The situation
Ifrah worked as an early childhood educator. Her sister Anne kept the books for a small accounting practice. Neither had ever run a business, and neither expected to be negotiating the sale of one. But when their father died several years earlier, he left his industrial supply company - a Sudbury business that stocked and serviced equipment for the region's mining and forestry operations - in three pieces. Their brother Tom, who had worked in the company for two decades, received the largest share. Ifrah and Anne each received a smaller stake, inherited more as a legacy than as an active role. They collected modest annual dividends and left the running of the company to Tom.
That arrangement worked until Tom told them he had found a buyer: a larger, out-of-province company looking to consolidate suppliers across northern Ontario. The offer valued the company at roughly $11.5 million. Tom wanted to close within a matter of weeks. He sent the sisters a short summary of the deal and a signature page, framing the vote as a formality.
Ifrah called our office after a conversation with Tom left her uneasy. He had mentioned, almost in passing, that the buyer wanted certainty quickly and that delay could put the whole deal at risk. She wanted to know whether she and Anne actually had a say, or whether they were simply along for the ride.
What the review found
The first step was pulling the shareholders' agreement their father had put in place years earlier. Buried in its approval provisions was a clause that mattered enormously: any sale of the company or substantially all of its assets required approval by shareholders holding at least two-thirds of the voting shares. Tom held a majority of the company on his own, but not two-thirds. Between them, Ifrah and Anne held enough shares that neither sister alone controlled the outcome, but the two of them together did. Without at least one of their votes, Tom could not complete the sale on the terms he had signed.
That single clause changed the entire negotiation. Tom's summary had presented the vote as routine, but the sisters were not passengers - they were the deciding vote, and the deal could not close without them.
The second question was whether anything outside the family agreement would force a delay regardless of what the shareholders wanted. Transactions of a certain size in Canada must be reported to the Competition Bureau before they can close, and the parties then have to wait through a review period before completing the sale. That mandatory pause can work in a minority shareholder's favour, because it builds in time to review the deal properly no matter how fast the majority wants to move. Our team analyzed the transaction against those size thresholds and confirmed the deal fell well below the level that would trigger mandatory notification. There would be no regulatory pause to lean on. If the shareholders' agreement clause had not existed, Tom and the buyer could have closed on virtually any timeline they chose.
That finding sharpened the advice we gave Ifrah and Anne. Their leverage came entirely from the family agreement, not from any outside process, and it would only matter if they used it before signing anything - not after.
We also read the rest of the shareholders' agreement for anything else that might bear on the sale, since these documents are often drafted years apart from each other and can contain clauses nobody remembers agreeing to. There was no right of first refusal requiring the company to be offered to existing shareholders first, and no separate drag-along clause that could have forced the sisters to sell on Tom's terms regardless of the two-thirds threshold. The approval clause stood alone as the operative protection, which made it all the more important that Ifrah and Anne understood exactly what it gave them and exactly how narrow the window was to use it.
We also asked Ifrah and Anne directly what mattered most to them beyond the numbers. Both said they wanted the sale to go ahead - neither wanted to run the company themselves, and Tom had earned the right to sell a business he had spent two decades building. What they wanted was to be treated as real parties to the transaction rather than a formality to be cleared before the buyer's timeline could proceed.
What we did
- Confirmed the voting threshold in writing. We set out plainly, in a letter to Tom and his lawyer, that the sale required the sisters' combined approval under the shareholders' agreement, and that no vote would be forthcoming until they had reviewed the transaction properly.
- Requested full financial disclosure. The summary Tom had circulated included a purchase price but little else. We asked for the underlying financial statements, the buyer's draft purchase agreement, and details of how the price would be allocated between the shareholders.
- Arranged an independent review of the valuation. Rather than accepting the headline number, we had an accountant review the company's recent financial performance against the offered price, to confirm the figure was defensible and to identify what, if anything, was being left on the table.
- Negotiated the terms that mattered most. Two issues stood out. First, the draft agreement allocated a disproportionate share of a post-closing holdback - money withheld from the sale proceeds to cover any undisclosed liabilities that surfaced after closing - against the sisters' portion of the payout rather than spreading it proportionally. Second, the closing timeline gave the sisters barely enough time to review the disclosure, let alone raise concerns. We pushed back on both.
- Extended the timeline modestly. The buyer had genuine reasons to want a reasonably quick close, and we did not think a lengthy delay served our clients either - the deal was a fair one once corrected. We negotiated a closing date several weeks later than originally proposed, enough time for proper review without giving the buyer reason to walk.
- Finalized a revised share purchase agreement. The holdback was reallocated so each shareholder bore risk in proportion to their stake, and a modest increase to the sisters' portion of the purchase price was agreed to reflect the compressed timeline they had originally been asked to accept.
The outcome
The sale closed roughly six weeks after the sisters first called our office - later than Tom had hoped, sooner than a full formal process would typically take, and enough time to get the disclosure and review that had been missing from the original plan. Ifrah and Anne did not get everything they raised. The buyer declined to increase the overall purchase price, holding firm on the headline figure it had offered. What changed was how that money was protected and divided: the holdback no longer fell disproportionately on the minority shareholders, and a modest premium was added to their share to reflect the compressed process they had initially been asked to sign onto without review.
The relationship with Tom was strained through the negotiation - he had genuinely believed the sale was a formality and was frustrated by the delay - but it held together. He and the sisters continued to see each other after closing, and the deal proceeded without anyone walking away or ending up in a dispute. That outcome reflected a compromise both sides could live with, not a clean win for either.
What made the difference was timing. The shareholders' agreement clause only had value because the sisters raised it before signing, while their votes were still needed. Had Ifrah signed the summary page Tom first sent her, the leverage would have disappeared along with any chance to negotiate the holdback or the timeline.
What you can learn from this
- If you hold shares in a family or closely held business, read the shareholders' agreement before any sale discussion begins, not after a deal is on the table. Approval thresholds like a two-thirds vote can turn a minority stake into real leverage.
- Do not assume regulatory review will slow a deal down for you. Mandatory pre-merger notification and waiting periods only apply to transactions above set size thresholds, and most small and mid-sized business sales in Ontario fall well below them.
- Ask for full financial disclosure and an independent valuation before voting on any sale, even one recommended by a family member you trust. A summary of terms is not the same as the underlying numbers.
- Post-closing holdbacks should generally be allocated in proportion to each shareholder's stake. Watch for draft agreements that shift a disproportionate share of that risk onto minority holders.
- Leverage only works while it still matters. Raise concerns and request changes before signing, not after - once your approval is given, the negotiation is over.
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