Interim Head of School

Administrator/Head of School,

Hilltop Montessori School, Inc.

Employment Opportunities

Hilltop Montessori School, founded in 1972, is perched on a 43 acre hill in Brattleboro, VT in a custom built (2009) facility that houses a Toddler Room (18-36 months), two bright, sunny Children’s House (3-6 years) classrooms, a Lower Elementary (6-9 years), an Upper Elementary (9-12 years), as well as a fully equipped kitchen area, and art room. The Middle School (12-14 years) enjoys its own house with comparable facilities. There is integrated computer use at the Upper Elementary and Middle School levels, woods and trails for hiking and cross country skiing, gardens, a greenhouse and a pond.  An Arts Barn, built in 2013, includes an all-purpose room, staff/event kitchen, gymnasium, expanded music facilities, and a theater. The beautiful facilities are fully paid for, and the school is fortunate to have a sizable endowment and an Indexed Tuition program that supports economic diversity among the student families. Hilltop Montessori School implements an authentic Montessori curriculum at all levels, and has been working to incorporate an anti-bias curriculum along with a focus on addressing climate change.
130 students / 32 faculty-staff

Interim Head of School
Hilltop Montessori School is conducting an immediate search for an Interim Head of School for the 2020-21 school year. The term for the Interim Head of School will begin by July 1, 2020 and run through June 30, 2021. It would be ideal for the candidate to be able to start before July 1 to overlap with our outgoing Head of School. The person selected as Interim Head of School may (but is not required to) also apply for the long term Head of School position when that search begins in a few months.

For a full job description please go to the schools website:

Candidates should send a letter of interest and resume by March 2 to Board of Trustees Co-Chair, Asher Pucciarello, at We will meet shortly thereafter with leading candidates, and select a finalist before the end of March.

Compensation will be commensurate with experience and will include a generous benefits package including: health insurance, matching retirement funds, tuition remission, etc.