What are the responsibilities and job description for the Youth Entrepreneurship Coach, Alpha - $150,000/year USD position at Crossover?
- On-site position in Austin, TX (relocation assistance available)
- $150,000 annual salary, paid weekly. Health benefits begin on day one.
You'll work with high school students who are launching legitimate companies with $1M revenue potential. These aren't classroom exercises or theoretical models. Approximately 60-65% of your time will be spent in one-on-one coaching: pinpointing where founders are blocked, determining the most impactful next step, and ensuring accountability to a concrete action plan. The remaining 35-40% divides between monitoring academic performance and delivering workshops that equip students with practical capabilities, not merely concepts.
This role is not about traditional teaching. You are accountable for student results: entrepreneurial traction, academic performance, and personal development simultaneously. You will leverage dashboards, venture updates, and academic metrics to coach with data-driven clarity rather than guesswork. When a student's grades begin to drop? You step in proactively. When a business loses momentum? You surface the actual issue, not the easier conversation.
You begin by understanding each student's business, their capabilities, and where they get stuck. Within months, you become the voice they trust when challenged—because you've operated in similar conditions yourself. The payoff is seeing a 16-year-old arrive with an idea and depart with a viable enterprise, the systems to sustain it, and academic results that preserve future opportunities.
If you've been seeking a position where your operational background directly influences emerging entrepreneurs, submit your application now. If you require a standardized syllabus, predictable classroom rhythms, or a setting where effort alone suffices, this isn't the right fit.
What You Will Be Doing
- Guiding student entrepreneurs through strategic, operational, and scaling challenges in 1:1 sessions — approximately two-thirds of your weekly hours
- Analyzing student dashboards, venture updates, and academic records to identify gaps and set actionable priorities
- Tracking academic standing and stepping in promptly when attention or organizational skills decline
- Designing and running workshops that deliver hands-on learning outcomes
- Facilitating stand-ups, debriefs, and group conversations that reinforce student accountability to their commitments
- Teaching lectures or adhering to a fixed curriculum (you enable experiential learning, not traditional instruction)
- Offering broad mentorship or inspiration without concrete next steps and accountability
- Handling administrative tasks — calendaring, documentation, or enrollment processes
- Attending faculty meetings or dealing with institutional red tape (your focus remains on student impact)
Propel student founders toward ventures with $1M revenue potential while maintaining their academic trajectory.
Basic Requirements
- Able to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
- Minimum 2 years of experience coaching or developing others (team members, peers, or clients), including a concrete example of a coaching engagement and its measurable results
- Professional track record of accountability for critical outcomes or performance indicators, with at least one instance showing $500,000 in annual revenue influence
- At least 1 year working directly with young people (students, junior professionals, or youth program participants) on initiatives, development goals, or entrepreneurial projects
- Authorized to work legally in the United States
- Launched, co-launched, or managed a startup or early-stage venture personally
- Served as a Chief of Staff, program manager, or high-impact individual contributor with full ownership of deliverables
- Familiarity with AI-powered tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, insight generation, or outreach
- Experience in K-12 education, EdTech, or initiatives combining academics with practical application (accelerators, experiential learning, entrepreneurship curricula)
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-Phoenix-YouthEntrepren.001
Salary : $150,000 - $500,000