Fay School

Fay School, founded in 1866, is the oldest junior boarding school in the country. The campus sits in Southborough, Massachusetts, about 25 miles west of Boston. Fay enrolls between 300 and 500 students from Pre-Kindergarten through grade nine, with an optional boarding program in grades seven through nine drawing students from 21 countries.

Teaching jobs at Fay differ from most independent school faculty roles in one key way: the oldest students are ninth graders. Educators who prefer the early and middle years over high school will find a rare fit here. Faculty often teach across grade bands, advise small groups, and coach. Once students reach the boarding years, some faculty also take on dorm or weekend duty as part of the residential program.

Language hiring is a steady need. Fay teaches Mandarin, French, Spanish, Latin, and English as an Alternative Language, which is a wide menu for a school this size. Teachers who can support international students in mainstream classes are in regular demand.

Compensation at Fay tracks the New England independent school market, with health benefits, retirement contributions, and meals during the school day. Residential faculty typically receive housing and a board stipend, which carries real value in metro Boston. As of 2023, Fay reported about $34 million in revenue and $64 million in net assets, with fundraising up roughly 37 percent year over year — useful context on institutional stability.

Open roles span classroom teaching, residential life, coaching, admissions, advancement, and operations.