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Executive Coaching

My executive leadership coaching approach integrates Experience, Evidence, Expertise, and Empathy to support meaningful and lasting growth across the leadership lifespan (Aspire → Ascent → Pinnacle →Retirement → Renewal). Through empathetic listening and traditional coaching, I help leaders gain insight, clarity, and self-awareness. I complement this process with evidence-based education grounded in research and leadership theory, while drawing on my real-world executive experience to offer practical frameworks, perspectives, and strategies when appropriate. This blended approach helps leaders navigate complex challenges, make informed decisions, drive action, and achieve their goals with greater confidence and effectiveness. My work spans the globe and the leadership lifespan.

ASPIRE →
Discover Your Leadership Potential
ASCEND →
Expand Your Leadership Mindset and Influence
PINNACLE →
Lead with Impact and Purpose
RETIRE →
Redefine Life Beyond the Title
RENEW
Reimagine What's Next

Leadership is not a destination. It is a lifelong journey of growth, transition, and transformation.

Each stage of leadership presents unique challenges, opportunities, and pivotal moments when familiar ways of thinking and leading may no longer serve us. Through individualized, evidence-informed coaching, I help leaders navigate these transitions with greater self-awareness, clarity, confidence, effectiveness, and purpose.

“
Her expertise spans the full arc of my administrative career, from my initial transition into leadership through my preparation for retirement. She brings deep knowledge of leadership principles and practices that she tailors to diverse situations, enabling growth both personally and professionally.

As I transitioned into retirement, she provided thoughtful guidance that helped me reframe this significant life change. Her support enabled me to explore new perspectives and possibilities, reshaping my understanding of success beyond my career.”
- Mark Supa – Retired Principal

ASPIRE | Discovering Your Leadership Potential

Why do you want to lead—and what kind of leader do you aspire to become?

Leadership begins long before acquiring a title. For aspiring leaders, coaching explores the why behind the desire to lead, while developing the how of effective leadership.

Together, we examine your motivations, values, strengths, and aspirations while building foundational leadership capabilities. Coaching integrates reflection, practical skill development, and new ways of thinking to help you move from individual contributor to emerging leader.

The Portal

From aspiring to lead to discovering your leadership identity.

ASCEND | Shifting Your Leadership Mindset

The skills that earned you a leadership role are not necessarily the skills that will make you successful at the next level.

As leaders advance, success increasingly depends on moving beyond technical expertise and individual performance to leading through others, thinking strategically, and influencing across the organization.

This transition requires more than developing new skills—it demands a fundamental shift in mindset. Coaching strengthens your ability to communicate with influence, build high-performing teams, navigate complexity, motivate others, and create accountability. It also helps you create clarity in your leadership style, aligned with your values, goals and purpose.

The Portal

From technical expertise and individual achievement to strategic thinking and leading through others.

“
Dr. Ottman has an exceptional ability to know when to ask the right question, hold up a mirror and push, or pause to share a story or relevant research. Her warmth and compassion create a space where honest reflection feels safe, while her professionalism and expertise ensure that every conversation is grounded and purposeful. It is because of her that I've developed the capacity to reflect thoughtfully and honestly on my own leadership practice."
- Nicole Marble, PhD - Chief Academic Officer - Wauwatosa School District

PINNACLE | Leading at the Highest Levels

Leadership at the pinnacle brings extraordinary influence, profound responsibility, and unique personal and professional pressures.

For CEOs, C-suite executives, and senior leaders, the stakes are high, the decisions complex, and opportunities for candid, confidential dialogue are often limited.

At this level, coaching is less about learning how to lead and more about having a trusted, independent strategic thought partner. I provide a confidential space to challenge assumptions, explore difficult decisions, navigate organizational politics, and examine the personal and professional implications of leadership.

As an objective sounding board, I bring both support and constructive challenge, helping executives sharpen their thinking, maintain perspective, and lead with courage, authenticity, and clarity amid uncertainty.

The Portal

From leading others to navigating the complexity, influence, and ultimate accountability of executive leadership.

“
One of Kelly’s particular strengths is her global understanding of leadership. She recognizes that effective leadership, especially at the senior executive level, requires more than an understanding of an organization’s strategy, structure, and culture. It also requires an appreciation of the national and local cultures, political realities, and economic conditions that shape how organizations operate and how people lead. Kelly has the ability to bridge these different perspectives, helping leaders better understand the environments in which they operate and adapt their leadership approaches without losing sight of their core principles and values. This perspective is especially valuable for executives leading across borders, cultures, and complex organizational environments."
- Thong Phan – Retired Global Executive

RETIREMENT | Redefining Life Beyond the Title

The skills that made you successful as a leader do not always prepare you for life after the title.

For executives, retirement is far more than leaving a position. It can mean stepping away from an identity, a source of purpose, established relationships, and the influence and structure that have shaped much of your life.

Grounded in my original research on the non-financial dimensions of executive retirement, coaching helps you anticipate and navigate these often-overlooked transitions.

Together, we explore questions of identity, purpose, relationships, relevance, and the opportunities and losses associated with leaving executive leadership. Whether preparing for retirement or adjusting to life afterward, coaching supports an intentional transition that honors your accomplishments while opening possibilities for what comes next.

The Portal

From an identity defined largely by your leadership role to discovering who you are beyond the title.

RENEWAL | Reimagining What’s Next

Leadership may change form, but opportunities for growth, contribution, meaning, and fulfillment continue.

Renewal is an opportunity to intentionally reimagine life beyond established roles and responsibilities.

After years of organizational responsibility, you have an opportunity to reconsider how you want to spend your time, direct your energy, nurture relationships, and engage with the world.

Coaching helps you explore new possibilities, rediscover interests, redefine success, and determine how your experience, wisdom, and passions can enrich this next stage of life.

Renewal may involve continued leadership, mentoring, service, learning, personal discovery or simply embracing the freedom to choose. It is not necessarily about doing more or becoming someone new. It is about intentionally creating a life that reflects who you are, what you value, and what brings you fulfillment.

The Portal

From what was known to intentionally creating what comes next.

The Foundation at Every Stage | Values, Purpose, and Authenticity

Leadership is most meaningful and sustainable when grounded in who you are and what matters most.

Across every stage of the leadership lifespan, I help you clarify your values, understand your purpose, and lead with authenticity—particularly when facing complex, messy, and challenging situations.

My coaching approach integrates Experience, Evidence, Expertise, and Empathy, combining deep listening and thoughtful challenge with real-world executive experience and research-informed insights.

The goal is not simply to become a more effective leader, but to grow with intention, navigate change with courage, and realize your unique potential.

Wherever you are in your leadership journey, there is a portal to what comes next.

Let's explore yours.

“
What distinguishes Kelly is the combination of intellectual depth, global perspective, practical wisdom, and genuine personal connection she brings to her work. She understands that leadership is not a static set of skills, but an ongoing journey of growth, adaptation, and self-awareness. Her ability to help people navigate change while staying true to their values and authentic selves is, in my view, one of her most valuable contributions."
- Thong Phan – Retired Global Executive

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