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. Through time well spent here, students are provided a foundation for excellence as they gain the character, confidence, and compassion to become leaders, lifelong learners, and engaged citizens prepared to achieve their personal best through every stage of life.

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.

Virtual Career Open House

Dexter Southfield recently hosted a virtual career open house for prospective employees. Attendees learned more about the three core components of the Dexter Southfield Experience (Achieve, Create, and Compete) and left with a better understanding of the role faculty play in providing our students a foundation of excellence. Please submit the brief form below to request the recording of this event. 

Request Recording

Current Openings

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

*To successfully submit this form, please download and save the PDF to your desktop, complete the required information fields, and attach to your email. 

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

Learn More About Working at Dexter Southfield

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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.