Demo

English Teacher

Cheshire Academy
Cheshire, CT Full Time
POSTED ON 4/1/2026
AVAILABLE BEFORE 4/29/2026
Description

Cheshire Academy seeks a full-time English teacher for the upcoming 2026-2027 academic year.

The successful candidate will have a strong academic background in English, preferably with a master’s degree in English or a similar Humanities discipline. A background in independent/boarding school teaching is also highly preferred. Cheshire Academy is an IB World School, and large majorities of our students take IB English courses toward their graduation requirements and the IB Diploma. Experience with the IB is therefore also a plus.

Cheshire Academy is a dynamic work environment and a school that values flexibility, support, and growth for both students and colleagues. An ability to differentiate instruction and work with students of varying learning strengths is key. We focus on students becoming increasingly independent, reflective, and agentic learners. Candidates should value a discussion-based classroom, possess a willingness to try out new and diverse texts, and approach the teaching of writing through individualized feedback over multiple drafts and revisions.

Ideal candidates will also embrace an inclusive mindset, demonstrate a commitment to education for global citizenship, and be excited about transforming curriculum and instruction to meet the needs of today’s learners.

Other responsibilities include a combination of teaching, advising, and participation in the co-curricular and residential life of the school. All aspects of a teaching faculty role, including courses taught, advising students, and co-curricular contribution, are considered part of the overall faculty workload.

Dorm responsibilities are included if school housing is provided.

Must have a valid driver’s license with the ability to obtain a CT “A” endorsement for purposes of transporting students.

While There Are Other Ways To Contribute To The Cocurricular Program, Current Coaching Needs That We Are Looking To Fill Include

  • Robotics
  • ESports
  • JV Volleyball
  • Basketball
  • Fencing
  • JV Tennis
  • Golf

Please express coaching interest in your cover letter.

School provided housing is not guaranteed for the academic year of 2026-2027.

Salary and benefits are competitive. Candidates must be able to pass a criminal background check.

Must be eligible to work in the U.S. to be considered.

Requirements

Minimally, this candidate should have a Bachelor’s Degree in English. Applicants must embrace participation in the entire boarding school experience.

Salary.com Estimation for English Teacher in Cheshire, CT
$50,059 to $93,325
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