Youth Development Director: Outdoor Leadership & Impact

Crossover; Lakeway (TX); On-site; USD 128,000 - 173,000; Full time

Benefits offered by this job

Health benefits

Relocation support

Weekly pay

Job summary

Waypoint Academy in Dripping Springs, Texas is hiring a Youth Development Director to coach guides, lead outdoor life-skills workshops, and drive student outcomes.

This full-time, in-person role offers $150,000 USD per year, with weekly pay and day-one health benefits; relocation support is available. You’ll work hands-on with data-driven coaching, supervise a team, and advance an ambitious outdoor-emphasis program for K-12 students.

Hold the standard. Take them outside.

Qualifications

• 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+ 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.

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-skills 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

Team management

Coaching

Data‑driven decisions

Outdoor education

Education

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

Job description

Waypoint Academy in Dripping Springs, Texas is hiring a Youth Development Director to coach guides, lead outdoor life-skills workshops, and drive student outcomes.

This full-time, in-person role offers $150,000 USD per year, with weekly pay and day-one health benefits; relocation support is available. You’ll work hands-on with data-driven coaching, supervise a team, and advance an ambitious outdoor-emphasis program for K-12 students.

Hold the standard. Take them outside.