Cindy Mascheroni
Experience
Coaching & Peer Groups:
20+ years coaching CEOs, founders, senior-level leaders
Business & Leadership:
Board Member (Private Companies and Non-Profit)
Apple, Start-Ups, Family Businesses
Education:
Northwestern Kellogg MBA
UCLA
Certifications:
Co-Active Training Institute
CP Enneagram
Leadership Circle Profile
Vistage Chair
Continuous learning and growth:
Integration of workshops, coaching, experiments, new practices, and well-being.
What to expect from Cindy?
You’ll have a trusted partner who will:
Bring an integral approach to the inner game + outer game + bigger game
Create a safe space for conversations you aren’t ready to have anywhere else.
Focus on your priorities and help you grow beyond your habits, patterns, and blind spots.
Challenge your thinking and encourage new perspectives.
Be a wise sounding board for high-stakes decisions, tough trade-offs, and difficult conversations.
Support your resilience and growth through uncertainty, breakthroughs, failures, and new territory.
Guide you to integrate strategic clarity, experimentation and practices, self-awareness, and personal transformation
What matters to Cindy?
Nurturing loving relationships with her family and friends. Creating value and vitality through coaching, boards, and peer groups. Building a strong community through the Wood River Community YMCA. Playing outdoors. Fostering capacity for experience through presence, well-being, learning, and growth.
What clients say:
"Working with Cindy is the most important investment I've made in my leadership. She sees things I can't."
"She holds the whole of who you are — your ambition, your fears, your relationships, your purpose. Nothing gets compartmentalized. Everything matters."
"I came in thinking this was about strategy. It turned out to be about everything."
"She asks the question you've been avoiding. And somehow it doesn't feel like an attack. It feels like relief."