House Head, Wolcott House (Internal only)

Job Description

Job Description

Position: House Head, Wolcott House (Internal only)

Department: Upper School - Residential Life team

Location: Dormitories, Milton Academy Campus, Milton, MA

Hours: Part-time includes nights and weekends

Note : All interested internal candidates should submit a letter of interest and a résumé highlighting relevant residential life experience. Interested candidates should discuss the House Head role with their supervisor as soon as possible to ensure that its responsibilities do not conflict with their current duties at Milton.

Eligibility Requirement: Due to the responsibilities, compensation structure, and Fair Labor Standards Act (FLSA) classification associated with this appointment, the role is designated as exempt. Applicants must currently hold an exempt position within the school.

Milton Academy is an independent college preparatory K–12 school, boarding and day in grades 9–12, located just south of Boston.

Milton Academy cultivates in its students a passion for learning and a respect for others. Embracing diversity and the pursuit of excellence, we create a community in which individuals develop competence, confidence and character. Our active learning environment, in and out of the classroom, develops creative and critical thinkers, unafraid to express their ideas, prepared to seek meaningful lifetime success and to live by our motto, “Dare to be true.”

Summary of Position:

The Upper School Residential Life team is seeking a House Head for Wolcott House, a boys’ dorm, to begin in August 2026.

House Heads are responsible for the health, well-being, and social growth of the students in their respective houses. Through leadership of the house staff and supervision of the house’s advising program, House Heads lead adults in thinking about student needs, including character development, community relations, house unity, and the School’s core values of integrity, responsibility and respect. House Heads are responsible for upholding the School’s expectations, for overseeing discipline within their house, for working with the house council and coordinating opportunities for student leadership, for overseeing house activities, and for maintaining contact with parents/guardians of students in the house. Finally, House Heads are responsible for supervising the maintenance of spaces associated with their house and for overseeing the house’s physical facility needs. House Heads report directly to the Director of Residential Life. To that end, their responsibilities include, but are not limited to, the following:

Essential Functions and Responsibilities:

Students and Student Support

• Create a safe, supportive, and nurturing environment in the house that reflects the broader institutional values of respect and inclusion

• Foster a strong sense of house culture

• Oversee house activities

• Work with the house council and coordinate opportunities for student leadership

• Maintain contact with parents of students in the house

• Uphold standards of behavior and take disciplinary action when needed

  • Including: determine when discipline can be managed in-house and when it should be handled by the office of student life

House Staff Oversight

• Lead the house staff, including out-of-house advisors

• Supervise the house’s advising program

• Set agendas for and run house staff meetings

• Oversee training and feedback for house staff

Professional Development

• Participate in the self-evaluation process

• Undergo training for emergency preparedness

• Attend professional learning opportunities

House Engagement & Administrative Oversight

• Meet weekly with house heads group

• Attend house head retreats

• Meet one-on-one on a bi-weekly basis with the director of residential life and the counselor assigned to the house

• Work collaboratively with the other houses to ensure community within the residential life program (no exclusive house cultures)

• Participate in opportunities (both formal and informal) to improve the residential life curriculum

• Ensure the maintenance of spaces associated with the house, both exterior and interior

• Recommend space improvement needs and advocate for those with the upper school office of student life; maintain a neat and organized appearance of the house

• Manage the house budget

Supervision to be received: Reports to the Director of Residential Life.

Supervision to be exercised: Provides leadership and oversight of house staff in their supervision and advising of Wolcott House students.

Education/Certification/Licensure

Required :

• Valid driver’s license and ability to pass an insurance and driver's record check.

• Willingness to obtain and maintain CPR and First Aid certification.

Experience

Required:

• Proven experience in a student-facing role, with a demonstrated ability to build positive relationships and support student development.

• Applicants must currently hold an exempt position within the school.

Physical Abilities

Required :

• Walking throughout the dorm and campus multiple times daily without restriction

• Climbing stairs and navigating multi-floor buildings

• Standing for extended periods during duty, meetings, and events

• Conducting evening rounds and responding to nighttime calls

• Lifting up to 10 pounds

All interested internal candidates should submit a letter of interest and a résumé highlighting relevant residential life experience. Interested candidates should discuss the House Head role with their supervisor as soon as possible to ensure that its responsibilities do not conflict with their current duties at Milton.

The essential functions and basic skills have been included in this job description; it is not intended to be construed as an exhaustive list of all functions, responsibilities, skills and abilities. Additional functions and requirements may be assigned by supervisors as deemed appropriate. This position description is subject to change at any time.

Milton Academy is an equal opportunity employer. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of any category protected by federal, state, or local law, including but not limited to race, color, sex, sexual orientation, gender identity, gender expression, religion, disability, age, genetic information, veteran status, ancestry, citizenship or national or ethnic origin.