Autumn Wind Lending, LLC v. Siegel

CourtDistrict Court, W.D. Kentucky
DecidedJune 5, 2025
Docket3:22-cv-00255
StatusUnknown

This text of Autumn Wind Lending, LLC v. Siegel (Autumn Wind Lending, LLC v. Siegel) is published on Counsel Stack Legal Research, covering District Court, W.D. Kentucky primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Autumn Wind Lending, LLC v. Siegel, (W.D. Ky. 2025).

Opinion

UNITED STATES DISTRICT COURT WESTERN DISTRICT OF KENTUCKY LOUISVILLE DIVISION

AUTUMN WIND LENDING, LLC Plaintiff

v. Civil Action No. 3:22-cv-255-RGJ-RSE

JOHN J. SIEGEL, et al. Defendants

* * * * *

MEMORANDUM OPINION & ORDER Plaintiff Autumn Wind Lending, LLC (“Autumn Wind”) moves for default judgment against all Defendants. [DE 98]. Defendants John J. Siegel (“Siegel”) and Cecelia Financial Management, LLC, Halas Energy, LLC, and Oasis Aviation LLC (collectively, the “Company Defendants”) failed to respond. For the following reasons, Autumn Wind’s motion for default judgment [DE 98] is GRANTED; however, the Court requires more information as to Autumn Wind’s interest, attorney’s fees and costs and will withhold final default judgment until receiving supplementary information. I. BACKGROUND According to the amended complaint, nonparty Insight Terminal Solutions, LLC (“Insight”) defaulted on its obligations to Autumn Wind. [DE 24 at 321–25]. According to Autumn Wind’s amended complaint, Insight was a “non-operating business” with “a sublease to develop and operate a rail terminal in the Port of Oakland.” [DE 24 at 321]. Autumn Wind issued a $6,800,000 loan to Insight. [Id.]. Insight also executed a $3,400,000 unsecured promissory note. [Id. at 324]. Later, Autumn issued an additional $300,000 loan to Insight. [Id. at 325]. Siegel managed Insight. [Id. at 318]. In the loan agreement, Insight represented to Autumn Wind that it had no existing debts and agreed not to incur any additional debt while the loan was outstanding. [Id. at 318]. However, “pursuant to Siegel’s direction and control,” Insight “breached both covenants” by having and taking on obligations to other “Siegel-affiliated” entities. [Id. at 319]. Those entities were the Company Defendants. Insight failed to repay Autumn Wind and, shortly thereafter, filed for bankruptcy in this District. [Id. at 326]; see also Chapter 11 Voluntary Petition, In re Insight Terminal Solutions,

LLC, No. 19-32231-jal (Bankr. W.D. Ky. Jul. 17, 2019), ECF No. 1. The Company Defendants filed proofs of claim against Insight in the bankruptcy action. [DE 24 at 327–30]. Autumn Wind submitted a Chapter 11 plan of reorganization, which the court accepted, rendering Insight a wholly owned subsidiary of Autumn Wind. [Id. at 330]. Then Insight filed an adversary complaint which, in part, asserted a claim against Siegel and the Company Defendants for equitable subordination, fraud, breach, and tortious interference. [Id. at 331]. The claim was “premised on[] the material misrepresentations” in Autumn Wind’s loan to Insight. [Id.]. The parties in the bankruptcy matter eventually stipulated to the dismissal of the claim. [Id.]. Autumn Wind initiated this case in the Southern District of New York. [DE 1]. Siegel and

the Company Defendants waived service. [DEs 13–16]. The original complaint asserted claims against Siegel and the Company Defendants. [Id.]. With the case pending, Siegel deceased. [DE 18; DE 69]. Autumn Wind then tendered an amended complaint naming in Siegel’s place the future executor or personal representative of his estate. [DE 24]. Autumn Wind maintains claims of (I) fraud against Siegel and (II) tortious interference against both Siegel and the Company Defendants. [Id. at 331–33]. By agreement of the parties, the case was transferred to this District in May 2022. [DE 26]. This Court initially denied the Company Defendants’ Rule 12(b)(6) motion to dismiss, but their motion to reconsider was granted. [DE 62]. However, the Sixth Circuit reversed, holding that Insight’s voluntarily dismissed claim in the bankruptcy action did not preclude Autumn Wind’s claims in this case. [DE 66 at 1098–102]. Soon after remand, counsel for the Company Defendants moved to withdraw. [DE 69; DE 70; DE 71]. Counsel represented that Siegel had been there “exclusive point of contact” for the Company Defendants; that in light of his death, the Company Defendants had “new managers”;

and that counsel, despite their efforts, had essentially lost contact with the Company Defendants. [DE 69 at 1112–13]. The Court granted their motions and afforded the Company Defendants 45 days to retain new counsel. [DE 81]. When they did not retain counsel as required by law, the Court set a show-cause hearing. [DE 89]. And when no one appeared on the Company Defendants’ behalf for that hearing, the Court permitted Autumn Wind to seek default judgment. [DE 91]. In the order from the show cause hearing the Court specifically stated: The undersigned indicated on the record the Corporate Defendants’ continued failure to retain counsel as required for corporate entities in federal court. Mr. King stated that he has not had any communications with the Corporate Defendants or any representative on their behalf. Mr. King also noted that the individual defendant in the case, John J. Siegel (“Siegel”), passed away in 2023. The Court notes that neither Siegel, nor, “John Doe as Executor or Personal Representative of the Estate of John J. Siegel, deceased” has ever retained counsel in this case.

Because the Corporate Defendants have had over two months to retain new counsel but have not done so, have not shown cause for such failure, and have not otherwise communicated with opposing counsel or the Court in this case, the Court directs Plaintiff to move forward with filing motions for default judgment.

[DE 91 at 1170 (emphasis added)]. This order was served by CMECF as well as on all the following in the manners provided in the order. Counsel of Record

Robert M. Hirsh Norton Rose Fulbright US LLP 1301 6th Ave. New York, NY 10019 robert.hirsh@nortonrosefulbright.com

John J. Siegel III 19 Daintree Drive Seaford Rise, SA 5169 AUSTRALIA jjsiegs@hotmail.com

Kate Burton 295 North Hubbards Lane, Suite 302 Louisville, KY 40207 kburton@ironsenergy.com

Sharon Siegel colesmom33@hotmail.com

Cecelia Financial Management, LLC c/o Kevin Greene, Reg. Agent 3402 SW 26th Ter. B11 Fort Lauderdale, FL 33312

Caleb Investments, LLC c/o Howard S. Sturm, Reg. Agent 713 East Market Street, Suite 100 Louisville, KY 40202

Halas Energy LLC c/o Ky. Secy. of State 700 Capital Avenue Frankfort, KY 40601

[Id. at 1171]. On July 18, 2024, as requested by the Magistrate Judge, Autumn Wind moved for entry of default from the Clerk of Court. [DE 92]. The motion for default judgment was denied without prejudice for failure to first obtain an entry of default. [DE 94]. Thereafter, Autumn Wind sought [DE 95] and obtained from the Clerk of Court [DE 97] an entry of default as to all defendants. Now Autumn Wind moves for default judgment. [DE 98]. II. STANDARD Under Federal Rule of Civil Procedure 55(b), a district court may enter a judgment of default against a defendant who fails to plead or otherwise defend against an action. To obtain a

judgment by default, the moving party must first request that the Clerk of the Court enter a default under Fed. R. Civ. P. 55(a). See Ramada Franchise Sys., Inc. v. Baroda Enterprises, LLC, 220 F.R.D. 303, 305 (N.D. Ohio 2004) (“Entry of a default . . . is a prerequisite to entry of a default judgment under Rule 55(b).”) (internal citation omitted). Once the clerk has entered default, the Court must accept all well-pleaded allegations in the complaint as true. Thomas v. Miller, 489 F.3d 293, 299 (6th Cir. 2007) (citing Harmon v. CSX Transp., 110 F.3d 364, 368 (6th Cir.

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Autumn Wind Lending, LLC v. Siegel, Counsel Stack Legal Research, https://law.counselstack.com/opinion/autumn-wind-lending-llc-v-siegel-kywd-2025.