The situation
Diego still spent most of his week on the shop floor. He and Simone had built their precision metal fabrication business in London from a single rented bay to a company that supplied parts to manufacturers across southwestern Ontario, but neither of them paid themselves much beyond a modest salary — the profit went back into equipment and, eventually, into growth. That growth plan led them to a smaller competitor across town, run by a seller named Devon, whose shop had a customer base that overlapped just enough to make the combination worth pursuing and just little enough to avoid regulatory attention.
The two sides agreed on a purchase price of roughly $11 million, based mostly on a multiple of the target's earnings before interest, taxes, depreciation and amortization — a common way to value a private company by estimating what its ongoing cash-generating ability is worth, rather than just totalling its assets. Diego and Simone brought the signed letter of intent to Treadstone Law once the parties had agreed on price and wanted a purchase agreement drafted that would hold up between signing and the closing date roughly ten weeks later.
What the review found
The gap between signing a purchase agreement and closing the deal is where most acquisition risk lives. A business can look one way on the day the parties shake hands and a materially different way ten weeks later — a key employee resigns, a major customer walks, a supplier contract lapses. The standard tool for managing that risk is a material adverse change clause, often shortened to MAC clause: a provision that lets the buyer walk away, or renegotiate, if the target's business suffers a serious enough decline before closing.
The draft agreement Devon's side had circulated used the boilerplate version of that clause almost word for word — language excluding the buyer's right to terminate unless there had been "a material adverse change in the business, operations, assets, liabilities, or financial condition" of the target. On paper it sounds protective. In practice, that wording is close to unenforceable. Courts have historically set a very high bar for what counts as material enough, and without any defined measure — a dollar figure, a percentage, a specific customer relationship — a dispute over whether a MAC clause had been triggered usually turns into an expensive argument that the party invoking it tends to lose. A vague MAC clause protects the seller far more than the buyer, because it puts the burden of proving something undefined onto the party trying to get out of the deal or renegotiate its terms.
Our review of the target's financials during due diligence — the process of examining a company's finances, contracts, and legal standing before completing a purchase — surfaced a specific concentration risk that made this more than a theoretical concern. One customer relationship accounted for close to a fifth of the target's revenue, and that customer's supply contract with the target was up for renewal in the same quarter the acquisition was set to close. If that contract was lost or shrunk, the business Diego and Simone were paying $11 million for would be worth measurably less than what they had agreed to pay, and a vague MAC clause would have given them almost no practical way to do anything about it.
What we did
- Replaced the vague standard with a measurable one. Rather than leave the MAC clause as a general phrase for the parties to argue over later, we negotiated specific, objective triggers into the agreement: a defined decline in trailing twelve-month revenue, tied expressly to the loss or material reduction of any customer contract representing more than a set share of revenue. A number is much harder to dispute than an adjective.
- Built in a remedy short of outright termination. A pure walk-away right tends to make sellers dig in during negotiation, because the entire deal turns on one all-or-nothing trigger. We structured the clause instead as a price adjustment mechanism — if the defined threshold was crossed, the purchase price would be reduced according to a pre-agreed formula tied to the same earnings multiple used to value the deal in the first place, rather than leaving the buyer's only option to terminate the whole transaction.
- Added a holdback on part of the purchase price. A portion of the price was structured to be held in escrow — funds held by a neutral third party until agreed conditions are met — for a period after closing, giving Diego and Simone a source of recovery if problems with customer retention surfaced shortly after the deal closed rather than before it.
- Monitored the target's key contract through closing. As part of the closing conditions, the agreement required the seller to provide updates on the status of the customer renewal, so the risk was tracked in real time rather than discovered for the first time at the closing table.
- Went back to the table when the risk materialized. Roughly six weeks after signing, the customer notified the target it would not be renewing its contract at the same volume. Because the MAC clause defined exactly what that meant for the deal, we were able to open a renegotiation grounded in a formula both sides had already agreed to, instead of a dispute over whether anything material had happened at all.
The outcome
The lost contract reduced the target's trailing revenue by roughly 15 percent, comfortably past the threshold the clause defined. Under the pre-agreed formula, that translated into a price reduction of approximately $1.4 million, bringing the deal from roughly $11 million down to about $9.6 million. Devon's side pushed back on the full amount, arguing the customer relationship might partially recover, and after negotiation the parties settled on a reduction close to $1.1 million, with a further $300,000 held in escrow for an extended eighteen-month period tied to whether the customer relationship was at least partly restored.
Neither side got everything it wanted. Diego and Simone absorbed real risk they had not planned for — the business they closed on was smaller than the one they had agreed to buy, and the escrow arrangement meant part of their purchase price stayed tied up for over a year rather than being available to reinvest immediately. Devon accepted a lower price than the original agreement called for, and gave up a meaningful holdback on top of that. But the deal closed. Without a measurable clause to fall back on, the more likely outcomes were a collapsed transaction after ten weeks of legal and diligence costs on both sides, or a purchase completed at the original $11 million price for a business that had just become worth noticeably less — either of which would have been a materially worse result for Diego and Simone than the compromise they ended up with.
The shop they acquired is now integrated into their operations, and the customer relationship that triggered the price adjustment has partially recovered, enough that a portion of the escrowed funds was released back to Devon at the end of the holdback period.
What you can learn from this
- A material adverse change clause that only uses general language — "material adverse change in the business or financial condition" — is difficult to enforce and tends to protect the seller more than the buyer, because the buyer carries the burden of proving something undefined.
- Push for measurable triggers wherever possible: a defined percentage revenue decline, the loss of a named customer relationship, or a specific financial threshold gives both sides something to point to instead of argue about.
- A price adjustment formula is often a more realistic remedy than an all-or-nothing termination right, because it gives the seller room to negotiate rather than an incentive to dig in and dispute the trigger entirely.
- Concentration risk — one customer or contract representing a large share of revenue — should be flagged in due diligence and addressed directly in the purchase agreement, not left to general representations and warranties.
- An escrow holdback extending past closing gives a buyer a practical way to recover value if a known risk partially materializes after the deal is done, without unwinding the whole transaction.
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