Entrepreneurship 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

Entrepreneurship Coach   $150,000 USD/year

Description

  • On-site position in Austin, TX (relocation assistance available)
  • Annual compensation of $150,000, distributed weekly. Full health coverage begins on day one.

The greatest service you can offer a teenager launching a business is refusing to accept mediocrity. You understand that upholding rigorous expectations is not about applying pressure—it demonstrates your belief in the student's capacity to succeed. If this resonates with you, continue reading.

You will work with high school students who are building legitimate companies with $1M revenue potential. These are not classroom exercises or hypothetical scenarios. Approximately 60-65% of your time will be dedicated to one-on-one coaching: pinpointing where each founder encounters obstacles, determining the most impactful next step, and maintaining accountability to a defined action plan. The remaining 35-40% will be allocated between academic monitoring and facilitating workshops that equip students with practical capabilities, not merely theoretical knowledge.

This role is not a traditional teaching position. You are accountable for comprehensive student outcomes: venture advancement, academic performance, and personal development simultaneously. You will leverage dashboards, business progress reports, and academic metrics to coach with data-driven precision rather than relying solely on instinct. If a student's grades begin declining, you address it proactively before it escalates. When a venture loses momentum, you identify the underlying issue, not the surface-level explanation.

Your initial focus will be understanding each student's business, their capabilities, and their roadblocks. Within several months, you become the advisor whose feedback they genuinely value, because you possess firsthand operational experience. The fulfillment comes from witnessing a 16-year-old arrive with a concept and depart with an operational enterprise, the self-discipline to sustain it, and academic credentials that preserve future opportunities.

If you have been seeking a position where your business experience directly influences emerging entrepreneurs, submit your application now. If you require structured lesson plans, conventional classroom environments, or an environment where effort alone is sufficient, this is not the right fit.

What you will be doing

  • Conducting one-on-one coaching sessions with student founders on strategic decisions, implementation, and scaling—approximately two-thirds of your weekly schedule
  • Analyzing student dashboards, venture updates, and academic records to assess progress and establish actionable priorities
  • Tracking academic results and proactively addressing issues related to concentration or time allocation
  • Designing and delivering workshops that produce tangible, applicable learning outcomes
  • Facilitating stand-up meetings, reflection sessions, and group dialogues that reinforce student accountability to their commitments

What you will NOT be doing

  • Teaching traditional classes or adhering to predetermined lesson plans (you enable hands-on learning, not conventional instruction)
  • Offering broad mentorship or inspirational discussions without concrete action commitments
  • Handling administrative student tasks—calendar coordination, documentation, or admissions processes
  • Attending lengthy staff meetings or navigating institutional procedures (your attention remains centered on student development)

Key responsibilities

Guide student entrepreneurs toward ventures with $1M potential while maintaining their academic excellence.

Candidate requirements

  • Prepared to work on-site at Alpha High School in Austin, TX (relocation assistance available)
  • Minimum 2 years of experience coaching or developing individuals (team members, colleagues, or clients) with a concrete example of a coaching engagement and its measurable results
  • Professional background owning critical outcomes or performance indicators, including at least one example showing $500,000+ in annual revenue impact
  • At least 1 year of experience working with young individuals (students, junior professionals, or youth program participants) on initiatives, educational objectives, or entrepreneurial endeavors
  • Legal authorization to work in the United States

Nice to have

  • Personal experience founding, co-founding, or running a startup or early-stage venture
  • Track record as a Chief of Staff, program manager, or high-impact individual contributor with complete ownership of deliverables
  • Proficiency with AI-powered tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data interpretation, or stakeholder communication
  • Experience in K-12 education, EdTech, or initiatives combining academics with practical application (accelerator programs, project-based curricula, entrepreneurship education)

Meet a successful candidate

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Chris Hayes
Chris  |  L2 Guide
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