Founded in 1926, Wooster School is a progressive co-educational 4-12 college preparatory day school with an enrollment of approximately 350 students, and a regional leader in student-centered education. The School is located in Danbury, Connecticut. By design and mission, it educates a student population diverse in academic ability, socioeconomic background, religious affinity, and race and ethnicity. Wooster is a member of the Connecticut Association of Independent Schools and the National Association of Independent Schools.

While Wooster’s traditions of self-help and relationship-building have long been recognized as strengths, our more recent commitment to innovative approaches to teaching and learning are making us a leader in the independent school world. We are committed to a learner-centered environment for our students, and to exploring the full potential of competency-based and personalized teaching and learning.

Wooster School is an Equal Opportunity Employer and we provide a work environment that welcomes diversity. In addition to a competitive salary, employees receive retirement, health insurance, tuition remission, short and long term disability and life insurance benefits.

All employees are subject to a criminal background check before any contractual offer is final.

Temporary Leave Position - Bridge Program Teacher

The Wooster School Bridge Program supports high-achieving mainstream students with language-based learning disabilities. The Bridge teacher will work with a student cohort to support students with different learning styles by providing intervention and remediation; collaborate with teachers and students in a mainstream classroom setting in an effort to advance students with different learning needs; partner with parents, students, and outside professionals in order to better support students with special needs, and collaborate with colleagues to support students’ learning. Communication with colleagues and parents is essential. The ideal candidate will have a background in multi-sensory language-based instruction (ie: Orton Gillingham based approaches) as well as a knowledge of best practices in executive functioning study skills. The successful candidate will be able to provide continuity of instruction in a blended/distance learning environment, using technology to support learning and relationships.

The Role

Wooster Bridge Program teachers:

  • Participate in our advisory program
  • Provide instruction in a blended/distance learning environment
  • Play a role in our extracurricular programming
  • Demonstrate a commitment to lifelong learning through continued professional development

Salary & Benefits

This is a temporary leave replacement position. Salaries are competitive with local independent schools.

Interested candidates should submit a cover letter, resume, and statement of philosophy to:

Diane Martin, Director of Divisions

School Chaplain

The School Chaplain is a key member of Wooster’s faculty and administration, a member of the Head of School’s Cabinet, and plays a prominent role in all aspects of school life. Working across all grade levels and all school constituents, the School Chaplain is a chief articulator of Wooster’s foundational values and a central connector and builder of community. Our ideal candidate is a positive, flexible, and energetic human. The Chaplain models humility as a lifelong learner, is a strong advocate for social justice, and has a deep appreciation of schools and children of all ages. The ideal candidate is also eager to be involved in ways we haven’t yet considered, active in offering perspective, and is capable of both leading and following.


Community Stewardship and Outreach

  • Acts as a visible, positive, and affirming presence in the school community, throughout the day and at school events, and with all community constituents.
  • Creatively brainstorms ideas for collaborative opportunities with faculty, students, parents, and administration, and our broader Danbury community.

Chapel Program

  • Oversees our weekly Chapel program, and works with faculty, administration, and students to create accessible, interesting, and community cohesifying programming.
  • Mentors our James Marshall Chapel Society Prefect and society members, and helps them find their voice and role in community engagement.

Teaching and Advising

  • Teaches, most often in our Humanities Department, but we are open to other areas in line with a candidate’s background and intellectual interests and passions, including in our Deep Learning Initiative.
    • Leads a section in our Senior Seminar program, collaborating with other instructors to develop an engaging college and life preparatory curriculum.
  • Advises a cohort of students in either or both our Middle and Upper Schools.

Salary & Benefits

This is a full‐time, exempt position. Salaries are competitive with local independent schools. A competitive benefits package includes retirement, health insurance, tuition remission, short and long-term disability, and life insurance.

Interested candidates should submit a cover letter, resume, and statement of philosophy to:

Christopher Pannone
Associate Head of School

Substitute Teachers

Wooster School is looking for substitute teachers with teacher training and experience with students in grades 4th through 12th. Please send resumes and letter of interest to Mary Beth Brady at mary.beth.brady@woosterschool.org.

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