Experiential Education Facilitator, Waypoint Academy - $100,000/year USD

Crossover•Round Rock, TX

fulltime

Consulting, Education, and Training

3+ years

About the role

On-campus position in Dripping Springs (Austin metro), TX
$100,000 annual compensation, distributed weekly. Full health, dental, and vision coverage begins day one
Relocating? We provide relocation assistance

Waypoint Academy has replaced traditional classroom instruction with adventure-driven life skills development and AI-powered personalized academics. Students don't remain seated while an instructor lectures—they develop public speaking skills outdoors, cultivate leadership through collaborative challenges, and progress at twice the standard pace using tailored learning technology.

This role is not conventional teaching. You will coach K-12 learners to unlock their capabilities through outdoor experiential sessions and motivational objective-setting. Your focus will be facilitating nature-integrated activities that develop tangible competencies (concentration, communication, collaboration), not delivering static lesson plans. High-impact professionals who envision education as fundamentally different excel in this environment. You will witness measurable, immediate transformation as students evolve from hesitant participants to self-assured performers.

Dripping Springs provides 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 their development. Direct the adventure. Submit your application today.

What You Will Be Doing

Facilitating 1-hour outdoor life-competency workshops (public speaking, concentration, leadership, collaboration) via nature-integrated challenges and adventure-format activities
Conducting brief, high-intensity motivation sessions in which you guide students toward academic objectives using adaptive learning software
Animating curriculum through narrative techniques, personalization, and dynamic presentation that sustains K-12 student engagement at high levels
Implementing safety procedures and outdoor risk assessment (route selection, weather monitoring, equipment inspection, Leave No Trace principles) according to Waypoint's field standards
Evaluating competency demonstration where students show they can transfer the life skill to authentic situations
Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students authentically admire

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 exceptional achievement (academic, athletic, or professional domains)
Effective public presenter capable of engaging and sustaining attention for large student groups, both indoors and outdoors
Authentic capacity to connect with K-12 learners, their interests, and cultural context—not as a peer, but as an aspirational role model who challenges them to advance
Authorization to work legally in the United States without requiring visa sponsorship
Commitment to in-person work at Waypoint Academy's Dripping Springs, TX campus (Austin vicinity)

Nice-to-have Requirements

Certification in first aid or wilderness safety

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.005

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