Adventure Learning Instructor, Waypoint Academy

• On-site position in Dripping Springs (Austin area), TX
• $100,000 annual salary, paid weekly. Health, dental, and vision benefits from day one
• Relocation assistance available for qualified candidates

Waypoint Academy is redefining education by replacing traditional lectures with adventure-based life skills and AI-powered personalized academics. Students don't remain seated at desks listening to presentations—they develop public speaking abilities on outdoor trails, cultivate leadership through collaborative challenges, and progress 2× faster with adaptive learning technology.

This role is about coaching, not conventional teaching. You'll guide K-12 students to unlock their potential through experiential outdoor workshops and motivational goal-setting sessions. You'll facilitate nature-based activities that develop tangible skills—focus, communication, teamwork—rather than deliver standard curriculum. High-performing individuals who believe education needs fundamental change excel in this environment. You'll witness students evolve from hesitant learners into self-assured achievers, with measurable and immediate results.

Dripping Springs provides Hill Country scenery just 30 minutes from Austin's technology hub, live music venues, and culinary scene. Over 300 sunny days annually, proximity to Barton Springs, and year-round outdoor recreation.

Guide the transformation. Facilitate the experience. Apply today.

What You Will Be Doing

• Facilitating 1-hour outdoor life-skills workshops (public speaking, focus, leadership, teamwork) using nature-based challenges and adventure-style experiences
• Conducting brief, high-impact motivational sessions where you guide students toward academic milestones using adaptive software platforms
• Transforming curriculum through storytelling, personalization, and dynamic energy that maintains high engagement among K-12 students
• Implementing safety procedures and outdoor decision-making (route planning, weather evaluation, equipment checks, Leave No Trace principles) according to Waypoint's field standards
• Evaluating skill proficiency by having students demonstrate their ability to apply life skills in authentic situations
• Maintaining high performance standards while serving as an approachable, motivating role model whom students genuinely respect and admire

Basic Requirements Adventure Learning Instructor key responsibilities

• 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)

Nice-to-have Requirements

• First aid or wilderness safety training

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-Phoenix-AdventureLearn.006