Associate Director of Facilities & Construction


The Winsor School, Boston, MA

The Winsor School

Associate Director of Facilities & Construction

Position Description

The Winsor School is an independent day school for academically promising and motivated girls in grades five through twelve. Winsor’s unique location in the city of Boston fosters an intellectual culture that mirrors the dynamic energy, climate and innovative spirit of the city.  Winsor enrolls approximately 470 students from more than 50 different local communities in and around Boston. Our diverse, vibrant community values intellectual curiosity, authentic engagement, and personal integrity and prepares young women to pursue their aspirations and contribute to the world. Winsor strives to create an environment of respect and inclusion. 

FLSA: Exempt, Full time

Reporting to the Director of Facilities & Construction 


The Associate Director of Facilities & Construction reports to the Director of Facilities & Construction, assists in the oversight of the school’s facilities operations, construction, physical plant, security, janitorial, fleet vehicles and event operations including maintenance of all buildings and grounds, athletic fields, vehicles, and other areas. This position, when assigned, will assume the responsibility of the Director of Facilities & Construction in the Director’s absence.   

Principal Duties and Responsibilities

The following duties and responsibilities are typical but not limited to the following:  

  • Supervise and confer with facilities personnel regarding proper methods and procedures and equipment requirements. Ensure appropriate response to users’ needs
  • Supervise procurement of supplies and usage
  • Participate in the development and administration of annual operating budgets and be responsible for maintaining limitations
  • Review construction project and maintenance cost estimates and scope 
  • Ensure that carpentry, plumbing, HVAC and electrical work is accomplished in a timely manner. Inspect completed work
  • Ensure that all preventive maintenance is performed as scheduled

In conjunction with the Director of Facilities & Construction

  • Coordinate with staff as necessary to comply with state and federal regulations 
  • Assist in the evaluation and selection of new equipment and building/energy management systems and other campus improvement efforts 
  • Recommend policy, personnel and procedural changes
  • Assist in planning for present and future use of existing facilities 
    • Review architectural/mechanical drawings for errors, omissions, problems, and design changes to correct and improve 
  • Inspect buildings and utility distribution systems 
  • Identify maintenance and repair requirements, and prepare work requests to accomplish work 
  • Design, or redesign, assigned projects to improve quality of work and meet the needs of instructional or administrative staff
  • Perform related duties as assigned 


Generally accepted construction principles and practices, preferably related to methods and practices for purchasing and contract administration used in facility maintenance and construction, building, and safety regulations in a school environment.

Skills and Abilities 

  • A demonstrated commitment to diversity, equity, and inclusion
  • The ability to work effectively with students, staff, faculty and administrators is essential.
  • Excellent communication skills, both orally and in writing, including writing complex proposals
  • Strong computer literacy skills, including technology related to planning/facilities project management
  • Excellent organizational and planning skills, and the ability to determine the need for maintenance and repairs
  • Experience preparing and interpreting plans and specifications 
  • Ability to accurately estimate costs of maintenance and construction projects 
  • Manage major construction and renovation projects efficiently
  • Demonstrated knowledge of the principles of project management and supervision 
  • Demonstrated knowledge of Uniform Building Code (UBC), American Disabilities Act (ADA), state labor laws, including OSHA, Workers’ Compensation, and other related city, state and federal statutes 
  • Ability to develop short-and long-range plans 
  • Demonstrated general knowledge of hazardous material control
  • Experience developing and implementing strategic planning processes 
  • Ability to problem solve and handle difficult and sensitive issues and resolve conflicts 
  • Leadership skills to train, assign, supervise, evaluate and develop staff 

Principal Qualifications

Minimum of ten years’ facilities maintenance and operations experience, at least five of which have been in a supervisory capacity, including project/program budget preparation and monitoring, contract administration, and employee supervision.

  • Engineering/Construction Management degree or equivalent experience. Master’s degree preferred
  • Massachusetts Unrestricted Construction Supervisor’s License
  • Combination of training, education, and experience that is equivalent to the above will be considered
  • Track record of success in working with people of diverse backgrounds and cultures
  • Knowledge of:
    • Maintenance and preventive methods and procedures used in keeping buildings in clean and orderly condition and in maintaining and repairing utility systems and physical structures of buildings
    • Budgeting and fiscal management
    • Effective business practices to prepare bid specification, negotiate agreements, and administer contracts
    • Program planning and scheduling
    • Building construction methods and materials
    • Estimating practices to ensure adherence to legal compliance and safety practices
    • Construction and maintenance software required, including but not limited to, Microsoft Office and School Dude

Physical Demands 

The physical demands described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. 

  • While performing the duties of this job, the employee is frequently required to walk, stand, sit and talk or hear. The employee is occasionally required to use hands to handle, feel or operate objects, tools, or controls; and reach with hands and arms. The employee is occasionally required to climb or balance; stoop, kneel, crouch, or crawl. 
  • The employee must frequently lift and/or move up to 50 pounds. Specific vision abilities required by this job include close vision, color vision, and the ability to adjust focus. 

Nothing in this job description restricts Winsor’s right to assign or reassign duties and responsibilities at any time. This position is at will, which means that it can be terminated by the employee holding the position or by the School at any time, with or without notice or cause.

License and Certifications 

  • Possession of a valid Massachusetts Driver’s License
  • Massachusetts Unrestricted Construction Supervisor’s License


  • This position requires a willingness to work flexible hours as needed, including evening/weekend hours, working during inclement weather, and being on-call 24 hours/day.

Typical office environment; subject to some travel to conduct work and physical activities. 

If you are interested in this position please visit this site to apply.

The Winsor School

Boston, MA
Elementary, Middle School, High School