Jobs · Education · Texas

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

Crossover · Dripping Springs, TX · 2 days ago
Education$150k/yrFull-time

The Role

The best way to support a child is to place something difficult in their hands and refuse to carry it for them. If that statement unsettles you, this role is not for you. If it resonates, read on.

About the role

Located on-site at Waypoint Academy in Dripping Springs, Texas
$150,000 annual salary as W2 employee with weekly pay.
Health benefits begin day one.
Relocation assistance provided

What You Will Be Doing

  • Provide coaching to 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 K-12 students develop leadership, resilience, teamwork, and communication through adventure-based activities.
  • Conduct motivation sessions informed by student analytics and Coachbot data to ensure every student progresses toward their objectives and takes ownership of their development.
  • Maintain your own student cohort while coaching other Guides, ensuring you lead from active experience rather than past recollection.
  • Monitor student satisfaction, goal attainment, and Guide effectiveness on a weekly basis to identify underperformance early.

What You Won’t Be Doing

  • Delivering lectures or providing academic tutoring.
  • Creating curriculum or lesson plans from the ground up.
  • Training Guides on instructional methods.
  • Compromising standards to maintain harmony.
  • Confining students indoors and in chairs.

Basic Requirements

  • Must be 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 related discipline
  • Minimum of 5 years of experience in education, youth development, coaching, outdoor education, or learning and development (L&D)
  • Demonstrated history of leading a team of 5 or more adults, including making hiring and performance-based termination decisions
  • Hands-on experience working with youth ages 5-18 in an educational or developmental context
  • Experience building, launching, or substantially expanding a program, team, school, or outdoor initiative from inception, with a concrete and measurable example
  • Documented use of data and metrics to establish goals and inform decisions, beyond simple reporting

Nice-to-have Requirements

  • Master's degree in a relevant field
  • Background coaching athletics, leading wilderness or experiential programs, directing camps, or managing youth programs at scale with cohort management and outcome measurement
  • Transitioned from classroom teaching to program development or operations in EdTech, tutoring, youth nonprofits, or school intervention teams
  • Early-career history of exceptional individual performance—academic, athletic, or professional—prior to entering leadership
  • Conviction that the conventional education model is failing and personal commitment to transforming it

About Waypoint Academy

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

Legal Authorization

Must have legal authorization to work in the United States

Job Details

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.

Contact Information

For more details on this topic, consult www.crossover.com/help-and-faqs.

Crossover Job Code

LJ-5818-US-Dripping-CampDirector.002

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