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

On-site position in Austin, TX (relocation assistance available)
$150,000 annual salary, paid weekly. Full health benefits from day one.
The most meaningful support you can offer a teenage entrepreneur is refusing to accept mediocrity. You understand that high expectations are not a burden—they signal your belief in what the student is capable of achieving. If this resonates with you, continue reading.
You'll work with high school students building legitimate companies with $1M growth potential. These are not academic exercises or mock ventures. Approximately 60-65% of your time will be dedicated to 1:1 coaching: pinpointing where each founder is blocked, isolating the most impactful next step, and ensuring accountability to a defined action plan. The remaining 35-40% is divided between academic monitoring and facilitating workshops designed to deliver practical skills, not passive content.
This is not a conventional teaching position. You are accountable for student outcomes across three dimensions: venture traction, academic performance, and personal development. You'll rely on dashboards, business metrics, and academic records to coach with clarity and precision, not guesswork. If a student's grades begin to decline, you step in before it escalates. If a venture hits a plateau, you surface the actual issue, not the easier conversation.
You begin by understanding each student's business, their capabilities, and their friction points. Over time, you become the voice they trust when challenged, because you've operated in high-stakes environments yourself. The payoff is seeing a 16-year-old arrive with a concept and leave with a live business, the systems to sustain it, and academics that preserve future opportunities.
If you've been searching for a role where your operational background directly influences the next wave of entrepreneurs, apply now. If you prefer scripted lesson plans, predictable schedules, or environments where effort alone is celebrated, this is not the right fit.
What You Will Be Doing

Providing 1:1 coaching to student founders on strategy, execution, and scaling—approximately two-thirds of your weekly time
Leveraging dashboards, business performance data, and academic records to assess progress and determine priority actions
Tracking academic results and stepping in proactively when attention or time management begins to drift
Designing and delivering workshops with tangible, applied-learning outcomes
Facilitating stand-ups, retrospectives, and group sessions that enforce accountability to student-owned goals
What You Won’t Be Doing

Teaching lectures or adhering to a fixed curriculum (you enable applied learning, not traditional classroom teaching)
Offering general mentorship or inspiration without concrete action plans and follow-up
Handling administrative tasks—scheduling, documentation, or enrollment processes
Attending faculty meetings or dealing with institutional bureaucracy (your focus remains on student impact)
Youth Entrepreneurship Coach Key Responsibilities
Guide student founders toward ventures with $1M potential while ensuring they maintain strong academic standing.
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 (direct reports, peers, or clients), with a concrete example of a coaching engagement and its measurable results
Professional track record of owning critical outcomes or metrics, including at least one example showing $500,000+ in annual revenue impact
At least 1 year of experience working with young people (students, early-career professionals, or youth program participants) on initiatives, learning objectives, or ventures
Authorized to work legally in the United States
Nice-to-have Requirements

Personal experience founding, co-founding, or operating a startup or early-stage venture
Background as a Chief of Staff, program manager, or high-impact individual contributor with end-to-end outcome ownership
Familiarity with AI tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, analysis, or communication
Experience in K-12 education, EdTech, or programs integrating academics with real-world execution (accelerators, project-based curricula, 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-Denver-YouthEntrepren