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Join a Community Dedicated to Lifelong Learning



Are you a passionate lifelong-learner who finds joy in a dynamic school community that will challenge you to be your best?

We're 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. From Professional Development to Professional Learning Communities, what better way to model a love of learning to our students than to embrace opportunities for growth ourselves?

Current Job Openings

Children's House: Primary Teacher

The Whitby Montessori Children's House seeks a full-time teacher for our Primary Program (students ages 3-6 years old). Candidates will possess knowledge and experience with early childhood.  Montessori pedagogy is preferred but not required. The teacher must be comfortable working in a team environment and will be encouraged to contribute positively to all areas of child development while monitoring and assessing student progress. The incumbent will communicate closely with the team teachers and parents while displaying warmth, enthusiasm, and an openness to other perspectives. Teachers will be expected to contribute and share feedback with parents during conferences and in written reports.

QUALIFICATIONS

  • Bachelor's degree in a related field or working toward completion of a degree

  • Ability to maintain confidentiality

  • Ability to work as a team member

  • Posses a positive mindset and is open to learning

  • Excellent work ethic and strong communication skills

  • Satisfactory completion of a pre-employment background check

If you are interested in applying for the position, please send a cover letter and resume to Loren DeNicola at ldenicola@whitbyschool.org.

Substitute Teachers: Various Departments

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 careers@whitbyschool.org.

Marketing Manager (Summer 2025)

Whitby School is seeking a Marketing Manager to execute the strategic marketing and communications plan to serve the school’s admissions, development, and academic goals for internal and external audiences. These ongoing initiatives work towards an increase in recruitment, retention, philanthropy, and referrals of qualified families that become enthusiastic ambassadors of the School. 

Whitby has engaged DovetailED to lead this search with a start date in July 2025. Interested candidates should review the opportunity statement and submit a cover letter, resume, and list of references as a consolidated PDF to Ashlyn Chillemi, Recruiter at DovetailED Talent Sourcing, at ashlyn@dovetailedsourcing.com. Please do not contact the school directly.

Behavioral Specialist (Long-Term Sub)

The Whitby Montessori Children's House seeks a Behavioral Specialist for our Stepping Stones Program. The Behavior Specialist will have successful experience and knowledge of Early Child Development and working with children under the age of 6. This position is a temporary replacement for approximately 12 weeks. The salary for this position will be prorated based on the length of the assignment.

Candidates will have experience working with children with developmental disabilities and coaching families/caregivers on learning activities that promote a child's acquisition of skills in those developmental areas. The Behavioral Specialist will effectively communicate and collaborate with individuals of diverse backgrounds, including parents, caregivers, and other professionals.  Part of the job is conducting behavior assessments, developing, and implementing behavior intervention plans.  Board Certified Behavior Analyst (BCBA) certification is preferred. 

If you are interested in applying for the position, please send a cover letter and resume to Loren DeNicola at ldenicola@whitbyschool.org.

EAL (English as an Additional Language) Teacher

The Whitby Montessori Children's House seeks a passionate and dedicated full-time EAL Teacher Whitby School and dedicated EAL Teacher to support our English as an Additional Language students in Kindergarten through Grade 8. The successful candidate will have  experience working with multilingual learners in their English language acquisition journey and be able to develop and implement individualized EAL curriculum to meet their diverse needs. This role requires the ability to assess students' levels or phases of English language acquisition to inform instruction as well as for student admission. A strong understanding of early literacy and vocabulary development is essential, as is experience supporting students in the middle school years and familiarity with grade-level expectations across the lower and middle school curriculum.

The ideal candidate will be an excellent communicator and the ability to collaborate closely with faculty across the school. 

Qualifications:

  • Master's Degree in Education, English, TESOL, or related field
  • TESOL certificate or certification
  • Experience working with students across a range of grade levels
  • Experience in early literacy development
  • Understanding of current research in the field of language acquisition
  • Experience in the International Baccalaureate (IB) framework preferred

If you are interested in applying for the position, please send a cover letter and resume to Laura McDermott at lmcdermott@whitbyschool.org.

Children's House: Stepping Stones Teacher

The Whitby Montessori Children's House seeks a full-time teacher for our Stepping Stones Program (students ages 18 -36 months). Candidates will possess knowledge and experience with early childhood.  Montessori pedagogy is preferred but not required. The teacher must be comfortable working in a team environment and will be encouraged to contribute positively to all areas of child development while monitoring and assessing student progress. 

The incumbent will communicate closely with the team teachers and parents while displaying warmth, enthusiasm, and an openness to others' perspectives. Teachers will be expected to contribute and share feedback with parents during conferences and in written reports.

QUALIFICATIONS

  • Bachelor's degree in a related field or working toward completion of a degree

  • Ability to maintain confidentiality

  • Ability to work as a team member

  • Possesses a positive mindset and is open to learning

  • Excellent work ethic and strong communication skills

  • Satisfactory completion of a pre-employment background check

If you are interested in applying for the position, please send a cover letter and resume to Loren DeNicola at ldenicola@whitbyschool.org.

Learning Support Specialist K-2

Whitby School seeks an experienced, innovative Learning Support teacher to join our dynamic and collaborative faculty. This is an exciting opportunity for a professional learner to contribute to the Whitby School Vision and Mission through a commitment to Whitby students, colleagues, and the community.

The Learning Support teacher is an integral member of the SAIL Department, specifically tasked with providing targeted early intervention in literacy. The Learning Support teacher is expected to provide effective and consistent learning support across the identified grades in accordance with the Special Assistance In Learning (SAIL) handbook. He/ she will work collaboratively with all members of the teaching team to identify students with support needs. The Learning Support teacher will teach individual students and/or small groups of students using appropriate and motivating materials. Student contact is based on need and is either push-in or pull-out as per the SAIL referral process and Learning Support Handbook. 

QUALIFICATIONS

  • Must have a Master’s Degree in literacy, special education, or a closely related field from an accredited institution
  • Minimum of 2 years experience working in the area of learning support or a related field
  • Experience with formal and informal reading and writing assessments
  • Minimum of 2 years experience working with K – 5 grade students
  • Thorough understanding of the current research in early literacy instruction and intervention
  • Meets all local or state health requirements

If you are interested in applying for the position, please send a cover letter and resume to Loren DeNicola at ldenicola@whitbyschool.org.

Music & Theatre Teacher

Whitby School seeks an experienced music and theatre teacher to join our arts team and teach in our International Baccalaureate Middle School Programme (IB MYP).

As an IB school, we foster a student-centered, inquiry-based learning environment. Our teachers are facilitators who encourage critical thinking, collaboration, and a global perspective. As a teacher within this framework, you will inspire students to explore music and theatre from diverse cultures and develop their creative expression through performance, composition, and analysis. The ability to lead or collaborate in lower school theatre classes is preferred. While this is planned as a full-time position, part-time may be available. 

QUALIFICATIONS

  • Bachelor’s degree in Education or a related field 
  • Experience in teaching middle school-aged students
  • Experience with or willing to train in the International Baccalaureate MYP
  • Excellent communication, interpersonal, and organizational skills
  • Ability to work collaboratively with colleagues, students, and parents
  • Commitment to fostering a diverse and inclusive learning environment
  • Satisfactory completion of a pre-employment background check

If you are interested in applying for the position, please send a cover letter and resume to Michelle Jones at mjones@whitbyschool.org.

Teacher - Grade 2 (Part Time)
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.

This is a part-time position, 7:45 am through 12:30 pm.

Job Summary :

Our Lower School seeks an experienced, innovative classroom teacher to join our dynamic and collaborative faculty in the Lower School. This is an exciting opportunity for a professional learner to contribute to the Whitby School Vision and Mission through your commitment to our students, your colleagues and our community.

We are seeking a candidate excited to work as a classroom teacher in the second-grade classroom. The teacher will share responsibility with co-teachers in each classroom and support differentiation and small group instruction. The successful candidate will exhibit the highest standards of professionalism. Knowledge and experience of the International Baccalaureate Primary Years Program would be a distinct advantage.

Qualifications:

  • Embracing and fulfilling Whitby’s mission statement
  • Has a minimum of a Bachelor’s degree in elementary education from an accredited college/university
  • Has a minimum of three years’ teaching experience
  • Willingness to engage in professional development both inside and outside of the regular teacher calendar
  • Excellent work ethic and strong communication skills
  • Satisfactory completion of a pre-employment background check
  • Preferred IBPYP experience

If you are interested in applying for the position, please send a cover letter and resume to Laura McDermott at lmcdermott@whitbyschool.org.

Whitby School uses the services of E-Verify® during the employment candidate screening process. E-Verify® is a registered trademark of the U.S. Department of Homeland Security. 

Whitby is committed to supporting a diverse community.  In keeping with this commitment, Whitby abides by applicable federal and state laws and does not discriminate in any of its policies or educational programs on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, ancestry, ethnicity, disability or any other category protected by law.