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Chief of Staff

As a Chief, success in your role is often defined by the effectiveness of the principal or leadership team you support. It’s easy to be so focused on those around you that you lose sight of how you are showing up as a leader.

Chief of Staff Training
Cricket Oles presenting at the Chief of Staff Leadership Retreat

Are you a Chief of Staff interested in developing your skills as a leader?

There is plenty out there about the skills needed to be effective and successful. But what about the leadership behaviors they need to display?

  • Do you struggle with managing multiple priorities?
  • Is it hard to delegate and let go of certain decisions and responsibilities?
  • Are you thinking about your next role and how you want to define your leadership style?

Our approach to Chief of Staff development is not a one-size-fits-all model.

While certain responsibilities are common across the role, we know that how the Chief of Staff is utilized depends on your organization, who you work for, and your unique strengths. While the job title has inherent ambiguity, our framework is designed to help make sense of that ambiguity by providing guardrails that Chiefs of Staff can leverage. This ensures that the Chief remains a pivotal and adaptable figure within any organization, effectively bridging gaps and addressing specific challenges. Our framework empowers them to operate with clarity, aligning their individual strengths with the overarching goals of the organization.

Our framework was conceived out of hard-won experience and has been tested with hundreds of Chiefs of Staff across the world.

Its message is simple: there are core responsibilities that must be done to enable a leadership team or senior executive to be successful. But as Chiefs of Staff develop, they can (and should) shift from one quadrant to the next, taking on more responsibility and having increased influence across the organization.

Chief of Staff Professional Development

Upcoming Chief of Staff Events

Our Chief of Staff Leadership Retreat is an exclusive program designed to empower and equip current Chiefs of Staff with the necessary tools and insights to enhance their influence within their organizations. This retreat offers a unique opportunity to connect with peers, reflect on experiences, and learn new frameworks and skills.

Welcome to the Chief of Staff Leadership Retreat, an exclusive program held over three days designed to empower and equip current Chiefs of Staff with the necessary tools and insights to enhance their influence within their organizations. This retreat offers a unique opportunity for Chiefs of Staff to connect with peers, reflect on their experiences, and learn new frameworks and skills.