Adventure Learning Instructor, Waypoint Academy - $100,000/year USD

Crossover•Houston, TX

fulltime

Education, Project Management, and Training

3+ years

About the role

On-campus role in Dripping Springs (Austin region), TX
$100,000 annual compensation, distributed weekly. Full health, dental, and vision coverage from day one
Relocating? Support is available

Waypoint Academy is redefining education by replacing traditional classroom instruction with adventure-driven life skills and AI-powered personalized academics. Instead of sitting passively at desks, students develop public speaking abilities on outdoor trails, cultivate leadership through collaborative challenges, and progress academically at twice the typical pace using intelligent software.

This role is not conventional teaching. You will coach K-12 learners to unlock their capabilities through experiential outdoor workshops and focused goal-setting sessions. Your work centers on facilitating nature-based experiences that develop tangible competencies—concentration, communication, collaboration—rather than delivering static curriculum. Individuals who excel here are high achievers who believe education requires fundamental transformation. You will witness measurable, immediate shifts as students evolve from hesitant participants to self-assured learners.

Dripping Springs combines Hill Country natural beauty with proximity to Austin's technology hub, live music venues, and culinary landscape—just 30 minutes away. With over 300 sunny days annually, year-round outdoor recreation at Barton Springs and beyond is accessible.

Guide the transformation. Lead the experience. Submit your application today.

What You Will Be Doing

Facilitating 1-hour outdoor workshops focused on life skills (leadership, public speaking, concentration, teamwork) using adventure-based challenges and nature-driven activities
Conducting brief, results-oriented coaching sessions where you guide students toward academic targets using adaptive learning software
Transforming curriculum into engaging experiences through storytelling, personalization, and dynamic energy that captivates K-12 learners
Implementing safety procedures and sound outdoor decision-making (route selection, weather monitoring, equipment inspection, Leave No Trace principles) according to Waypoint's operational standards
Evaluating competency development by observing students demonstrate life skills in practical, real-world scenarios
Maintaining rigorous standards of excellence while serving as an approachable, motivating mentor students genuinely respect and admire

Basic Requirements Adventure Learning Instructor key responsibilities

Bachelor's degree in any discipline
At least 3 years of direct experience with K-12 students in educational, camp, coaching, or outdoor program settings
Documented history of high achievement in academic, athletic, or professional contexts
Skilled public speaker capable of energizing and maintaining attention from large student groups in both indoor and outdoor environments
Authentic capacity to connect with K-12 learners, understanding their interests and cultural context, not as a peer but as an inspiring role model who challenges them to improve
Authorization to work in the United States without requiring visa sponsorship
Availability to work on-site at Waypoint Academy's Dripping Springs, TX campus (Austin area)

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-Houston-AdventureLearn.004

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