Have a Coaching Conversation and Grow.

Through coaching, you help people become more self-aware. By turning experiences into learning opportunities, they can grow. You reinforce strengths and explore challenges. You help people take responsibility for their actions and their development. It all starts with conversations.

Coaching Conversations Can Grow Your Culture

Imagine your workplace as a garden. Each conversation is like watering a plant. The more you nurture and care for each plant, the more the garden flourishes. As more and more people in your organization develop their coaching and conversational skills, you build skill at holding coaching conversations and start to instill a coaching culture. This leads to increased employee engagement, job satisfaction, morale, collaboration, teamwork, and bench strength.

Coaching conversations aren’t just for specialized professionals. In fact, nearly anyone can conduct a coaching conversation. Coaches can help people who are ready to identify problems and find solutions. And developing people — coaching others — is an important part of leadership.

Some of the most powerful coaching conversation experiences are informal exchanges in hallways, cafeterias, workspaces, virtual chats, and video calls in the course of everyday work. When enough people in an organization start coaching one another, they can shift the organizational culture. As a critical mass is reached, with people having candid coaching conversations with one another across the entire company, something powerful begins to happen. Team relationships strengthen, employee engagement increases, and business performance improves.

In short, interactions across the entire organization, whether in-person or virtually, become more honest and more effective. Together, all these coaching conversations start to create a better culture at the organization.

When a Typical Conversation Can Become a Coaching Conversation

Timing is everything. Be aware when there’s an opportunity for a coaching conversation. Not all conversations lend themselves well to coaching. Make sure you know whether it’s the right time and you’re ready to try and coach your people. To know when someone is open to having a coaching conversation, pay attention to their cues. Listen for phrases like:

“Can you help me think things through?”

“I’d like to bounce some ideas off of you.”

“Could you give me a reality check?”

“I need some help.”

In these moments, you can turn a typical conversation into an opportunity for a coaching conversation.

Follow There 3 Steps to Have a Great Coaching Conversation

1. Listen Carefully

Listening is like tuning into a radio station. If you’re not on the right frequency, you’ll miss important parts of the broadcast. Don’t assume what the conversation is about or what path it should take. Truly listen, allowing space for others to think, reflect, and express themselves. Start with building your active listening skillset, but know that truly listening goes beyond active listening, to a place where you are listening to understand.

Listening to understand focuses on the idea that there are multiple levels of information we must tune into during conversations. One level, of course, is the factual information being presented — most of us tend to pay attention primarily to that. But listening for the values behind the topic at hand and the emotions that people bring to an issue is an important part of a better conversation.

That’s where we often find unstated objections, sensible reservations, and concealed barriers that might torpedo new initiatives. Stronger and more robust solutions to business challenges emerge when people are really listening to understand one another.

2. Respond Thoughtfully

Coaching isn’t about the quick fix or first solution. It’s about uncovering answers through inquiry, openness, and exploration. Think of yourself as a detective, asking powerful questions that draw out more information or stretch the other person’s thinking, such as:

“What else could you do?”

“What else occurs to you?”

“Who else have you talked to about this?”

“Who else is affected in this situation?”

Beyond creating mutual understanding about facts, when leaders ask good questions, it can help to uncover insights that wouldn’t have come to light otherwise. A non-directive prompting question like “How do you want your team to feel when you announce the new initiative?” is likely to spark more reflection and lead to greater insights than asking “When are you announcing the new initiative?” While the latter question might be helpful in getting the person inquiring up to speed, it isn’t particularly powerful and isn’t likely to add any real value for the person answering, as they simply repeat a straightforward fact they already know.

Be sure you set a comfortable tone, maintain eye contact, and give plenty of time for them to think and respond to your questions. Encourage them to express themselves — without you agreeing or disagreeing. Watch out for your body language e.g. nodding your head to show you are listening may actually be interpreted as “I am on the right track with my answer”.

3. Resist Imposing Your Own Solution

Shift away from the common and natural tendency to want to problem-solve or give advice. There are times to direct or give answers, but coaching conversations are about the other person’s learning — not about your opinion or expertise.

Think of this step as being a guide rather than a boss. You’re walking alongside the person, not pulling them in a direction you think they should go. Informed by neuroscience, the real art of conversation is balancing an appropriate mix of challenge and support. Providing support includes assuring people that they’ve been heard and, especially, that their feelings and values are understood. It provides an important sense of creating psychological safety at work, building trust, and encouraging greater honesty and transparency.

When that ratio is right — and practiced in an authentic rather than formulaic way — the challenge is received and actually fosters more constructive dialogue, rather than triggering defensiveness.

Conclusion

When you’re able to listen carefully, respond thoughtfully, and resist imposing your own solution, you have the basis of a coaching conversation. So whether that conversation was a planned coaching session or an impromptu moment, you’ve opened the door to new thinking, new action, and valuable learning. And when coaching conversations start to happen all across your organization, you have the foundation for a strong organization-wide coaching culture.

Remember, every conversation is like adding a drop of water to a plant. Over time, these drops nourish the garden, leading to a thriving, vibrant environment where everyone can grow. So, start having those coaching conversations today and watch your organizational garden bloom!

Theo van der Westhuizen

As an experienced Enterprise Agile Coach and Leadership Development Practitioner, I write about Agile Methodologies, High-performing Teams and Leadership Development. My purpose is to develop masterful Scrum Masters who can develop and lead High-performing Teams in various industries (not just IT).

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