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Middle School Mathematics Teacher

Whitby School
Greenwich, CT Full Time
POSTED ON 12/20/2025
AVAILABLE BEFORE 2/19/2026

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 faculty and staff are passionate about teaching because we ourselves are passionate about learning.

In addition to specific openings listed below, Whitby always welcomes inquiries from interested in candidates who have an interest in joining our professional community. Educators with experience teaching in Montessori and International Baccalaureate are strongly encouraged contact our academic leadership:

  • Jess Bradfield, Head of the Whitby Montessori Children's House (preschool through kindergarten)
  • Laura McDermott, Head of Lower School (Grades 1-4)
  • Michelle Jones, Head of Middle School (Grades 5-8)

Middle School Mathematics Teacher

We are seeking a dynamic and collaborative Middle School Mathematics Teacher to teach grades 5–8. The ideal candidate has experience with the IB Middle Years Programme (MYP) or is enthusiastic about project-based and inquiry-driven learning. This position also includes the opportunity to teach advanced coursework—such as Geometry, Algebra II, and Pre-Calculus—to advanced middle school students.

The successful candidate will design engaging lessons, use varied assessment strategies, and foster a supportive learning environment that promotes critical thinking, problem-solving, and mathematical confidence. Flexibility, strong communication skills, and a commitment to working collaboratively with colleagues and families are essential.


Overall Responsibilities:

  • Teaches a full-time course load as determined by the school, which may include elective classes or coaching responsibilities. Should these activities exceed a full-time course load, additional compensation will be provided
  • Delivers differentiated instruction based on identified student needs and learning styles
  • Utilizes a range of teaching techniques effectively and inquiry-based instruction whenever appropriate
  • Institutes effective classroom management routines; utilizes positive discipline techniques and displays awareness of the whole classroom
  • Promotes an appreciation of global-mindedness throughout our curriculum
  • Serves as an advisor, providing small-group and one-on-one guidance and support in the students’ academic, social and emotional learning and acts as the first point-of-contact for parents and teachers to provide holistic support for each advisee
  • Supervises arrival, dismissal, lunch, and/or recess
  • Other duties as defined by the Head of Middle School or the Head of School

Qualifications and Skills:

  • Bachelor's degree in Education or a related field; Master's degree preferred
  • Valid teaching certification or equivalent experience
  • Demonstrated experience teaching Middle School at the 5th through 8th grade level
  • Excellent communication, interpersonal, and organizational skills
  • Ability to work collaboratively with colleagues, students, and parents
  • Commitment to fostering a diverse and inclusive learning environment

If you are interested in the Middle School Mathematics Teacher position, please send your resume and cover letter to hr@whitbyschool.org.


Whitby School uses the services of E-Verify® during the new hire onboarding 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.

Salary.com Estimation for Middle School Mathematics Teacher in Greenwich, CT
$58,656 to $91,867
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