Adventure Learning Instructor $100,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
- On-site position in Dripping Springs (Austin area), TX
- $100,000 annual salary, distributed weekly. Health, dental, and vision coverage begins day one
- Relocation assistance provided if you need to move
Waypoint Academy replaces traditional classroom lectures with adventure-driven life skills training and AI-powered personalized academics. Students won't be sitting at desks listening to you lecture—they'll develop public speaking confidence on the trail, cultivate leadership through team-based challenges, and progress 2× faster with individualized software.
This role is about coaching, not conventional teaching. You'll guide K-12 students to unlock their capabilities through 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 envision a radically reimagined model of education excel in this environment. You'll witness students evolve from hesitant learners into self-assured achievers, with measurable and immediate results.
Dripping Springs delivers Hill Country scenery just 30 minutes from Austin's thriving tech hub, live music venues, and culinary offerings. Enjoy over 300 sunny days annually, Barton Springs, and year-round outdoor recreation.
Guide the transformation. Lead the adventure. Apply today.
What you will be doing
- Facilitating 1-hour outdoor life-skills workshops (leadership, public speaking, teamwork, focus) using nature-based challenges and adventure-style programming
- Conducting brief, high-energy motivational sessions where you coach students toward academic milestones with adaptive software tools
- Animating curriculum through storytelling, personalization, and dynamic energy that sustains high engagement among K-12 learners
- Implementing safety protocols and field judgment (route selection, weather assessment, equipment inspection, Leave No Trace principles) according to Waypoint's outdoor guidelines
- Evaluating skill acquisition by having students demonstrate real-world application of the life skill
- Maintaining a rigorous standard of excellence while serving as an approachable, motivating role model students genuinely respect and admire
Candidate requirements
- 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 captivate large student groups in both indoor and outdoor settings
- Innate capacity to connect with K-12 learners, their interests, and their world—not as a peer, but as an inspiring role model who challenges them to excel
- Legal authorization to work in the United States without requiring visa sponsorship
- Commitment to working on-site at Waypoint Academy's Dripping Springs, TX campus (near Austin)
Nice to have
- First aid or wilderness safety certification
Meet the hiring manager
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style
screening interview.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Pass
proctored test.
Accept job offer.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.