Leadership/Management

The High Cost Of Avoided Conversations

Most organizational dysfunction does not begin with a single catastrophic decision or a single disastrous conversation. It usually starts much earlier, when leaders notice something is off but convince themselves it is not time to address it yet.

Expectations begin to slip, tension quietly builds within the team or an executive is clearly struggling in the role, yet instead of confronting the issue directly, leaders rationalize waiting. They tell themselves they need more information, more certainty or more time to see whether things improve on their own because having the conversation feels uncomfortable, emotionally draining or politically risky. Meanwhile, the problem continues to compound beneath the surface while everyone pretends things are still manageable.

By the time the conversation finally happens, trust has eroded, frustration has accumulated and the cost of waiting has become significantly higher than the discomfort of speaking honestly in the first place.

I have come to believe that this is one of the most expensive leadership patterns inside organizations today. Not because leaders are incapable of having hard conversations, but because silence rarely feels dangerous in the moment. Most of the time, it feels responsible.

Leaders convince themselves they are being patient or that they want more information before making a judgment. They do not want to overreact and make a bigger deal out of something that does not need to be. They tell themselves they are trying to preserve the relationship or avoid unnecessary conflict. But while they are waiting, the organization is absorbing the cost of that hesitation in ways that are often difficult to see at first.

I have lived this pattern myself over the past 19 years as CEO of StoneAge, a maker of high-pressure waterjetting tooling and automated equipment, which is one of the reasons I wanted to explore it more deeply while writing my upcoming book, Talk with Trust. And as I researched communication breakdowns across leadership teams, I kept seeing the same thing confirmed over and over again: Leaders rarely create problems by saying the wrong thing. More often, they create them by waiting too long to say anything at all.

Silence Creates Organizational Ambiguity

Many leaders believe the primary communication problem inside organizations is poorly delivered feedback. While bad feedback can absolutely damage trust, I don’t think this is the biggest issue most companies are facing. In my experience, the greater problem is the absence of honest feedback altogether.

Leaders avoid difficult conversations, hoping the issue will resolve itself with time. They convince themselves that the situation is temporary or that bringing it up will only create unnecessary conflict. But unresolved issues rarely disappear on their own. Instead, resentment quietly builds on one side while confusion grows on the other.

The leader becomes increasingly frustrated as the employee fails to meet expectations. Meanwhile, the employee assumes things are mostly fine because nobody has clearly told them otherwise.

Then eventually, after weeks or months of avoidance, the conversation finally happens. But by that point, it is no longer grounded in clarity because the leader is not just addressing the issue itself. They are also carrying the emotional weight of everything they failed to say earlier, which often causes the feedback to swing between being overly vague in some moments and emotionally charged in others.

I have seen leaders wait so long to address a problem that by the time they finally spoke up, the relationship was already broken. People lost jobs they probably could have kept if someone had been honest sooner. Teams lost trust in leadership because everyone could feel the tension, even though no one acknowledged it directly.

The damage rarely comes from one difficult conversation. More often, it comes from all the conversations that never happened when they should have.

The Conversation I Avoided

A few years ago, we brought someone into the company in a fractional executive role to help us through a major transformation. On paper, it looked like the right move. He had expertise we needed, and we believed he could help accelerate important strategic work.

But fairly quickly, I could tell it was not working.

The fit felt off from the beginning, but I really wanted it to work, which made it harder to admit what I already knew. The executive team was struggling with the dynamic, there was tension around direction and execution, and despite everyone’s efforts, I could feel that the alignment was not there.

Still, I avoided the conversation.

At the time, I told myself I needed more certainty, more information, and more time to see whether things would improve. But really, most of the hesitation had very little to do with strategy and everything to do with discomfort.

I worried about what he thought of me as a leader. I worried that ending the relationship too early would somehow validate insecurities I already had about whether I was leading the transformation effectively enough. So instead of addressing the issue directly, I waited.

And while I waited, the cost kept growing.

We spent money we did not need to spend. The team became increasingly unclear about direction and expectations. My own credibility suffered because people can sense indecision in a leader, even when no one says it out loud.

That is one of the hidden costs of delayed conversations. When leaders avoid necessary feedback, teams often interpret the delay as uncertainty, inconsistency or misalignment at the top. Even if nobody openly discusses it, the organization feels the wobble.

But honestly, the greatest cost was internal. Carrying that unspoken conversation drained my energy because I knew I was avoiding the issue.

Then I finally had the conversation. And it went completely fine.

There was no resentment, no dramatic fallout and no emotional explosion. In fact, the fractional executive was understanding, gracious and supportive. Most of the pain existed in my anticipation of the conversation, not in the conversation itself.

That experience reinforced something I continue to learn as a leader: Avoidance creates far more suffering than honesty usually does.

Early Conversations Create Development

One of the central ideas in Talk with Trust is that leaders consistently overestimate the risk of honest conversations while underestimating the organizational cost of avoiding them.

Silence inside organizations is expensive. There are obvious financial costs, such as underperformance, turnover, rehiring, retraining and lost productivity. But the cultural and relational costs are often even greater.

Teams quickly learn what leaders are willing to address and what they are unwilling to confront. Over time, people stop having direct conversations and start having side conversations. Frustration moves into private messages, guarded meetings, hallway conversations and quiet assumptions. People say what feels safe instead of what is true. That is when culture starts deteriorating.

There is also a personal cost that leaders do not talk about enough. Carrying what you are unwilling to say consumes emotional energy. It clouds decision-making and creates internal tension because, somewhere deep down, you know when you are avoiding responsibility.

Most leaders do not avoid difficult conversations because they are weak. They avoid them because they are human. Conflict activates threat responses in the brain because we are wired for belonging and safety, which means difficult conversations naturally create emotional resistance.

But leadership requires overriding that instinct when the cost of silence outweighs the discomfort of truth.

I have come to believe that honest feedback, delivered with care and clarity, is one of the deepest forms of respect a leader can offer. Withholding feedback is not kindness; it’s neglect.

When you refuse to tell someone the truth, you deprive them of the opportunity to improve, adjust, decide differently or even opt out. You convince yourself you are protecting them when in reality you are withholding the clarity they deserve.

The leaders I trust most are not the ones who avoid difficult conversations. They are the ones willing to have them early, while there is still enough trust to support growth and change.

Because early conversations create development, whereas late conversations create damage control.

The Question Every Leader Needs to Ask

Every avoided conversation creates organizational friction in one or more areas: trust, execution, alignment, retention or culture. Leaders do not get to choose whether silence has consequences. They only choose whether they address the issue early, while there is still room for growth, or later, when the organization is already paying the price.

So here is the question every leader should ask themselves: What conversation are you currently avoiding that is already costing your organization more than it would cost to have it?

Because silence never stays silent for long. Eventually, it shows up somewhere.

Kerry Siggins

Kerry Siggins is the CEO of StoneAge, a fast-growing, employee-owned manufacturing and technology company based in Colorado. In 2023, she was honored to be named EY Entrepreneur Of The Year and Colorado’s CEO of the Year. During her 19-year (and counting) tenure, she has led StoneAge through three major transitions while continuously building a dynamic culture where employees think and act like owners. StoneAge is recognized as a top company to work for by Outside Magazine and Inc. Magazine.

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Kerry Siggins

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