Humanities Teacher Westover School | Middlebury, CT Reports to: Department Heads of English and History
Position Overview: Westover School seeks an engaging, student-centered Humanities Teacher to join our dynamic faculty. This educator will be responsible for teaching 4–5 sections of humanities courses (splitting their time between History and English departments), advising students, and contributing to the co-curricular life of the school. The ideal candidate will foster critical thinking, interdisciplinary connections, and inquiry-based learning, while also demonstrating a strong commitment to empowering young women in an inclusive, academically rigorous environment.
Key Responsibilities: Teaching & Curriculum Development: Teach 4-5 sections of English/History, incorporating student-driven discussion, project-based learning, and diverse perspectives. Design and implement engaging, inquiry-based curricula that cultivate critical reading, analytical writing, and research skills. Integrate neuroscience-informed pedagogy to support a range of learners and encourage deep engagement with course material. Assess student progress through varied and equitable evaluation methods, providing meaningful feedback to foster academic growth. Utilize technology and digital resources to enhance instruction and support hybrid and asynchronous learning where needed. Collaborate with colleagues across disciplines to develop interdisciplinary projects and thematic coursework that align with Westover’s mission. Maintain a student-centered approach, ensuring each student feels seen, heard, and challenged in their learning. School Life & Co-Curricular Involvement: Fulfill faculty requirements, which may include: Coaching or assisting with a sports team Teaching or assisting in Westover Institute sessions Serving as an advisor to a small group of students, fostering personal growth, academic success, and overall well-being. Maintaining regular communication with students and families, offering support and guidance on academic and extracurricular matters. Participating in residential and community programming to enhance student life and engagement. Attend faculty meetings, professional development sessions, and community events as an active and engaged member of the Westover community. Participate in weekend duty rotations and all-school events, contributing to the school’s vibrant residential life. Qualifications & Key Attributes: Bachelor’s degree in History, English, or a related field (Master’s degree preferred). Experience teaching high school humanities courses in an independent or boarding school setting is preferred. Strong instructional skills and a commitment to innovative teaching practices that center student voice and active learning. Passion for mentoring and supporting students in both academic and non-academic spaces. Ability to collaborate with faculty, staff, and administrators to create a cohesive and interdisciplinary learning environment. Commitment to Diversity, Equity, Inclusion, and Belonging (DEIB) initiatives, ensuring all students feel represented and valued in the curriculum. Familiarity with boarding school culture and a willingness to engage in residential life and co-curricular programming. Why Westover? Westover School is dedicated to empowering young women through a challenging, supportive, and inclusive academic environment. Our faculty members are passionate educators, mentors, and leaders who inspire students to think critically, act with integrity, and make meaningful contributions to the world. If you are excited about working in an innovative, student-centered learning environment and contributing to a vibrant boarding school community, we encourage you to apply! Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time.
Westover School is an all-girls' boarding and day school, grades 9-12 where smart, motivated girls become confident, connected women. We are committed to providing a college preparatory education in a small community atmosphere that emphasizes student-adult interaction. Westover, through program and faculty, endeavors to develop in each student the confidence and strength to shape her own life - to become the best that she can be.
We celebrate diversity of all kinds and are committed to creating an inclusive culture built on a foundation of respect for all individuals. We seek to hire, develop and retain talented people from all backgrounds. Individuals from non-traditional backgrounds, historically marginalized or underrepresented groups are strongly encouraged to apply.
Westover School is located in Middlebury, CT; 45 minutes from New Haven, 1 1/2 hours from New York City, and 2 hours from Boston. For more information, please visit our website at www.westoverschool.org.
Westover School is an Equal Opportunity Employer.
Application Notes:
Interested candidates should address these aforementioned qualifications and skills in their cover letter in addition to providing a résumé. Please see the employment page at westoverschool.org.