The most powerful support you can offer a struggling student is maintaining high expectations. If that principle resonates with you — and if you'd prefer to demonstrate it with a student group outdoors rather than discuss it in a classroom — read on.
This role differs from traditional teaching. Waypoint Academy students don't attend conventional lectures in seated rows. They progress through adaptive learning software independently while you provide coaching on concentration, perseverance, and achievement. You'll guide them through outdoor experiences: one-hour life-skills sessions covering public speaking, collaboration, leadership, and critical thinking, delivered through adventure-based, experiential methods designed to challenge and engage. Every session concludes with a Test2Pass mastery assessment — students must exhibit the specific skill in practical application before completion.
Your remaining time centers on motivation sessions: brief, personalized coaching dialogues informed by Coachbot analytics, where you engage students and advance their academic objectives. You'll observe students evolve from hesitant participants to self-assured performers — visibly and quickly. Your performance metrics are transparent: student satisfaction scores (90% benchmark) and weekly goal completion rates (100% benchmark).
High achievers advance to senior coaching positions: leading teams and influencing the school's approach to student motivation and development. Beyond that lies complete school leadership — accountability for outcomes, organizational culture, everything. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary landscape, offering 300+ days of sunshine and year-round Hill Country outdoor opportunities.
If you've always known a more effective approach exists for reaching young people, submit your application now.
Support K-12 students at Waypoint Academy to develop enthusiasm for learning, accelerate their progress, and acquire 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 hard to qualify – on purpose. High standards mean every educator, leader and EdTech builder is at the top of their game.
Top performers earn what they’re worth. Six-figure education roles aren’t fantasy here – they’re the baseline for excellence.
Skills carry more weight that resumes here. Demonstrate learning mastery, AI fluency and passion for what’s next. That’s what counts.