Instructional Coach $150,000 USD/year Pay is set based on global value, not the local market.
Most roles = hourly rate x 40 hrs x 50 weeks
Description
- On-site position 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 makes you uncomfortable, this role isn't for you. If it resonates, read on.
Waypoint Academy delivers core academics through self-directed, AI-driven adaptive platforms that condense the traditional school day into a concentrated morning session. No traditional instruction. This structure creates space for the work that genuinely transforms student outcomes. Your morning may begin with a one-on-one coaching conversation with a Guide, analyzing student performance data to identify where a group is struggling. By midday, you're outside facilitating a workshop that builds teamwork and grit through authentic challenges. Afternoons are dedicated to motivational work: meeting individually with students to understand what inspires them and helping disengaged learners commit to their objectives. You maintain your own student cohort throughout, ensuring the skills you develop in others stay grounded in current practice.
You've likely been the misfit in traditional education: overly analytical, too focused on outcomes, too comfortable taking students outdoors and allowing them to face difficulty. This could be the first environment that values what you bring. You begin coaching fellow Guides immediately, and as you produce results, the benchmark you establish influences the entire cohort and expands your program authority. The impact is visible and immediate: a doubtful student who begins taking ownership of their learning, a Guide who improves because you gave honest feedback, a young person who returns from an outdoor challenge more competent than when they left.
Maintain the standard. Get them outside. Apply today.
What you will be doing
- Coach the Guides on your team: analyze performance metrics, observe their student interactions, 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, resilience, collaboration, and communication through experiential challenges.
- Conduct motivation sessions leveraging student analytics and Coachbot information to activate every student toward their objectives and personal accountability.
- Maintain your own student cohort while training other Guides, ensuring your coaching emerges from active practice rather than past experience.
- Monitor student satisfaction, goal achievement, and Guide effectiveness on a weekly basis to identify underperformance early.
What you will NOT be doing
- Delivering lectures or providing academic tutoring. Students progress through self-directed adaptive technology, frequently without direct adult supervision.
- Creating curriculum or designing lesson plans. Established frameworks are in place; success depends on faithful execution and enthusiasm, not innovation.
- Training Guides in instructional methods. Since Guides don't lecture, your coaching addresses motivation, accountability, and their presence with students.
- Compromising standards to avoid conflict. You will not advance unprepared students or overlook Guide underperformance.
- Confining students indoors to traditional seating. A significant portion of learning occurs outside through experiential challenges.
Key responsibilities
Ensure every student in your cohort is engaged with school, progresses academically, and develops the character and life skills necessary for long-term success.
Candidate requirements
- Willing 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 responsibility for hiring and termination for performance
- Hands-on experience working with youth ages 5-18 in educational or developmental contexts
- Experience building, launching, or substantially scaling a program, team, school, or outdoor initiative, with a concrete and measurable outcome
- Documented use of data and metrics to establish goals and inform decisions, beyond simple reporting
- Legal authorization to work in the United States
Nice to have
- Master's degree in a relevant discipline
- Background coaching athletics, leading wilderness or experiential education programs, managing camps, or operating youth programs at scale with cohort management and outcome measurement
- Transitioned from classroom teaching to program development or leadership in EdTech, tutoring, youth nonprofits, or school intervention programs
- Record of exceptional individual performance early in career—academic, athletic, or professional—prior to entering leadership roles
- Conviction that conventional education systems are failing and personal commitment to reimagining them
Applying for a role? Here’s what to expect.
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Accept job offer.
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