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 

Dripping Springs (Austin), TX, US
In-person
Hours: 08:00 am to 05:00 pm, M-F
full-time (40 hrs/week)
Long-term role

Youth Leadership Coach   $100,000 USD/year

Description

  • Dripping Springs, TX (near Austin): full-time, on-site position
  • $100,000 annual salary, paid weekly; comprehensive health, dental, and vision coverage from day one
  • Relocation assistance provided

The most powerful way to support a struggling student is to hold the standard firm. If that principle resonates with you — and if you'd rather demonstrate it through outdoor challenges than classroom discussions — this role is worth your attention.

This is not traditional teaching. Waypoint Academy students don't absorb material through classroom lectures. Instead, they progress through adaptive learning software individually while you coach them on persistence, focus, and achieving their targets. You'll take them outside for one-hour life-skills workshops 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 check — students must demonstrate the target skill in context to complete the workshop.

The remainder of your time is dedicated to motivation sessions: brief, one-on-one coaching conversations informed by Coachbot analytics, where you connect with students and drive progress toward their academic objectives. You'll witness students shift from reluctant participants to self-assured achievers — visibly and quickly. Your performance metrics are transparent: student satisfaction ratings (90% target) and weekly goal completion (100% target).

High performers advance to senior coaching positions: leading a team and influencing how the school motivates and develops its students. Beyond that lies full school ownership — accountability for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary scene, with over 300 sunny days annually and year-round access to Hill Country outdoor recreation.

If you've always known there's a more effective way to reach young people, submit your application now.

What you will be doing

  • Facilitating 1-hour outdoor life-skills workshops (leadership, public speaking, teamwork, focus) through adventure-style, nature-based 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 targets
  • Ending every workshop with a Test2Pass mastery check: students must demonstrate the targeted life skill in authentic context before concluding the session
  • Exercising outdoor safety judgment prior to each session: assessing routes and weather, checking gear, and adhering to Leave No Trace fundamentals according to Waypoint's field guidelines
  • Energizing sessions through storytelling, creative adaptation, and the presence required to maintain engagement from a K-12 cohort 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; your responsibility is coaching them through obstacles, not delivering curriculum.
  • Supervising students passively at computers. You'll be actively leading outdoor workshops, facilitating motivation sessions, and coaching students who are encountering barriers.
  • Grading assignments, creating lesson plans from the ground up, or preparing students for standardized assessments.
  • Reducing expectations for struggling students. Goals remain real, mastery is the benchmark, and your role is to coach students across the finish line — not adjust it.
  • Handling parent communication or administrative school duties. These functions fall under the Campus Lead's purview.

Key responsibilities

Support K-12 students at Waypoint Academy in developing a love for school, accelerating their learning, and building enduring life skills.

Candidate requirements

  • Bachelor's degree in any field
  • Minimum 3 years of direct experience working with K-12 students in school, camp, coaching, or outdoor education environments
  • Documented history of high personal achievement: competitive athletics, academic distinction, or elite professional accomplishment
  • Strong public speaking ability with the capacity to energize and maintain attention from large student groups, both indoors and outdoors
  • Innate capacity to connect with K-12 learners as a positive role model who challenges them to develop, not as a peer who relaxes standards
  • Legal authorization to work in the U.S. without requiring visa sponsorship
  • Available to work on-site at the Waypoint Academy campus in Dripping Springs, TX (near Austin)

Nice to have

  • Background as an athletic coach, outdoor trip leader, camp director, or wilderness program instructor
  • First aid or wilderness safety certification
  • Experience with adaptive learning platforms such as Khan Academy or IXL
  • History in youth development, experiential education, or outdoor youth programming

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Chris Hayes
Chris  |  L2 Guide
United States

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