Ryan Flynn

Meet Ryan
B.A. Trinity College CT
M.B.A. Yale School of Management
Written Articles/ Materials
Chief of Staff Resource
Navigating Complexity: Leadership Learnings from Chiefs of Staff
Discover key leadership lessons from McChrystal Group's Fall 2024 Chief of Staff Retreat. Learn how to navigate ambiguity, build high-performing teams, and balance strategic priorities for greater organizational impact.
The Chief of Staff Playbook: A Proven Framework for Excellence
The 2024 Chief of Staff Playbook is your essential guide to mastering complexity, aligning teams, and driving impactful leadership. Featuring proven frameworks, actionable tools, and real-world insights from McChrystal Group’s leadership experts, this updated resource is designed to help Chiefs of Staff excel in their unique, dynamic roles.
Insights
Navigating Complexity: Leadership Learnings from Chiefs of Staff
Discover key leadership lessons from McChrystal Group's Fall 2024 Chief of Staff Retreat. Learn how to navigate ambiguity, build high-performing teams, and balance strategic priorities for greater organizational impact.
Rethinking Leader Development: Lessons from the Closure of General Electric’s Crotonville
The closure of GE's Crotonville serves as a wake-up call, and with companies such as 3M and Boeing also in the midst of selling leadership campuses, it further highlights the inadequacies of 20th-century conventional leadership development methods. The trend underscores the pressing need for a shift in approach to leader development. We posit that the answer lies in embracing a digitally enabled and highly targeted approach to leader development. This approach leverages technology to deliver personalized learning experiences tailored to individual needs and specific business objectives.
Playbook
The Chief of Staff Playbook: A Proven Framework for Excellence
The 2024 Chief of Staff Playbook is your essential guide to mastering complexity, aligning teams, and driving impactful leadership. Featuring proven frameworks, actionable tools, and real-world insights from McChrystal Group’s leadership experts, this updated resource is designed to help Chiefs of Staff excel in their unique, dynamic roles.