Employment Open Positions

Employment Opportunities


Administrative Openings


No openings at this time.

Faculty 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:

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


Please indicate coaching experience/interest in the letter of interest.

Intern Openings


No openings at this time.

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.


If you missed the application deadline…


The Admission Office continues to accept applications for the 2022-23 school year.


Apply Today


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