Challenge Course Facilitator-DC

Chesapeake Bay Outward Bound School

Washington (District of Columbia)

On-site

USD 27,158 - 29,446

Part time

14 days+

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Benefits offered by this job

Paid Sick Leave
401(k) with employee match
Access to Pro-deals
Discounted rates for staff invitationals

Job summary

Chesapeake Bay Outward Bound School is looking for a Challenge Course Facilitator to lead one-day programs primarily in Washington, DC. Responsibilities include designing curriculum, managing safety, and fostering a positive, inclusive group culture.

The ideal candidate is at least 21 years old, has experience working with youth, and is comfortable outdoors regardless of weather conditions. An understanding of equity and inclusion in diverse populations is crucial.

Qualifications

  • 21+ years old.
  • Clear a federal and state background check.
  • Adult CPR and First Aid certification.

Responsibilities

  • Facilitate 1-day programs in Washington, DC and Baltimore.
  • Design and adapt curriculum and lesson plans.
  • Manage the physical and emotional safety of participants.

Skills

Experience with youth (ages 12–18)
Comfort with being outdoors
Commitment to equity and inclusion
Valid driver’s license

Job description

Challenge Course Facilitator

Location: Washington, DC

Schedule: Part‑time, Wednesday – Friday (seasonal, Aug – Nov)

Start Date: August 26, 2026

Compensation & Benefits

Day Rate: $147.20 (training); $159.60 (after training)

  • Seven (7) days of Paid Sick Leave.
  • Up to twelve (12) weeks of paid Family/Medical leave
  • 401(k) with a 3% employee match after 6 months.
  • Pre‑tax Commuter/Transit Benefits.
  • Employee Assistance Program (EAP).
Other Perks
  • Access to Pro‑deals.
  • Discounted rates for Staff Invitationals at other Outward Bound bases during the off‑season.
Responsibilities (What You’ll Do)
  • Facilitate 1‑day programs primarily at our Washington, DC location, with additional opportunities at our Baltimore site and occasional off‑site partner locations.
  • Design and adapt curriculum and lesson plans toward clear outcomes: Belonging, Courage, Physical Engagement, and Reflection.
  • Use various education strategies to facilitate learning through experiential activities that are physically, emotionally, or socially challenging.
  • Build and maintain a positive and inclusive group culture, assessing group dynamics and using student‑management tools.
  • Manage the physical and emotional safety of all participants and staff and make proactive decisions to avoid unnecessary risk.
  • Follow CBOBS policies and procedures, report incidents in a timely manner, and assist in daily reporting.
  • Travel between DC and Baltimore regularly during the first four months; overnight stays are not expected but lodging may be arranged as needed.
Qualifications
  • 21+ years old.
  • Must clear a federal and state background check.
  • Adult CPR and First Aid, with EpiPen training (must be completed before training period ends).
  • Experience with youth (ages 12–18) in schools, mentoring, camps, or community programs.
  • Comfort with being outdoors, regardless of weather, for a full program day.
  • Commitment to equity, inclusion, and working with diverse populations.
  • Able to support movement on uneven terrain, set up/operate Challenge Course elements, and manage safety systems.
  • Valid driver’s license with insurable driving record (preferred, not required).
Success Criteria
  • Students report positive growth in program outcomes: Belonging, Courage, Physical Engagement, and Reflection.
  • Build meaningful, trust‑based relationships between students and peers.
  • Demonstrate resilience, flexibility, and reflection; model self‑regulation.
  • Commit to and complete at least one full season (August–November).
  • Grow as a facilitator, teammate, and changemaker.
Essential Functions
  • Walking/hiking on uneven terrain.
  • Carrying 10–25 lb packs.
  • Supervising students for up to 7 hours.
  • Working outdoors in varied weather.
Diversity, Equity, and Belonging

Chesapeake Bay Outward Bound School serves diverse communities and welcomes candidates of all backgrounds.

ADA & Reasonable Accommodation

Equal employment opportunities are provided; accommodations considered for qualified applicants. Contact jobs@outwardboundchesapeake.org for requests.

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