Kindergarten/1st Grade Teacher
Hillside School – Lower School (Opening Fall 2026)
Start Date: August 1, 2026
Location: Marlborough, Massachusetts

About Hillside School

Hillside School, located on a beautiful farm setting in Marlborough, MA, is proud to announce the opening of its innovative co-ed Lower School (K–3) in Fall 2026. Rooted in our tradition of academic excellence and community, Hillside combines small class sizes, individualized attention, and pioneering programs—including our Farm-Based Learning Lab, iLab/AI program, athletics, and IB-aligned curriculum—to prepare students with the skills needed to thrive in a changing world.

Position Overview

Hillside School seeks a dynamic, passionate Kindergarten/1st Grade Teacher to join our inaugural Lower School faculty. This is an exciting opportunity to help shape the foundation of our K–3 program and be part of a collaborative team committed to innovative teaching and student-centered learning.

Responsibilities

• Create a nurturing, inclusive, and engaging classroom environment that supports the academic, social, and emotional development of young learners.

• Plan and deliver lessons aligned with Hillside’s mission, IB standards, and Lower School curriculum.

• Differentiate instruction to meet the needs of individual students and support diverse learning styles.

• Incorporate experiential and hands-on learning opportunities, including integration with Hillside’s Farm-Based Learning Lab.

• Establish strong partnerships with families through regular communication and parent engagement.

• Collaborate with colleagues to foster interdisciplinary connections and school-wide initiatives.

• Maintain accurate records of student progress and provide constructive feedback.

Compensation & Benefits

• Competitive salary, commensurate with experience.

• Comprehensive benefits package including health, dental, vision, and retirement plan.

• Professional development opportunities, including training in IB curriculum and Singapore Math.

• On-campus amenities and a collaborative faculty culture.

• On-campus housing, if available and eligible.

How to Apply

Interested candidates should submit a cover letter, résumé, and three professional references to Dean of Faculty, Thomas Pipoli at tpipoli@hillsideschool.net with the subject line Kindergarten/1st Grade Teacher – Lower School.

• Bachelor’s degree in Education or related field (Master’s preferred).

• Minimum 3 years of teaching experience at the elementary school level.

• Knowledge of child development and best practices in early childhood/primary education.

• Strong classroom management skills and a passion for fostering a positive learning community.

• Experience with Singapore Math or a strong willingness to train in the program (school funded).

• Excellent communication, organizational, and interpersonal skills.

• Commitment to Hillside’s values of innovation, inclusivity, and whole-child education.

About Hillside School

For over 100 years, Hillside School has been teaching boys the core values of compassion, determination, honesty, respect, and brotherhood. Since its founding, Hillside School has committed to offering an all-boys educational experience in a structured, inclusive, supportive environment. Our boarding and day program for boys in grades four through nine is unique in its ability to meet each student at his learning threshold and then truly maximize his potential, creating a transformative experience for our students. In 2025, Hillside will be opening its new coed Lower School, serving grades K-3.

Connections working at Hillside School