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At The Windward School, we seek to build and retain an outstanding and committed faculty and staff. Windward's mission and core values influence everything we do—whether it is in the classroom, in the science lab or art studio, or on the field.

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What We Offer

Health Insurance

Flexible Spending Plans

Eye Care Plan

403(B) Pension Plan

Group Life Insurance Plan

Short- and Long-Term Disability Plans

Sick Leave Bank

Lunch Served Each Day

Graduate Study Assistance

Ongoing Professional Development through The Windward Teacher Training Program

Tuition Remission for Full-Time Faculty and Staff Members' Children

Professional Development

The Windward School is committed to ongoing professional development, empowering its educators with research-based training to support students with varying needs.

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Windward Teacher Training Program

Weekly seminars, workshops, and presentations that ensure faculty stay current on the latest research

Teacher Training Program

The Windward Institute

Professional development for all educators, including partnerships with research institutions

About The Windward Institute

Master’s Program Partnership with Manhattanville

Teachers entering their second year or beyond have the opportunity to earn a master’s in Education Studies (Literacy focus) at significantly reduced tuition

About the Master's Program

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Equal Opportunity Employer

The Windward School provides equal employment opportunities without regard to race, color, national origin, age, sex, religion, disability, marital status, sexual orientation, military service, genetic information, or other categories protected by law.

Community and Belonging

"Teacher training is part of the heart and soul of The Windward School, and it really keeps Windward at the forefront of research-based instruction."

Faculty & Staff Annual Awards

Each school year, exemplary members of The Windward School faculty and staff are recognized for their exceptional contributions to the communities of Windward and beyond. The following awards are given annually:

OUR AWARDS

Isabel Greenbaum Stone Master Teacher Award

Honors a faculty member who serves as a mentor teacher and includes a grant for further study.

Sandi Galst Scholar Award

Celebrates an outstanding Windward reading teacher with financial assistance for professional growth.

Heart of Windward Award

Given to a faculty/staff member who exemplifies Windward's core values and commitment to community.