Startup 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 

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

Startup Coach   $150,000 USD/year

Description

  • On-site position in Austin, TX (relocation assistance available)
  • Compensation: $150,000 annually, distributed weekly. Full health coverage begins day one.

The greatest service you can offer a teenage entrepreneur is holding them to a standard they haven't yet learned to set for themselves. You understand that rigorous expectations aren't burdens—they're signals of belief in what the student is capable of achieving. If this resonates, continue reading.

You'll work with high school students who are launching legitimate businesses with the potential to reach $1M, not hypothetical case studies or mock ventures. Approximately 60-65% of your time will be dedicated to one-on-one coaching: pinpointing obstacles each founder faces, isolating the most impactful next step, and ensuring accountability to a concrete action plan. The remaining 35-40% is allocated to overseeing academic progress and designing workshops that deliver practical, implementable skills rather than passive content.

This role is not instructional in the traditional sense. You are accountable for student outcomes across three dimensions simultaneously: venture momentum, academic performance, and personal development. Your coaching will be informed by dashboards, business metrics, and academic indicators—not guesswork. When a student's grades begin to decline, you step in proactively. When a venture loses traction, you address the underlying issue, not the symptom.

You begin by understanding each student's business, their capabilities, and the points where momentum falters. Within a few months, you become the voice they trust when challenged, because you've operated under similar pressures. The outcome is witnessing a 16-year-old transform an initial concept into a viable enterprise, develop the rigor to sustain it, and maintain academic standing that preserves future opportunities.

If you've been seeking a position where your operational background directly influences emerging founders, submit your application. If you require structured lesson plans, predictable routines, or environments where effort alone is rewarded, this isn't the right fit.

What you will be doing

  • Conducting one-on-one coaching sessions with student founders on strategic, operational, and growth challenges — approximately two-thirds of your weekly schedule
  • Leveraging student performance dashboards, venture updates, and academic records to assess progress and identify priority actions
  • Tracking academic standing and stepping in proactively when attention or time management begins to falter
  • Designing and delivering workshops focused on immediately applicable learning outcomes
  • Facilitating stand-up meetings, debrief sessions, and group conversations that reinforce student accountability

What you will NOT be doing

  • Teaching traditional lessons or adhering to a fixed syllabus (you enable experiential learning, not conventional instruction)
  • Offering broad mentorship or inspirational guidance without concrete follow-up and execution
  • Handling administrative duties such as scheduling, documentation, or enrollment coordination
  • Attending routine faculty meetings or navigating institutional procedures (your focus remains on direct student impact)

Key responsibilities

Guide student founders in building ventures with $1M potential while ensuring they maintain strong academic performance.

Candidate requirements

  • Must be available to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
  • Minimum of 2 years' experience coaching or developing others (direct reports, colleagues, or clients), with a concrete example of a coaching engagement and its measurable results
  • Professional background with accountability for critical outcomes or performance metrics, including at least one instance demonstrating impact on $500,000+ in annual revenue
  • At least 1 year working directly with young people (students, junior professionals, or youth program participants) on initiatives, developmental objectives, or entrepreneurial projects
  • Legal authorization to work in the United States

Nice to have

  • Experience founding, co-founding, or operating within a startup or early-stage company
  • Background as a Chief of Staff, program manager, or high-impact individual contributor with full ownership of end-to-end outcomes
  • Familiarity with AI-powered tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data interpretation, or stakeholder communication
  • Experience in K-12 education, EdTech, or programs integrating academics with real-world execution (such as accelerators, project-based curricula, or entrepreneurship initiatives)

Meet a successful candidate

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Chris Hayes
Chris  |  L2 Guide
United States

Ever wondered if work is enhancing your life, or erasing it? After years of late nights as a fitness coach left him exhausted and disconnect...

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