In re Canterbury Securities, Ltd.; Erin Winczura v. Karen Scott and Russell Homer, Foreign Representatives of Canterbury Securities, Ltd.

CourtDistrict Court, S.D. New York
DecidedNovember 19, 2025
Docket1:25-cv-02502
StatusUnknown

This text of In re Canterbury Securities, Ltd.; Erin Winczura v. Karen Scott and Russell Homer, Foreign Representatives of Canterbury Securities, Ltd. (In re Canterbury Securities, Ltd.; Erin Winczura v. Karen Scott and Russell Homer, Foreign Representatives of Canterbury Securities, Ltd.) is published on Counsel Stack Legal Research, covering District Court, S.D. New York primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
In re Canterbury Securities, Ltd.; Erin Winczura v. Karen Scott and Russell Homer, Foreign Representatives of Canterbury Securities, Ltd., (S.D.N.Y. 2025).

Opinion

UNITED STATES DISTRICT COURT SOUTHERN DISTRICT OF NEW YORK

IN RE CANTERBURY SECURITIES, LTD.,

Debtor in a Foreign Proceeding.

ERIN WINCZURA, 25 Civ. 2502 (PAE)

Appellant, OPINION & ORDER

-v-

KAREN SCOTT and RUSSELL HOMER, Foreign Representatives of Canterbury Securities, Ltd.,

Appellees.

PAUL A. ENGELMAYER, District Judge: This appeal arises from a proceeding in which the United States Bankruptcy Court in this District (the “Bankruptcy Court”), acting under Chapter 15 of the U.S. Bankruptcy Code, granted a petition to recognize a Cayman Islands bankruptcy proceeding relating to Canterbury Securities, Ltd. (“Canterbury”). The Bankruptcy Court also granted related relief. In the Bankruptcy Court, Erin Winczura, Canterbury’s former owner and director, opposed recognition and the related relief, and moved to dismiss the Chapter 15 proceeding. Winczura now appeals the Bankruptcy Court’s denial of that motion. For the following reasons, the Court affirms the Bankruptcy Court’s decision. I. Background A. The Parties Canterbury is a limited liability company incorporated in the Cayman Islands. Bankr. Dkt. 2-2 (certificate of incorporation). On January 1, 2020, Canterbury registered with the main financial services regulator of the Cayman Islands “to conduct securities investment business for high net worth” individuals. Bankr. Dkt. 3 (declaration of John Harris, counsel for Canterbury in Cayman proceeding) (“Harris Decl.”) ¶ 15. Winczura is a Canadian national and Cayman Islands resident. Bankr. Dkt. 17 (“Scott Decl.”) at 17.

Karen Scott and Russell Homer, the appellees here, are the joint official liquidators of Canterbury. They were appointed such by the Financial Services Division of the Grand Court of the Cayman Islands (the “Cayman Court”). Bankr. Dkt. 17-3 (January 16, 2024 winding up order) (“Winding Up Order”) at 2.1 B. Events Leading to Canterbury’s Insolvency Between approximately 2015 and late 2023, Winczura, Canterbury’s founder, was its owner and chief executive. Bankr. Dkt. 17-1 (August 17, 2023 judgment by the Cayman Court) (“Cayman Liability Decision”) ¶ 11; Harris Decl. ¶ 19.

In May 2018, Canterbury entered into a brokerage agreement with Fortunate Drift Ltd. (“FDL”), a company incorporated in the British Virgin Islands, to hold certain NASDAQ-listed shares (“YRIV shares”) on behalf of FDL. Cayman Liability Decision ¶¶ 9–10. To help FDL raise more capital, Winczura introduced FDL representatives to PFS Ltd. (“PFS”), a Cayman Islands company she owned, as a potential source of financing. Id. ¶¶ 10, 24. As detailed below, whether Winzcura disclosed her stake in PFS to FDL is disputed and the Cayman Court later found that she had not. Id. ¶¶ 27, 49 (court had “little difficulty in finding that [Canterbury] presented PFS to FDL as an unrelated third party in light of the unambiguous contemporaneous

1 The Bankruptcy Court found Scott and Homer to be Canterbury’s duly appointed foreign representatives, within the meaning of 11 U.S.C. § 101(24). Bankr. Dkt. 9 (November 15, 2024 order granting recognition and related relief) (“November 15 Order”) ¶ 6. record and rejecting [] Winczura’s evidence on this issue,” including her contrary testimony); Harris Decl. ¶ 20 (“Unbeknown to FDL, PFS was also owned and controlled by Winzcura.”). In August 2018, FDL entered into a stock purchase agreement (the “SPA”) with PFS. Cayman Liability Decision ¶ 10. Under the SPA, PFS agreed to purchase more than 1.1 million YRIV shares from FDL. Id. The SPA included a put option that gave PFS the right to sell the

shares back to FDL, within three months, at a strike price of $11.26 per share, for approximately $12.9 million. Id. ¶ 45. Under the SPA, PFS would waive the put option if it were to move the shares from Canterbury or short YRIV. Id. FDL continued to keep its unsold YRIV shares at Canterbury as collateral, in the event that PFS exercised the put option. Id. ¶¶ 25, 65–68. Disputes among the three companies arose almost immediately. Even before FDL received the purchase money owed under the SPA, PFS started to sell YRIV shares. Id. ¶ 126. On September 19, 2018, FDL wrote Canterbury: “The Put Provision of the SPA has been waived, and FDL’s stock may no longer be used as collateral.” Id. ¶ 67. FDL instructed Canterbury to return FDL’s remaining shares. Id. Canterbury refused, based on ostensible

uncertainty as to whether PFS had actually waived the put option. Id. ¶¶ 25, 167(b). On December 6, 2018, negative press reporting as to YRIV caused its stock price to plummet. Id. ¶¶ 9, 72(g), 106. That and the following day, Canterbury conducted a “fire-sale” of 1.71 million YRIV shares owned by FDL, which netted nearly $20 million while causing the stock price to drop even further. Id. ¶ 72(e), (g). Canterbury did so without FDL’s authorization. Id. ¶¶ 72(f)–(g), 79. Canterbury asserted that it had been necessary to liquidate these shares to secure FDL’s obligations under the put option. Id. Canterbury thereafter, the Cayman Court found, demonstrated a “lack of forthrightness about what happened to the [approximately $20 million in] proceeds of the sell-off.” Id. ¶ 166; see also Harris Decl. ¶ 21 (Canterbury “appropriated the proceeds.”). The location of these proceeds remains unresolved. C. Proceedings in the Cayman Islands

1. Pretrial Proceedings and Trial Evidence In approximately late 2018, FDL filed suit against Canterbury in the Cayman Court. See Cayman Liability Decision at 1. It alleged that Canterbury had unlawfully (1) refused to return FDL’s YRIV shares, worth more than $50 million; (2) sold $20 million of such shares; and (3) kept the sale proceeds and FDL’s remaining YRIV shares. Id. at 2. FDL brought common law claims for breach of fiduciary duty, breach of contract, conversion, and unjust enrichment. Id. Canterbury filed counterclaims and asserted affirmative defenses based on, inter alia, illegality, unclean hands, and conspiracy. Id. In brief, it alleged that FDL had falsely induced it to provide brokerage services as part of a scheme to manipulate YRIV’s share price. Id. at 1–2.

Before trial, the Cayman Court received substantial briefing from both sides, made rulings, and held at least one hearing. See, e.g., id. ¶¶ 49, 54, 106, 109, 146. Between June 5 and 14, 2023, it presided over a nearly two-week bench trial as to liability. See id. at 1. Three fact witnesses (Winczura, PFS director Brian Johnston, and FDL director Dominic Sin), and two expert witnesses (one from each side) testified. Id. ¶¶ 14–17 (summarizing Sin testimony), 18– 21 (FDL’s expert testimony), 22–27 (Winczura testimony), 28–32 (Johnston testimony), 33–36 (Canterbury’s expert testimony). The Cayman Court received substantial documentary evidence, including: written contracts between the parties, e.g., id. ¶¶ 45–46 (SPA and collateral agreement); correspondence as to the same, e.g., id. ¶¶ 48–49 (emails and WhatsApp messages among the parties); and expert and supplemental reports, e.g., id. ¶¶ 18–19 (by FDL’s expert), 33–35 (by Canterbury’s expert). 2. Post-Trial Ruling On August 17, 2023, after circulating a draft judgment to the parties, the Cayman Court

delivered its final judgment, which spanned 76 pages. It found as follows: Breach of fiduciary duty: The brokerage agreement between FDL and Canterbury did not create fiduciary duties for Canterbury. Id. ¶ 40. But Canterbury separately owed such duties to FDL based on its role helping FDL raise capital and negotiate the SPA with PFS. Id. ¶ 61. Canterbury thus had been obliged “to disclose that PFS was a closely connected entity” with it and to “act in good faith to FDL with a view to mitigate any relevant conflicts of interest.” Id. Canterbury, however, breached these fiduciary duties by “failing to disclose and . . .

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In re Canterbury Securities, Ltd.; Erin Winczura v. Karen Scott and Russell Homer, Foreign Representatives of Canterbury Securities, Ltd., Counsel Stack Legal Research, https://law.counselstack.com/opinion/in-re-canterbury-securities-ltd-erin-winczura-v-karen-scott-and-russell-nysd-2025.