Executive Chief of Staff to the Head of School

The Carroll School; Baker Bridge (MA); On-site; USD 110,000 - 125,000; Full time

Job summary

The Carroll School in Massachusetts is seeking a Chief of Staff to serve as a strategic partner to the Head of School and a connector to the Board of Trustees and senior leadership. This in-person role requires discretion, strategic thinking, and the ability to drive cross-functional projects across campus.

Responsibilities include managing the Head's calendar, preparing high-stakes materials, coordinating board meetings, and overseeing the Head's office operations and budget.

Qualifications

• 5+ years in chief of staff, executive office, or related strategic role.
• Experience with boards and senior leadership teams preferred.
• Strong communication and relationship-building skills.
• Discretion and ability to handle sensitive information.

Responsibilities

• Partner with the Head of School to translate strategic priorities into coordinated action.
• Manage the Head's agenda and prep for high-stakes meetings.
• Act as liaison between Head, Board Chair, and trustees; shape meeting content.
• Lead cross-functional initiatives and special projects across the school.
• Oversee budget and operations for the Head's office and Board.

Skills

Strategic partnership

Executive communications

Discretion & judgment

Project leadership

Board relations

Cross-functional collaboration

Stakeholder management

Budget & operations

Education

Bachelor's degree

Tools

Project management tools

Job description

The Carroll School in Massachusetts is seeking a Chief of Staff to serve as a strategic partner to the Head of School and a connector to the Board of Trustees and senior leadership. This in-person role requires discretion, strategic thinking, and the ability to drive cross-functional projects across campus.

Responsibilities include managing the Head's calendar, preparing high-stakes materials, coordinating board meetings, and overseeing the Head's office operations and budget.