Kent School

Kent School is an independent day school in Chestertown, Maryland, serving 101 to 200 students from Pre-Kindergarten through Eighth Grade. The school draws families from the surrounding region and operates without religious affiliation. Because it is a day school, faculty work standard school hours—a structural difference that removes the commute strain of residential boarding while preserving the intimate community that draws educators to independent schools.

Teaching at Kent School centers on direct parent partnership. Teachers see families at pickup, at assemblies, and around town. Class sizes stay small enough that one instructor can know each student well. The Pre-K through Eighth Grade span means elementary teachers lead younger learners while collaborating with middle school colleagues on skill transitions. Spanish instruction is woven into the curriculum, reflecting commitment to language and cultural literacy. Many faculty roles blend teaching with coaching or arts direction. A math teacher might also coach soccer; an arts specialist might direct an ensemble.

The school's mission emphasizes academic, artistic, athletic, and moral excellence in a student-centered environment. That philosophy translates into hiring positions where teachers wear multiple hats and shape curriculum decisions together. Stability matters here—Kent School has operated as a regional institution with solid financial footing, meaning faculty can focus on teaching rather than institutional uncertainty.

Kent School hires year-round for elementary and middle school classroom teaching, Spanish instruction, arts and athletic coaching, and administrative support roles. For educators seeking a Maryland day school position with manageable hours, genuine parent involvement, and multi-role engagement, the school offers both community and professional independence.