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Job Overview
Employment Type
Temporary
Full-time
Compensation
Salary
Range $45,000.00 - $55,000.00
Work Schedule
Weekend Shifts
Benefits
Health Insurance
Vision Insurance
Dental reimbursement
Health Reimbursement Arrangement
Life insurance
Retirement plan with employer contributions
Professional development support
On-campus housing
Job Description
Westover School, located in Middlebury, Connecticut, is a prestigious gender-inclusive boarding and day school serving students in grades 9 through 12. Established with a commitment to fostering a nurturing and inclusive learning environment, Westover emphasizes close student-adult relationships combined with a shared sense of responsibility. The school believes strongly that young people thrive best where expectations are clear, care is consistent, and a profound sense of belonging is intentionally fostered. This philosophy is deeply embedded across all facets of the school community, from academics to residential life, creating a well-rounded experience for every student. Westover’s Office of Community Life plays... Show More
Job Requirements
- Bachelor’s degree preferred
- Experience working with adolescents in a residential, school, or youth development setting
- Strong organizational skills
- Ability to manage changing priorities
- Strong interpersonal skills
- Commitment to student well-being and inclusion
- Availability for evening, weekend, and overnight residential duties
Job Qualifications
- Bachelor’s degree preferred
- Experience working with adolescents in residential, school, or youth development settings
- Strong organizational skills and attention to detail
- Ability to manage multiple priorities and respond flexibly to changing needs
- Strong interpersonal skills and ability to build positive relationships with students and colleagues
- Commitment to student well-being, inclusion, and community values
Job Duties
- Design and implement a diverse range of on- and off-campus weekend activities including programs with area consortium schools in collaboration with student leadership
- Coordinate the monthly Community Dinner program for boarding students
- Collaborate with community life team and Rasin Center staff to deliver cohesive community programming including grade-level initiatives and student organizations
- Partner with faculty and staff to expand co-curricular offerings beyond traditional social calendars
- Support programming connected to the Westover Institute
- Collaborate closely with Assistant Director of Community Life and others to align activities with institutional goals
- Oversee and manage school traditions ensuring continuity while fostering student engagement
- Coordinate logistics and faculty/staff support for major school-wide tradition events
- Serve as primary liaison for students, faculty, and alumni in upholding community traditions
- Mentor and train student leaders connected to traditions and school culture
- Serve as advisor to key student leadership groups such as Spirit Heads and Student Heads of School
- Provide stewardship for long-standing traditions fostering community connection and school spirit
- Coach one season in an interscholastic or co-curricular program
- Participate actively in evening and weekend residential duties as a dorm parent
- Support community life initiatives and special projects to ensure smooth operations
Job Qualifications
Experience
Mid Level (3-7 years)
Job Location
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