
COURTNEY KAPLAN • Founder and Coach
Generate Powerful Results
As Founder of Iconic Leadership Coaching, I help executives generate powerful results and create impactful careers based on their values. Working with designers for over 20 years in the technology industry, I provide practical guidance using the tools and techniques to empower clients to recognize and develop their innate leadership style.
I show my clients how to better navigate the work landscape by leveraging their strengths and developing the skills they’ll need to lead with clarity and confidence. Whether you are a seasoned executive, stepping into a leadership role or searching for a professional path in which you feel passionate, my practical and supportive approach will propel you on a clear trajectory of growth and opportunities that fit you perfectly. Together we’ll unlock your leadership potential and transform your life.
Deep Questions and New Practices
We live in stories. The stories about ourselves, our lives and our world create or limit our possibilities. As a leadership development coach, I help you get curious and ask deep questions that unpack how you frame your world and your approach to leadership. I guide you to explore new possibilities that build on your natural skills. Together we will establish new practices that move you closer to your goals.
In the professional realm, we often think, analyze and operate from the neck up, ignoring the wisdom and guidance our bodies and emotions provide. I teach you how to use all of the rich information available to you. By harnessing body wisdom, identifying feelings and understanding emotions in your work landscape, you can open more possibilities for a satisfying future. (And have fun while doing it!)
Client-Focused Transformation
In a world of constant change, we are continuously faced with the need to successfully adapt to new circumstances. My coaching process is transformational, not transactional. That means we’re not fixing small tactical things. We’re looking at a larger point of view -- the big picture of how we frame our life and our work. And when one area moves, the whole picture quickly improves.
I connect the dots that aren't obvious and can make sense of things that seem chaotic or unrelated. I am good at observing and catching small details and am able to listen deeply and pick out things my clients are assuming or taking for granted. I often hear “I never thought about that before” and “That’s a great question”.
Iconic Leadership Coaching creates the space for us to have a meaningful conversation that will shine a light on new approaches that will generate fresh results. Every coaching session will begin with your most pressing issue. We’ll address the situation through rigorous questioning and conversation to establish a wider more creative perspective and more possibilities. We'll then establish a practice to ensure you can apply your new learning immediately.
Access your curiosity, creativity and commitment in four steps.
Discover
Uncover what you want to create at work and at home. Discuss where you’d like to go and what success looks like for you.
Design
Unpack old stories. Debunk outworn beliefs. Design a new approach leveraging your strengths and support.
Practice
Establish practical applications you can benefit from immediately.
Lead
Build on your practice. Develop mastery of leadership skills and shine.
Transformational
Coaching
Cultivating leadership and strong management skills with the support of a dedicated coach can be deeply transformative—for both you and your team. My coaching approach introduces you to new ways of showing up with authentic confidence. You will be encouraged to identify patterns, to access your emotional intelligence and to solve complex problems by asking and answering big questions.
My sessions will help you
Develop
leadership and management skills
Transform
your communication using all of your resources
Create
a clear vision and set goals to bring
your vision to life
Cultivate
stronger relationships for more
effective team dynamics

Clients
I've been honored to help unlock leadership potential for executives at
In Need of Authentic Guidance
My clients desire to be more expressed and authentic in all aspects of their lives. They are seeking a way to develop different skill sets as they move their careers forward into leadership positions.
Most of my clients come to me with a professional concern, but often the issues they face are impacting their personal lives too. Our work lives and home lives are intertwined more than ever, so the coaching we do for your professional life will change all aspects of your world. Together we'll undertake discovery conversations, design better outcomes and put our findings into practice to build your leadership and improve your life.
I Can Help You
- Show up to demanding leadership challenges with confidence and ease
- Resolve imposter syndrome
- Improve interview skills to build your team or find a better job
- Develop strong relationships at work, even with difficult people
- Understand blindspots that are holding you back from advancing
- Build stronger, more effective teams by hiring and retaining great talent
- Become a clear, effective communicator

Why It Works
Coaching works because you create the space and time to analyze some of the automatic ways you're living and working. When you have an experienced partner to shine the light, open the conversation and bring a wealth of wisdom and life experience, you can go beyond the discussion of what is not working and take active steps to change. Coaching requires commitment. You're committed to PRACTICING new ways of being until they become your new normal. I facilitate the process so you can dive into the possibility with curiosity and dedication.
You Will Experience
- Stronger self-awareness and confidence
- Improved communication and relationships
- Enhanced creativity, ideas and solutions
- Opportunities for greater impact
- Skill-building to help teams excel and retain talent
- A sense of belonging, satisfaction and ease
Step Into Bigger Opportunities

What You
Can Expect
This is a dynamic coaching process; one that is approached with compassion, lightheartedness and a sense of humor. Working with me, you will be met with my full presence. I listen intently to every word and pick up on subtle body language so that I can ask you the big questions to help you see things differently. We will define your strengths, improve your communication skills and clarify goals that fit you best as you step into more authentic leadership. I will help you clarify your priorities, strengthen your time management, build strong teams and support networks. I will help you build the next generation of leadership and navigate the boundaries of delegation. We are working towards transformation for you as a leader.
I use the following techniques (and associated inquiries) to bring my clients to a deeper understanding of their professional path:
Support
Network
Who can support you to get through what you might not know? Where can we find help?
Story
Deconstruction
Examine old beliefs and create new perspectives that will move you forward.
Missing Conversations
Where are the breakdowns and what conversations are missing?
Making Speech
Acts
Using speech acts to open a new future and move forward productively. We make a declaration, an offer or a request.
Communication
Trap
How do we break ineffective patterns of communication?
Body
Scan
What do you know that you don’t realize
you know?
When we are only transactional (as many workplaces can be), we don’t know how to have conversations that open new possibilities to take care about what we care about most.
These conversations will open new futures.
