Courage to cross the hard divides.
Courage to cross the hard divides.

Crucial Conversations

Life Lessons Communication

Preface

Every one of us has faced moments when the stakes were high, emotions ran strong, and the outcome mattered deeply — in other words, a crucial conversation. These are the moments that can make or break relationships, careers, and even organizations. If you think back to the most difficult conversations in your life, chances are you can still recall how they felt — and how they shaped what came next.

I’ve left this topic to the final chapter in The Communication Project for a reason. The skills required to successfully manage crucial conversations demand all the skills covered in Chapters 1 to 6 — and then some. Crucial conversations are never easy; our emotions often get in the way, and our brains can feel ‘short-circuited.’ Too often, only with hindsight do we realize — after the damage has been done — that if we had been more thoughtful and applied the skills from earlier chapters, we could have avoided much of the harm caused when we let our emotions run out of control.

An Important Warning for Leaders:
As a leader, you usually hold much more power than your subordinates. You influence their compensation, career prospects, the respect they receive from others, and ultimately, you could fire them. For these reasons, subordinates are often very cautious in how they communicate with you.

It’s only through exemplary communication skills that you get the truth you need — rather than just “lip-service” or overly deferential behavior that is all too common in many organizations. Without it, decisions can be based on incomplete or distorted information, which can cost the team and the organization dearly

Acknowledgment of Source Material

This chapter draws on and is inspired by the work of Kerry Patterson, Joseph Grenny, Ron McMillan, and Al Switzler in their best-selling book Crucial Conversations (McGraw-Hill, 2002). While the original concepts originate with them, I have adapted, summarized, and extended their ideas with my own examples and frameworks (such as TEA: Trust, Empathy, and Active Listening) to support everyday communication development.

This material is used under fair use for educational purposes.

Why Crucial Conversation Skills Matter

Let’s begin with a tragic real-life example from Crucial Conversations — one that shows what can happen when people fail to speak up, whether from fear, uncertainty, or hierarchy, right when communication and courage matter most.

A Real-World Tragedy

A woman checked into the hospital for a routine tonsillectomy. Instead, the surgical team mistakenly removed a portion of her foot.

How could this possibly happen? Is this a rare anomaly or something more prevalent than we might expect?

The book notes that nearly 98,000 hospital deaths each year are due to human error — and a large part of that is caused by professionals failing to speak their minds. In high-stakes environments, even seasoned experts often stay silent rather than risk conflict or challenge authority.

These statistics are frightening. But consider this: in Canada, approximately 40% of marriages end in divorce. How many more couples stay together but live in fear, silence, and misery?

What About the Cost in the Work Environment?

In the July–August 2025 issue of Harvard Business Review, an article titled The Conflict Intelligent Leader reports on the scale of workplace discord—and the costs are staggering:

“It’s perhaps inevitable that in this time of growing discord, conflict at work would increase too. A recent Society for Human Resource Management survey of 1,602 workers showed that 76% had witnessed acts of incivility in the past month, with 21% experiencing it personally. Nearly half said they encountered it weekly, and 13% said they experienced it daily. Forty-four percent believed incivility would worsen in 2025, and 26% said they were likely to leave their job because of it.
With employee engagement at a low, contentious interactions at work are estimated to cost businesses more than $2 billion a day in productivity losses and absenteeism.”
- Professor Peter T. Coleman, Columbia University (Morton Deutsch International Center for Cooperation and Conflict Resolution)

A Personal Example

A less dramatic — but deeply personal — example occurred in my own life.

I’ve shared this story before in an earlier post. It’s a case study in a series of conversations both avoided and poorly handled—by myself and the other party—that ultimately led to me being fired. I survived the episode, but not without considerable emotional pain. And since I was 55 at the time, it effectively ended my corporate career.

The silver lining: I went on to form my own company, which I ran for 20 years before selling it. It brought many challenges, but also many rewards.

If you're interested, I invite you to come back to this post after reading the full chapter: Silence Is Not Always Golden.

Fixing the Problem: Where Do We Start?

1. Understand What Qualifies as a Crucial Conversation

1.1 When Does a Conversation Turn Crucial?

A conversation becomes “crucial” when three elements are present:

  • Your emotions change
    Your pulse quickens. Breathing speeds up. You may even start to sweat. As emotions intensify, your brain shifts into survival mode. The authors call this the “silence or violence” response—a conversational version of fight-or-flight.
  • There is strong disagreement
    You and the other person see things very differently — and neither of you is backing down.
  • The stakes are high
    If this conversation goes badly, it could damage the relationship, destroy trust, or even result in job loss.

When these three signals are present, pause and recognize: this is no longer a casual conversation. It has become crucial — and the consequences are serious if not handled with care and skill.

1.2 What Happens When Conversations Turn Crucial?

Most people fall into one of two unhelpful patterns: Silence or Violence.

  • Silence (avoidance, withdrawal, masking with sarcasm or sugarcoating)
  • Violence (labeling, controlling, attacking)

In my experience, silence is far more common in the workplace — especially when subordinates disagree with their boss. The issue becomes even more pronounced when leaders fail to create psychological safety and instead lean into controlling or dismissive behavior.

1.3 Creating Safety — The Golden Rule

At the heart of every Crucial Conversation lies one guiding principle: People will not engage meaningfully unless they feel psychologically safe.

Safety is achieved when two conditions are met:

  • Mutual Purpose — the other person believes you care about their goals, interests, or values as much as your own.
  • Mutual Respect — regardless of differences, you see the other person as worthy of dignity and understanding.

Together, they form the foundation for open, honest dialogue — even on the most contentious topics.

Case Study: Applying Mutual Purpose and Mutual Respect

Even in the most skeptical or polarized situations, applying the principles of mutual purpose and mutual respect can lead to meaningful progress. A compelling example comes from efforts to address teen pregnancy, where two groups with deeply opposing beliefs — pro-life and pro-choice advocates — chose to work together.

Neither side was asked to compromise their overarching convictions. Instead, they agreed on a shared purpose: reducing teen pregnancy and supporting at-risk youth. By committing to mutual respect, each group listened without judgment, sought to understand the other’s perspective, and focused on actionable solutions rather than philosophical debates.

The result was significant: programs and initiatives were developed that combined the strengths of both approaches, reaching teens more effectively than either group could have done alone. This case demonstrates that even when fundamental beliefs differ, mutual purpose provides a common goal, and mutual respect keeps the dialogue constructive, allowing progress where it might otherwise seem impossible.

2. Tools and Tactics to Better Manage Crucial Conversations

This section includes:

  • Start with Heart
  • Be Self-Aware
  • Disarm the Bomb Before It Goes Off
  • Contrasting
  • Using the STATE Acronym (with 3 scenarios)
  • Apologizing
  • Not Making It Worse
  • Final Thoughts

2.1 Start with Heart

Work on Yourself First

  • You can’t control others; you can only control yourself.
  • If you enter a conversation angry, defensive, or trying to “win,” the dialogue will almost certainly fail.

Focus on What You Really Want

  • Ask: What do I want for myself? For the other person? For the relationship?
  • This helps you shift from short-term emotions (e.g., “I want to prove I’m right”) to long-term outcomes (e.g., “I want us to work together effectively”).

Refuse the “Sucker’s Choice”

  • Many people believe they must choose between being honest and being kind.
  • Start with Heart teaches you to avoid this false dichotomy — you can be both candid and respectful.

Stay Focused on Your True Goals

  • In heated moments, people often get sidetracked by winning arguments, punishing, or avoiding.
  • Keep asking: Am I acting in a way that moves me closer to what I really want?

Motivation vs. Behaviour

  • Before worrying about what the other person is doing wrong, check your own motives and behaviour.
  • A heart-centred approach sets the tone for safe, productive dialogue.

In short: Begin every crucial conversation by clarifying your motives, staying focused on mutual benefit, and avoiding the trap of anger, fear, or ego.

2.2 Be Self-Aware

Research-backed Findings

  • Professor Peter T. Coleman (Columbia University, Morton Deutsch International Center) highlights two essentials:
    • Self-awareness and self-regulation: Leaders who can recognise and manage their reactions handle crucial conversations more calmly and strategically.
    • Strong social conflict skills: Deep listening, balancing advocacy with collaboration, and checking personal biases matter hugely.

The Role of Communication Style

  • Understand your natural communication tendencies (DISC is a useful tool):
    • S and C styles (steady, conscientious) are more likely to go silent.
    • D and I styles (dominant, influential) are more likely to dominate or control the conversation.
  • Awareness of your style helps you adapt: match and mirror where appropriate, slow down if you tend to push, prompt more space if you tend to withdraw.

Solicit Feedback (Especially the Hard Kind)

  • If you’re serious about self-awareness, ask others how you come across.
  • When you request feedback:
    • Be specific (“Can you tell me one thing I do that shuts down conversation?”).
    • Commit to listening without defending.
    • Say thank-you — even if the feedback stings.

A note from me: asking for feedback is a skill that often takes practice — and it’s something I’m still learning.

2.3 Disarm the Bomb Before It Goes Off

Pinch → Punch

  • Communication breakdowns usually start small (a pinch) and escalate to a punch if left unaddressed.
  • A pinch might feel petty at first — an offhand remark, a missed deadline, minor rudeness. Because we avoid being “petty,” we say nothing. Over time the pattern hardens.

Deal With it Early

  • Don’t wait for the pattern to become entrenched. Address the issue while it’s still a pinch.
  • Practical steps:
    • Name the small behaviour: “I noticed X happened.”
    • State the impact: “When that happens, I feel Y.”
    • Invite dialogue: “Is that what you intended? Can we talk about it?”

Early action works because:

  • Early, respectful dialogue often reveals the issue is a misunderstanding or a solvable habit.
  • It prevents resentment and reduces the probability of a full-blown crucial conversation later.

2.4 Use Contrasting

Contrasting prevents misunderstandings by clarifying what you do mean and what you don’t mean. It’s especially useful when you must give critical feedback to someone you respect.

Why it’s Better Than the “Feedback Sandwich”

  • The feedback sandwich can feel manipulative — praise, criticism, praise — and prompt the listener to brace for the hit.
  • Contrasting is direct and honest. It states what you don’t mean and what you do mean.

The Background (Example): Bill

Bill is a promising team member: hard-working, delivering on goals. But he’s consistently 10 minutes late to monthly management meetings. You’ve raised it before, and it’s now a pattern.

A poor approach (what not to say):

  • Leading with a long preface of praise without clarifying intent can sound like manipulation and put the listener on guard.

A better approach using contrasting (DO and DON’T):

  • "Bill, I want to be clear that I really appreciate the effort and long hours you’re putting in — your commitment hasn’t gone unnoticed. That’s not in question. At the same time, I’m concerned and honestly a bit frustrated that you’ve been arriving late to our management meetings consistently. It delays the start and sets the wrong tone for the team. I assume you’re aware of the issue, and I’d like to hear your thoughts on what’s going on and how we can fix it together."

Contrasting makes your intent explicit, prevents immediate defensiveness, and invites collaboration on a solution.

2.5 How and When to Use the STATE Acronym

What STATE stands for

  • S — Start with the facts. Share objective, observable behaviour — no conclusions.
  • T — Tell your story. Explain your interpretation of those facts.
  • A — Ask for their path. Invite the other person’s perspective — how they see it.
  • T — Talk tentatively. Offer your interpretation as a hypothesis, not an absolute.
  • E — Encourage testing. Invite the other person to challenge your assumptions.

Below are three scenarios showing STATE in action.

Scenario 1 — Boss & Subordinate: Missed Promotion

Context: A high-potential subordinate feels she was passed over for promotion because she’s female and “not experienced enough.” She’s disengaged.

Using STATE:

  • S — Start with facts: “I’ve noticed in the last few weeks you’ve been quieter in meetings and less engaged than usual.”
  • T — Tell your story: “That makes me wonder if something about the recent promotion decision has left you discouraged.”
  • A — Ask for their path: “Can you help me understand how you’re seeing things right now?”
  • T — Talk tentatively: “I may be off base — I’m not sure — but if I were in your shoes, I might feel overlooked.”
  • E — Encourage testing: “If I’m wrong, tell me. I want to understand your view and work this out together.”

Grounding the conversation in fact and curiosity lowers defensiveness and opens space for genuine explanation and problem solving.

Scenario 2 — Group Dynamic with a Dominant Conversationalist

Context: A friend in a regular social group tends to dominate conversation. Others end up zoning out.

Using STATE:

  • S: “Over the past year, especially at dinners, I’ve noticed you usually carry the conversation; you’re often the one with the stories.”
  • T: “But lately I’ve felt more like a spectator — there’s not always room for others to jump in, and I sometimes zone out.”
  • A: “I’m not sure if you’ve noticed this, or if others feel the same — what’s your take on how we all interact?”
  • T: “I appreciate your energy — it’s great — but I’d also like to feel a bit more included.”
  • E: “If I’m misreading this, tell me. I don’t want to call anyone out; I’d just like the group to stay enjoyable for everyone.”

Personal Reflection (Author’s Note)

Ask yourself if this truly requires a crucial conversation. In my case, I realised I could soften up and enjoy the stories — we were there to play golf and have fun, not solve the world’s problems. Sometimes changing my behaviour was the better route.

Scenario 3 — Feeling Unseen by a Close Companion

Context: You’ve been investing in creative work and have shared it, but your partner’s lack of engagement makes you feel invisible.

Using STATE:

  • S: “Over the last few months I’ve been working on writing projects, and I’ve shared parts of them, but I’ve noticed we haven’t talked much about them.”
  • T: “When that happens, I wonder if what I’m doing matters. I put a lot into it, and the lack of reaction leaves me feeling a bit invisible.”
  • A: “That might not be how you see it — what’s your experience when I share these things?”
  • T: “I could be over-reading this, but it’s been affecting how connected I feel.”
  • E: “I’m open to your side — I don’t want to misjudge this. I just want us to understand each other better.”

Optional starter note you could use:

“Hey Brian - there’s something on my mind. I’ve been putting a lot into my blog posts on the “Communication Project”. I’ve shared parts of it with you because I value your opinion. Your silence in responding has made me wonder if the subject matter does not resonate for you or perhaps you’ve simply been swamped with work. I don’t need applause, but as I have said – I value your opinion and would love to hear from you”

2.7 Don’t Let Your Pride Stop You from Apologising

Even if you don’t believe you caused the problem, if the other person believes you did, consider apologising — genuinely.

Why Apologise?

  • It de-escalates.
  • It opens space to explain intent.
  • It signals you value the relationship more than being right.

How to Apologise Well

  • Be sincere: “I’m sorry you felt hurt by what I said.”
  • Take ownership where appropriate: “I could have been clearer.”
  • Avoid conditional or defensive apologies: “I’m sorry if you were offended” can sound dismissive.
  • Follow up with action: explain what you’ll do differently.

Remember: No apology is better than an insincere one.

2.8 Don’t Make It Worse - Pause and Create Space

When you recognise, you’re in a crucial conversation, do not dig yourself deeper. The brain’s executive function shrinks under stress; impulsive reactions follow.

What To Do

  • Pause. Use language that buys you time: “This topic is important to both of us. Let’s take a little time to think it over and come back with ideas on how to move forward.”
  • Suggest a follow-up time: schedule a short break or reconvene later with calmer heads.
  • Use breathing or a short walk to lower arousal before resuming.

Why This Helps

  • Pausing prevents regrettable comments and gives both sides space to reflect, which often leads to a more productive conversation when you return.

Two Final Thoughts

Slow Down to Go Faster

“It’s true that becoming an empathetic listener takes time, but it doesn't take anywhere near as much time when you're already miles down the road - to redo and to live with unsolved problems.”
- Stephen Covey

Change Begins with You

“Knowing yourself is the beginning of wisdom”
- Aristotle

If you want to change someone else’s behaviour - first, try changing your own behaviour.

I’ve saved this recommendation for the end, because in my experience, it’s among the most useful practical rules. When we react to another’s behaviour by judging or criticizing, we usually get exactly what we expected: resistance or withdrawal. Instead, try this approach:

  • Start with curiosity and empathy. Ask yourself why the other person might be acting that way. Often their behaviour comes from stress, insecurity, or a pattern that has nothing to do with you.
  • Shift your response. Rather than immediate judgement, try patience, or a quick act of acknowledgement. Small changes in your behaviour — listening more, asking a clarifying question, or altering your tone — frequently change the dynamic.
  • Model the change you want. If you want less defensiveness, show openness. If you want more punctuality, be consistently on time and mention its importance in a non-accusatory way.
  • Result: Simply being less judgemental and more empathetic can turn a potentially negative conversation into a constructive one.