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Win-loss reviews in a services firm

Most services firms only review the deals they lose, and only to assign blame. How to run win-loss reviews that change how the next deal is sold.

Kevin French
· 3 min read

Most services firms do win-loss reviews the same way. A big deal is lost, someone senior asks what happened, the seller writes a note about price, and everyone moves on.

That's not a review. It's a ritual.

A real one asks the buyer, covers wins and losses, and ends with a change to how the next deal gets sold. It takes an hour per deal. For a firm closing a dozen or two engagements a year, few hours pay back better.

Review the wins too

Firms skip wins. The deal closed, the team celebrated, delivery started. Nobody asks why it worked.

But a win tells you as much as a loss. Maybe the first message landed on a problem the buyer had been trying to name for months. Maybe a former colleague vouched for you at the right moment. Maybe your proposal was the only one that priced the risk honestly.

If you don't know why you won, you can't do it again on purpose. And sellers will invent their own stories, which tend to flatter the seller.

Ask the buyer, not the seller

The seller's view matters. It's rarely the whole story.

Sellers hear what buyers say in meetings. They don't hear what buyers say to each other afterward. The real reason a deal went one way is usually in that second conversation.

So ask. A short call with the buyer, thirty days after the decision, run by someone who wasn't on the deal. A founder, a partner, a practice lead from another area. Buyers are more honest with someone who has nothing to defend.

Most buyers say yes, more than you'd expect. They've just spent months on a decision and like being asked about it. Keep the ask short and make the time small.

The questions that get real answers

Skip "Why did you choose us?" It invites a polite answer.

Ask about the moment. "When did you know which way this was going?" Ask about the alternative. "What would have had to be different for the other firm to win?" Ask about doubt. "What almost stopped you?"

Then ask about the start. "What made you take the first meeting?" This one surprises firms. Buyers will often name a line from the first message, an intro from someone they trusted or a single observation in the first call. That tells you what's working at the top of the funnel, which is where most quarters are won.

Read the losses for patterns, not culprits

One loss tells you about one deal. Five losses tell you about your firm.

Look across them. Did you lose at the same stage every time? Did the same objection come up? Did you keep losing to the same kind of competitor, or to no decision at all?

A pattern of no-decision losses usually means the problem wasn't urgent enough when you started. That's a qualifying issue, not a closing issue. A pattern of losses after the proposal usually means you never met the person who signs. Price is the reason sellers give. It's the real reason less often than they think.

Keep blame out of the room. If sellers expect a review to end with someone in trouble, they'll write the note to protect themselves and you'll learn nothing.

Turn every review into one change

A review that doesn't change behavior is a story. So end each one with a single change.

It might be a new question in the first meeting. It might be a rule that no proposal goes out without the economic buyer in the room. It might be a hypothesis that keeps landing, written into the playbook so every seller can use it.

One change per review. Write it down. Check in a month whether anyone is doing it.

Put win-loss on the calendar. Once a month, review whatever closed in the last thirty days, won or lost. Keep it to an hour. Rotate who runs the buyer calls.

After two quarters you'll have a small library of what buyers actually said. That's worth more than any sales training a firm can buy, since it's about your buyers and your work.

The point

Review wins and losses. Ask the buyer, through someone who wasn't on the deal. Look for patterns across deals, keep blame out, and end every review with one change someone will make.

For the meeting where those changes get used, read pipeline reviews that change behavior. For where most of the lessons point, see most quarters are lost in Stage 1.

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