Upper School English Teacher
  • English
  • Teacher
  • Upper School

Dexter Southfield School, Brookline, MA

Accredited by NEASC

About Dexter Southfield  

Dexter Southfield is an independent school where boys and girls in Pre-K through Class 12 develop their individual talents and build an ethical foundation for life. Students learn to lead and serve with character, confidence, and compassion. Our 36-acre campus is located on the Brookline-Boston line, just minutes from the city’s best museums, libraries, hospitals, performing arts venues, colleges, and universities—all of which serve as an extension of our classrooms. At Dexter Southfield, we approach everything we do with enthusiasm and commitment, living by our School’s motto: “Our Best Today, Better Tomorrow.”

About Our Team

Our Upper School English faculty is made up of highly talented and professional members who demonstrate exceptional commitment to instructing and engaging students and encouraging them to use their knowledge and skills to achieve post-secondary education goals. If you enjoy working with older students and want to develop their love of English and to remain lifelong learners, this role offers you a great opportunity to join one of the region’s most respected private schools.

 About You

You are an experienced upper school teacher who seeks to advance the critical reading, thinking, and writing skills of your students by guiding their analysis of diverse literary works and essay writings. Being a highly energetic and productive self-starter, you have excellent organizational and relationship building skills, are adept at guiding students in the classroom, and support their extracurricular pursuits. You enjoy the rhythm and energy of an independent day school and demonstrate integrity, humor, and sound judgment in everything you do.

To be successful in this role, you must be able to:

  • Maintain a full-time academic course load teaching upper school English (Grades 11 and 12); experience teaching AP English is highly desirable
  • Instruct upper school students in the mastery of reading, writing, speaking, critical thinking, and literary analysis
  • Create and present lesson plans that effectively align with core competencies and School standards
  • Engage students in classroom discussions and activities that promote mindful independent and collaborative problem-solving skills
  • Develop assignments and homework through which subject area growth and proficiency are measured and prompt feedback is provided to students
  • Issue progress reports and timely updates consistent with School policies and standards, including quarterly report cards and parent-teacher conferences
  • Manage classroom and maintain an environment that ensures students demonstrate appropriate behavior, manners, study habits, and academic progress
  • Prepare students for standardized testing, including post-secondary entry exams
  • Provide timely and effective feedback to students, parents, faculty, and administration regarding student progress, needs, and concerns (academic, social, emotional)
  • Research curriculum and instruction opportunities; develop activities to enhance educational experiences
  •  Work collaboratively with colleagues across divisions and departments
  • Fully engage in School-sponsored professional development programs and department meetings
  • Remain knowledgeable of instructional and curriculum trends, goals, and objectives
  • Coach and/or advise at least two extracurricular sports, clubs, or activities
  • Actively support an inclusive school community based on cultural competence, diverse identities and perspectives, and respect for all voices
  • Perform other duties, as assigned


  • Bachelor's degree in English, education or related field; advanced degree in subject matter highly preferred
  • At least three years of classroom experience teaching upper school students, including remote teaching
  • Ability to plan, organize, develop, and conduct comprehensive lesson plans and instruction
  • Demonstrated knowledge in teaching principles, theories, methods, behavior management techniques, and conflict resolution strategies
  • Ability to communicate effectively (orally and in writing) and possess the ability to establish and maintain effective working relationships with students, faculty, staff, and parents
  • Understanding of the unique academic, social, and behavioral characteristics of upper school students
  • Ability to plan, organize, develop, and conduct comprehensive lesson plans and instruction
  • Ability to create and contribute to an engaging and inclusive learning environment and workplace
  • History of continued education or professional development
  • Ability to be flexible, effectively manage stress, and adapt to changing work priorities and assignments  

At Dexter Southfield, we promote a culture of excellence that extends beyond academics, athletics, and the arts. We value a diverse and inclusive community in which different identities and perspectives are accepted and respected to create a sense of belonging for all.

Interested candidates are encouraged to send a cover letter, resume, and completed employment application to Stewart Tucker, Assistant Head of School, at stucker@dextersouthfield.org.