Employment Open Positions

Employment Opportunities


Administrative Openings


No openings at this time. 

Faculty Openings


No openings at this time.

Staff Openings


No openings at this time. 

Coaching Openings


Please indicate your coaching experience/interest in your cover letter when applying.

At Cheshire Academy, it is expected that teaching faculty participate in 2 of 3 afternoon coaching seasons. The coaching positions we have available are:


No openings at this time.

Intern Openings


No openings at this time.

Anticipated Vacancies for the Upcoming 2022-23 Academic Year:


Teaching Faculty Positions:

English Teacher
Science Teacher
Math Teacher


Coaching Positions

Head Golf Coach
Head Cross Country Coach
Assistant Football Coach
Assistant Baseball Coach
Assistant Softball Coach
Assistant Track Coach


Employment Diversity Statement

Cheshire Academy is an internationally minded college-preparatory school with a diverse student body representing over 31 different countries. We are fully committed to hiring and retaining faculty and staff that reflect the diversity of our student body. Candidates should demonstrate dedication to promoting diversity, equity, inclusion, and social justice within our community. We encourage candidates from historically underrepresented groups to apply.

Nondiscrimination Policy

Cheshire Academy, as an equal opportunity employer, complies with all applicable federal and state laws regarding nondiscrimination.  Cheshire Academy is committed to a policy of equal opportunity for all persons and does not discriminate on the basis of race, color, national origin, age, marital status, sex, sexual orientation, gender identity, gender expression, disability, religion, height, weight, or veteran status in employment, educational programs and activities, and admissions.


It’s time for a change