Windsor Upper School is seeking applications for a Deputy Head for Academics for the 2027-2028 school year.
The Deputy Head for Academics is responsible for overseeing academic curriculum and instruction at the school. They should be passionate about content and pedagogy and enjoy staying up-to-date with best practices for teaching and learning. They oversee the ongoing development of curriculum and instructional practice, leading initiatives to articulate, align, and improve the academic program itself as well as the students’ experience of it.
The Deputy Head of Academics should embrace the core values and approach their work by modeling the curiosity, sense of purpose, growth mindset, and high character we hold as ideals for a Windsor education.
The successful applicant will have classroom teaching experience, demonstrated leadership experience, and familiarity with the College Board Advanced Placement framework.
This position reports to the Co-Heads of School.
CURRICULUM AND TEACHING
The Deputy Head directs the School curriculum, in consultation with teaching staff and drawing on best professional practice, to include:
- Setting targets for pupil attainment levels, analyzing outcomes and implementing ongoing improvement.
- Reviewing and supporting teaching and learning throughout the School
- Setting the criteria for effective teaching, conducting classroom observations, and providing feedback on the same
- Contributing to the teaching in areas of the curriculum where appropriate qualifications are held or suitable experience gained.
- Teaching one or two classes
LEADERSHIP
The Deputy Head for Academics oversees the team of Department Heads. As such, they are responsible for supporting that group in …
Managing their teams, providing access to necessary and helpful resources and
Identifying and staffing an appropriate sequence of courses for G6-12
- Identifying and supporting appropriate professional development opportunities for the benefit of the teaching faculty and the school as a whole
- Setting a vision for the academic program that prioritizes purpose, curiosity, and challenge in the student experience
- Setting a vision for the academic program that supports the development of tools and plans for assessment and reporting that convey timely, informative feedback to students and families
- Continuing to develop criteria for effective teaching and learning as well as observation and evaluation tools that support staff growth while also centering school values and ethos
- Supporting and collaborating with the leadership team in hiring and retaining high-quality teachers and support staff
- Liaising with the Student Life team to address student issues of concern
MANAGEMENT
- Playing an integral role in the management of the school calendar with an eye to maintaining balance in the school program while centering academics
- Facilitating regular planning with the Student Life team to support the above when considering Community Time, Advisory, and other schoolwide initiatives
- Maintaining close contact with the Communications department to ensure effective communication of information involving scheduling, the academic program, assessments, special events, etc.
- Documenting any conversations or records of performance review conversations for staff files
- Working closely with the Chief of Staff/HR to deliver and document corrective feedback when needed
- Consult with Admissions, Enrollment, and Financial Aid to identify suitable candidates for admissions and aid, and to support and communicate with families re: academics as relates to re-enrollment and award renewal
