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№ 244 Case Study — Buying & Selling a Business

Extra Collateral Bought a Defaulted Note Room to Breathe

Phuong bought a competing shop and paid part of the price with a note to Duc, the seller. When payments stopped, an early decision Duc had made months earlier turned out to give Phuong more leverage than either of them expected.

Buying & Selling a Business8 min readCampbellford, OntarioWorking out a defaulted seller note
All Buying & Selling a Business case studies
ClientPhuong, a competing shop owner who bought Duc's business in Campbellford partly on a seller-financed note
The issuePayments on a seller-financed promissory note stopped eight months after closing, and the buyer needed a way forward that did not force an immediate default
ServiceNegotiated a forbearance agreement that added collateral in exchange for a revised, realistic repayment schedule
ResolutionThe note stayed alive on new terms, with the seller securing more protection than the original note had given him and the buyer avoiding a default judgment

The situation

Phuong called our office the same week she missed her third consecutive payment on the promissory note she owed Duc. She did not wait for a demand letter or a lawsuit; she wanted to understand clearly, before anyone else got involved, exactly what her options actually were and how much time she realistically still had before the situation became something a court would need to sort out rather than something she could still manage on her own terms.

Two years earlier, Phuong had owned a small equipment repair shop in Campbellford and had watched Duc's competing shop, a few blocks over, quietly take business she felt should have been hers. When Duc mentioned he was ready to retire, Phuong made an offer to buy his shop outright and fold its customer base into her own operation rather than continue competing with it indefinitely. The deal, priced in the range of $250,000 to $750,000, was structured with roughly forty percent paid in cash at closing and the remainder financed through a promissory note to Duc, payable in monthly installments over four years, secured against the shop's equipment as collateral.

The combined business had done reasonably well for the first several months, but a slower stretch, combined with an unexpected repair bill on a piece of shared equipment, had left Phuong short on cash three months in a row. Rather than skip a payment quietly and hope Duc would not notice, or wait until the shortfall became unmanageable before saying anything, she called us the moment it became clear the third missed payment was coming, and before Duc had said a single word about it himself.

What made the conversation different from a typical default scenario was something Duc had done almost a year earlier, well before any of this began. When the original note was signed, Farid, the accountant Duc had used to review the sale, had pushed for a broader security interest than Phuong's side had initially proposed, covering not just the shop's core repair equipment but a small parcel of newer diagnostic tools Phuong had purchased separately soon after closing. That earlier decision, made for reasons that had nothing to do with anticipating a default, turned out to shape almost everything about how the workout eventually unfolded months later.

The gap nobody had noticed

A promissory note secured against specific collateral gives the lender, in this case Duc, the right to pursue that collateral if the borrower defaults, rather than relying purely on a lawsuit for the outstanding balance and waiting months for a judgment. Most sellers financing part of a sale this way secure the note against the core assets being sold, and Duc's original note did exactly that, covering the shop's primary repair equipment as security for the roughly $150,000 balance still owed at the time payments stopped arriving. Even then, a secured lender in Ontario generally has to give reasonable advance notice before seizing and disposing of collateral, so that remedy was never going to be instant.

The gap nobody had planned for was what would happen if Phuong needed time to recover from a temporary shortfall rather than facing an immediate, all-or-nothing default with no room to negotiate. A standard secured note gives the lender a powerful remedy, but exercising it, seizing and selling the collateral, is a blunt instrument that ends the relationship rather than repairing it. It can also undervalue what the lender recovers, since repossessed equipment sold quickly rarely brings what it would in an ordinary sale, and Duc had no interest in ending up with used equipment he would then have to resell himself.

What changed the calculation was the broader security interest Farid had insisted on a year earlier, covering not just the original equipment but the additional diagnostic tools Phuong had purchased after closing to expand the shop's services. Because that expanded interest had been properly registered at the time, Duc already held a claim against assets Phuong genuinely needed to keep her combined business functioning day to day, tools that had become central to the shop's newer, more profitable diagnostic work. Phuong could not afford to lose access to them, and that made the extra collateral leverage neither side had specifically planned for when the original note was first drafted.

The legal problem, then, was not simply about collecting a debt. It was about finding terms that reflected Phuong's genuine, temporary cash shortfall rather than treating a three-month gap the same way a court would treat a permanent refusal to pay, while making sure Duc's security position was not weakened in the process of buying Phuong the time she actually needed to recover. Getting that balance right meant treating the negotiation as a joint problem to solve rather than a fight either side needed to win outright.

What we did

  1. Reviewed the note and security registration in detail to confirm exactly what Duc's collateral covered, discovering that the broader interest registered a year earlier extended to the diagnostic equipment Phuong now depended on most, which gave both sides a clearer, more accurate picture of where real leverage actually sat before any negotiation began. This confirmed the registration was current, so enforceability was not in question.
  2. Prepared a realistic financial summary for Phuong showing the cash shortfall as a temporary, explainable gap tied to the slow stretch and the equipment repair bill, rather than a broader inability to pay, which mattered because it framed the conversation with Duc around a workable plan instead of a looming, permanent default. The summary projected six months of cash flow, grounding the plan in numbers rather than reassurance.
  3. Reached out to Duc's counsel proactively rather than waiting for a formal default notice to arrive first, proposing a forbearance conversation before the missed payments accumulated further and hardened Duc's position into something less flexible than it needed to be. Approaching them before a fourth payment came due signalled good faith and made it harder for Duc to assume the worst about Phuong's intentions.
  4. Offered additional collateral beyond what the note already secured, specifically a newer delivery vehicle Phuong owned outright, in exchange for a revised repayment schedule that reduced monthly payments for six months before returning to the original amount plus a modest catch-up premium. Proposing the vehicle ourselves, rather than waiting for Duc to demand it, kept the negotiation collaborative rather than adversarial.
  5. Negotiated a formal forbearance agreement rather than an informal handshake understanding, spelling out the revised payment schedule, the additional collateral, and the specific circumstances that would allow Duc to revert to his full original remedies if the new terms were not honoured going forward. Putting these terms in writing protected both sides equally, since Phuong needed the same certainty about what would trigger a default.
  6. Built in a reporting requirement so Duc would receive Phuong's basic cash flow figures monthly during the forbearance period, giving him visibility into whether the business was genuinely recovering rather than simply asking him to trust that it was on faith alone. It also gave Phuong an incentive to keep her own books current, which served her well beyond the forbearance period.
  7. Confirmed the additional collateral was properly registered before the forbearance agreement took effect, so that Duc's expanded security position was fully enforceable rather than resting only on an informal promise that might not hold up if a dispute arose later. Completing this step before either party signed the agreement avoided any gap between the collateral existing on paper and in the public record.
  8. Set a clear end date for the forbearance period rather than leaving it open-ended, so both sides knew exactly when the reduced schedule would end and the original payment amount, plus the catch-up premium, would resume without any need for a further negotiation partway through. A fixed date gave Phuong a concrete target to plan around, rather than an arrangement she might treat as permanent.
  9. Walked Phuong through the risks of the vehicle collateral specifically, since it was an asset she used daily for pickups and deliveries, making sure she understood exactly what losing it would mean operationally before she agreed to pledge it, so the offer reflected an informed decision rather than pressure to say yes quickly. We also discussed what repossession would actually look like, so the risk felt concrete.
  10. Reviewed the finished agreement with Phuong line by line before signing, confirming she understood the revised payment amounts, the catch-up premium, the reporting obligation, and exactly which assets were now pledged, so there were no surprises for her once the forbearance period actually began. This confirmed the default triggers were narrow enough that a late report alone would not put her back in breach.

The outcome

Duc agreed to the forbearance terms roughly three weeks after the first conversation with his counsel, accepting the reduced payment schedule and the additional vehicle collateral in exchange for giving Phuong six months of breathing room to recover. Phuong avoided a default judgment and the immediate risk of losing access to the diagnostic equipment her shop's newer, more profitable work depended on most heavily.

This was not a clean win for either side, and neither Phuong nor Duc described it as one afterward. Phuong ended up paying a modest catch-up premium once the reduced schedule ended, meaning the total she repaid over the life of the note was somewhat higher than the original terms would have required had she never fallen behind. Duc gave up his right to pursue immediate default remedies during the forbearance window, accepting reduced payments for six months in exchange for the extra security and the reporting requirement that let him monitor the business's recovery month by month rather than simply waiting to see what happened.

Both sides said afterward that the broader collateral Farid had insisted on a year earlier ended up doing more work than anyone expected when the note was first signed. It gave Duc real security to negotiate from instead of an all-or-nothing choice, and it gave Phuong an asset to offer that did not require touching the equipment her business needed to keep running day to day. The shop kept operating, the note stayed current on its revised schedule, and neither side ended up spending months and legal fees in court over a dispute that a workout resolved instead. Duc later said he would have preferred the certainty of a lump sum, but recognized that pushing for one would likely have forced Phuong into a default she could not have avoided.

What you can learn from this

  • A seller-financed note secured only against the original sale assets may not reflect what the buyer actually depends on months later; a security interest that grows to cover the business as it changes can matter more than anyone expects when it was first added.
  • Calling your lender before a missed payment, rather than after several have already accumulated, changes the entire tone of a workout conversation and usually leaves considerably more room for a negotiated solution instead of a forced, adversarial one from the start.
  • A forbearance agreement should specify exactly what happens if the new terms are not honoured, including a clear end date; an informal understanding without that detail leaves both sides guessing about what comes next if the recovery does not go as planned.
  • Offering the lender additional collateral, rather than simply asking for patience or more time, gives a struggling borrower real negotiating leverage, because it lets the lender say yes to flexibility without giving up their underlying security position in the process.
  • A temporary cash shortfall and a permanent inability to pay look identical on the surface of a missed payment notice; presenting clear financial detail early helps the other side tell the two apart and respond accordingly rather than assuming the worst outcome.
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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