Article

Rep and warranties insurance proceeds in M&A: Key tax considerations for buyers

RWI proceeds can affect taxable income, basis and deal economics after closing

August 18, 2026
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Federal tax M&A tax services

Executive summary: Representations and warranties insurance and M&A transactions

With the condensed timeline of many mergers and acquisitions (M&A) transactions over the past few years, parties have commonly used representations and warranties insurance (RWI) in place of detailed transaction diligence and escrows and holdbacks. Under RWI arrangements, a third-party insurance company, not the seller, pays damages for a breach of the terms of the purchase agreement.

Taxpayers that utilize RWI policies in conjunction with M&A transactions should carefully assess how the involvement of a third-party insurer affects the characterization of subsequent payments: as an adjustment to purchase price (return of basis), or as a current income inclusion. The analysis and its resulting tax effect are fact sensitive and depend on various factors.


Tax treatment of post-transaction RWI payments

In an M&A transaction, the buying and selling parties each agree to various representations, warranties and covenants as part of the transaction agreement. For example, the seller often agrees to transfer the assets in good working condition or accurately disclose financial statements or earnings information relating to the condition of the company. These terms often also relate to post-acquisition activity; e.g., the seller promises not to compete with the buyer or solicit its customer base. After the transaction, disputes can and often do arise over a party’s breach of these terms, which may be resolved through a payment for damages, or settlement.

When the seller makes a settlement payment directly to the buyer related to a breach of the transaction agreement, the payment often constitutes a purchase price reduction rather than income to the buyer, assuming the claim itself relates to the purchase price of the company rather than future lost income. (See United States v. Gilmore, 372 U.S. 39 (1963) and Arrowsmith v. Comm’r, 344 U.S. 6 (1952).)

By contrast, if the parties to an M&A transaction obtain RWI, then the third-party insurer will pay damages when a seller or other party to the transaction breaches the terms of the purchase agreement. In this case, the core tax question is whether those payments from a third-party insurance company can constitute a nontaxable reduction to the stock or asset basis of the purchased company, instead of gross income to the recipient.

Case law has allowed a taxpayer to treat an indemnification payment from a third-party broker as a reduction to purchase price. (See Freedom Newspapers, Inc. v. Comm’r, T.C. Memo 1977-429.) Further, IRS authority indicates that a disaster relief or insurance payment compensating a taxpayer for a property casualty loss is a return of capital and is not included in income. (See Rev. Rul. 71-161, 1971-1 C.B. 76; and Reg. section 1.1016-2.) 

However, there is no case law or IRS authority directly addressing the treatment of post-acquisition settlement payments made by a third-party insurer. Whether the receipt of RWI proceeds is a purchase price adjustment rather than a gross income inclusion is therefore uncertain, fact-sensitive, and dependent on a variety of factors. Factors to consider include:

  • Whether obtaining RWI was a term in the purchase agreement (or integrally connected to the transaction)

  • Which entity or parties are covered by the RWI policy and entitled to any proceeds (e.g., buyer, target, or ultimate investors) 

  • Whether the settlement payment compensates the buyer for lost profits or damages related to the goodwill or tangible assets of the company

  • Whether the premiums and other costs associated with the RWI policy are properly capitalized to the assets or stock acquired under section 263(a) or treated as an ordinary and necessary business expense under section 162

Consider the potential effect of RWI payments in various M&A contexts. What are the consequences of treating an RWI payment as a reduction in basis instead of a current inclusion in gross income? One possible difference is whether the amount is characterized as capital versus ordinary. Another key consideration is the timing of income or gain recognition.

Planning considerations before resolving an RWI claim

Before settling an RWI claim, buyers can avoid unexpected tax liability or loss of value by taking the following steps:

  • Review the purchase agreement and policy to determine whether the RWI coverage is linked to the acquisition economics.

  • Identify the named insured and the party legally entitled to proceeds.

  • Document whether the claim relates to purchase price overstatement, damaged assets, lost profits or post-closing operations.

  • Model the difference between current income inclusion and basis reduction.

  • Consider how any proceeds will be retained, contributed, distributed or otherwise used after receipt.

Concluding thoughts

Parties to M&A transactions increasingly use RWI in place of escrows and holdbacks. When third-party insurers make payments under an RWI policy, it is not entirely clear whether buyers may treat the receipt of those payments as purchase price reductions or, alternatively, must treat them as includible in gross income. Although it appears reasonable to treat those payments as purchase price reductions in many cases, the answer is ultimately fact sensitive.

Additionally, the tax effect of treating RWI payments as a reduction in basis instead of a current inclusion depends on several transaction-specific factors, including whether the transaction was a stock or asset purchase, how the buyer arranges its acquisition structure, and the extent of any distributions the buyer makes to investors. Modeling and planning potential outcomes before settling an RWI claim can therefore have a material impact on future taxable income.

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