Join a Community Dedicated to Lifelong Learning

Whitby is looking for dedicated and caring individuals who have experience with children to work as substitute teachers.

Experienced candidates should hold a degree. Experience or knowledge of Montessori education and/or International Baccalaureate is highly desirable; all positions require team teaching and strong collaborative skills.

Some of the areas for substitute teaching include:

• Infant-Toddler Teachers (Ages 18 months to 3 years)
• Early Childhood Teachers (Ages 3-5 years)
• Elementary Teachers (Ages 6-10)
• Middle School Teachers (Grades 5-8)
• Learning Specialists (Special Education, Math Specialists, Gifted and Talented)
• Special Area Teachers (Art, Music, Drama, Foreign Language, and Physical Education)

If you are interested in applying for a substitute teacher position, please send a cover letter and resume to hr@whitbyschool.org.

Whitby School is a community of educators dedicated to helping students develop a passion for learning while empowering them to become open-minded, principled citizens in a global community. Whitby’s staff and faculty are passionate about teaching because we ourselves are passionate about learning.

Position Summary:

Whitby Montessori Children’s House seeks a warm, enthusiastic full‑time teacher for our Primary Program (ages 3–6). The teacher will work within a team to deliver developmentally appropriate instruction, monitor and assess student progress, and communicate regularly with colleagues and families. Montessori pedagogy is preferred but not required. This role is a temporary leave replacement from September - December.

Key Responsibilities:

• Plan and deliver engaging, developmentally appropriate lessons for ages 3–6
• Support social, emotional, cognitive, and physical development in a prepared classroom
• Use observation and assessment to monitor growth and inform instruction
• Collaborate closely with team teachers; participate in meetings and planning
• Communicate progress to parents via conferences and written reports
• Supervise daily routines (arrival/dismissal, lunch, recess) and maintain a safe, organized classroom

Qualifications:

• Bachelor’s degree in education or related field, or actively working toward completion
• Early childhood teaching experience; Montessori experience desirable
• Strong teamwork, communication, and organizational skills
• Positive, open, and professional approach with students, families, and staff
• Ability to maintain confidentiality

If you are interested in this position, please send your resume and cover letter to hr@whitbyschool.org.

Are you an elite educator who lives and breathes mathematics? Do you get energized by helping young, sharp minds tackle complex, abstract concepts while simultaneously inspiring fellow teachers to elevate their craft? We are seeking a visionary Math Innovation Specialist to advance our Lower School program. This is not a traditional intervention or pull-out role; it is a dynamic, dual-impact opportunity designed for a true math champion. You will work directly with students in our accelerated International Baccalaureate program, often co-teaching and modeling inquiry-based lessons alongside our homeroom teachers. If you are eager to serve as a pedagogical researcher, a teacher-of-teachers, and a co-investigator in the classroom, this role offers a platform to build a world-class culture of mathematical joy and deep intellectual challenge within a community that highly values math.

KEY RESPONSIBILITIES:

• Curriculum Leadership & Research: Serve as the primary filter for mathematics research, translating theory into actionable classroom strategies. Lead the implementation of innovative, research-based programs that prioritize conceptual progression over rote learning.

• Instructional Coaching: Build faculty capacity by co-teaching, modeling lessons, and "unpacking" units with grade-level teams. Help generalist teachers develop the confidence and expertise to view themselves as mathematicians.

• Advanced Student Instruction: Direct instruction for high-ability math cohorts (covering up through 7th-grade standards). Utilize curriculum compacting to ensure advanced learners encounter complex challenges.

• Administrative & Community Partnership: Partner closely with the Head of Lower School to champion the school’s mathematical philosophy. Act as a Parent Ambassador through Math Nights and regular communication regarding the math program.

QUALIFICATIONS:

• Master’s Degree in Mathematics Education or a related field (preferred). Deep mastery of the K-8 mathematical continuum and the ability to teach Algebra 1 to younger learners.
• Proven experience in modeling lessons and facilitating professional development for adult learners.
• Ability to analyze student data to "compact" curriculum and design rigorous, inquiry-based pathways for advanced students.
• Exceptional ability to translate complex educational research for both teachers and parents.
• A desire to work as a "co-investigator" alongside faculty to build sustainable teaching capacity.
• Experience with International Baccalaureate framework a positive

If you are interested in the Lower School Math Innovation Specialist position, please send your resume and brief cover letter to hr@whitbyschool.org. 

Whitby is a community of educators dedicated to helping students develop a passion for learning while empowering them to become open-minded, principled citizens in a global community. Whitby’s staff and faculty are passionate about teaching because we ourselves are passionate about learning.

PART TIME OR FULL TIME AVAILABLE

Whitby seeks an experienced, thoughtful, and innovative English teacher to join our middle school team of passionate educators in grades 5-8. We strive to provide excellence in both language and literature instruction to students with a range of abilities and passions. At Whitby, students are active participants who drive the learning process through inquiry and reflection. In order to help students engage to their fullest potential, the English department employs a holistic approach, committed to helping all students discover not only the skills, concepts, and broader ideas surrounding language and literature, but also who they are as learners and as people.

English classes focus on analysis and organization, as well as the creative production of text and use of language, both written and oral. Ideas presented in English classes are rooted in the conceptual framework of the International Baccalaureate Middle Years Programme (MYP) and placed within larger global contexts to help students make sense of the world around them. Students examine multiple genres and text types through reading and writing, and each grade includes a world literature component. Peer and self-assessment, as well as teacher conferencing, are key components of our program. A willingness to share and listen with colleagues, respect, and trust when working with others and a passion for language and literature are a must.

Requirements:

• Bachelors Degree in English and/or education; Masters Degree preferred
• Authorized to work in the United States
• Minimum of two years experience teaching English/Humanities, middle school setting preferred but not required
• IB MYP experience preferred but not required
• Willingness to engage in IB MYP professional development
• Satisfactory completion of pre-employment background check. 

If you are interested in the Middle School English Teaching position, please send your resume and brief cover letter to Head of Middle School, Michelle Jones at mjones@whitbyschool.org.