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Selling on the Way Up: Why the Trend Matters as Much as the Number

Jim Bates
Jim Bates
November 13, 2026 · 4 min read

Jim Bates is a partner at Jackim Woods & Co., an independent M&A advisory firm focused on sell-side advisory for lower middle market companies in education, business services and manufacturing. Jackim Woods & Co. is a member of the BizNexus Partner Network, which publishes its owner briefings.

The best time to sell is usually while the business is still growing, not after the best year has already passed. Buyers price the next few years and use the recent trend as their evidence, so an owner who sells on a rising trend gets paid for momentum that a flat year would have taken away.

Owners tend to plan a sale around a number. Once revenue or profit reaches a certain level, they tell themselves, it will be time. The trouble is that buyers do not pay for a number on its own. They pay for where they believe the business is going, and they use the direction of the last few years as their evidence. The same profit reads very differently on a rising line than on a flat one.

1. Buyers price the future and use the trend as proof

A buyer's offer is built on what the company is expected to earn after closing. Nobody can see that directly, so the buyer and its lender lean on the recent record. Three years of steady growth make the next year's forecast believable. A strong year followed by a flat one invites the question of whether the strong year was the exception. An owner who sells while the line is still rising gets credit for momentum. An owner who sells just after it has leveled off is often paid for the plateau, even if profit is at its highest.

2. The "one more good year" trap

Almost every owner is tempted to wait for one more good year before going to market. Sometimes that is the right call, for example when a large new contract is about to show up in the results. More often it pushes the sale to a point later in the cycle, where growth is harder to come by and the buyer's forecast is less generous. A sale also takes the better part of a year from preparation to closing. If the waited-for year turns out to be the peak, the trend starts to bend while buyers are still reading it. The better question is not whether next year will be better, but whether the growth will still be visible a year from now.

3. Know which investment the business is about to need

Most companies reach points where the next stage of growth needs money: a larger building, a fleet or equipment replacement, a new system, or a second layer of management. A buyer will see that coming and reflect it in the price, because it will be the one paying for it. An owner who has just made a large investment, on the other hand, carries the cost before the payoff shows in the earnings. Neither situation rules out a sale, but each changes the timing. Know which side of the next investment you are on, and whether it is better to make it and show results first, or to sell with a clear plan and let the buyer fund it.

4. Watch your own energy as closely as the numbers

Businesses often level off for a reason nobody records in the financial statements: the owner has started to run out of energy for them. Fewer new customers get chased, hiring gets put off, and good ideas wait. Buyers notice that kind of plateau. Owners who are honest with themselves about their own runway can go to market while they still have the drive to grow the company, rather than waiting until fatigue shows in the results.

5. Keep the trend intact through the sale

Timing does not end when the process starts. Buyers keep watching the monthly results during diligence, and updated figures are usually reviewed again before closing. Owners absorbed in the sale sometimes let sales activity slip, and a soft quarter in the middle of a process can reopen the price. Put a capable person in charge of day-to-day selling and operations before you start, keep the pipeline full, and treat the months of the sale as some of the most important months the company will have.

The takeaway

The right time to sell is usually while the business is still growing, not after the best year is already behind it. Buyers pay for direction as much as for size. Sell on a rising trend, know where the next investment falls, and keep the business moving forward until the day you close.

FAQ

Questions practitioners actually ask

Should I wait until after a record year to sell?
Not necessarily. A record year helps most when the years before it show a steady climb and the next year looks likely to continue it. If the record year is followed by a flat one while buyers are reviewing the business, it can be read as a peak rather than a trend.
Does a dip in sales during the process lower the price?
It can. Buyers review recent results throughout diligence and again before closing, and a meaningful drop usually leads to questions and sometimes to a renegotiation. Keeping the business on track during the sale protects the price as much as anything done beforehand.
How far ahead should I start thinking about timing?
Two to three years is a sensible horizon for most owners. That leaves time to build a record of growth, make or plan the next major investment, and put management in place so the business keeps moving while you focus on the sale.

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