Demo

Outdoor Education Teacher, Waypoint Academy - $100,000/year USD

Crossover
Dripping Springs, TX Full Time
POSTED ON 4/18/2026
AVAILABLE BEFORE 8/5/2026
  • Onsite position in Dripping Springs (Austin area), TX
  • $100,000 annual salary with weekly pay. Health, dental, and vision benefits start day one
  • Relocation assistance available if you need to move

Waypoint Academy is redefining education by swapping traditional lectures for adventure-driven life skills and AI-powered personalized academics. Students aren't confined to desks listening to you speak—they develop public speaking confidence on hiking trails, cultivate leadership through collaborative challenges, and progress at twice the typical pace using adaptive learning technology.

This role goes beyond conventional teaching. You'll be coaching K-12 students to unlock their capabilities through outdoor workshops and motivational goal-setting sessions. Your focus will be facilitating nature-based experiences that develop tangible skills—focus, communication, teamwork—rather than delivering standard curriculum. High performers who envision education as fundamentally different will excel here. You'll witness students evolve from hesitant learners into self-assured achievers, with visible and immediate results.

Dripping Springs provides stunning Hill Country landscapes just 30 minutes from Austin's thriving tech industry, live music venues, and culinary scene. Enjoy over 300 sunny days annually, Barton Springs, and year-round outdoor recreation.

Coach their transformation. Lead the adventure. Submit your application today.

What You Will Be Doing

  • Facilitating 1-hour outdoor life-skills workshops focused on public speaking, focus, leadership, and teamwork through nature-based challenges and adventure activities
  • Conducting brief, high-impact motivational sessions where you guide students toward achieving academic objectives using adaptive software
  • Animating curriculum through storytelling, personalization, and dynamic energy that maintains strong K-12 student engagement
  • Implementing safety protocols and outdoor best practices (route planning, weather monitoring, equipment checks, Leave No Trace principles) according to Waypoint's field standards
  • Evaluating skill mastery by having students demonstrate real-world application of the life skills they've learned
  • Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students genuinely respect

Basic Requirements

Outdoor Education Teacher key responsibilities

  • Bachelor's degree in any field
  • At least 3 years of experience working with K-12 students in educational settings, camps, coaching roles, or outdoor programs
  • Demonstrated history of high achievement in academic, athletic, or professional contexts
  • Strong public speaking skills with the ability to energize and maintain attention for large student groups, both indoors and outdoors
  • Innate ability to connect with K-12 learners, understanding their interests and culture, while serving as a positive role model who challenges them to develop—not simply as a peer
  • Legal authorization to work in the United States without requiring visa sponsorship
  • Commitment to working onsite at Waypoint Academy's campus in Dripping Springs, TX (Austin vicinity)

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-Dripping-OutdoorEducati1.011

Salary : $100,000

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