Executive Administrative Assistant to Head of School
Job Details
Westchester Middle School - White Plains, NY
Full Time
4 Year Degree

Our Mission

The School is an independent, coeducational day school dedicated to providing an excellent instructional program for children with language-based learning disabilities.  The multisensory curriculum is designed for students of average to superior intelligence who can benefit from the unique educational experience provided.  Through direct instruction in small class settings, a trained staff assists students to improve their language skills.  Academic success, combined with opportunities for social and emotional growth, enables students to understand their learning styles, build confidence, and develop self-advocacy skills. Windward is committed to helping students achieve their full potential in preparation for a successful return to the mainstream educational environment.  To meet these goals, the School provides ongoing training to its faculty based on the most current research and also shares its expertise with the parent body, other educators, and the broader community.


Our Vision

A world where every child with a language-based learning disability is empowered to achieve unlimited success. 



Supports the School's mission by overseeing the daily operations of the office of the Head of School.


Duties and Responsibilities

  • Coordinates communications between the Head's Office, internal divisions,
  • departments, and external constituencies of the School's three campuses.
  • Provides administrative support to the Head of School and acting as a liaison to the board of trustees, parents, students, faculty, administrators and staff.
  • Acts as the main point of contact for all Board of Trustees business.  Schedule, plan, organize board meetings, board retreat, and all board committee meetings.  Attend all meetings and take minutes and handle all documentation and reporting for the Board.
  • Serve as Senior Administration team administration main administrative support.  Schedule and coordinate all administrative meetings, compile agendas and handouts for weekly meetings, communicate reminders to the team on a weekly basis, coordinate all needs to three campus locations.
  • Lead the Calendar Committee.  Plan and run meetings on a bi-monthly basis to go over all events and pre-emptively solve any conflicts.  Create and distribute school-wide calendars, creating and working with a select group of administrative assistants to determine the proposed rollover calendar of events for each year.  Work on the implementation and utilization of the EMS (event management software) to create a cohesive school-wide event reservation service.
  • Coordinate all special events for the Head of School, including but not limited to, the Opening Breakfast, the End of Year Luncheon, and any additional events.
  • Oversee all submissions to the Tuition Reimbursement process and Summer Curriculum plans.
Specific Requirements
  • College degree; experience supporting an executive or senior administrator
  • Excellent verbal and written communication and organizational skills
  • Ability to prioritize multiple assignments with a high degree of accuracy and
  • timeliness
  • Proficiency in MS Office suite and experience handling databases and on-line
  • Scheduling
  • Advanced abilities in MS PowerPoint for creating presentations for the Head of School and the Board of Trustees
  • Ability to complete work in a busy, high-profile office setting and deal with frequent
  • interruptions
  • A firm grasp of proper English usage and the aability to compose correspondence and other documents independently are essential
  • Ability to anticipate issues before they arise and thoroughly prepare the Head for
  • them
  • The position requires highly professional deportment as well as confidentiality and
  • discretion
  • Patience, tact, confidence, organization, initiative, and a sense of humor are
  • important qualities
  • This position requires the flexibility to work additional hours, including occasional
  • evenings and very infrequently weekends