Oxford Academy

Oxford Academy is a small boarding school for young men in Westbrook, Connecticut, serving 50 to 100 students across high school and postgraduate grades. The school's defining feature is one-to-one instruction paired with a structured residential environment. This model shapes how faculty teach, mentor, and live on campus in ways that differ markedly from traditional independent schools.

One-to-one instruction demands a different skill set than classroom teaching. Teachers tailor pacing, content, and assessment to individual learner needs. This requires diagnostic flexibility and sustained attention to how each student thinks. If you have taught in small groups or sought deeper pedagogical control, this work happens daily here. Spanish language instruction is a curricular priority, and faculty who strengthen that program find meaningful space to shape curriculum.

Faculty at boarding schools typically supervise dormitories, share meals with students, and anchor the residential calendar. On-campus housing is standard. In coastal Connecticut, that housing translates to substantial financial value beyond base salary—a concrete benefit in an expensive region. The small peer community creates opportunities for collaborative curriculum design that larger faculties cannot achieve. You work closely with colleagues across disciplines on program development.

The school maintains stable institutional standing and active fundraising momentum. It seeks residential and teaching staff year-round, with most positions opening before fall term. Candidates should expect roles that blend classroom instruction with dormitory responsibilities and community engagement. This is immersive work, not a compartmentalized job.

For educators seeking residential faculty roles in Connecticut, where teaching and mentoring are inseparable, this school offers a distinctive environment built on individual attention to students.