.1 Counterstatement of Facts (“Pl.’s Counterstatement”) ¶ 106, ECF No. 154-3.) Beginning in 1990, Herbst was employed by Sound Aircraft Services (“SAS”), a company owned by her then husband, Steven Tuma (“Tuma”). (See Pl.’s Counterstatement ¶ 2.) SAS leased ramp and tie- down spaces for airplanes and sold aviation fuel at the East Hampton Airport. (Id. ¶ 3.) In 1993,

Herbst and John Kelly (“Kelly”), the principal for Shoreline, orally agreed that SAS would book passengers on Shoreline’s seaplane and charter flights between East Hampton and Manhattan for a 10 percent commission. (Id. ¶¶ 15–17.) As part of the business relationship between Shoreline and SAS, SAS would mail letters to Shoreline customers offering coupon books of discounted flight tickets on Shoreline’s seaplane flights. (Id. ¶¶ 22, 38.) These letters would be sent twice a year, in December and March. (Defs.’ Counterstatement ¶ 5.) As part of its provision of booking services to Shoreline, SAS had a list of Shoreline customers. (Pl.’s Counterstatement ¶ 45.) On May 15, 1994, SAS, Shoreline, and the Town of East Hampton entered into an operating agreement (the “1994 Operating Agreement”), which set out the terms of Shoreline’s operations at the East Hampton Airport. (Pl. Counterstatement ¶¶ 25–27; 1994 Operating

Agreement, ECF No. 153-12.) On May 26, 1995, SAS, Shoreline, and the Town of East Hampton executed a substantively similar second operating agreement (the “1995 Operating Agreement”). (1995 Operating Agreement, ECF No. 154-25.) On July 16, 1996, Shoreline and SAS executed a supplemental operating agreement (the “1996 Supplemental Operating Agreement”) related to Shoreline operations at a former air hangar industrial site at the East Hampton Airport. (1996 Suppl. Operating Agreement, ECF No. 153-14.) SAS continued to book passengers for Shoreline until April 2017, when Herbst and Tuma signed a Stipulation of Settlement (“Divorce Settlement”) finalizing their divorce proceedings. (Divorce Settlement at 47–53, ECF No. 154-153.) Under the Divorce Settlement, SAFE, a company owned solely by Herbst, took over SAS’s booking services business. (Id. at 49–51.) From January to May 2018, Herbst and SAFE negotiated a deal to sell a customer list and to enter into an employment agreement with Blade Urban Air Mobility, Inc. a/k/a Fly Blade, Inc.

(“Blade”). (Defs.’ Counterstatement, ¶¶ 17, 68.) Kelly and Shoreline were involved in some of these negotiations until April 11, 2018, when Kelly informed Herbst that Shoreline no longer sought to participate in the negotiations. (Pl.’s Counterstatement, ¶ 73.) Pilla, Herbst’s boyfriend, was, at a minimum, involved with coordinating the scheduling of negotiation meetings.

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