The situation
Before the deal reached us, Aram had already tried to solve the price gap using a template he had found through an online small-business acquisition forum, a straightforward earnout tied to the target's revenue over the following two years. He and Fatmir spent nearly a month negotiating around that structure before realizing it did not fit the actual problem. An earnout measures performance the business controls; this dispute was about an outcome the business did not control at all.
Aram, a chiropractor who had built a small group of clinics before turning to acquisitions as a second track, had agreed in principle to buy an Amherstburg engineering firm from Fatmir, a professional engineer who had founded the company and grown it into a specialized supplier of components for a regulated industrial process. The business, valued in the thirty to fifty million dollar range depending on the outcome of a single pending matter, was in the middle of a regulatory approval process for an expanded certification that would allow it to supply a significantly larger set of customers.
If the approval came through, most people close to the business believed it would be worth meaningfully more than if it did not, since the expanded certification would open contracts the company could not currently bid on. Nobody could say with confidence when the decision would arrive or what it would be, and the agency reviewing it gave no reliable timeline beyond describing it as under active review.
Fatmir wanted a price that reflected the business's value if the approval succeeded, reasoning that he had done the work to get the application to this stage and should not have to discount for uncertainty he did not create. Aram was unwilling to pay that price without the approval in hand, since a failed application would mean he had overpaid for a business worth substantially less than the number on the table. The earnout Aram had structured himself measured the wrong thing entirely, and by the time he brought the file to us, both sides were frustrated and the deal was at risk of falling apart over a gap neither could resolve through ordinary negotiation.
Both men liked each other, which made the stalemate harder rather than easier. Fatmir had built a genuine relationship with Aram over months of negotiation and did not want the deal to collapse over what he saw as a solvable timing problem rather than a real disagreement about the business's underlying worth. Aram felt the same way, and that shared goodwill is part of why he brought the file to us before either side walked away rather than letting the impasse run until someone lost patience.
The gap nobody had noticed
The gap in the original approach was not the size of the price difference, it was the shape of it. An earnout tied to revenue performance assumes the seller can influence the outcome through the business's own operations after closing. Here, the entire disputed value depended on a third party, the regulatory agency, reaching a decision neither Aram nor Fatmir could accelerate, negotiate, or meaningfully affect once the application was filed. Structuring the price around post-closing revenue would have measured something that had nothing to do with why the parties disagreed in the first place.
What the deal actually needed was a mechanism that separated the two possible futures cleanly: pay a base price reflecting the business's value without the expanded certification, and create a separate, contingent right to an additional payment that would only be triggered if, and precisely when, the approval was granted. This structure, a contingent value right, is more commonly seen in larger public transactions but works just as well in a private mid-market deal where a single external event drives most of the valuation uncertainty.
The gap nobody had noticed until we reframed the problem was that the parties had been negotiating as though they needed to agree on a single number, when what they actually needed was to agree on two numbers and a clear, independently verifiable trigger connecting them. Once that reframing happened, much of the emotional friction in the negotiation eased, because Fatmir was no longer being asked to accept a discount he saw as unfair, and Aram was no longer being asked to pay for value that might not materialize.
The remaining design problem was making the trigger itself unambiguous. A contingent value right is only as good as the clarity of the event that releases payment, and regulatory approvals can be partial, conditional, or delayed in ways that create their own disputes if the payment mechanism is not drafted carefully. A right that pays out on approval sounds simple until the regulator grants something narrower than what was applied for, or attaches conditions nobody anticipated, and the parties are left arguing over whether what actually happened was the event they meant to price.
What we did
- Diagnosed why the earnout structure had failed before proposing an alternative. We walked Aram through why measuring post-closing revenue could not resolve a disagreement rooted entirely in a regulatory decision outside either party's control. Naming that mismatch clearly, rather than tweaking the earnout's percentages, reset the negotiation on the right footing before any drafting began and stopped both sides from spending more time refining a structure that could never have worked.
- Separated the purchase price into a certain base component and a contingent component. We structured the base price around the business's value on a standalone basis, without the pending approval factored in, giving Fatmir a firm floor he could rely on regardless of the outcome and giving Aram certainty about his maximum guaranteed exposure at closing, which is what let both sides stop negotiating around a single, unresolvable number.
- Defined the triggering event with precise, independently verifiable language. Rather than tie the contingent payment loosely to approval, we specified exactly which form of regulatory decision would qualify, addressing partial or conditional approvals explicitly so neither side could argue after the fact about whether the trigger had been met. That precision is what kept the mechanism from becoming its own source of dispute months later.
- Brought in Mirela, an independent engineer, to verify the technical scope of any approval received. Because the certification process involved technical criteria neither of us was positioned to assess on our own, we built in a role for an independent professional to confirm that whatever approval issued actually matched the scope the contingent payment was meant to reward, removing the risk of a dispute over technical interpretation later.
- Set a fixed outer deadline on the contingent right. To prevent the arrangement from hanging indefinitely over both parties' heads, we negotiated a defined window after which the contingent right would lapse if no approval had issued by then, giving both sides a clear end point to plan around rather than an open-ended obligation that could complicate any future transaction involving the business.
- Secured the contingent payment obligation against the business's future value. We negotiated protective terms giving Fatmir real recourse if Aram's group sold, restructured, or otherwise transferred the business before the contingent period ended, so the right could not be diluted, subordinated, or quietly abandoned by a later transaction Fatmir had no visibility into or control over, whatever form that transaction eventually took.
- Closed the base transaction while the approval remained pending. With the contingent structure fully in place, the deal no longer needed to wait on the regulator's own uncertain timeline, and we finalized closing on the base price with the contingent value right attached as a separate, clearly drafted instrument, letting Fatmir move on from the sale while still keeping his stake in the outcome intact.
The outcome
The deal closed on schedule at the base price, with the contingent value right in place covering the disputed portion of the value. Several months later, well within the deadline the agreement had set, the regulatory agency granted the expanded certification in the form both sides had anticipated, and Mirela's independent review confirmed the approval matched the defined trigger.
The contingent payment released to Fatmir in full, on the terms the parties had agreed at closing, without further negotiation or dispute about whether the condition had actually been satisfied. Aram, for his part, ended up paying the higher total price he had originally resisted, but only because the business had, in fact, become more valuable exactly as Fatmir had argued it would.
What made the outcome work was that neither side had to guess. Aram was never exposed to paying full price for an approval that might not have come through, and Fatmir was never forced to accept a discount for uncertainty that turned out, in the end, to have been misplaced. The structure that failed at first, an earnout built from an online template measuring the wrong thing entirely, gave way to one designed around what the parties were actually disagreeing about, and that difference is what let the deal close and hold.
Mirela's verification step, which had felt like an extra layer of process when it was first proposed, turned out to matter more than either party expected once the approval actually arrived: the certification granted was close to, but not identical to, what Fatmir had originally applied for, and her independent confirmation that it still met the drafted trigger avoided a dispute that could easily have reopened the entire arrangement at the worst possible moment.
What you can learn from this
- An earnout measures performance the business controls after closing; if your price gap turns on something neither side controls, like a regulatory decision, that structure will not resolve it.
- A contingent value right works well in private mid-market deals, not just large public ones, whenever a single external, verifiable event drives most of the valuation disagreement.
- Templates found online are built for generic situations; a structure that fits your actual disagreement usually requires custom drafting, not adaptation of a form that measures something else.
- Define the triggering event precisely, including how partial or conditional outcomes will be handled, before you need the answer, not after a dispute over whether it was met.
- Build in an independent verifier and a fixed outer deadline for any contingent payment, so the arrangement resolves cleanly instead of hanging indefinitely over the relationship.
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