
For Individuals
“Gray’s ability to reflect my behaviors in a non-threatening way was eye-opening. He helped me see that my own behaviors were the only thing standing between me and where I wanted to be.”
Coaching for Individuals
In addition to supporting organizations, I work one-on-one with a limited number of individual private clients.
About Private Coaching
My coaching is deeply informed by 20 years as a senior leader of teams numbering into the hundreds at some of the most innovative product companies out there: Amazon, Expedia, Groupon, and Workiva. I have experienced the thrills and pains of hyper growth, and the excitement and fear of launching multiple zero-to-one products. I have created massive revenue growth generators and I have experienced the challenges of reinventing myself to effectively lead very large teams.
My path to success has included innumerable hard-earned lessons. I know what it’s like to strive for excellence while facing imposter syndrome, experiencing deep anxiety, missing key goals, and balancing the needs of family. And I’ve experienced first hand the clarity and deep relief that can come from gaining the support of a professional coach.
Along the way it’s become clear to me that the pressures of industry are challenging even its most successful players. Amidst the relentlessness, I’ve seen too many of my colleagues, clients, and friends lose sight of what they are working towards professionally and personally. There is nothing as important as leading one's best life and that only happens by living intentionally. As a coach, it is my privilege to help my clients be more intentional and to achieve success on their own terms.
What draws clients to my coaching
I bring clarity to complex situations. I excel at helping my clients approach their muddiest problems. Together we break problems down, add structure and clarity, and take things from overwhelming into the realm of tractable and actionable. My clients have repeatedly highlighted this as a superpower.
I know how to translate ideas to business impact. I have a deep understanding of what it takes to create transformational products and product companies at scale. I can ask you the right questions, quickly understand the situations you face, and offer up ideas and insights that will help you achieve meaningful outcomes.
I say the tough things you need to hear. I approach our conversations with honesty and care, believing that you are strong enough to face the truth, even when it hurts. I trust in your ability to navigate through challenges and emerge stronger on the other side.
I exude a sense of deep calm and safety. I create a safe and supportive space where you can confidently share your challenges. I have a soothing presence that will help you stay centered, making it easier to see new possibilities and unlock your full potential.
I believe in the power of fun. Being successful and having fun are often mutually supportive. We’ll cover challenging topics in our sessions but we’ll also have space to enjoy ourselves. Bringing levity to tough situations keeps us grounded and builds our morale. I once reassured a team after an outage at Groupon by saying, “How bad could it really be? We sell coupons on the internet!”
I am invested in all aspects of your life. I focus on your whole self because I know that true professional success is deeply intertwined with personal well-being. Who you are as a person, your stressors and passions outside of work, and your life aspirations are all relevant to our work together.
Schedule an Introduction
Click below to schedule time to get to know one another and explore private coaching.
Who I support
I work with high performing leaders at all levels who are ready to make a step function change in their work and lives.
Common issues
Many of my clients face needs like scaling themselves and their organizations, uncovering blind spots, elevating their leadership skills, tackling overwhelm, and finding calm while pushing for success.
Outcomes
Together, we arrive at outcomes such as pinpointing the most critical challenges to address, a resonant leadership style, alignment of actions to values, strong leadership teams and role clarity, an organization ready to scale, product alignment to business outcomes, and a clear growth strategy.
You can benefit from my coaching if:
You are facing one of your toughest professional challenges yet and could use some additional support to find your best path forward.
You are scaling your leadership to new heights and want to develop an authentic leadership style that enhances your impact, influence, and ability to inspire your teams.
You want to identify blind spots that may be holding you back from achieving your personal and professional ambitions.
You are in a moment of transition and want to gain clarity on your situation and be ready for what lies ahead.
You are an experienced leader seeking greater confidence in decision-making and a sharper focus on prioritization and team execution.
You are a Product executive aiming to excel at communicating your vision and investment decisions to the board and across the company.
You are a CTO managing team growth and want to ensure you have a team structure and processes in place that set you up for success.
You are a CEO planning for the next stage of growth and want to ensure you have a winning leadership team in place.

How can coaching help?
Through thought-provoking and creative partnership, coaching inspires you to maximize your personal and professional potential. Together, we establish a strong relationship built on care and curiosity, which allows us to delve deep. We clarify goals that resonate with you and identify both internal and external barriers that are holding you back. With this understanding, we chart a clear path forward. Throughout this journey, I provide consistent accountability, ensuring you stay committed, take decisive action, and tackle the hard work necessary to unlock new levels of imagination, productivity, and leadership.
Let’s Chat!
Your first 30 minute consultation is complimentary.