Student Success Coach, Waypoint Academy - $100,000/year USD

Crossover•Dallas, TX

fulltime

Consulting, Education, and Customer Service

3+ years

About the role

On-campus role based in Dripping Springs (Austin area), TX
$100,000 annual compensation, distributed weekly. Full health, dental, and vision coverage from day one
Relocating? We provide relocation assistance

Waypoint Academy is reimagining education by replacing traditional classroom lectures with adventure-driven life skills development and AI-powered adaptive academics. Instead of sitting through passive instruction, students develop public speaking abilities on outdoor trails, cultivate leadership through collaborative challenges, and progress academically at twice the standard pace using personalized learning technology.

This role is about coaching, not conventional teaching. You'll guide K-12 students toward self-discovery through outdoor experiential workshops and motivational goal-setting sessions. Your focus is leading nature-immersive activities that develop tangible skills—focus, communication, teamwork—rather than delivering static curriculum. High-performing individuals who envision a fundamentally transformed educational model succeed here. You'll witness measurable, immediate transformation as students evolve from disengaged learners into self-assured achievers.

Dripping Springs delivers Hill Country natural beauty just 30 minutes from Austin's technology hub, renowned live music venues, and celebrated culinary scene. Over 300 sunny days annually, proximity to Barton Springs, and year-round outdoor recreation.

Coach the transformation. Lead the experience. Apply today.

What You Will Be Doing

Facilitating 1-hour outdoor life-skills workshops (public speaking, focus, leadership, teamwork) using nature-based challenges and adventure-style experiences
Conducting brief, high-impact motivational coaching sessions where students pursue academic targets with adaptive learning software
Animating curriculum through storytelling, tailored approaches, and dynamic energy that sustains K-12 student engagement
Implementing safety protocols and outdoor decision-making (route selection, weather monitoring, equipment inspection, Leave No Trace principles) according to Waypoint's field standards
Evaluating skill proficiency by having students demonstrate real-world application of life skills
Maintaining rigorous excellence standards while serving as an approachable, motivating role model students genuinely respect

Basic Requirements Student Success Coach key responsibilities

Bachelor's degree in any subject
Minimum 3 years of experience working with K-12 students in school, camp, coaching, or outdoor programs
Proven track record of high achievement (academically, athletically, or professionally)
Compelling public speaker who can energize and hold attention for large groups of students, indoors and outdoors
Natural ability to relate to K-12 learners, their interests, and culture, not as a "buddy" but as a positive role model who pushes them to grow
Legal right to work in the United States without visa sponsorship
Willingness to work in-person at Waypoint Academy's campus in Dripping Springs, TX (near Austin)

Nice-to-have Requirements

First aid or wilderness safety training

About Waypoint Academy Nature-based school that blends rigorous academics with real-world challenges.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $50 USD/hour, which equates to $100,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help\-and\-faqs for more details on this topic.

Crossover Job Code: LJ-5666-US-Dallas-StudentSuccess

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