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Questions: The Fabric of Effective Coaching Conversations

If you watched Super Bowl XLVI earlier this month, you might think that professional coaches, who manage winning teams, deploy a robust coaching strategy balanced between scowling and screaming.

But look closer — professional sports coaches scowl and scream to motivate or “remind” their players of the need to execute the game strategy, in both real time (during the game) and beforehand in preparation for the game. While the game is being played, individual coaching does take place all around the head coach (on the field, in the booth, and on the sideline). It is no different in business, except maybe the screaming part. Business leaders know to use effective coaching conversations, not commands — and the fabric of effective coaching conversations is woven with questions.

With questions, you guide your team members to develop their own strategies and solutions to situations they’ve just encountered. Here’s a quick overview to using questions that coach your team to improve their own sales performance.

What should you ask to have effective coaching conversations?

Good coaching questions tend to be open-ended. Whether you’re discussing a current opportunity, a past situation, preparing for an upcoming challenge, or working on a specific skill issue, strive to get your sales reps to assess the situation and come up with the answers themselves.

Ask questions like these:

  • What did you do well? What could improve?
  • How did you think you handled the client’s question on “x”?
  • What led you to approach it this way?
  • What are the customer’s risks, and how are we mitigating them?

The power of coaching is that it takes place in real time, and the closer to the activity for which you are coaching, the more likely it is that behavior change will occur. Be ready to ask questions at key moments, not just in scheduled meetings. Read Different Questions, Different Results (A Note to the Sales Manager)” to see what Anthony Iannarino of The Sales Blog says about asking the same questions over and over. And for more thoughts on coaching, read Sales Coaching Strategy – Make Sure You Focus on Definitions” to see what Brian Lambert of Forrester says about how important it is to define sales coaching for your organization.

Let the sales rep answer your questions

Once you ask the question, be quiet. Give the sales rep a chance to think it through. Resist the urge to jump in with direction.

This is not to say that you should never provide assistance. Different people need different levels of direction. If it’s clear that the sales rep is struggling, make some suggestions that will guide the sales rep in the right direction. Example: “You might think about it this way …” or “When Joe had a similar problem, he …”

Don’t take the monkey!

Remember that good sales reps are good at asking questions. While this skill is extremely valuable with customers, it’s something to be mindful of during a coaching conversation.

Whether you accept primary responsibility for a salesperson’s problem or action item, you may not realize it at that very moment, but it is as though you have allowed the “monkey on the back” of the salesperson to be transferred to you. Ken Blanchard describes this problem as a monkey on a person’s back. Make sure the monkeys stay on your sales reps’ backs. Use questions to help empower your sales reps to figure out how to take care of their monkeys themselves.

What is your most effective coaching question?

About the Author

Richardson is a global sales training and performance improvement company. Our goal is to transform every buyer experience by empowering sellers with critical skills so they can create value to buyers and drive meaningful conversations. Our methodology combines a market proven sales and coaching curriculum with an innovative and customizable approach to learning that ensures your sales teams learn, master, and apply those behaviors where and when it matters most — in front of your customers. It’s our job to anticipate change in your industry so that your sales team can focus on fostering long-term relationships, becoming indispensable partners for their buyers.

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