
Coaching from leaders who’ve done the job
Our coaches are seasoned leaders and work with you on your toughest challenges. Get ongoing 1:1 support, or pair coaching with a peer council.
Ways to work with us
Four ways to work with a coach
Our approach
How we coach
Every coach is trained and equipped in one methodology, developed by our founder Phyl Terry.
Operators, not just career coaches
Our coaches are seasoned leaders who’ve run the team, faced the board, and made the call.
Built around your moment
We work on the role, relationship, decision, or transition directly in front of you and apply tools as relevant and helpful.
The whole person, not just the job
Career, craft, relationships, energy, and family all shape how you lead and we’ve historically done ourselves a disservice forcing that separation.
The method behind it
Profiled in Marty Cagan’s Transformed, Phyl’s method draws on five sources:
01
Building great products and companies
Years as CEO of Creative Good advising Apple, Microsoft, Facebook and others. Written up in Customers Included.
02
Pattern matching across thousands of leaders
Twenty years of CG Executive Councils, which led to Positive Politics, the framework Phyl uses with CEOs and management teams.
03
Reading across disciplines
Psychology, biology, statistics, philosophy and literature. Phyl founded Reading Odyssey with scholars from Harvard and Cambridge.
04
Slowing down to see clearly
Phyl founded Slow Art Day, inspired by Steve Jobs and held in 1,500 museums worldwide.
05
Dead or Distant mentors
Inspired by Warren Buffett and Charlie Munger, Phyl teaches leaders to learn from mentors they’ll never meet, and started the WBRG business literacy program.
Phyl has written for Harvard Business Review and is the author of Customers Included and Never Search Alone.
The coaches
Meet the coaches
Every coach is trained and equipped in one methodology, developed by our founder Phyl Terry.

Phyl Terry
Founder, operator, and executive coach
CEOs, boards, M&A, and complex leadership

Charlee Riggio
President of Collaborative Gain
Career clarity, leadership growth, and transitions for early-career and mid-level leaders

Craig Hopkins
CG coach and Moderator
Digital and organizational transformation, high-performing teams, complex stakeholders

Kathy Marryat
CG coach
Organizational challenges, career transitions, and leadership obstacles

Steve Cook
CG Coach and moderator
Product management mastery, building new teams and business units, and scaling through growth and acquisitions

Cat Fitzgerald
CG Coach and moderator
Customer experience strategy, user research, and building customer-centric organizations
What clients say
“As I work in the midst of the AI revolution, I find myself turning to Phyl more and more for their unique combination of political savviness, AI understanding, and uncanny intuition into what makes me and everyone else here tick.”
Ron Pessner
Corporate Vice President, Microsoft
I loved working with Phyl. They know the PE world and the challenges that CEOs face, from the board and executive team to managing M&A. They worked with me every step of the way as I grew the company through multiple exits. Even better, Phyl is independent, not sponsored by the PE firm, so you know they’re always working for you.
Amy Kadomatsu
CEO, ComplySci
am consistently amazed at Phyl’s ability to help me see things I often don’t see on my own, especially when working through complex relationships at the highest levels of the company. Can’t recommend enough.
David Rabkin
EVP, Capital One
Craig brings a rare mix of executive experience and genuine curiosity to coaching. Having led technology at the scale Craig sees around corners I don’t, and he’s helped me think more clearly about my own leadership.
John Seebeck
Chief Executive Officer, Guild Brands
Kathy’s been wonderful in coaching me through a variety of team challenges and organizational changes by bringing an outside and unbiased perspective, backed by lots of experience. She challenges my assumptions in the most positive way and supports vetting or finding alternative pathways.
Paul Peridy
Senior Director of Product Management, Cox Automotive
Charlee has been a pleasure to learn from. Her product knowledge has been a great help to me while I navigate my early career. She gives me actionable steps to tackle challenges and remembers important details, which lets me know how dedicated she is to my development. I truly believe our relationship has put me ahead of the curve as a junior professional.
Alani Pace
UX Design, PlayOn! Sports
Not sure which fits? Let’s talk.
Tell us what you’re navigating. We’ll help you choose the right kind of support and the right coach.