Student Success 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
- $100,000 annually, paid weekly; health, dental, and vision coverage from day one
- Relocation assistance provided
The best way to support a struggling student is to maintain high expectations. If that principle resonates with you — and if you'd rather demonstrate it by leading a group on an outdoor challenge than by lecturing in a classroom — this role is worth your attention.
This role is not traditional teaching. Waypoint Academy students don't learn through passive lecture formats. They progress independently using adaptive learning software while you guide them on concentration, perseverance, and achieving their goals. You'll take them outdoors: facilitating one-hour workshops focused on life skills — public speaking, collaboration, leadership, and critical thinking — delivered through adventure-based, hands-on activities designed to be both challenging and engaging. Every session ends with a Test2Pass mastery assessment, where students apply the skill in a real scenario before completion.
The remainder of your schedule consists of motivation sessions: brief, one-on-one coaching conversations informed by Coachbot analytics, helping students stay on track toward their academic milestones. You'll witness measurable, immediate transformation as students shift from disengaged to empowered learners. Your performance is transparent: student satisfaction scores (90% benchmark) and weekly goal completion rates (100% benchmark).
High performers advance into senior coaching positions: leading teams and influencing how the school drives 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, music venues, and dining scene, offering over 300 days of sunshine and year-round access to Hill Country trails.
If you've always known there's a more effective way to connect with students, submit your application.
What you will be doing
- Facilitating 1-hour outdoor life-skills workshops (leadership, public speaking, teamwork, focus) using adventure-based, nature-centered activities guided by Waypoint's curriculum and implementation playbook
- Conducting individual motivation sessions with students, leveraging Coachbot analytics and profile insights to guide them toward weekly academic objectives
- Ending every workshop with a Test2Pass mastery assessment: students must demonstrate the life skill in a real-world context before the session concludes
- Exercising outdoor safety protocols before each session: assessing routes and weather, inspecting gear, and following Leave No Trace principles according to Waypoint's field standards
- Energizing sessions through narrative techniques, creative adaptation, and the enthusiasm needed to engage K-12 learners both indoors and outdoors
What you will NOT be doing
- Teaching academic content or presenting from a whiteboard. Students master course material via adaptive EdTech platforms; you coach them through challenges, not teach curriculum.
- Supervising students at computer stations. You'll be actively leading outdoor workshops, conducting motivation sessions, and supporting students who are struggling.
- Grading assignments, developing lesson plans from the ground up, or preparing students for standardized exams.
- Reducing expectations for struggling students. Mastery is the standard, goals remain firm, and your responsibility is to coach students to success — not adjust the target.
- Handling parent outreach or administrative duties. Those functions are managed by the Campus Lead.
Key responsibilities
Enable K-12 students at Waypoint Academy to develop a passion for learning, accelerate their academic progress, and cultivate enduring life skills.
Candidate requirements
- Bachelor's degree in any field
- Minimum 3 years of direct experience working with K-12 students in educational, camp, coaching, or outdoor instruction environments
- Documented history of exceptional personal achievement: elite athletics, academic distinction, or high-level professional accomplishment
- Strong public speaking ability with the capacity to captivate and sustain attention from large student groups, both indoors and outdoors
- Innate capacity to engage K-12 students as an inspiring role model who challenges growth, rather than as a peer who compromises standards
- Authorization to work in the United States without requiring visa sponsorship
- Available to work on-site at the Waypoint Academy campus located in Dripping Springs, TX (near Austin)
Nice to have
- Background as an athletic coach, outdoor expedition leader, camp director, or wilderness education instructor
- Wilderness safety or first aid certification
- Experience with adaptive learning systems such as Khan Academy or IXL
- Training or experience in youth development, experiential learning, or outdoor youth programs
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