Experiential Education Facilitator, Waypoint Academy

On-campus role in Dripping Springs (Austin area), TX

$100,000 annual compensation, distributed weekly. Full health, dental, and vision coverage from day one

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Waypoint Academy has eliminated traditional classroom instruction in favor of adventure-driven life skills and AI-powered personalized academics. Students don't remain seated while an instructor lectures—they develop public speaking capabilities during outdoor excursions, cultivate leadership through collaborative challenges, and progress at twice the standard pace using tailored digital platforms.

This role is not conventional teaching. You will coach K‑12 students to unlock their capabilities through experiential outdoor workshops and goal‑focused motivational sessions. Your focus will be facilitating nature‑based experiences that develop tangible competencies (concentration, communication, collaboration), rather than delivering fixed curriculum. Individuals who excel in this environment believe education requires fundamental reimagining. You will observe students evolve from hesitant participants into self‑assured high achievers, with progress that is both measurable and immediate.

Dripping Springs provides Texas Hill Country scenery just 30 minutes from Austin's technology hub, live music venues, and culinary landscape. Over 300 days of sunshine annually, access to Barton Springs, and year‑round outdoor recreation.

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

• Facilitating 1‑hour outdoor life‑skills workshops (communication, concentration, leadership, collaboration) via nature‑based challenges and adventure‑oriented activities
• Conducting brief, high‑impact motivational sessions where you guide students toward academic milestones using adaptive software platforms
• Animating curriculum through storytelling, personalization, and dynamic delivery that sustains high engagement across K‑12 learners
• Implementing safety protocols and outdoor risk assessment (route selection, weather monitoring, equipment inspection, Leave No Trace principles) according to Waypoint's field standards
• Evaluating competency mastery by observing students demonstrate the ability to apply life skills in authentic situations
• Maintaining rigorous standards of excellence while serving as an approachable, motivating mentor students genuinely respect and admire

• Bachelor's degree in any subject
• Minimum 3 years of experience working with K‑12 students in school, camp, coaching, or outdoor programs
• Proven track record of high achievement (academically, athletically, or professionally)
• Compelling public speaker who can energize and hold attention for large groups of students, indoors and outdoors
• Natural ability to relate to K‑12 learners, their interests, and culture, not as a "buddy" but as a positive role model who pushes them to grow
• Legal right to work in the United States without visa sponsorship
• Willingness to work in‑person at Waypoint Academy's campus in Dripping Springs, TX (near Austin)

• First aid or wilderness safety training

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!

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  for more details on this topic.

Crossover Job Code: LJ-5666-US-Round Roc-Experiential Ed.
002

Consult  for more details on this topic.