Description
- On-site position in Austin, TX (relocation assistance available)
- $150,000 annual salary, paid weekly. Health benefits begin immediately.
The best way to support a teenager launching a business is to hold them to high expectations. You understand that rigorous standards aren't a burden—they're a signal of belief in what the student can achieve. If this resonates with you, continue reading.
You'll work with high school students who are building viable companies with $1M growth potential. These aren't classroom exercises or mock ventures. Approximately 60-65% of your time will be spent in one-on-one coaching: pinpointing where each founder is blocked, determining the most impactful next step, and ensuring accountability to a defined action plan. The remaining 35-40% will be divided between overseeing academic progress and facilitating workshops designed to build practical skills, not passive knowledge.
This role is not traditional teaching. You are accountable for student outcomes across three dimensions: venture advancement, academic performance, and personal development. You'll rely on dashboards, business metrics, and academic tracking to coach with data-driven clarity rather than instinct. When a student's grades begin to decline, you step in proactively. When a venture loses momentum, you surface the actual issue, not the easier conversation.
Your first weeks will focus on understanding each student's business, capabilities, and bottlenecks. Within a few months, you become the trusted voice whose challenge they respect—because you've done the work yourself. The payoff is seeing a 16-year-old arrive with a concept and leave with an operational business, the habits to sustain it, and academic results that preserve future opportunities.
If you've been seeking a position where your real-world operating expertise directly influences emerging founders, submit your application now. If you require a structured syllabus, predictable lesson plans, or an environment where effort alone is sufficient, this isn't the right fit.
What you will be doing
- Providing one-on-one coaching to student founders on strategy, execution, and scaling—accounting for approximately two-thirds of your weekly hours
- Analyzing student dashboards, business reports, and academic records to assess progress and set actionable priorities
- Tracking academic performance and taking early action when attention or organizational skills falter
- Designing and delivering workshops with tangible, skill-focused outcomes
- Facilitating stand-ups, reflections, and group sessions that reinforce individual accountability
What you will NOT be doing
- Teaching from a fixed curriculum or giving traditional lectures (you enable hands-on learning, not classroom pedagogy)
- Offering broad mentorship or encouragement without tying it to concrete follow-up tasks
- Handling administrative duties—calendaring, forms, or admissions processes
- Attending lengthy faculty meetings or dealing with institutional red tape (your focus remains on direct student impact)
Key responsibilities
Guide student founders to build businesses with $1M potential while maintaining strong academic standing.
Candidate requirements
- Able to work on-site at Alpha High School in Austin, TX (relocation assistance available)
- Minimum 2 years of experience coaching or developing others (team members, colleagues, or clients), with a concrete example of a coaching engagement and its results
- Professional background in which you owned measurable outcomes or key performance indicators, including at least one instance where you influenced $500,000+ in annual revenue
- At least 1 year working directly with young people (students, junior professionals, or youth program participants) on initiatives, skill development, or ventures
- Legal authorization to work in the United States
Nice to have
- Personal experience founding, co-founding, or running a startup or early-stage venture
- History as a Chief of Staff, program manager, or top-tier individual contributor with end-to-end ownership of results
- Familiarity with AI tools (such as ChatGPT, Copilot) for coaching preparation, data review, or correspondence
- Experience in K-12 education, EdTech, or programs that integrate academics with practical application (such as accelerators, project-based curricula, or entrepreneurship initiatives)
You will be working for
Applying for a role? Here’s what to expect.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.
Chat-style screening interview.
Cognitive aptitude test.
Prove real-world job skills.
Interview with the hiring manager.
Pass proctored test.
Accept job offer.
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