Senior leaders rarely seek coaching because they lack capability. They seek it when impact feels harder to achieve than it should, when relationships require a different level of influence, or when the next chapter is not yet fully clear.
Our work is practical and disciplined. We examine how you are showing up, how decisions are being made, and where judgment, presence, or alignment may need refinement. At times the focus is external: navigating stakeholders, shaping strategy, strengthening leadership presence. At other times it is internal: clarifying priorities, recalibrating direction, or reconnecting with what matters most.
I bring 25+ years of senior leadership experience to these conversations. That perspective allows me to challenge thinking, offer context, and serve as a trusted thought partner — while ensuring the work translates into meaningful, sustained change.re successful when we operate with our skills, strengths, experiences, and values front and center. I provide space for exploration and growth, empowering clients to make meaningful progress.
My coaching is grounded in more than 25 years of senior leadership experience in financial services, including roles within complex, global organizations.
As an ICF PCC-certified executive coach, I combine formal training with real-world leadership experience to support senior leaders with clarity, judgment, and impact.
I partner with individual executives and organizations on focused coaching engagements designed to address inflection points, strengthen leadership effectiveness, and support sustained impact.
Engagements may center on executive coaching, leadership presence and influence, team dynamics, or strategic career transitions. Each engagement is tailored to the specific context, scope, and objectives of the leader and the organization.
Cheryl is a highly effective thought partner who tailors her coaching to the strengths and development areas that drive meaningful organizational impact. She is particularly adept at helping leaders prioritize the right actions while strengthening key relationships. Her guidance is practical, focused, and grounded in real-world application, enabling sustained progress rather than short-term gains.”
— Senior Leader
Cheryl is insightful, perceptive, and highly effective. She brings clarity and sound judgment to complex leadership challenges, creating a trusted environment for thoughtful growth. I would strongly recommend her to senior leaders seeking a strategic and impactful coach.
— Executive Leader
I began working with Cheryl at a critical career moment while evaluating new opportunities after many years at the same firm. Her coaching helped me navigate job selection and negotiation, build a clear 90-day plan, and plan for longer-term success. She provided perspective that opened my thinking while encouraging me to own my strengths and maintain confidence through the transition.
— Vice President, Financial Services
Chemistry Session
25 mins | Complimentary
This session provides you with a sample coaching session and an opportunity to ask any questions you may have. https://calendly.com/cheryl-cmillscoaching
