Careers

Join Stephen Gaynor School, where learning, belonging, and purpose come together.

ABOUT STEPHEN GAYNOR SCHOOL

Who We Are.

Stephen Gaynor School is an independent Pre-K through Middle School on Manhattan’s Upper West Side for bright students with learning differences. Every member of our team, including teachers, specialists, administrators, and staff, plays a vital role in unlocking each student’s potential.
We are seeking passionate and motivated professionals who want to make a meaningful impact in a joyful and collaborative environment.
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The Gaynor Experience

At Gaynor, our teachers and specialists create individualized learning programs for students with language-based learning differences. Our faculty and staff work hand in hand to support students’ growth academically, socially, and emotionally through creativity, empathy, and expertise. The Gaynor difference begins with our mission: Unlocking Each Student’s Potential.
We foster a fun and inclusive workplace where educators bring their full selves to work, share ideas freely, and find daily joy in teaching and learning.

WHY WORK AT GAYNOR?

A Place to Do Meaningful Work.

At Stephen Gaynor School, our work is rooted in purpose, collaboration, and care. Every day, faculty and staff make a meaningful impact by supporting students who learn differently—working alongside multidisciplinary teams of dedicated professionals in a culture grounded in respect and belonging. This work takes place in an environment designed to support excellence and creativity, with state-of-the-art classrooms, two athletic spaces that encourage movement and wellness, and the Yvette Siegel-Herzog Performing Arts Center, where expression and community come together. Gaynor offers a workplace where people feel connected to the mission and empowered to contribute their best.

Learn how we support our people through benefits, growth, and belonging:

Professional Growth and Development

We believe great teaching starts with great support. Gaynor invests deeply in the continued learning and professional development of its faculty and staff.
 
Our Development Programs Include:
  • Summer Teacher Training Institute: Annual all-faculty program featuring in-house experts and guest educators to reinforce Gaynor’s philosophy, culture, and approach.

  • Accredited Orton-Gillingham Training: Gaynor is one of only two schools in the New York metropolitan area officially accredited by the Academy of Orton-Gillingham Practitioners and Educators.

  • Senior Educator Program: Provides advanced training for experienced teachers to deepen mastery and mentor new faculty.

  • Ongoing Coaching: Continuous support from specialists in Reading, Writing, and Math for Head and Assistant Teachers.

  • Tuition Support: Partial tuition reimbursement and salary increases for faculty who complete a Master’s degree.

  • Administrative Development: Workshops and external learning opportunities facilitated through our Professional Development Portal.

Diversity, Equity, Inclusion, and Belonging

At Gaynor, we celebrate the diversity of our learners and our team. We believe that a diverse community is a stronger community, one where every individual feels seen, valued, and empowered to contribute their perspective.
 
Our commitment to DEIB includes:
  • Affinity Groups: Safe and supportive spaces for employees who share a common identity. Current groups include BIPOC, LGBTQIA+, and Jewish affinity groups.

  • Employee Diversity, Equity & Inclusion Committee (EDEIC): A collaborative forum where employees engage in open dialogue, support DEIB initiatives, and lead community-building efforts.

  • Ongoing Learning: Professional development, workshops, and conferences focused on DEIB-related themes and inclusive practices.

Benefits At a Glance

We offer a comprehensive and competitive benefits package that supports the personal and professional well-being of our employees.
 
Highlights include:
  • Competitive compensation
  • Health, dental, and vision insurance
  • Retirement savings plan
  • Tuition reimbursement for advanced degrees
  • Generous vacation and personal days
  • Access to professional conferences and continuing education
  • A supportive, mission-driven work environment rooted in collaboration and care

FIND THE RIGHT FIT

Join Our Team.

If you are passionate about education, innovation, and community, we invite you to explore a career at Stephen Gaynor School.
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FOOTER TBD