The situation
Imran noticed the inconsistency on a Tuesday night, reading a data room folder for the third time because he could not sleep. The folder was labelled preliminary listing materials, and it was supposed to contain the early drafts of a prospectus the seller's team said was already in progress. What it actually contained was a single financial summary, formatted to look like something a listing would require, with no engagement letter from an underwriter, no auditor sign-off, and a date stamp from six days earlier. Imran had read enough pharmacy trade press over the years to know that a real listing process leaves a paper trail months before anyone mentions it publicly. This one had none.
Imran, a pharmacist, and Omar, a commercial pilot, had been friends since university and had spent three years building up capital and a business plan before making an offer on a compounding pharmacy group with four locations across Simcoe County, headquartered in Innisfil. It was their first acquisition of any kind, valued at close to $38 million, and they had structured it with a mix of personal capital, a minority equity partner, and acquisition financing that depended on the purchase price holding at the level they had negotiated. The seller, Winnie, had built the group over eighteen years and had been a tough but straightforward negotiator through the letter of intent stage.
That changed about five weeks into exclusivity. Winnie's advisors began referencing a dual-track process, the idea that the company was simultaneously preparing for a public listing as a live alternative to the sale, and that Imran and Omar's offer would need to improve or Winnie would simply take the company public instead. It was a plausible story on its face. Compounding pharmacy networks with steady margins had gone public before, and Winnie had the scale to make the claim believable. The pressure worked exactly as intended for about a week, until Imran started asking his own advisors why a listing process that supposedly justified a higher price had produced so little that looked real.
The stakes were not abstract. Imran and Omar's financing was contingent on the agreed price, and their equity partner had already signalled that a further increase would require renegotiating the entire capital stack, likely delaying or killing the deal. If the listing threat was real, matching it might be the only way to keep the acquisition alive. If it was not, paying more for a fiction would be the worst possible way to begin their first deal.
The legal question
Ontario law does not stop a seller from exploring more than one path to liquidity at once, but that freedom has limits. Absent an exclusivity or no-shop obligation, a seller is free to run a second process and is under no general duty to volunteer its details to a prospective buyer. A signed letter of intent containing exclusivity, the kind Imran and Omar had negotiated for themselves, can bar a competing process outright, and once the parties are in a contractual relationship the duty of honest performance means a seller cannot actively mislead a buyer about whether one exists. A dual-track process, running a sale and a public listing in parallel and choosing whichever produces a better result, is a recognized and legitimate negotiating strategy in the right circumstances, used by sellers of real scale who genuinely want to keep both doors open until the last possible moment. The legal question here was not only whether Winnie was allowed to claim a listing was underway. It was whether that claim was even permitted under the exclusivity Winnie herself had signed, whether Imran and Omar were entitled to treat it as fact when deciding how much to pay, and what tools were available to test it without accusing Winnie of anything improper on the record, since an accusation that turned out to be wrong could poison the negotiation just as badly as paying an inflated price.
A buyer cannot force a seller to produce internal listing documents that do not exist, but a buyer can structure its own diligence and negotiating posture around the credibility of what is actually shown. The distinction that mattered here was between a seller genuinely weighing two live options, which raises the real price a rational buyer should pay because a competing route to liquidity has real value, and a seller using the language of a dual-track process purely as a bargaining device, with no intention or practical ability to follow through. The second scenario does not change what the business is worth. It only changes what an anxious buyer might be persuaded to pay for it, and the entire value of the tactic depends on the buyer never testing it closely enough to tell the difference.
Testing that distinction required understanding what a genuine listing preparation actually looks like at this stage: an engaged underwriter, audit work already commissioned to a higher standard than a private sale requires, and legal and financial advisors retained specifically for the listing rather than the sale. None of those things require public disclosure to exist internally, and their absence is difficult to fake convincingly across more than a single document, because each one leaves its own separate trail with a separate professional who can be asked to confirm their own involvement. The question for Imran and Omar's advisors was how to probe for that absence directly, through questions Winnie's team would have to either answer with specifics or decline to answer at all, without derailing a negotiation that both sides still wanted to conclude and without tipping into an accusation neither side could walk back.
There was also a timing dimension to the question. Even a real listing process takes months to reach the stage where it could plausibly compete with a signed letter of intent, and Winnie's claim had surfaced only five weeks into exclusivity, well before a listing begun from scratch could have produced anything resembling the materials being described. That timing gap did not prove the claim was false on its own, but it meant the burden of showing real progress sat more heavily on Winnie's side than the pressure tactic implied, and it gave Imran and Omar's advisors a second, independent thread to pull alongside the missing underwriter and auditor.
What we did
- Asked for the underwriting engagement letter directly. A genuine listing process has a lead underwriter engaged well before a prospectus draft exists, because underwriters commit their own reputation to a deal and do not sign on casually. We requested the letter, or confirmation of who the underwriter was, framed as routine diligence rather than a challenge, so the request would not read as an accusation. It went unanswered for eleven days, which was itself informative.
- Requested the auditor's sign-off status. Public listings require audited financials meeting a higher standard than the reviewed statements the private sale process had used, and that additional audit work takes real time to complete. We asked whether the existing auditor had been engaged for it, or whether a new auditor had been retained specifically for the listing. Winnie's team could not name either firm.
- Held the purchase price steady while the leverage was tested. Rather than counter Winnie's pressure with an immediate price increase, which is the instinctive response to a competing-offer threat, we advised holding the existing offer in place and continuing to negotiate the rest of the agreement's terms, so that no concession was made based on a claim that had not yet been checked.
- Kept the timeline flexible around the family emergency. Partway through this period, Imran's father was diagnosed with a serious illness, and Imran needed several weeks away from the file entirely to be with his family. We restructured the diligence schedule around Omar and the equity partner, and asked Winnie's side for a short, formal extension rather than letting the deal drift or appear to be losing momentum on its own.
- Used the pause to complete the credibility check. The extended timeline, rather than costing the deal momentum, gave more room to press the same two questions, underwriter and auditor, through Winnie's counsel rather than Winnie directly, which tends to surface more reliably whether an internal team is actually coordinating a second process or improvising a description of one as needed.
- Documented the gap in writing. Once it was clear no underwriter or dedicated audit work existed anywhere in the record, we recorded that finding plainly in internal notes and in a measured, factual letter to Winnie's counsel noting that the purchase price on the table reflected the business as diligence had actually shown it to be, not as it had been described.
- Reopened price discussions on the buyer's own terms. With the listing claim effectively discredited, later price conversations proceeded on the merits of the pharmacy group's real financial performance, its contract backlog, and its margins, rather than on a competing offer that had never existed in any verifiable form. Negotiating from the business's actual numbers, instead of against a phantom benchmark, put Imran and Omar back in control of a conversation that had spent weeks being driven by a claim they could not test.
- Kept Omar and the equity partner aligned throughout. With Imran away from the file for part of this period, we held short, regular updates with Omar and the equity partner so that no decision affecting the price or terms was made without full visibility from the buying side. Keeping that rhythm going meant Imran could be brought back up to speed quickly once he returned, without discovering that a position had been taken while he was focused on his family.
The outcome
The listing claim was not raised again after the underwriter question went unanswered a second time. Winnie's team shifted back to negotiating the sale on its own terms, and the transaction closed roughly four months later, later than originally planned because of the extension built around Imran's father's illness, at a price within two percent of the original offer Imran and Omar had made before the dual-track pressure began. The minority equity partner's financing held at the original terms, and no part of the capital stack had to be reopened.
Nothing was won here in the sense of a discount extracted or a penalty imposed on Winnie. The outcome was that nothing happened: no renegotiated capital stack, no price increase paid against a threat that turned out to be empty, and no strain on the acquisition financing that depended on the price holding at the level originally negotiated. Imran and Omar completed their first acquisition on terms that reflected the pharmacy group's real financial performance, its four locations, and its client contracts, rather than a manufactured competing bid that would have added several million dollars to the purchase price for nothing in return.
The illness in the middle of the file could easily have made the pressure worse rather than better. A buyer distracted by a family emergency and eager to conclude a deal quickly is exactly the buyer a fabricated listing threat is designed to catch off guard, because urgency makes people less likely to ask hard questions. Building slack into the timeline through a formal extension, rather than trying to power through on the original schedule, and keeping the credibility questions moving through counsel even while Imran stepped back entirely, meant the personal disruption did not translate into a worse commercial outcome for the deal itself.
Imran's father recovered over the following months, and Imran returned to the business full time before closing. Winnie's group and Imran and Omar's new company have since discussed a second, smaller acquisition together, on more straightforward terms and without any repeat of the pressure tactic that had defined the middle of the first negotiation.
What you can learn from this
- A seller is free to explore a public listing alongside a sale, unless an exclusivity or no-shop clause says otherwise, but a genuine listing process leaves a specific, verifiable trail: an engaged underwriter and dedicated audit work. Ask for both directly.
- If a competing process is used to justify a higher price, test its credibility before matching it. An unanswered request for basic confirmation is itself useful information.
- Hold your negotiating position while you verify a claim rather than conceding first and checking later. Concessions made under unverified pressure are hard to claw back.
- Build slack into a deal timeline for personal emergencies before you need it. A short, formal extension protects the deal far better than silence or a rushed close.
- Route sensitive credibility questions through counsel when a principal needs to step back. The diligence does not have to stop just because the person driving it does.
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