Winston Preparatory School

Winston Preparatory School, founded in 1981, operates eight campuses in New York. The school serves approximately 550 students from age 8 through 21+. It specializes in teaching students with learning differences—dyslexia, ADHD, and nonverbal learning disorder—who need instruction tailored to how they actually learn.

What sets teaching here apart is the Continuous Feedback System. Teachers assess each student's response to their skill development plan. Then they adjust their approach. You do not teach the same lesson to thirty identical learners. Instead, you diagnose what works for each student and change course. This demands flexibility. It also offers direct proof that your teaching shifts how a student learns.

Winston Preparatory School hires classroom teachers, reading interventionists, executive functioning coaches, and learning support staff across all grade levels. Roles span elementary, middle, and high school, plus virtual instruction. The school seeks educators comfortable with daily instruction changes. They view assessment as ongoing dialogue, not a single test score.

Day school employment means no residential duties. You work during school hours without weekend obligations. Compensation is competitive with New York independent schools. Benefits include health insurance, retirement contributions, and professional development funding. Many faculty say the work feels directly impactful—students arrive frustrated about learning and leave with measurable skill gains.

For educators seeking specialized instruction and continuous problem-solving, Winston Preparatory School offers teaching depth that mainstream schools cannot match. The eight-campus model reflects strong demand for this approach across New York.