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№ 274 Case Study — Buying & Selling a Business

The Training Period Turned Into a Staff Poaching Run

Mirela and her son bought a small Waterloo business expecting a smooth handover. Instead, the seller used the agreed training weeks to line up the best employees for a new venture down the street.

Buying & Selling a Business8 min readWaterloo, OntarioSeller competing during the handover
All Buying & Selling a Business case studies
ClientMirela, buying a small Waterloo business together with her son Ji-ho to run as a family
The issueThe seller used the agreed transition period to quietly recruit the business's best staff for a new venture
ServiceEnforced the non-solicitation terms already in the deal and negotiated a shortened, supervised handover
ResolutionA negotiated compromise that kept most of the trained staff and cut the seller's remaining access short, at the cost of a small credit against the purchase price

The situation

What worried Mirela was not the paperwork. It was walking into the shop on a Tuesday morning and finding two of the three most experienced staff members had called in sick, again, on the same day the seller had scheduled an off-site meeting she would not explain. If those two employees left, the family had no one else who knew how to run the equipment, manage the regular customers, or keep the place open past the first slow week.

Mirela had worked in retail for years before she and her son Ji-ho decided to pool their savings and buy a small, established Waterloo business rather than have each of them separately chase promotions that were not coming. Ji-ho worked as a dental assistant and planned to keep some hours there while learning the business on the side. Neither of them had run a business before, and the plan depended heavily on existing staff staying on, since the seller had built relationships with regular customers over a decade that a new owner could not replace overnight.

The purchase price sat in the lower range for a business of this kind, and the deal had been structured with a four-week paid transition period during which the seller, Eun-ji, would stay on to train Mirela and Ji-ho and introduce them to staff and customers. That structure is common in small business sales precisely because the buyer is paying, in part, for goodwill the seller carries personally, not just for the equipment and inventory.

The family had not originally retained our office. The purchase agreement had been prepared by another lawyer who handled the closing, and the file came to us partway through the transition period, after Mirela grew suspicious about Eun-ji's behaviour and after the original lawyer became unavailable to continue. We inherited a signed deal with a non-solicitation clause already in it, but no clear read yet on whether it had already been breached or whether it was strong enough to matter if it had been.

Picking up a file mid-transaction is its own kind of pressure. We had days, not weeks, to understand a deal we had not negotiated and decide whether to act while the transition clock was still running. Mirela was clear about what frightened her most: not the legal question in the abstract, but the practical prospect of opening the shop one morning with no one behind the counter who knew how anything worked.

What the other side was relying on

Eun-ji had agreed in the purchase agreement not to solicit the business's employees for a period after closing, a standard term meant to stop a seller from hollowing out the workforce she had just sold along with the business. What she appeared to be relying on was the gap between what the clause said and what would be easy for Mirela and Ji-ho to prove.

A non-solicitation clause stops a party from actively recruiting, but it is genuinely difficult, without direct evidence, to distinguish an employee choosing to follow a former boss to a new venture from an employee being actively pursued. Eun-ji had not sent anything in writing that Mirela had seen. The conversations, if they were happening, were happening off the books, during a transition period the agreement itself gave Eun-ji the right to be present for.

She also appeared to be counting on timing. The transition period was short, and once it ended, her ongoing presence in the shop would end with it, along with the easiest opportunity to talk to staff informally. If she could line up even one or two key employees to resign shortly after the transition period closed, rather than during it, the connection to her would look more like a coincidence than solicitation, especially without a paper trail tying the resignations back to her.

There was a further wrinkle specific to a family purchase like this one. Mirela and Ji-ho were still learning the business themselves during the same weeks the alleged recruiting was happening, which meant less attention on staff behaviour and more reliance on Eun-ji's own account of what was normal for the shop. A seller who is planning to compete has an obvious incentive to keep the buyer focused on operations rather than on her side conversations, and the family, still new to running anything, had no independent way to spot the difference between routine training chatter and active recruitment until the sick days started piling up on the same day each week.

Eun-ji was also, in a sense, relying on the family's inexperience with the legal side of ownership. Mirela and Ji-ho had signed a purchase agreement they had not fully absorbed line by line, and neither of them had thought to ask, before the transition period began, what remedies the non-solicitation clause actually gave them if they suspected it was being ignored. That gap between having a protection on paper and knowing how to use it is exactly the space a seller intent on competing hopes a first-time owner will not close in time.

What we did

  1. Reviewed the non-solicitation clause the prior lawyer had drafted. We confirmed it covered the specific employees at issue and ran for a defined period past closing, which meant Eun-ji's conduct during the transition period, if it amounted to solicitation, was already a live breach rather than something the family had to negotiate protection against after the fact. Enforcing an existing breach is stronger than asking for a new restriction, letting us move straight to a notice of breach.
  2. Gathered a factual timeline from Mirela and Ji-ho. We asked each of them separately to write down, in their own words, every unexplained absence, off-site meeting, and change in staff behaviour they had noticed, then cross-referenced the dates against the shop's own schedule to build a documented pattern rather than relying on impressions alone. Keeping the accounts separate let us see where their observations lined up, harder to dismiss than a shared impression.
  3. Spoke carefully with the two employees at risk of leaving. Rather than confronting them directly about Eun-ji, we advised Mirela to ask open questions about their plans and their satisfaction with the new ownership, which surfaced that one had in fact been approached about a position elsewhere, giving the family the direct evidence they had lacked until then. We coached Mirela on tone first, since confrontation risked pushing the employee toward Eun-ji.
  4. Sent a formal notice to Eun-ji citing the non-solicitation clause. The letter set out the clause's terms, referenced the pattern we had documented, and put her on notice that continued recruitment during or after the transition period would be treated as a breach with real financial consequences, not an assumption we intended to let slide. We sent it directly rather than through her advisor, since a personal notice would carry more weight.
  5. Proposed cutting the transition period short. Rather than litigating the breach outright, which would have cost more in time and money than the family could spare this early in ownership, we offered to end Eun-ji's paid on-site presence two weeks early in exchange for a partial refund of the transition fee already built into the price. This traded a modest, certain concession for the cost of proving a breach in court.
  6. Negotiated a written addendum confirming the shortened term. Eun-ji's own advisor pushed back initially, but agreed once we made clear that the alternative was a formal breach claim tied to the evidence already gathered, which was a stronger position for us to press than for her to defend in court. The addendum also barred Eun-ji from the premises, closing off the informal contact behind the pattern.
  7. Helped Mirela and Ji-ho retain the at-risk employee directly. Once Eun-ji's access ended, we advised them on a straightforward retention conversation and a modest pay adjustment, which the employee accepted, closing the immediate risk to the business's day-to-day operations before it could compound further. Bringing the conversation forward, rather than waiting to see if she left on her own, also reassured the rest of the staff.
  8. Advised the family on documenting the shop's operations going forward. To reduce how dependent the business remained on any single employee's knowledge, we recommended Mirela and Ji-ho begin writing down routine procedures as they learned them, so that the leverage a departing employee or a competing former owner could hold over the business would shrink over time rather than staying concentrated in one or two people who could walk out the door at any point.

The outcome

Eun-ji's on-site presence ended two weeks earlier than the original agreement called for, and Mirela and Ji-ho received a modest credit against the purchase price to reflect the shortened transition, in the low thousands of dollars. It was not the full value of everything the family believed they had lost, but it resolved the dispute without a lawsuit that would have cost more in legal fees and lost time than the credit itself, and it removed Eun-ji from the shop before she could do further damage.

One of the two employees at risk stayed on after a direct conversation and a small pay adjustment. The other left roughly a month after the transition period ended, and the family was never able to prove definitively that Eun-ji had recruited her rather than the employee simply deciding on her own to move on, which is the practical limit of what a non-solicitation clause can guarantee once a transition period is over and a seller is no longer bound to appear anywhere near the business.

Mirela described the compromise honestly to Ji-ho as a partial win rather than a clean one. They kept the business running with most of its trained staff intact and avoided a costly legal fight during their first months of ownership, but they also learned that the paperwork protecting them had limits that only became visible once someone tested them, and that catching a problem during a transition period, while there is still leverage to act, matters far more than catching it afterward, once that leverage has expired.

For a first-time owner, the episode also reset expectations about what a purchase agreement can and cannot do on its own. A well-drafted non-solicitation clause gave Mirela and Ji-ho a real basis to push back, but it took someone actively watching for the pattern and willing to raise a formal objection before the transition period ran out to turn that clause into a result rather than a paragraph that looked reassuring at closing and meant nothing afterward.

What you can learn from this

  • A non-solicitation clause in a business sale only protects you if you can act on a breach while the seller still has something to lose, such as an ongoing payment, a transition fee, or continued access to the business. Waiting until after that leverage disappears weakens your position substantially.
  • If you buy a business partway through a transition and inherit the file from another lawyer, have new counsel review the existing protections early, not after a problem surfaces, so you know what you actually have to work with before you need it.
  • Unexplained absences, off-site meetings, and shifts in staff behaviour during a handover period are worth documenting as they happen. A pattern built from real-time notes is far more persuasive later than a recollection assembled after the fact.
  • Talking directly and carefully with at-risk employees, without accusing anyone of anything, can surface direct evidence of solicitation that you cannot get any other way, and it also gives you the chance to retain them before a competitor does.
  • A shortened, supervised transition combined with a modest price credit is often a more realistic outcome than full compensation for every loss you believe you suffered, and it can resolve a dispute faster than proving a breach in court.
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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