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Due Diligence in Extraordinary Transactions: From Risk Assessment to Its Contractual Allocation

Anyone preparing to sell or acquire a business, or to take part in a merger or contribution in kind, sooner or later faces the same question: what exactly is due diligence, and why is it so decisive for the outcome of the transaction? In simple terms, it is the fact-finding investigation that precedes signing and makes it possible to verify whether the actual state of the business matches what has been represented – on the legal, tax, accounting and employment fronts. This is where the contractual protections that accompany the transaction through closing and beyond originate.

In mergers, acquisitions and business transfers, due diligence is therefore not a procedural step that precedes negotiation: it is its technical foundation. It is the activity through which the information asymmetry between the parties, inherent in any negotiation concerning a business as a whole, is translated into a verifiable risk framework. From this framework flow, directly, the contractual architecture of the transaction and its very economic feasibility.

What purpose does due diligence serve from a legal standpoint?

Due diligence serves a twofold function. On the informational side, it allows the buyer to reconstruct the target’s actual legal, financial, tax and operational situation, moving beyond uncritical reliance on the seller’s representations. On the negotiating side, the findings of the investigation translate into specific contractual tools: representations and warranties, price adjustment mechanisms, indemnification clauses with their related caps, baskets and survival periods, and, in cases of greater concern, conditions precedent that make closing contingent on removing specific obstacles or obtaining third-party approvals.

There is also a liability dimension worth noting: due diligence carried out with professional diligence has a direct bearing on whether defects of consent or pre-contractual liability under Articles 1337-1338 of the Italian Civil Code can be established, and it often serves as the decisive evidentiary element in post-closing disputes concerning representations and warranties.

What are the areas of investigation in an M&A transaction?

The areas of analysis are traditionally organized into four distinct categories, each of which helps build a complete and reliable picture of the target.

The corporate legal review covers verification of ownership and unencumbered transferability of the shares or assets being transferred, the validity of shareholders’ resolutions and related filing requirements, the existence of restrictions under the articles of association – such as pre-emption, approval, drag-along and tag-along clauses – as well as the presence of change-of-control clauses in material contracts that could be triggered by the transaction.

The tax review covers the analysis of the accuracy of filed tax returns and the risk of a tax assessment for years still open to review, with particular attention – in transactions structured through a contribution in kind under Article 176 of the Italian Income Tax Code (TUIR) or a merger – to the preservation of tax-neutral treatment and the risk of recharacterization of the transaction under Article 10-bis of Law 212/2000.

The accounting and financial review aims to reconstruct the target’s actual financial position, identifying overstated balance sheet items, unrecorded contingent liabilities, or guarantees given to third parties that have not been disclosed, in support of both price determination and the definition of any earn-out or locked box mechanisms.

The employment law review covers, lastly, verification of the regularity of existing employment relationships, actual labor costs, pending individual or collective disputes, and the consequences applicable to the transfer of the business under Article 2112 of the Italian Civil Code, with regard to continuity of employment relationships and joint liability for employees’ claims.

What happens if issues come to light?

Issues that emerge during due diligence are not, in themselves, an obstacle to the transaction: the purpose of the advisory work is to translate them into a risk allocation consistent with the parties’ intentions. A known tax liability, for example, can be managed through a specific warranty with dedicated indemnification, a price adjustment or, when the issue affects the very economic rationale of the transaction, a condition precedent.

What must be avoided is a due diligence process that is carried out only partially, or that is not integrated with the negotiation phase, leaving risk uncovered. The consequences typically emerge after closing, once the scope for contractual intervention has already been exhausted and the only remedy left is an indemnification claim, with all the limitations – in terms of time, amount and evidence – that this entails.

Why rely on a lawyer for due diligence?

Properly structured due diligence is not one that returns a transaction free of findings, but one that makes it possible to identify, quantify and contractually allocate every issue detected. This requires integration from the earliest stages with the choice of the transaction’s legal structure – direct acquisition, contribution in kind, merger – and with the overall negotiating strategy. It is in this integration between the investigative work and contract drafting that the added value of legal assistance in an extraordinary transaction is, in practice, measured.

Studio Santoro assists entrepreneurs, companies and investors in conducting due diligence and structuring extraordinary transactions, from the preliminary fact-finding phase through to negotiation and closing.
Contact us for a preliminary assessment of your transaction.

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