Education ​/ Teaching Instructor

Season:
March 18, 2026 through June 17, 2026

Compensation: $159.65/day

If you have experience or a strong desire to facilitate youth programs, a commitment to diversity and inclusion, and enjoy collaborative work, join us to create unforgettable experiences for young individuals at stunning outdoor locations and vibrant city settings.

Founded in 1987, NYC Outward Bound Schools is a nonprofit organization that partners with more than 100 public schools across NYC to engage students in equitable, immersive and joyful learning that prepares them to thrive in community, college and career. Our unique approach to programming focuses on adventurous learning—daring exploration, real‑world engagement, and meaningful challenge—whether in school, local communities, or the outdoors.

In schools, we coach teachers and school leaders to implement Crew, our signature advisory structure that supports student connection and belonging, and Instruction for Deeper Learning in the classroom. Outdoors, whether in the city or upstate at our wilderness basecamp, we deliver adventure programming to students, helping them realize that they can do hard things, and develop leadership skills like collaboration and initiative that transfer to the academic classroom.

In all spaces where we work, we support students to be co‑creators of their own learning and growth, in environments where their voices are heard and valued. Every day, we are proving that transformation and innovation can happen within a public school system, and that with truly equitable schools, all students—regardless of background or circumstance—are capable of achieving at high levels.

The Outdoor Adventure Instructor position at NYC Outward Bound Schools leads students on outdoor adventure courses including hiking, low ropes courses, belaying support on rock climbing walls, and team‑building programs at a remote location in Fishkill, NY and various locations across the five boroughs in NYC. During overnight and single day programs, Instructors plan components of outdoor adventure courses, facilitate adventurous learning experiences, adapt activities based on students’ needs, and ensure a safe and exciting learning environment for all participating youth.

This position requires both remote, overnight work on outdoor courses in NY State and urban adventures in NYC as well as work in the NYC Outward Bound Schools’ headquarters office in Long Island City (Queens). Transportation from our headquarters in Long Island City (Queens) to the Fishkill, NY site is provided, and limited staff housing is available at the Fishkill, NY location for those who need it.

This role is designed as a per diem employee role and does not guarantee a set amount of work or time.

• Support course planning efforts, including the development of educational and outdoor skill lessons and course logistics, in collaboration with the Lead Instructor.
• Structure a safe, inclusive, and fun learning environment.
• Sequence activities that build on one another and progress toward specific learning outcomes, using appropriate scaffolding to support varying skill levels, learning styles, and group needs.
• Recognize any potential risks involved in activities and proactively/continually assess and adjust programming accordingly.
• Facilitate various experiential education and overnight programs for NYC students, including leading hiking and low ropes courses at our outdoor adventure facility.
• Provide belaying support for rock climbers on indoor and/or outdoor climbing walls and structures.
• Co‑lead team‑building programs in New York City parks and/or schools.
• Attend all required seasonal training and professional development sessions.
• Participate in course debriefs to reflect on program delivery, student experience, and areas for improvement.
• Provide support with course admissions and logistical coordination as needed.

• Support students throughout their outdoor experience by aiding in preparation, ensuring timely meals, supervising sleeping arrangements, and addressing overall needs…