Cup O' Dirt LLC v. Badlands Airtime, LLC

CourtDistrict Court, D. South Dakota
DecidedJanuary 29, 2020
Docket4:19-cv-04031
StatusUnknown

This text of Cup O' Dirt LLC v. Badlands Airtime, LLC (Cup O' Dirt LLC v. Badlands Airtime, LLC) is published on Counsel Stack Legal Research, covering District Court, D. South Dakota primary law. Counsel Stack provides free access to over 12 million legal documents including statutes, case law, regulations, and constitutions.

Bluebook
Cup O' Dirt LLC v. Badlands Airtime, LLC, (D.S.D. 2020).

Opinion

UNITED STATES DISTRICT COURT DISTRICT OF SOUTH DAKOTA SOUTHERN DIVISION

CUP O’ DIRT, LLC, 4:19-CV-04031-KES

Plaintiff, ORDER GRANTING MOTION TO vs. AMEND, GRANTING MARY BRENNAN’S MOTION TO DISMISS, BADLANDS AIRTIME, LLC, BUSINESS DENYING BADLANDS AIRTIME, LLC, SIXTEEN, LLC, CHARLES C. BUSINESS SIXTEEN, LLC, and BRENNAN, MARY BRENNAN, and REAL CHARLES C. BRENNAN’S MOTION PRESENCE RADIO, INC., A NORTH TO DISMISS, DENYING MOTION TO DAKOTA NON-PROFIT CORPORATION, UNSEAL, AND DENYING REQUEST FOR ORAL ARGUMENT Defendants.

Plaintiff, Cup O’ Dirt, LLC, (COD) moves for leave to amend its complaint. Docket 37. Defendants Badlands Airtime, LLC, Business Sixteen, LLC, and Charles Brennan (Brennan defendants) oppose the motion and contend that the motion to amend should be denied because of futility. Docket 45. The Brennan defendants originally moved to dismiss COD’s initial complaint. Docket 11. Defendant Real Presence Radio, Inc., joins in the Brennan defendants’ opposition. Docket 47. Defendant Mary Brennan separately moves to dismiss the claims against her for lack of personal jurisdiction. Docket 8. COD also moves to unseal a variety of documents filed with this court. Docket 26. For the reasons stated below, the court grants COD’s motion to amend, grants Mary Brennan’s motion to dismiss, denies the Brennan defendants’ motions to dismiss, denies COD’s motion to unseal, and denies all parties’ requests for oral argument. BACKGROUND The parties to this matter have a long and complex history of litigation. The facts as alleged in the proposed amended complaint1 are as follows:

COD is a limited liability company organized under the laws of South Dakota. Docket 37-1 ¶ 5. Charles Brennan, a resident of the state of Nevada, is the sole owner of Business Sixteen, LLC, a parent company to multiple limited liability companies including Badlands Airtime, LLC. Id. ¶¶ 6-7, 15. Business Sixteen is believed to be the sole member of Badlands Airtime. Id. ¶ 8. Thus, both Business Sixteen and Badlands Airtime are citizens of Nevada. Id. ¶¶ 6-8. Charles Brennan is also a controlling owner of DLC Empire, LLC. Id. ¶ 18. In February of 2015, Badlands Airtime and COD entered into an Asset

Purchase Agreement (APA) to acquire radio station assets from COD. Id. ¶¶ 1, 20. After Charles Brennan and Badlands Airtime defaulted on the purchase agreement, COD sued Badlands Airtime in South Dakota state court to enforce the APA. Id. ¶ 23. In May of 2018, a state court jury ruled in favor of COD. Id. ¶ 2. On July 9, 2018, a money judgment was entered in favor of COD, in the amount of $300,801.11, plus an award of attorneys’ fees and expenses in the

1 Some facts not alleged in the complaint are found in Cup O’ Dirt v. Badlands Airtime, LLC, et. al, State of South Dakota Second Judicial Circuit Case No. 15- CIV-1949, which COD discusses in its proposed amended complaint. Cup O’ Dirt v. Badlands Airtime, LLC, et. al, is a matter of public record embraced by the complaint, and thus this court may consider it on a motion to dismiss. See C.H. Robinson Worldwide, Inc. v. Lobrano, 695 F.3d 758, 764 (8th Cir. 2012) (“Our interpretation of the phrase face of the complaint includes public records and materials embraced by the complaint . . . .” (internal quotation and alterations omitted)). Other documents, however, provided by the parties are not relevant to the claims before this court nor embraced by the pleadings. amount of $454,554.99. Id. ¶¶ 2, 24-25. COD alleges $528,519.94, plus post- judgment interests remains unpaid by Badlands Airtime. Id. ¶¶ 2, 26-27. COD alleges both Badlands Airtime and Business Sixteen were insolvent

from inception. Id. ¶¶ 30-31. While the entities were insolvent, COD alleges a number of transfers were made for no value or substantially less than reasonably equivalent value with the intent to delay, hinder, or defraud COD in its attempt to satisfy their state court judgment in violation of SDCL § 54-8A. Id. ¶¶ 53-54. First, COD alleges that during the state court litigation, in April of 2016, Wade Sears and the Sears Family Trust wire transferred $3 million dollars to Badlands Airtime. Id. ¶ 32. Four days later, the money was transferred out of Badlands Airtime’s bank account and wired to DLC Empire—

an entity also controlled by Charles Brennan. Id. ¶¶ 18, 33. No consideration was received by the Sears Family Trust for this transfer until two months after the transfer, when a promissory note granted a security interest in “substantially all” of Badlands Airtime’s assets to the Sears Family Trust for repayment of the $3 million dollars. Id. ¶¶ 34-35. This security interest was then perfected. Id. COD alleges that the transfer to DLC Empire is not listed as a corresponding asset of Badlands Airtime because Badlands Airtime was merely a pass-through entity. Id. ¶¶ 36-37.

COD alleges this transfer was a fraudulent transfer under SDCL §§ 54-8 and 54-8A. Id. ¶ 55. Because Badlands Airtime did not receive value or consideration essential to the enforceability of the promissory note and security agreement, and because the transfer was fraudulently made to an insider when Badlands Airtime was insolvent, COD alleges that the Sears Family Trust does not have a valid secured claim against the fraudulently transferred property. Id. ¶¶ 37-38. Thus, COD alleges it is entitled to recover from the Brennan

defendants the amount of such fraudulent transfer to satisfy its state court judgment. Id. ¶ 57. Second, during the pendency of the state court litigation, COD also alleges that Badlands Airtime—while insolvent—entered into a contract with Real Presence Radio. Id. ¶ 39. The contract concerned the purchase of radio assets. Id. The contract contemplated partial payment at closing in June of 2018 and a promissory note in favor of Badlands Airtime for the remainder, under which two cash installment payments were due on the first and second

anniversary “of the date on which the transaction closed” in 2019 and 2020. Id. ¶¶ 41-44. COD alleges the amount paid by Real Presence Radio in consideration for these radio assets, including an FCC license that was valued at $1.5 million, was substantially less than the asset’s reasonably equivalent value. Id. ¶¶ 40, 45. After judgment was entered in the state court action, COD alleges that Charles Brennan immediately “contacted Real Presence Radio, disclosed the judgment, and sought to accelerate payment of the remaining funds owed to

Badlands Airtime[.]” Id. ¶ 48. In exchange for an accelerated payment, Charles Brennan offered to accept less than what was owed under the terms of the parties’ contract. Id. ¶ 49. Real Presence Radio agreed, and funds were then directly wired from Real Presence Radio to the Sears Family Trust. Id. ¶ 50. COD again alleges the Brennan defendants fraudulently transferred these funds to thwart and obstruct COD’s attempt to enforce collection of the amount owed under its state court judgment. Id. ¶¶ 3, 53.

COD alleges that the original 2016 transfer from Badlands Airtime to DLC Empire, the note and security agreement executed by Badlands Airtime in favor of the Sears Family Trust, the Real Presence Radio transaction, and the accelerated payments to the Sears Family Trust from Real Presence Radio were all transfers made while Badlands Airtime was insolvent, were transfers made for no value or substantially less than reasonable equivalent value, and were transfers made either with the intent to eventually delay, hinder, or defraud COD in obtaining the state court judgment or because Badlands Airtime

intended to incur debt beyond the entity’s ability to pay as it became due. Id. ¶¶ 52-55. Thus, COD alleges the defendants engaged in fraudulent transfers in violation of state law. Id.

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Cup O' Dirt LLC v. Badlands Airtime, LLC, Counsel Stack Legal Research, https://law.counselstack.com/opinion/cup-o-dirt-llc-v-badlands-airtime-llc-sdd-2020.