What are the responsibilities and job description for the Venture Coach, Alpha - $150,000/year USD position at Crossover?
- On-site in Austin, TX (relocation assistance available)
- $150,000 annually, paid each week. Full health coverage begins day one.
You'll be working with high school students who are building authentic companies with $1M revenue potential. These are not academic exercises or mock scenarios. Approximately 60-65% of your time will be spent in individual coaching sessions: pinpointing where each founder encounters obstacles, determining the most impactful next step, and maintaining accountability to a defined action plan. The remaining 35-40% is divided between academic supervision and facilitating workshops that equip students with practical capabilities, not merely theoretical knowledge.
This role is not traditional teaching. You are accountable for student results across three dimensions simultaneously: venture advancement, academic performance, and personal development. You'll leverage dashboards, business progress reports, and academic metrics to coach with data-driven precision rather than relying on instinct alone. When a student's grades begin to decline, you address it proactively before it escalates. When a venture loses momentum, you identify the underlying issue, not the surface-level one.
You'll begin by understanding each student's business, their natural abilities, and their recurring friction points. Within a few months, you become the voice whose challenge they respect, because you've operated in the real world yourself. The payoff is witnessing a 16-year-old arrive with a concept and depart with a working enterprise, the self-discipline to sustain it, and academic standing that preserves 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 structured syllabus, a predictable 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 strategy, execution, and scaling decisions — approximately two-thirds of your workweek
- Leveraging student dashboards, venture updates, and academic metrics to assess progress and establish actionable priorities
- Tracking academic standing and stepping in early when concentration or time management begins to falter
- Designing and delivering workshops that produce concrete, applicable learning outcomes
- Facilitating stand-ups, debriefs, and group sessions that reinforce student accountability to their commitments
- Teaching lectures or adhering to a fixed curriculum (you enable applied learning, not traditional classroom teaching)
- Offering broad mentorship or inspirational guidance without concrete action plans and follow-up
- Handling administrative tasks — scheduling, documentation, or enrollment processes
- Attending faculty meetings or working through institutional bureaucracy (your focus remains on direct student impact)
Propel student founders toward ventures with $1M potential while ensuring they maintain strong academic performance.
Basic Requirements
- Able to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
- Minimum of 2 years coaching or developing others (direct reports, colleagues, or clients) with a concrete example of a coaching engagement and its measurable outcomes
- Professional background owning critical outcomes or performance metrics, including at least one example showing $500,000 in annual revenue impact
- At least 1 year of experience working with young people (students, junior professionals, or youth program participants) on projects, development goals, or entrepreneurial initiatives
- Legal authorization to work in the United States
- Founded, co-founded, or managed operations for a startup or early-stage venture
- Experience in roles such as Chief of Staff, program director, or high-impact individual contributor with end-to-end ownership of outcomes
- Proficiency with AI tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data analysis, or communications
- Experience in K-12 education, EdTech, or programs integrating academics with practical application (accelerators, project-based curricula, entrepreneurship initiatives)
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-SanAnton-VentureCoach
Salary : $150,000 - $500,000