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№ 270 Case Study — Buying & Selling a Business

Keeping the Building Out of a Hamilton Franchise Resale

A chiropractor and a pharmacist had already agreed on a price for a Hamilton franchise before anyone worked out what should happen to the building it operated from.

Buying & Selling a Business8 min readHamilton, OntarioWhat happens to the building
All Buying & Selling a Business case studies
ClientNeil and Cherise, buying a Hamilton franchise resale as a couple
The issueThe purchase price covered the business but nobody had addressed who would own the building it operated from
ServiceStructured a sale-leaseback so the retiring owner kept the building while the buyers acquired the operating business
ResolutionA clean win — the business changed hands without a single day of closure and both sides got the structure they actually wanted

The situation

Neil and Cherise had been together for eleven years before they decided to go into business together, which was, as Cherise put it, the bigger commitment of the two. Neil was a chiropractor with his own established practice. Cherise was a pharmacist who had spent years managing someone else's store and wanted to run her own. When a well-regarded franchise location in Hamilton came up for resale, the two of them saw a chance to build something that was theirs, together, in a business neither of them had run before.

The seller was Camille, who had operated the franchise for close to fifteen years and was ready to retire. She had built a loyal customer base and a strong staff, and she was proud of what the location had become. Camille also owned the building the business operated out of, purchased years earlier when the franchise agreement made her put down roots in one location rather than lease from someone else.

The deal that Neil and Cherise negotiated with Camille, in principle, was straightforward: a purchase price in the low to mid seven figures for the operating business, its inventory, its customer relationships, and its franchise rights. What the early conversations had not pinned down was what would happen to the building. Camille had assumed, without saying so directly, that the sale would include the real estate. Neil and Cherise had assumed, also without saying so directly, that they were buying the business and would figure out the building separately.

Neither assumption was wrong exactly, but neither had been tested against what the other side actually wanted, or against what either side could actually afford. Folding a commercial building purchase into the deal would have pushed the total price well past what Neil and Cherise had financing for. Leaving Camille to sell the building to someone else entirely would have left the new owners without any certainty they could keep operating from the same location once her ownership ended.

Neil's chiropractic practice had taught him something about long leases, since he had signed one himself years earlier for his own clinic space, but he had never negotiated one from the buyer's side of a business acquisition, where the lease terms directly affected how much money a bank would lend against the deal. Cherise, coming from years of managing a store she did not own, understood the operational side of running a franchise location intimately but had never had to think about who owned the walls around it. Between them they had real, complementary experience, and neither part of it, on its own, covered what this particular deal required.

The gap nobody had noticed

The purchase agreement drafted by the franchisor's standard template, which both sides had been working from, addressed the sale of the business in detail: inventory valuation, staff transition, franchise consent, non-compete terms. It said almost nothing about the real estate, because the template assumed a straightforward asset sale where the business and the building were treated separately by default and any real estate arrangement was left to the parties to sort out on their own.

That gap became a problem the first time all three of them sat down together to talk numbers. Camille needed a stable income in retirement and had been counting on either a lump sum from selling the building or ongoing rental income if she kept it. Neil and Cherise needed certainty that they would not be operating a business with no secured right to the location it depended on, and they needed a purchase price that fit within what their combined financing could support.

A straight sale of the building to Neil and Cherise, on top of the business purchase price, would have required financing well beyond what a chiropractor and a pharmacist buying their first business together could reasonably take on, particularly with Cherise also winding down income from her prior employment during the transition. A sale of the building to an unrelated third-party investor was possible in theory, but it would have handed Neil and Cherise's landlord relationship to a stranger with no track record and no relationship to the business, at exactly the moment they most needed lease stability.

What made the gap dangerous rather than merely inconvenient was the timeline. The franchisor required the transaction to close within a set window or the franchise consent would need to be renegotiated from scratch, and the store could not simply close its doors while the real estate question got sorted out. A pharmacy dispensing prescriptions to regular customers does not have the luxury of a pause. Every week spent debating the building was a week closer to a deadline that put the whole deal at risk.

There was a further complication in how the mortgage on the building interacted with any change of ownership. Camille still owed a modest amount on the property, and any structure that changed who held title needed her existing lender's cooperation, since most commercial mortgages include a clause restricting a sale or ownership change without the lender's consent. Ignoring that step would have risked triggering a default on Camille's mortgage at the worst possible moment, in the middle of a transaction everyone was trying to close smoothly.

What we did

  1. Proposed a sale-leaseback structure once the gap became clear. Rather than Neil and Cherise buying the building outright, we suggested Camille keep ownership of the real estate and lease it to the new operating company, which let her retain a stream of retirement income from rent while removing the real estate purchase price entirely from what Neil and Cherise needed to finance through a commercial mortgage.
  2. Negotiated a long-term lease with renewal options in the same document as the business sale. We tied the lease term and rent structure to the closing of the business purchase so Neil and Cherise had contractual certainty about occupying the location for years to come, rather than a handshake understanding that could change once Camille no longer had a business reason to keep them happy with favourable terms.
  3. Set the rent using an independent market assessment rather than a number either side proposed. This avoided a negotiation where either Camille or the buyers could feel the other side had used their leverage in the business sale to extract a favourable or unfavourable rent, since the figure came from a source neither party controlled and both had agreed in advance to accept.
  4. Obtained the existing mortgage lender's consent to the ownership restructuring. We approached Camille's lender early with a clear written explanation of the sale-leaseback structure, since her existing mortgage on the building included a due-on-sale style clause requiring the lender's consent to any change in the ownership or use arrangement affecting the property. An overlooked consent requirement could have let the lender treat the new lease as an unauthorized transfer and call the loan at the worst possible time, so we built the request into the timeline early rather than as a late formality.
  5. Built the closing to happen without any operational interruption. We coordinated the business asset transfer, the lease commencement, and the franchisor's consent to all take effect at the same moment, over a weekend when the store was normally closed for restocking, so customers never experienced a gap in service or noticed any change at all. That meant lining up outgoing staff instructions, the incoming inventory count, and the pharmacy's controlled-substance transfer paperwork on the same forty-eight hours, rather than staggering them and risking a gap in who was legally responsible for the store.
  6. Addressed what would happen if either party wanted out of the lease early. We negotiated a right for Neil and Cherise to purchase the building at a formula price after a set number of years, and a right for Camille to sell it to a third party subject to the existing lease surviving, so neither side was locked into an arrangement with no future flexibility built in.
  7. Confirmed the franchisor's consent covered the real property arrangement specifically. Because the franchise agreement had provisions about who could hold the underlying real estate and what notice the franchisor was owed about any landlord change, we made sure the franchisor's written consent explicitly approved the sale-leaseback structure, rather than assuming a general consent to the business transfer covered it as well. A franchisor that later argued its consent was limited to the operating business, and not to Camille remaining as landlord, could have used that gap to disrupt the deal months after closing.

The outcome

The transaction closed inside the franchisor's required window, with the business purchase and the lease commencing at the same moment. The store did not close for a single day. Regular customers who came in on the Monday after closing saw the same staff, the same shelves, and, for the first several weeks, the same signage while the franchisor processed the ownership update on its own timeline.

Camille kept the building and now receives a predictable monthly rent that, together with the proceeds from the business sale itself, funds the retirement she had been planning toward. Neil and Cherise financed a purchase price that fit within what their combined credit could support, without the added burden of a commercial mortgage on top of it, and they have a secured, multi-year right to the location their new business depends on.

The arrangement was not free of tradeoffs. Neil and Cherise do not own the building outright and remain a tenant subject to rent reviews built into the lease, and Camille gave up the larger lump sum a straight building sale might eventually have brought if property values in the area continue to rise. Both sides went in with those tradeoffs identified and accepted rather than discovered after the fact, which is generally the difference between a compromise that holds and one that turns into a dispute a year later.

A year after closing, Neil and Cherise say the lease has functioned the way it was drafted to. Rent payments go out on schedule, the relationship with Camille as landlord has stayed straightforward, and both of them have been able to focus their energy on running the store rather than managing a property they never had to learn to maintain. Camille checks in occasionally, mostly out of habit, but has otherwise stepped back from day-to-day involvement, which is exactly what she and the buyers had agreed the arrangement would look like.

What you can learn from this

  • When you buy a business, confirm early whether the purchase price includes the real estate it operates from; standard sale templates often leave this to be worked out separately and it can derail a deal late if left unaddressed.
  • A sale-leaseback can let a retiring owner keep a steady income stream from rent while freeing buyers from financing a commercial property purchase on top of the business itself.
  • Setting rent through an independent market assessment, rather than a number either side proposes, tends to remove one of the more common sources of friction in these arrangements.
  • If your business cannot pause operations during a transition, build the closing mechanics around that constraint from the start rather than treating it as a scheduling detail to solve later.
  • A lease tied to a business sale should address what happens years down the road, including any option to buy the property later, so neither side is locked into terms with no path forward.
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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