Youth Leadership Coach $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
Not accepting applications on crossover.com at this time.
Description
- Dripping Springs, TX (near Austin): full-time, on-site position
- $100,000 annually with weekly pay; comprehensive health, dental, and vision coverage from day one
- Relocation assistance provided
The best way to support a young person who is struggling is to maintain high expectations. If that principle resonates with you — and if you'd prefer to demonstrate it through outdoor experiential learning rather than classroom theory — this role warrants your attention.
This is not traditional teaching. Waypoint Academy students do not sit in traditional classrooms receiving lectures. They progress through adaptive learning software independently while you coach them on persistence, focus, and achieving their objectives. You will guide them outdoors: leading one-hour life-skills sessions covering public speaking, teamwork, leadership, and problem-solving through adventure-based, experiential methods designed to be both challenging and engaging. Every session concludes with a Test2Pass mastery assessment — students must demonstrate the target skill in context to complete the workshop.
The remainder of your schedule centers on motivation sessions: brief, one-on-one coaching conversations informed by Coachbot analytics, where you connect with students and drive progress toward their academic targets. You will observe measurable, immediate transformation as students shift from reluctant participants to confident achievers. Your performance metrics are transparent: student satisfaction scores (90% benchmark) and weekly goal completion rates (100% benchmark).
High performers advance to senior coaching positions: leading a team and influencing the school's approach to student motivation and development. Beyond that lies full school leadership — accountability for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology hub, live music venues, and culinary scene, offering over 300 sunny days annually and year-round Hill Country outdoor recreation.
If you have long believed there is a more effective way to reach young learners, submit your application now.
What you will be doing
- Facilitating 1-hour outdoor life-skills workshops (focus, public speaking, teamwork, leadership) through adventure-based, nature-focused activities following Waypoint's curriculum and playbook
- Conducting motivation sessions with individual students, leveraging Coachbot analytics and student profile information to guide them toward weekly academic objectives
- Concluding every workshop with a Test2Pass mastery assessment: students must demonstrate the targeted life skill in authentic context before the session is complete
- Exercising outdoor safety judgment prior to each session: evaluating routes and weather conditions, inspecting gear, and adhering to Leave No Trace principles according to Waypoint's field protocols
- Energizing sessions through storytelling, creative adaptation, and the presence required to maintain engagement from a cohort of K-12 students both indoors and outdoors
What you will NOT be doing
- Teaching academic content or presenting at a whiteboard. Students engage with course material via adaptive EdTech software; you coach them through obstacles rather than deliver curriculum.
- Supervising students as they work on devices. You will be actively leading outdoor workshops, conducting motivation sessions, and coaching students who encounter difficulties.
- Grading assignments, creating lesson plans from the ground up, or preparing students for standardized examinations.
- Reducing expectations for a student facing challenges. Goals remain rigorous, mastery is the expectation, and your responsibility is to coach students to success — not adjust the standard.
- Handling parent communication or school administrative tasks. Those functions fall under the Campus Lead's purview.
Key responsibilities
Enable K-12 students at Waypoint Academy to develop a love for learning, accelerate their academic progress, and acquire enduring life skills.
Candidate requirements
- Bachelor's degree in any discipline
- Minimum 3 years of direct experience working with K-12 students in educational, camp, coaching, or outdoor education environments
- Demonstrated history of high personal achievement: elite athletic performance, academic distinction, or professional excellence
- Strong public speaking ability with the capacity to energize and maintain attention from large student groups, both indoors and outdoors
- Authentic ability to build rapport with K-12 learners as a positive role model who challenges them to develop, not as a peer who lowers expectations
- Legal authorization to work in the United States without requiring visa sponsorship
- Available to work on-site at the Waypoint Academy campus in Dripping Springs, TX (near Austin)
Nice to have
- Experience as a sports coach, outdoor expedition leader, camp director, or wilderness program facilitator
- First aid or wilderness safety credentials
- Exposure to adaptive learning platforms including Khan Academy or IXL
- Experience in youth development, experiential education, or outdoor youth programming
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