Chief of Staff to the Head of School and Board of Trustees

Job Description

Job Description

Kent Place School seeks a highly organized and strategic Chief of Staff to serve as a vital and confidential partner to the Head of School and a primary liaison to the Board of Trustees. This high-impact role is designed for a professional who thrives in a dynamic environment and excels at integrating institutional strategy with seamless operational execution.

This position is a primary connector across all school constituencies and will ensure the effectiveness of the Head's Office and the integrity of the Board's governance processes, while serving as the lead project manager on high-priority institutional initiatives.

Responsibilities include:

Executive & Strategic Support

• Anticipate needs, manage competing priorities, and ensure the Head is well-prepared for meetings and public engagements.
• Facilitate follow-through on key initiatives by tracking progress, coordinating stakeholders, and ensuring alignment with school goals.

Board of Trustees Partnership & Governance

• Serve as the primary administrative liaison to the Board of Trustees, ensuring strong communication and effective coordination.
• Manage all aspects of Board and meetings, including scheduling, materials preparation, and minutes.
• Maintain official Board records, including bylaws, disclosures, and historical documentation.
• Support trustee onboarding, orientation, and ongoing engagement.
• Coordinate Trustee Visiting Days, retreats, and special initiatives.

Operations & Office Leadership

• Oversee the daily operations of the Head's Office, ensuring efficiency, responsiveness, confidentiality, and professionalism.
• Manage the Head's calendar with a strategic lens, prioritizing time in alignment with institutional goals.
• Coordinate logistics for meetings, events, travel, and retreats.
• Manage budgets for the Head's Office and Board of Trustees.
• Manage the Head of School residence.

Communications & Institutional Coordination

• Develop and refine high-level executive communications and briefings.
• Serve as a professional bridge across all school constituencies to ensure clear and consistent information flow.
• Handle highly sensitive and confidential information with discretion and sound judgment.

Community Engagement & Special Projects

• Lead or support initiatives that enhance engagement, recognition, and shared experiences across the school.
• Identify opportunities to elevate morale, celebrate milestones, and reinforce institutional values.
• Participate actively in the life of the school, serving as an accessible and trusted presence.
• Manage special projects on behalf of the Head of School, often requiring cross-departmental coordination.
• Prepare presentations and briefing materials for internal and external audiences.

Knowledge, Skills, and Attributes

• Demonstrates exceptional judgment, discretion, and integrity in handling confidential matters.
• Strong organizational and project management skills, with the ability to manage multiple priorities simultaneously.
• Strong communication skills, both written and verbal, with a high level of attention to detail.
• Expert proficiency in Google Workspace or Microsoft Office, and a demonstrated ability to learn new digital tools and workflows.
• Ability to think strategically while executing operationally.
• Collaborative and relationship-oriented, with the ability to work effectively across constituencies.
• Adaptable, proactive, and solution-oriented in a dynamic environment.
• Commitment to the mission, values, and culture of the school.

Requirements & Qualifications

• Bachelor's degree required.
• 5+ years of relevant experience, with at least 3 years of experience supporting at the C-suite or Board level.
• Commitment to cultural competency and working in a diverse environment that is affirming and inclusive, where each member feels safe, valued, and respected.
• Physical Requirements & Work Environment: Ability to navigate campus, operate technical equipment, and work after-school hours for meetings or community events as needed.

Please submit a cover letter and resume to apply.

Kent Place School is an equal-opportunity employer. We seek candidates who support the development of a school community that is culturally competent, a working environment that is affirming and inclusive, and where each member feels safe and valued, as described in our Diversity statement.