What are the responsibilities and job description for the Outdoor Education Teacher, Waypoint Academy - $100,000/year USD position at Trilogy?
Ready to Redefine Education in the Great Outdoors?
IMPORTANT NOTE: This is a full-time, in-person employee role located at our Dripping Springs (Austin, TX) campus
Waypoint Academy is on a mission to make kids love school again by combining accelerated academics with adventure-based life skills. We're looking for someone who sees kids not as passive learners, but as capable, curious individuals who thrive when challenged and inspired.
This is not a teaching job. It's a coaching, motivating, story-leading, goal-smashing role. You'll lead small groups of K–12 students through outdoor life-skill workshops — think public speaking, leadership, and teamwork, delivered via nature-based challenges and games. You'll also run short motivational sessions that help students hit academic goals on our adaptive software apps. Your impact is immediate and measurable: kids leave your sessions more confident, more capable, and more excited to learn.
Waypoint is one of the most innovative K–12 schools in the country. We combine the best of outdoor education, elite academic tools, and personal growth coaching — all on a beautiful campus near Austin, TX. If you've ever thought, "School should be different," this is your chance to make it so.
What You Will Be Doing
Equip K–12 students to accelerate academically and grow as confident, capable individuals through dynamic outdoor coaching and personalized motivation.
Basic Requirements
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
IMPORTANT NOTE: This is a full-time, in-person employee role located at our Dripping Springs (Austin, TX) campus
Waypoint Academy is on a mission to make kids love school again by combining accelerated academics with adventure-based life skills. We're looking for someone who sees kids not as passive learners, but as capable, curious individuals who thrive when challenged and inspired.
This is not a teaching job. It's a coaching, motivating, story-leading, goal-smashing role. You'll lead small groups of K–12 students through outdoor life-skill workshops — think public speaking, leadership, and teamwork, delivered via nature-based challenges and games. You'll also run short motivational sessions that help students hit academic goals on our adaptive software apps. Your impact is immediate and measurable: kids leave your sessions more confident, more capable, and more excited to learn.
Waypoint is one of the most innovative K–12 schools in the country. We combine the best of outdoor education, elite academic tools, and personal growth coaching — all on a beautiful campus near Austin, TX. If you've ever thought, "School should be different," this is your chance to make it so.
What You Will Be Doing
- Leading engaging outdoor workshops that teach life skills like focus, communication, and leadership
- Motivating students in short, focused coaching sessions to hit learning goals using adaptive academic software
- Customizing each workshop using provided curriculum, storytelling, and your own creative energy
- Applying safety protocols and outdoor judgment (e.g., weather checks, gear reviews, basic risk management)
- Guiding students to demonstrate real-world skill mastery through "Test2Pass" assessments
- Stuck inside all day — this is an active, outdoor-facing role
- Following rigid lesson plans without flexibility — you bring the content to life
- Spending your days on paperwork and admin — your focus is on student growth, not forms
Equip K–12 students to accelerate academically and grow as confident, capable individuals through dynamic outdoor coaching and personalized motivation.
Basic Requirements
- Bachelor's degree in any subject
- At least 3 years of experience working with K–12 students (school, camp, coaching, or outdoor programs)
- Demonstrated track record of elite performance (academic, athletic, or professional)
- Legal right to work in the U.S. without visa sponsorship
- Willingness to work in-person at our campus in Dripping Springs (near Austin, TX)
- First aid or wilderness safety training
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
Salary : $100,000