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№ 262 Case Study — Buying & Selling a Business

The bookkeeper's old files that saved a pharmacy sale

An email from a due diligence accountant flagged an unexplained cash gap in the pharmacy's front counter sales, and the only person who could explain it had left the business years earlier.

Buying & Selling a Business8 min readGuelph, OntarioNormalizing the financials before sale
All Buying & Selling a Business case studies
ClientZofia, a pharmacist preparing to sell her incorporated Guelph pharmacy practice
The issueA buyer's due diligence accountant found unrecorded front-counter cash sales that did not match the pharmacy's reported revenue, threatening the sale price and timeline
ServiceLed a financial normalization review, tracked down the historical records needed to explain the gap, and rebuilt the financial picture before it reached a buyer
ResolutionClear win — the normalization held up under scrutiny and the sale closed at the price the practice was actually worth

The situation

The email arrived on a Thursday, forwarded from Zofia's own accountant with a short note: 'You need to see this before it goes further.' Attached was a letter from a due diligence accountant working for a prospective buyer, listing three years of reported revenue for the pharmacy's retail front counter alongside the corresponding bank deposits. The two did not match. Some years the gap was small. In one year it ran into the low six figures. The letter asked, politely but directly, for an explanation before the buyer's side would proceed with a formal offer.

Zofia had run the pharmacy as an incorporated professional practice for close to fifteen years, building it into a business valued, on a preliminary basis, in the low millions once goodwill and the dispensary's steady prescription volume were accounted for. She had engaged our office months earlier, before the business ever went to market, to make sure the financial picture a buyer would eventually see held together. That review had not yet reached the front counter's cash sales when the buyer's letter landed, because Zofia had not yet listed the business and no formal due diligence should have been underway at all.

It turned out the letter came from an accountant Iryna, a pharmacist in a neighbouring town, had retained after hearing informally through the local pharmacy community that Zofia might be looking to sell. Iryna had reached out directly to gauge interest, and her accountant had pulled together a rough comparison from publicly available corporate filings and an old set of financial statements Zofia's practice had shared years earlier during an unrelated financing application. It was an early, informal look, not a real offer, but the gap it surfaced was real regardless of who had found it.

The front counter, which sold over-the-counter products, cosmetics, and general retail goods alongside the pharmacy's prescription business, had always run heavier in cash than the dispensary side. Zofia's household income sat comfortably in the high range between her practice earnings and her spouse's income as a police sergeant, and she had never had reason to scrutinize the till reconciliations herself. The person who had built and maintained those reconciliations for most of the years in question, a bookkeeper named Agnieszka, had left the practice's employ four years earlier and had not been in regular contact since.

What the review found

We treated the discrepancy the way we would treat any pre-sale financial normalization problem: as a question to answer accurately before a buyer asked it formally, not a number to explain away. Normalizing a business's financials before a sale means adjusting reported figures to reflect the practice's true, sustainable earning power, removing one-time items, personal expenses run through the corporation, and any owner-specific adjustments, so a buyer sees an accurate picture rather than a raw set of books shaped by years of individual accounting choices. Done properly, it usually increases confidence in a business's value. Done poorly, or left undone, it looks exactly like what the buyer's accountant suspected here: unrecorded income.

The bank deposit figures were not in dispute. What was missing was the reconciliation showing how the front counter's daily cash counts had actually been recorded, batched, and deposited, because retail cash businesses commonly hold a portion of daily cash on hand for float and do not deposit every dollar taken in on the day it is received. Without the underlying till tapes and deposit logs, the gap between reported revenue and bank deposits looked, on its face, like sales that had never been recorded at all rather than a timing difference in how cash moved from register to bank.

Those underlying records existed, but not in the practice's current files. Agnieszka, the bookkeeper who had managed the front counter's cash procedures for most of the period in question, had kept her own working papers, monthly reconciliation sheets cross-referencing till counts against deposit slips, on a personal laptop she had taken with her when she left. She was not a party to the sale, had no financial stake in its outcome, and had not spoken with Zofia in over a year after a disagreement about her final pay when she departed.

Without Agnieszka's reconciliation sheets, there was no independent way to show that the gap was a timing and float issue rather than genuinely unrecorded sales. The corporation's own current records simply did not go back far enough or in enough detail, since the pharmacy's point-of-sale system had been replaced twice in the intervening years and the old transaction-level data had not survived the migrations. The entire strength of the normalization, and by extension a meaningful share of the sale price, turned on getting a retired employee with no stake in the deal to hand over documents she had every reason to feel no obligation to produce.

What we did

  1. Confirmed what the corporation's own records could and could not show before approaching anyone outside the business. We had the current bookkeeper reconstruct as much of the deposit history as the surviving system data allowed, which established the actual size of the gap precisely, year by year, and let us frame the outstanding question narrowly and specifically, rather than approaching Agnieszka with an open-ended request that would have been harder for her to say yes to.
  2. Reached out to Agnieszka directly, on Zofia's behalf, rather than leaving Zofia to make the call herself. Given the friction from her departure four years earlier over final pay, a request coming from our office as a professional matter, framed around specific, defined records rather than a general favour, was far more likely to get a fair hearing than a personal call from Zofia that risked reopening old grievances before any records changed hands.
  3. Offered reasonable payment for Agnieszka's time in locating and organizing the records, since she had no ongoing obligation to the practice and no reason to spend unpaid hours searching an old laptop for four-year-old spreadsheets she had no continuing stake in. This turned the request from a favour she could easily refuse into a small, clearly defined piece of paid work, which she agreed to complete within two weeks of the first call.
  4. Reviewed the reconciliation sheets against the bank deposit records line by line once they arrived, checking that the pattern held consistently across the full period in question rather than accepting a partial explanation covering only the largest gap year. The sheets showed a consistent, explainable float and delayed-deposit pattern in every month examined, with no unexplained gap once the timing differences were properly accounted for.
  5. Prepared a normalization memo setting out the adjustment in plain, documented terms, showing month by month how reported revenue reconciled to bank deposits once float and deposit timing were factored in, with each figure tied back to a specific page in Agnieszka's reconciliation sheets, so any future buyer's accountant would see a full explanation supported by primary records rather than a raw discrepancy sitting unexplained in isolation, open to being read as unrecorded income.
  6. Had Zofia's accountant restate the historical financials to reflect the corrected view, and put in place a going-forward procedure requiring the front counter's daily till counts and deposit slips to be logged and retained together rather than reconciled loosely from memory, so cash handling and deposit timing were documented as they happened and the same ambiguity would not recur once the business went to market formally with a new set of buyers looking closely.
  7. Prepared Zofia and her accountant for how to respond if a future buyer's due diligence team raised the same issue, walking through the likely questions in advance and rehearsing plain-language answers to each, with the reconciliation memo and underlying records organized, indexed, and ready to hand over immediately on request, rather than facing a second scramble to reconstruct the same explanation under real deal pressure and a live closing deadline.

The outcome

Zofia did not proceed with Iryna, whose informal inquiry had prompted the whole review but never developed into a serious offer or a formal letter of intent. The practice went to market several months later through a proper, structured sale process, with the normalization memo and reconciled records prepared in advance and ready to hand to any buyer's due diligence team from the very first request rather than assembled under pressure.

A different buyer's accountant, reviewing the file during formal due diligence, raised the same front-counter cash question almost immediately, exactly as anticipated given how visible the gap was in the raw bank data. This time the reconciliation was produced within a day rather than becoming a weeks-long scramble against a closing deadline, and the buyer's side accepted the explanation without further negotiation on price or a request for a holdback tied to the issue. The sale closed at a figure consistent with the practice's original preliminary valuation, with no discount taken for a cash discrepancy that, left unexplained, might otherwise have shaved a meaningful amount off the final number or delayed the deal by months.

Agnieszka was paid for her time, and, by Zofia's account afterward, the exchange resolved some of the lingering friction from her departure years earlier rather than adding to it. The practice's current bookkeeping now retains transaction-level detail through any future system migration rather than losing it the way the earlier two migrations had, so a future owner facing a similar sale would not need to track down a former employee's personal laptop to answer the same question a second time.

Zofia has since recommended the normalization exercise to two other pharmacist colleagues who were beginning to think about their own eventual sales, telling them the same thing she told us afterward: she wished she had asked the question about the front-counter cash years before a buyer's accountant nearly asked it for her, under far worse timing and with far less goodwill on either side of the table.

What you can learn from this

  • Financial normalization before a sale is not about making numbers look better. It is about being able to explain, with documents, why the numbers are what they are before a buyer's accountant asks.
  • Cash-heavy businesses almost always show some gap between reported daily sales and bank deposits, because of float and deposit timing. That gap needs a documented explanation on file, not just an assumption everyone understands it.
  • Point-of-sale system migrations can quietly destroy the transaction-level history a future buyer's due diligence will need. Preserve or export detailed records before replacing a system, not after a sale is already underway.
  • A former employee with no stake in a sale has no obligation to help you after they leave. A direct, professional request with fair payment for their time works far better than an appeal to goodwill.
  • Informal inquiries from people in your own industry can trigger real due diligence before you are ready for it. Have your financial picture defensible before you mention, even casually, that you might sell.
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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