In re: Sleep Number Corporation, et al.

United States Bankruptcy Court, S.D. New York·Decided July 28, 2026·No. 26-11399·Unknown

Opinion

UNITED STATES BANKRUPTCY COURT SOUTHERN DISTRICT OF NEW YORK -------------------------------------------------------------x In re: Chapter 11

SLEEP NUMBER CORPORATION, et al. Case No. 26-11399 (KYP)

Debtors. Jointly Administered -------------------------------------------------------------x

MEMORANDUM DECISION OVERRULING OBJECTION OF UNITED STATES TRUSTEE TO DEBTORS’ PAYMENTS UNDER NON-INSIDER RETENTION PLAN

APPEARANCES:

DAVIS POLK & WARDWELL LLP Counsel to Debtors 450 Lexington Avenue New York, New York 10017 By: Brian M. Resnick, Esq. Angela M. Libby, Esq. Stephen D. Piraino, Esq. Richard J. Steinberg, Esq. Sihui (Sophy) Ma, Esq. Mordechai Rivkin, Esq. Of Counsel

WILLIAM K. HARRINGTON UNITED STATES TRUSTEE, REGION 2 One Bowling Green, Room 534 New York, NY 10004 By: Andrea B. Schwartz, Esq. Daniel Rudewicz, Esq. Of Counsel

HONORABLE KYU YOUNG PAEK UNITED STATES BANKRUPTCY JUDGE

INTRODUCTION Sleep Number Corporation and its affiliated debtors (“Sleep Number” or “Debtors”) filed these Chapter 11 bankruptcy cases to effectuate a going-concern sale of its business. To ensure that certain employees remain with Sleep Number through the sale, and to compensate those employees for the additional work stemming therefrom, Sleep Number created a plan to pay retention awards to 38 non-insider employees in the aggregate amount of $1.825 million payable upon completion of the sale (“Non-Insider Retention Plan”). The Office of the United States Trustee for Region 2 (“U.S. Trustee”)

objects to the Non-Insider Retention Plan. For the reasons stated, the U.S. Trustee’s objection is OVERRULED. JURISDICTION This Court has jurisdiction over this matter pursuant to 28 U.S.C. §§ 157 and 1334 and the Amended Standing Order of Reference (M-431), dated January 31, 2012 (Preska, C.J.) referring bankruptcy cases and proceedings to the Bankruptcy Judges of the Southern District of New York. This matter is a core proceeding under 28 U.S.C. § 157(b)(2)(A), (B) and (O). BACKGROUND1 A. The Non-Insider Retention Plan Sleep Number is a retail mattress company that assembles and sells adjustable

“smart” beds directly to customers and employs just under 3,000 people. (O’Keefe

1 Sleep Number Executive Vice President and Chief Financial Officer Amy O’Keefe (“Ms. O’Keefe”) provided testimony on the Non-Insider Retention Plan. Her direct testimony was set forth in her July 19, 2026 declaration (“O’Keefe Declaration”) (ECF Doc. # 403 at ECF pp. 17-24). The O’Keefe Declaration was admitted into evidence. (See Transcript of July 20, 2026 Hr’g (“Tr.”) at 47:7-14.) Counsel for the U.S. Trustee cross-examined Ms. O’Keefe at the July 20, 2026 hearing, and such examination appears at Tr. at 47:24-82:7. Debtors’ counsel’s re-direct examination of Ms. O’Keefe appears at Tr. at 82:12-84:16. “ECF Doc. # _” refers to documents filed on the electronic docket of this bankruptcy case. “ECF p. _” refers to the page number imprinted across the top of the page by the Court’s electronic filing system. Declaration ¶ 9; Tr. at 50:23-52:6.) Sleep Number is governed by the following corporate hierarchy listed in descending order based on level of authority: 1. the board of directors (“Board”); 2. Linda Findley, Chief Executive Officer (“CEO”); 3. the Executive Leadership Team (“ELT”) consisting of (i) the CEO; (ii) Amy

O’Keefe as Chief Financial Officer; (iii) the Chief Product, Strategy and Technology Officer; (iv) the Chief Marketing Officer; (v) the Chief Retail and People Officer; (vi) the Chief Legal and Risk Officer and Secretary; and (vii) the Chief Supply Chain and Transformation Officer;2 and 4. a five-member management committee (“Management Committee”). (O’Keefe Declaration ¶¶ 5, 10; Tr. at 58:3-62:3.) In May 2026, senior Sleep Number leadership, including Ms. O’Keefe, formulated a plan to pay retention awards to 38 non-insider employees (“Employee Participants”) with the assistance of compensation advisors and attorneys. (O’Keefe Declaration ¶¶ 5, 12; Tr. at 83:25-84:14.) The retention awards range from $10,000.00 to $125,000.00, and the sum of the awards to all Employee Participants totals $1.825

million. (O’Keefe Declaration ¶ 5.) None of the Employee Participants are on the Board, the ELT, or the Management Committee. (Id. ¶¶ 5-7, 10-11; Tr. at 61:15-62:3.) None of the Employee Participants were appointed by the Board. (O’Keefe Declaration ¶ 5.) None of the Employee Participants are involved in setting Sleep Number’s corporate policy. (Id. ¶¶ 9-10.)

2 Except for the CEO, each member of the ELT held a second title of either “Executive Vice President” or “Senior Vice President.” (O’Keefe Declaration ¶ 10.) Nine of the Employee Participants have job titles with the words “vice president” in them. (O’Keefe Declaration ¶ 6.) However, none of these nine employees are considered “officers” for purposes of section 16 of the Securities Exchange Act of 1934. (Id.) Although “vice president” denotes increased responsibility at Sleep Number, all Sleep Number vice presidents report to either senior vice presidents or executive vice

presidents. (Id.; see supra note 2.) None of these nine employees are senior or executive vice presidents. Thirteen of the Employee Participants have job titles with the words “director” or “senior director” in them. (O’Keefe Declaration ¶ 7.) However, none of these thirteen employees are members of Sleep Number’s Board. (Id.) The terms “director” and “senior director” included in these thirteen employees’ job titles signify a certain amount of supervisory responsibility, but these employees are junior in seniority to the nine “vice presidents” described in the prior paragraph. (Id.) The remaining sixteen Employee Participants provide various management and support functions for the Debtors. (Id. ¶ 8.) Sleep Number leadership decided to enact the Non-Insider Retention Plan in

recognition that: • each Employee Participant has specialized knowledge of Sleep Number’s business that makes them a key part of many of the company’s workflows and processes; • retaining the Employee Participants is essential to maintaining stability during the sale process and to ensuring a smooth transition to new ownership; • losing the Employee Participants would erode the enterprise value of the Debtors; • there is a risk that the Employee Participants would seek alternative employment absent the retention awards given the uncertainty created by the Debtors’ bankruptcy; and • the sale process would subject the Employee Participants to increased work

demands not accounted for by their normal salary. (Id. ¶¶ 12-14.) The letters informing the Employee Participants of the Non-Insider Retention Plan were sent to the employees on or around May 26, 2026 (each, an “Award Letter”).3 The letters stated the amount of the retention award and that such amount would be paid if the employee continued in active employment with Sleep Number through December 31, 2026. (Award Letter § 1.) The Award Letter further stated that the retention award would be accelerated and paid in the event of a change in control. (Id. § 2(g).) Thus, the Employee Participants stand to receive the retention awards upon completion of a going-concern sale of the company. B. The Bankruptcy Filing and the Going-Concern Sale

The Debtors filed petitions for relief under Chapter 11 of the Bankruptcy Code on June 12, 2026 (“Petition Date”). The Debtors have continued in possession of their property and have continued to operate their businesses as debtors in possession under 11 U.S.C.

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