Now Hiring · RICHMOND, VA
Work that gets you outside and makes a difference
Challenge Discovery is hiring part-time teambuilding facilitators. It's paid, seasonal, and built around the school-day week — a great fit for stay-at-home parents, early retirees, and anyone after meaningful part-time work.
Upcoming Dates

Free Experiential Interview Day
Wednesday, April 15, 2026 · 8:30am–3pm.
Spend a day on the ropes course, meet the staff, and see if the work suits you — no commitment.

New Facilitator Training
paid at $50/day, attendance at all sessions preferred
Monday 04/20/26 · 7:30am-3:30pm
Tuesday 04/21/26 · 7:30am-3:30pm
Wednesday 04/22/26 · 7:30am-3:30pm
Thursday 04/23/26 · 7am-3pm
Monday 04/27/26 · 8:30am-3:30pm
Thursday 05/07/26 · 7:30am-2pm
Friday 05/08/26 · 7:30am-3:30pm
Challenge Discovery is more than a company
We're a process, not just a program. Across Virginia, we lead school and community groups through hands-on adventures that do three things: build real self-confidence, spark friendships fast, and create a culture where people genuinely support each other. Our facilitators make that happen.
Two ways to join us
Facilitator
Lead groups through our programs. Paid, part-time, seasonal.
Intern
Paid college internships in leadership, marketing, and operations.
Work as a Challenge Discovery Facilitator
Hear From Our Team

Meet Keith!
He has been with us since 2007. Click Here to take a look at his video, where he shares stories about his experience, and why he keeps coming back for more!

Meet Mason!
He has worked with us since 2017. Click here to watch his video, where he answers the question: who is the ideal candidate to work for Challenge Discovery?
Is this you?
- You show up early and ready to go.
- You're a self-starter who solves problems with the skills you've got.
- You stay aware of your surroundings and keep your head on a swivel.
- You're willing to look honestly at yourself and keep growing.
- You like stepping out of your comfort zone.
- You're free mostly in late spring, summer, and fall.
- You're energized by working with middle and high schoolers.
What You Bring
- A willingness to learn
- Passion for the mission
- Stamina and commitment
- Weekday daytime availability, 1–3 days a week
What We Provide
- Paid hands-on training (3–4 days + 2–3 live programs)
- Pay starting at $15–$20/hour
- Real room to grow your skills
- A supportive crew of fellow facilitators
Our schedules work especially well for stay-at-home parents and early retirees.
What It Takes

Still up for the challenge? All you have to do is…
Work as a Challenge Discovery Intern
Paid spring, summer, and fall internships for college students. Responsibilities shift with the season, but you'll get hands-on experience in three areas:
Leadership & Education
Help lead groups through programs alongside trained facilitators, and help maintain our Odyssey course.
Sales & Marketing
Support sales, marketing, events, and social media to reach students, youth groups, teams, and community organizations.
Administration & Operations
Help run scheduling, staffing, and the back-end operations of a fast-paced small business.
Internships can be tailored to your school's requirements, and fit majors like:
- Outdoor Recreation
- Leadership Studies
- Parks and Recreation Management
- Sport Management
- Marketing / Advertising
- Business Administration
- Public Relations
- Communications
- Psychology
- Social Work / Sociology
- Graphic Arts / Design
- Liberal Arts




