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3 | How To Lead Strategic Conflict

Updated: Jun 7



Welcome back.

Today we're talking to the leaders—those of you who need to create the environment for group healthy conflict and set the tone for your team.

Let me start with a truth that might make you uncomfortable: If your team always agrees with you, you're probably not getting their best thinking. If your meetings are always smooth and conflict-free, you're probably missing crucial perspectives that could save you from costly mistakes.

Here's what you need to understand: Leaders in isolation are sure to fail. Leaders with a strong leadership team that embraces healthy conflict are the leaders that position themselves to make the best decisions.

Think about it this way—would you rather have a team that tells you what you want to hear, or a team that tells you what you need to hear? Would you rather discover problems in a meeting where you can address them, or discover them when it's too late to fix them?


The Chuck Knoll Standard

Chuck Knoll, the legendary Pittsburgh Steelers coach who led them to four Super Bowl victories, had meetings that were famous for "encouraging debate and open dissent, expecting all parties to be willing to fight for their point of view."

Fight for their point of view. Not just share it politely and move on when challenged. Fight for it. Defend it. Make the case for why it matters.

That's the standard you need to set as a leader. Your team needs to know that bringing their real thoughts—not just their agreement—is not only welcome, it's expected.


The Foundation You Must Build First

Before we talk about setting expectations, let's talk about foundation. If you don't have a culture of honor where people feel safe, they won't speak up. If you don't have the relational equity that camaraderie provides, voices will stay silent.

People need to know they can disagree with you and still be valued. They need to know that challenging an idea won't cost them their job or your respect. They need to understand that you see healthy conflict as a sign of engagement, not disloyalty.

This is why we spent so much time on honor and camaraderie first. Without that foundation, healthy conflict becomes destructive conflict or no conflict at all.


The Problem You're Solving

If your meetings have "half voices" there—meaning you have some people who sit and say nothing, or people who speak up but can't stick with healthy conflict when they get pushback—your job as the leader is to set new expectations.

But first, recognize what's happening. Those silent voices aren't necessarily people who have nothing to contribute. They may be people who:

  • Don't feel safe to disagree

  • Don't think their perspective matters

  • Have been shut down in the past

  • Are afraid of looking stupid

  • Don't understand that conflict is expected and valued

Your job is to change that dynamic.


The Expectations You Must Set

Here's what you need to communicate clearly to your team: If we're in a strategic discussion and you're at the table, I expect you to:

Show up prepared with your own thoughts. Not just ready to agree with whatever I say, but with your own perspective formed. I want to know what you think, not what you think I want to hear.

Show up ready to defend those thoughts if you get pushback. Don't fold the moment someone challenges you. If you believe something, be ready to explain why. Help us understand your reasoning.

Show up ready to listen because everyone's voice will be heard at the table. This isn't about who can talk the loudest or longest—it's about getting the best ideas to the surface. Sometimes the quietest person in the room has the insight that changes everything.

Show up ready to buy into whichever decision we go with. Once we make a decision, we're all committed to making it work. No undermining, no "I told you so," no passive resistance.


Your Role as the Facilitator

Remember: there is always one decision maker, and as the leader, that's usually you. Your job isn't to avoid making decisions—it's to make the best decisions possible.

But here's the key insight: The best decision makers know to leverage not just their own mind, perspective, and data, but as many minds, perspectives, and data sources as they can when making strategic decisions.

You're not looking for consensus—you're looking for input that helps you make the wisest choice.

This means you need to become a skilled facilitator of conflict, not just a participant in it. You need to:

  • Draw out the quiet voices

  • Keep discussions focused on ideas, not personalities

  • Push back on weak reasoning, even when you agree with the conclusion

  • Ask follow-up questions that force deeper thinking

  • Make sure all perspectives are truly heard before moving to decision


Creating the Right Environment

You need to make it clear that group healthy conflict is normal and expected. In fact, you should be concerned if everyone always agrees with you. That usually means people aren't being honest, or you're not creating space for real discussion.

Set the expectation that it's okay for people down the hall to wonder if everything's okay in your meeting room. Passionate discussions about important decisions should generate some energy.

But here's the crucial part: model what healthy conflict looks like. Show your team that you can have your ideas challenged without getting defensive. Demonstrate that you can change your mind when presented with better information. Prove that disagreement doesn't damage relationships.


The Trust Factor

Those at your leadership table have to earn their spot. They need to build trust and show up prepared every single time with their research done and thoughts prepared.

But here's your part: you have to create an environment where people can take that risk. Where they can challenge ideas—including your ideas—without fear of retribution.

This means:

  • Never punishing someone for disagreeing with you

  • Acknowledging when someone's pushback led to a better decision

  • Admitting when you were wrong and someone else was right

  • Showing genuine curiosity about perspectives that differ from yours


Walking Away as Comrades

This is where honor and camaraderie become crucial. After intense strategic discussions, your team should be able to set work aside and just be human beings again. You should be able to leave as friends, even after—especially after—group healthy conflict.

That's the mark of a mature team. They can engage in passionate disagreement about ideas while maintaining deep respect for each other as people.

If your team can't do this, you either don't have enough relational foundation, or the conflict isn't truly healthy—it's becoming personal.


What Success Looks Like

When you get this right, several things happen:

Meetings become engaging instead of boring. Because everyone is engaged. People leave energized rather than drained.

Decisions get better. Because more perspectives are considered, blind spots are identified, and weak ideas get strengthened or eliminated.

Your team gets stronger. Because they know their voices matter, they feel ownership of the outcomes, and they develop their strategic thinking skills.

You become a better leader. Because you're no longer making isolated decisions. You're leveraging the collective wisdom of your team to navigate the challenges ahead.


The Warning Signs to Watch For

If you're seeing these patterns, you need to address them:

  • The same people always speak while others stay silent

  • People change their minds too quickly when challenged

  • Discussions end too easily without real exploration

  • Team members seem relieved when difficult topics are avoided

  • You find yourself making most decisions with minimal input


Moving Forward

In your next strategic meeting, try setting these expectations explicitly. Let your team know you want their real thoughts, not just their agreement. Create space for disagreement. Facilitate the conflict rather than avoiding it.

Start with something low-stakes to practice. Ask for input on a decision where you're genuinely open to different approaches. Show them what it looks like to engage in healthy conflict about ideas.

Remember: your team is looking to you to set the tone. If you're comfortable with conflict, they'll become comfortable with conflict. If you value diverse perspectives, they'll bring diverse perspectives.

Watch how the quality of your decisions—and your team—improves when you create an environment where healthy conflict is not just allowed, but expected.


That's all for today. I'll see you soon.


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