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№ 280 Case Study — Buying & Selling a Business

An unsolicited higher offer arrived while exclusivity was still in force

Mid-negotiation on the sale of her Kenora technology company, Angela's chosen buyer accused her of secretly shopping the deal to a rival. The truth was more ordinary, and the break fee she had insisted on became the reason the sale survived.

Buying & Selling a Business8 min readKenora, OntarioBreak fees and termination fees
All Buying & Selling a Business case studies
ClientAngela, a technology executive selling her company to Ama after a health diagnosis
The issueA rival buyer's aggressive approach during exclusivity nearly cost the seller her negotiated deal and her credibility with the buyer
ServiceUsed a pre-negotiated break fee and a documented timeline to hold the primary deal together and clear the seller's name
ResolutionMitigated — the sale closed but at a lower price than originally agreed, a real concession made to salvage a deal that nearly collapsed

The situation

Angela had not seen the message coming, and by the time she did, it had already been sitting in two inboxes for a full day. Ngozi's email arrived on a Tuesday, addressed not to Angela but to two of her senior staff, offering to buy the company directly and asking them, without mentioning Angela at all, whether they would stay on if the deal went through. Angela found out about it only because one of those staff members forwarded it to her, confused about why a stranger was asking.

Angela had built a technology services company out of Kenora over close to two decades, and a diagnosis earlier that year had made clear she needed to step back from running it. She had spent months negotiating a sale with Ama, a buyer from outside the region who wanted the company's client base and technical team intact, at a price in the mid-seven-figure range that reflected years of steady, profitable growth. The two sides had signed an exclusivity agreement, a period during which Angela agreed not to negotiate with any other buyer while Ama completed due diligence, in exchange for Ama committing real time and money to the process.

Ngozi owned a construction company and had been circling the deal for weeks, having heard through industry contacts that Angela's business might be for sale. When Ngozi's direct approach to Angela's staff surfaced, Ama's team reacted immediately and badly, treating it as proof that Angela had been quietly encouraging a bidding war behind their back, in breach of the exclusivity they had signed. Ama's lawyer sent a letter within two days suggesting the exclusivity agreement had been broken and that Ama was reconsidering the deal entirely.

Angela had done nothing to invite Ngozi's approach and had no relationship with Ngozi beyond a handshake at an industry event a year earlier, but she had no way, in the moment, to prove a negative. What made the following weeks urgent was not just the risk of losing Ama as a buyer, it was the risk of losing the deal entirely while also carrying the reputational cost, in a small business community, of being seen as someone who had negotiated in bad faith.

What made this urgent

The exclusivity agreement we had negotiated for Angela months earlier included a clause that, in hindsight, became the single most important protection in the file: a break fee, payable by whichever side walked away from the deal without proper cause during the exclusivity period. It had been included at the time as a routine way to keep both parties honest, discouraging Ama from using the exclusivity period to quietly shop for a better deal elsewhere while Angela's company sat off the market, and discouraging Angela from being tempted by a stronger offer showing up mid-process. Neither side had drafted it with a scenario like this one in mind; it was meant to guard against a party's own second thoughts, not against the conduct of an outsider altogether.

That same clause now cut the other way, and urgently. If Ama's team treated Ngozi's approach as grounds to walk away, and if it later turned out Angela had done nothing wrong, Ama would owe the break fee under the terms both sides had agreed to. That gave Ama's side a real financial reason to slow down and investigate properly rather than terminate on an assumption, but it also meant the accusation had to be resolved quickly and credibly, because a break fee dispute layered on top of a collapsed multimillion-dollar sale would have been costly and slow for everyone involved, and because a public falling-out over an accusation of bad faith would have followed Angela into any deal she tried to negotiate next.

There was a second, quieter urgency. Angela's health meant that a long delay, whether from a collapsed deal that had to be restarted with a new buyer, or from a drawn-out dispute over the break fee itself, was not simply inconvenient. She needed the sale to close within a realistic window, and every week spent litigating an accusation instead of closing a deal was a week she could not easily recover, both financially and in terms of the treatment schedule she was trying to work around.

The facts, examined quickly, looked worse for Angela than they turned out to be. She had, in fact, exchanged a handful of pleasant messages with Ngozi over the prior year, the kind of casual contact common between local business owners, and one of those messages, sent before the exclusivity period even began, mentioned in passing that she might eventually sell. Taken out of context and read after Ngozi's approach to her staff, that earlier message looked like evidence of encouragement, something a suspicious reader could point to and say she had been laying groundwork all along. Read against an actual timeline, it was nothing of the sort.

What we did

  1. Assembled a full, dated timeline of every contact with Ngozi. We gathered every message, call log and calendar entry connecting Angela to Ngozi over the past two years, and laid them out chronologically against the exclusivity agreement's start date, which showed clearly that the one message referencing a possible sale predated the exclusivity period by several months and that no contact of any kind occurred after it began, leaving no gap for Ama's side to point to.
  2. Distinguished Ngozi's staff approach from anything Angela had done. We confirmed, through Angela's own staff, that Ngozi had reached out to them directly and unprompted, with no involvement from Angela, which meant the conduct that had triggered the alarm was entirely Ngozi's own initiative rather than anything covered by Angela's exclusivity obligations toward Ama, a distinction that mattered because the exclusivity clause bound Angela's own conduct, not a stranger's.
  3. Responded to Ama's lawyer with the timeline and a direct explanation of the break fee's effect. Rather than simply denying wrongdoing, we set out the documented facts alongside a plain reminder that walking away without proper cause would trigger the break fee Ama had agreed to, giving Ama's side a concrete reason to slow down and evaluate the evidence rather than terminate reflexively on an assumption made in anger.
  4. Proposed a short, defined verification period instead of an immediate walkout. Rather than let the dispute fester indefinitely, we negotiated a two-week window during which Ama's team could review the timeline and speak with Angela's staff directly, giving them a controlled way to satisfy themselves without either side losing more time than necessary while Angela's health made every week matter more than it would have otherwise.
  5. Reopened price negotiations once trust was restored, but from a weakened position. Even after Ama accepted that Angela had not breached the agreement, the episode had cost real momentum and raised Ama's own perceived risk in the deal, and Ama's team used that leverage to push for a lower purchase price before proceeding, which we negotiated down from Ama's opening request but could not eliminate entirely without risking the deal collapsing outright over a matter of principle.
  6. Closed with updated exclusivity and confidentiality terms. To prevent a repeat of the same confusion, we added a clause requiring either side to disclose promptly, rather than remain silent about, any unsolicited approach from a third party during the remaining negotiation period, so a similar situation would be handled as routine disclosure rather than a crisis that threatened to unravel months of work.
  7. Advised Angela on how to handle Ngozi's continued interest going forward. Once the deal with Ama was back on track, we gave Angela clear guidance on responding to any further contact from Ngozi, in writing and copied to Ama's side where relevant, so no future approach could be misread the same way twice, and so Angela had a paper trail ready if it ever came up again.

The outcome

The sale closed, but at a price reduced by roughly ten percent from the figure originally agreed before Ngozi's approach surfaced, a concession Angela accepted to keep the deal with Ama moving rather than restart the entire process with a new buyer while managing her health. That reduction was a genuine cost, not a technicality, and reflected real leverage Ama gained during the weeks of uncertainty even after being shown the facts.

Angela's name was cleared with Ama's team once the timeline was reviewed, and the break fee itself was never actually paid by either side, since the deal ultimately proceeded rather than terminating. Its value was in the incentive it created for Ama to investigate carefully instead of walking away on an assumption, which is precisely the function it had been negotiated to serve, even though nobody had anticipated it would be tested from that direction.

Ngozi's unsolicited approach to Angela's staff had no further legal consequence and no deal ever materialized from it. For Angela, the episode was a hard lesson in how quickly an innocent, months-old conversation can be read as something else entirely once a deal is under pressure, and a reminder that even a well-drafted exclusivity agreement cannot prevent a third party's own conduct from putting real strain, and real cost, on a sale that was otherwise on track.

The transaction closed within the timeframe Angela's health required, and the technology company continued operating under Ama with most of the senior staff, including the two people Ngozi had originally approached, staying on through the transition. Angela did not pursue any claim against Ngozi, concluding that the cost and delay of doing so would outweigh whatever it might recover, and treated the reduced price as the true cost of a deal that had nearly come apart for reasons entirely outside her control.

What you can learn from this

  • A break fee in an exclusivity agreement protects both sides, including a seller wrongly accused of shopping a deal, by giving the accusing party a financial reason to verify before walking away.
  • Keep a dated record of contact with any other interested party, even casual conversation, since an innocent exchange can look very different once read after the fact and out of context.
  • An unsolicited approach from a third party during exclusive negotiations is not automatically a breach by the seller, but it can still cost real leverage and money to resolve.
  • Building a disclosure requirement into an exclusivity agreement, rather than leaving silence as the default, prevents confusion from escalating into an accusation.
  • Being cleared of wrongdoing does not always mean a deal returns to its original terms; a damaged process can still carry a real financial cost even once the facts are sorted out.
This case study is entirely fictional. It does not describe any real client, file, or matter handled by Treadstone Law, and it is not a real file with details changed. All names, people, properties, businesses, dollar amounts, dates, and events are invented, and any resemblance to a real person, business, or situation is coincidental. Fictional scenarios like this one illustrate the kinds of legal issues people in Ontario commonly face and how a lawyer can help. They are general information, not legal advice — no two matters unfold the same way, and nothing here predicts the outcome of any real case. Reading a case study does not create a lawyer-client relationship. If you are facing something similar, speak with a lawyer about your specific circumstances.

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