What does Leadership Means to You?

Penny Leong
11 min readMar 20, 2024
Scribbles of One of my coaching sessions with my coachee that inspired me to write this piece :) — taken on 15th March 2024

A Personal Journey from My Coaching Session’s Scribbles to Your Leadership Path

In the quiet corners of a coach’s life, profound insights often emerge in the simplest of forms. I share with you a glimpse of my world — a whiteboard, a spontaneous canvas of thoughts and questions from a coaching session that has stayed with me. This image, far from a polished presentation, is a raw snapshot of the journey into leadership. My journey. And potentially yours.

As I stood before this board, marker in hand, the chaotic swirl of scribbles before me represented the multitude of questions that new leaders grapple with. Why seek to improve leadership skills? What does it take to cultivate these abilities? Which skill sets form the pillars of true leadership? These are not the questions you’ll find neatly answered in textbooks; they are the questions that prompt us to dig deeper, to find our truth within the layers of leadership lore.

The queries I etched on that board confront us with the essence of our quest — nudging you to move beyond the definitions and delve into what leadership really means to you, personally. It’s an introspection that’s essential, for in understanding your unique perspective on leadership, you begin to shape your destiny as a leader.

Now, I write to you, not just as a coach but as a fellow traveler on the leadership path, inviting you to explore these questions for yourself:

  • What stirs your interest in the art of leadership?
  • How do you perceive the building of leadership skills?
  • In what ways do your beliefs influence your approach to leading?

Through the course of this article, we’ll journey from the reflective queries that my whiteboard has captured to the essential tenets of leadership. We’ll unpack the concepts of intuition, reflection, awareness, and the continuous pursuit of learning — all crucial components for any leader.

I invite you to join me in unraveling these ideas, to engage with them, question them, and maybe even scribble a few of your own. Because leadership, I’ve come to understand, is not a destination; it’s a vibrant, ever-evolving journey. A journey that I am still on and now, perhaps, so are you. By the end of this dialogue, the scribbles that once seemed random will start to form a map — a guide to leading with authenticity, purpose, and heart.

Our Leadership Dialogue with Self :

1. What is Leadership to Us?

As we venture into the exploration of leadership, it becomes imperative for us to pause and consider: What does leadership truly represent in our lives? It’s a concept that often eludes a single definition, as it is as diverse as the individuals who practice it. To some, leadership might signify the ability to inspire and motivate, while to others, it’s about making critical decisions or nurturing an environment where everyone can flourish.

But why is it important for us to contemplate this question?

Reflecting on what leadership means to us is akin to setting the sails for our journey — without which we might drift aimlessly on the vast seas of our professional and personal lives. It is this understanding that anchors us, giving direction and purpose to our actions. It shapes the way we interact with our team, approach problems, and celebrate successes.

When we consider what leadership embodies, we’re not just thinking about the roles we fill or the titles we hold; we’re delving into the values that underpin our actions, the principles we stand for, and the legacies we hope to leave. This introspection is crucial because it allows us to lead with authenticity. Authentic leadership resonates deeply with those we guide, fostering trust, loyalty, and a shared vision.

Moreover, contemplating our definition of leadership challenges us to broaden our perspectives. It pushes us to learn from the diverse styles of leadership we encounter — absorbing from each leader’s strengths, understanding their weaknesses, and continuously shaping our evolving leadership persona.

In this discourse, let us explore together the multifaceted nature of leadership. Let us share stories that illustrate its impact and dissect the qualities that we admire in leaders around us. These narratives serve as a guide, a reflection, and sometimes, a challenge — to ensure our concept of leadership is not static but a living, breathing, and evolving part of who we are and who we aspire to become.

Through this question, “What is leadership to us?” we set the foundation upon which our leadership is built. It’s not just about leading — it’s about understanding why we lead the way we do, and how this impacts every facet of our journey and those whose paths we cross. It’s a step towards not just being leaders but being the right kind of leaders for the people we serve and the causes we champion.


2. How Does Our Definition of Leadership Influence Our Practice?

Understanding our definition of leadership is like uncovering the blueprint that shapes our interactions, decisions, and strategies as leaders. It’s a deeply personal constitution that guides us when we navigate the waters of organizational dynamics and human relationships.

But why is this understanding pivotal?

Our leadership practice is the embodiment of our innermost beliefs about what leadership should be. It influences how we communicate, the culture we cultivate within our teams, and how we define success. If we see leadership as a tool for empowerment, for instance, we’ll likely encourage autonomy and foster an environment where every team member feels valued and heard. If we view leadership as service, we’ll prioritize the needs and growth of our team over personal accolades.

The way we lead is a reflection of what we hold dear, the experiences that have moulded us, and the future we envision. When we align our practice with our personal definition of leadership, we lead with integrity and congruence. It sets a tone that is not only clear to those we lead but also inspires consistency and trust.

Furthermore, reflecting on this question allows us to reassess and realign our methods. As we grow and encounter new challenges, our understanding of leadership may evolve. This continuous cycle of reflection and adaptation ensures our leadership remains dynamic, responsive, and relevant.

Let us then explore together how our unique definitions of leadership are brought to life through our actions. We’ll share insights into how these definitions can both empower and constrain us, and how being mindful of this can lead to more effective and authentic leadership practices. We’ll discuss how the beliefs and values we hold can translate into a leadership style that is not only effective but also resonates on a personal level with those we aim to inspire.

In pondering “How does our definition of leadership influence our practice?” we acknowledge the profound impact our leadership philosophy has on not just what we do, but how we do it. It’s an introspective journey that ensures the footprints we leave as leaders are both intentional and impactful.


3. What Does it Take to Develop Leadership Skills Within Us?

The journey to developing leadership skills is often envisioned as a linear path, marked by milestones of achievements and recognitions. Yet, when we delve deeper, we uncover that it’s more akin to cultivating a garden — a process that demands patience, care, and a deep understanding of the environment and the elements.

Why is this perspective essential?

Recognizing that leadership development is an organic process allows us to appreciate the importance of nurturing our growth through diverse experiences, continuous learning, and reflective practice. It shifts our focus from seeking external validations to fostering an internal environment where leadership can flourish.

Leadership skills are not just acquired; they are grown from the seeds of our experiences, watered by our reflections, and nurtured by our willingness to be vulnerable and learn. This means embracing failures as much as celebrating successes, seeing them as fertile ground for growth and learning.

Moreover, developing leadership skills is about understanding the unique composition of our soil — our values, strengths, and areas for development. It’s about knowing what practices work best for us and how we can adapt them to suit our evolving needs and circumstances.

Together, let’s explore the diverse landscapes of leadership development. We’ll discuss how to identify and cultivate the skills most aligned with our personal and professional aspirations. By sharing stories of transformation and resilience, we’ll see how embracing our unique journey can lead to a more authentic and effective leadership style.

In reflecting on “What does it take to develop leadership skills within us?” we acknowledge that the path is not always clear or easy. Yet, it is through this journey of self-discovery and commitment to personal growth that we can truly develop the leadership capabilities that resonate with who we are and who we wish to become. It’s an invitation to embrace the complexity of our development as leaders, recognizing that each step, each challenge, and each achievement is a crucial part of our growth.


4. Leadership vs. Management: Understanding Our Stance

In the discourse of professional development, leadership and management often emerge as distinct realms, each with its own set of principles and practices. Yet, the boundary between leading and managing is not always clear-cut. Understanding where we stand on this continuum is not just an academic exercise; it’s a practical exploration that shapes how we approach our roles and responsibilities.

Why is this distinction important to consider?

Acknowledging the interplay between leadership and management invites us to explore the balance required to be effective in our roles. Leadership, with its focus on vision, inspiration, and change, calls us to look ahead and chart the course. Management, with its emphasis on order, efficiency, and execution, ensures that we navigate the day-to-day challenges effectively.

Reflecting on our stance between these two aspects allows us to assess our natural inclinations and developmental areas. It encourages us to ask: Are we more visionary or pragmatic? Do we find ourselves leading change or maintaining stability? How can we blend the best of both worlds to foster environments where creativity flourishes within the structure?

Together, we’ll explore these questions, sharing insights into how integrating leadership and management can lead to more holistic and adaptable approaches to guiding teams and organizations. Through examples and reflections, we’ll discover how striking the right balance can enhance our effectiveness and impact as leaders.

In pondering “Leadership vs. Management: Understanding Our Stance,” we recognize the dynamic nature of our roles and the importance of adaptability. This question challenges us to embrace the complexity of our positions, understanding that the art of leadership encompasses both the visionary capacity to inspire and the practical skills to execute. It’s an invitation to continuously evolve, integrating leadership and management in ways that resonate with our unique context and goals.

Deep Dive: Leadership as a Lifelong Learning Journey

As we’ve discovered, leadership begins with the heart.

It’s where passion meets compassion, where vision is fueled by conviction. Leading with the heart is about more than just empathy and understanding; it’s about embodying our values in every decision and action. This heartfelt leadership empowers us to connect deeply with those we lead, fostering an environment where trust thrives and potential is unleashed. As we continue on our journey, let us remember that the strength of our leadership is measured not by the extent of our authority, but by the depth of our compassion and the authenticity of our actions.

Engaging the Mind Together

Our exploration has also illuminated the pivotal role of the mind in leadership. Engaging the mind involves strategic thinking, visionary planning, and the relentless pursuit of knowledge. It’s about harnessing our collective intellect to navigate complexities and devise innovative solutions. Yet, it also demands mindfulness — a keen awareness of our impact on others and the humility to learn from every encounter. As leaders, our challenge is to cultivate a mindset that values growth, welcomes change, and seeks understanding, ensuring our leadership is as thoughtful as it is decisive.

Acting with the Hand: Manifesting Our Thoughts into Action

The essence of leadership is action. It’s in the tangible steps we take towards our vision, the examples we set through our conduct, and the standards we uphold in our practice. Acting with the hand is about translating our heartfelt convictions and thoughtful strategies into concrete realities. It’s about demonstrating commitment, not just in words but in deeds. This aspect of leadership calls for courage — to step into the unknown, to make difficult decisions, and to stand firm in the face of adversity. It’s a reminder that our legacy as leaders is built not by what we say, but by what we do.

A Journey Towards Integration

As we transition towards the conclusion of our exploration, it becomes evident that leadership is a symphony of the heart, mind, and hand. It’s an intricate balance of emotional intelligence, intellectual rigor, and decisive action. This journey of leadership development is continuous, inviting us to reflect, learn, and grow with every step.

In embracing leadership as a lifelong learning journey, we recognize that there are no final answers, only deeper questions. The paths we choose to follow, the decisions we make, and the ways we choose to lead — all reflect our ongoing commitment to becoming better leaders for ourselves and for those we have the privilege to guide.

As we move forward, let this exploration serve as a compass, guiding us through the challenges and opportunities that lie ahead. May we lead with heart, engage with mind, and act with hand, in pursuit of a vision that transcends our individual aspirations to encompass the collective good.

Conclusion: Embracing Our Leadership Journey

As we draw the curtains on this exploration of leadership, we are reminded that the journey is far from over. Indeed, the paths we have traversed together — through introspective questions, heartfelt narratives, and reflective insights — mark only the beginning of a lifelong voyage. A voyage that each of us undertakes, not in isolation, but as part of a community of seekers, each striving to uncover the essence of true leadership within ourselves.

Leadership, as we’ve discovered, is not a mantle to be worn or a title to be claimed; it is a practice to be lived — a tapestry woven from the threads of our experiences, beliefs, and actions. It demands of us not only to lead with the heart, engage with the mind, and act with the hand but to do so with a spirit of humility, a willingness to learn, and an unyielding commitment to growth.

In this journey, the challenges we face and the obstacles we overcome are not detours; they are the very terrain where our leadership is tested and refined. Every interaction, every decision, every setback, and every victory offers invaluable lessons in the art of leading effectively and authentically.

As we move forward, let us carry with us the insights gleaned from our exploration:

  • Leadership is a reflection of who we are, an expression of our deepest values and convictions.
  • The development of leadership skills is a dynamic, ongoing process that flourishes with curiosity, reflection, and resilience.
  • The balance between leadership and management is a dance — one that requires grace, awareness, and the flexibility to adapt to the changing rhythms of our environment.

May we embrace the complexity of leadership with open hearts and minds, recognizing that our growth as leaders is inextricably linked to our journey of personal evolution. Let us approach each day as an opportunity to learn, to serve, and to lead with a renewed sense of purpose and passion.

In the end, the true measure of our leadership lies not in the accolades we receive, but in the impact we make — the lives we touch, the communities we build, and the legacy we leave behind. As we continue on this path, may we inspire and be inspired, leading not just for the moment, but for a future that we shape together with vision, courage, and integrity.

With Love and Respect,
Penny

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Penny Leong

I enjoy enriching and inspiring people lives by turning knowledge into practical wisdom. I am currently researching about self-leadership.