About
Grace Kelly Greene
Transformational executive leader with a background in military service, healthcare, and maritime industries.
Founder & Principal Advisor
Built from the inside out.
I founded Waxwing Advisors because I lived the experience I now help others navigate. As an executive, I faced the moments that don't come with a playbook — the high-stakes decisions, the organizational inflection points, the weight of leading through uncertainty. I wanted to build something that meets leaders exactly where they are.
Waxwing Advisors exists to serve the full arc of executive leadership — from the leader stepping into their first senior role and building the foundation of their practice, to the seasoned executive who needs a trusted thought partner at the highest levels of complexity. Wherever you are in that journey, the work is serious and the support should match it.
Grace K. Greene brings over two decades of experience in leadership, organizational transformation, and operational excellence — forged in environments where the stakes are real and the margin for error is zero.
A graduate of a service academy and former military combat aviator, Grace has led in conditions where clarity, accountability, and mission focus are not aspirational values — they are survival requirements.
As CEO of a healthcare services organization, Grace drove over 1,000% revenue growth, transforming the organization from financially unsustainable to thriving in under a year. She previously managed a $300M revenue portfolio at a maritime transportation company, building a track record of measurable results across complex operational organizations.
Grace founded Waxwing Advisors to bring that same standard of leadership to the executives and founders she advises — people navigating growth, transformation, and the moments that define their organizations.
Impact
1,000%+
Revenue growth as CEO of a healthcare services organization
$300M
Revenue portfolio managed in maritime transportation
20+ years
Leadership across military, maritime, and healthcare sectors
Philosophy
Leadership is a discipline, not a title.
The best leaders I have worked with share one quality: they are relentlessly honest about where they are, where they need to go, and what it will take to get there. My role is to help you see clearly, decide confidently, and lead with the kind of conviction that moves organizations forward.
Work with Grace
If you are a senior executive or founder navigating a critical moment, Grace would welcome a conversation about whether Waxwing Advisors is the right fit.