K-12 Learning 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 role
  • $100,000 annually, paid each week; health, dental, and vision coverage from day one
  • Relocation assistance provided

The greatest support you can offer a struggling student is holding the standard high. If that resonates with you — and if you'd rather take a group into the field to demonstrate it than lecture about it in a classroom — read on.

This role is not traditional teaching. Students at Waypoint Academy don't sit in rows listening to lessons. They advance through adaptive learning software at their own speed while you coach them on focus, perseverance, and reaching their goals. You'll take them outdoors: one-hour life-skills sessions covering public speaking, teamwork, leadership, and problem-solving, delivered through adventure-based, experiential activities designed to be both challenging and engaging. Every session ends with a Test2Pass mastery check — students must demonstrate the target skill in context before completion.

The remainder of your time is spent on motivation sessions: brief, one-on-one coaching conversations informed by Coachbot analytics, where you engage with students and guide them toward their academic objectives. You'll see students shift from hesitant learners to capable achievers — visibly and quickly. Your performance is transparent: student satisfaction scores (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 is 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, offering 300+ days of sunshine and year-round Hill Country outdoor recreation.

If you've always known there's a more effective way to connect with students, apply today.

What you will be doing

  • Facilitating 1-hour outdoor life-skills sessions (public speaking, focus, leadership, teamwork) through nature-based, adventure-style programming using Waypoint's structured curriculum and playbook
  • Conducting motivation sessions with individual students, leveraging Coachbot analytics and student profile information to guide them toward weekly academic targets
  • Concluding every session with a Test2Pass mastery check: students must exhibit the targeted life skill in practical context before the workshop ends
  • Exercising outdoor safety judgment prior to each session: assessing routes and weather, checking gear, and following Leave No Trace principles according to Waypoint's field protocols
  • Energizing sessions through storytelling, creative adaptation, and the presence needed to maintain engagement with K-12 learners both indoors and outdoors

What you will NOT be doing

  • Teaching academic lessons or standing in front of a board. Students engage with course material through adaptive EdTech software; your job is to coach them past obstacles, not teach curriculum.
  • Supervising students on computers. You'll be actively leading outdoor sessions, conducting motivation conversations, and coaching students who are encountering difficulties.
  • Grading assignments, creating lesson plans from the ground up, or preparing students for standardized assessments.
  • Lowering expectations for a struggling student. Goals are meaningful, mastery is the benchmark, and your responsibility is to coach students to success — not adjust the standard.
  • Handling parent communications or administrative duties. Those tasks are the responsibility of the Campus Lead.

Key responsibilities

Support K-12 students at Waypoint Academy to love learning, accelerate their progress, and develop the life skills that endure.

Candidate requirements

  • Bachelor's degree in any discipline
  • Minimum of 3 years of direct experience working with K-12 students in educational, camp, coaching, or outdoor education environments
  • Demonstrated history of high personal achievement: competitive sports, academic distinction, or exceptional professional accomplishment
  • Strong public speaker capable of energizing and commanding attention from large student groups, both indoors and outdoors
  • Innate ability to relate to K-12 learners as a positive role model who challenges them to improve, not as a peer who allows them to settle
  • Legal authorization to work in the U.S. without need for 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 expedition leader, camp director, or wilderness program facilitator
  • First aid or wilderness safety credentials
  • Experience with adaptive learning platforms such as Khan Academy or IXL
  • Knowledge of youth development, experiential education, or outdoor youth programs

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Chris Hayes
Chris  |  L2 Guide
United States

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