Head of Outdoor Education & Student Growth

Crossover; Round Rock (TX); On-site; USD 135,000 - 165,000; Full time

Benefits offered by this job

Day-one health benefits

Weekly pay

Relocation support available

Job summary

Waypoint Academy seeks an Outdoor Education Director to lead an ambitious, data-driven outdoor education program at Dripping Springs, Texas. This full-time W2 role involves coaching Guides, running life-skill workshops for K-12, and using analytics to track progress and outcomes, with autonomy to shape the program and mentor staff from day one.

You will supervise a cohort, develop others, ensure student growth, and maintain safety and engagement outdoors.

Qualifications

• Bachelor's degree in education, psychology, business, outdoor education, recreation, youth development, or 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+ 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 with a measurable example.
• Legally authorized to work in the United States.

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.

Skills

Leadership

Data-driven decision making

People management

Coaching

Education

Bachelor's degree in education, psychology, business, outdoor education, recreation, youth development, or a related field

Master's degree in a related field

Job description

Waypoint Academy seeks an Outdoor Education Director to lead an ambitious, data-driven outdoor education program at Dripping Springs, Texas. This full-time W2 role involves coaching Guides, running life-skill workshops for K-12, and using analytics to track progress and outcomes, with autonomy to shape the program and mentor staff from day one.

You will supervise a cohort, develop others, ensure student growth, and maintain safety and engagement outdoors.