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Five Contract Review Mistakes That Cost Sellers in M&A Transactions

Margaret Sullivan
Legal documents spread across a review table with handwritten notes and flags

Sell-side counsel occupy a difficult position in M&A transactions. They are reviewing buyer-drafted documentation under time pressure, often while managing client communication, diligence requests, and board process simultaneously. The result, in many transactions, is that certain provisions receive less attention than they deserve. The client signs, the deal closes, and months later the exposure surfaces in a context where the language is no longer negotiable.

These are not random failures. The same patterns appear across deals in different industries and at different price points. Identifying them early, before the signing deadline creates pressure to accept what the buyer offered, is part of what separates thorough sell-side representation from adequate sell-side representation.

Mistake One: Accepting Undefined Indemnification Baskets

The indemnification basket in a purchase agreement serves as a deductible: below the basket amount, the seller bears the cost of breaches; above it, the indemnification obligation activates. Two structures are in common use. Under a tipping basket (also called a dollar-one basket in some drafting traditions), once claims cross the threshold, the buyer may recover from dollar one. Under a true deductible basket, only amounts exceeding the threshold are recoverable.

Sell-side counsel who accept tipping basket language without negotiating toward a true deductible are accepting a provision that materially increases exposure. A basket of 0.75% of deal value sounds protective until a $500,000 claim in a $50 million deal triggers recovery of the full amount under a tipping structure, rather than just the $125,000 excess above the basket. The distinction matters, and it is often treated as standard market practice without verifying whether market practice in this particular deal supports the structure offered.

Related to this is the treatment of basket calculation: whether multiple small claims may be aggregated toward the threshold, and whether claims below a stated de minimis floor are excluded entirely. Both points affect total seller exposure and should be reviewed as a package rather than reviewed in isolation.

Mistake Two: Survival Periods That Do Not Match the Exposure Profile

Standard survival periods for general representations typically run 12 to 18 months post-closing. That window reflects a general assumption that most routine business claims will surface within the first operating cycle under buyer ownership. The assumption is often correct. It is not correct for representations whose underlying exposure has a different discovery timeline.

Tax representations commonly survive until the expiration of applicable statute of limitations periods, which may be three to six years depending on jurisdiction and circumstance. Environmental and title representations frequently carry extended or unlimited survival. The problem arises when sell-side counsel accept survival periods for representations that appear routine but carry longer-tail exposure: IP ownership and non-infringement in technology businesses, compliance with data protection statutes, and accuracy of disclosed material contracts, among others.

Reviewing survival provisions requires reading them against the actual representation categories, not just verifying that the standard 18-month period is in place. If a representation relates to an area where claims could emerge outside the standard window, the survival period for that category deserves individual attention.

Mistake Three: Missing Knowledge Qualifiers in Bring-Down Conditions

The bring-down condition in a purchase agreement requires that the representations be accurate as of the closing date to a specified standard: either accurate in all material respects, or accurate except where the failure to be accurate would not constitute a Material Adverse Effect. The standard governs when the buyer may decline to close because something has changed or been discovered since signing.

What sell-side practitioners sometimes miss is the knowledge qualifier structure in individual representations and how it interacts with the bring-down. A representation made "to the knowledge of the Seller" limits exposure to what specified individuals actually knew at signing. If the bring-down condition does not carry forward the same knowledge qualifier, the seller may be required to bring down a representation at closing to a standard that effectively strips the qualifier: the representation must be accurate, full stop, regardless of whether any individual with knowledge could have identified the issue.

The fix is to ensure that the bring-down condition either explicitly preserves all qualifiers contained in the underlying representations, or that each individually qualified representation is reviewed against the bring-down standard to confirm that no gap has been introduced.

Mistake Four: Accepting MAE Definitions Without Reviewing the Carve-Out List

The Material Adverse Effect definition governs multiple critical provisions: the conditions to closing, the accuracy of representations, and sometimes the indemnification thresholds. Much of the negotiation focuses on the definition's operative language. The carve-outs that follow, the conditions explicitly excluded from the MAE definition, receive less attention and create more exposure.

Carve-outs for general economic conditions, changes in financial markets, or industry-wide conditions are standard and appropriate. The problems arise in two places. First, sellers sometimes fail to negotiate back the "disproportionate impact" exception, which provides that if a general condition affects the target company disproportionately compared to its industry, the carve-out does not apply. Without this qualifier in the carve-out itself, a buyer may argue that an industry-wide event, though technically carved out, still constitutes an MAE because of how it specifically affected the target.

Second, carve-outs for changes in applicable law or regulatory environment are commonly drafted to exclude only general changes in law, not changes that specifically affect the target's core business. For companies in regulated industries, where a regulatory shift could materially affect operations, a carve-out that does not account for sector-specific regulatory risk leaves a gap.

Mistake Five: Overlooking Caps That Do Not Cover the Full Exposure Profile

General indemnification caps in middle-market technology transactions typically range from 10% to 20% of purchase consideration. Sellers review the cap number and confirm it is within a reasonable range. The provision that receives less attention is the exclusion list: the categories of claims that fall outside the general cap entirely and are subject to a different cap, often the full purchase price, or no cap at all.

Standard uncapped carve-outs include fraud and intentional misrepresentation, which are difficult to negotiate away and not usually the focus of concern. The provisions that create unexpected exposure are the ones that get added to the uncapped carve-out list as deal-specific negotiated points: fundamental representations, tax representations, specific identified risks disclosed in schedules, and claims relating to a specific product line or regulatory matter. Each of these, if placed outside the general cap, removes the protection that the cap was intended to provide.

The correct review approach is to read the cap structure as a complete set: the general cap, the list of what falls outside it, and the structure that applies to uncapped claims. A general cap of 15% of purchase price means something different when fraud plus tax plus three deal-specific representations are all uncapped and together represent the majority of plausible indemnification scenarios.

None of these issues require exotic legal knowledge to identify. They require structured, methodical review of the interplay between provisions, rather than sequential review of each clause in isolation. The mistakes that cost sellers most are usually not in the individual clauses, but in the gaps between them.

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