Experiential Education Facilitator, Waypoint Academy - $100,000/year USD
Crossover, Austin, TX, United States
On-campus position in Dripping Springs (greater Austin), TX
$100,000 annual compensation, paid weekly. Health, dental, and vision coverage begins day one
Relocating? We provide relocation assistance
Waypoint Academy is redefining education by combining adventure-based life skills development with adaptive AI-driven academics. Students don't remain seated while you lecture—they develop public speaking ability on outdoor trails, cultivate leadership through collaborative challenges, and progress twice as fast using individualized learning technology.
This role isn't traditional instruction. You'll coach K-12 students to unlock their capabilities through experiential outdoor workshops and goal-focused motivational sessions. Your focus is facilitating nature-based experiences that build tangible competencies (concentration, communication, collaboration), not delivering standard lessons. High achievers who envision school as fundamentally different excel in this environment. You'll witness students evolve from disengaged learners into self-assured performers, with measurable and immediate results.
Dripping Springs combines Hill Country natural beauty with proximity to Austin's innovation ecosystem, live music venues, and culinary scene—just 30 minutes away. Over 300 sunny days annually, access to Barton Springs, and year-round outdoor recreation.
Guide the transformation. Lead the experience. Submit your application today.
What You Will Be Doing
Facilitating 1-hour experiential life-skills sessions (public speaking, concentration, leadership, collaboration) through outdoor challenges and adventure-based programming
Conducting focused, high-energy coaching sessions where you guide students toward academic targets using adaptive learning platforms
Animating curriculum through storytelling, customization, and dynamic delivery that sustains high engagement across K-12 age groups
Implementing safety procedures and sound outdoor decision‑making (route selection, weather monitoring, equipment checks, Leave No Trace principles) in accordance with Waypoint's operational standards
Evaluating competency acquisition where students demonstrate application of life skills in authentic scenarios
Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students genuinely respect
Basic Requirements
Bachelor's degree in any discipline
At least 3 years of experience working with K-12 students in educational, camp, coaching, or outdoor program settings
Demonstrated history of exceptional achievement (academic, athletic, or professional)
Strong public speaking skills with the ability to captivate and maintain attention with large student groups in indoor and outdoor environments
Innate capacity to connect with K-12 learners, understanding their interests and culture, serving as an inspiring role model who challenges them to develop—not as a peer
Authorization to work in the United States without requiring visa sponsorship
Commitment to working on-site at Waypoint Academy's Dripping Springs, TX campus (Austin vicinity)
Nice-to-have Requirements
First aid or wilderness safety certification
About Waypoint Academy Nature-based school that blends rigorous academics with real-world challenges.
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.
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$100,000 annual compensation, paid weekly. Health, dental, and vision coverage begins day one
Relocating? We provide relocation assistance
Waypoint Academy is redefining education by combining adventure-based life skills development with adaptive AI-driven academics. Students don't remain seated while you lecture—they develop public speaking ability on outdoor trails, cultivate leadership through collaborative challenges, and progress twice as fast using individualized learning technology.
This role isn't traditional instruction. You'll coach K-12 students to unlock their capabilities through experiential outdoor workshops and goal-focused motivational sessions. Your focus is facilitating nature-based experiences that build tangible competencies (concentration, communication, collaboration), not delivering standard lessons. High achievers who envision school as fundamentally different excel in this environment. You'll witness students evolve from disengaged learners into self-assured performers, with measurable and immediate results.
Dripping Springs combines Hill Country natural beauty with proximity to Austin's innovation ecosystem, live music venues, and culinary scene—just 30 minutes away. Over 300 sunny days annually, access to Barton Springs, and year-round outdoor recreation.
Guide the transformation. Lead the experience. Submit your application today.
What You Will Be Doing
Facilitating 1-hour experiential life-skills sessions (public speaking, concentration, leadership, collaboration) through outdoor challenges and adventure-based programming
Conducting focused, high-energy coaching sessions where you guide students toward academic targets using adaptive learning platforms
Animating curriculum through storytelling, customization, and dynamic delivery that sustains high engagement across K-12 age groups
Implementing safety procedures and sound outdoor decision‑making (route selection, weather monitoring, equipment checks, Leave No Trace principles) in accordance with Waypoint's operational standards
Evaluating competency acquisition where students demonstrate application of life skills in authentic scenarios
Maintaining rigorous standards of excellence while serving as an approachable, motivating role model students genuinely respect
Basic Requirements
Bachelor's degree in any discipline
At least 3 years of experience working with K-12 students in educational, camp, coaching, or outdoor program settings
Demonstrated history of exceptional achievement (academic, athletic, or professional)
Strong public speaking skills with the ability to captivate and maintain attention with large student groups in indoor and outdoor environments
Innate capacity to connect with K-12 learners, understanding their interests and culture, serving as an inspiring role model who challenges them to develop—not as a peer
Authorization to work in the United States without requiring visa sponsorship
Commitment to working on-site at Waypoint Academy's Dripping Springs, TX campus (Austin vicinity)
Nice-to-have Requirements
First aid or wilderness safety certification
About Waypoint Academy Nature-based school that blends rigorous academics with real-world challenges.
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.
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