Approaching Difficult Conversations With Colleagues

🔥 How to Handle a Difficult Conversation as a Leader 🔥 Difficult conversations are one of the toughest parts of leadership but also one of the most important. The key isn’t just delivering bad news and walking away, but staying engaged, even when it’s uncomfortable. I recently wrote about this in my Harvard Business Review article, “How to Talk to an Employee Who Isn’t Meeting Expectations,” where I shared strategies to turn these moments into opportunities for growth. As an executive coach and advisor, I work with leaders navigating these conversations every day. Here are four things to keep in mind to make the discussion more productive: 👉 Set the stage for collaboration Approach it as a partnership. Start with alignment: “My goal is to provide clear feedback and ensure we are collectively working toward your development.” 👉 Encourage self-reflection Invite them to assess their own performance. “Looking back, what’s working well? What would you improve?” This helps shift the mindset from blame to growth. 👉 Deliver feedback with clarity Be specific and avoid ambiguity. Focus on observed behaviors, not assumptions. Instead of “You’re not engaged,” say: “I’ve noticed you’re quieter in meetings, and team members think you are disconnected.” 👉 Reset expectations and look ahead Frame the conversation around the future. Instead of focusing on what went wrong, ask: “How would you handle this situation differently next time?” Difficult conversations don’t have to feel like confrontations. When approached with preparation, empathy, and a focus on growth, they can be transformative strengthening both performance and trust. Please share in the comments, what strategies have helped you navigate tough conversations? ⬇️ 📖 Read my full HBR article here: https://lnkd.in/eMuV9eWp #Leadership #Coaching #Feedback #FutureOfWork #GrowthMindset #Careers #Thinkers50 #Coach #Professor #Advisor #MG100 #BestAdvice #JennyFernandez

Stop dreading tough talks. Master them with these 21 phrases instead: I once snapped when a colleague questioned my timeline. My defensive reaction created a week of tension. That day I realized emotional responses solve nothing. They only create new problems. We've all been there: Feeling defensive Reacting without thinking Watching a simple disagreement turn into a lasting conflict But I've learned the shift from reactive to constructive changes everything ✨ 21 ways smart people handle difficult conversations: 1) Lead with Curiosity ↳ "Tell me more about your perspective on this" ↳ Questions defuse tension faster than statements 2) Name the Energy ↳ "I notice there's tension here, let's address it" ↳ Acknowledgment creates safety 3) Find Common Ground ↳ "We both want what's best for the project" ↳ Alignment before action 4) Set Clear Expectations ↳ "Here's what I need, what do you need?" ↳ Clarity prevents future conflict 5) Pause the Escalation ↳ "Let's take a step back and break this down" ↳ Breathing room creates solutions 6) Mirror Their Language ↳ Use their exact key words when responding ↳ Matching builds instant connection 7) Acknowledge Impact ↳ "I see how this affects your priorities" ↳ Understanding beats defense 8) Own Your Part ↳ "Here's where I could have done better" ↳ Accountability creates trust 9) Focus Forward ↳ "How can we prevent this next time?" ↳ Solutions beat blame 10) Check Understanding ↳ "Here's what I'm hearing - am I getting it right?" ↳ Clarity prevents escalation 11) Create Space ↳ "Let's revisit this when we're both fresh" ↳ Time transforms tension 12) Stay on Topic ↳ "Let's focus on solving this specific issue" ↳ Boundaries keep talks productive 13) Express Confidence ↳ "I know we can figure this out together" ↳ Belief shifts energy 14) Share Context ↳ "Here's what led to my decision" ↳ Understanding reduces resistance 15) Invite Solutions ↳ "What ideas do you have for this?" ↳ Collaboration beats control 16) Set Timelines ↳ "When should we check in on this?" ↳ Structure creates safety 17) Validate Concerns ↳ "That's a legitimate worry - let's address it" ↳ Recognition reduces defense 18) Stay Factual ↳ "Here's what the data shows us" ↳ Evidence beats emotion 19) Close with Action ↳ "Let's clarify next steps together" ↳ Progress prevents repeat issues 20) Follow Through ↳ "As we discussed, here's what I've done" ↳ Action builds credibility 21) Document Growth ↳ "Here's how we'll work differently now" ↳ Learning beats repeating Difficult conversations aren't obstacles to success. They're the moments where true connection happens ✨ Which strategy will you try in your next challenging conversation? -- ♻️ Repost to help your network transform difficult conversations into opportunities 🔔 Follow Dr. Carolyn Frost for more practical tools to succeed with confidence

Want to stop triggering defensive reactions in critical conversations? Brain science reveals a simple technique that's transforming how top companies communicate: As an executive coach, this is the first thing I teach founders who are struggling with critical relationships. Why? Because it's consistently the most powerful tool for transforming toxic communication into productive dialogue. When you're fighting with your co-founder, your brain's threat response system activates. This shuts down the exact parts of your brain needed for effective communication. But there's a way to keep those neural pathways open. It's called speaking inarguably - using only facts that can't be disputed. Instead of "You don't care about this company" (judgment) Say "When you missed our last three meetings, I felt worried about our partnership" (fact) The first triggers defense mechanisms. The second creates psychological safety. There are two types of inarguable statements: • External facts: Observable behaviors, metrics, documented events • Internal facts: Your sensations, emotions, thoughts ("I feel frustrated") I've seen this technique help to transform toxic co-founder relationships into thriving partnerships more times than I can count. Here's how to start: 1. Pause before responding to emotionally charged situations 2. Strip away interpretations, focus only on observable facts ("You arrived 15 minutes late" vs "You're disrespectful") 3. Own your internal experience ("I felt anxious when that happened" vs "You're stressing everyone out") 4. Practice radical honesty about your feelings (This builds trust faster than pretending to be perfect) The hardest part? Letting go of being right. Your interpretations might feel true, but they're just stories you're telling yourself. This is where inner work meets leadership. When you master this, difficult conversations become growth opportunities. Your leadership emerges naturally from who you are, not who you think you should be.

Over the past 5 years I learned how to make confrontation a conversation. For years, I avoided confrontation. It was uncomfortable, and I wanted to be liked. I was very immature in my thinking. So, I’d ignore the tough topics, let things slide, and convince myself that keeping the peace was worth more than speaking up. But here’s the truth: that mindset held me back, both personally and professionally. When I stopped avoiding confrontation, I started seeing massive growth. Here’s why addressing confrontation is smart and GOOD for business: 🟢 Prevents Miscommunication: Avoiding confrontation can cause misunderstandings to fester. When you address things head-on, you clear the air and ensure everyone’s on the same page. 🟢 Fosters Trust: People appreciate honesty. Even if the conversation is difficult, addressing issues with integrity shows you respect both yourself and your colleagues. 🟢 Drives Progress: Problems don’t disappear when we ignore them. In fact, they often get bigger. By addressing them directly, we create opportunities for real solutions and growth. Now, let’s talk about how to do this tactfully. Cause the HOW is huge when it comes to this. When I talk about confrontation, I don’t mean a heated debate so you have to be thoughtful in your approach. Here are 5 ways to turn confrontation into a productive conversation in the workplace: 1️⃣ Start with Empathy: Understand the other person’s point of view first. Approach the conversation with curiosity, not blame. 2️⃣ Focus on the Issue, Not the Person: Address behaviors or outcomes, not character flaws. Keep it solution-focused. 3️⃣ Use "I" Statements: Own your feelings. For example, “I feel frustrated when…” vs. “You always…” 4️⃣ Stay Calm & Collected: Keep your emotions in check. If needed, take a breather before speaking. 5️⃣ Offer Solutions: Confrontation without a path forward is just complaining. Be ready to suggest ways to move forward. Other things to consider are the when, where and with whom. Try to time the conversation well and determine the best medium. Maybe Slack isn’t the best mechanism for this type of conversation. Lastly, think about who’s in the room. Think about whether or not this should be a private conversation or if it’s better suited for and with a group. Next time you’re facing confrontation, remember: it’s not about winning, it’s about growing. Don’t shy away from these conversations—they’ll make you, your team, and your business stronger.

One of the toughest tests of your leadership isn't how you handle success. It's how you navigate disagreement. I noticed this in the SEAL Teams and in my work with executives: Those who master difficult conversations outperform their peers not just in team satisfaction, but in decision quality and innovation. The problem? Most of us enter difficult conversations with our nervous system already in a threat state. Our brain literally can't access its best thinking when flooded with stress hormones. Through years of working with high-performing teams, I've developed what I call The Mindful Disagreement Framework. Here's how it works: 1. Pause Before Engaging (10 seconds) When triggered by disagreement, take a deliberate breath. This small reset activates your prefrontal cortex instead of your reactive limbic system. Your brain physically needs this transition to think clearly. 2. Set Psychological Safety (30 seconds) Start with: "I appreciate your perspective and want to understand it better. I also have some different thoughts to share." This simple opener signals respect while creating space for different viewpoints. 3. Lead with Curiosity, Not Certainty (2 minutes) Ask at least three questions before stating your position. This practice significantly increases the quality of solutions because it broadens your understanding before narrowing toward decisions. 4. Name the Shared Purpose (1 minute) "We both want [shared goal]. We're just seeing different paths to get there." This reminds everyone you're on the same team, even with different perspectives. 5. Separate Impact from Intent (30 seconds) "When X happened, I felt Y, because Z. I know that wasn't your intention." This formula transforms accusations into observations. Last month, I used this exact framework in a disagreement. The conversation that could have damaged our relationship instead strengthened it. Not because we ended up agreeing, but because we disagreed respectfully. (It may or may not have been with my kid!) The most valuable disagreements often feel uncomfortable. The goal isn't comfort. It's growth. What difficult conversation are you avoiding right now? Try this framework tomorrow and watch what happens to your leadership influence. ___ Follow me, Jon Macaskill for more leadership focused content. And feel free to repost if someone in your life needs to hear this. 📩 Subscribe to my newsletter here → https://lnkd.in/g9ZFxDJG You'll get FREE access to my 21-Day Mindfulness & Meditation Course packed with real, actionable strategies to lead with clarity, resilience, and purpose.

My trick for successfully managing a difficult conversation? A conversation map. This is a skill that Guillaume Wiatr taught me more than a decade ago. I've probably butchered his initial training on it but it's a skill that I continue to revisit and refine for myself. Every time I need to address something important with a team member or client, I open a google doc and map out a few key points: 1. What is my goal for this conversation? This is important: Do I want to learn something? Do I need to communicate boundaries? Are there next steps that need to be addressed? I write it down. 2. Then I map out my opening statement and try to keep it to 3ish sentences. This practice helps me avoid small talk at the beginning of the conversation, which can sometimes derail me. It also forces me to find the clearest and briefest way to get to the point. 3. I identify 2-3 questions I have for the other person. I find that difficult conversations often require us to step back from our assumptions/view and to learn something. So, I balance my opening statement against a few questions that seek feedback and understanding. This step can help me adjust my strategy half way through a difficult conversation and is usually THE piece that allows us both to leave the conversation, feeling good about it. 4. I consider their pushback/questions and how I might respond. 5. If possible, I share it with someone else to see if I'm being clear, fair, and productive with my map. 6. "Bonus" points: If the difficult conversation needs to be documented, you've already got your paper trail. Often times, my map won't take more than 1/2 a page. But even something this small can offer a lot of value. And, in case you're wondering...no....I don't usually deploy the oreo cookie approach. Similar to my comments on small talk, I think the compliment sandwich muddies the waters and offers the potential for sidelining the true purpose. I believe it's better to simply approach difficult conversations with empathy, clarity and openness.