Collaborative Gain is a modern-day Republic of Leaders, founded on the principles of holistic wisdom and collaborative growth. Since 2002, we’ve been cultivating a unique ecosystem where leaders help leaders, drawing inspiration from the historical concept of the Republic of Letters and contemporary holistic thinking.
Our Philosophy
Founded by Phyl Terry alongside Internet pioneers like Marissa Mayer (then of Google) and Elizabeth Peaslee (then head of product for Travelocity), Collaborative Gain operates on a simple yet profound principle: true leadership wisdom emerges from a curated synthesis of diverse experiences and ideas.
Our approach is rooted in:
- The power of peer collaboration
- The art of asking for help
- A holistic view of leadership drawing from business, philosophy, art, and science
- The curation of wisdom from historical and contemporary thought leaders
Our Services
Over the past two decades, thousands of leaders have participated in our Councils, each designed to foster a community of shared knowledge and mutual support:
- Executive Councils
- Chief Product Officers, VPs & Directors of Product
- VPs and C-level leaders in Technology, Marketing, Operations, Strategy
- Business unit GMs and high-performing Directors
- Associate Councils
- For high-performing individual contributors or first-time managers in product
- Job Search Councils
- Based on Phyl’s book “Never Search Alone,” offering a five-step process to find a GOOD job
- Free matching service to connect you with peer job seekers
Executive Coaching
For leaders seeking the pinnacle of personalized guidance, Collaborative Gain offers exclusive executive coaching with our founder, Phyl Terry. This tier of coaching is reserved for:
- Executive Coaching
- EVP+ executives at Big Tech and financial services firms
- CEOs of private-equity backed firms
Phyl’s Unique Approach: Drawing from over 25 years of experience coaching more than 2,000 leaders, Phyl helps executives perform at the highest level. Their coaching combines:
- Strategic and customer-centric insights
- Investor perspective
- Psychological expertise
- Pattern recognition from vast coaching experience
Investment in Your Growth
- Executive Council Membership: $8,700/year + $1,500 one-time onboarding fee (first year only)
- Associate Council Membership: $3,200/year + $500 one-time onboarding fee (first year only)
- Job Search Councils: Free matching service
- Executive Coaching: Email for more information and pricing
- Speaking: Email for more information and pricing
The Collaborative Gain Approach
Our methodology draws from a rich tapestry of wisdom sources, including:
- Executive experiences of our community members
- Insights from thought leaders like Warren Buffet, Charlie Munger, and Steve Jobs
- Lessons from history, psychology, strategy, finance, and customer experience
- Wisdom gleaned from art, literature, science, and poetry
This holistic approach, akin to the interconnected thinking of Systems Theory or the Ubuntu philosophy, allows us to curate a unique leadership development experience for each member of our community.
Explore Our Wisdom Ecosystem
- Read Phyl’s books: “Never Search Alone” and “Customers Included”
- Explore Phyl’s Harvard Business Review article: “Who Can Help the CEO?”
- Watch Phyl’s TEDx talk on the power of asking for help
- Meet our team and moderators who help curate this experience
- Learn more about Phyl
Join Our Republic of Leaders
If you’re ready to be part of a community that views leadership through a holistic lens and values the power of curated, collective wisdom, we invite you to apply.
- For Executive and Associate Councils, apply here
- For free Job Search Councils, sign up here
Join us in redefining leadership for the 21st century—where wisdom is curated, shared, and continually evolving.