Cailin O'Riordan Coaching
LEADERSHIP IS EVER-EVOLVING
Just like a kaleidoscope, leadership is dynamic and always shifting. We help you strategize with clarity, integrate new insights seamlessly, and elevate your impact - driving growth for you, your team, and your organization.
Services
Executive and Team Coaching
Coaching that expands agency, sharpens clarity, and enhances leadership judgement and foresight
Leader Observations
Feedback that strengthens presence, influence, and how leaders show up in key moments
Leader and Team Assessments
Actionable insights that clarify strengths, surface opportunities, and guide development
Philosophy
INTEGRITY
Ensuring the ethical foundation of our work and the quality of our guidance from the onset.
TRANSPARENCY
Emphasizing a willingness to raise difficult issues in ways that are thoughtful and effective.
COLLABORATION
Serving as accountability partners and trusted advisors in sharing perceptions, insights and practical approaches to leadership dilemmas.
COMPLEXITY
Helping clients pay attention to the holistic nature of organizations and the importance of alignment to enable effective strategy execution.
CAPABILITY
Working continuously to ensure leaders, teams, and organizations are better equipped for future challenges that will inevitably arise.
Client Experiences
Representative Clients
Healthcare Systems & Medical Organizations
McKesson Specialty Healthcare
The Permanente Medical Group
Kaiser Permanente
The Cooper Companies
Queensland Health
Australian Lung Foundation
United Healthcare
Anthelio Healthcare
Biotechnology, Pharma & Life Sciences
Audentes Therapeutics
Third Harmonic Bio
Better Therapeutics
Genentech
Sonoma Biotherapeutics
Karyopharm Therapeutics
Gilead Sciences
Day One Bio
Astellas Pharma
Technology & Digital Platforms
Autodesk
Logitech
Equinix
VMware
Zendesk
Splunk
CSSI
Turntide Technologies
Western Digital
MongoDB
DoorDash
Salesforce
Moloco
Hinge Health
Factual IQ
Corporate, Financial, & Education
Corporate & Consumer:
Nike
Flight Centre
Finance & Professional Services:
Suncorp Australia
Essex Property Trust
AVALT Private Equity Firm
Kapor Capitol Private Equity Firm
Wheeler Accountants
Capgemini
Beveridge & Diamond PC
Education & Nonprofit:
Queensland University of Technology
American Institute of Architects
Opportunity Education
Cailin O'Riordan, PhD
Leaders come to coaching for different reasons. The role has gotten bigger. The organization is shifting. The team isn't working the way it should. Or something in how they're leading isn't quite landing. Whatever the reason, change is nuanced, and getting it right takes partnership.
I work with CEOs, founders, and senior leaders, from AI startups to global healthcare, biotech, and technology companies to private equity firms. Clients and colleagues describe my coaching as grounded, generous, and adaptable. I listen closely enough to understand not just what someone is navigating, but who they are in the middle of it. From there, I can sense what the moment calls for: compassion, accountability, or the kind of quiet presence that lets someone hear their own thinking.
Many engagements include diagnostic work: qualitative 360 interviews, real-time observations, or tools like Hogan Assessments, all tailored to each leader and the culture of their organization. I also work with teams and dyads, coaching members individually and then facilitating them together.
I started in academia, studying how people communicate in close relationships, and got pulled into consulting work that caught my attention. I left the university to start my own practice, first in Australia and then back in the Bay Area. From there I spent years inside organizations: leading change initiatives, M&A integrations, and talent strategy at McKesson, Gilead, and Pinterest.
In 2018, I went back out on my own to stay. Since then, I've founded Collective Wisdom Coaches to stay sharp and learn alongside like-minded professionals, completed transformational development work through the Hudson Institute, and am entering the Coaching Supervision Academy this fall to continue honing my craft in community.
I hold a Ph.D. in Interpersonal Communication from the University of Texas at Austin. My academic research focused on how people communicate commitment, navigate uncertainty, and build trust in close relationships.
cailin@cko-consulting.com • 415.515.0055
Based in the San Francisco Bay Area, serving clients globally