Entrepreneurship Coach, Alpha - $150,000/year USD

• On-site in Austin, TX (relocation assistance available)
• $150,000 annual salary, paid weekly. Full health benefits from day one.
  
  

The best way to support a teenager launching a business is to hold the line on excellence. You understand that rigorous expectations aren't burdensome—they signal your confidence in what the student can achieve. If this resonates, continue reading.

You'll work with high school students running legitimate companies with $1M revenue potential. Not classroom exercises. Not hypotheticals. Approximately 60-65% of your time will be devoted to 1:1 coaching: pinpointing where founders are blocked, determining the highest-impact action, and ensuring accountability to a concrete plan. The remaining 35-40% divides between academic monitoring and delivering workshops that equip students with practical capabilities, not lecture content.

This isn't a traditional teaching position. You're accountable for holistic outcomes: business momentum, academic performance, and personal development simultaneously. You'll rely on dashboards, venture reports, and academic metrics to coach with data-driven precision rather than guesswork. When a student's grades begin to slide, you step in before it escalates. When a business hits a plateau, you surface the actual obstacle, not the easier conversation.

You'll begin by understanding each student's venture, recognizing their capabilities, and identifying recurring friction points. Over time, you become the voice they trust when challenged—because you've operated under pressure yourself. The return is witnessing a 16-year-old arrive with a concept and depart with a viable enterprise, the systems to sustain it, and academic standing that preserves future options.

If you've sought a position where hands-on business experience directly influences emerging founders, submit your application now. If you require a scripted syllabus, predictable lesson plans, or an environment where effort alone suffices, this role isn't for you.

What You Will Be Doing

• Conducting 1:1 coaching sessions with student founders on strategy, operations, and scaling choices — approximately two-thirds of your workweek
• Leveraging dashboards, venture updates, and academic records to assess progress and prescribe actionable next steps
• Tracking academic standing and proactively addressing lapses in attention or time discipline
• Designing and running workshops that deliver tangible, applicable learning outcomes
• Facilitating stand-ups, debriefs, and group accountability sessions that reinforce student commitment to their objectives
  
  

What You Won’t Be Doing

• Teaching lectures or adhering to a fixed curriculum (you drive applied, experiential learning rather than traditional instruction)
• Offering generalized mentorship or encouragement disconnected from specific action commitments
• Handling student operations — calendars, forms, or admissions processes
• Attending faculty meetings or navigating institutional red tape (your focus remains on direct student impact)
  
  

Entrepreneurship Coach Key Responsibilities

Guide student founders to build $1M-potential companies while maintaining strong academic performance.

Basic Requirements

• Available to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
• Minimum 2 years coaching or developing others (team members, peers, or clients) with a concrete example of a coaching engagement and measurable results
• Track record of owning critical outcomes or KPIs, including at least one instance demonstrating $500,000 in annual revenue impact
• At least 1 year working directly with young people (students, junior professionals, or youth initiative participants) on projects, skill development, or entrepreneurial ventures
• Authorized to work legally in the United States
  
  

Nice-to-have Requirements

• Experience founding, co-founding, or running a startup or emerging business
• Background as a Chief of Staff, program manager, or top-tier individual contributor with full accountability for results
• Familiarity with AI-powered tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, insight generation, or correspondence
• Experience in K-12 education, EdTech, or initiatives combining academic rigor with real-world execution (startup accelerators, project-based curricula, entrepreneurship programs)
  
  

About Alpha

Want to join a learning rebellion that’s transforming the traditional classroom?

Alpha School is on a mission to reshape education with a bold approach that harnesses AI to accelerate learning and unleash student potential.

They don’t play by the old rules.

Alpha is creating a new paradigm where students master core academics in just two hours a day, freeing up time for hands-on, passion-driven learning that truly prepares them for the real world.

Alpha School is rewriting the rules of education.

Sounds too good to be true? It’s not.

There is so much to cover for this exciting role, and space here is limited. Hit the Apply button if you found this interesting and want to learn more. We look forward to meeting you!

Working with us

This is a full-time (40 hours per week), long-term position. The position is immediately available and requires entering into an independent contractor agreement with Crossover as a Contractor of Record. The compensation level for this role is $75 USD/hour, which equates to $150,000 USD/year assuming 40 hours per week and 50 weeks per year. The payment period is weekly. Consult www.crossover.com/help-and-faqs for more details on this topic.

Crossover Job Code: LJ-5757-US-Miami-Entrepreneursh