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Insights · August 17, 2026 · 5 min read

He trusted her for thirty years. Nobody was checking the books but her.

Thomas McDermott

By Thomas McDermott

Founder, Dolos

A dentist who had run his practice for thirty years was ready to sell it and retire. He had a buyer lined up, a younger dentist looking to take over an established practice instead of building one from scratch. As part of the deal, the buyer’s accountant reviewed the practice’s books before closing. That is a normal step in most sales. It turned out to be the only outside review this practice’s finances had ever gotten.

Names and identifying details in this story have been changed to protect the people involved. The financial details are accurate.

The numbers did not add up

The accountant found that the revenue did not reconcile, and the gap was large enough that he would not sign off without an explanation. The dentist’s first instinct was to call his office manager. She had run the financial side of the practice for over thirty years and had spent holidays with his family. She was the only person who had ever really looked closely at the books, so she seemed like the obvious person to ask.

A friend talked him out of that call and suggested he bring in an independent accountant instead, someone with no connection to the practice. That accountant asked how far back he wanted the review to go. He said three years. At the time, he told the accountant he did not want to know if it went back further than that.

Three years, $1.4 million

The review turned up $1.4 million in missing revenue over that three-year window, taken by the office manager. There is no record of exactly how she kept it hidden that long. Only that it took someone from entirely outside the practice to finally find it.

She was charged and convicted, and served just over a year in prison. Of the $1.4 million taken, about $250,000 was ever recovered.

The real damage went beyond the $1.4 million

The part of this story that is easy to miss is what it did to the sale itself. The practice was being acquired at roughly an 8x earnings multiple, a fairly standard valuation for a deal like this. Missing revenue does not reduce a practice’s value dollar for dollar when it is priced as a multiple of earnings. It reduces it by that multiple. The $1.4 million was taken over three years, about $467,000 a year. Run through the 8x multiple, that took about $3.7 million off what the practice was worth at sale.

It never costs you what it costs you. It costs you that, times your multiple.

The deal fell through. The dentist did not retire on the timeline he had planned. He downsized his house and went back to work for several more years, knowing the practice would never again be worth what it had been worth six months earlier.

Why nobody caught it sooner

This dentist was not careless, and his situation is not unusual. Most practice owners delegate the financial side of the business to someone they trust and have no independent way to check whether that trust is still warranted. The person with the fullest view of a practice’s finances is often the only person looking at them.

More than half of dental practices have money stolen at some point, 35% once and 17% more than once (ADA survey), almost always by someone the owner has trusted for years rather than a stranger. By the time it is discovered, the typical loss is already around $109,000, and close to two years have usually passed (Prosperident). Like this dentist, most owners find out by accident, often while trying to sell.

What to take from this

An outside financial review that is not run by the same person managing the day-to-day books is one of the few things that reliably catches this kind of slow theft. Waiting for a sale or an audit to force that review means waiting until the damage is already done.

If a practice is ever going to be sold, its value is tied to a multiple of its earnings, so a financial discrepancy costs more than the discrepancy itself. It costs that amount multiplied by whatever the practice is valued at.

The dentist in this story did not misjudge his office manager out of carelessness. He simply had no independent way to verify that his trust in her was still warranted, and by the time someone from outside that relationship looked, thirty years of that trust had already been spent.

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