Assistant Director of Experiential Education & Winterim Program Director

• Employee Type Full Time Academic Year
• Required Degree 4 Year Degree
• Manage Others No

Oregon Episcopal School seeks an Assistant Director of Experiential Education & Winterim Program Director to begin duties in August 2026. Interested candidates should include a resume and cover letter addressed to Sarah Grenert‑Funk (Head of Upper School) when submitting materials.

OUR MISSION: Oregon Episcopal School educates students to realize their power for good as engaged citizens of the world.

ABOUT US: Founded in 1869, Oregon Episcopal School today occupies a wooded 59‑acre campus where 880 students in Pre‑K through 12th Grade share an excellent faculty, an inquiry‑based curriculum, and a strong sense of community. The Upper School also includes a small boarding program of international and domestic students who live and learn together, enhancing the vibrancy of the school community.

OES seeks and values employees who continually grow in their work practices. Teaching faculty engage in the Characteristics of Effective Teaching for their ongoing learning in service of students. All other employees engage in professional growth specific to their responsibilities. Together, faculty and staff create a vibrant and diverse community of lifelong learners.

As an Episcopal school, we are rooted in a rhythm of gathering and reflection that values and respects all beliefs and cultures. As such, we educate toward a larger purpose – toward inclusion and respect, service and justice, and commitment beyond ourselves.

The Assistant Director of Experiential Education & Winterim Program Director manages the operational execution of OES’s PK–12 experiential education program, with primary responsibility for the design, coordination, and delivery of Winterim.

Working in close partnership with the Director of Experiential Education, this role leads the implementation of systems related to program logistics, documentation, risk management, and staff onboarding. The Assistant Director ensures that experiential programs are executed with consistency, clarity, and alignment to school‑wide standards for safety, compliance, and student experience.

This role plays a critical part in supporting risk management systems, maintaining documentation and compliance processes, coordinating staffing logistics, and translating program vision into high‑quality, well‑executed experiences for students and faculty.

In addition to the qualifications detailed below, the successful candidate will promote the School’s commitment to attracting and retaining a highly talented faculty, possess excellent communication and interpersonal skills, and the ability to support the School’s educational mission. As professional educators in a dynamic living and learning environment, faculty are required to model professional behavior and observe appropriate adult‑student boundaries to support a safe and supportive community for teaching and learning.

The ideal candidate will have a demonstrated gift for engaging students and strengthening the inclusive community of OES.

Faculty also participate in a variety of activities typical to the independent school environment, including advising, committee work, support of experiential education, and other duties as assigned. In addition to strength in their teaching discipline/area, faculty candidates who bring an interest in dormitory association or coaching are encouraged to apply for these additional opportunities for student engagement and are strongly considered.

• Design and oversee Winterim programming in partnership with school leadership and the Director of Experiential Education.
• Develop and manage a comprehensive program in congruence with the school’s risk management philosophy, pedagogical quality, and equitable access.
• Oversee student applications, placement, and enrollment processes, including systems for equity and access.
• Coordinate and lead family communication and parent meetings, particularly for overnight and international programs.
• Serve as on‑call administrator during Winterim, supporting real‑time decision‑making and emergency response.
• Lead pre, during, and…