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

On‑site role at Waypoint Academy, Dripping Springs, Texas. $150,000 annual salary as 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 troubles you, this isn't your role. If it resonates, read on. Waypoint Academy runs its core academics through self‑paced, AI‑driven adaptive software that condenses the school day into a concentrated morning block. No classroom lectures. This structure frees your time for the work that truly shifts a student's path. Your mornings may begin with a one‑on‑one session alongside a Guide, analyzing student metrics to identify where a group is struggling. By midday, you're outside facilitating a workshop that builds teamwork and grit through authentic challenges. Afternoons turn to motivational work: meeting individually with students, uncovering what motivates them, and helping a disengaged kid find direction. You manage your own cohort throughout, keeping your coaching grounded in real‑time practice. You've likely been the misfit in traditional education: too metric‑oriented, too outcome‑focused, too comfortable taking students outside to face difficulty. This may be the first environment where you belong. You begin coaching other Guides immediately, and as you produce outcomes, the benchmark you establish spreads across the entire cohort and your authority within the program expands. You witness the impact directly: a doubtful student who begins taking ownership of their growth, a Guide who sharpens because you gave honest feedback, a young person who emerges from the field more competent than when they entered. Maintain the standard. Get them outdoors. Apply today. What You Will Be Doing Develop the Guides working with you: analyze performance metrics, observe their interactions with students, and conclude each session with concrete actions that address performance gaps. Facilitate one‑hour outdoor workshops focused on life skills, where students in grades K‑12 develop leadership, grit, collaboration, and communication through challenge‑based activities. Conduct motivational sessions leveraging student analytics and Coachbot insights to ensure every student advances toward their objectives and takes ownership of their development. Maintain your own student cohort while mentoring other Guides, ensuring your coaching stems from active experience rather than outdated recollection. Monitor student satisfaction, objective completion, and Guide effectiveness on a weekly basis to identify underperformance early. What You Won’t Be Doing Delivering lectures or providing academic tutoring. Students progress through self‑directed adaptive platforms, frequently without direct adult supervision. Creating curriculum or lesson plans from the ground up. The frameworks are established; your focus is execution fidelity and enthusiasm, not innovation. Training Guides on instructional methods. Since Guides don't lecture, you'll coach on motivation, accountability, and presence with students. Compromising standards to avoid conflict. You will not advance a student prematurely or overlook a Guide's poor performance. Confining students to indoor, seated learning. A significant portion of education here occurs outside through experiential challenge. Camp Director Key Responsibilities Ensure every student in your cohort develops a love for school, achieves academic growth, and cultivates the character and life skills necessary to succeed. Basic Requirements 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 5 years of experience 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 experience with hiring and performance‑based terminations Hands‑on experience working with youth aged 5‑18 in educational or developmental contexts Experience building, launching, or substantially scaling a program, team, school, or outdoor initiative from inception, supported by a concrete and measurable example Documented use of data and metrics to establish goals and inform decisions, beyond simply reporting outcomes Legal authorization to work in the United States Nice‑to‑have Requirements 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 to building or managing programs in a different capacity: EdTech, tutoring, youth‑focused nonprofits, or school intervention teams Strong early‑career record of individual performance—academic, athletic, or professional—prior to entering leadership roles Conviction that the conventional education system is fundamentally flawed and personal commitment to redesigning it 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 $75 USD/hour, which equates to $150,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult for more details on this topic. Crossover Job Code: LJ-5818-US-CedarPar-CampDirector #J-18808-Ljbffr Crossover