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Selling a business

The Owner Who Had Two Buyers and Ended With Neither

The cost of running it yourself is not the fee you saved. It is the number you will never be able to check.

That is the honest answer, and it is unsatisfying because it cannot be invoiced. An owner who sells their own company gets a price. What they do not get is any way of knowing whether it was the right one, because nothing was ever run against it.

What it looks like when it goes wrong

Illustrative. An owner ran a drone-inspection company serving utilities, built on his own ability to sell, and selling the company looked to him like the same job at a larger scale. He had something specific too: a flight-authorization position several larger firms had a real reason to want.

So he called them himself, with nothing signed.

One came back interested and, after months of conversations, produced a letter of intent. While that was going on, a second firm surfaced with a letter of their own. He thought he could do better there, set the first aside, and spent two months working the new one.

The first withdrew. The delay had cost them too much time.

That left him with one buyer, who now knew it. They reopened the price twice over the following quarter and closed nearly a fifth below the indication the first firm had given him, on a structure with a third of it deferred.

Read the part that was not bad luck

He had two interested buyers, which is more than most owners ever get. He ran them one at a time, with months in between.

Two buyers in the same process are competition, and competition is the only thing that reliably moves a price. Two buyers in sequence are not competition. They are one buyer, twice, and the second one finds out they are alone.

Nothing about his company changed between the first letter of intent and the closing. Only the number of people in the room did.

You will do this once

Your counterpart does it constantly. That gap is the whole of it.

The sequence is consistent: a financial review, an engagement, pre-sale preparation that actually makes the company saleable, marketing that runs on deal databases and direct outreach rather than listings, a negotiation, then a close that is frequently the hardest part because moving several parties with different interests to one date is difficult even in good faith.

Very few owners understand that sequence well enough to run all of it, and almost none have the time or the distance from their own company to try.

Where the money actually goes

Four leaks, and none of them appear as a line item.

No competition. A seller without other parties takes the first buyer’s view of value. There is nothing to read the offer against.

An asking price given too early. Say a number first and you have capped yourself. You will never find out that somebody would have paid more.

Winning on price and losing on structure. Price is one term among dozens and it is the one the other side is most willing to concede. An owner who negotiates hard and gets their number sometimes gets it because the structure underneath it favored the buyer heavily.

Being priced on the months you were distracted. The process takes longer than anyone expects, and the attention cost is invisible because you are still in the building. A key account with service problems leaves during the one stretch a buyer is examining. The valuation loss lands on exactly those months.

The thing buyers say to sellers who are unsure

Buyers tilt the table when they sense a seller has no reference point, and the most common move is simply: this is the way we always do it.

Having nothing to compare it to, the seller assumes the request must be standard. A specific example: a buyer says they cannot indicate value before visiting your facility. A seller who concedes that repeatedly spends months giving tours to people who were never going to buy anything.

Every one of those small questions, how much goes out initially, when a letter of intent should appear, who drafts the agreement, how long diligence should run, who pays for it, is a demonstration of how much you have done this. Collectively they decide who is controlling the process.

The relationship damage you cannot undo

Deals die over small disagreements far more often than large ones.

In trying to establish a strong position early, one side insults the other without meaning to. That resentment stays in the room for the rest of the process, and it makes the ordinary disagreements every deal produces hard to settle. Somebody has to be able to carry the hard message between two parties who will have to work together after closing, and the owner cannot be that person because the owner is one of the two.

Momentum, which is the quiet killer

The common pattern: you start, or worse, you respond to an unsolicited approach. You put real time into the information requests and the buyer becomes seriously interested. Then something in the business needs you, an employee problem, a customer problem, a cash problem, and your attention goes back where it belongs.

The buyer experiences that as a company that has stopped responding, and moves on. You start again from nothing, several months older.

A deal should not be lost because somebody took three weeks to answer an email, and that is the only loss on this list that is purely administrative.

What getting it wrong costs

Not a bad price. A reasonable one, arrived at alone.

The owner who ran it themselves cannot say which buyers never saw the company, what the strategic buyer would have paid, whether the structure they accepted was the market or just the first draft, or what their own distraction cost them in the trailing twelve months. Every one of those is unknowable afterward, which is why it does not feel like a loss.

More on this: Why You Cannot Find Your Own Buyer; Talking to One Buyer at a Time Is the Most Expensive Habit in a Sale.


This is what we do. Prism Edge runs the process so that several qualified parties are moving at the same time, which is the only arrangement that produces an offer you can check against something. We hold the sequence, keep the exchange alive, and carry the hard conversations, so you spend the year running the company you are about to be priced on.

The full chapter on what changes when somebody else runs it is in The Business Sale, free to download here.

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