Chicken Soup for the Soul Entertainment (CSSE) entered bankruptcy in June 2024 as a hybrid media company whose business model combined ad-supported streaming brands with a legacy physical distribution channel: Redbox’s DVD-rental kiosk network. In its First Day Declaration, the debtors framed the chapter 11 as a bridge to a recapitalization and asset-sale process; the case shifted toward liquidation and conversion within 12 days as liquidity constraints, contested governance, and a lender-led financing structure narrowed the runway.
CSSE filed chapter 11 petitions in the District of Delaware on June 28, 2024 and converted to chapter 7 on July 10, 2024, after an interim DIP/cash collateral order entered July 4 and a status conference in which the debtors sought conversion. Media coverage of the conversion emphasized the operational consequences: more than 1,000 employees caught in payroll and benefits disruptions, and the shutdown of roughly 24,000 Redbox kiosks in the wake of the conversion.
The case moved quickly and turned on first-day financing and governance issues. Early filings and hearings focused on financing structure, contested governance, employee wages and payroll tax arrears, and the control terms embedded in a lender-led interim DIP, before the cases converted to chapter 7.
Chicken Soup for the Soul Entertainment, Inc., et al.
Court
U.S. Bankruptcy Court for the District of Delaware
Judge
Hon. Thomas M. Horan
Case Number
24-11442
Petition Date
June 28, 2024
Case trajectory
chapter 11 filed June 28, 2024 → interim DIP/cash collateral order July 4, 2024 → converted to chapter 7 July 10, 2024
Core platforms / assets
Redbox kiosks and related services; AVOD/FAST streaming brands including Crackle; film/TV production/distribution through Screen Media and related subsidiaries
Scale described in filings
~24,000 kiosks; ~40 million monthly active users for AVOD services
Prepetition secured facility
HPS Investment Partners, LLC as administrative/collateral agent; term loan plus revolver
DIP financing path
Owlpoint $20M DIP proposed → HPS-led $8M interim revolving DIP approved with tight covenants and challenge limits
Claims agent
Kroll Restructuring Administration LLC
Case Snapshot
Redbox Acquisition, HPS Debt, and Payroll Arrears
CSSE's operating segments at filing. In its First Day Declaration, CSSE described four operating segments: streaming services (AVOD, TVOD, and FAST, including Crackle), physical media rentals via the Redbox kiosk network, content acquisition and distribution, and content production through Screen Media and related subsidiaries. The filings described platform scale at approximately 24,000 kiosks and approximately 40 million monthly active users for its AVOD services. The kiosk business carried ongoing servicing and vendor obligations while consumer demand migrated toward streaming, a shift described in coverage of the Redbox shutdown.
Redbox acquisition and HPS prepetition facility. In May 2022, reporting described CSSE’s acquisition of Redbox at a value of roughly $375 million, structured as stock plus assumption of Redbox debt, with the deal announcement framed as a way to accelerate a streaming strategy using Redbox’s 40 million-customer loyalty base and kiosk footprint. The First Day Declaration described a secured facility in which CSSE and Redbox were borrowers and HPS served as administrative and collateral agent, including a term loan of approximately $357.5 million and a revolving facility of up to $80 million, with maturity dates that placed near-term focus on the revolver. The declaration described HPS’s asserted principal due as of April 29, 2024 as $500,876,623.42 in outstanding principal, plus interest, fees, and expenses. Reporting at conversion placed total liabilities at approximately $970 million against roughly $414 million in assets.
Debtors’ financing narrative vs. lender position. The First Day Declaration framed the chapter 11 as driven by acute liquidity constraints that management attributed to lender conduct. Management asserted that the debtors needed an additional working-capital loan (described as up to $40 million, secured by a first lien on accounts receivable) and that a private lender offered a facility that was not approved by the prepetition agent, creating knock-on effects with vendors and service providers. HPS’s Omnibus Objection challenged the debtors’ priming/cash-collateral requests, criticized valuation assertions, and argued that governance issues undermined the legitimacy of first-day relief requested by the debtors’ leadership.
Wages, benefits, and payroll tax arrears. Media reporting described employees going unpaid and benefits being disrupted in the weeks leading into the filing, and court hearings captured the judge’s concern about employees not being paid for work already performed.
The Wages Motion sought interim authority to pay and continue compensation and benefits programs, and it provided a cap schedule totaling approximately $9.42 million across wage payments, benefits, payroll processing fees, and related items. The motion stated accrued but unpaid employee wages of approximately $3.52 million and described a workforce of approximately 836 full-time and 197 part-time employees as of the petition date. It also described a payroll tax/withholding overhang: the debtors estimated approximately $15.5 million in accrued but unpaid withholding obligations from October 1, 2023 through June 7, 2024, while seeking authority to pay a more limited subset accrued from June 8, 2024. The motion also disclosed that Anthem had terminated the medical plan for nonpayment effective May 14, 2024, with approximately $4 million owed under the plan, and that Travelers had canceled workers' compensation coverage for nonpayment in June 2024.
The Interim Wage Order entered on July 2 authorized honoring prepetition wages and benefits subject to statutory priority caps and authorized continuation of postpetition compensation and benefits in the ordinary course, while expressly not authorizing bonus or severance payments.
Competing DIP Proposals and Interim Financing Terms
Owlpoint proposed DIP vs. lender-led interim DIP. The initial DIP/Cash Collateral Motion sought approval of a DIP facility proposed by Owlpoint IP Opportunities JVF I LP, with $20 million total and $10 million sought on an interim basis, subject to an accordion. The pricing and economics were high-cost: 3-month SOFR with a 4% floor plus an 11% margin, a 4% default-rate increase, and a “minimum return” concept defined as the greater of 1.30x cash-on-cash MOIC or 20% IRR for voluntary prepayment, with the motion also describing mandatory prepayment triggers subject to the minimum return.
The Interim DIP/Cash Collateral Order the court ultimately entered on July 4 approved a different structure: a lender-led revolving DIP facility capped at $8 million on an interim basis, with pricing structured as base rate (minimum 1.0%) plus 9.0% or SOFR (minimum 1.0%) plus 10.0%, with an additional 2.0% default add-on during an event of default. The term sheet in the interim DIP order also described a 3.0% closing fee payable in kind and a 1.0% undrawn fee payable in cash monthly in arrears.
Term
Owlpoint proposed DIP
HPS-led interim DIP / cash collateral
Interim size
$10M requested (of $20M total)
$8M interim revolving cap
Pricing
3M SOFR (floor 4%) + 11%; default +4%
Base (min 1%) + 9% or SOFR (min 1%) + 10%; default +2%
Typical DIP protections plus minimum-return framework
Challenge-period limits, investigation cap, budget variance controls, and governance conditions
Media reporting described the dispute as a control fight, with HPS battling over governance and arranging an $8 million DIP loan.
Carve-outs, challenge period, and investigation caps. The interim DIP order's carve-out included court and U.S. Trustee fees, trustee fees up to $50,000, and professional fees with a post-trigger cap of $200,000. The order established a 75-day challenge period for parties in interest to challenge the amount, validity, perfection, enforceability, priority, or extent of the prepetition secured obligations and liens and to assert avoidance actions or other claims against the prepetition secured parties, with an extension mechanic for a chapter 7 trustee to the later of 75 days after entry or 30 days after appointment if appointed before the challenge period expired. It capped committee investigation use of DIP proceeds and cash collateral to investigate claims against the prepetition secured parties at $25,000.
The case converted to chapter 7 12 days after filing, and media coverage of the conversion hearing described employees and stakeholders questioning where withheld amounts went.
Budget and variance covenants. The interim DIP order described budget mechanics and variance monitoring that conditioned liquidity on compliance with a weekly projection regime. The Budget was defined as a 13-week projection of anticipated cash receipts and disbursements, updated weekly, with approvals required by the DIP administrative agent, and with a 10% permitted deviation concept. The debtors were required to provide weekly reporting and explanations of material variances, and off-budget expenditures could constitute events of default.
Governance Fight and First-Day Objections
Governance conditions in the interim DIP order. The interim DIP order included governance changes as conditions precedent to the interim facility. The order described reinstatement of a Strategic Review Committee (SRC) consisting of Bart M. Schwartz, John T. Young, Jr., and Robert H. Warshauer and empowered the SRC to manage the debtors’ affairs subject to lender acceptability, while also requiring that Bart Schwartz resign as CEO and be replaced by a successor selected by the SRC and reasonably satisfactory to the DIP administrative agent.
Media coverage described the company installing a new CEO and board in early July. The interim DIP order treated governance conditions as prerequisites to funding and cash collateral access, alongside the economic terms.
Lender objections: priming, valuation, and first-day motion control. HPS objected to the debtors' priming requests and use of cash collateral, disputed the debtors' characterization of lender consent, argued the debtors failed to satisfy the evidentiary burden for a priming DIP and adequate protection, and attacked valuation and "equity cushion" assertions in its Omnibus Objection. It also objected to first-day motions for cash management and management services fees, framing these as potential insider-payment channels given HPS's allegations about management conduct. MidCap Financial Trust filed a separate objection asserting its own cash collateral rights, arguing that the debtors had ignored MidCap's liens on the Sonar Library and related collateral, and seeking segregation and separate accounting of its cash collateral.
HPS governance motion: allegations about director removals, payroll failures, and voting-control mechanics. HPS's Governance Motion sought, in the alternative, reconstitution of the debtors’ boards and strategic review committees, appointment of a chapter 11 trustee, or conversion to chapter 7. The motion alleged that William Rouhana terminated directors and the SRC shortly before the filing, that the company failed to make payroll for over 1,000 employees and that medical benefits were terminated, and that payroll taxes exceeding $15 million were unpaid. The motion also described an irrevocable proxy/voting-control framework tied to a forbearance arrangement, arguing that Rouhana had delegated voting power to the agent and therefore lacked authority to remove independent directors.
These statements were allegations made in a contested governance motion in the first week of the case. The alleged payroll failures and withholding arrears were consistent with the shortfalls described in the debtors' own Wages Motion. Reuters reported that Rouhana retained defense counsel in advance of the initial hearings and declined to appear for questioning at those proceedings.
Cedar Advance receivables dispute. Cedar Advance filed a Preliminary Objection asserting its transaction was a true sale of receivables under a merchant cash advance agreement, making the purchased receivables not property of the estate and therefore not usable as cash collateral; it sought denial of use or restrictions tied to a specified-percentage mechanism and turnover of collections.
Conversion to chapter 7 and Operational Aftermath
Conversion to chapter 7. On July 10, 2024, the debtors made an oral motion to convert at a status conference, and the court entered the Conversion Order converting the jointly administered cases to chapter 7 effective as of that date. The order required immediate turnover of estate records and property to the chapter 7 trustee, a postpetition debt schedule within 14 days, and a final report/account to the U.S. Trustee within 30 days. It included employee-payment-assurance language: no employee would be required to provide services without assurance of payment.
Media coverage of the conversion hearing quoted the judge describing the company as “hopelessly insolvent” and emphasized the immediate impact on workers and vendors.
Claims agent retention. The debtors' application to retain Kroll Restructuring Administration LLC as claims and noticing agent, effective as of the petition date, authorized a $50,000 advance as security for fees and expenses and described Kroll's functions, including maintaining the claims register and managing notices and proofs of claim. The Conversion Order's turnover provisions referenced the transfer of records and notices to the chapter 7 trustee.
Chapter 7 trustee investigation and asset monetization. Following conversion, the chapter 7 trustee pursued multiple recovery tracks. In October 2024, a Delaware bankruptcy judge authorized the trustee to depose former CEO Rouhana and resolved a related dispute over the trustee's selection of legal counsel. The trustee subsequently sued former officers and directors for breach of fiduciary duty, alleging that the Redbox acquisition had been a value-destroying transaction and that management releases granted before the chapter 7 conversion were fraudulent conveyances lacking reasonably equivalent value. By March 2026, the court cleared the way for a potential $100 million sale of the estate's copyright infringement litigation rights, with proceeds intended for secured lenders including HPS and MidCap Financial Trust. Separately, Chicken Soup for the Soul Holdings LLC, the parent entity, settled a mismanagement suit brought by an investor who alleged the parent's conduct contributed to the subsidiary's chapter 7 liquidation.
Operational aftermath: kiosks shut down, layoffs, and litigation risk. After conversion, coverage described the shutdown of approximately 24,000 Redbox kiosks and layoffs affecting over 1,000 employees, with no severance or extended benefits described in reporting. Reporting also described allegations of financial mismanagement and the prospect of a chapter 7 trustee investigation into potential misuse of funds or failures to remit withheld amounts. Former employees filed litigation asserting misconduct allegations, including claims related to benefits and payroll handling.
Key Timeline
Date
Milestone
Note
2019
CSSE acquired Crackle
Added an AVOD/FAST streaming brand
May 2022
CSSE announced the Redbox acquisition
Roughly $375 million in stock plus assumed Redbox debt
Wage/tax arrears and lender disputes already present
June 29, 2024
First Day Declaration and Owlpoint DIP motion filed
Management narrative and $20 million third-party DIP proposal
July 1, 2024
HPS objections and governance motion filed
Financing and governance disputes raised
July 2, 2024
Interim Wage Order entered
Authorized limited prepetition wage and benefit payments
July 4, 2024
Interim DIP/cash collateral order entered (HPS-led)
$8 million interim revolver with challenge limits and governance conditions
July 10, 2024
Conversion Order entered
chapter 7 conversion effective; turnover and reporting obligations imposed
July 2024
Redbox kiosks shut down and layoffs reported
Approximately 24,000 kiosks closed; over 1,000 employees affected
October 2024
Chapter 7 trustee authorized to depose former CEO Rouhana
Delaware court also resolved dispute over trustee's counsel selection
2025
Chapter 7 trustee filed breach of fiduciary duty suit against former officers and directors
Alleged Redbox merger was value-destroying; sought to avoid management releases as fraudulent conveyances
March 2026
Court cleared way for potential $100 million sale of copyright litigation rights
Proceeds earmarked for secured lenders including HPS and MidCap Financial Trust
Frequently Asked Questions
When did Chicken Soup for the Soul Entertainment file for chapter 11 bankruptcy?
The debtors filed chapter 11 petitions on June 28, 2024 in the District of Delaware.
Why did the case convert to chapter 7 so quickly?
The docket reflects a rapid deterioration in the feasibility of a chapter 11 runway: a contested first-week governance fight, disputes over DIP and cash collateral terms, and acute payroll/withholding shortfalls described in the wages motion. The court entered an interim DIP/cash collateral order on July 4 and then converted the cases to chapter 7 on July 10.
What businesses did CSSE operate at the time of filing?
Court filings described a platform spanning streaming services (including AVOD/TVOD/FAST), physical media rentals via Redbox kiosks, and content acquisition/distribution and production through subsidiaries including Screen Media and related studios.
How many Redbox kiosks and users did CSSE describe in its filings?
The first day declaration described approximately 24,000 kiosks and approximately 40 million monthly active users for its AVOD services. Reporting later described the shutdown of roughly 24,000 kiosks after conversion.
Who were the key secured lenders and what did the secured facility look like at a high level?
The first day declaration described a secured facility with HPS Investment Partners, LLC as administrative and collateral agent, including a term loan described at approximately $357.5 million and a revolver of up to $80 million, and it described HPS asserting $500.876 million of principal due as of April 29, 2024 (plus interest/fees/expenses). Public reporting also described HPS as the lender group that won a control fight early in the case.
What DIP financing was proposed, and what DIP/cash collateral relief was actually approved?
The initial DIP motion sought approval of an Owlpoint DIP facility of $20 million total with $10 million requested on an interim basis, with pricing tied to SOFR plus a large margin and a minimum-return concept (1.30x MOIC / 20% IRR). The court’s interim order approved a different structure: an $8 million interim revolving DIP facility and cash collateral use with specified pricing, fees, and protective terms.
What did the interim DIP order’s “challenge period” and investigation cap do?
The interim order set a 75-day period to bring challenges to the prepetition secured obligations and liens and related claims, with an extension mechanic for a chapter 7 trustee if appointed before expiration, and it capped committee investigation funding against the prepetition secured parties at $25,000.
What wage and payroll tax issues were described in the chapter 11 filings?
The wages motion sought interim authority to pay wages and benefits subject to caps and described accrued unpaid wages and withholding obligations, including an estimated $15.5 million of accrued but unpaid withholding obligations over a multi-month period (with more limited interim authority sought for a subset). Reporting described employees being unpaid and benefits disruptions in the weeks surrounding the filing and conversion.
What did the conversion order require the debtors to do?
The conversion order required immediate turnover of records and estate property to the chapter 7 trustee, a postpetition debt schedule within 14 days, and a final report/account to the U.S. Trustee within 30 days, and it included language that no employee would be required to provide services without assurance of payment.
Who is the claims agent for Chicken Soup for the Soul?
Kroll Restructuring Administration LLC serves as the claims and noticing agent. The firm maintains the claims register and handles noticing and proof-of-claim administration for the cases.
authorized the trustee to depose former CEO Rouhana https://www.law360.com/bankruptcy-authority/articles/2094428/redbox-parent-s-ex-ceo-can-be-deposed-in-del-ch-7
sued former officers and directors https://ionanalytics.com/insights/debtwire/officers-and-directors-beware-make-sure-to-give-value-in-exchange-for-those-releases-legal-analysis/
cleared the way for a potential $100 million sale https://torrentfreak.com/bankruptcy-court-clears-path-for-100-million-sale-of-redboxs-piracy-lawsuit-rights/
settled a mismanagement suit https://www.law360.com/articles/2331209/chicken-soup-parent-investor-settle-mismanagement-suit
Petition date (chapter 11) https://www.foxbusiness.com/markets/redbox-dvd-kiosk-owner-chicken-soup-for-soul-files-bankruptcy
This article was researched and written with AI assistance, using court filings, public records, and news sources. AI-generated content can contain errors. Verify all information against primary sources before relying on it. This is not legal or financial advice. See the disclaimer.