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

  • Based on-site in Austin, TX (we provide relocation assistance)
  • $150,000 annual salary, paid weekly. Health benefits from day one.

The best way to help a teenage founder succeed is to refuse to accept mediocrity. You see high expectations not as stress, but as evidence of your belief in what that student can achieve. If this resonates with you, continue reading.

You will work with high school students who are launching legitimate businesses with $1M upside potential. These aren't classroom exercises or mock ventures. Approximately 60-65% of your time will be devoted to individual coaching: pinpointing where a founder is blocked, determining the most impactful next step, and ensuring they commit to a concrete action plan. The remaining 35-40% will be divided between tracking academic performance and delivering workshops designed to build usable skills, not passive knowledge.

This is not a conventional teaching position. You are accountable for student success across three dimensions: venture momentum, academic performance, and personal development. You will rely on dashboards, progress reports, and academic metrics to coach with data-driven clarity rather than gut instinct. A student's grades begin to decline? You step in early. A business flatlines? You surface the actual issue, not the easy answer.

You begin by understanding each student's business, their capabilities, and the obstacles they face. Over time, you become the person whose challenge they respect, because you've operated in the real world yourself. The payoff is seeing a 16-year-old arrive with an idea and leave with a working company, the habits to sustain it, and academic results that preserve all future opportunities.

If you have been seeking a role where your operational background directly influences emerging founders, submit your application now. If you require scripted lessons, a structured classroom, or a setting where effort alone is rewarded, this role is not for you.

What you will be doing

  • Providing 1:1 coaching to student entrepreneurs on strategy, execution, and scaling — this will occupy roughly two-thirds of your time
  • Leveraging student performance dashboards, venture updates, and academic records to assess progress and set priorities
  • Tracking academic standing and stepping in proactively when attention or organizational skills begin to falter
  • Designing and running workshops with tangible, application-focused outcomes
  • Facilitating stand-ups, retrospectives, and group accountability sessions that reinforce personal commitments

What you will NOT be doing

  • Teaching traditional lessons or adhering to a fixed syllabus (you enable hands-on learning, not lecture-based instruction)
  • Offering broad mentorship or inspirational guidance without enforcing concrete next steps
  • Handling administrative tasks such as scheduling, documentation, or admissions coordination
  • Attending routine faculty meetings or dealing with institutional red tape (your focus remains on direct student impact)

Key responsibilities

Guide student founders toward ventures with $1M potential while ensuring they maintain strong academic standing.

Candidate requirements

  • Must be willing to work on-site at Alpha High School in Austin, TX (relocation assistance is available)
  • Minimum of 2 years coaching or developing others (whether direct reports, peers, or clients), with a concrete example of a coaching engagement and its measurable results
  • Proven professional experience owning critical outcomes or performance metrics, including at least one instance where you influenced $500,000+ in annual revenue
  • At least 1 year working directly with young people (students, junior professionals, or youth program participants) on initiatives, skill development, or entrepreneurial projects
  • Legal authorization to work in the United States

Nice to have

  • Founded, co-founded, or played an operational role in a startup or early-stage venture
  • Prior experience as a Chief of Staff, program director, or high-impact individual contributor with end-to-end ownership of results
  • Familiarity with AI-powered tools (such as ChatGPT, Copilot) to enhance coaching preparation, data review, or stakeholder communication
  • Experience in K-12 education, EdTech, or programs that integrate academic rigor with practical application (e.g., accelerators, project-based curricula, entrepreneurship initiatives)

Meet a successful candidate

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Chris Hayes
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