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!)
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.
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.
Unpack old stories. Debunk outworn beliefs. Design a new approach leveraging your strengths and support.
Establish practical applications you can benefit from immediately.
Build on your practice. Develop mastery of leadership skills and shine.
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
leadership and management skills
your communication using all of your resources
a clear vision and set goals to bring
your vision to life
stronger relationships for more
effective team dynamics
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
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:
Who can support you to get through what you might not know? Where can we find help?
Examine old beliefs and create new perspectives that will move you forward.
Where are the breakdowns and what conversations are missing?
Using speech acts to open a new future and move forward productively. We make a declaration, an offer or a request.
How do we break ineffective patterns of communication?
What do you know that you don’t realize
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.
Interested to hear what my clients have to say about working with me?
"I was working 10 hours a day and knew I wanted a change but I was too overwhelmed to begin the process. Weekends and evenings were my time to zone out. By working with Courtney, I became unstuck by seeing I could make the time commitment to meet with her. From those meetings, I was able to take new steps, reconnect with my networks and explore new ideas.” - Heather H.
“I have always hated change and Courtney was extremely helpful in helping to ease my nerves. During COVID, we spoke a lot about making changes to adapt to the "new norm". In one session, we practiced a body scan to help ease some of my anxiety. From there, we kept building new habits to check in with my anxiety. Courtney helped to change my perspective on owning the things I can control and letting go of the things I can’t.”
“Being a part of the inaugural Finding Joy workshop was such a special experience. It felt like a true act of resistance to choose joy despite all we have been dealt this year. I found this workshop to be just the right balance of opening my eyes while also being tangible, actionable and accessible. I immediately started leveraging these new tools which transformed multiple relationships in my life. One of the most meaningful takeaways for me was that finding joy is not just about seeking out joyous experiences, but also in addressing the things that can leak joy or make joy feel inaccessible.”
“During a period of tremendous transformation in most areas of my life, I was guided to Courtney’s coaching. I had lingering blindspots that were preventing me from making the final push to step into a new career. Working with her has been such a gift. Her warm, grounded energy and clear guidance is a force. With her support and direction, I moved through some pretty intense emotions that ultimately empowered me to make the plunge into purpose-fueled work.”
“My coaching conversations with Courtney are calming and comforting, while also helping me claim and cultivate the career and lifestyle I want. Courtney welcomes my ideas and gives me strategies to uncover hurdles. She shows me the patterns in my life that are supporting my creativity and those that are causing conflict. I’ve learned that coaching is not remedial, it’s necessary. It’s the edge and nudge that keeps me committed to the life I want to live.”
“I moved to the Bay Area right before the Pandemic and have been looking for my next role here. Working with Courtney gave me the edge that I was missing. It was hard connecting with people during such a strange time and also to connect in a way that went beyond the surface. Courtney has been such an amazing guide through this whole journey. She has helped me to showcase the best version of me so I can find the perfect role for my new life.”
“Working with Courtney helped me identify my strengths and forced me to think about where I excel. My interview prep with her helped refine and sculpt ideas about who I am. We built cohesive stories about the experience I have. Today, I have a better understanding of my big picture. I have clarity about my career and what I want it to look like.”
“Courtney leads her Finding Joy workshop with warmth, creativity, and humor. I found an opportunity to connect, learn and challenge myself in an intimate and supportive group that works to break patterns and make new discoveries.”
“My coaching relationship with Courtney had such a great impact in my recent career journey. Having her on my side and as a sounding board really helped clarify and untangle what is often not obvious in transition and development as a design leader. I appreciate how Courtney points out her observations with clarity. We explored them together, at my pace, which resulted in actionable insights that were authentic.”
“I love her gentle guidance that is based on wisdom, intuitiveness and a wealth of experience. It's because of Courtney’s support that I am where I am.”
“I think of our coaching sessions just about everyday. They were incredibly helpful in moving through mental obstacles in my personal life and professional life. In my professional life, the obstacles are still there. I just navigate them differently.”