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Founded in 1926, Wooster School is a co-educational, 5-12, college preparatory day school with an enrollment of approximately 350 students. The school is located in Danbury, Connecticut and, by design, educates students with diverse academic abilities, socioeconomic backgrounds, and ethnicities. 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. Proof of Covid-19 vaccination is required by all employees.

Spanish Teaching Fellowship

Position Description

Wooster School seeks aspiring Spanish teaching candidates to participate in our Teaching Fellowship Program. The Teaching Fellowship Program is a supportive program designed to equip Teaching Fellows with the necessary knowledge, skills, and dispositions to become a transformational teacher. Candidates for the Teaching Fellowship will commit to a two-year program and participate in the academic, student-life, and extracurricular activities of Wooster School. Of particular interest are recent college graduates of color from our local geographic area, who feel the call to teach.

Teaching Fellows commit to a full-time role in our two-year program, which includes preparation for and teaching of 2-3 classes per trimester under the supervision of a Mentor Teacher, participation in Wooster’s Teacher Learning Program, and additional responsibilities such as coaching, club supervision, and tutoring. Fellows will be expected to work for Wooster School’s typical teacher school year, with additional summer work for those who choose to pursue their Master’s degree.

Deep curiosity about the science and practice of teaching and learning, affinity for young people, flexibility and collaborative skills are essential. For the cohort starting in the 2022-23 school year, Wooster is particularly interested in teachers of Middle School level Spanish.

The Role

The Teaching Fellow will

  • Teach 2 or 3 Spanish courses with support from a Mentor Teacher
  • Participate in student-focused programs such as: advisory, chapel, community meals, and clubs
  • Play a role in our extracurricular and athletics programming
  • Demonstrate a commitment to lifelong learning through continued professional development
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center

Salary & Benefits

Teaching Fellows will receive a $30,000 stipend and full health benefits.

Master’s Degree

Teaching Fellows have the opportunity to pursue an advanced degree in the Independent Schools Teacher Leadership Program at Mount Holyoke College, funded by Wooster School.

Interested candidates should submit a letter of interest and resume to:

Joulé Bazemore, Director of The Equity and Justice Center
joule.bazemore@woosterschool.org


The Independent Schools Fellowship at Mount Holyoke College is a specialized course of study designed for full-time educators working in independent schools who want to enhance their teaching and/or prepare for leadership roles. Enrolled students choose from two tracks: one focused on teaching pedagogy and the other centered on honing leadership skills.

Spanish Teacher

Position Description

Wooster School seeks a full-time Spanish teacher with a strong background and experience in the teaching of Spanish. The ideal candidate will have an advanced degree, knowledge of and experience with ACTFL standards and competencies, teaching experience at both the Middle and Upper School levels, and a capacity, flexibility, and desire to teach across grade levels and divisions. Candidates should be curious students of the art and science of teaching and learning, particularly in the context of competency-based education and personalized instruction. They should demonstrate a flexible, positive, and can-do disposition, and should have experience and be interested in innovative teaching and the use of technology.

The Role

Full-time Wooster teachers:

  • Teach five sections of Upper or Middle School Spanish
  • Participate in student-focused programs such as: advisory, chapel, community meals, and clubs
  • Demonstrate a commitment to lifelong learning through continued professional development
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center

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. All employees are subject to a criminal background check before any contractual offer is final. Proof of Covid-19 vaccination is required by all employees.

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

Brittany Hooper, World Language Department Coordinator
brittany.hooper@woosterschool.org

Teaching Fellowship

Position Description

Wooster School seeks aspiring teaching candidates to participate in our Teaching Fellowship Program. The Teaching Fellowship Program is a supportive program designed to equip Teaching Fellows with the necessary knowledge, skills, and dispositions to become a transformational teacher. Candidates for the Teaching Fellowship will commit to a two-year program and participate in the academic, student-life, and extracurricular activities of Wooster School. Of particular interest are recent college graduates of color from our local geographic area, who feel the call to teach.

Teaching Fellows commit to a full-time role in our two-year program, which includes preparation for and teaching of 2-3 classes per trimester under the supervision of a Mentor Teacher, participation in Wooster’s Teacher Learning Program, and additional responsibilities such as coaching, club supervision, and tutoring. Fellows will be expected to work for Wooster School’s typical teacher school year, with additional summer work for those who choose to pursue their Master’s degree.

Deep curiosity about the science and practice of teaching and learning, affinity for young people, flexibility and collaborative skills are essential. While open to candidates interested in all academic disciplines in either the Middle or Upper Schools, for the cohort starting in the 2022-23 school year, Wooster is particularly interested in teachers of Spanish and Mathematics.

The Role

The Teaching Fellow will

  • Teach 2 or 3 courses with support from a Mentor Teacher
  • Participate in student-focused programs such as: advisory, chapel, community meals, and clubs
  • Play a role in our extracurricular and athletics programming
  • Demonstrate a commitment to lifelong learning through continued professional development
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center

Salary & Benefits

Teaching Fellows will receive a $30,000 stipend and full health benefits.

Master’s Degree

Teaching Fellows have the opportunity to pursue an advanced degree in the Independent Schools Teacher Leadership Program at Mount Holyoke College, funded by Wooster School.

Interested candidates should submit a letter of interest and resume to:

Joulé Bazemore, Director of The Equity and Justice Center
joule.bazemore@woosterschool.org


The Independent Schools Fellowship at Mount Holyoke College is a specialized course of study designed for full-time educators working in independent schools who want to enhance their teaching and/or prepare for leadership roles. Enrolled students choose from two tracks: one focused on teaching pedagogy and the other centered on honing leadership skills.

Upper School Bridge Program Humanities Teacher

Position Description

Wooster School is looking for a Humanities-focused teacher for its Bridge Program, which supports high-achieving students with mild language-based, attentional, or auditory processing differences. The Bridge Program teacher will collaborate with teachers and students in the Humanities classroom setting in an effort to advance students' learning. When appropriate, the Bridge Program teacher may also provide learning support in the STEM disciplines. The Bridge Program teacher also works with a small cohort of students in support classes designed to develop effective learning strategies and strong executive functioning skills. Various methodologies, such as direct instruction, front loading and re-teaching of content-specific skills, are also integrated into the support classes. The ideal candidate will have demonstrated successful experience as a teacher in the Humanities, a familiarity with or background in multi-sensory language-based instruction, and a knowledge of best practices in executive functioning, social-emotional, and study skills.

The Role

The Bridge Program Humanities Teacher will:

  • Partner with Humanities instructors in the Upper School grade level(s).
  • Provide literacy, study skills, and executive functioning support to Bridge Program students.
  • Nurture a cohort of Bridge Program students by providing relationship-based, social-emotional support.
  • Participate in various student-focused programs such as: Advisory, Chapel, community meals, and clubs.
  • Demonstrate a commitment to lifelong learning through continued professional development.
  • Maintain routine and effective communication with Bridge Program families.
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center.

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. All employees are subject to a criminal background check before any contractual offer is final. Proof of Covid-19 vaccination is required by all employees.

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

Joule' Bazemore, Co-Coordinator of the Bridge Program
joule.bazemore@woosterschool.org

Middle School Math Teacher

Position Description

Wooster School seeks a Middle School math teacher to begin in the 2022-23 school year. The position will involve teaching math to middle school students as part of a collaborative, interdisciplinary multigrade-level team. The ideal candidate will have an advanced degree and at least 3 years of teaching experience at the middle school level, with an understanding of the unique needs of this age group. Candidates should be curious students of the art and science of teaching and learning, particularly in the context of competency-based education and personalized instruction. Demonstrating flexibility, a strong sense of humor, and fluency with technology is also essential. As part of a school-wide instructional focus, the ideal candidate will also have enthusiasm for personalized instruction, rooted in multiple pathways for diverse learners to demonstrate competency.

The Role

Full-time Wooster teachers:

  • Teach five sections of middle school mathematics
  • Participate in student-focused programs such as: advisory, chapel, community meals, and clubs
  • Demonstrate a commitment to lifelong learning through continued professional development
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center

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. All employees are subject to a criminal background check before any contractual offer is final. Proof of Covid-19 vaccination is required by all employees.

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

Diane Martin, Director of Divisions
diane.martin@woosterschool.org

Director of College Guidance

Position Description

Wooster School is currently seeking a full-time Director of College Guidance to oversee all aspects of the Office and ensure a comprehensive process for grades 8-12. We seek a candidate with a can-do disposition, who is positive and flexible in the myriad ways a small independent school necessitates. A thorough understanding of selective college admissions processes and trends as they relate to financial aid, the visual and performing arts, and athletics, is a must, and experience as a classroom teacher is preferred. We value those who are curious about how the changing landscape of higher education may change our responsibilities as 5-12 educators. Candidates must be willing to be flexible with evening commitments as needed. A Master's degree is preferred, as is experience managing personnel in a College Guidance Office. A minimum of five years experience in College Guidance is required.

Responsibilities

Leadership and Representation

  • Prepare extensive summary reports analyzing college admissions results for Wooster students.
  • Travel to national and regional conferences, and visit colleges in order to stay current in the field.
  • Supervise the Associate Director of College Guidance.
  • Co-construct and lead student, parent, faculty, and Board of Trustees education, including evening seminars, designed to assist in understanding and navigating the college admissions process.
  • Oversee and coordinate college guidance events: e.g., Senior College Application Workshop Day, spring College Fair and Interviewing Session, fall speaker series, the spring/summer college tour, etc.

Manage Caseload of Juniors and Seniors

  • Manage a caseload of approximately 30-40 juniors and 30-40 seniors to provide individualized and comprehensive support focused on helping students enroll in a great fit college.
  • Develop college lists to meet student (and family) needs and expectations, and advise students on the best potential college fit as linked to their academic, athletic, artistic, and family outlook.
  • Review, edit, and support the development and writing of resumes, college essays, and scholarship applications.
  • Write and coordinate student profiles/recommendations for each senior applying to college.

Teach Courses Related to College Process and Wayfinding

  • Coordinate and co-teach our Junior College Guidance Seminar and Senior College Guidance Seminar courses, in collaboration with the Associate Director of College Guidance and other colleagues.
  • Elective offerings in specific areas of expertise or interest are also encouraged.

Other Responsibilities

  • Oversee and facilitate standardized testing for 9th - 12th grade students, and coordinate accommodations for those with learning plans.
  • Participate in various student-focused programs such as: advisory, chapel, community meals, and clubs.
  • Commit to designing culturally responsive curricula and experiences in collaboration with our Equity and Justice Center.
  • Establish and maintain lines of communication with national and international colleges and universities.
  • Coordinate college admissions visits to school.
  • Other duties as assigned: e.g., direct or shared coordination of School Profile.
  • Demonstrate a commitment to lifelong learning through continued professional development.

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. All employees are subject to a criminal background check before any contractual offer is final. Proof of Covid-19 vaccination is required by all employees.

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

Diane Martin, Director of Divisions
diane.martin@woosterschool.org

Substitute Teachers

Wooster School is looking for substitute teachers with teacher training and experience with students in grades 5th through 12th. Please send resumes and letter of interest to Mary Beth Brady at mary.beth.brady@woosterschool.org.

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