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

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

The greatest service you can offer a teenager launching a business is to never accept mediocrity. You understand that holding high standards isn't about applying pressure—it's about believing the student is capable of reaching them. If this resonates with you, continue reading.

You'll work with high school students who are building genuine companies with $1M upside potential. These aren't classroom exercises or hypothetical scenarios. Approximately 60-65% of your time will be dedicated to individual coaching sessions: pinpointing where each founder encounters obstacles, determining the most impactful next step, and ensuring accountability to a concrete action plan. The remaining 35-40% will be divided between monitoring academic performance and facilitating workshops that equip students with practical skills, not merely theoretical knowledge.

This role is not about traditional teaching. You are accountable for holistic student outcomes: entrepreneurial progress, academic performance, and personal development simultaneously. You'll rely on dashboards, venture updates, and academic metrics to coach with data-driven precision rather than gut feeling. When a student's grades begin to decline, you step in proactively. When a business hits a wall, you identify the actual issue, not the easier conversation.

You'll begin by understanding each student's venture, recognizing their capabilities, and identifying their friction points. Over time, you become the advisor they genuinely trust to challenge them, because you've operated in the real world yourself. The payoff is seeing a 16-year-old arrive with an idea and depart with a working enterprise, the self-discipline to sustain it, and academic results that preserve every future opportunity.

If you've been searching for a position where your operational background directly influences emerging founders, submit your application now. If you require a scripted syllabus, a structured classroom environment, or a role where effort alone is sufficient, this isn't the right fit.

What You Will Be Doing

• Providing 1:1 coaching to student founders on strategic decisions, execution challenges, and scaling efforts — representing approximately two-thirds of your weekly schedule
• Leveraging student dashboards, venture progress reports, and academic metrics to assess performance and clarify immediate priorities
• Tracking academic results and stepping in proactively when students show signs of wavering focus or time management issues
• Designing and delivering workshops with tangible, practical learning outcomes
• Facilitating stand-up meetings, debriefs, and group sessions that enforce accountability to self-defined objectives
  
  

What You Won’t Be Doing

• Conducting lectures or adhering to a fixed curriculum (you enable experiential learning, not traditional instruction)
• Offering broad mentorship or inspirational messaging without concrete next steps and accountability
• Handling student administrative tasks — calendar coordination, forms, or admissions processes
• Attending lengthy faculty meetings or dealing with institutional red tape (your focus remains on direct student impact)
  
  

Entrepreneurship Coach Key Responsibilities

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

Basic Requirements

• Available to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
• Minimum 2 years of experience coaching or developing others (whether direct reports, colleagues, or clients), with a concrete example of a coaching engagement and its measurable results
• Track record of owning critical business outcomes or metrics, including at least one instance of contributing to $500,000 in annual revenue impact
• At least 1 year of experience working with young people (students, emerging professionals, or youth program participants) on initiatives, skill development, or entrepreneurial projects
• Legal authorization to work in the United States
  
  

Nice-to-have Requirements

• Personal experience founding, co-founding, or running a startup or early-stage venture
• Background as a Chief of Staff, program manager, or high-impact individual contributor with end-to-end accountability for results
• Familiarity with AI-powered tools (e.g., ChatGPT, Copilot) for coaching preparation, data analysis, or stakeholder communication
• Experience in K-12 education, EdTech, or programs combining academic rigor with practical application (such as accelerators, project-based curricula, or entrepreneurship initiatives)
  
  

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-Washingt-Entrepreneursh1.001