What In-House Lawyers Need to Know About Using Chapter 11 as an Acquisition Tool

By Kenneth A. Rosen

March 31, 2026

What In-House Lawyers Need to Know About Using Chapter 11 as an Acquisition Tool

Kenneth Rosen advises on the full spectrum of restructuring solutions, including Chapter 11 reorganizations, out-of-court workouts, financial restructurings, and litigation. He works closely with debtors, creditors’ committees, lenders, landlords, and others in such diverse industries as paper and printing, food, furniture, pharmaceuticals, health care, and real estate. He can be reached at ken@kenrosenadvisors.com.

When a competitor, acquisition target, or major counterparty files for Chapter 11, most corporate legal departments treat it as a problem to manage with its unpaid invoices, rejected contracts, and operational disruption. That instinct is understandable, but it misses something important.

Over the past several decades, Chapter 11 has become something more than a last resort for failing companies. It has evolved into a genuine transactional tool. It’s a court-supervised process that companies can use to sell assets, shed liabilities, and transfer ownership in ways that a conventional deal simply cannot. For general counsel who may not work in restructuring day-to-day, it’s essential that they understand the benefits and risks of using Chapter 11 as an acquisition tool.

Out-of-court transaction v. Chapter 11 deal

In acquiring a distressed company, the decision to pursue an out-of-court transaction or a Chapter 11 purchase drives everything else: risk allocation, liability exposure, timing, price, and deal certainty. Getting it wrong can be costly in ways that are hard to fix after the fact.

If in-house counsel waits until a structure has already been proposed or agreed to in principle, they’ve lost the ability to shape the most consequential decision in the deal.

This is a governance issue, not just a legal mechanics issue. The GC’s job is to make sure the board understands the trade-offs of each path before the company commits.

Chapter 11 as a transaction platform

In a conventional acquisition, a buyer negotiates with the seller and its lenders to purchase stock or assets. That works well when the liabilities are manageable and the creditor groups are reasonably cooperative.

Distressed companies often look very different. They may carry legacy tort claims, environmental liabilities, pension obligations, or fragmented creditor groups that make a clean deal nearly impossible. Negotiations stall. Creditors disagree. The uncertainty around what liabilities will follow the assets can make the deal economically unattractive — or kill it entirely.

There is another problem that is easy to overlook in an out-of-court deal: hidden liabilities. A distressed company’s problems are not always fully disclosed, or even fully known, at the time of a negotiated transaction. Undisclosed litigation exposure, environmental obligations, or contractual liabilities can surface after closing and fall squarely on the buyer. Beyond the legal risk, known problems that are not properly addressed in the deal structure can create post-closing disputes that are costly and distracting.

It is also worth being direct about something: sellers sometimes have a financial incentive not to disclose. A distressed seller that fully reveals the extent of its liabilities will almost certainly see the purchase price go down. That dynamic can create pressure — sometimes subtle, sometimes not — to minimize, delay, or omit disclosure of problems that a buyer would want to know about.

Chapter 11 provides a structured, court-supervised process that forces disclosure, allows for claims to be identified and resolved, and gives the buyer a much cleaner path to acquiring the business without inheriting problems that were buried in the seller’s balance sheet.

Chapter 11 offers tools that can cut through those problems.

The most powerful tool is the ability to sell assets “free and clear” of many liens, claims, and liabilities. A bankruptcy court can approve that kind of sale, which means a buyer can acquire a business without inheriting a balance sheet full of historical problems. Courts have approved this approach for decades. The Second Circuit Court of Appeals in In re Lionel Corp. established a straightforward governing standard: there needs to be a sound business reason for the sale.

The Chrysler and General Motors bankruptcies in 2009 showed just how far this tool can reach. In both cases, nearly all operating assets were transferred to new entities within weeks of the bankruptcy filing. This move shed most legacy liabilities while preserving jobs, dealer networks, and going-concern value.

Ownership can also transfer through a confirmed reorganization plan. A bankruptcy court can approve a plan that cancels existing equity, distributes new ownership interests to creditors, and binds even the creditor classes that voted against it. That ability to override holdouts is one of the things that makes Chapter 11 uniquely powerful when creditor groups are divided.

Why bankruptcy transactions are expensive

None of this comes cheap.

Every professional retained in a bankruptcy case, including lawyers, financial advisors, restructuring consultants, investment bankers, must be court-approved, and their fees are paid by the bankruptcy estate. Large cases routinely involve multiple firms on multiple sides. The unsecured creditors’ committee gets its own set of professionals, also paid by the estate.

Most distressed companies also need new financing just to keep the lights on during the case. Lenders who provide that “debtor-in-possession” financing typically demand priority claims or liens as compensation for the risk, which adds another layer of complexity and cost.

In large cases, professional fees alone can run into millions per month. The longer the case drags on, the more that burns through the value that creditors and investors were hoping to recover. Time is almost always the enemy in bankruptcy.

What general counsel should be asking

Before supporting a Chapter 11 transaction structure, the general counsel should push on several questions:

  • Are the legacy liabilities, such as tort claims, environmental exposure, pension obligations, tax liabilities, large enough that a conventional deal is truly impractical?
  • Does the buyer actually need a free-and-clear transfer to make the economics work?
  • Are there burdensome contracts or leases that need to be rejected to make the business viable going forward?
  • Are the creditor groups too fragmented or adversarial to reach an out-of-court deal?
  • Will the process attract competing bidders at auction, and how does that affect deal certainty?
  • What happens to customer relationships, employees, and key vendors during a public bankruptcy process?
  • How long will court approval realistically take, and what will it cost?
  • Is there meaningful litigation risk in the form of objections or appeals, that could delay or derail the deal?

Practical steps for in-house counsel

For legal teams actually working through a distressed acquisition, a few things tend to matter most:

  • Make sure diligence is coordinated across legal, financial, regulatory, and operational teams. Gaps are expensive.
  • Model the timeline and costs of a Chapter 11 process against the value it would unlock. Sometimes the math doesn’t work.
  • If there’s a stalking-horse bid, scrutinize whether the protections actually compensate for auction risk.
  • Read the Debtor-in-Possession (DIP) financing covenants carefully. They often constrain the debtor’s options more than people expect.
  • Think seriously about reputational and operational damage. A bankruptcy filing is public, and it affects how customers, employees, and vendors behave.

When to be skeptical

Bankruptcy is a powerful tool, but it can also be misused. If a seller is pushing hard for a Chapter 11 structure, it’s worth asking why. Some warning signs:

  • There’s no clear operational reason why an out-of-court deal wouldn’t work.
  • There’s unexplained urgency to close quickly.
  • Diligence access is limited or financial disclosure feels incomplete.
  • There are significant contingent liabilities that haven’t been clearly explained.
  • Management appears to have incentives tied to retaining equity or control through the restructuring.
  • Contracts that are critical to the buyer’s strategy might be rejected in the bankruptcy process.
  • A seller who needs bankruptcy to make a deal happen may be solving a problem the buyer doesn’t fully understand yet.

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Conclusion

Chapter 11 has come a long way from its origins as a last-resort insolvency proceeding. Used well, it is a sophisticated platform for acquisitions and restructurings that simply could not be accomplished any other way.

When legacy liabilities, fragmented creditors, or burdensome contracts block a clean conventional deal, the Bankruptcy Code’s tools — free-and-clear sales, contract rejection, plan confirmation — can make a transaction possible.

But those advantages come with real costs: time, expense, public scrutiny, and procedural complexity that can slow or derail even well-planned transactions.

Rather than just checking if Chapter 11 is an option, general counsel must evaluate its practical necessity and weigh the potential benefits against the difficulty of the filing.

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