Employment

The Windward School is currently seeking a Windward Fund Associate & WPA Liaison to serve our Westchester locations. This role is based at one of our two Westchester campuses to be determined, and follows a Monday through Friday schedule from 8 a.m. - 4 p.m. Start date on or before July 1, 2025.

The Windward Fund Associate & WPA Liaison (Westchester) is an integral member of The Windward School’s Advancement team. They report directly to the Associate Director of Development/Windward Fund Director and supports them on all Windward Fund initiatives with specific focus on the Westchester Lower and Middle Schools. They also serve as the Westchester liaison to the WPA (Windward Parents Association).

Duties and responsibilities Include:

• Engages with donors directly in person and by Zoom, phone, or email
• Supports the Windward Fund Director in implementing Windward Fund initiatives with specific focus on the Westchester Lower and Middle Schools
• Collaborates with the Windward Fund Director on Windward Fund communications, including writing, editing, and production oversight related to direct mail, email, phone, crowdfunding, social media fundraising, and giving days
• Cultivates, solicits, and stewards an appropriately sized portfolio of prospective and current Westchester donors, building and maintaining excellent relationships
• Secures Windward Fund gifts and works to increase participation, renewal, and upgrade rates
• Recruits, trains, and cultivates Windward Fund volunteers across all grade levels from the Westchester Lower and Middle Schools
• Prepares reports and other materials as directed by the Windward Fund Director
• Maintains complete records in Raiser’s Edge for each person assigned to their portfolio, ensuring interactions with prospective donors are recorded in a timely fashion and important facts do not get lost
• Serves as the Westchester liaison to the Windward Parents Association (WPA), and works in consultation with the Associate Director of Development on WPA-related matters
• Partners closely with the Manhattan Windward Fund Associate and WPA Liaison, WPA Co-Presidents, and Communications on managing content for the WPA weekly newsletter
• Partners with Westchester WPA on initiatives and events, including (but not limited to) Back-to-School Picnic, Back-to-School Cocktail Party, Photo Day, Bookfair, Holiday Luncheon, Faculty and Staff appreciation initiatives, and Community Service Day
• Attends fundraising cultivation and stewardship events as requested by senior Advancement staff
• Performs other duties, as assigned

Qualifications

• Bachelor’s degree preferred
• 2 - 4 years of professional experience in non-profit and/or educational environment; specific experience in development and/or volunteer management preferred
• Organized, energetic, strategic, and collaborative
• Effective relationship-builder; capable of working effectively with donors/prospects, volunteers, faculty/staff members, senior leadership, and consultants
• Superior verbal and written communication skills
• Computer fluency in Microsoft Office, donor database software, and web application

Compensation 

The salary range for this position is $60,000 to $80,000. When determining salary, the school will consider factors including but not limited to the scope and responsibilities of the position, internal peer equity, key skills required for the role, the candidate’s work experience, education and training, as well as market and organizational considerations.

How to Apply

To be considered for this role, please send a letter of interest, a resume, and contact information for three references to our employment page. Applications will be accepted until the position is filled.

Click Here to Apply

The Windward School is seeking dedicated and enthusiastic Teachers-In-Residence to join our community across multiple campuses for the 2025-2026 school year. Each role is based at one specific campus and candidates are encouraged to express their preference for placement during the hiring process. As integral members of our vibrant educational community, Teachers-In-Residence cultivate strong and trusting relationships with students and collaborative relationships with faculty. While participating in a structured teacher training program, Teachers-In-Residence are in pursuit of pedagogical knowledge and instructional expertise. This effort is achieved through rich professional development and opportunities for reflection. 

As a Teacher-In-Residence at The Windward School you would have the following responsibilities including but not limited to:

• Becoming knowledgeable about the elements and structure of spoken and written language
• Participating in the Windward Teacher Training Program (WTTP) and Windward Institute (WI) workshops and courses
• Developing formal lesson plans and teaching such lessons under the observation of coordinators and administrators
• Attending and actively participating in weekly staff development sessions
• Assisting mentor teachers with the instructional classroom program as appropriate
• Meeting frequently with mentor teachers and a Staff Developer to discuss teacher training progress, educational/instructional strategies, and overall performance
• Providing supervision for students during lunch, recess, arrival, and dismissal
• Actively contributing and supporting the DEIB (Diversity, Equity, Inclusion & Belonging) initiatives of the School
• Becoming familiar with The Windward School culture by attending school activities and programs
• Gaining knowledge in the research and strategies that support the multisensory instructional program
• Developing an understanding of the emotional and social needs of our students and techniques used to support those needs

Embodying Windward’s core competencies of commitment, growth, impact, and community in order to support these goals, Teachers-in-Residence are required to enroll in Windward Institute (WI) core courses: Multisensory Reading Instruction (PAF), Teaching Basic Writing Skills and Language, Learning and Literacy. These courses reflect the research base of the Windward program and provide the foundation of knowledge about language. Teachers-In-Residence are also required to read selected articles that describe the body of research that supports the Windward program.

Specific Requirements

• BA/BS degree required
• Excellent oral and written communication skills
• Strong technology skills
• A passion for learning and growth and an ability to thrive in a rigorous training program
• Open to constructive feedback and reflection
• Commitment to DEIB (Diversity, Equity, Inclusion & Belonging) work and creating an inclusive environment
• Previous experience working with school aged children preferred

Our Vision

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

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.

Salary Range

$52,000-$55,167 (According to CBA and Years of Experience)
Manhattan Stipend: $3,000 annually

Click Here to Apply

Duties and Responsibilities

• Provide support for students and consultation for faculty.
• Observe students and offer specific strategies to support a successful school experience.
• Collaborate with campus leadership as well as with Student Support Team around behavior management and student support plans.
• Act as a crisis team member to provide consultation and manage crises.
• Provide short-term counseling and conflict resolution intervention as needed.
• Collaborate with the administration, student support staff, and health office to ensure student health, wellness, and safety.
• Deliver and support the development of The School’s Social Emotional Learning curriculum through Group Guidance and GAINS (Getting Ahead in School) lessons.
• Actively contribute to and support the DEIB (Diversity, Equity, Inclusion & Belonging) initiatives of The School.
• Communicate directly with families and outside care providers in support of student progress.
• Facilitate short-term, project-based lunch groups (including Banana Splits peer-support groups).
• Support teachers in the completion of rating scales to assist outside providers with the assessment and monitoring of treatment planning.
• Any additional duties as assigned by the Head of School.  

Specific Requirements

• NY State Certification in School Counseling or Social Work required.
• Experience working in a counseling position with Middle School students.
• Prior experience or strong interest in working with students with language-based learning disabilities.
• Commitment to DEIB (Diversity, Equity, Inclusion & Belonging) work and creating an inclusive environment through anti-bias and culturally responsive education frameworks.
• Proven dedication to professional growth and best practice.
• Independent school experience is preferred.
• Excellent communication skills.
• Willingness and ability to work in a collaborative model.

Salary Range

$80,000 - $90,000

Click Here to Apply

The Windward School is currently seeking a full time Facilities Associates for our Manhattan campuses. This position is day shift from 10 a.m. - 6 p.m.

Duties and Responsibilities

• Performing routine maintenance in school buildings such as fixing structural damage, windows, doors or wall repair.
• Responding to maintenance tickets for repairs and furniture and supply needs of our faculty and staff.
• Repairing broken or leaky plumbing to avoid water damage and restore full use of water fixtures.
• Work on damaged electrical wiring when a shortage or wiring issue occurs.
• Maintaining the building HVAC equipment in order to keep climate control in the facility functioning properly.
• Assisting with preventative measures to the building to reduce the risk of future problems.
• Painting rooms within in building when old paint has become faded or chipped.
• Repairing any potential safety hazards to avoid injuries.
• Sanitizing and thoroughly cleaning all areas of campus, where needed.
• Event services set-up (including but not limited to chairs, tables, technology, and other décor) and tear-down and clean-up post event.
• Parking and traffic duty during morning and afternoon drop-off and pick-up, as well as, at large events.
• Any additional duties & responsibilities as assigned by the supervisor. 

Specific Requirements

• 2-3 years of similar facilities/maintenance experience.
• Plumbing, electrical and HVAC knowledge a plus.
• Must be flexible and willing to fill in at other Windward locations if needed.

Preferred Requirements (All or any of the following are a plus):

• General carpentry skills:
  • Installs, maintains, and repairs building hardware, including but not limited to, doors, windows, floors, and ceilings, adhering to accepted procedures and techniques of the carpenter trade.
  • Responds to departmental request which include, but are not limited to securing office equipment (i.e., computers, typewriters, etc.), and installing shelves.
• General electricical skills:
  • Isolates defects in wiring, switches, motors and other electrical equipment, Using suitable testing instruments.
  • Replaces faulty switches, sockets, plugs, fuses, insulators, and other simple elements of electrical systems, fixes and appliances.
• General HVAC skills:
  • Inspects and operates heating and air conditioning units and machinery to determine that all are functioning properly.
  • Reads thermometers and gauges, and records readings, and can access and use the Building Management Control System, as necessary.
• General Plumbing skills:
  • Inspects installs, repairs and replaces pipes, fittings and plumbing fixtures to maintain the heating water, gas and plumbing systems of the plant.
  • Repairs or replaces damaged plumbing fixtures such as sinks, toilets, showers and bathtubs and/or connects them to outlet and inlet pipes by fitting gaskets, couplings, traps and valves, and soldering connections to seal joints where necessary.

Click Here to Apply