Student Success 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
Description
- On-campus role in Dripping Springs (Austin area), TX
- $100,000 annual salary paid weekly, plus immediate health, dental, and vision coverage
- Relocation assistance provided if you're moving to join us
Waypoint Academy is redefining K-12 education by replacing traditional classroom lectures with adventure-driven life-skills training and AI-powered personalized academics. Students don't spend their days passively listening—they develop public speaking confidence on outdoor trails, cultivate leadership through collaborative challenges, and accelerate learning at 2× speed using adaptive technology.
This role is about coaching, not conventional teaching. You'll guide K-12 students to unlock their capabilities through experiential outdoor workshops and targeted motivational sessions. Your focus will be facilitating nature-based activities that build tangible skills—focus, communication, teamwork—rather than delivering standard curriculum. High achievers who envision a fundamentally different model of schooling excel in this environment. You'll witness students evolve from hesitant participants into self-assured high performers, with progress that's both measurable and immediate.
Dripping Springs brings Hill Country charm just 30 minutes from Austin's thriving tech ecosystem, renowned live music venues, and culinary scene. Enjoy over 300 sunny days annually, Barton Springs access, and year-round outdoor recreation.
Guide their growth. Facilitate the adventure. Submit your application today.
What you will be doing
- Facilitating 1-hour outdoor life-skills sessions (public speaking, focus, leadership, teamwork) using nature-based challenges and adventure-style programming
- Delivering focused, high-energy motivational coaching that helps students achieve academic targets through adaptive learning software
- Transforming curriculum into engaging experiences through storytelling, tailored approaches, and dynamic energy that captivates K-12 learners
- Executing safety procedures and field judgment (route selection, weather monitoring, equipment checks, Leave No Trace principles) according to Waypoint's operational standards
- Evaluating skill acquisition by ensuring students can demonstrate life skills in authentic, real-world situations
- Maintaining high performance expectations while serving as an approachable, motivating mentor students respect and admire
Candidate requirements
- Bachelor's degree in any discipline
- At least 3 years of hands-on experience with K-12 students in educational, camp, coaching, or outdoor program settings
- Demonstrated history of high performance (in academic, athletic, or professional contexts)
- Strong public speaking skills with the ability to captivate and maintain engagement among large student groups, both indoors and outdoors
- Authentic rapport-building skills with K-12 learners—connecting with their interests and culture as a respected mentor who challenges them to excel, not a peer
- Authorization to work in the United States without requiring visa sponsorship
- Commitment to working onsite at Waypoint Academy's Dripping Springs, TX campus (Austin region)
Nice to have
- First aid or wilderness safety certification
Meet the hiring manager
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.
Cognitive 
aptitude test.
Prove real-world 
job skills.
Interview with the hiring manager.
Accept job offer.
Pass
proctored test.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
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
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
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.
Join the world's largest community of 
AI-first remote workers.