Experiential Education Facilitator
$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

Experiential Education Facilitator   $100,000 USD/year

Description

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

The most meaningful way to support a struggling student is to hold the bar high. If this principle resonates with you — and if you'd prefer to demonstrate it in the field with a cohort rather than lecture about it in a classroom — read on.

This role is not conventional teaching. Students at Waypoint Academy do not sit in rows listening to instruction. They progress through adaptive learning technology at their own rate while you guide them on focus, resilience, and achieving targets. You will bring them outdoors: leading one-hour life-skills workshops focused on public speaking, collaboration, leadership, and critical thinking, delivered through adventure-driven, experiential methods designed to be both challenging and engaging. Each workshop concludes with a Test2Pass mastery assessment — students must demonstrate the skill in a real-world scenario before completion.

The remainder of your time is spent conducting motivation sessions: brief, one-on-one coaching exchanges informed by Coachbot analytics, where you engage students and propel them toward their academic objectives. You will observe students evolve from hesitant participants into assured performers — in measurable, visible ways. Your performance is tracked publicly: student satisfaction scores (90% benchmark) and weekly goal completion (100% benchmark).

High performers advance to senior coaching positions: overseeing a team and influencing how the school fosters motivation and student development. Beyond that lies full school leadership — accountability for outcomes, culture, and operations. Dripping Springs sits 30 minutes from Austin's technology sector, live music venues, and culinary scene, offering 300+ sunny days and year-round access to Hill Country outdoor recreation.

If you have long believed there is a more effective way to engage young people, apply today.

What you will be doing

  • Facilitating 1-hour outdoor life-skills workshops (public speaking, focus, leadership, collaboration) through nature-based, adventure-oriented activities guided by Waypoint's curriculum and operational playbook
  • Conducting motivation sessions with individual students, leveraging Coachbot analytics and learner profile insights to guide them toward weekly academic targets
  • Concluding each workshop with a Test2Pass mastery evaluation: students exhibit the targeted life skill in practical context before the session is complete
  • Exercising outdoor safety protocols before every session: evaluating routes and weather conditions, inspecting gear, and following Leave No Trace principles per Waypoint's field standards
  • Energizing sessions through narrative, creative adaptation, and the presence required to capture and maintain attention from a K-12 cohort in both indoor and outdoor environments

What you will NOT be doing

  • Teaching academic content or presenting at a whiteboard. Students engage with course material via adaptive EdTech platforms; your function is to coach them past obstacles, not to teach curriculum.
  • Supervising students at computer screens. You will be actively leading outdoor workshops, facilitating motivation sessions, and coaching learners who encounter difficulties.
  • Assessing assignments, drafting lesson plans from the ground up, or preparing students for standardized examinations.
  • Reducing expectations for a student facing challenges. Targets remain firm, mastery is the benchmark, and your role is to coach students to success — not adjust the standard.
  • Handling parent correspondence or school operations. These duties are assigned to the Campus Lead.

Key responsibilities

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

Candidate requirements

  • Bachelor's degree in any discipline
  • Minimum of 3 years working directly with K-12 students in educational, camp, coaching, or outdoor instruction environments
  • Demonstrated history of high personal accomplishment: competitive sports, academic distinction, or elite professional results
  • Strong public speaking ability with the capacity to engage and sustain attention from large student groups, both indoors and outdoors
  • Innate capacity to relate to K-12 learners as a constructive role model who challenges them to develop, not as a peer who permits disengagement
  • Legal authorization to work in the United States without visa sponsorship
  • Availability to work on-site at the Waypoint Academy campus in Dripping Springs, TX (near Austin)

Nice to have

  • Experience as an athletic coach, outdoor expedition leader, camp administrator, or wilderness education instructor
  • First aid or wilderness safety credentials
  • Knowledge of adaptive learning systems such as Khan Academy or IXL
  • Background in youth development, experiential learning, or outdoor youth programs

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.