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Sales Leadership

Sales Coaching That Changes How Your Team Sells

Published · 5 min read

Checking targets is not the same as coaching. I explain how to work on one sales skill, practise it and review what changes in real buyer conversations.

A salesperson finishes a review with a clear message: bring in more business. What they may not have is a clearer idea of what to do differently in their next buyer conversation. I believe this is where sales coaching often falls short. The manager has made the expectation clear, but has not helped the person improve the work.

If you are a first time sales manager, this distinction matters. You are now responsible for results that depend on other people’s actions. It is tempting to ask for more updates, more calls and firmer closing dates. Those questions may help you understand the situation, but they do not automatically help someone sell better.

I separate inspection from coaching. Inspection asks what happened, where the deal stands and whether the target is at risk. Coaching looks at a specific part of the salesperson’s work and helps them handle it better. You need both, but calling every review a coaching session makes it easy to miss the second one.

Revenue matters, and I would not suggest ignoring it. But revenue is an outcome shaped by many things, including buyer priorities, pricing, timing and the salesperson’s actions. If you want coaching to contribute to revenue, you need to connect the result you want with a behaviour you can actually observe. That connection gives you something useful to work on.

Suppose several buyers attend a product demonstration and then stop responding. You could tell the team to follow up more often. I would first look at how those demonstrations end. Did the salesperson understand what the buyer needed to evaluate, and did both sides agree on a useful next step?

The answer may reveal a skill worth coaching. Instead of saying, “Improve your closing,” you could focus on asking the buyer to define the next step before the conversation ends. This is specific enough to practise and clear enough to review. You can hear whether it happened without relying on the salesperson’s confidence or your own impression.

I would still be careful not to decide the cause too quickly. A buyer may go quiet because the purchase has lost priority, not because the salesperson ended the meeting badly. Look at a few recent conversations and ask the salesperson what they noticed. Coaching starts with understanding the work, not proving that your first explanation was right.

This is especially important when you have recently moved from selling to managing. Your instinct may be to explain how you would have handled the call. That can be useful, but it can also turn every discussion into a story about your own success. I would rather ask the person to describe what the buyer said and where the conversation became difficult.

Once you have identified the skill, keep the scope small. “Ask better questions” is too broad for one session. “Ask what is making the buyer consider a change now” gives you a clear starting point. Among the sales manager skills I value most is the ability to make feedback this precise.

Imagine a salesperson speaking with a purchase manager at an Indian manufacturing business. The buyer asks for a proposal and says it will be discussed internally. Instead of immediately promising to send it, the salesperson could ask, “What will your team need to understand before it can decide?” That question may reveal a technical concern, an approval requirement or a missing conversation.

The wording is not a script to impose on everyone. I want the salesperson to understand why the question matters and then say it naturally. If the buyer has already explained the approval process, repeating the question serves no purpose. A skill includes knowing when to use it, not just remembering the sentence.

This is where practice becomes essential. Of the sales coaching techniques available to a manager, a short rehearsal is often the most direct. You play the buyer, offer a realistic response and let the salesperson try the question. Then discuss what you heard and repeat the difficult part.

Keep your feedback tied to what happened. “You sounded weak” gives the person a judgement but little direction. “You offered to send the proposal before asking what it needed to address” identifies a moment they can handle differently. I would ask them to try that moment again rather than give them a long lecture.

Practice should also include an awkward response. As the buyer, you might say, “Just send your best price. We will get back to you.” The salesperson needs to practise responding without arguing or turning the exchange into an interrogation. They might acknowledge the request and ask which requirement matters most when comparing the options.

A useful sales coaching plan can be simple. Agree on the skill, the kind of conversation where it fits and when you will review its use. Ask the salesperson to bring a short note about what they asked, how the buyer responded and what they learnt. Where company policy and consent allow, a call recording can give you better evidence than memory alone.

At the next review, do not jump straight to whether the deal closed. First examine whether the person used the skill appropriately and what it helped them understand. A buyer saying the purchase is not currently a priority may be disappointing, but learning that early can still be useful. Then consider whether repeated use is helping conversations progress and whether that is reflected in sales results over time.

Two common mistakes can undo this work. One is changing the coaching focus every time a deal goes wrong, before the salesperson has had enough suitable chances to practise. The other is taking over every difficult conversation yourself. I would step in when necessary, but make time afterwards for the salesperson to practise the part they will need to handle next time.

You do not need a large coaching programme to begin. You need a specific behaviour, a chance to rehearse it and an honest review of its application. This week, book one short session with one salesperson around a recent buyer conversation. Use it to choose and practise one question they can apply in their next suitable meeting, and set the review date before you finish.

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