Camp Director, Waypoint Academy - $150,000​/year USD

On-site role based at Waypoint Academy, Dripping Springs, Texas

Annual salary of $150,000 as a W2 employee with weekly pay. Health benefits begin day one.

Relocation assistance provided

The greatest gift you can give a young person is a difficult task and the refusal to do it for them. If that statement unsettles you, this isn't your role. If it resonates, read on.

Waypoint Academy structures core academics around self-paced, AI-driven adaptive platforms that condense classroom instruction into a concentrated morning block. No traditional lectures. This design liberates your time for the interventions that genuinely shift student outcomes. Your day may begin with a one-on-one debrief alongside a Guide, analyzing performance data to pinpoint where a group is losing ground. By midday you're outside, facilitating a hands-on workshop that builds teamwork and grit through tangible challenges.

Afternoons turn to motivational coaching: working individually with students, uncovering what moves them, and pulling a reluctant learner back into action toward meaningful goals. You maintain your own student cohort throughout, ensuring the skills you develop in others stay grounded in current practice.

You've likely been the misfit in traditional education settings: excessively analytical, overly outcome-focused, too ready to take students into the field and let them wrestle with difficulty. This may be the first environment where you belong. You begin coaching fellow Guides immediately, and as your results accumulate, the benchmark you establish spreads through the entire cohort and your authority within the program deepens.

You witness the impact directly: a doubtful student who begins taking ownership of their trajectory, a Guide who sharpens their approach because you gave them honest feedback, a young person who emerges from an outdoor experience more competent than when they entered.

Maintain the standard. Get them outside. Submit your application.

• Develop the Guides on your team: analyze their performance metrics, observe their student interactions, and conclude each coaching conversation with clear, actionable steps that address performance gaps.
• Facilitate one-hour outdoor life-skill sessions where students in grades K-12 develop leadership, grit, collaboration, and communication through adventure-based activities.
• Conduct motivational coaching sessions informed by student analytics and Coachbot insights to ensure every learner progresses toward goals and takes responsibility for their own development.
• Maintain your own student cohort alongside coaching other Guides, ensuring your leadership stems from active practice rather than past experience.
• Monitor student engagement, goal attainment, and Guide effectiveness on a weekly basis to identify and address declining performance early.

• Delivering lectures or providing academic tutoring. Students advance through self-directed adaptive software, frequently with minimal adult supervision.
• Creating original curriculum or designing lesson plans. Established frameworks are in place; your focus is on consistent execution and intensity, not innovation.
• Training Guides in instructional methods. Since Guides don't teach traditionally, your coaching centers on motivation, accountability, and presence with students.
• Compromising standards to avoid conflict. You will not advance a student prematurely or overlook a Guide's subpar performance.
• Confining students indoors or to desks. A significant portion of learning occurs outside through experiential challenge.

Ensure every student within your cohort develops a love for school, achieves academic growth, and cultivates the character and practical skills necessary for long-term success.

• Available to work on-site at Waypoint Academy in Dripping Springs, Texas
• Bachelor's degree in education, psychology, business, outdoor education, recreation, youth development, or related discipline
• Minimum of 5 years in education, youth development, coaching, outdoor education, or learning and development (L&D)
• Demonstrated history of managing a team of 5 or more adults, including responsibility for hiring and performance-related terminations
• Hands-on experience working with youth aged 5-18 in educational or developmental contexts
• Created, launched, or substantially expanded a program, team, school, or outdoor initiative from inception, with a concrete and quantifiable example
• Established record of leveraging data and metrics to establish objectives and inform decisions, beyond simply reporting outcomes
• Authorized to work legally in the United States

• Master's degree in a relevant discipline
• Experience coaching athletics, leading wilderness or experiential education programs, directing camps, or managing youth programs at a scale requiring cohort management and outcome measurement
• Transitioned from classroom teaching into program development or…