What are the responsibilities and job description for the Experiential Education Facilitator, Waypoint Academy - $100,000/year USD position at Crossover?
- On-campus role in Dripping Springs (greater Austin), TX
- $100,000 annual salary, distributed weekly. Full health, dental, and vision coverage from day one
- Relocating? We provide support
This role is not conventional teaching. You will coach K-12 students to unlock their capabilities through outdoor experiential workshops and one-on-one motivational sessions. You'll facilitate nature-immersed activities that develop concrete skills—focus, communication, collaboration—rather than deliver standard curriculum. High achievers who envision a fundamentally reimagined school model excel in this environment. You will witness students evolve from disengaged learners into self-assured performers, with measurable results visible immediately.
Dripping Springs delivers Texas Hill Country scenery just 30 minutes from Austin's technology hub, live music venues, and culinary landscape. Over 300 sunny days annually, proximity to Barton Springs, and year-round outdoor recreation.
Guide the transformation. Facilitate the experience. Submit your application today.
What You Will Be Doing
- Facilitating 1-hour outdoor life-skills sessions (public speaking, focus, leadership, collaboration) using nature-based challenges and adventure-oriented activities
- Conducting brief, results-focused motivational coaching where you guide students toward academic targets using adaptive learning software
- Animating curriculum through storytelling, personalization, and dynamic energy that sustains high engagement among K-12 learners
- Implementing safety standards and outdoor decision-making (route selection, weather monitoring, equipment inspection, Leave No Trace principles) according to Waypoint's operational guidelines
- Evaluating skill acquisition where students demonstrate their ability to transfer the life skill to authentic real-world situations
- Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students genuinely respect
Experiential Education Facilitator key responsibilities
- Bachelor's degree in any discipline
- At least 3 years of documented experience with K-12 students in educational settings, camps, coaching environments, or outdoor programming
- Demonstrated history of high performance (in academics, athletics, or professional contexts)
- Strong public speaking capability with the ability to energize and maintain attention across large student groups, both indoors and outdoors
- Innate capacity to connect with K-12 learners, their interests, and cultural context—not as a peer, but as a constructive role model who challenges them to advance
- Legal authorization to work in the United States without requiring visa sponsorship
- Commitment to in-person work at Waypoint Academy's Dripping Springs, TX campus (Austin vicinity)
- First aid or wilderness safety certification
Nature-based school that blends rigorous academics with real-world challenges.
There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!
Working with us
This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $50 USD/hour, which equates to $100,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.
Crossover Job Code: LJ-5666-US-Houston-ExperientialEd.001
Salary : $100,000