Pierrepont School

Pierrepont School is a day school in Westport, Connecticut, serving 101 to 200 students across elementary, middle, and high school grades. The school builds its hiring strategy around a straightforward principle: recruit teachers who are experts in their subject matter and flexible enough to teach effectively across different age groups. This dual requirement—deep knowledge plus pedagogical range—shapes who thrives here.

The curriculum spans core academics plus Mandarin Chinese and Latin, giving faculty opportunities to teach in a linguistically rich environment. Because Pierrepont operates as a day school rather than a boarding campus, teachers focus on classroom instruction and specific coaching or activity roles without serving as residential advisors or dorm parents. That structure appeals to educators who want rigorous work in an intellectually demanding setting without the extended time commitment of residential school life.

Faculty at Pierrepont School are expected to bring both content mastery and the flexibility to adjust their teaching for elementary learners versus high school seniors—a skill set that separates capable instructors from ones who can span the entire K–12 spectrum. The school's financial stability, with net assets near $1.5 million and annual revenue above $5.9 million, means decisions prioritize educational quality over constant fundraising strain. Hiring occurs year-round for elementary, middle, and high school teaching positions, with openings varying by subject area and enrollment needs. Candidates who value intellectual depth, day-school schedules, and a smaller community of 150–180 peers often find Pierrepont's model a strong fit.