Dexter Southfield is an independent, college-preparatory day school for girls and boys in PreK-Class 12, located on an expansive campus just five miles from downtown Boston.

We offer a collaborative, inclusive community with a sense of belonging and excellent benefits. Dexter Southfield seeks to attract faculty and staff who will uphold the work and values of the School in order to strengthen the community of students, parents, faculty, and staff. Successful candidates will have a commitment to being in and supporting a community that focuses on the education and well-being of students in a variety of settings, both inside and outside the classroom.

"After 10 years at Dexter Southfield, I have come to know many different people, and I have had the opportunity to learn from many different people. We are very blessed here to have faculty who are very talented in their trade, as well as very passionate about making sure that our students are getting the most that they can out of this educational experience." Emilia Guy
Upper School Faculty Member

Current Openings

Dexter Southfield, Inc. (“Dexter Southfield” or the “School”) is an Equal Opportunity Employer. The School offers equal employment opportunity to all applicants for employment and all employees without regard to sex, pregnancy or pregnancy-related condition, sexual orientation, gender identity, age, race, color, religion, national origin, ancestry, veteran status, military service, application for military service, physical or mental disability, genetic information, or any other status protected by applicable law. An applicant who does not meet the minimum qualifications of the position(s) for which the applicant applies will not be considered for employment. If you need a reasonable accommodation to complete this application, interview for the position, or otherwise participate in the hiring process, please notify us.

To Apply:

Interested candidates should complete our employment application and submit this completed application, along with a cover letter and resume, to:
Human Resources
Dexter Southfield
20 Newton Street
Brookline, MA  | 02445-7498

Employee Benefits

  • Competitive salaries
  • Comprehensive health insurance
  • State-of-the-art facilities
  • Tuition reimbursement 
  • Retirement plan match
  • Generous paid time off
  • Life insurance
  • Long- and short-term disability 
  • Professional development opportunities 
  • Employee assistance program
  • Free breakfast and lunch
  • Free parking (unheard of near Boston!)
  • Supportive leaders; exceptional faculty