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Preferential Payments and Fraudulent Transfers in Bankruptcy

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By: Brandon J. Tittle Chapter 11 Bankruptcy

A payment made shortly before bankruptcy may feel routine, or even responsible, until a trustee or Chapter 11 debtor demands that the recipient return it. Preferential payments in bankruptcy and fraudulent transfers can expose creditors, business owners, insiders, and other recipients to costly avoidance actions. Understanding the rules before money or property changes hands can help preserve legitimate transactions and prevent a restructuring strategy from creating a new legal problem.

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Key Takeaways

  • A preferential payment does not require dishonesty. Paying an overdue invoice or reducing a loan balance shortly before bankruptcy can be reversed if it favored one creditor over others and the other statutory elements are met.
  • The look-back period is generally 90 days, or one year for insiders. Repaying an owner loan or satisfying an obligation to an affiliate deserves special attention, though the trustee must still prove every element.
  • Creditors have real defenses. Contemporaneous exchange, ordinary-course payments, subsequent new value, and purchase-money financing can defeat a preference claim, and the outcome often turns on invoices, payment history, and communications.
  • Preference law targets unequal treatment, while fraudulent-transfer law targets intent or insufficient value. Federal law generally reaches transfers within two years of filing, and a below-market transfer to an owner, relative, or affiliate can create substantial exposure.
  • Texas law can reach further back than federal law. Chapter 24 of the Texas Business & Commerce Code generally allows a four-year limitations period for many claims, so the right analysis depends on the specific transaction.

Table of Contents

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  • What Are Preferential Payments in Bankruptcy?
  • The 90-Day and One-Year Look-Back Periods
  • Defenses Available to Creditors
  • Preferential Transfer vs. Fraudulent Transfer
  • How Texas Law Extends the Analysis
  • Address Transfer Risk Before Filing
  • Frequently Asked Questions
    • What Is a Preferential Payment in Bankruptcy, and Can It Be Reversed?
    • What Is the Look-Back Period for Preference Claims in Chapter 11?
    • How Can a Creditor Defend Against a Preference Action?
    • What Is the Difference Between a Preferential Transfer and a Fraudulent Transfer?

What Are Preferential Payments in Bankruptcy?

A preferential payment is generally a transfer that favors one creditor over similarly situated creditors shortly before bankruptcy. It does not require dishonesty or misconduct. A debtor may simply pay an overdue invoice, reduce a loan balance, or grant collateral to secure an existing obligation.

A trustee—or, in many Chapter 11 cases, the debtor in possession—may pursue preference payment avoidance when a transfer:

  • Benefited a creditor,
  • Paid or secured an antecedent debt,
  • Occurred while the debtor was insolvent,
  • Was made within the applicable Look-Back Period, and
  • Allowed the creditor to receive more than it would have received in a hypothetical Chapter 7 liquidation.

The Bankruptcy Code presumes that the debtor was insolvent during the 90 days immediately before filing. That presumption is rebuttable, but it can shift the practical burden of developing financial evidence to the creditor.

Avoidance does not necessarily invalidate the underlying debt. Instead, the recipient may have to return the payment or its value, after which the creditor may be left with a claim against the bankruptcy estate.

Made or received a payment shortly before bankruptcy?
Timing, insider status, and available defenses can change whether a transfer is exposed to avoidance. Get a focused review of the transaction before the situation escalates.
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The 90-Day and One-Year Look-Back Periods

For most creditors, the federal look-back period in bankruptcy analysis covers transfers made within 90 days before the petition date. Transfers involving an insider may be examined for a full year.

An insider can include a corporate officer, director, person in control, partner, relative of an individual debtor, or an affiliated entity. An insider preference, therefore, requires special attention when a distressed company repays an owner loan, satisfies an obligation to an affiliate, or transfers property to management.

The one-year period does not automatically make every Insider transaction avoidable. The Trustee must still establish the other elements. Timing also depends on when a transfer is legally deemed to have occurred, which may not always be the date a check was written or an agreement was signed.

Defenses Available to Creditors

Receiving a demand letter does not mean repayment is inevitable. Several statutory defenses exist, including:

  • Contemporaneous exchange. The parties intended and substantially completed an exchange for new value rather than the payment of old debt.
  • Ordinary-course transactions. The debt arose in the parties’ normal dealings, and the payment was consistent with their established practices or ordinary industry terms.
  • Subsequent new value. After receiving the challenged payment, the creditor supplied additional goods, services, or credit that benefited the debtor.
  • Purchase-money or enabling loans. Properly perfected financing used to acquire property may qualify for protection.
  • Statutory minimums and protected transfers. The Code excludes certain small or specially protected transactions.

The ordinary course of business defense often turns on detailed evidence: invoice dates, payment histories, collection communications, contract terms, and whether the debtor began paying differently as financial pressure increased. A creditor should preserve these records as soon as an avoidance action is threatened.

Preferential Transfer vs. Fraudulent Transfer

Preference law focuses on unequal treatment among creditors. Fraudulent-transfer law focuses on intent or insufficient value.

A fraudulent transfer bankruptcy claim generally falls into one of two categories:

  • Actual fraud. The debtor transferred property or incurred an obligation with actual intent to hinder, delay, or defraud creditors. Because direct proof of intent is uncommon, courts may consider surrounding circumstances, such as transfers to insiders, concealment, retention of control, threatened litigation, or movement of substantially all the debtor’s assets.
  • Constructive fraud. No deceptive intent is required. A transfer may be avoidable when the debtor received less than reasonably equivalent value and also met a statutory financial condition, such as insolvency, unreasonably small capital, or an inability to pay debts as they became due.

Federal bankruptcy law generally reaches transfers made within two years before a bankruptcy filing. A legitimate sale for fair value may withstand scrutiny, while a below-market transfer to an owner, relative, or affiliated company may create substantial exposure.

Planning a restructuring? Check your transfers first.
Repaying owners, moving assets to affiliates, or selling property below market value can invite litigation and complicate your plan. Review the transfer risk before you file.
Talk to a Business Bankruptcy Lawyer

How Texas Law Extends the Analysis

Federal law allows a trustee to use applicable state law when an actual unsecured creditor could have challenged the transfer outside bankruptcy.

Texas Business & Commerce Code Chapter 24, formerly known as the Texas Uniform Fraudulent Transfer Act and now titled the Uniform Voidable Transactions Act, governs many voidable transfers in Texas. It recognizes actual-intent and constructive-fraud theories and generally provides a four-year limitations period for many claims. Certain actual-intent claims may also be brought within one year after the transfer was, or reasonably could have been, discovered.

Texas law can therefore permit scrutiny beyond the two-year federal period. It also contains a claim involving certain transfers of Antecedent Debt to Insiders, generally subject to a one-year period. Which law applies and which limitations or repose period controls requires a transaction-specific analysis.

Address Transfer Risk Before Filing

For debtors, rushed transfers can undermine an otherwise viable reorganization. Repaying owners first, moving assets to affiliates, or selling property below market value may invite litigation and complicate plan negotiations. Pre-bankruptcy planning should focus on transparent, documented, commercially reasonable transactions rather than asset concealment.

For creditors, the strongest response often begins before an adversary proceeding is filed. Counsel can analyze the elements of the claim, calculate available defenses, preserve payment records, and negotiate based on the estate’s actual litigation risk.

At Santiago, PLLC, we bring financial fluency and sophisticated bankruptcy experience to these issues. Brandon Tittle’s accounting background, Big Law training, bankruptcy-litigation experience, and judicial clerkships in Delaware and New York inform a practical understanding of financial statements, courtroom expectations, and restructuring strategy. If you’re evaluating Chapter 11, a Chapter 11 bankruptcy lawyer in Dallas can help you protect enterprise value, reduce debt, and regain leverage.

Bankruptcy can be a disciplined strategy for preserving a business and creating a new beginning. Getting the transfer analysis right before filing is part of regaining control.

Need a Chapter 11 strategy that protects enterprise value?
Tittle Santiago, PLLC helps companies evaluate Chapter 11, reduce debt, and regain leverage with transparent, well-documented transactions.
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Frequently Asked Questions

What Is a Preferential Payment in Bankruptcy, and Can It Be Reversed?

A preferential payment is generally a payment or transfer made to a creditor shortly before bankruptcy that leaves the creditor better off than it would have been in a Chapter 7 liquidation. Yes, it can be reversed, even if the debtor paid a legitimate debt without intending to favor that creditor. If the legal requirements are met and no defense applies, the recipient may have to return the payment or its value to the bankruptcy estate.

What Is the Look-Back Period for Preference Claims in Chapter 11?

The usual period is 90 days before filing. It extends to one year when the recipient was an insider, although the other statutory elements must still be proven. These rules commonly arise in avoidance actions that Chapter 11 debtors pursue to increase recoveries for the estate.

How Can a Creditor Defend Against a Preference Action?

Potential defenses include contemporaneous exchange, ordinary-course treatment, subsequent new value, and certain properly perfected purchase-money transfers. The result depends heavily on contracts, invoices, payment history, communications, and financial records.

What Is the Difference Between a Preferential Transfer and a Fraudulent Transfer?

A preference repays a valid debt but improperly favors one creditor before bankruptcy. A fraudulent transfer involves actual intent to hinder, delay, or defraud creditors, or a transfer for less than reasonably equivalent value while the debtor met specified financial conditions.

Legal References Used to Inform This Page

To ensure the accuracy and clarity of this page, we referenced official legal resources during the content development process:

  • 11 U.S.C. § 547 – Preferences
  • 11 U.S.C. § 550 – Liability of transferee of avoided transfer

About the Author

Brandon J. Tittle is the founding attorney of Tittle Santiago, PLLC, a Texas firm focused solely on business debt relief. With a background in accounting and clerkships under two U.S. Bankruptcy Judges, he brings deep financial and legal insight to each case. Brandon holds a J.D. and an LL.M. in Bankruptcy and has been recognized as a Texas Super Lawyer. He is dedicated to helping businesses regain financial stability with strategic, personalized solutions.

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