
In most mid-market companies, pricing belongs to whoever touched it last. Finance sets a margin target, sales negotiates around it, and a few times a year someone raises list prices by inflation and hopes nobody notices. Then everyone is surprised that margins drift.
Your price list is a strategy. Your discounts are the strategy you actually have.
Price is where your strategy shows up on every invoice. Who you charge more, who you charge less and what you give away says more about your company than the strategy deck does.
The discount is the real price
When we start pricing work, we don’t look at the price list first. We pull every invoice from the last two years and compare what customers actually paid with what the list said.
The result is almost always the same. Discounts are wide, inconsistent and unrelated to anything the company says it values. The biggest discounts tend to go to customers who negotiate hardest at renewal, which often means the most loyal customers pay the least. At one software company we worked with, the average discount was 14%, and nobody could explain why two near-identical customers paid 30% apart.
Your price list is a strategy. Your discounts are the strategy you actually have.
Charge for the value customers get
The second thing we look at is usage. Who uses what, and how much? In almost every business we’ve priced, a minority of customers get far more value than the rest at roughly the same price. In software it’s large accounts using four times the features. In industrial businesses it’s customers who rely on fast delivery or engineering support they never pay for.
That gap is the opportunity. You don’t have to raise prices for everyone. You have to stop giving the most valuable things away to the customers who’d pay for them.
Make it something sales can follow
A good pricing structure fits on one page and can be explained by a new sales rep in their first week: a small number of plans or tiers, a clear reason a customer would move up, and one discount rule. Not a matrix of exceptions.
If the sales team needs a spreadsheet to quote a price, they’ll stop using it the first time a customer pushes back. Simple structures hold. Clever ones get discounted.
Protect the customers you have
The fear with any pricing change is that existing customers will leave. In practice, they rarely do, if you’re fair about it. We usually recommend keeping current customers on their existing price for one renewal cycle, telling them early, and explaining what’s changing and why. Most customers are more upset by a surprise than by a price.
Test it before you roll it out
You don’t need to bet the whole company on a new price list. Most businesses can test a change on a slice of new customers first: one region, one product line, or every second quote for a month. Watch two things: how often the deal closes, and how long it takes. If win rates hold and deals close no slower, roll it out. If they drop, you’ve learned something useful for the cost of a few deals.
One industrial distributor we worked with tested a delivery charge for same-day orders in a single region for six weeks. Customers who needed same-day paid it without complaint. Customers who didn’t simply chose next-day delivery, which was cheaper to fulfill. The charge went company-wide the next quarter.
Watch the right numbers afterward
Once a new structure is live, the numbers to watch aren’t the obvious ones. Revenue will move for a dozen reasons. Look instead at the average discount, the spread of discounts across reps, win rates on new deals and how many customers move up a tier at renewal. Put those four on the monthly board pack for a year.
If the average discount starts creeping back up, it’s usually one or two reps, or one large customer, and it’s easier to fix in month three than in month twelve.
Where to start
Pull last year’s invoices and calculate the average discount, by customer and by sales rep. If the spread surprises you, and it will, you have a strategy question, not a finance one. Put it on the agenda for your next leadership meeting, with the CEO in the chair.
Keep reading
More essays by the partners on the decisions we see most.

