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

The Role

The best way to support a teenage entrepreneur is to refuse to accept mediocrity. You understand that maintaining high expectations is not about applying pressure—it's about demonstrating your belief in their capacity to succeed.

About the role

On-site position in Austin, TX (relocation assistance available)

$150,000 annual salary, paid weekly

Health benefits begin day one

Responsibilities

• Providing 1:1 coaching to student founders on strategic direction, execution priorities, and growth challenges — approximately two-thirds of your working hours
• Leveraging dashboards, venture updates, and academic performance data to assess progress and establish clear next steps
• Tracking academic results and proactively addressing issues related to attention or time allocation
• Designing and delivering workshops that emphasize practical skill application
• Facilitating stand-up meetings, debrief sessions, and group conversations that maintain student commitment to their objectives

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 (direct reports, colleagues, or clients) with a concrete example of a coaching engagement and its measurable results
• Professional background with accountability for critical outcomes or performance indicators, including at least one example showing $500,000+ in annual revenue impact
• Minimum 1 year working with youth (students, junior professionals, or youth program participants) on initiatives, educational objectives, or entrepreneurial endeavors
• Legal authorization to work in the United States

Nice-to-have requirements

• Personal experience founding, co-founding, or running a startup or emerging business
• Background as a Chief of Staff, program director, or high-impact individual contributor with full ownership of outcomes
• Proficiency with AI-powered tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data analysis, or stakeholder communication
• Experience in K-12 education, EdTech, or initiatives that integrate academics with practical application (accelerators, project-based curricula, entrepreneurship education)

About Alpha

Alpha reimagines the school day around faster learning, stronger mentorship, and more time for students to build real-world skills. Roles with real student impact: Alpha hires teachers (guides), operators, admissions experts, school & curriculum leaders, and remote team members. Education work that pays like it matters: Alpha offers six-figure roles for people ready to help build a radically better school experience. A culture built for builders: Alpha is fast-moving, ambitious, and student focused. It’s for people who want to improve the system, not maintain it.

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.