How to Handle Difficult Conversations With Your Coaching Client

There are many responsibilities that come with being a coach, and one of the most challenging is having difficult conversations with your clients. Whether it's giving constructive criticism or addressing sensitive topics, these conversations can be uncomfortable and even intimidating at times.

However, as a coach, it’s essential to navigate these tough conversations effectively. By doing so, you can help your clients overcome challenges, develop new perspectives, and ultimately achieve their goals. In this guide, we will discuss some strategies for handling difficult coaching conversations with confidence and compassion.

Understanding the Need for Difficult Coaching Conversations

First, let's get one thing straight - difficult conversations are an inevitable part of coaching. They're not a sign that you or your client is failing; instead, they're opportunities for real growth. When handled correctly, these tough talks can lead to breakthroughs that might not have been possible with only 'easy' discussions. So, it's crucial to embrace them as a natural aspect of the coaching journey.

Identify the Purpose of the Conversation

Before diving into a challenging conversation with your client, take a moment to clarify the purpose and outcome you hope to achieve. This will help you stay focused and steer the conversation in the right direction. Some possible purposes for a difficult coaching conversation could be:

  • To provide honest feedback

  • To address a performance issue

  • To discuss personal or sensitive topics

Once you have identified the purpose, consider your desired outcome. This could be a change in behavior, improved communication, or a deeper understanding of an issue. Having a clear goal will guide your approach and make the conversation more productive.

We’ve found this LinkedIn Collaborative Article, “How do you use coaching skills for difficult conversations?” very useful. 

Setting the Right Environment For a Difficult Coaching Conversation

One of the keys to managing tough conversations is setting the right environment. This means creating a safe, non-judgmental space where your client feels heard and valued. You might want to start by making sure you won't be interrupted (this is a great tip for any tough conversation, not just a coaching one!). Turn off notifications, silence your phone, and perhaps even adjust the lighting to make the space as comfortable as possible. Most of all, make sure your client is focused on you and what you have to say.

It's also crucial to establish trust and rapport with your client before jumping into a difficult conversation. This can be achieved by building a strong coaching relationship over time and actively listening to your client's concerns without judgment.

Tips for Handling Difficult Conversations

Here are some tips for navigating tricky coaching conversations:

  • Start on a positive note: Begin the conversation by acknowledging something positive about your client or their progress. This will help them feel more at ease and open to feedback.

  • Use "I" statements: Instead of blaming or accusing, focus on how you perceive the situation using "I" statements. For example, "I noticed that you have been arriving late to our sessions" instead of "You're always late."

  • Be specific: When addressing a performance issue or giving feedback, be specific about the behavior and its impact. This allows for a more focused and constructive conversation.

  • Ask open-ended questions: Instead of asking yes or no questions, use open-ended questions to encourage deeper reflection and discussion.

  • Avoid personal attacks: During difficult conversations, it's important to focus on the behavior rather than attacking the person. This can lead to defensiveness and hinder progress.

These tips and other best practices are the kind of knowledge that we share in our live sessions within our online coaching community. Also, our members have access to exclusive resources, expert advice, and a supportive network to help them overcome any coaching scenario with confidence. 

A Real-Life Example: Difficult Conversation in Career Coaching

A career coach needs to discuss a client's unrealistic job expectations. The client wants a high-level position but lacks experience and skills. The coach schedules a private meeting, which begins with a positive affirmation:

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Coach: "I truly admire your ambition and dedication. You've made great progress."

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/ Then transitions to honest feedback: /

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Coach: "Your aim for a senior management position is noted, but there's a gap in the required skills and experience."

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And asks an open question to help the client find solutions to bridge this gap:

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Coach: "What could you do to build the necessary skills?"

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This approach keeps the conversation constructive and supportive, helping the client accept feedback and work towards their goal.

Consider also the GROW Model. This approach can be very handy when dealing with a difficult one-on-one session with your coaching client. 

Providing Constructive Feedback To Your Coaching Client

When offering feedback, aim to be as constructive as possible. Focus on specific behaviors rather than personal traits. Use the "feedback sandwich" method - start with something positive, follow with the concern, and end on a positive note (again, this works for any type of feedback, not just coaching).

For example, "I really appreciate your enthusiasm in sessions; I think we'd benefit from staying a bit more on track to meet our goals. Keep up the great energy!" This method helps maintain a positive and supportive tone while addressing areas for improvement.

Roleplay Scenario - Executive Coach

The client is an aspiring leader who has been proactive but sometimes oversteps his boundaries:

Coach: "Thanks for joining our session today. I'm really impressed with how proactive you've been in taking the lead on recent projects."

Client: "Thank you! I enjoy stepping up and pushing our team towards success."

Coach: "That enthusiasm is fantastic, and it's definitely a strength. However, I've noticed a few instances where your drive has led to decisions being made without full team consultation."

Client: "I see. I didn't realize it was impacting the team."

Coach: "I understand this might be a bit surprising, and I can see you’re feeling a bit taken aback. It's important to recognize that while your initiative is invaluable, team inclusivity is equally crucial. For example, during the last project meeting, the decision to shift the deadline was made without gathering input from Sarah and Tom, who had key insights."

Client: "I guess I didn't think it was that big of a deal, but I can see how it might have affected them. It’s kind of disheartening to hear."

Coach: "I appreciate your honesty and openness to feedback. This is a learning opportunity. To harness your enthusiasm more effectively, let's work on some strategies for inclusive leadership. For example, before making a major decision, might it be useful to  hold a quick team huddle or send out a brief survey to gather everyone's perspectives? 

Client: "That makes sense. I hadn't thought about those approaches. I’ll definitely give them a try."

This roleplay illustrates a balanced approach to feedback, combining praise with constructive advice and open questions to foster growth.

During our workshop sessions at Nuumani, we always emphasize the importance of role-playing, sending a meeting agenda to your client beforehand, having a brief presentation, and other such activities. We focus on helping our members give their coaching clients the most tailored and efficient experience. 

Self-Reflection = Ease Difficult Coaching Conversations with Open-Ended Questions

Encourage your clients to reflect on the conversation and their. Ask open-ended questions that prompt them to think deeply about the issue. Questions like "What do you think contributed to this situation?" or "How do you feel about what we've discussed today?" can spark insightful dialogues.

For coaches, inspiring self-reflection in clients is the heartbeat of driving profound personal and professional transformation.

Take a career coach, for instance. They might provoke deep thinking with questions like, "What common threads weave through the jobs you've loved most?" or "How have your past experiences sculpted your current career dreams?" Picture clients connecting these dots, uncovering patterns that guide their future steps.

Now, envision an executive coach focusing on leadership and organizational impact. They might challenge their clients with questions such as, "How do your leadership choices shape your team’s spirit and success?" or "How do your values resonate with your company's purpose?" Through this lens, executives can transform their leadership approach, fostering a culture brimming with empathy and strategic insight.

Consider an art or creativity coach working with an aspiring artist. The coach could encourage self-reflection with questions like, "Which of your artworks do you feel most connected to and why?" or "How do your personal experiences and emotions influence your creative process?" By contemplating these questions, the artist might uncover deeper insights into their unique style and the underlying themes in their work.

In this dance of self-reflection, coaches don't just guide - they empower. They create self-awareness, adaptability, and effectiveness in their clients, encouraging them to thrive in their unique roles. This is more than coaching; it's an awakening to one's boundless potential.

Before jumping into the conversation with your coaching client, ask yourself these few questions:

  1. What specific goals do I want to accomplish by the end of this conversation?

  2. How will I measure success in achieving these goals?

  3. What strategies can I use to foster positive outcomes during the conversation?

  4. How can I ensure he receives the news and responds with an open heart?

  5. What potential challenges or obstacles should I be mindful of during the conversation?

  6. What actions do I want him to take following our discussion?

Handling difficult coaching conversations isn't always easy, but it's an indispensable part of helping your clients grow and succeed. By setting the right environment, practicing active listening, using 'I' statements, showing empathy, offering constructive feedback, encouraging self-reflection, and practicing patience, you can navigate these challenging moments with grace and effectiveness.

If you’d like to have a free intro call or join one of our Q&A sessions at Nuumani, click here!

Remember, every conversation has the potential to transform lives - even the tough ones. Until next time, stay strong and keep shining!

Murielle Marie

Hi, I’m Murielle. I created the online course Smart Work™, a 6-week program to redefine productivity and help you get from overwhelm to flow, and I have a private coaching practice where I help ambitious, multi-passionate creatives and entrepreneurs start, grow & scale businesses, and create their freedom lifestyle. PS: I love Instagram. Let’s connect!

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