Employment Opportunities

Hilltop Montessori School, founded in 1972, is perched atop a hill on 43 acres in Brattleboro, VT. The school relocated several years ago to a custom built 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, art and music rooms. 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.  A newly constructed Arts Barn includes an all-purpose room, gymnasium, expanded music facilities and a theater.  130 students / 24 faculty-staff / American Montessori Society Full Member

Anticipated Staffing Needs for Next Year
If you are interested in joining our team of inspiring and dedicated staff, please send your resume and letter of interest to Tamara Mount at tmount@hilltopmontessori.org

Personnel Openings:

Toddler Program Assistant – Full-Time (8 a.m. – 4 p.m.)- Experienced, calm, and confident working with toddlers/children. Able and willing to follow lead of head teacher. Montessori Infant/Toddler certification preferred. Responsibilities will include:

  • Set-up, organize materials and clean work areas as directed
  • Meet with the Head Teacher to discuss goals for the class and for individual students
  •  Assist in the making and preparation of classroom materials
  • Take lead responsibility for diaper changing and toileting of students
  • Report or record observations to the Head Teacher
  • Take attendance, prepare snack, set up and supervise lunch, supervise both lunch and dismissal recess and nap time
  • Develop a weekly theme with the head teacher for the newsletter, take pictures, and if agreed, write the article 
  • Help students to develop independence in self-care: toileting, dressing
  • Help students maintain their classroom environment: cleaning, putting work away


Lower Elementary Assistant and After-Care Lead – Full-Time (9 a.m. – 5 p.m.) – Experienced and good with students of all ages. This position will require flexibility, adaptability and multi-tasking. Responsibilities will include supporting students and teachers in the Lower Elementary classroom in the mornings, supporting Children’s House classrooms in the afternoons , and coordinating children getting to after school activities, planning and implementing activities for students ages 6 to 12 years. If candidates are not Montessori-trained they must have a Montessori approach and be willing to attend Montessori teacher training in the future.

Facilities Caretaker
 – Part-time or Full-time (depending on the extent of the responsibilities undertaken) – This person will be the point person for facilities and grounds related issues. They must be flexible, able and willing to respond to the needs of the staff as it relates to the facilities. This person will at a minimum be responsible for: 

  • daily checks of the facilities and grounds to ensure that everything is operational
  •  monthly maintenance checks on all systems and equipment 
  • coordinating the schedule of events and the facilities needs for school and outside functions
  • coordinating contractor work when necessary, including plumbing, electric, etc.
  • setting up and procuring necessary furniture and equipment for all school functions
  • keeping sidewalks clear (snow, leaves, etc.)
  • arranging for, or performing, routine gardening work, including Spring and Fall clean-up
  • periodic cleaning, painting and maintenance projects
  • participating in long-term facility and maintenance planning and budgeting, including working with the Facilities and Grounds Committee of the board and the business manager and head of school

Other duties that could be included to augment hours for this job, include: 

  • daily cleaning of the school buildings, including the bathrooms and vacuuming the classrooms and halls 
  •  lawn mowing and shoveling of school properties
  •  if qualified to work with the children: BeforeCare, gardening lessons, AfterSchool Care, etc.
  • forestry maintenance
  • performing drinking water permitting requirements (obtaining a Class II Certified Drinking Water Operator license)
  • On-Site Housing is a possibility for this position.

Technology Facilitator/Instructional Specialist – Part-time (likely) – Experience with Apple iOS in using iPads, laptops, and desktops to facilitate learning in the Elementary and Middle School setting. Must be able to assist with classroom projects and curriculum by offering suitable technology that will support student learning. Responsibilities will include:

  • teaching a 1 week Summer programming camp to students 9-12 years old
  • leading an after school programming class (likely once a week) for students 9-15 years
  • assisting teachers in setting up and maintaining hardware and software for their Upper Elementary classrooms (currently iPads, Apple laptops and desktops)
  • assisting with classroom technology lessons and integration into the classroom curriculum, as appropriate
  • preparing and presenting Digital Citizenship lessons (such as those based on the curriculum provided by Common Sense Media) for grades 4-8 Upper Elementary and Middle School aged students
  • assisting with maintenance of the web page and social media presence in coordination with admin staff
  • trouble shooting for admin and teachers with school IT infrastructure
“One can pass quite close to the child and yet not see him.”
—Dr. Maria Montessori
The Toddler Program
Ages 18–36 months
Children’s House
Ages 3–6
Lower Elementary
Ages 6–9
Upper Elementary
Ages 9–12
Middle School
Ages 12 –14