The Philadelphia Outward Bound School (POBS) strengthens and empowers individuals to effect positive change in their communities. POBS Facilitators design customized programs that help both youth and adults realize their true potential through challenge and discovery.

POBS Insight programs are daylong teambuilding programs held at our ropes course. Insight programs are designed to inspire communication, conflict resolution, confidence, and fun!

Insight Apprenticeship

The Insight Apprenticeship is a 2.5-month training program designed for individuals who are invested in working towards becoming an Insight Facilitator. Strong candidates will have a background in education, facilitation, and/or related fields. The Apprenticeship includes extensive classroom and in-field training, including the following:

  • 10-day training expedition at the start of the Apprenticeship
  • 5-day classroom training, including Outward Bound history and philosophy, student management, conflict resolution, safety and risk management, diversity and inclusion, and curriculum development
  • Technical skills: set up, facilitation, and break down of high ropes elements, rescues
  • Exposure (if desired) to POBS expedition programming, with the option to participate in a backpacking or canoeing expedition as a “third Instructor”
  • Presentation of games, activities, and initiatives
  • Facilitation skills: planning, framing, presenting, debriefing

Insight Apprentices can anticipate a general schedule of five days on, two days off (aside from the 10-day training expedition and the 5-day classroom training at the start of the Apprenticeship). Days off are typically Saturday and Sunday. The hours are typically 7:45 am to 3:30 pm.

Through the Insight Apprenticeship, Apprentices will gain the skills and expertise required to independently facilitate daylong teambuilding programs including high and low ropes elements. Upon successful completion of the Apprenticeship, individuals are very likely to promote to Insight Facilitator and facilitate Insight programs throughout the summer and fall seasons.


Spring dates: March 26 – June 4, 2018

Application deadline: March 1, 2018

Our hiring season begins in December and we take rolling applications throughout the year for our seasonal apprenticeships/internships. We hire a season in advance. Please fill out our online application and indicate the position for which you wish to apply.

  • Participate in staff training as appropriate
  • Practice clear, effective, and timely communication and feedback with their supervisors, instructors, and other staff members
  • Value teamwork, cooperation, and individual effort
  • Maintain an appropriate appearance, a positive attitude, and professional demeanor
  • Perform base site tasks as assigned, such as building and maintenance of program facilities, sites, and equipment
  • Assist with administrative functions such as development of marketing materials, school briefings, event planning, and data entry
  • Successfully plan and execute an agreed-upon “legacy project”
  • Adhere to all local operating procedures, safety policies, and emergency procedures outlined in the staff handbook
  • Take on personal ownership to initiate, seek out, and commit to professional development through both trainings and additional work experience
  • Other duties as assigned
  • Basic knowledge of the mission of Outward Bound
  • Demonstrate multi-cultural competence and sensitivity
  • Demonstrate sustained ability to work with underserved populations
  • Background in Education, Physical Sciences, Social Sciences, Youth Development, Non-Profit Management or other related discipline
  • Strong communication skills
  • Organized, with an ability to prioritize time-sensitive assignments
  • Creative and flexible
  • Interest in working with youth, adults and educators in deserving communities
  • Must be 21 years or older
  • Must possess valid driver’s license and have at least three years of driving experience
  • Must procure and pass Pennsylvania Access to Criminal History, Child Abuse Clearance, FBI Background Check, and Motor Vehicle Record Screening
  • On feet most days, sometimes for long hours (e.g. early morning departure to late night return)
  • Able to carry, lift, and move a minimum of 50 pounds
  • Exposure to Outward Bound curriculum and facilitation training
  • Exposure to Outward Bound technical training
  • Room and board, including food staples (we can and do accommodate any dietary restrictions)
  • $400/month stipend
  • Professional development
  • 10-20 formal opportunities per contract year that promote technical and non-technical skill mastery