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The Leadership Skill Nobody Is Measuring (But Every Organization Is Paying For)

How Self-Awareness and Genuine Engagement Transform Leadership Performance

Morgan Massie, CEO and Founder on Influential Women
Morgan Massie
CEO and Founder
Leadership and Training Concierge, LLC
The Leadership Skill Nobody Is Measuring (But Every Organization Is Paying For)

Connection Isn't a Soft Skill: It's a Performance Driver

Not long ago, I was facilitating a leadership development workshop when I noticed something that immediately frustrated me. One by one, participants began looking down at their phones. At first, it was subtle, but within minutes, several people were checking messages, responding to emails, and quietly shifting their attention away from the conversation. As a facilitator, it's easy to take that personally. I found myself wondering whether the content wasn't landing or whether the room simply wasn't engaged.

When we paused for a break, several participants came over to explain what had happened. A significant issue had unfolded back at their organization while we were in the workshop. Teams back at the office were trying to manage the situation, decisions were being made in real time, and many of the leaders sitting in front of me were directly involved. They weren't distracted because they didn't care about the workshop. They were distracted because they cared deeply about the people and responsibilities waiting for them outside the room.

In that moment, I realized nothing about my workshop had changed. The objectives hadn't changed. The activities hadn't changed. The slides certainly hadn't changed. What had changed was the context.

As leaders, we often face a choice in moments like these. We can stubbornly push forward with the plan we created, or we can acknowledge reality and adjust our leadership to meet people where they are. I chose the latter. We paused long enough for everyone to address what required immediate attention, adjusted the pacing of the afternoon, shortened a few activities, and shifted our discussion toward the conversations and leadership decisions they were actively navigating in real time.

Ironically, once people felt that their reality had been acknowledged rather than ignored, they became more present, more engaged, and more willing to participate than they had been before.

That experience has stayed with me because it reinforced something I have come to believe after more than twenty years of facilitating workshops, speaking on stages, and coaching leaders: the greatest leadership challenges rarely begin as performance problems. They begin as connection problems.

Measuring the Outcomes While Missing the Cause

Organizations have become exceptionally good at measuring results. We track productivity, engagement, retention, customer satisfaction, profitability, innovation, and performance with remarkable precision. Dashboards tell us whether teams are thriving or struggling, and leaders spend countless hours reviewing metrics designed to improve organizational performance.

Those measurements matter, but I often wonder whether we have become so focused on the outcomes that we've overlooked one of the most important drivers behind them.

According to workplace research from Gallup, managers account for as much as 70 percent of the variance in employee engagement. That statistic alone should give every leader pause. If one person's leadership can influence engagement to that degree, then engagement isn't simply the result of compensation, benefits, or organizational strategy. It is profoundly influenced by the everyday interactions leaders have with their teams.

Engagement influences productivity, retention, customer loyalty, well-being, and ultimately organizational performance, suggesting that the quality of leadership conversations may have a far greater impact than we often realize.

Perhaps what separates exceptional leaders from average ones isn't simply experience, intelligence, or technical expertise.

Perhaps it's connection.

Not networking.

Not charisma.

Not even communication by itself.

Connection.

The ability to remain connected to ourselves, to the people around us, and to the context surrounding every interaction.

Leadership Happens One Conversation at a Time

One idea I return to repeatedly is that every leadership challenge eventually becomes a conversation. Culture becomes a conversation. Change becomes a conversation. Accountability becomes a conversation. Innovation becomes a conversation. Employee retention becomes a conversation.

You get the idea.

Even the conversations that never happen leave their mark. The difficult feedback that is postponed, the employee who quietly stops sharing ideas, the team member who disengages long before submitting a resignation—all of these begin with moments where connection slowly fades.

Leadership rarely unravels because of one catastrophic decision. More often, it erodes through hundreds of ordinary moments when leaders stop noticing what is happening beneath the surface.

That workshop experience reminded me that the problem wasn't people checking their phones. The real leadership failure would have been mine if I had taken their outward distraction personally and ignored what those phones represented.

The Three Levels of Connection

Over the years, I have come to believe that meaningful leadership requires connection in three distinct areas.

The first is connection to ourselves. Effective leadership begins with self-awareness because the stories we tell ourselves influence the way we lead others. My first assumption that day was that people were disengaged. Had I stayed attached to that assumption, I would have responded with frustration instead of curiosity.

Self-connection requires us to notice our own emotions, challenge our assumptions, and recognize that our interpretation of a situation is not always the truth.

The second is connection to others. The best leaders I know are deeply curious. Rather than assuming they know why someone is behaving a certain way, they ask thoughtful questions and seek understanding before offering judgment.

People want to feel understood before they are expected to understand us.

Trust grows not because leaders always have the right answers, but because people consistently experience being seen, heard, and respected.

The third is connection to context, and I believe it is one of the most overlooked leadership skills today.

The workshop didn't suddenly become ineffective that afternoon. The context simply changed. Leadership requires us to recognize when new information should influence how we lead. The same coaching conversation, the same presentation, or the same feedback can produce entirely different outcomes depending on what people are carrying into the room with them.

Connection to context means allowing new information to change your approach rather than forcing people through the one you planned.

What the Research Continues to Tell Us

The importance of connection is reinforced by decades of leadership and organizational research. Amy Edmondson has demonstrated that psychologically safe teams consistently outperform those where people fear speaking up, admitting mistakes, or asking questions. Those environments don't emerge because leaders are perfect. They emerge because leaders intentionally create relationships built on trust, curiosity, and respect.

The same principle appears in adult learning research. Malcolm Knowles proposed that adults learn best when learning is immediately relevant to the challenges they are facing. Adults are internally motivated, practical, and problem-centered.

When leaders ignore the realities people are experiencing, they unintentionally compete with those realities for attention. When leaders acknowledge those realities and connect learning to them, engagement increases because the experience becomes meaningful rather than merely informational.

Perhaps that is true beyond the classroom as well.

People don't disconnect because they suddenly lose interest.

More often, they disconnect because they no longer feel connected.

A Different Question

Many leadership programs encourage us to ask, "How can I become a better communicator?" It is certainly an important question, but I have begun asking a different one:

What am I disconnected from right now?

Am I disconnected from my own assumptions?

Am I disconnected from the people sitting across from me?

Am I disconnected from the context they are experiencing?

Those questions have changed the way I facilitate workshops, coach executives, and lead conversations. More importantly, they have changed the way I respond when reality refuses to follow my agenda.

The Leadership Challenge

Before your next meeting, coaching conversation, presentation, or difficult discussion, pause for just one minute. Before thinking about what you're going to say, ask yourself whether you are connected to yourself, connected to the people in front of you, and connected to the context surrounding the conversation.

Those sixty seconds may influence the outcome far more than another slide, another talking point, or another leadership model.

Looking back, I don't remember every slide I presented for the rest of that afternoon. I remember the decision I made. I chose to stop leading the agenda and start leading the people in front of me, given the situation that presented itself.

The participants didn't stay engaged because I stayed on schedule.

They stayed engaged because I stayed connected.

Connection isn't a soft skill. It's a performance driver.

When leaders strengthen their connection to themselves, to others, and to the context around them, better conversations follow. Better conversations lead to better decisions. Better decisions build stronger cultures, higher engagement, and ultimately better organizational outcomes.

In the end, leadership isn't measured by how well we stick to the plan. It's measured by how well we connect—to ourselves, our people, and the context we're in, in the moment.

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