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. 

JOB SUMMARY: 

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.

ESSENTIAL DUTIES: 

Winterim Leadership

• 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 post program comprehensive documentation (student health, accommodation, participation readiness) evaluation, and incident reporting in partnership with the Director

Experiential and Outdoor Education 

• Lead the planning and execution of weekend outdoor excursions.
• Collaborate with the Director on the planning and execution of the 11th-grade backpacking experience and the 10th-grade backpacking training trip 
• Develop and sustain risk management plans and program protocols for annual trips, including appropriate reviews for systems policies and practices.
• Coordinate Lower and Middle School climbing wall programming
• Support divisional trips as needed with trip planning, logistics, and risk assessment in partnership with faculty and program leaders.
• Coordinate and help facilitate faculty training, ensuring understanding of systems, expectations, and safety protocols, including tracking of faculty certifications, training completion, and trip readiness.
• Support the logistics of recruitment, hiring, and onboarding processes for experiential staff, including seasonal instructors and trip leaders.
• Assist the Director in implementing training programs and risk management initiatives.

Equipment, Facilities, and Operations

• Manage the Basecamp equipment (storage, documentation of inventory, safety/inspection and replacement records, organization, and accessibility)
• Coordinate maintenance and safety checks for climbing wall and ropes course facilities.
• Maintain and improve operational systems, documentation, workflows, and administrative processes that support the effective, safe, and efficient functioning of the program.
• Assist in tracking budgets, expenses, and program logistics.

REQUIRED QUALIFICATIONS:  

• Bachelor’s degree in a related field.
• 3-5 years managing youth experiential programs.
• Experience designing and running multi-day programs.
• Strong organizational and systems-thinking skills.
• Commitment to equity, inclusion, and student-centered practice.
• Commitment to inclusive, mission-driven education and student-centered learning.
• Intercultural competence, ability to work with sensitivity and effectiveness with students, families, colleagues of diverse backgrounds and identities, demonstrated commitment to equity and inclusion for people of all backgrounds and identities 
• Digital literacy; intermediate to advanced proficiency in MS Office Suite, Google Docs/Sheets and other web-based applications; database and cloud storage solutions, such as Google Drive, ability to troubleshoot common hardware and software issues, and good understanding of data privacy principles, particularly in safeguarding student data and personal information.
• Video-conferencing experience, as appropriate to job duties; flexibility and  willingness to learn as digital tools evolve 
• Ability to pass a criminal background check
• Oregon Central Background Registry qualifications

KNOWLEDGE, SKILLS, AND ABILITIES:  

• Verbal and written communication skills, ability to manage confidential information in compliance with the law and best practice 
• Ability to consistently apply principles of equity and inclusion in day-to-day work and in the broader workplace community
• Organizational skills, ability to work well on teams 

PHYSICAL REQUIREMENTS:  

• Ability to sit at computer and keyboard for moderate periods 
• Mobility sufficient to move about the campus, to include climbing stairs 
• Sight and hearing adequate to perform the duties of the job, ability to  communicate clearly 
• Ability to lift and carry up to 25 pounds on an occasional basis 

SALARY:  

This is a full-time, academic year position that comes with a competitive salary based on degrees and experience, abundant professional development opportunities, and a generous benefits package.

Candidates should send both a cover letter and resume to the hiring committee at https://www.oes.edu/careers. Please address the cover letter to Sarah Grenert-Funk (Head of Upper School) when submitting your materials.

Job descriptions are reviewed periodically and changes made based on the needs of the school and the position.

Oregon Episcopal School does not discriminate in its hiring or employment practices on the basis of race, color, religion, gender (including gender identity or expression), disability, national or ethnic origin, age, sexual orientation, marital status, genetic information, or other legally protected characteristic or status. 

About Oregon Episcopal School

OUR MISSION: Oregon Episcopal School educates students to realize their power for good as engaged citizens of the world. ABOUT US: Oregon Episcopal School 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 School values employees who seek to continually develop the OES Essential Competencies in students and themselves. 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.

Connections working at Oregon Episcopal School