The most meaningful support you can offer a student facing challenges is maintaining high expectations. If that principle resonates with you — and if you'd prefer to demonstrate it by guiding a group through outdoor experiences rather than delivering classroom lectures — this role warrants your attention.
This position differs from traditional teaching. Students at Waypoint Academy do not attend conventional lectures in classroom settings. They progress through adaptive learning technology at individualized speeds while you provide coaching on concentration, resilience, and achievement. You will facilitate outdoor sessions: one-hour life-skills modules covering public speaking, collaboration, leadership, and critical thinking, delivered through adventure-oriented, experiential methods designed to challenge and engage. Every session concludes with a Test2Pass mastery assessment — students must exhibit the designated skill in practical application before completion.
The remainder of your schedule centers on motivation sessions: brief, one-on-one coaching interactions informed by Coachbot analytics, where you engage with students and guide them toward their academic objectives. You will observe measurable, immediate transformation as students evolve from hesitant participants to self-assured performers. Your performance metrics are transparent: student satisfaction scores (90% benchmark) and weekly goal completion rates (100% benchmark).
High-performing coaches advance to senior positions: overseeing teams and influencing student motivation and development strategies schoolwide. Beyond that lies complete school leadership — responsible for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary scene, offering over 300 sunny days annually and year-round access to Hill Country outdoor recreation.
If you have consistently believed there is a more effective approach to engaging students, submit your application now.
Support K-12 students at Waypoint Academy in developing enthusiasm for school, accelerating their learning, and acquiring enduring life skills.
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.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
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.