Assistant to the Head of School

Assistant to the Head of School at Choate Rosemary Hall Assistant to the Head of School at Choate Rosemary Hall in Wallingford, Connecticut Posted in 14 days ago.

Type:

Full-Time Job Description:

Choate is currently hiring for the dynamic role of The Assistant to the Head of School. The Assistant to the Head of School is a trusted, high-impact professional working directly with the Head of School at the center of Choates daily operations and leadership activity. The Assistant manages organizational, logistical, and communication responsibilities while exercising significant judgment and discretion in a fast-paced environment that requires intellectual agility and an ability to navigate institutional dynamics. The role offers close exposure to senior leadership, school priorities, and the realities of leading a large educational organization. The Assistant works where information, people, and priorities converge, helping ensure that the Head of School is well prepared, well informed, and able to focus on the most consequential aspects of leadership. The position requires clarity, care, initiative, and the ability to manage competing demands effectively. This role goes beyond routine administrative duties. It is an intellectually demanding, fast-paced position for someone who learns quickly,anticipatesneeds, and takes responsibility for executing work ata very highstandard. The role is well suited to either an outstanding early-career candidate with a strong academic background anddemonstratedmaturity, or a more experienced professional who is excellent at this kind of work and intentionally seeksclose proximityto senior leadership. TheSchoolis committed to professional development, and this position offers unusually strong preparation for future work in areas such as admission, advancement, communications, academic administration, teaching, or other leadership pathways within independent schools. This is a full-time, exempt position. Because the role provides direct executive support, regular in-office presence concurrent with the Executives schedule, which can extend beyond the typical hours aboveis essential.

Compensation is competitive and includes excellent benefits. While this position reports to the Chief of Staff,the majority ofthe day-to-daydirectioncomes from the Head of School.

Key Responsibilities include:

Manage the Head of Schools time, information flow, and daily priorities with judgment, discretion, and attention to detail, including calendar management and scheduling. Ensure the Head of School is well prepared for meetings, events, and engagements by organizing materials, briefing documents, and follow-up actions. Provide administrative and logistical support for meetings, school events, and leadership engagements, including coordination, preparation of materials, scheduling, and follow-up support. Arrange complex travel and prepare detailed itineraries thatanticipateneeds and minimize friction. Draft, edit, and manage correspondence on behalf of the Head of School, including sensitive and high-level communications. Serve as aprimarypoint of contact between the Head of School and internal and external constituencies, ensuring communication istimely, thoughtful, and appropriately handled. Support personal and householdlogisticsfor the Head of School with efficiency, discretion, and strong attention to detail. Maintain an organized, forward-looking office environment by anticipating needs and proactively resolving issues before they arise. Handle confidential and sensitive information with the highest level ofprofessionalism at all times.