Outdoor Education Teacher
$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 Teacher   $100,000 USD/year

Description

  • Dripping Springs, TX (near Austin): full-time, on-site position
  • Annual salary of $100,000, paid weekly; comprehensive health, dental, and vision coverage starting day one
  • Support for relocation provided

The best way to support a student in difficulty is to maintain high expectations. If this principle resonates with you — and if you prefer to demonstrate it through outdoor cohort experiences rather than classroom explanations — continue reading.

This role diverges from conventional teaching. At Waypoint Academy, students don't occupy desks listening to lectures. They advance through adaptive learning platforms independently while you guide them on concentration, resilience, and achieving objectives. You'll bring them outdoors: facilitated life-skills workshops lasting one hour, covering public speaking, collaboration, leadership, and critical thinking through adventure-oriented, experiential methods designed to challenge and engage. Every session concludes with a Test2Pass mastery assessment — students must demonstrate the 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 students and advance their academic objectives. You'll observe students evolving from hesitant participants to self-assured learners — visibly and quickly. Your performance metrics are transparent: student satisfaction scores (90% benchmark) and weekly goal completion (100% benchmark).

High achievers advance to senior coaching positions: overseeing a team and influencing the school's approach to student motivation and development. Beyond that lies complete school leadership — accountability for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary offerings, with over 300 sunny days annually and year-round Hill Country outdoor recreation.

If you've long recognized a more effective approach to connecting with students, submit your application now.

What you will be doing

  • Facilitating 1-hour outdoor life-skills workshops (focus, public speaking, teamwork, leadership) through adventure-based, nature-immersive activities following Waypoint's curriculum and operational playbook
  • Conducting individual motivation sessions with students, leveraging Coachbot analytics and student profile information to guide them toward weekly academic objectives
  • Concluding every workshop with a Test2Pass mastery assessment: students must demonstrate the specific life skill in authentic context before session closure
  • Exercising outdoor safety judgment prior to each session: evaluating routes and weather conditions, verifying equipment, and following Leave No Trace principles according to Waypoint's field protocols
  • Energizing sessions through storytelling, creative adaptation, and the presence required to maintain engagement across K-12 learners in indoor and outdoor environments

What you will NOT be doing

  • Presenting academic lectures or teaching at a board. Students acquire content knowledge via adaptive EdTech platforms; your function is coaching them past obstacles, not delivering instruction.
  • Supervising students at computer stations. You'll be actively leading outdoor workshops, conducting motivation sessions, and coaching students facing challenges.
  • Evaluating assignments, creating lesson plans independently, or preparing students for standardized assessments.
  • Reducing expectations for a struggling student. Goals remain authentic, mastery is the requirement, and your responsibility is coaching students to success — not adjusting standards.
  • Handling parent correspondence or administrative tasks. These duties fall to the Campus Lead.

Key responsibilities

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

Candidate requirements

  • Bachelor's degree in any discipline
  • Minimum 3 years of direct experience with K-12 students in educational, camp, coaching, or outdoor education contexts
  • Documented history of exceptional personal achievement: competitive sports, academic distinction, or elite professional accomplishment
  • Effective public speaker capable of engaging and sustaining attention from large student groups in indoor and outdoor settings
  • Innate capacity to relate to K-12 learners as an inspiring role model who challenges their growth, not as a peer who accepts minimal effort
  • 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

  • Experience in athletic coaching, outdoor expedition leadership, camp management, or wilderness instruction
  • Wilderness safety or first aid certification
  • Knowledge of adaptive learning systems such as IXL or Khan Academy
  • Experience in outdoor youth programming, experiential education, or youth development

Meet the hiring manager

Watch Video
Watch Video

Meet a successful candidate

Watch Interview
CeCe
CeCe  |  Lead Guide
United States

Has the harsh reality of teaching in a broken system worn you down? This compassionate Lead Guide is redefining what it means to support kid...

Meet CeCe

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.