Executive coaching and AI leadership for a changing world.
About Wheel Media

Wheel Media is the professional platform of Michael Rolph—executive coach, leadership advisor, former technology founder, and strategist with more than 25 years of experience helping leaders, organizations, and communities navigate growth, change, innovation, and the human side of technology.
Current Focus: Executive Coaching, AI Executive Coaching, Leadership Development, Organizational Change, Cross-Cultural Leadership, AI Fluency for Leaders, Strategic Communication, and the Future of Work.
Originally founded as a digital strategy, branding, and marketing consultancy, Wheel Media has evolved alongside the changing needs of leaders and organizations. Today, it serves as a hub for ideas, writing, and advisory work focused on leadership, organizational effectiveness, AI adoption, communication, and change.
To learn more about Michael’s current work, visit:
The Evolution of Wheel Media
Wheel Media was founded by Michael Rolph in 2002 and operated for more than fifteen years as a full-service digital strategy, branding, and marketing consultancy serving mission-driven organizations, startups, nonprofits, educational institutions, and small businesses.
Based in the San Francisco Bay Area, Wheel Media helped organizations navigate growth, communication, digital transformation, brand development, and organizational change through services including marketing strategy, brand development, visual design, UI/UX design, web development, organizational design, and talent pipeline development.
The company worked with organizations ranging from emerging startups to established institutions, helping leaders clarify their message, strengthen their brands, improve communication, and adapt to rapidly changing markets.
Over the course of hundreds of client engagements, a consistent pattern emerged: the most important challenges organizations faced were rarely technical. They involved leadership, communication, culture, trust, alignment, and the ability to adapt during periods of change.
That insight ultimately shaped the evolution of both Wheel Media and Michael Rolph’s professional work.
Today, Wheel Media serves as a platform for writing, coaching, and advisory work focused on executive coaching, AI adoption, leadership development, organizational change, cross-cultural leadership, and the future of work.
About Michael Rolph
Michael Rolph is an executive coach, leadership advisor, former technology founder, community builder, and organizational development professional with more than 25 years of experience helping people and organizations navigate growth, change, innovation, and transformation.
His background spans technology startups, marketing and growth strategy, executive leadership, workforce development, higher education, nonprofit leadership, entrepreneurship, and international community leadership.
As Founder and VP of Strategy at Wheel Media from 2002–2017, Michael led digital strategy, branding, marketing, web development, organizational design, and business growth initiatives for a diverse range of organizations throughout the San Francisco Bay Area and beyond.
Today, Michael serves within the U.S. Foreign Service community in Taiwan, where he works at the intersection of leadership, communication, cultural intelligence, organizational effectiveness, and community building.
His work combines practical business experience with graduate training in counseling psychology, leadership development, diversity and inclusion, workforce development, interpersonal dynamics, and cross-cultural communication.
Learn more about:
- AI Executive Coaching
- Leadership Coaching for the AI Era
- AI Fluency Coaching
Current Areas of Focus
Today, Michael’s coaching and advisory work focuses on:
- Executive Coaching
- AI Executive Coaching
- AI Fluency for Leaders
- Leadership Development
- Organizational Change
- Change Leadership
- Cross-Cultural Leadership
- Strategic Communication
- Team Alignment
- Executive Presence and Influence
- Workforce Development
- Future of Work Strategy
Recent writing explores leadership, AI adoption, organizational change, workforce development, communication, and the future of work, including:
- Why AI Is Transforming Business — And Why That’s a Leadership Challenge, Not a Technology One
- Turns Out All We Need to Do Is Listen
- Resilient Coders Is Hacking The Opportunity Gap
Work With Us
If you are navigating AI adoption, leading through change, developing leadership capacity, strengthening communication, or looking for an experienced executive coach and strategic advisor, we invite you to connect.
Explore our Services, learn more about Strategy & Planning, or visit Michael Rolph Executive Coaching to learn more about current coaching and advisory engagements.