Top 51 lead instructor Jobs in bend, or

Summer Outdoor Leadership Adventures Educator, Lead Instructor, 2026, Contract
Cascades Academy —Bend, OR
- $225 - $250 a day
- Online Application
- School experience
- CPR Certification
- Clean driving record
Summer Outdoor Leadership Adventures Educator, Assistant Instructor, 2026, Contract
Cascades Academy —Bend, OR
- $200 - $225 a day
- Online Application
- CPR Certification
- Clean driving record
- Management
K–3 Literacy Instructor (Grant-Funded, Part-Time)
Boys & Girls Clubs of Bend —Bend, OR
- $40,000 - $48,000 a year
- Part-time
- CPR Certification
- Pass drug screening
- Mid-level
Quick Apply
9d
Enrichment Specialty Instructor
Bend Park and Recreation —Bend, OR
- $23.91 - $27.26 an hour
- Part-time
- Background check
- Ability to walk for extended periods
- Mid-level
Quick Apply
4d
Adjunct Instructor Outdoor Leadership
Central Oregon Community College —Bend, OR
- $752 a week
- Part-time
- Hybrid work
- Background check
- Classroom
- Spanish
Part Time Wilderness Summer Camp Instructor
Coyle Outside LLC —Bend, OR
- $16.00 - $23.50 an hour
- Part-time
- Driving
- Teaching
- Outdoor work
Quick Apply
Flight Instructor
Epic Aircraft —Bend, OR
- $80,000 - $115,000 a year
- Weekends as needed
- Google Workspace
- Office
- Bachelor's degree
- Paid holidays
- Dental insurance
Quick Apply
Part Time Instructor Aviation (POOL)
Central Oregon Community College —Bend, OR
- $752 a month
- Part-time
- Classroom
- Spanish
- Word processing
Art Specialty Instructor
Bend Park and Recreation —Bend, OR
- $23.91 - $27.26 an hour
- Part-time
- Background check
- Classroom
- Ability to walk for extended periods
Quick Apply
4d
Clinical Instructor (Part-time)
Sumner College —Bend, OR
- Part-time
- Laboratory
- CPR Certification
- Nursing
Quick Apply
2d
Airplane Flight Instructor
Hillsboro Aero Academy —Redmond, OR
- Part-time
- Classroom
- Mid-level
- Classroom experience
Quick Apply
4d
Summer Camp Music & Vocal Instructor
Friends of Westside Village —Bend, OR
- $30 an hour
- Part-time
- Background check
- In-person
- Visual & Performing Arts
Quick Apply
1d
Part-Time Instructor Psychology (POOL)
Central Oregon Community College —Bend, OR
- Part-time
- Classroom
- Spanish
- Writing skills
Part Time Instructor Political Science
Central Oregon Community College —Bend, OR
- Part-time
- Classroom
- Spanish
- English
Part-Time Instructor Outdoor Leadership (POOL)
Central Oregon Community College —Bend, OR
- $752 a month
- Part-time
- Classroom
- Spanish
- Writing skills
Fitness Specialty Instructor - Water Exercise
Bend Park and Recreation —Bend, OR
- $23.91 - $27.26 an hour
- Part-time
- Background check
- Clean driving record
- Anatomy knowledge
Quick Apply
Part-time Instructor Sociology (POOL)
Central Oregon Community College —Bend, OR
- Part-time
- Classroom
- Spanish
- English
Fitness Specialty Instructor - Line Dance
Bend Park and Recreation —Bend, OR
- $23.91 - $27.26 an hour
- Part-time
- Background check
- Clean driving record
- Anatomy knowledge
Quick Apply
Part Time Instructor Medical Assistant
Central Oregon Community College —Bend, OR
- $752 a month
- Part-time
- Classroom
- Spanish
- Writing skills
Part-Time Instructor Theatre Arts (POOL)
Central Oregon Community College —Bend, OR
- Part-time
- Classroom
- Spanish
- English

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lead instructor jobs near bend, or

Summer Outdoor Leadership Adventures Educator, Lead Instructor, 2026, Contract

Cascades Academy
Bend, OR

Apply Now

Job Details

Seasonal | Contract
$225 - $250 a day

Qualifications

School experience
CPR Certification
Youth programs teaching experience
Outdoor work
Sports and outdoor activities
Project coordination
Driver's License
First Aid Certification
Teaching experience with teenagers
Teaching science
Training
Youth program management
Emergency care
First aid and CPR

Full Job Description

Summer Outdoor Leadership Adventures Educator
Lead Instructor

2026 J ob Description

About Cascades Academy

Cascades Academy was founded in 2003 with a deep commitment to experiential learning,
academic excellence, and community engagement. The school is a leader in innovative, 21st
century education and will be the first school in Oregon to implement the Mastery Transcript
(sending class of 2027).

Now in its 23rd year, the school has grown to 240 students PreK-12 and has expanded its
campus footprint to include 45 beautiful acres on the scenic Deschutes River. The school is
actively considering its next phase of campus master planning to accommodate future
enrollment growth and strategic initiatives.

Cascades Academy strives to cultivate and maintain a supportive, inclusive community for all
employees and actively promotes access and inclusion. Cascades Academy values
employees who are committed to our mission, are prepared to engage fully in a learning
community, and are excited to bring their authentic selves to work. Cascades Academy’s
culture is highly collaborative and puts what is best for students at the center of the work.
Regularly named one of the Best Nonprofits to Work for in Oregon , our faculty and staff see
each other as teammates and feel motivated to do their best work here.

Position Summary

Cascades Academy seeks two experienced outdoor trip leaders and educators to serve as
Summer Outdoor Leadership (SOL) Adventures Lead Instructors. This position reports to the
Director of SOL Adventures.

Lead Instructors serve as the primary field leaders responsible for the risk

management, flow, and overall success of each SOL Adventures session. They uphold
program standards, direct Assistant In instructors, and ensure a high quality student
experience through sound judgment, effective leadership, and strong instructional
practice.

Cascades Academy is led by dedicated educators working to support students seeking

a different kind of learning experience. A tight knit community, the culture is
characterized by humility, agility, innovation, and humor as each member wears

multiple hats in a given week. Students benefit from educators who leverage their
unique passions and interests in shaping elements of the experiential education
program.

Responsibilities

Curriculum and Instruction

Deliver engaging, hands on outdoor education curriculum integrating leadership

development, environmental science, and technical outdoor skills.

Facilitate meaningful discussions that connect students to place based ecological

issues and the United Nations Sustainable Development Goals.

Provide instruction in backcountry travel, navigation, risk management, and Leave No

Trace principles.

Support students in developing leadership skills through experiential learning.
Facilitate reflection and leadership lessons that help students connect their
experiences to personal growth and community impact.

Program Leadership and Staff Direction

Serve as the primary field leader responsible for program risk management, flow, and

student experience.

Direct and support Assistant Instructors in daily responsibilities, instruction, and group

management.

Maintain overall group culture, morale, and behavioral expectations. Make real time
decisions regarding schedule adjustments, weather, route, and group wellbeing.

Ensure smooth transitions, pacing, and daily program flow.

Leadership and Mentorship of Students

Serve as a mentor and role model for students, fostering a positive and inclusive

learning environment.

Guide students through the Community Action Project process, helping them identify

their values and take meaningful action.

Facilitate group development, leadership rotations, and decision making processes in

the field.

Provide individualized support and encouragement to help students step outside

their comfort zones.

Risk Management

Lead risk management implementation in alignment with Cascades Academy and

SOL Adventures policies, procedures, and best practices.

Oversee daily risk management discussions and maintain dynamic risk assessments

with students and instructors.

Monitor environmental conditions and adjust plans to maintain safety and program

integrity.

Ensure safety protocols are followed during all activities and travel.
Manage incident response, documentation, and communication with the Director of

SOL Adventures.

Administer first aid and emergency response as needed.
Model and teach situational awareness, hazard identification, and backcountry safety

protocols.

Logistics and Equipment Management

Oversee gear systems, food systems, and transportation logistics in the field in

coordination with program leadership.

Conduct gear checks and maintain equipment accountability.
Support safe vehicle operations and travel procedures.

Institutional Responsibilities

Participate in facilitating pre-season training and risk management review.
Attend and contribute to on-program and post-program debriefs and evaluations.
Complete required paperwork including incident reports, student progress
evaluations, and program reflections. Assist in the preparation, maintenance, and organization of program equipment.
Provide feedback and recommendations to strengthen future programming.
Support the overall goals and mission of Cascades Academy through professional
conduct and collaboration with faculty and staff.

Perform other duties as assigned by the Director of SOL Adventures, Director of

Auxiliary Programs, or the Director of Academics and Experiential Programming.

Decision Making Authority

Lead Instructors have final decision making authority in the field regarding risk
management, route, and program adjustments in alignment with organizational policies.

Qualifications

Required:

3-5 years leading outdoor recreation programs, including overnight expeditions.
Experience teaching students ages 11-16. Experience teaching leadership skills, social-emotional learning, or similar.
Wilderness First Aid (WFA) or Responder (WFR) certification.

CPR certification.
Clean driving record and valid driver’s license.

Availability on the following dates:

June 17 to 19 (training)
June 22 to 26 (Explorers or Navigators program)
July 6 to 10 (Explorers or Navigators program)
July 13 to 18 (Changemakers program for one instructor with river experience)

Preferred:

Previous experience leading multi day youth expeditions.
Teaching certification.
Experience teaching science and STEM subjects.
Knowledge of ecological systems and conservation practices.
Whitewater paddling experience.
Climbing, caving, or mountain biking experience.

Certifications including but not limited to Swiftwater Rescue, AMGA Single Pitch
Instructor, ACA Paddlesports Instructor, or Leave No Trace Master Educator.
Experience mentoring or supervising staff.

Knowledge, Skills, and Abilities

Passion for teaching science, leadership, social emotional learning, and technical

outdoor skills.

Commitment to experiential learning, outdoor education, and place based instruction.
Strong leadership, communication, and facilitation skills.

Ability to create an inclusive and supportive learning environment.
Ability to work collaboratively with other educators.
Strong organizational skills and ability to manage logistics in dynamic outdoor

settings.

Willingness to drive a 14 passenger bus.
Competence with common educational technology platforms.
Integrity, sound judgment, self confidence, and a sense of humor.

Physical Requirements

Mobility to traverse campus and accompany students in rugged outdoor

environments.

Ability to lift up to 50 pounds.
Ability to clearly communicate with students, colleagues, and families.

Position Details

Title: Summer Outdoor Leadership Adventures Instructor
Reports to: Director of Summer Outdoor Leadership Adventures
Start Date: June 18, 2025
Schedule: Contract Work (Independent Contractor)

Compensation: $225-$250/day, based on experience and certification.
Benefits: All meals are provided on overnights.

Application Instructions
To apply, please complete the application on our website, including your resume, cover letter,
and the contact information (phone number and email) for two professional references. No
phone calls, please.

Application Deadline: Open until positions are filled.

Applications will be reviewed on a rolling basis, and the positions will remain open until filled.
Priority will be given to applications received by May 15.

It is the policy of Cascades Academy to provide equal employment opportunity, regardless of
race, color, sex, age, national origin, religion, physical or mental impairment, sexual
orientation, veteran’s status or any other status protected by applicable law. Specifically,
employment opportunities are and shall be open to all qualified applicants solely on the
basis of their experience, aptitudes, abilities and training; advancement is and shall be
based on the individual’s achievement, performance, ability, attitude and potential for
promotion.

Apply Now

Refine Your Search

lead instructor jobs in bend, or

Summer Outdoor Leadership Adventures Educator, Lead Instructor, 2026, Contract

Summer Outdoor Leadership Adventures Educator, Assistant Instructor, 2026, Contract

K–3 Literacy Instructor (Grant-Funded, Part-Time)

Enrichment Specialty Instructor

Adjunct Instructor Outdoor Leadership

Part Time Wilderness Summer Camp Instructor

Flight Instructor

Part Time Instructor Aviation (POOL)

Art Specialty Instructor

Clinical Instructor (Part-time)

Airplane Flight Instructor

Summer Camp Music & Vocal Instructor

Part-Time Instructor Psychology (POOL)

Part Time Instructor Political Science

Part-Time Instructor Outdoor Leadership (POOL)

Fitness Specialty Instructor - Water Exercise

Part-time Instructor Sociology (POOL)

Fitness Specialty Instructor - Line Dance

Part Time Instructor Medical Assistant

Part-Time Instructor Theatre Arts (POOL)

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