Full-time Content (Math) Teacher

Winston Preparatory School is seeking a passionate educator to join our New York campus as a full-time Content Teacher (Math). If you are seeking a school environment where your expertise is appreciated, your professional growth is supported, and your work has a direct and lasting impact on students’ lives, we encourage you to apply now for the 2026-2027 school year. The hired candidate will begin in August 2026.

Winston Preparatory School is seeking a passionate educator to join our New York campus as a full-time Content Teacher (Math). If you are seeking a school environment where your expertise is appreciated, your professional growth is supported, and your work has a direct and lasting impact on students’ lives, we encourage you to apply now for the 2026-2027 school year. The hired candidate will begin in August 2026.

As a member of the Winston Prep faculty, you will be part of a professional, engaged team and a collegial faculty culture that prioritizes collaboration and shared responsibility. Teachers are supported through regular coaching and mentorship and professional development, while also being trusted with the autonomy to design creative, responsive instruction.

Our culture is one where questions are encouraged, growth is expected, and educators work together to support both academic skill development and social-emotional growth for students.

This role is ideal for an educator who

• Is passionate about making math accessible, engaging, and relevant
• Enjoys breaking down complex concepts into clear, structured, manageable steps and teaching the skills in a primary way to access content
• Understands how to differentiate instruction for diverse learners
• Values building strong relationships with students in both small-group and 1:1 settings
• Sees executive functioning, problem solving, and critical thinking as integral parts of math instruction

About Winston Preparatory School

Winston Preparatory School is a co-ed private day school for 3-12th-grade students with diverse learning profiles such as dyslexia, NVLD, and executive functioning difficulties (ADHD). Our mission is to facilitate the independence and meaningful participation of students with specific learning disorders through a Continuous Feed System that develops skill acquisition and the Qualities of a Sustainable and Independent Learner.

Winston Preparatory School also seeks to influence the field of education with research and implementation models that achieve these ends, in this way.

Learn more about Winston Preparatory School at www.winstonprep.edu.

Essential Tasks

(These are intended only as illustrations of the various types of work performed. The omission of specific duties does not exclude them from the position if the work is similar, related, or a logical assignment to the position.)

• Provide direct and indirect instructional support to students in a positive environment
• Teach students in a 1:1 setting and/or small class setting
• Instruct students in their greatest areas of need using a variety of techniques, such as multi-sensory learning and repetition, to reinforce learning and to meet students’ varying needs and interests
• Plan and conduct activities for a balanced program of instruction, demonstration, and work time that provides students with opportunities to observe, question, and investigate
• Establish and enforce rules for behavior and procedures for maintaining an environment conducive to learning for all students
• Meet with parents to discuss their children’s progress and to determine priorities for their children and their individualized educational needs
• Maintain accurate and complete student records and prepare reports on children and activities, as required by laws, school policies, and administrative regulations
• Establish clear objectives for all lessons, units, and projects, and communicate those objectives to students
• Communicate with parents to discuss their children’s progress weekly and to determine priorities for their children and their individualized educational needs
• Confer with parents, administrators, testing specialists, social workers, and other outside professionals to develop individualized education programs (IEPs) designed to promote students’ educational, physical, and social/emotional development
• Collaborate with students’ teams and document weekly updates to families and the teaching team, including observations in both academic and social-emotional realms
• Maintain professional competence by participating in staff development activities, curriculum development meetings, and other professional opportunities
• Perform related work as required

Qualifications

• Minimum of three (3) years of teaching experience
• Bachelor’s degree required (educational ground not required); Master’s degree preferred
• Math ground preferred
• Special Education experience welcome, yet not required - inquisitive thinkers welcome
• Appreciation for working with teenagers
• Strong written and verbal communication skills, effective classroom management, excellent organization, and a collaborative, flexible mindset
• Proficiency in Google Workspace, Meet, and Classroom

Benefits and Other Compensation Offered

• Health Insurance
• Health Savings Accounts (HSA)
• Flexible Savings Accounts (FSA)
• Paid Time Off (Sick leave)
• Professional Development for instructional staff
• Retirement Plan with employer match after 2 years of employment
• $700 annual employer health care contribution every January following 1 year of service
• Pre-tax commuter benefits
• Additional compensation is available for extra-curricular responsibilities such as after-school clubs, exam proctoring, and tutoring

We are proud of our diverse student body and actively seek candidates who reflect the diversity of our school community. This position requires the successful candidate to work in person and on campus in New York City (Campus Location: 126 W 17th St, New York, NY 10011).

The salary range for this position is $60,000-85,000, commensurate with education and experience.

Ready to apply? Interested candidates should submit their resume and cover letter to:

Sandy Hagerty

Head of School

shagerty@winstonprep.edu