Demo

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

Crossover
Orlando, FL Full Time
POSTED ON 4/26/2026
AVAILABLE BEFORE 6/20/2026
  • Based on-site in Austin, TX (support for relocation available)
  • $150,000 annual salary, paid weekly. Full health benefits from day one.

The best way to support a teenager launching a business is to refuse to accept mediocrity. You understand that holding high standards isn't about applying pressure—it's about demonstrating confidence in what the student is capable of achieving. If this perspective resonates with you, continue reading.

You'll be working with high school students who are building legitimate companies with $1M growth potential. These are not classroom exercises or mock scenarios. Approximately 60-65% of your time will be dedicated to individual coaching sessions: pinpointing where each founder is facing obstacles, determining the most impactful next step, and ensuring accountability to a defined action plan. The remaining 35-40% will be divided between overseeing academic performance and facilitating workshops designed to equip students with practical, actionable skills—not just theoretical knowledge.

This role is not conventional teaching. You are accountable for comprehensive student outcomes: venture development, academic performance, and personal maturity simultaneously. You will leverage dashboards, business metrics, and academic records to coach with data-driven clarity rather than guesswork. When a student's grades begin to drop? You step in 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 individual capabilities, and the areas where they struggle. Within a few months, you become the advisor whose challenge they genuinely respect—because you've operated in the real world yourself. The payoff is witnessing 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 future opportunities.

If you've been seeking a position where your operational background directly influences the next wave of entrepreneurs, submit your application now. If you require a rigid syllabus, a conventional classroom setting, or a role where effort alone is rewarded, this is not the right fit.

What You Will Be Doing

  • Providing 1:1 coaching to student founders on strategy, execution, and scaling challenges — approximately two-thirds of your weekly hours
  • Leveraging student dashboards, venture updates, and academic metrics to assess progress and identify actionable next steps
  • Tracking academic results and stepping in proactively when attention or time management begins to falter
  • Designing and delivering workshops with tangible, applied-learning outcomes
  • Facilitating stand-ups, debriefs, and team discussions that hold students accountable to their commitments

What You Won’t Be Doing

  • Teaching traditional lectures or adhering to a fixed curriculum (you enable hands-on learning, not classroom-based instruction)
  • Offering broad mentorship or inspirational messaging without concrete action plans and follow-up
  • Handling student administration—scheduling, documentation, or enrollment processes
  • Attending faculty meetings or dealing with institutional bureaucracy (your focus remains squarely on student outcomes)

Startup Coach Key Responsibilities

Guide student founders in building ventures with $1M potential while ensuring they remain academically on track.

Basic Requirements

  • Available to work on-site at Alpha High School in Austin, TX (support for relocation provided)
  • Minimum 2 years of experience coaching or developing others (direct reports, peers, or clients), with a concrete example of a coaching engagement and measurable results
  • Professional background 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 entrepreneurial ventures
  • Authorized to work legally in the United States

Nice-to-have Requirements

  • Have founded, co-founded, or run a startup or early-stage venture personally
  • Served as a Chief of Staff, program director, or high-impact individual contributor with full ownership of outcomes
  • Proficiency with AI tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data analysis, or stakeholder 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-Orlando-StartupCoach

Salary : $150,000 - $500,000

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