Experiential Education Facilitator, Waypoint Academy

• On-campus position in Dripping Springs (Austin area), TX
• $100,000 annual salary, disbursed weekly. Full health, dental, and vision coverage begins day one
• Relocating? We provide support

Waypoint Academy has eliminated traditional lecture-based instruction in favor of adventure-driven life skills and AI-powered personalized academics. Students do not remain seated while you present material. Instead, they develop public speaking competence on outdoor excursions, cultivate leadership through collaborative challenges, and progress twice as quickly using adaptive learning platforms.

This role is not conventional teaching. You will coach K-12 learners to unlock their capabilities through experiential outdoor sessions and goal-focused motivational work. You facilitate nature-centered activities that develop tangible competencies—focus, communication, collaboration—rather than transmitting fixed curriculum. Professionals who believe education requires fundamental transformation excel in this environment. You will observe measurable, immediate student evolution from disengaged participants to self-assured performers.

Dripping Springs delivers 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.

Facilitate the transformation. Guide the experience. Submit your application.

What You Will Be Doing

• Facilitating 1-hour experiential life-skills sessions (public speaking, focus, leadership, collaboration) using nature-based challenges and adventure-format activities
• Delivering brief, high-intensity motivational coaching where students pursue academic objectives with adaptive learning software
• Animating curriculum through narrative, personalization, and dynamic delivery that sustains K-12 student engagement
• Implementing safety procedures and field judgment (route selection, weather assessment, equipment inspection, Leave No Trace fundamentals) according to Waypoint's operational standards
• Evaluating competency mastery by having students demonstrate real-world application of acquired life skills
• Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students authentically respect

Basic Requirements Experiential Education Facilitator key responsibilities

• Bachelor's degree in any discipline
• At least 3 years of documented experience with K-12 students in educational, camp, coaching, or outdoor program settings
• Demonstrated history of high performance (academic, athletic, or professional)
• Strong public speaking ability with capacity to energize and command attention across large student groups, both indoors and outdoors
• Authentic capacity to connect with K-12 learners, their interests, and social context—not as a peer, but as a credible role model who challenges them toward growth
• 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 (near Austin)

Nice-to-have Requirements

• First aid or wilderness safety certification

About Waypoint Academy 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-RoundRoc-ExperientialEd.007