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Employment

Physical Education Teacher (CT Campus)

Winston Preparatory School is seeking a knowledgeable, engaging educator to join our Norwalk, CT campus as a full-time Physical Education teacher. 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 September 2026.
The nature of the position allows for someone with a varied background. Currently, Winston Prep faculty and staff include traditional educators, special educators, social workers, reading specialists, SLPs, learning specialists, and school psychologists. Our classroom teachers have equally diverse and interesting backgrounds. We are proud of our diverse student body and are actively seeking candidates who reflect the diversity of our school community.

As a member of the Winston Prep faculty, you will be part of a professional, collegial team that values collaboration, shared responsibility, and reflective practice. Teachers receive regular coaching and mentorship, participate in professional development, and are trusted with the autonomy to design engaging, responsive curriculum. Our culture encourages curiosity, professional growth, and open dialogue, while prioritizing the development of both academic skills and the Qualities of a Sustainable and Independent Learner (QSIL).

The role of Physical Education Teacher will lead fun, safe, and inclusive P.E. classes. You will help students build teamwork, fitness, and healthy habits.

This role is ideal for an educator who:
  • Is passionate about making physical education accessible, engaging, and relevant
  • Enjoys breaking down complex concepts into clear, structured, manageable stepsUnderstands 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 instruction
 
About Winston Preparatory School
Winston Preparatory School is a co-ed private day school for 3-12th-grade students with learning differences, including dyslexia, NVLD, expressive or receptive language disorders, and executive functioning difficulties (ADHD). Our mission is to facilitate the independence and meaningful participation of students with specific learning disorders through a Continuous Feedback 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.)
  • Teach daily P.E. classes for grades 4-12
  • Teach Health and Wellness lessons
  • Plan fun, active games and skill-building sports.
  • Support all fitness levels and abilities.
  • Teach good sportsmanship and fair play.
  • Keep gym equipment clean and safe.
  • Grade student progress and participation.
  • Run after-school club-level sports classes such as kickball, soccer, basketball, and gym games.
Qualifications
  • At least two years of experience working with school-aged children
  • Experience with special education is a plus
  • Strong writing and verbal communication skills, effective classroom management, excellent organization, team-oriented, 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 Norwalk, CT.

The salary range for this position is $55,000-65,000, commensurate with education and experience.

Ready to apply? Interested candidates should submit their resume to:
 
Sennett Cooke
Director of Operations
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Winston Preparatory School is a leading school for students with learning disabilities, including dyslexia, executive functioning difficulties (ADHD), and non-verbal learning disorders (NVLD).

WPS does not discriminate against applicants and students on the basis of race, color, national or ethnic origin. The Winston Preparatory School provides programs and services and equal opportunity in the administration of its educational and admissions policies, financial aid programs, employment, and the selection of its governing board without regard to gender, race, color, creed, religion, national origin, sexual orientation, disability status, or any status recognized by federal, state and local civil rights and non-discrimination laws.