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How to Provide Effective Sales Coaching Feedback with AI

How to Provide Effective Sales Coaching Feedback with AI
Veronika Wax
April 22, 2025

Sales coaching transforms potential into performance, making it more critical than ever to be skilled in this field.

A well-trained sales force can enhance customer satisfaction, accelerate revenue growth, and foster a positive work environment that attracts and retains top talent.

AI-powered coaching offers advantages for improving sales team performance. Sales coaching is no longer just about experience—it’s about data, personalization, and adaptability. From providing real-time feedback to identifying winning techniques, AI makes it easier for sales teams to train, grow, and succeed. 

Selecting the right AI sales coaching tool is crucial for enabling your team to work more effectively, develop their skills, and safeguard your data. But what exactly makes AI sales coaching effective, and why does it matter?

This blog addresses the question by providing practical tips on delivering effective sales coaching feedback using AI. 

Why Does Sales Coaching Need an Upgrade? 

Conventional coaching often employs a "one-size-fits-all" approach to sales team feedback, failing to consider each sales representative’s strengths and weaknesses. 

Although intended to be helpful, this type of feedback may be too general and not detailed enough to instruct sales employees on how to apply their skills or advance them. Team members may become disengaged because they don't see the feedback as applicable or valuable to their specific problems.

What does an AI-driven upgrade bring to the table? 

With the advent of AI in sales, feedback has become more individualized than ever. 

Did you know that 62% of sales training leaders already use AI to boost their sales efforts?

AI analyzes sales calls and interactions, providing detailed insights into each salesperson's performance. As a manager, you can provide targeted feedback and effectively address objections. 

Good feedback is always constructive and backed up by insights. It should boost motivation to reap good results in the future. It should also inform the sales representative exactly what they need to improve and how to do so. 

Image courtesy of trailhead

Over 750 organizations believe that effective sales coaching, which stems from a strong sales team culture, is the most crucial aspect of driving business performance.

While the most apparent advantage of AI sales coaching is that it advances sales teams' performance review, it also checks off multiple other boxes: 

  • It builds a consistent and repeatable sales motion
  • Improved sales rep performance and employee morale
  • It reduces the reliance on ‘sales heroes’ who bring home big numbers. 
  • It helps in timely support and intervention. 
  • Generally increases revenue

The First 2 Weeks Set the Tone

The first two weeks are critical after hiring new sales team members. These initial days set the tone for everything that follows. It's during this window that your new reps are forming their 

  • first impressions, 
  • picking up habits, 
  • and building their confidence. 

Don’t let these crucial days go in vain by rushing through the onboarding process. Don’t expect sales representatives to learn on the fly. This hurry will not only delay productivity but also slow down results. 

Can you afford to make a $1 M+ mistake?

If a representative with a $1 million quota isn’t properly guided every week, the company incurs a loss of around $ 20,000. 

This calculation highlights the potential revenue loss if a sales representative is not working according to the sales team's efficiency metrics. SBI Growth discusses the financial impact of a bad sales hire, suggesting that unmet sales quotas can lead to significant revenue losses.

Viktor from Sales states in a video on his YouTube channel that many companies fail to maximize the potential of their new hires because they place them directly into the job without proper onboarding. He suggests that structured and personalized onboarding enables representatives to ramp up faster, feel supported, and contribute more value. 

One thing you could do as a sales manager to prevent loss and fully utilize the new hires is to be present right after their sales pitch. Review the conversations, AI transcripts, or call recordings with the latest sales employees and provide feedback on what they did well and where they need improvement.  

These timely check-ins can help representatives learn more quickly and demonstrate that you're invested in their growth from day one. This early support makes new hires feel confident, capable, and ready to succeed. 

Feedback is a Two-Way Street

How often have we heard a manager begin a conversation with, "I'm so frustrated," and then deliver feedback in the area where performance was inadequate? 

When employees hear the term frustration or have an emotional reaction to something they didn't do well, they focus on that emotion rather than the area in which they can improve. 

What if managers were trained to deliver feedback both positively and constructively? Now, combine that with employees who have been trained and coached on how to receive constructive feedback. Isn't that an exceptionally effective combination? 

When performance conversations are driven by partnership, the landscape changes, the shift improves managers' relationships with their teams, and their feedback promotes enthusiasm rather than dread.

Instead of relying entirely on a feedback hierarchy, managers can consider a partnership model that divides power and encourages two-way communication with their employees. This will result in a more authentic and revealing feedback experience that promotes trust, flows with work rhythms, and creates the conditions for positive, long-term change. 

Coaching is not a one-way street. 

If you want your sales team to benefit from your feedback, you must be open to accepting it yourself. Actively seeking input from your team on your coaching approach is an effective strategy to improve your leadership. 

What works? What doesn't? This basic practice establishes trust, promotes transparency, and allows you to adjust your approach continually. 

The following Situation behaviour impact model can also be used for constructive feedback:

Image courtesy of thoughtfulleader 

Remember that when performance reviews indicate regular trends throughout your team, it's more than just their results; it also reflects how you lead.

Trudi du Toit exemplifies the two-way feedback approach by discussing how she used 360-degree feedback to transform a dysfunctional team into a high-performing one. She emphasizes that this strategy not only enables people to recognize their strengths and weaknesses but also fosters mutual respect and accountability.

Boosting Sales Team Focus Through Personal Motivation

Motivation within a sales team is like fuel that powers a rocket. Even the most complex mechanisms fail to take flight when this key component is missing. In the high-risk sales setting, motivation emerges as a vital element that: 

  • Enables teams to achieve organizational objectives.
  • Combats the prevalent issue of high turnover rates, a significant concern in the sales sector.
  • Ensures that every member is enthusiastic, encouraged, and empowered. 

But what drives motivation? 

We discuss numbers, metrics, and quotas. However, when it comes to sales performance, one component stands out above all others: emotion.

Every purchase decision is inspired by emotion and supported by reasoning.

When a client is thrilled about your product, it's not because it will help their firm become more efficient or successful. They are excited because it will help their career, generate more money, or earn recognition. 

Those are all emotions!

Sales teams are responsible for identifying that emotion, accentuating it, and steering it into a purchase decision. To do that, they need to be in the right headspace and feel confident. If not, they will struggle to empathise with the client, and they will be unable to hype the prospect and escalate their emotions.

Tips to bring that motivation. 

The Tip Implementation
Sales contests to boost morale One of the most effective methods to achieve a motivated team is fostering a friendly competitive spirit. How? Have team members, sales managers, or even a founder make cold calls against each other. This energizes the team and offers an opportunity for learning and bonding.
Listen to your sales team When your team is struggling, seek their feedback. Initiate open conversations and make sure they feel heard. Ask questions like: What frustrates them? What obstacles do they face meeting quotas? Who do they need assistance from? What can leadership do to help? What solutions do they expect?
Team motivation should be a part of the daily routine Start your day with a brief team meeting. Highlight the previous day's wins, discuss what to improve today, and check in with your team to maintain motivation.
Use a narrative to motivate your sales team Frequent change can exhaust employees. Building a story around each change helps them understand and adapt faster. Narratives give context, making new information easier to absorb and reducing burnout.

Building a Strong, Competitive Sales Culture

Kurt Khan, an executive managing director at Microsoft, says, “ Sales culture is abstract. You can’t measure its quality in the same manner you measure revenue, engagement level, average tenure, or quota attainment. How much your salespeople sell, how productive they are, and how long they stay with your company are all functions of your sales culture's quality.”

Sales culture refers to the values, attitudes, and behaviors that define the team.

It is not a quantified phenomenon. Instead, sales leaders use terms like "supportive, competitive, and democratic" to describe a company's sales culture. A healthy workplace culture enhances employee well-being and reduces stress. Undue stress at work might have dire implications for your employees.

In a workplace well-being survey by the American Psychological Association,  more than half of employees reported unfavourable outcomes from work-related stress.

According to this survey, a lack of a healthy culture can lead to reduced engagement and productivity, poor cooperation, and employee turnover.

The Use of AI Tools to Improve Coaching Feedback

Cody Barton discusses how sales managers can save 10–20 hours a week by using a custom GPT he built to review sales calls. His YouTube video describes how he set it up with his company’s sales script, objection-handling framework, and call nuances.

The GPT provides personalized, constructive feedback to sales representatives after each call. However, there can still be some flaws.

He would have to continuously give GPT strict instructions to stay aligned with the company’s process.

Unlike Cody’s setup, Demodesk’s AI Sales Coach automates admin work!

It offers instant deal insights, highlighting deal risks and customer engagement, ensuring that no opportunity slips through the cracks.

Now we tell you how AI can enhance sales coaching feedback:

1. Data-Driven Insights & Analysis:

Call Recording Analysis:

AI isn’t just about automating tasks; it’s about providing actionable and data-driven insights. So you have a high-performance sales team. Through call recording analysis, AI identifies key conversation metrics like:

  • The Average Engagement Score measures how effectively a sales rep maintains attention and adapts to the flow of conversation. This provides insight into how representatives connect with clients.
  • Then, there’s the Average Talk Ratio, an indicator of balance in communication. Too much talking can overpower a client, too little can make you seem disengaged. AI ensures that reps strike the perfect balance to foster trust and openness.
  • Average Words per Minute (WPM) is another key metric because speed matters. Speak too fast, and you risk overwhelming the client; speak too slow, and you might lose their attention. AI helps reps calibrate their delivery, ensuring they speak right to build rapport without losing momentum.

Finally, the Average Feedback Score indicates how effectively representatives respond to constructive criticism. 

When all these metrics come together, they form a holistic view of a rep’s performance in pitch delivery, objection handling, and overall customer engagement, providing continuous opportunities for refinement and growth.

Recommended good read: 

 Performance Data Analysis:

AI can analyze sales data to identify trends, patterns, and areas where reps need additional support or training. This is done by examining every phase of the sales process. 

The secret is tailoring your feedback to precisely where the rep is in their cycle. Don't blanket-evaluate them; develop scorecards that follow every key phase. 

Whether it is any of the following, each step needs its dedicated evaluation:

  • AE - Self-Reflection
  • AE - Product Demo
  • SDR - Discovery
  • CSM  - Kick-off call
  • CSM - Cross-sell/Upsell conversation
  • Support - Support Call

The magic of this? You can copy these templates and paste them straight into your scorecard. Now, rather than generic feedback, you're providing the rep with laser-sharp, actionable feedback precisely where they need it most.

This isn't just more effective coaching; it provides you with the power to identify what's working and what's not at every step of the process so that reps can upgrade faster and you can scale results.

2. Personalized Sales Feedback & Coaching:

The personalized reviews help sales teams focus on key performance review metrics, ensuring a high-performance sales team culture. 

By tracking sales team efficiency metrics, such as call engagement and conversion rates, sales managers can easily assess the team's overall focus and identify areas for improvement.

Real-time Feedback:

The Feedback Grid in Coaching & AI Insights provides an overview of team performance. It shows specific questions from scorecards, each team member's scores, and average scores for each question across the team. This helps reps easily identify where they’re excelling and where they can improve.

Personalized Learning Paths:

AI helps you create personalized learning paths for each sales representative by analyzing key metrics, such as talk ratio, engagement rate, and question rate. 

So that the reps focus on areas where they need the most improvement, helping them refine their skills and perform at their best. Whether it's refining engagement techniques, balancing speaking time, or asking more insightful questions.

AI-Powered Role-Playing:

You can even use AI to simulate real-life sales scenarios, providing reps a safe space to practice and refine their skills. This is one of the most effective ways to gather sales coaching feedback with AI.

Benefits of AI in Sales Coaching:

The ultimate benefit of AI in sales coaching is not just generating more leads; it also enables more effective coaching. It's about improving the entire sales process. With actionable insights and personalised feedback, sales reps know exactly what to improve and how!

These personalized learning paths provide continuous learning opportunities for sales representatives. Their focus shifts from closing deals and updating CRMS to more actively working on tone, speed, and wording to improve productivity. This is what creates a high-performance sales team culture.

Conclusion

By identifying areas for improvement and providing specific coaching, AI has the potential to significantly enhance sales performance, converting reps into peak performers who can close deals more quickly and effectively.

It doesn't end there, however. AI also increases efficiency by automating tedious tasks and providing real-time feedback, allowing sales managers to spend their time on strategic coaching rather than firefighting.

The actual power, however, is in AI's ability to deliver personalized learning experiences that enable reps to unlock new skills, sharpen their tactics, and leave their competition behind.

Contact us today to start tracking feedback trends in your team and try personalizing your incentives—then watch the shift.

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