Careers | Employment at Shady Hill School near Boston, MA

MAKE AN IMPACT AT SHADY HILL SCHOOL

Develop independent, joyful and curious learners. Shady Hill School in Cambridge has been a leader in progressive education since 1915. Guided by our mission, we empower students to be intellectually adventurous and wholeheartedly just.

Engage students in important questions. Guide children as they explore their world and test their powers.

Be a part of our historical and contemporary commitment to social justice. We believe that an inclusive and equitable community is an educational imperative.

Educate differently. Our school employs the Central Subject methodology where students in Grade III-VIII engage in an in-depth integrated study of a particular subject, time or people in history.

Experience the joy that comes from working at Shady Hill! Click on the job posting below for more information:

Faculty Openings

List of 3 items.

2nd Grade Teacher

We are looking for a 2nd Grade Teacher to join our Lower School team beginning in Fall 2026. Click here to view the full posting.
Kindergarten Co-Teacher (Gradehead)

We are looking for a Kindergarten Co-Teacher (Gradehead) to join our Lower School team beginning in Fall 2026. Click here to view the full posting.
Middle School Learning Specialist

We are looking for a Middle School Learning Specialist to join our Middle School team beginning in Fall 2026. Click here to view the full posting.

Administrative & Staff Openings

List of 3 items.

Chief Financial and Operating Officer

We are looking for a seasoned financial and operations professional to serve as Shady Hill's next Chief Financial and Operating Officer (CFOO), beginning July 1, 2026. Click here to view the full posting.
Lower School Learning Resources Director

We are looking for a Learning Resources Director to join our Lower School team beginning with the 2026-2027 school year. Click here to view the full posting. Here is the job description.
Lower School Math Curriculum and Instructional Specialist

We are looking for a Math Curriculum and Instructional Specialist to join our Lower School team next year. This is an 80% full-time (Monday-Thursday) administrative position. Click here to view the full posting.

Other Openings

List of 3 items.

Literacy Tutor

We are seeking Literacy Tutors for Lower School students starting immediately. Click here to view the full posting.
Substitute Teacher

We are accepting applications to join our sub pool for the 2025-2026 school year. Click here to view the full posting.
Summer Group Leader

We are looking for enthusiastic, energetic, and compassionate Group Leaders to join our dynamic Summer Program team this Summer 2026. Click here to view the full posting.

CONTACT

Would you like to be considered for a future position at our school? Please send your cover letter and resume to apply@shs.org.

Lyndsey Starks
Director of Human Resources

Shady Hill School
178 Coolidge Hill
Cambridge, MA 02138