Jobs · Education · Texas

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

Crossover · Lakeway, TX · 1 mo ago
Education$150k/yrFull-time

About the role

At Waypoint Academy, core academics run on self‑guided, AI‑powered adaptive apps that compress the school day into a focused morning. This frees you for the work that actually changes a kid’s trajectory. Your day may begin with a one‑on‑one coaching session with a Guide, reviewing student data to identify cohort slip‑points. Midday you’ll lead outdoor workshops that teach teamwork and resilience through real challenges. Afternoons shift to motivation sessions, sitting with individual students to discover what drives them and getting resistant kids moving toward their goals. You will coach your own cohort while developing other Guides, setting standards that ripple across the program.

Key Responsibilities

  • Coach the Guides who work alongside you: review performance data, observe them with students, and end every session with specific actions that close the gap.
  • Lead one‑hour outdoor life‑skill workshops where K‑12 students build leadership, resilience, teamwork, and communication through adventure‑based challenges.
  • Run motivation sessions using student analytics and Coachbot data to get every student moving toward their goals and owning their own progress.
  • Carry your own student cohort while developing other Guides, so you coach from current experience, not memory.
  • Track student satisfaction, goal completion, and Guide performance weekly to catch underperformance before it compounds.
  • Ensure every student in your cohort loves school, grows academically, and builds the character and life skills to thrive.

What You Won’t Be Doing

  • Running a camp where the program ends when the kids go home.
  • Lecturing or tutoring students on academic subjects; learning is self‑guided through adaptive apps.
  • Building curriculum or lesson plans from scratch; playbooks exist and the focus is fidelity and energy.
  • Coaching Guides on teaching technique; you coach motivation, accountability, and how they show up with kids.
  • Lowering the bar to keep the peace; you will address underperformance directly.
  • Keeping kids inside and in their seats; much of the learning happens outdoors through challenge.

Basic Requirements

  • Willing to work in person at Waypoint Academy in Dripping Springs, Texas.
  • Bachelor’s degree in education, psychology, business, outdoor education, recreation, youth development, or a related field.
  • At least 5 years in education, youth development, coaching, outdoor education, or learning and development (L&D).
  • Track record of leading a team of 5 or more adults, including hiring and performance‑based termination decisions.
  • Direct experience working with youth ages 5‑18 in an educational or developmental setting.
  • Built, launched, or significantly grew a program, team, school, or outdoor initiative from the ground up, with a specific and measurable example.
  • Proven use of data and metrics to set goals and drive decisions, not just report results.
  • Legally authorized to work in the United States.

Nice‑to‑Have Requirements

  • Master’s degree in a related field.
  • Coached athletics, led wilderness or experiential programs, directed camps, or ran youth programs at a scale that required running cohorts and measuring outcomes.
  • Left classroom teaching to build or run programs from a different seat: EdTech, tutoring, youth nonprofits, or school intervention teams.
  • Early‑career track record of high personal performance, academic, athletic, or professional, before moving into leadership.
  • Belief that the standard education model is broken and personal investment in rebuilding it.

Compensation

$150,000 USD per year as a W‑2 employee, paid weekly.

Benefits

  • Day‑one health benefits.
  • Relocation support available.
  • Immediate access to full benefits package (see Crossover W‑2 benefits).

Schedule

Full‑time, year‑long position.

Location

On‑site at Waypoint Academy, Dripping Springs, Texas.

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