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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?


Lauren Vilato

Lower School S.A.I.L. Teacher

Jenna Fox

Lower Elementary Teacher

Challenge is Just Another Word for Opportunity

Challenge is Just Another Word for Opportunity

Do you see challenge as an opportunity for growth? So do we. Our faculty and staff are encouraged to collaborate, reflect and challenge one another on a regular basis. Sure, sometimes these conversations can cause friction - but these open and honest exchanges help us to become out-of-the-box thinkers, and stimulate new and innovative ideas in education.

Current Job Openings

Position:  Lower School Head

Division(s): Lower School (Grades 1-4)

Date Effective:  July 2023

Reports to: Head of School



Whitby seeks a dynamic Lower School Head to begin July 2023, shepherding the students and faculty in grades 1 through 4. The successful candidate will be a forward-thinking Lower School administrator aligned with the philosophy and values of the School. The incoming Lower School Head will join an excellent senior administrative team and inherit a well-run program where experienced and dedicated teachers provide a highly differentiated, data-informed, student-centered program; students are happy and curious, and parents are supportive and engaged. Whitby effectively combines genuine respect for the child with rigorous academics in the context of a welcoming and warm community. As one faculty member said, “Whitby has a soul.”



Reporting to the Head of School, this senior administrative position is responsible for providing outstanding leadership for the students, faculty, and families connected to the Lower School (grades 1-4) and building upon the strengths of the current program.

Core Responsibilities will include the following, among others:

  Creating a safe, positive, and responsive learning environment consistent with the needs of young children;

  • Balancing the day-to-day demands of running the division with attention to the School’s strategic goals and commitment to continuous improvement;
  • Recruiting, hiring, retaining, supporting, and evaluating LS faculty;
  • Serving as the Lower School’s instructional leader, providing effective leadership of the curriculum, consistent with the International Baccalaureate PYP program and in coordination with a full-time Lower School PYP Coordinator;
  • Supporting the admissions process, enrolling and retaining mission-appropriate students; and
  • Partnering with parents through proactive communication, educational opportunities, and parental involvement in Lower School programs.

As the incoming Lower School Head builds on a strong foundation, further enhancing an excellent program, the priorities, opportunities, and challenges ahead include:

  • Serving as the instructional leader of the division, further elevating the curriculum and pedagogy and refining the scope and sequence in support of an excellent student-centered program with graceful transitions between divisions;
  • Providing a visible presence in the classroom and engaging fully in the life of the school, building relationships with teachers, students, and parents;
  • Communicating the value proposition of Lower School to both internal and external audiences, supporting student recruitment and retention;
  • Developing systems and processes for increasingly efficient operations that are aligned across the School’s three divisions; and
  • Consistent with Whitby’s commitment to continuous improvement, supporting the professional growth of faculty.

The most competitive candidates will offer most of the following qualifications and qualities:

  • Delight in working with Lower School-age children and the teachers and parents who care for them;
  • Experience and/or alignment with the International Baccalaureate Primary Years Program (PYP) and a commitment to student-centered teaching and learning;
  • Experience leading and managing adults;
  • The ability to articulate vision and strategy and the tactical skills necessary to deftly manage the systems and processes necessary to implement strategy;
  • Exceptional interpersonal skills and the ability to communicate with confidence, inspiration, and clarity across a wide range of audiences;
  • Knowledge of child development and the learning needs of children in grades 1-4; and
  • A dynamic, energetic, and joyful spirit.

The review of candidate materials will begin immediately. Interested candidates should submit electronically in one email and as separate documents (preferably PDFs) the following materials:

  • A cover letter expressing their interest in this particular position;
  • A current resumé.

Selected candidates will be asked to provide a list of five professional references with the name, phone number, and email address of each (references will not be contacted without the candidate’s permission).

Candidates are invited to contact the consultants in confidence and to submit a resume and cover letter to: 

Marsha Little

Search Consultant


Allison Stiles

Search Consultant


Position:  Director of Information Technology

Division(s): All School 

Date Effective:  Fall 2022

Reports to: Head of School

  • A master's degree (preferred) or bachelor's degree in computer science or technology.  Experience in computer information systems, systems administration, systems engineering or equivalent work experience  
  • Demonstrated understanding of TCP/IP networking, DNS, DHCP, Apple and Microsoft operating systems, endpoint protection, mobile device management
  • Basic understanding of most technology protocols, command line interface, scripting, programming languages, LDAP, Layer 3 Switching, Android, iOS
  • Demonstrated experience troubleshooting all types of technology in a networked environment
  • At least one technology certification from vendors such as Apple, CompTIA, Microsoft, Cisco or demonstrated equivalent skillset
  • Experience working with Veracross or similar school information system
  • Demonstrated experience developing a large budget, procuring equipment in bulk and negotiating with vendors
  • Experience and interest in teaching and working with students and faculty colleagues
  • Experience with technologies that support both school infrastructure and classroom learning environments
  • Knowledge of 21st-century learning principles and teaching techniques that use technology
  • Strong communication and customer service skills
  • Certified Google Educator or Apple Certified Teacher/Educator a plus
  • Skills, talents, and flexibility for contributing to the independent school community in additional capacities. For example, coaching sports, advising extracurricular activities, supervising a computer club, coaching a robotics team, etc.

The Director of Information Technology is broadly tasked with overseeing and supporting all aspects of information technology across the Whitby community. The Director is responsible for managing a department that functions to provide comprehensive analysis, support, and solutions to all members of the Whitby community. In addition, the Director ensures the accessibility, security, confidentiality, and structural integrity of all the school’s data. The Director provides leadership in ensuring that requests for hardware and software are supported by current research in pedagogy and/or industry best practices, that they are consistent with the school system’s instructional technology plan and technology guidelines, and that they can work within the framework of the school’s infrastructure. 

  • Oversee maintenance of the school’s internal hardware and software infrastructure 
  • Oversee maintenance of external cloud-based services 
  • Manage all aspects of the school’s information system (Veracross), including general usage, maintenance, training, development, and troubleshooting across all departments and divisions and to all students and parents of the Whitby community
  • Ensure the sanctity, accessibility, security, and structural integrity of all the school’s data through procedures and policies that function to control access, support backups, and provide compatibility
  • Maintain all aspects of the network, including security, availability, access, performance, filtering
  • Procure new hardware and software to support the school’s technology initiatives. Manage the ongoing process of purchasing new hardware and software to replace broken or legacy equipment.
  • Monitor and maintain all aspects of the network, including but not limited to security, availability, access protocols, latency, bandwidth usage, and content filtering 
  • Provide ongoing technical advice, support, solutions, and training to all members of the Whitby community

Candidates should submit a letter of interest and an up-to-date resume to Jack Creeden, Head of School ( and Simone Becker, Assistant Head of School and Head of Lower School ( Position available immediately.

The Whitby School seeks a full or part-time teacher for our Stepping Stones Program (18 months through three years). Candidates will have experience in curriculum design, possess knowledge/experience with early childhood, and demonstrate the ability to teach and engage a range of students at all learning levels. Knowledge of Montessori pedagogy and International Baccalaureate is preferred, but not required.

The teacher must be comfortable working within a team environment and will be encouraged to make positive contributions to all areas of child development while monitoring/assessing student progress. The incumbent must maintain close communication with the team teachers and parents while displaying energy, enthusiasm, and humor. Teachers will be expected to contribute and share feedback to parents during conferences and in written reports.


  • Bachelor’s degree in related field or working toward completion of degree
  • Ability to maintain confidentiality
  • Ability to work as a team member
  • Well-organized and detail-oriented


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


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.