Description
- On-site in Austin, TX (relocation assistance available)
- $150,000 annual salary, paid weekly. Health benefits start on day one.
The best way to support a teenage entrepreneur is to refuse to accept mediocrity. You understand that holding high standards isn't about applying pressure—it's about demonstrating belief in what the student can achieve. If this resonates with you, continue reading.
You'll work with high school students who are launching legitimate companies with $1M potential. These aren't classroom exercises or mock ventures. Approximately 60-65% of your time will be dedicated to individual coaching sessions: pinpointing where each founder is blocked, determining the most impactful next step, and ensuring they commit to a concrete action plan. The remaining 35-40% will be divided between academic monitoring and facilitating workshops designed to build practical capabilities, not just theoretical knowledge.
This role is not about traditional teaching. You are accountable for comprehensive student outcomes: venture advancement, academic performance, and personal development simultaneously. You will rely on dashboards, progress reports, and academic metrics to coach with data-driven clarity rather than gut feeling. When a student's grades begin to decline, you step in proactively. When a business hits a roadblock, you identify the actual issue, not the easier narrative.
You'll begin by understanding each student's business model, individual capabilities, and recurring obstacles. Over time, you become the coach whose challenge they respect, because you've operated in similar environments yourself. The payoff is witnessing a 16-year-old transform from someone with an idea into an operator running a viable business, equipped with the discipline to sustain it and the academic record to preserve future opportunities.
If you've been searching for a position where your operational background directly influences emerging founders, submit your application now. If you require a standardized syllabus, predictable routines, or an environment where effort alone is celebrated, this isn't the right fit.
What you will be doing
- Providing 1:1 coaching to student founders on strategic decisions, execution challenges, and business growth — approximately two-thirds of your weekly hours
- Leveraging student performance dashboards, venture updates, and academic records to assess progress and set actionable priorities
- Tracking academic results and stepping in proactively when concentration or organizational skills decline
- Designing and delivering workshops that produce tangible, applied skill development
- Facilitating stand-ups, reflective sessions, and group conversations that reinforce student accountability to their commitments
What you will NOT be doing
- Conducting traditional lectures or adhering to a fixed curriculum (you enable hands-on learning, not conventional classroom teaching)
- Offering general mentorship or inspirational guidance without concrete follow-up actions
- Handling administrative tasks related to students — appointment scheduling, documentation, or registration processes
- Attending routine faculty meetings or dealing with institutional bureaucracy (your focus remains on direct student engagement)
Key responsibilities
Propel student entrepreneurs toward building ventures with $1M potential while ensuring they maintain strong academic standing.
Candidate requirements
- Willing to work on-site at Alpha High School in Austin, TX (relocation assistance provided)
- Minimum 2 years of experience coaching or developing others (whether direct reports, colleagues, or clients), with a concrete example of a coaching engagement and its measurable results
- Professional background owning critical outcomes or performance metrics, including at least one instance demonstrating $500,000+ in annual revenue impact
- At least 1 year working directly with young people (students, junior professionals, or youth program participants) on initiatives, educational objectives, or entrepreneurial projects
- Authorized to work legally in the United States
Nice to have
- Experience founding, co-founding, or managing a startup or early-stage venture
- Background as a Chief of Staff, program director, or high-impact individual contributor with full ownership of end-to-end outcomes
- Proficiency with AI tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data analysis, or correspondence
- Prior involvement in K-12 education, EdTech, or programs integrating 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.
Frequently asked questions
Reviews
Meet some people who've landed similar jobs
Recruitment sucks. So we’re fixing it.
The Olympics of work
It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Premium pay for premium talent
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
Shortlist by skills, not bias
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of 
AI-first remote workers.