Reports to: Chief Finance and Operations Officer (CFOO)
Location: Middlebury, Connecticut
Position Type: Full-Time, 12-Month
About Us:
Westover School is an all-girls boarding and day school in Middlebury, Connecticut, with a mission to empower young women to lead lives of consequence. We are committed to fostering a diverse, inclusive, and globally minded community where students thrive academically and personally.
Westover School in Middlebury, CT, has engaged DovetailED to lead a search for an Operations Coordinator to start as soon as possible. Interested candidates should review the Opportunity Statement and submit a cover letter, resume, and list of references as a consolidated PDF to Madison Sunley, Senior Recruiter at DovetailED Talent Sourcing, at madison@dovetailedsourcing.com
Westover School Operations Coordinator Opportunity Statement Link: https://bit.ly/3VUwWMM.
Job Summary:
The Operations Coordinator plays a central role in supporting the day-to-day functioning of Westover’s campus operations. Reporting to the Chief Finance and Operations Officer (CFOO), the Coordinator provides essential administrative and logistical support across key operational departments, including facilities, food service, housekeeping, transportation, security, the school store, and the mailroom.
The position requires strong organizational and communication skills and a service-oriented mindset. The Coordinator will also serve as a licensed school driver as needed to support student transportation needs.
Responsibilities and Duties:
Administrative Support to CFOO
Provide administrative and logistical support, including reporting, tracking, and documentation
Coordinate cross-department logistics for events and special projects
Manage calendars, meetings, and internal communications
Serve as liaison between Operations and other school departments
General Operations
Coordinate campus requests related to logistics, transportation, and deliveries
Assist with operational planning for major events such as student move-in/out and graduation
Maintain procedures and documentation for transportation and school store operations
Support emergency preparedness and risk management alongside the Director of Facilities and Executive Assistant to the Head of School
Transportation Coordination
Schedule and manage student transportation for airport runs, athletic events, and weekend activities
Oversee vehicle maintenance, fuel tracking, and repair scheduling
Coordinate part-time drivers and ensure compliance with school safety standards
Serve as an active driver as needed
School Store and Mailroom
Manage school store inventory, ordering, and vendor relationships
Oversee daily mail and package delivery for students, faculty, and staff
Supervise part-time or student workers supporting these areas
Required Qualifications and Skills:
Minimum of 2 years of experience in school operations, transportation coordination, or administrative support
Strong communication, organizational, and interpersonal skills
Valid and clean driver’s license required; willingness to obtain an A Endorsement upon hire
CDL with Passenger (P) and School Bus (S) endorsements is a plus, but not required
Ability to manage multiple responsibilities in a dynamic, fast-paced environment
Proficiency in scheduling and communication tools (e.g., Google Workspace, Microsoft Office)
Commitment to Westover’s values of community, responsibility, and student-centered service
Working Conditions:
Work is primarily performed on campus, indoors and outdoors, in various operational settings
Requires occasional evening or weekend work to support events or transportation needs
Physical Requirements:
Ability to lift up to 25 lbs
Must be able to walk across campus, climb stairs, and occasionally drive school vehicles
May be required to work in inclement weather during transportation or outdoor event setup
Compensation and Benefits:
Competitive salary commensurate with experience.Comprehensive benefits package including:
Health and vision insurance
Dental reimbursement
Health reimbursement arrangement
Life insurance
Retirement plan with employer contributions
Professional development support
Westover School in Middlebury, CT, has engaged DovetailED to lead a search for an Operations Coordinator to start as soon as possible. Interested candidates should review the Opportunity Statement and submit a cover letter, resume, and list of references as a consolidated PDF to Madison Sunley, Senior Recruiter at DovetailED Talent Sourcing, at madison@dovetailedsourcing.com
Westover School Operations Coordinator Opportunity Statement Link: https://bit.ly/3VUwWMM.
EEO Statement:
Westover School is an Equal Opportunity Employer and does not discriminate based on race, color, religion, national origin, ancestry, citizenship status, age, disability, sex, marital status, veteran status, sexual orientation, gender identity or expression, genetic information, or any other characteristic protected by applicable law. We are committed to building a diverse and inclusive community and strongly encourage applications from candidates from historically marginalized or underrepresented backgrounds, as well as those with non-traditional career paths.
Westover School is an all-girls' boarding and day school, grades 9-12 where smart, motivated girls become confident, connected women. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes student-adult interaction. Westover, through program and faculty, endeavors to develop in each student the confidence and strength to shape her own life - to become the best that she can be.
We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.
Westover School is located in Middlebury, CT; 45 minutes from New Haven, 1 1/2 hours from New York City, and 2 hours from Boston. For more information, please visit our website at www.westoverschool.org.
Westover School is an Equal Opportunity Employer.
Application Notes:
Interested candidates should address these aforementioned qualifications and skills in their cover letter in addition to providing a résumé. Please see the employment page at westoverschool.org.