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Career Opportunities at Kent


classroom teacher


Kent School employees embody and uphold the mission of the School: to prepare students for college and for life with a rigorous and comprehensive program. We teach those who strive to grow, nurture striving where it falters, foster academic excellence, and promote understanding of and respect for one another’s beliefs and differences.

Kent School is committed to making equal employment opportunities available to all qualified persons. In accordance with federal, state and local laws, we recruit, hire, promote and evaluate all personnel without regard to race, color, religion, age, gender, ancestry, citizen status, veteran status, physical or mental handicaps, sexual orientation, or any other factors protected by law.

Kent School is committed to a diverse faculty, staff and student body. Candidates from historically underrepresented groups are encouraged to apply.

See below for current openings at Kent School. To apply for a role, fill out an application (employment application) and submit along with a cover letter and resume.

Current Openings

Teaching Positions

How to Apply

See below for current teaching positions at Kent School. To apply for a role, fill out an application (employment application) and submit along with a cover letter and resume to Dean of Faculty Cate O'Dwyer

Open Positions


Independent Schools Fellowship Program with Mount Holyoke College 

Kent School is proud to be part of a consortium of schools in collaboration with Mount Holyoke College for a dynamic fellowship program. This teaching fellowship program provides young, promising teachers the opportunity to receive a Master of Arts in Teaching degree while gaining valuable experience in a vibrant boarding school environment such as Kent School.

The Independent School Fellowship program is designed specifically for educators working in independent schools. Fellows apply what they learn right away, becoming both more effective educators and earning a Masters degree at the same time. Over the course of two years, fellows develop pedagogy and leadership skills, build relationships with other independent school educators, and work with mentors who challenge them and help them grow.

Teaching fellows should expect to:

  • Teach 2-3 classes per term and work closely with a mentor teacher in their discipline;
  • Coach an interscholastic team or activity 2-3 terms;
  • Become an integral part of our residential life program, living and working in a dormitory;
  • Receive partial degree funding from Kent School along with a stipend each year.

Learn more at the Mt. Holyoke website.


How to Apply for a Teaching Fellowship


Application Process and Timeline

Mt Holyoke process and Timeline

If you would like to apply for a teaching fellowship, please send your resume and cover letter to Dean of Faculty Cate O'Dwyer. Candidates selected to interview will be required to complete an employment application in advance of the interview.

Open Fellowship Positions

Non-Teaching Positions

As members of the Kent School community, employees are a vital part of this educational community that helps young people achieve their full potential as students and citizens.

Kent School seeks to employ faculty, staff, and administrators who will serve as educational leaders in our learning community and who will uphold the School's mission.

How to Apply

See below for current non-teaching positions at Kent School. To apply for a role, fill out an application (employment application) and submit along with a cover letter and resume to Isabelle Benjamin

Open Positions

To contact Human Resources call 860-927-6049



Kent School offers a broad suite of benefits, including:

  • Competitive compensation

  • Comprehensive medical, dental and vision insurance plans

  • Retirement benefits including a matching program through TIAA

  • Paid time off for staff positions

  • School-paid basic life insurance plus short- and long-term disability plans

  • Housing benefit for those who qualify

  • Tuition reimbursement program 

  • Professional development 


  • Tuition remission 

  • Onsite Early Learning Center

  • Access to campus facilities:

  • John Gray Park ’28 Library

  • Magowan ’23 Field House (fitness and weights facility)

  • Nadal’17 Hockey Rink

  • Mattison Auditorium (arts events)

  • Tennis and squash courts

  • Health center

  • Dining hall

Living and Working in Kent

Kent School is nestled in between the Housatonic River and Mt. Algo in the town of Kent, recognized as one of New England’s most popular destinations and an authentic example of the best that small towns have to offer.

Yankee Magazine named Kent the top town in New England for fall foliage, recognizing Kent’s abundant natural beauty and the town’s rich cultural offerings, art galleries, shops, restaurants, state and national parks which combine to make Kent a most sought after tourist spot. Kent has been selected as the most beautiful town in the state of Connecticut by Expedia and as one of the twenty best small towns in the U.S. by Smithsonian Magazine.

The town itself is small, but rich in culture with numerous shops, restaurants, galleries, and a local grocery store. Just beyond campus lies two covered bridges, the Appalachian Trial, Kent Falls, and Macedonia State Park.