Outdoor Education 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

Outdoor Education Coach   $100,000 USD/year

Description

  • Dripping Springs, TX (near Austin): full-time, on-site position
  • $100,000 annually, paid each week; health, dental, and vision coverage begins day one
  • Support for relocation is available

The most meaningful support you can offer a student facing challenges is maintaining high expectations. If that principle resonates with you — and if you'd prefer to demonstrate it by guiding a group through outdoor experiences rather than delivering classroom lectures — this role warrants your attention.

This position differs from traditional teaching. Students at Waypoint Academy do not attend conventional lectures in classroom settings. They progress through adaptive learning technology at individualized speeds while you provide coaching on concentration, resilience, and achievement. You will facilitate outdoor sessions: one-hour life-skills modules covering public speaking, collaboration, leadership, and critical thinking, delivered through adventure-oriented, experiential methods designed to challenge and engage. Every session concludes with a Test2Pass mastery assessment — students must exhibit the designated skill in practical application before completion.

The remainder of your schedule centers on motivation sessions: brief, one-on-one coaching interactions informed by Coachbot analytics, where you engage with students and guide them toward their academic objectives. You will observe measurable, immediate transformation as students evolve from hesitant participants to self-assured performers. Your performance metrics are transparent: student satisfaction scores (90% benchmark) and weekly goal completion rates (100% benchmark).

High-performing coaches advance to senior positions: overseeing teams and influencing student motivation and development strategies schoolwide. Beyond that lies complete school leadership — responsible for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary scene, offering over 300 sunny days annually and year-round access to Hill Country outdoor recreation.

If you have consistently believed there is a more effective approach to engaging students, submit your application now.

What you will be doing

  • Facilitating 1-hour outdoor life-skills modules (public speaking, concentration, leadership, collaboration) through nature-based, adventure-oriented activities following Waypoint's curriculum and instructional framework
  • Conducting motivation sessions with individual students, leveraging Coachbot analytics and student profile information to guide them toward weekly academic objectives
  • Concluding each module with a Test2Pass mastery assessment: students must exhibit the targeted life skill in authentic context before session completion
  • Exercising outdoor safety judgment prior to every session: evaluating routes and weather conditions, conducting gear inspections, and adhering to Leave No Trace principles according to Waypoint's field protocols
  • Enlivening sessions through narrative techniques, creative adaptation, and the enthusiasm required to maintain engagement from a cohort of K-12 students both indoors and outdoors

What you will NOT be doing

  • Conducting academic lectures or teaching at a whiteboard. Students engage with course material through adaptive EdTech platforms; your function is to coach them through obstacles, not deliver instructional content.
  • Supervising students at computer screens. You will be actively leading outdoor modules, conducting motivation sessions, and coaching students experiencing difficulties.
  • Evaluating assignments, creating lesson plans from the ground up, or preparing students for standardized assessments.
  • Reducing expectations for a student facing challenges. Objectives are substantive, mastery is the benchmark, and your responsibility is to coach students to achievement — not adjust the standard.
  • Handling parent correspondence or administrative duties. Those functions fall under the Campus Lead's purview.

Key responsibilities

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

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 contexts
  • Demonstrated history of exceptional personal achievement: competitive sports participation, academic distinction, or elite-level professional accomplishment
  • Effective public speaker capable of energizing and maintaining attention from large student groups, both indoors and outdoors
  • Innate capacity to relate to K-12 students as an inspiring role model who challenges their growth, rather than as a peer who compromises expectations
  • Legal authorization to work in the United States without requiring visa sponsorship
  • Ability to work in-person at the Waypoint Academy campus located in Dripping Springs, TX (near Austin)

Nice to have

  • Experience serving as an athletic coach, outdoor expedition leader, camp director, or wilderness program facilitator
  • First aid or wilderness safety credentials
  • Knowledge of adaptive learning systems such as Khan Academy or IXL
  • Experience in youth development, experiential education, or outdoor youth programming

Meet the hiring manager

Watch Video
Watch Video

Meet a successful candidate

Watch Interview
Chris Hayes
Chris  |  L2 Guide
United States

Ever wondered if work is enhancing your life, or erasing it? After years of late nights as a fitness coach left him exhausted and disconnect...

Meet Chris

Applying for a role? Here’s what to expect.

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.

Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

The Olympics of work

It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.

Premium pay for premium talent

Premium pay for premium talent

Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.

Shortlist by skills, not bias

Shortlist by skills, not bias

We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of  AI first Remote WorkersAI-first remote workers.