Fairfield Country Day School

Fairfield Country Day School is an all-boys independent day school in Fairfield, Connecticut, serving roughly 100 to 200 students across elementary, middle, and high school grades. The school has no religious affiliation. Its stated mission centers on building confidence, courage, and compassion in boys so they can lead effectively when it counts.

Teaching here means joining a small faculty where each hire shifts culture in visible ways. Teachers build curriculum rather than inherit it. The academic program spans French, Latin, and Spanish — a mix of classical and modern languages that signals real academic range. Single-sex instruction creates a classroom dynamic many faculty deliberately seek out: boys tend to take more risks academically when they aren't performing for a mixed audience.

The school's finances are stable. As of 2023, net assets sit near $19 million on annual revenue above $10.6 million, with modest but consistent fundraising growth. Day school faculty jobs in Connecticut typically include a competitive base salary, health benefits, and a retirement plan. Because Fairfield Country Day is a day school, faculty live off campus — a meaningful advantage for candidates who want a strong independent school environment without the housing constraints of a boarding post. Fairfield's location in southwestern Connecticut puts New York and New Haven commuter infrastructure within reach.

Open positions span academic subjects — sciences, humanities, and languages — along with periodic administrative and student support roles. Faculty openings are most common ahead of each academic year. On a faculty this size, every departure creates a consequential role, not a routine backfill.

For candidates weighing teaching jobs at small all-boys schools in Connecticut, Fairfield Country Day School offers direct influence over both students and program.