
Leadership
6 July 2024
·
3
minute read
Difficult Conversations: A Leader's Practical Guide to Saying the Hard Thing Well
Difficult conversations are not a test of courage — they are a test of preparation, clarity, and emotional composure. Most leaders avoid them or handle them badly. Here is a structured approach that makes them more productive and less damaging.
BM
Bent Myllerup
Better Change Coach
A difficult conversation is usually about feedback on undesired behaviour or an unwanted situation. Before anything else, get clear on your motives. Feedback often says as much about the person giving it as the person receiving it — and if you go in with unclear intentions, the conversation will reflect that.
Prepare, but don't script
Preparation matters, but over-preparing in the hope of controlling the conversation is a trap. Human interactions are dynamic. Script every line and you will be listening for your cues rather than for what the other person is actually saying.
What good preparation does look like: gathering the relevant facts as objectively as possible, as if you were a camera recording events rather than a participant interpreting them. This discipline keeps you from arriving with a narrative already in place. Identify your key points and keep them short. A useful rule of thumb: if your feedback cannot be summarised on a Post-it note, it is probably too much. Long lists of grievances overwhelm and invite defensiveness. One or two well-chosen observations, delivered clearly, tend to land far better than a comprehensive inventory.
Present observations, not interpretations
The SBI model — Situation, Behaviour, Impact — is a reliable framework for delivering feedback that is specific without being aggressive.
Situation: where and when did this happen? Be concrete. Vague time references allow the recipient to question the validity of the observation.
Behaviour: what did you actually observe? Not your interpretation of it — what you could see, hear, or demonstrate. Judgements ("he was rude") invite counter-arguments. Descriptions ("he talked over the other participants three times") do not.
Impact: what were the consequences? For you, for others, for the team. This is where the significance of the behaviour becomes clear — and why it is worth having the conversation at all.
Adding Intent as a fourth element is optional but often valuable: asking what the person's intention was. There is frequently a genuine gap between what someone meant to do and how it landed. Acknowledging that gap shifts the conversation from accusation to dialogue.
One note on the Sandwich model — positive, constructive, positive — which many managers are taught: in practice, it is widely experienced as dishonest. Recipients learn to recognise the structure and tune out the positive framing while bracing for the real message. Feedback framed with honesty from the start is more effective and more respectful, even if it feels less comfortable to give.
Stay composed
You cannot control the conversation. You can control yourself. Emotional composure under pressure is a developed skill, not a personality trait — and it matters more in difficult conversations than in any other leadership situation.
Understanding your own emotional triggers is the foundation of this. Once you know what escalates your responses, you can manage those responses before the conversation rather than trying to suppress them during it. Deliberate breathing — genuinely focused, not performative — helps maintain the physiological state necessary for clear thinking under pressure. Do not fear pauses. Silence in a difficult conversation often signals processing and reflection, not failure. Filling it with more words is usually a mistake.
Listen actively and observe
Active listening in a difficult conversation means attending to what is not being said as much as what is. Body language, tone, and eye contact all tell you something about how the other person is experiencing the conversation. If you notice that someone is too uncomfortable to engage meaningfully — avoidance, physical tension, closed posture — consider whether the environment is helping. Changing a formal meeting room setup to a walking conversation changes the dynamic in ways that can make a real difference to whether the feedback is actually received.
Watch your own inner voice. When it shifts from attending to the other person's words to rehearsing your next response, you have stopped listening. A useful technique: silently repeat what the speaker is saying to anchor your attention, then mirror back what you heard before responding. This keeps the conversation grounded in what was actually said rather than what you expected to hear.
The cultural dimension
Difficult conversations do not happen in isolation — they happen within an organisational culture that either makes them normal or makes them exceptional. Leaders who actively seek feedback on their own behaviour, including from people below them in the hierarchy, model something powerful: that honest dialogue is safe and valued. This takes some courage, particularly at the start. It is worth it. Cultures where difficult conversations are routine tend to surface and resolve problems when they are still small. Cultures where they are avoided tend to accumulate them until they are not.
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