Head of School

Schechter School of Long Island; Village of Williston Park (NY); On-site; USD 286,200 - 349,800; Full time

Benefits offered by this job

Tuition assistance

Medical coverage

Dental coverage

Vision coverage

Generous retirement plan

Job summary

A Jewish day school on Long Island is seeking a Head of School to lead strategic initiatives, boost enrollment, and foster community relationships. The ideal candidate will possess visionary leadership, excellent communication skills, and a deep passion for Jewish education. This role offers a competitive salary starting at $318,000 with a comprehensive benefits package.

Responsibilities

• Develop and execute a strategic path for long-term success.
• Reverse enrollment decline and attract Jewish families.
• Lead fundraising efforts and strengthen community relationships.
• Create a culture of warmth and trust within the school.

Skills

Visionary leadership

Organizational growth

Excellent communication

Financial acumen

Fundraising participation

Team building

Change management

Integrity and ethics

Decisive leadership

Dynamic relationship building

Engagement in community

Passion for Jewish education

Job description

Head of School – Schechter School of Long Island

Join to apply for the Head of School role at Schechter School of Long Island.

Overview

Schechter School of Long Island (SSLI) is a vibrant, nurturing, and academically rigorous Jewish day school serving students from Kindergarten through 12th grade. Rooted in Jewish values and inspired by a spirit of inquiry, SSLI empowers students to grow as compassionate, knowledgeable, and engaged members of the Jewish community and the wider world. For more than 50 years, SSLI has been a cornerstone of the Long Island Jewish community, educating generations of students who go on to excel in their academic pursuits and serve as leaders in Jewish life and beyond.

Position

• Develop and execute a strategic path forward that strengthens SSLI and positions it for long‑term success.
• Reverse enrollment decline and position SSLI as a destination for Jewish families across Long Island.
• Partner with lay leaders and donors to chart a facilities plan that matches the school’s ambitions and provides a home for future generations.
• Lead fundraising efforts, strengthening relationships with parents, alumni, and communal partners to secure the philanthropic support needed to realize the school’s vision.
• Act as a visible, approachable presence, knowing students by name, supporting teachers, and creating a culture of warmth, trust, and shared purpose.
• Sustain SSLI’s proud tradition of academic excellence and joyful Jewish learning while building momentum toward an ambitious and thriving future.

Qualifications

• Visionary and strategic leader with a proven record of driving organizational growth and innovation.
• Proven track record as an organizational leader and/or educational administrator.
• Excellent communication skills, in writing and public speaking before groups of different sizes and constituencies.
• Financial acumen: able to oversee budgets and set financial priorities.
• Ability and willingness to participate actively and effectively in fundraising.
• Demonstrated ability to hire effectively and build a cohesive, high‑performing leadership team.
• Proven success in change management and in building consensus among diverse stakeholders around a shared vision.
• Principled leader who models integrity, strength of character, and high ethical standards.
• Confident and decisive leader who empowers and delegates appropriately to skilled faculty and administrators.
• Dynamic relationship builder who displays a sincere interest in each student, teacher, donor, parent, and community member, and engages others in the values and ethos of the school.
• Visible, engaged, and enthusiastic participant in school life and in the broader Long Island Jewish community.
• Deep love and passion for Israel, Jewish learning, and Jewish education.
• Deep alignment with the mission and core values of SSLI.

Benefits and Compensation

The salary range starts at $318,000. The benefits package includes tuition assistance, medical, dental, and vision coverage, and a generous retirement plan.

Application Requirements

• A cover letter indicating why they are particularly interested in and qualified for the position.
• A current resume.
• A statement of leadership philosophy.

Application materials should be uploaded directly on the DRG website (www.drgtalent.com) by visiting the Schechter School of Long Island listing.

Application Status: Accepting Applications

Start date: July 2026

This position description is based upon material provided by Schechter School of Long Island, an equal‑opportunity employer.