• Skip to primary navigation
  • Skip to main content
  • Skip to footer

Side Hustles

Side Hustles

Side Hustles For All

  • Best Side Hustles
    • Woman sitting on a pile of coins and working on a laptop surrounded by icons representing different side hustle ideas

      31 Best Side Hustles to Earn Extra Money in 2026

    • Bicycle courier delivering food for their side hustle.

      What Is a Side Hustle?

    • Remote worker sitting at his desk making money from home

      18 Ways to Make Money from Home (Online and Offline Jobs)

    • By Category
      • Arts & Crafts
      • Business Services
      • Caregiving
      • Creative Services
      • Digital Freelance Services
      • View All
    • By Lifestyle
      • I’m introverted
      • I’m a man
      • I’m a woman
      • I’m a stay-at-home mom
      • I’m unique
      • View All
    • By Profession
      • Artists & Creatives
      • Musicians
      • Nurses
      • Physicians
      • Teachers
      • View All
    • By Age Group
      • College Students
      • Teens
      • Age 50+
      • Seniors
      • View All
    • By Skills & Interests
      • Get Paid to Lose Weight
      • Get Paid to Play Games
      • Get Paid to Read
      • Get Paid to Sleep
      • Get Paid to Travel
      • View All
  • Best Gig Apps
    • Freelance worker popping out of a phone screen and considering gig apps on the App Store and Google Play

      Top 6 Gig Apps to Make Real Cash in 2026

    • Smartphone surrounded by the icons of different money-making apps

      Top 10 Best Money-Making Apps to Try in 2026

    • two teenagers using job apps on a phone and laptop

      19 Job Apps for Teens to Find Jobs and Make Money

    • By Gig Type
      • Cashback
      • Data Entry
      • Delivery
      • Games
      • Product Testing
      • View All
    • By Payment Method
      • Bingo Games that Pay to Cash App
      • Games that Pay Real Money
      • Games that Pay to Cash App
      • Games that Pay via PayPal
      • Surveys that Pay to Cash App
      • View All
    • By Benefits
      • $20 Signup Bonuses
      • $25 Signup Bonuses
      • $50 Signup Bonuses
      • Best Signup Bonuses
      • Instant Signup Bonuses
      • View All
    • By Skills & Interests
      • Driving
      • Losing Weight
      • Playing Games
      • Product Testing
      • Watching Ads
      • View All
  • Job Hunting
    • Freelance worker browsing a job post on a freelance job board.

      23 Job Boards You Can Use to Find Remote Work

    • Freelance writer sitting at her laptop working on a project

      15 Best Remote Jobs That Require No Paid Work Experience

    • Teenager sitting at laptop working an online job

      14 Online Jobs for Teens (With No Experience)

    • Freelancing
      • Freelance Writing Sites
      • Freelance Writing Job Boards
      • Freelance Writing Platforms
      • View More
    • Gig & Shift Work
      • Gig Work Apps
      • On-Demand Work Apps
      • Shift Work Apps
      • View More
    • GPT (Get Paid To)
      • Microtasking
      • Product Testing
      • Survey Taking
      • View More
    • Remote Working
      • Best Remote Job Boards
      • Top 15 Remote Jobs
      • View More
  • Job Board
    • Work Schedule
      • Part-Time Jobs
      • Per-Diem Jobs
      • Go Search
    • Work Environment
      • Hybrid Jobs
      • Remote Jobs
      • Go Search
    • Employment Type
      • Contractor Jobs
      • Internship Jobs
      • Temporary Jobs
      • Go Search
    • Job Title
      • Accounting Jobs
      • Data Entry Jobs
      • Nursing Jobs
      • Online Teaching Jobs
      • Software Engineer Jobs
      • Go Search
    • State
      • California Jobs
      • Florida Jobs
      • New York Jobs
      • Pennsylvania Jobs
      • Texas Jobs
      • Go Search
    • City
      • Chicago, IL
      • Houston, TX
      • Los Angeles, CA
      • New York City, NY
      • Phoenix, AZ
      • Go Search

Home Flexible Job Board Challenge Course Facilitator

$125/day 114d ago

Challenge Course Facilitator

Boost your chances before you apply.

  • ✨ Apply 10x Faster Free

    It takes 30+ tailored applications to land jobs like this one. We'll help you get that done in 1 hour.

    No Credit Card Required

  • Proceed to Application Go directly to the company's job page to apply.
Logo

Philadelphia Outward Bound School

Philadelphia, PA, US

Per-diem On-site

✨ Apply 10x Faster

Analyze your resume for missing keywords, then one-click optimize it. Don't be anything less than a 100% match candidate.

Free

No Credit Card Required

Summary

Facilitate and supervise day program activities, including ground games and high ropes course elements for participant groups. Collaborate with fellow facilitators to plan, deliver, and debrief activities in alignment with group goals.

Job Description

Description

Philadelphia Outward Bound School is seeking a Challenge Course Facilitators for POBS’ day-long team-building programs!  
Outward Bound is an international educational movement dedicated to the belief that people are capable of far more than they know. Founded in 1992, Philadelphia Outward Bound School (POBS)’s mission is to change lives through challenge and discovery. POBS - serving PA, NJ, and northern DE - is one of 9 regional Outward Bound USA schools. A robust, non-profit educational organization, POBS annually engages more than 7,000 youth and adult participants in single and multi-day experiential education programs that inspire character development, leadership, and community service. All programs are designed to inspire participants to realize their true potential.  
Challenge Course Facilitators will instruct in a variety of sites including POBS’ Wissahickon Valley Challenge Course, The Discovery Center, or offsite at local schools and organizations. Challenge Course Facilitators will design progressions and program plans which include ground games and initiatives as well as high adventure challenge course elements.

Requirements

  • ACCT Level 1 facilitator certification or equivalent (minimum of 40 hours of challenge course experience).
  • Experience facilitating programs for youth and adults.
  • Familiarity with the concepts of Challenge By Choice.
  • Experience leading cooperative games and challenge course elements.
  • Ability to work outdoors in all weather conditions.
  • Attend half-day mandatory program prep (Typically Mondays).

 Responsibilities 

  • Facilitate and supervise day program activities, including ground games, team initiatives, and high ropes course elements for Middle School through Adult participant groups 3-5 days a week.
  • Co-conduct daily pre-use challenge course inspections.
  • Monitor and support the physical and emotional safety of all participants throughout programming at heights.
  • Support challenge course rescues as needed.
  • Collaborate with fellow facilitators and Program Coordinators to plan, deliver, and debrief activities in alignment with group goals.
  • Use thoughtful progression planning to foster self-confidence, positive group dynamics, and effective problem-solving skills.
  • Maintain compliance with all Philadelphia Outward Bound policies and procedures and current ACCT standards
  • Work effectively and professionally as part of a collaborative instructional team.

Knowledge & Abilities

  • Collaboration - Ability to work with people from diverse backgrounds to effectively meet shared objectives, while encouraging the open expression of a diversity of ideas and opinions. 
  • Communication - ability to clearly convey ideas, facts and information in a variety of settings using different mediums, while encouraging the open expression of a diversity of ideas and opinions. 
  • Conflict Management - Ability to manage and resolve conflict productively and with minimal negative impact by integrating a diversity of viewpoints, addressing harm, and fostering understanding and empathy.
  • Continual Learning -The ability to assess and recognize one's own strengths and pursue opportunities for continuous improvement through formal and informal channels including feedback, training, or stretch goals. An interest in and commitment to knowing oneself and others.
  • Cultural Competence -The ability to recognize and appreciate patterns of cultural differences and commonalities and to shift cultural perspective and change behavior in culturally appropriate and authentic ways. 
  • Decision Making - The ability to make sound and timely decisions that accomplish goals, even in the face of uncertainty or high-pressure situations.
  • Instills Trust - The ability to gain the confidence and trust of people from varying backgrounds and lived experiences through honesty, integrity, authenticity, and consistency between words and actions. 

SKILLS

  • Risk Management - Ability to lead self and others in anticipating, mitigating, and engaging in healthy risks to meet goals.
  • Self-Management - The ability to set well-defined and realistic personal goals, take on and complete tasks in a timely manner, and complete work with an appropriate level of supervision.
  • Situational Adaptability - The ability to modify approach and demeanor in real time to align with the shifting demands of different situations. The ability to "read the room" and adjust accordingly.
  • Teaching Others - The ability to help others learn through formal and informal methods, identify training needs, provide constructive feedback, and coach others on how to successfully perform tasks

Essential Eligibility

  • Must procure and pass an FBI Criminal Records Check.
  • Must obtain Criminal and Child Abuse clearances for Pennsylvania.
  • Must be 21 years or older.
  • Ability to carry, lift, and move a 40 lb ladder.
  • Able to comfortably work at heights of 30-40 feet.
  • Irregular work hours as necessary including the ability to work Saturday programs.

Certifications

  • First Aid/CPR/AED (or higher) certification required or this can be completed upon hire.

Benefits and Compensation

Compensation:

  • Daily training rate- $120 a day 
  • Starting Challenge Course Per-Diem Facilitator Rate: $125 per day**

**Per Diem Rate Structure

Philadelphia Outward Bound’s per diem pay scale is tiered and progressive. Rates are determined by both an individual’s experience level and the role worked. As staff gain experience and are approved to operate additional challenge course elements with increased responsibility, their applicable per diem rate increases accordingly.

 Benefits:

  • Optional staff housing (if there is a vacancy) for 4 instructional seasons: $125/month for a bunk room.
  • Access to Pro Deals (the opportunity to purchase outdoor gear at discounted rates).
  • Access to POBS Employee Assistance Program.

Plus:

  • In-house and external professional development opportunities; including Outward Bound Network Staff Invitationals.
  • A vibrant staff culture—many team members form lifelong friendships here.

Application Process

Please apply directly on the POBS career page and have the following documents ready to upload: 

  1. Cover Letter
  2. Resume

**Applications reviewed on a rolling basis until July 20th, 2026**

EQUAL OPPORTUNITY EMPLOYER

The Philadelphia Outward Bound School provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.
 

About the company

Philadelphia Outward Bound School

Outward Bound, founded in 1941 by educator Kurt Hahn, is a non-profit educational organization that serves people of all ages and backgrounds through challenging learning expeditions that focus on the outcomes of character development, leadership and service. As the pioneer and leading provider of experiential and outdoor education in the U.S., Outward Bound offers over 1,000 courses throughout the year, across the U.S. and internationally.

Outward Bound helps individuals and teams discover strength of character and an aptitude for leadership needed to serve others in their community and care for the world around them.

At the Philadelphia Outward Bound School we educate students through our many partnerships with schools and youth serving organizations across Pennsylvania, New Jersey and Delaware. Together, with these educational partners, we inspire more than 7,000 students to discover that there is more in them than they knew.

Industry

Education Management

Apply Now

About the company

Philadelphia Outward Bound School

Outward Bound, founded in 1941 by educator Kurt Hahn, is a non-profit educational organization that serves people of all ages and backgrounds through challenging learning expeditions that focus on the outcomes of character development, leadership and service. As the pioneer and leading provider of experiential and outdoor education in the U.S., Outward Bound offers over 1,000 courses throughout the year, across the U.S. and internationally.

Outward Bound helps individuals and teams discover strength of character and an aptitude for leadership needed to serve others in their community and care for the world around them.

At the Philadelphia Outward Bound School we educate students through our many partnerships with schools and youth serving organizations across Pennsylvania, New Jersey and Delaware. Together, with these educational partners, we inspire more than 7,000 students to discover that there is more in them than they knew.

Industry

Education Management

Footer

sidehustles.com
Facebook Twitter Instagram LinkedIn Reddit TikTok YouTube

Show Me The Money

  • Side Hustle Basics
  • Side Hustle Job Board (Remote & Part-Time Jobs)
  • Gig App Reviews
  • Job Hunting
  • Manage Your Money
  • The Gig Apple: News & Events

Company

  • About Us
  • Contact Us
  • Become a Contributor
  • Advertising & Sponsorships
  • Partner With Us
  • Editorial Guidelines

Side Hustles © All rights reserved

  • Privacy Policy
  • Terms of Service

Thanks for using our free job board

Your review would mean a lot to us.

If you love that we're just giving away remote jobs for free with no paywall, please spread the word. (You will need to create an account on Trustpilot, for which we'll be eternally grateful.) Good luck out there!

Leave a Review Not yet. Send me to the job post.