Adventure Learning Instructor
$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 (close to Austin): full-time, on-site position
  • $100,000 annually, weekly pay; full health, dental, and vision coverage from day one
  • Relocation assistance provided

The best way to support a struggling student is to hold the standard high. If you agree — and if you'd prefer to lead a group into the field to demonstrate it rather than lecture about it in a classroom — this role is worth your attention.

This role isn't traditional teaching. Students at Waypoint Academy don't sit passively through lectures. They advance through adaptive learning technology at their own speed while you guide them on concentration, resilience, and reaching milestones. You'll take them outdoors for one-hour life-skills sessions on leadership, public speaking, collaboration, and critical thinking, delivered through adventure-based, experiential methods designed to challenge and engage. Every session concludes with a Test2Pass mastery assessment — students must show competency in the skill before completion.

The remainder of your schedule centers on motivation sessions: brief, one-on-one coaching exchanges informed by Coachbot analytics, where you engage students and propel them toward academic targets. You'll see learners shift from disengaged to self-assured — visibly and quickly. Your performance is transparent: student satisfaction scores (90% benchmark) and weekly goal completion (100% benchmark).

High achievers advance into senior coaching positions: overseeing a team and influencing how the school cultivates and inspires students. Beyond that lies full school leadership — accountability for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, music venues, and culinary landscape, offering 300+ days of sunshine and year-round Hill Country recreation.

If you've long believed there's a more effective approach to reaching students, submit your application today.

What you will be doing

  • Facilitating 1-hour outdoor life-skills sessions (leadership, public speaking, teamwork, focus) via nature-based, adventure-oriented activities following Waypoint's curriculum and instructional guides
  • Conducting motivation sessions with students individually, leveraging Coachbot analytics and learner profile information to guide them toward weekly academic milestones
  • Completing each session with a Test2Pass mastery assessment: students exhibit the targeted life skill in authentic context before concluding
  • Exercising outdoor safety protocols prior to every session: evaluating routes and weather conditions, inspecting equipment, and adhering to Leave No Trace principles per Waypoint's field standards
  • Energizing sessions through narrative techniques, creative adaptation, and the presence needed to engage a cohort of K-12 students both inside and outside

What you will NOT be doing

  • Teaching academic lessons or lecturing from the front of a classroom. Students complete coursework via adaptive EdTech platforms; you coach them through obstacles, not teach content.
  • Supervising students at computers. You'll be actively leading outdoor sessions, conducting motivation meetings, and supporting learners who are challenged.
  • Evaluating assignments, creating lesson plans independently, or preparing students for standardized assessments.
  • Reducing expectations for a struggling learner. Standards remain firm, mastery is non-negotiable, and your responsibility is to coach students to success — not adjust the finish line.
  • Handling parent outreach or administrative tasks. Those duties fall to the Campus Lead.

Key responsibilities

Support K-12 students at Waypoint Academy in developing a passion for learning, accelerating academic progress, and acquiring enduring life skills.

Candidate requirements

  • Bachelor's degree in any field
  • Minimum of 3 years working directly with K-12 students in educational, camp, coaching, or outdoor instruction environments
  • Documented history of exceptional personal accomplishment: competitive sports, academic distinction, or high-level professional success
  • Engaging public speaker capable of commanding attention from large student groups in both indoor and outdoor settings
  • Innate capacity to relate to K-12 learners as an inspiring mentor who challenges growth, not as a peer who permits complacency
  • Authorization to work in the United States without requiring visa sponsorship
  • Available to work on-site at Waypoint Academy's campus in Dripping Springs, TX (near Austin)

Nice to have

  • Background as an athletic coach, outdoor expedition leader, camp administrator, or wilderness education instructor
  • Wilderness safety or first aid credentials
  • Experience with adaptive learning systems such as IXL or Khan Academy
  • Training in experiential education, youth development, or outdoor youth initiatives

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Chris Hayes
Chris  |  L2 Guide
United States

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