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№ 232 Case Study — Buying & Selling a Business

A Change-of-Control Clause Surfaced Three Weeks Before Closing

Beth wanted to sell the Windsor manufacturing company she co-owned with a reluctant partner, but a loan clause neither of them had read closely threatened to drain the sale proceeds before the money ever reached them.

Buying & Selling a Business9 min readWindsor, OntarioBank covenants at closing
All Buying & Selling a Business case studies
ClientBeth, co-owner selling her stake in a Windsor manufacturing company alongside a reluctant partner
The issueA bank loan's change-of-control clause required full repayment at closing, cutting deep into the sale proceeds
ServiceWorked through the bank, the buyer and Beth's own partner to manage a repayment neither side had budgeted for
ResolutionThe sale closed, but the proceeds Beth and Andre received were significantly lower than the price they had negotiated

The situation

Beth called our office through an interpreter, three weeks before a scheduled closing, to say her lawyer had just told her something she did not fully understand about a bank letter, and asked if we could take a look before anything went further. That call became a second opinion, and then, once Beth decided to move her file, a new file entirely.

Beth worked as an actuary and, together with her business partner Andre, an air traffic controller, had co-owned a mid-sized manufacturing company in Windsor for over a decade, built from a modest start into an operation worth several million dollars. Beth wanted to sell. Health considerations for a family member and a desire to step back from a business that had consumed most evenings and weekends for years had made the decision clear in her mind. Andre did not share that view. He still saw growth ahead and had told Beth more than once that he would rather buy her out than sell the company outright, though he had never put a serious offer forward.

A buyer, Cherise, approached the company independently with a strong offer of roughly $3.4 million, enough that Andre reluctantly agreed to sell alongside Beth rather than block a deal at that price. The purchase agreement moved quickly. What moved less quickly, and less visibly, was a review of the company's existing bank loan, a term loan from years earlier that had financed an equipment expansion and still carried a meaningful outstanding balance.

Because English is not Beth's first language, she had been relying heavily on her original lawyer's summaries of documents rather than reading dense financial and legal language herself, and had not raised concerns even when parts of the process felt unclear to her. It was only when the bank sent formal notice, close to closing, that the loan's terms required immediate repayment in full if control of the company changed hands, that anyone flagged how large that repayment obligation actually was. Beth's original lawyer had told her, in a brief phone call summarized rather than translated in full, that there was 'a bank issue to sort out', without conveying how much money was actually at stake or how little time there was to sort it out before the scheduled closing date.

The gap nobody had noticed

Change-of-control clauses in commercial loan agreements are standard, and not unreasonable from a bank's perspective. A lender who financed one set of owners running the business a particular way has a legitimate interest in reassessing, or calling in, that loan if ownership changes entirely. The clause itself was not unusual. What was unusual was how far into the sale process it took to surface, and how large the number attached to it turned out to be once the bank's payout statement arrived.

The company's original loan documents had been reviewed early in the sale process, but the review had focused on confirming the loan was in good standing and not in default, a narrower question than whether the loan would survive a change of ownership at all. The change-of-control language sat several pages into the loan agreement's general covenants section, described through a longer definition of what counted as a transfer of ownership interest rather than the phrase 'change of control' itself. It was the kind of clause that is easy to miss on a fast read and easy to miss entirely if the reviewer is focused on default and payment history rather than on triggers tied to a future sale.

By the time the bank's letter arrived confirming the repayment obligation and its exact amount, the purchase agreement with Cherise had already been signed, with a purchase price that assumed the existing debt would continue with the buyer or be handled as a routine closing adjustment, not repaid in full immediately from proceeds. The repayment figure, once confirmed, took a substantial bite out of what Beth and Andre would actually receive once it came out of the sale proceeds at closing.

Because Beth had been working primarily from her original lawyer's summaries rather than the underlying documents, and the language barrier had made it harder for her to ask pointed questions along the way, the gap had gone unchallenged for longer than it should have. Once we were retained, our first priority was making sure Beth understood, in her own language through a qualified interpreter, exactly what the clause required and what her real options were before any further decisions were made on her behalf.

There was also a practical complication in renegotiating anything at this stage. Cherise's financing for the purchase had already been arranged around the agreed purchase price, and any request to change the deal structure risked reopening a negotiation neither side wanted to reopen so close to closing. That put real pressure on the timeline, since every extra day of uncertainty made it harder to ask Cherise's side for flexibility without risking the transaction.

What we did

  1. Obtained a certified interpreter for every substantive conversation with Beth going forward, so decisions about a significant reduction in her sale proceeds were made with her full understanding rather than through a second-hand summary that had already contributed to this gap being missed in the first place, and so nothing further was lost in translation at a stage where every remaining decision carried real financial weight.
  2. Requested a formal payout statement from the bank confirming the exact amount required to satisfy the loan on change of control, replacing an estimate with a fixed figure that let everyone negotiate around real numbers rather than guesses about how much the repayment would actually cost, since the closing statement of adjustments could not be finalized on an approximation that risked being off by a meaningful sum in either direction.
  3. Reviewed the signed purchase agreement to determine whether Cherise had any obligation to absorb or share the repayment, and confirmed the agreement was silent on the point, meaning the debt fell to Beth and Andre as sellers unless a further negotiation changed that outcome, a conclusion we needed to confirm carefully before approaching the buyer's side, since an incorrect reading of the agreement would have undercut everything that followed.
  4. Opened a direct conversation with Cherise's lawyer to ask whether the buyer would consider adjusting the deal structure, given the repayment had not been priced into either side's expectations, rather than assuming the point was closed simply because the agreement was silent on it, since silence in a signed contract is rarely the end of a conversation once both sides realize the outcome was not what either of them actually priced in.
  5. Coordinated with Andre, whose reluctance to sell in the first place made this new financial hit a harder conversation, to reach agreement between the two partners on how the reduced proceeds would be split before presenting a united position to the buyer and the bank, since a visible disagreement between the sellers would have weakened both of their positions.
  6. Negotiated a short closing extension with the bank and Cherise to allow time to confirm the exact repayment figure and adjust the closing statement of adjustments accurately, rather than closing on a rushed estimate that risked being wrong in either direction and causing further disputes later, once the money had already changed hands and there was little left to negotiate over.
  7. Prepared a clear closing summary in plain language, translated for Beth, setting out exactly what she would receive after the loan repayment, so she went into closing with full clarity rather than discovering the final number for the first time at the signing table, with no room left for a hurried translated summary to blur any of the details she needed to weigh before signing.
  8. Debriefed Beth after closing on what had gone wrong earlier in the file and what to look for in any future transaction, so the language barrier that had contributed to the gap would not create the same risk again if she was ever involved in a similar deal, including how to ask for documents translated in full rather than summarized.
  9. Reviewed the split of proceeds between Beth and Andre once the reduced total was confirmed, making sure the loan repayment was allocated between the two co-owners in line with their existing ownership agreement rather than becoming a fresh point of dispute between two partners who already disagreed about whether to sell at all, at the moment they most needed to stay aligned.
  10. Confirmed the final numbers with both Beth and Andre together, in a joint meeting with the interpreter present, so both partners heard the same explanation of the reduced proceeds at the same time and neither could later feel the other had been given clearer information or a better account of where the money had gone, so the partnership went into its final weeks with no room left for suspicion between the two of them.

The outcome

The sale closed roughly three weeks after the original date, the delay needed to confirm the bank's payout figure and adjust the closing statement. Cherise declined to absorb any part of the loan repayment, taking the position, not unreasonably given the signed agreement was silent on the point, that the existing debt was a seller responsibility unless the contract said otherwise.

Beth and Andre received meaningfully less from the sale than the headline purchase price suggested, once the loan repayment came out of proceeds at closing. It was a real loss measured against what they had expected going in, not a technicality. The gap was contained to the amount the bank was actually owed, with no additional penalty, no collapsed deal, and no dispute past closing.

Andre, who had never wanted to sell, ended up with a smaller payout than the number that had persuaded him to agree, which strained the partnership in the final weeks even as both partners cooperated to get it closed. Beth left the transaction with a far clearer understanding of what had happened and why, in her own language, than she had going in. The company changed hands, the loan was satisfied in full, and both sellers moved on from a deal that closed properly but for less money than planned.

This was not a case where anyone did anything wrong in a way that could be reversed. The loan clause existed before Beth and Andre ever decided to sell, and once it was triggered by the sale, no amount of negotiation was going to make it disappear entirely. What our involvement changed was how the loss was discovered, confirmed and absorbed. Instead of a rushed, confused final week with numbers Beth could not verify in her own language, the file closed with both sellers understanding exactly what they were receiving and why, and with no further liability trailing behind the sale once it was done.

What you can learn from this

  • Review existing loan agreements for change-of-control clauses early in any sale, and read the actual definition used, not just whether the loan is described as being in good standing.
  • A change-of-control repayment obligation can consume a significant share of sale proceeds if it surfaces after the purchase price is already negotiated. Confirm it before signing, not after.
  • If a purchase agreement is silent on which side absorbs an existing loan repayment, assume it falls to the seller and negotiate accordingly rather than discovering the gap at closing.
  • If English is not your first language, insist on a qualified interpreter for every substantive legal conversation. Relying on someone else's summary of dense documents is how gaps like this get missed.
  • A co-owner who is reluctant to sell needs full, current financial information before agreeing to a deal, not just the headline price. Numbers can change materially between agreement and closing.
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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