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About the Role

This position leads students on outdoor adventure courses, including hiking, low ropes courses, and rock climbing support. The role involves planning and facilitating adventurous learning experiences, adapting activities to student needs, and ensuring a safe and exciting environment. Additionally, Lead Instructors model high-quality instruction and provide professional development to fellow instructors.

Responsibilities

Plan for and Provide High-Quality Direct Instruction and Support to Students on Course
Participate in course planning, including developing educational and outdoor skill lessons, logistics, and scaffolded activity progressions that build toward clear learning outcomes.
Serve as a Lead Instructor on course, providing guidance, mentorship, and on-site support to Instructors while modeling best practices in facilitation, safety, and youth engagement.
Instruct experiential education and overnight programs for NYC students while creating a safe, inclusive, and engaging learning environment at outdoor sites and in NYC parks and schools.
Proactively assess risk and adjust programming to ensure participant safety.
Oversee medical screening and medication management on course in accordance with organizational protocols.
Attend and actively participate in all required trainings, including seasonal onboarding, safety certifications, and role-specific professional development.
Manage and submit required program documentation, including daily course reports, youth surveys, incident documentation, and post-course debriefs, and participate in reflective course debriefs.
Provide support with course admissions and logistical coordination as needed.
Providing Students with Experiences in a Positive and Inclusive Culture
Support students through their outdoor experience by aiding in preparation, ensuring timely meals, supervising sleeping arrangements, and addressing overall needs during overnight programs.
Instruct students on rock climbing programs in adherence to safety standards and NYC Outward Bound Schools programmatic goals
Provide clear, effective, and timely communication to students and staff
Provide solo instruction to a group of students, when necessary
Effectively resolve conflict with students, when necessary
Ensuring the physical and emotional safety of all students, including those with diverse learning needs.
Support student health and safety in accordance with NYC Outward Bound Schools policies, including reviewing pre-course medical and behavioral information, supporting admissions needs, and providing appropriate on-course care.
Serve as Model Instructor and Mentor
Model effective instructional strategies that engage students and promote student engagement and learning outcomes in various modalities.
Plan, design, and facilitate professional development workshops and training sessions to enhance instructional practices and subject-specific knowledge.
Step into Site Lead & Lead Instructor role, when required.
Other duties, as required, may be requested.

Requirements

Must be 18 years or older.
Commitment to educational equity for BIPOC youth and supporting explicit anti-racist work within our organization and partner schools.
Able to carry, lift, and move a minimum of 50 pounds for up to five miles per day on uneven terrain (backpacking, hiking, moving gear, supporting evacuations in wilderness settings).
Able to work outdoors in various weather and temperature conditions.
Capable of physically delivering proficient belaying assistance to climbers by ensuring both physical and emotional safety on a rock climbing wall
Able to manage multiple priorities in real-time while managing and resolving individual and group behavioral needs with various tools.
Able to take initiative, carry out tasks individually, and work cooperatively as a team.
Able to work with staff that have different styles and experiences.
Able to support the physical and emotional needs of students who have never camped before.
Ability to obtain and maintain required outdoor adventure certifications upon hire and through ongoing training, including Wilderness Advanced First Aid, CPR, Epi administration, and Mandated Reporter training.
Able to obtain clearance through a NYC Department of Education Background Check.

Skills

Facilitate youth programs
Commitment to diversity and inclusion
Collaborative work
Outdoor adventure courses
Climbing
Experiential facilitation
Course structure
Youth development
Safety protocols
Belaying

Location

Fishkill, NY
New York City, NY

Work Type

Remote
Overnight
Urban adventures
Seasonal contract

Experience Level

Experience facilitating youth programming in various settings such as overnight multi-day programs with 24 hour supervision of students, preferred.

Salary/Compensations

$200 daily compensation

Benefits

Comprehensive training and onboarding, including instruction in experiential facilitation, course structure, youth development, safety protocols, and best practices to prepare instructors to work effectively with students.
Access to Outward Bound’s Employee Resource Groups, and additional employment opportunities within the network
Three (3) sick days
Transportation from headquarters in Long Island City (Queens) to the Fishkill, NY site is provided
Limited staff housing is available at the Fishkill, NY location

About the Company

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.

Equal Opportunity

NYC Outward Bound Schools is an equal-opportunity employer. We prohibit discrimination against and harassment of any employee or applicant for employment because of race, color, religion, sex, gender, pregnancy, genetic information, ethnic or national origin, sexual orientation, marital status, familial status, military or veteran status, qualified individuals with a disability on the basis of the disability, or any other category which may be protected under applicable state or federal law.
Studies have shown that certain populations, including women and people of color, are less likely to apply for jobs unless they believe they can perform every job description task. We are most interested in finding the best candidate for the job, and that candidate may come from a less traditional background. We may consider an equivalent combination of knowledge, skills, education, and experience to meet minimum qualifications. If you are interested in applying, we encourage you to think broadly about your background and skill set for the role.