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

  • On-site role in Dripping Springs (Austin area), TX
  • $100,000 annual salary, disbursed weekly. Full health, dental, and vision coverage from day one
  • Relocating? We provide support

Waypoint Academy is redefining education by swapping traditional lectures for adventure-driven life skills and AI-powered personalized academics. Instead of sitting through lessons, students build public speaking skills on hiking trails, develop leadership via team-based challenges, and progress academically at twice the typical pace with tailored software.

This role isn't about teaching—it's about coaching K-12 learners to unlock their potential through outdoor experiences and goal-oriented motivation sessions. You'll facilitate nature-based workshops that cultivate tangible skills like focus, communication, and collaboration, rather than delivering standard curriculum. High achievers who envision a fundamentally different approach to schooling excel in this environment. You'll witness immediate, measurable transformations as students shift from disengaged learners to self-assured performers.

Dripping Springs delivers Hill Country scenery just 30 minutes from Austin's thriving tech hub, live music venues, and culinary offerings. Enjoy over 300 sunny days annually, Barton Springs, and year-round outdoor recreation.

Guide their growth. Lead the adventure. Apply today.

What you will be doing

  • Facilitating 1-hour outdoor life-skills sessions (public speaking, focus, leadership, teamwork) via nature-based challenges and adventure-oriented activities
  • Conducting brief, results-focused motivation sessions where you guide students toward academic milestones using adaptive software
  • Bringing content alive through storytelling, personalization, and dynamic energy that sustains K-12 student engagement
  • Implementing safety protocols and field judgment (route planning, weather assessments, gear inspections, Leave No Trace fundamentals) according to Waypoint's outdoor guidelines
  • Evaluating skill mastery by having students demonstrate their ability to apply life skills in authentic scenarios
  • Maintaining high standards of excellence while serving as an approachable, motivating role model whom students truly respect

Candidate requirements

  • Bachelor's degree in any field
  • At least 3 years of experience working with K-12 students in educational, camp, coaching, or outdoor program settings
  • Demonstrated history of high achievement (academic, athletic, or professional)
  • Strong public speaking ability with capacity to energize and maintain attention from large student groups, both indoors and outdoors
  • Innate capability to connect with K-12 learners, their interests, and their world—not as a peer but as a positive role model who challenges them to improve
  • Legal authorization to work in the United States without requiring visa sponsorship
  • Commitment to working on-site at Waypoint Academy's campus in Dripping Springs, TX (near Austin)

Nice to have

  • First aid or wilderness safety certification

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.