Demo

English Teacher

Cheshire Academy
Cheshire, CT Full Time
POSTED ON 1/13/2026
AVAILABLE BEFORE 2/19/2026
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
$45,312 to $76,610
If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a English Teacher?

Sign up to receive alerts about other jobs on the English Teacher career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$43,439 - $73,419
Income Estimation: 
$63,454 - $101,244
Income Estimation: 
$53,080 - $99,161
Income Estimation: 
$87,640 - $113,243
Income Estimation: 
$77,897 - $116,523
Income Estimation: 
$43,439 - $73,419
Income Estimation: 
$63,454 - $101,244
Income Estimation: 
$53,080 - $99,161
Income Estimation: 
$87,640 - $113,243
Income Estimation: 
$77,897 - $116,523
Income Estimation: 
$54,658 - $92,915
Income Estimation: 
$78,505 - $123,619
Income Estimation: 
$62,419 - $116,975
Income Estimation: 
$99,237 - $145,250
Income Estimation: 
$89,983 - $135,892
Income Estimation: 
$65,633 - $114,239
Income Estimation: 
$96,258 - $169,043
Income Estimation: 
$82,030 - $177,506
Income Estimation: 
$121,624 - $187,737
Income Estimation: 
$112,235 - $184,757
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Cheshire Academy

  • Cheshire Academy Cheshire, CT
  • Description Head Girls Varsity Soccer Coach Schedule: Fall Season (Late August through mid-late November with yearly recruitment responsibilities) Direct c... more
  • 6 Days Ago

  • Cheshire Academy Cheshire, CT
  • Description Cheshire Academy has an opening for a full-time math teacher for 2026-2027 academic year. The successful candidate will be able to provide qual... more
  • 1 Day Ago


Not the job you're looking for? Here are some other English Teacher jobs in the Cheshire, CT area that may be a better fit.

  • English 1 West Haven, CT
  • Launch Your International Career with Purpose and Adventure Are you searching for a rewarding, entry-level job that lets you travel the world , work abroad... more
  • 16 Days Ago

  • Choate Rosemary Hall Wallingford, CT
  • Choate Rosemary Hall seeks a full-time English teacher to join our community beginning in August 2026. The successful candidate should be comfortable teach... more
  • 2 Months Ago

AI Assistant is available now!

Feel free to start your new journey!