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The Higher You Climb, The More You Need to Listen

  • Writer: Karen Gregory
    Karen Gregory
  • 1 day ago
  • 4 min read
Leader having lunch with employees to listen, learn, and strengthen workplace communication.

One piece of leadership advice has never sat well with me. The idea that leaders exist "up here" while everyone else exists "down there." Most people would never say those exact words, but the mindset often reveals itself through behavior. Leaders become increasingly insulated from employees. Information flows through multiple layers of management before it ever reaches senior leadership. Decisions are made far from the people doing the work, and meaningful conversations become less frequent as calendars become fuller.


Over time, a gap develops.


The people leading the organization become separated from the people serving customers, solving problems, and carrying out the work every day. While that separation may not be intentional, it can create challenges that impact communication, trust, and decision-making throughout the organization. I believe that is one of the most dangerous things that can happen in leadership.


Leadership becomes more challenging as responsibilities grow, which is exactly why leaders need to listen, but one leadership skill becomes increasingly important with every promotion: listening. While leaders often gain additional authority and decision-making responsibility, they can also become disconnected from the employees closest to the work. The most effective leaders intentionally create opportunities to hear ideas, concerns, and feedback from people throughout the organization. Those conversations strengthen trust, improve decision-making, and help leaders stay connected to the realities of the workplace.


The People Closest to the Work Often See Things First


Front-line employees experience an organization differently than senior leaders. They hear customer concerns firsthand. They encounter process problems. They deal with inefficiencies, frustrations, and obstacles that may never appear in a report or dashboard. They often recognize opportunities for improvement long before those opportunities make their way into leadership discussions.


When leaders become disconnected from these perspectives, valuable information gets lost. Not because employees are unwilling to share it, but because no one asks. Some of the best ideas inside an organization never reach the people with the authority to act on them. At the same time, leaders miss opportunities to better understand the challenges their teams face each day.


Listening creates a bridge between those two realities. As leaders move higher within an organization, the importance of listening increases. The people closest to the work often see problems first, identify opportunities sooner, and understand customer needs in ways that leadership reports cannot fully capture.


A Lesson from a Healthcare President


Several years ago, we worked extensively with a healthcare organization. As part of our leadership programs, the president would often stop by classes to welcome participants and discuss leadership.


During one of our conversations, he shared something that caught my attention. He realized he had become disconnected from a group of people he rarely had the opportunity to hear from directly: front-line supervisors.


These supervisors managed teams, solved problems, supported employees, and handled operational challenges every day. Yet much of their knowledge, insight, and feedback never made its way to his office.


To his credit, he did not ignore the realization. Instead of creating another survey, another committee, or another layer of reporting, he chose a much simpler solution. He started hosting regular lunches with front-line supervisors because he wanted to hear directly from the people closest to the work.


Those conversations provided valuable information about challenges, opportunities, and employee concerns. Just as importantly, they provided something meaningful to the supervisors who attended. They felt heard.


They saw that their successes, challenges, and experiences mattered and that someone at the highest level of the organization was genuinely interested in understanding what they faced each day. As trust grew, communication improved and ideas flowed more freely throughout the organization. Perhaps most importantly, supervisors began seeing action taken based on the conversations they were having.


That reinforced an important leadership lesson: people are far more likely to share their thoughts when they believe someone is genuinely listening.


Listening Is Not a Leadership Weakness


Some leaders believe they need to have all the answers. In reality, effective leadership often begins with asking better questions. Listening does not diminish authority. It strengthens it.


Employees are far more likely to trust leaders who seek input than leaders who assume they already know everything. Listening demonstrates respect for people's experiences, ideas, and expertise. It communicates humility, curiosity, and a willingness to learn. Those qualities do not make leaders appear weak. They make leaders more effective.


The strongest leaders I have worked with are rarely the loudest people in the room. They are often the people asking thoughtful questions, seeking different perspectives, and remaining open to what they do not yet know.


Leadership Is Not About Distance


One of the greatest mistakes leaders can make is believing that advancement requires separation. It doesn't. In fact, I believe the opposite is true.


The higher leaders move within an organization, the more intentional they must become about staying connected to the people around them. They need to understand what employees are experiencing, what customers are saying, what challenges teams are facing, and where opportunities for improvement exist. The people closest to the work are often closest to the solutions.


When leaders maintain those connections, they gain information, insight, and perspective that help them make better decisions. More importantly, they build stronger relationships throughout the organization.


Final Thoughts


Leadership should never create distance between people. The higher leaders move within an organization, the more intentional they must become about listening, learning, and staying connected. Not because they know less, but because they need to understand more. The best leaders understand why leaders need to listen and create opportunities to learn from the people around them.


The people doing the work every day have experiences, ideas, concerns, and solutions that leaders cannot afford to miss. When leaders remain curious, accessible, and willing to listen, they make better decisions, build stronger relationships, and create healthier organizations.

The best leaders never stop listening because they understand that leadership is not about having all the answers. It is about continuing to learn from the people around them, and because they never stop listening, they never stop learning.


Looking for practical leadership tools and resources? Explore the Learning Hub for leadership articles, downloadable resources, and tools designed to help leaders strengthen communication, build trust, and develop their teams.



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