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Selling a business

Deals Do Not Die Over Money. They Die at Ninety-Five Percent.

Most sales that collapse were nearly finished. Price agreed, structure agreed, diligence substantially done, lawyers trading a document that is ninety-five percent settled.

Then it stops. And when you look at what it stopped over, it is almost never the money.

What the last five percent is actually made of

It is accumulated friction.

A remark somebody took badly in week six and nobody addressed. A position that got defended past the point of making sense, because retreating from it would have looked like losing. Two people who stopped negotiating and started keeping score. A response that took eleven days when the previous ones took two, read as a signal when it was only a vacation.

By this point both sides have spent real money and several months of attention. Both are tired. And both are now willing to walk away from the entire thing over a term neither of them would have cared about in month one.

That is the mechanism. The disagreement is small and the capacity to absorb it is gone.

An illustration

Two parties were four hundred thousand dollars apart on indemnity, on a deal a little under twenty million. Everything else was agreed.

The gap was not really four hundred thousand dollars. It was a call six weeks earlier where the buyer’s counsel had described the seller’s reporting as amateurish, in front of the seller. Nobody had raised it since. The seller’s instruction to their own lawyer after that call was, in substance, give them nothing.

The deal died there. The seller went back to market eleven months later, with a company that had spent a year being run at half attention, and took a lower number from a different buyer.

Illustrative. The pattern is common; the figures are constructed.

Why the math stops working

Run the numbers on almost any late collapse and they are absurd.

Suppose the company throws off a quarter of a million dollars a month. A buyer who walks away over a gap of a few hundred thousand dollars, and then spends eleven months finding another target, has forgone several million dollars of profit they would already have owned, to avoid paying a fraction of it.

Nobody involved is stupid. They are eleven months into a process and have lost sight of the size of the thing they are protecting. That is not a failure of intelligence. It is what happens to judgment under sustained friction, and it happens to both sides equally.

The seller’s version is worse

A buyer who walks loses an opportunity and goes to the next one. They have a pipeline.

You do not. Your cost is the exclusivity period you spent, during which the company was off the market and the other interested parties moved on. It is the year of running at half attention, which shows up in the trailing numbers the next buyer prices. And it is that your next process starts with a company whose last deal failed late, with diligence findings now known to a buyer, their advisors, and their lenders.

You do not get to start over from where you were. You start from somewhere worse.

What actually prevents it

Two things, and neither is about being reasonable.

A deadline agreed early, while everyone still likes each other. A date both sides accepted in the letter of intent is a date neither has to be talked into later. Deals at this stage die of elapsed time more often than of disagreement, and nothing has to be refused for a deal to stop moving.

Somebody whose job is to absorb the friction. The two parties have to work together after closing, which means neither says the hard thing to the other directly. They say it to the advisor. Who then decides what is noise and never passes it on, and what is a real objection and has to be put in front of the other side in terms that leave both of them able to shake hands.

That is the least visible part of the work and it is the part that saves deals. The remark from week six never reaches week eleven.

The question worth asking in month five

Not whether the other side is being reasonable. Ask what the gap is actually worth, against what the deal is worth, and against what another eleven months would cost you.

If you cannot answer that calmly, that is the signal. Not that you are being taken advantage of, but that you have been inside it too long to price it, which is the normal condition at this stage rather than a personal failing.

More on this: The Buyer Has Gone Quiet. Here Is What Is Actually Happening..


This is what we do. Prism Edge sits between the parties through the end of a deal, which means carrying the friction rather than passing it along, holding the timetable that was agreed when everyone was still cooperative, and keeping the gap in proportion to the thing it is threatening. The last five percent is where the work earns its keep.

The full chapters on the debate and the closing are in The Business Sale, free to download here.

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