Difficult Conversations
How to Handle Conflict, Give Feedback, and Deliver Tough Messages with Honesty and Care
1. Why This Matters
Every leader will face moments that are uncomfortable but necessary—delivering critical feedback, addressing conflict, or communicating tough decisions.
Avoiding these moments can lead to:
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Misunderstandings
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Resentment and mistrust
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Poor performance
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Toxic culture
But handled well, difficult conversations can:
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Build trust and respect
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Strengthen accountability
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Resolve tension early
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Create opportunities for growth
Great leaders don’t avoid hard conversations—they approach them with clarity, courage, and compassion.
2. Why We Avoid Them
Most people avoid difficult conversations because they fear:
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Conflict or defensiveness
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Damaging relationships
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Saying the wrong thing
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Emotions getting out of control
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Not knowing how to start
That fear is normal—but with the right mindset and structure, you can navigate them skillfully.
3. Key Principles for Leading Difficult Conversations
1. Prepare, Don’t Script
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Know the facts and purpose
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Anticipate emotions
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Stay flexible—real conversations aren’t monologues
2. Stay Focused on Outcomes
Ask yourself:
What do I want for me, for them, and for the relationship?
Keep the focus on growth and resolution, not blame.
3. Be Direct and Compassionate
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Say what needs to be said
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Avoid sugarcoating or spinning
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But deliver it with kindness and care
“Clear is kind. Unclear is unkind.” – Brené Brown
4. Listen More Than You Talk
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Let them respond
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Acknowledge their emotions
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Don’t interrupt—people need space to process
5. Separate Intent from Impact
Even if someone didn’t mean harm, their actions may still cause damage. Address the impact without attacking their character.
4. A Simple Conversation Framework: SBI + Listen
Use this structure for clarity and empathy:
S – Situation
State the context briefly.
“In yesterday’s client meeting…”
B – Behavior
Describe what you observed—without judgment.
“…you interrupted the client several times while they were speaking.”
I – Impact
Share the result or how it made others feel.
“That made it harder for them to express their concerns, and it seemed to create tension.”
+ Listen
Pause and let them respond. Show you’re open to hearing their side.
5. Example: Giving Constructive Feedback
“In our last few check-ins, I’ve noticed reports are often submitted a day or two late. That puts pressure on the review process and affects our deadlines.
I know you’ve had a lot on your plate. What’s getting in the way? Let’s talk about what support might help.”
Note:
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Focused on behavior, not personality
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Acknowledges difficulty without excusing it
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Opens space for dialogue and solutions
Practice Activity: Plan a Difficult Conversation
Think of a conversation you’ve been putting off. Answer:
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What’s the desired outcome?
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What are the facts?
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How might they feel?
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What’s the core message in 1–2 sentences?
Then draft it using the SBI + Listen model. Practice aloud if needed.
6. Final Thought
Difficult conversations aren’t obstacles to leadership—they are part of leadership.
Handled well, they build honesty, resilience, and respect in your team.