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IBEX Business Exchange · Owner briefing

The Lower Offer That Won: A Deal Lesson in Reading Two Letters of Intent

Jeff Elder
Jeff Elder
October 26, 2026 · 4 min read

When two letters of intent arrive, the higher price is not always the better deal. A headline number means little until you compare the cash at closing, how much rides on an earnout or note, what could stop the deal from closing, and what the owner must do after the sale to collect the rest.

Owners comparing two offers almost always start with the bigger number. Often that is the right place to start, but it is a poor place to stop. The composite below is built from a situation that comes up regularly in sales of companies this size, with names, industry details and figures left out and the mechanics kept accurate. The owner took the lower offer, and it was the better deal.

1. Two letters, two very different buyers

The company was a regional manufacturer, profitable and steady, owned by a founder in his late sixties with no family member waiting to take over. A sale process drew several interested buyers, and two of them sent letters of intent.

The first came from a private equity group. It carried the higher headline price. Part of it was cash at closing, a meaningful share was an earnout tied to the company's earnings over the next three years, and the founder was asked to roll a minority stake into the new company and stay on as president for two years.

The second came from a regional competitor. The headline was lower. Most of it was paid in cash at closing, with a small seller note, and the founder would stay for six months to introduce customers and hand over the work.

2. Reading what each price was made of

The useful exercise was to put both offers on one page and break each price into four lines: cash at closing, money paid later, what that later money depended on, and who would control those conditions.

That page changed the comparison. The earnout would be measured on earnings of a company the founder no longer owned, run under a new owner's plan, with new costs and possibly an add-on acquisition folded in. Earnouts can pay in full, but how earnings are defined, what costs count and who decides how the business is run all affect what gets paid. The rolled equity carried real upside, but it could not be sold until the fund sold the company, on the fund's timetable. Counting only the money that was close to certain, the gap between the two offers was much narrower than the headlines suggested.

3. How sure was each buyer to close?

The second question was which buyer was more likely to get to the closing table on the terms in the letter. The private equity group needed acquisition financing and would commission its own quality of earnings review, both of which take time and can turn up reasons to revisit the price. That is normal, and many private equity buyers close reliably. The competitor already knew the industry, the customers and the equipment, had its financing lined up, and planned a shorter diligence process. Neither buyer was a sure thing, but one had fewer steps between signing and closing.

4. What the owner wanted after the sale

The deciding question had nothing to do with either buyer. The founder wanted to be done. Two years as president, reporting to a board and working to hit an earnout target under someone else's plan, was not the life he wanted, and he said so. Six months of handover was. He also cared about his long-time employees, and the competitor wanted the plant and the people because it was short on capacity.

For a younger owner who wanted to keep running the business and take a second payday when the fund sold, the private equity offer could well have been the better deal. The right offer depends on the seller as much as on the buyer.

The takeaway

A headline price is where the comparison starts. What decides it is how much you receive at closing, how much depends on things you will no longer control, how likely the buyer is to close on the terms in the letter, and what you have agreed to do afterward to collect the rest. Owners who compare offers on those terms, and who are honest with themselves about the years after the sale, choose better than owners who compare headlines.

FAQ

Questions practitioners actually ask

Is the highest offer usually the best one?
Not always. Two offers with different structures can be far apart on paper and close in the money an owner is likely to receive. Compare cash at closing, deferred payments and the conditions attached before deciding which offer is higher.
Should I accept an earnout?
An earnout can be reasonable, particularly when buyer and seller disagree about future growth. Look closely at how earnings are defined, which costs count against them, how long the earnout runs and how much say you keep in running the business during that period.
Can I negotiate the terms of the higher offer instead?
Often, yes. A credible second offer gives you room to ask for more cash at closing, a shorter employment term or clearer earnout definitions. The time to do that is before you sign a letter of intent and agree to exclusivity.
Jeff Elder

Jeff Elder

Senior Advisor, IBEX Business Exchange

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