Outdoor Education Teacher, Waypoint Academy

Overview

Waypoint Academy is redefining education by replacing traditional lectures with adventure-driven life skills and AI-powered personalized academics. Students don't remain seated while you present—they develop public speaking abilities on outdoor trails, cultivate leadership via team-based challenges, and progress at twice the typical pace through adaptive learning platforms.

This role is not conventional teaching. It is coaching K-12 learners to unlock their potential through outdoor workshops and motivational goal-setting sessions. You will facilitate nature-based activities that cultivate tangible skills—focus, communication, collaboration—rather than delivering standard curriculum. High achievers who envision radically reimagined education succeed here. You will witness students evolve from hesitant participants into self-assured performers, with measurable and immediate results.

On-site role in Dripping Springs (Austin region), TX

$100,000 annual salary with weekly pay. Full health, dental, and vision coverage from day one

Relocating? Support is provided

• Facilitating 1-hour outdoor life-skills sessions (public speaking, focus, leadership, collaboration) via nature-based challenges and adventure-oriented activities
• Delivering brief, high-energy motivational coaching sessions to guide students toward academic targets using adaptive software tools
• Activating curriculum through storytelling, customization, and dynamic engagement strategies that captivate K-12 learners
• Implementing safety procedures and outdoor decision-making (route planning, weather monitoring, equipment checks, Leave No Trace principles) in line with Waypoint's field standards
• Evaluating skill acquisition by having students demonstrate real-world application of each life skill
• Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students genuinely respect and admire

• Bachelor's degree in any discipline
• At least 3 years of experience working with K-12 students in educational, camp, coaching, or outdoor program settings
• Documented history of high achievement (academic, athletic, or professional)
• Strong public speaking skills with the ability to energize and sustain attention from large student groups, both indoors and outdoors
• Innate capacity to connect with K-12 learners, their interests, and culture—not as a peer, but as a credible role model who challenges them to excel
• Legal authorization to work in the United States without requiring visa sponsorship
• Commitment to working in-person at Waypoint Academy's Dripping Springs, TX campus (near Austin)

• First aid or wilderness safety certification

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  for more details on this topic.

Crossover Job Code: LJ-5666-US-Dripping-Outdoor Educati
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