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 

Dripping Springs, TX, US
In-person
8am to 5pm, Monday to Friday
full-time (40 hrs/week)
Long-term role

Instructional Coach   $150,000 USD/year

Description

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

The greatest support you can offer a child is to give them a challenge and refuse to carry the weight for them. If that idea troubles you, this isn't your role. If it resonates, continue reading.

Waypoint Academy delivers core academics through self-paced, AI-powered adaptive platforms that consolidate instruction into a focused morning session. There are no lectures. This structure creates space for the work that truly shifts a student's path. Your morning may begin with a one-on-one session alongside a Guide, analyzing student data to identify where a cohort is struggling. By midday, you're facilitating an outdoor workshop that builds teamwork and resilience through authentic challenges. Afternoons transition to motivation work: meeting individually with students to understand what drives them and helping a disengaged kid move toward meaningful goals. You maintain your own student cohort throughout, ensuring the skills you coach remain grounded in current practice.

You've likely been the outlier in education: overly focused on data, too committed to results, too comfortable taking students outside and allowing them to face difficulty. This may be the first environment where you belong. You begin coaching other Guides immediately, and as you produce outcomes, the standard you establish extends across the cohort and your influence within the program deepens. The impact is visible: a doubtful student who begins taking ownership, a Guide who improves because you gave honest feedback, a young person who emerges from the woods more capable than when they entered.

Maintain the standard. Get them outdoors. Apply today.

What you will be doing

  • Provide coaching to the Guides working with you: analyze performance data, observe their interactions with students, and conclude each session with clear 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 advances toward their goals and takes ownership of their progress.
  • Maintain your own student cohort while coaching other Guides, ensuring your guidance comes from active experience rather than past recollection.
  • Monitor student satisfaction, goal achievement, and Guide performance on a weekly basis to identify underperformance before it escalates.

What you will NOT be doing

  • Delivering lectures or providing academic tutoring to students. Learning occurs through self-paced adaptive platforms, frequently with minimal adult presence.
  • Designing curriculum or creating lesson plans from the ground up. Established playbooks exist; success depends on faithful execution and enthusiasm, not innovation.
  • Training Guides on instructional methods. Since Guides do not lecture, you focus on coaching motivation, accountability, and their presence with students.
  • Reducing standards to avoid conflict. You will not advance a student prematurely or overlook a Guide's weak performance.
  • Confining students indoors and seated. A significant portion of learning occurs outside through challenge-based experiences.

Key responsibilities

Ensure every student in your cohort loves school, achieves academic growth, and develops the character and life skills necessary to succeed.

Candidate 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

  • 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

Meet a successful candidate

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Chris Hayes
Chris  |  L2 Guide
United States

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