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№ 245 Case Study — Buying & Selling a Business

One name on a guarantee three people signed together

A landlord went after only one of three business partners for the full unpaid rent, even though he owned half the smallest share of it. Fixing that took more than an apology from his partners.

Buying & Selling a Business8 min readVaughan, OntarioPersonal guarantee terms
All Buying & Selling a Business case studies
ClientArjun, a buyer who relocated from another province to co-own a Vaughan business with Kaveh and Niloufar
The issueA joint and several personal guarantee let the landlord collect the whole debt from Arjun alone, regardless of his smaller ownership share
ServiceNegotiated directly with the landlord's lawyer for an efficient, low-cost resolution and secured a written contribution agreement against Arjun's co-guarantors
ResolutionThe claim against Arjun was reduced and paid off on a schedule he could manage, but he still carried more than his fair share of the loss

The situation

Arjun had already tried splitting the demand letter three ways before he called us. When the landlord's collection notice arrived naming him personally for the full amount owing on the lease, his first move was to forward it to Kaveh and Niloufar with a note asking each of them to send their third. Kaveh sent nothing for two weeks and then said he needed to check with his accountant. Niloufar sent a partial payment and stopped answering calls after that. Arjun, the only one of the three the landlord had actually decided to pursue, was left holding a debt that on paper belonged to all three of them equally but in practice belonged to him alone.

The three had bought a small business together eighteen months earlier, a phone and electronics repair shop operating out of a strip plaza unit in Vaughan, for a price in the low six figures. Arjun had moved from another province to take the opportunity, leaving a call-centre job for a smaller wage doing the same work while he learned the business. Kaveh kept his job as a transit operator and put in money and weekend hours. Niloufar, who found the listing in the first place, held the largest ownership share. The three split the business roughly by how much each had put in: Arjun held the smallest piece.

The lease required all three to sign a personal guarantee as a condition of the landlord approving the assignment from the previous tenant. None of them had a lawyer review it before signing, and none of them noticed that the guarantee did not mention ownership percentages at all. It simply made each of them liable for the whole debt if the business defaulted, a standard clause that the landlord's leasing agent presented as non-negotiable paperwork rather than something with real consequences.

When the business fell behind on rent during a slow stretch and eventually stopped paying altogether, the landlord's lawyer sent one letter, and it named Arjun. Arjun was the easiest of the three to locate and, on paper, the most straightforward to collect from, since his wages were traceable through steady employment. He came to us after his own attempt to divide the debt among the partners went nowhere and the landlord's follow-up letter set a deadline for payment in full.

The legal question

The guarantee Arjun, Kaveh, and Niloufar signed was joint and several, a term that sounds technical but has a plain meaning: the landlord could choose to collect the entire debt from any one of them, in any proportion, regardless of how the three had agreed to split ownership or responsibility among themselves. Their internal understanding that Niloufar, as majority owner, would carry the largest share of any liability had no bearing on what the landlord was entitled to demand from Arjun.

This is one of the most misunderstood terms in small business leasing and lending. Buyers often assume that if they own twenty percent of a business, they are on the hook for twenty percent of any guaranteed debt. A joint and several guarantee does not work that way. It gives the creditor the right to pursue whichever guarantor is easiest to collect from, for the full amount, and leaves the guarantors to sort out fairness among themselves afterward through a separate legal process called a contribution claim.

A contribution claim lets a guarantor who paid more than their fair share sue the other guarantors for reimbursement. That right runs between the guarantors, not against the landlord, and if the landlord's own claim were still before a court, a guarantor can usually bring the co-guarantors into that same action rather than starting from scratch. Here, though, the landlord had not sued; the matter was still at the demand-letter and collection-notice stage, so there was no existing action to attach a contribution claim to, and pursuing Kaveh and Niloufar would have meant launching a separate proceeding against people who had already shown, by ignoring Arjun's requests, that they were not going to pay voluntarily. For Arjun, with limited savings and a family depending on his call-centre wage, a lawsuit against his own business partners was not a realistic first step.

A contribution claim also carries its own limitation period, separate from anything attached to the original guarantee or lease default. In Ontario, the two-year clock on a claim like this generally starts running from the date the paying guarantor discovers, or reasonably should have discovered, that they paid more than their share, which in practice usually means the date of payment itself rather than the date the guarantee was signed or the date the tenant first fell behind. A guarantor who waits too long after settling with the creditor to pursue their co-guarantors can find the claim time-barred even though the underlying unfairness never went away. That made timing part of the strategy from the outset: securing a written, dated contribution agreement as part of the settlement itself, rather than relying on an undocumented understanding, gave Arjun a clear record of when his right to pursue Kaveh and Niloufar actually arose.

The legal question, then, was not whether the landlord could pursue Arjun alone. It could, and the guarantee's wording was clear on that point. The real question was how to reduce what Arjun actually paid, on what timeline, without spending more on legal fees than the difference was worth, and whether a written contribution agreement against his partners could be secured as part of the same negotiation rather than as a separate fight later.

What we did

  1. Reviewed the guarantee and the lease line by line to confirm there was no apportionment language. We checked whether any side letter, amendment, or email exchange from the original lease negotiation had ever limited each partner's liability to their ownership share. None existed anywhere in the file, which meant the landlord's legal position was sound and a fight over the wording itself would only have wasted money Arjun did not have to spend.
  2. Advised Arjun against a costly legal challenge to the guarantee's structure. Given how tight his budget was, we ruled out litigating the fairness of joint and several liability as a legal doctrine, since that kind of argument rarely succeeds against a clearly worded commercial guarantee, and pursuing it would have consumed most of the money Arjun could otherwise have used to negotiate a real reduction.
  3. Opened direct settlement talks with the landlord's lawyer instead of litigating the claim. We proposed a lump sum below the full arrears in exchange for prompt payment and a signed release, framing the offer around the landlord's own interest in avoiding further collection costs, an empty unit sitting vacant, and the time value of chasing a smaller balance for months.
  4. Negotiated a payment schedule Arjun could actually meet without borrowing further. Rather than insisting on one lump sum, which Arjun did not have, we secured instalments spread over several months and matched to his regular pay cycle, so the settlement did not push him into further debt or put his household budget at risk while he was still paying it down.
  5. Documented Kaveh and Niloufar's shares of the debt in a written contribution agreement. As part of resolving the landlord's claim, we drafted an agreement recording each partner's proportional share of the guaranteed debt based on their ownership percentages, giving Arjun a clear paper trail he could enforce later rather than relying on an informal understanding nobody had honoured so far.
  6. Sent formal demand letters to Kaveh and Niloufar for their calculated shares. Rather than continuing to rely on informal requests that had already gone nowhere, a lawyer's letter setting out the contribution agreement, the calculation behind it, and a firm deadline changed the tone of those conversations and produced a partial payment from Niloufar within a few weeks of being sent.
  7. Advised Arjun candidly on the limits of pursuing Kaveh any further. Kaveh's financial position, based on what Arjun could tell us about his income and existing debts, made a further lawsuit unlikely to recover meaningful money even with a judgment in hand. We were direct that spending more in legal fees chasing an amount he might never actually collect was not a sound use of Arjun's limited funds.
  8. Confirmed the settlement and release in writing before Arjun made his final payment. We made sure the landlord's release was unconditional and covered any future claim under the guarantee before the last instalment went out, so Arjun was not left exposed to a second demand after he had already paid what the settlement required. We also confirmed the release named Arjun specifically, since vague wording covering 'the guarantors' generically can leave room to argue it never actually discharged him personally.

The outcome

The landlord accepted a reduced lump sum, paid over an instalment schedule Arjun could manage, and released him from further claims once the final payment cleared. The reduction was meaningful but not dramatic, since the landlord held a strong legal position under a clearly worded guarantee and had little reason to concede much beyond avoiding the cost and delay of a formal collection proceeding against a guarantor who was willing to negotiate in good faith.

Of the three partners, only Niloufar made a further payment toward her calculated share, covering a portion of what the contribution agreement said she owed after receiving the formal demand letter. Kaveh paid nothing further, and pursuing him through the courts for the balance was not a step Arjun's budget could support given how uncertain the recovery would have been. In practical terms, Arjun ended up carrying the large majority of the settlement himself, a real and disproportionate loss relative to the smallest ownership share of the three.

What the file achieved was containment rather than victory. Arjun avoided a default judgment against him, avoided the compounding interest and additional legal costs a contested collection action would have added on top of the original arrears, and closed the matter on terms he could actually pay without losing his income or falling further into debt. He also came away with a signed, enforceable contribution agreement against Kaveh that remains available to him if Kaveh's financial circumstances improve in future years.

It was not an outcome anyone on the file would call a win. Arjun paid more than his fair share for a business decision made jointly by three people, because the guarantee he signed did not protect him the way he assumed it would. What the settlement did accomplish was stopping an already bad situation from becoming a judgment, a garnishment, and years of compounding legal costs on top of a debt he could not have paid regardless.

What you can learn from this

  • A joint and several personal guarantee means the creditor can collect the entire debt from any one guarantor, regardless of ownership share. Never assume your liability is capped at your percentage of the business.
  • If you are asked to sign a personal guarantee alongside business partners, insist on a written apportionment clause or a separate side agreement before you sign, not after something goes wrong.
  • A contribution claim against co-guarantors is a separate legal process from the creditor's claim against you, and it can be slow, costly, and uncertain to collect on if your partners have limited assets.
  • When money for a legal fight is limited, a fast negotiated settlement that reduces and reschedules a debt is often worth more than a legally stronger but slower and costlier fight.
  • Getting a written record of each partner's share, even informally, before a dispute happens gives you something to enforce later. Waiting until a demand letter arrives makes that record much harder to establish.
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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