Description
- On-site in Austin, TX (relocation support provided)
- $150,000/year, paid weekly. Day-one health benefits.
The most supportive thing you can do for a teenager building a company is refuse to let them settle. You believe high standards are not pressure, they're proof you think the student can actually get there. If that feels obvious to you, keep reading.
Your students are high schoolers building real companies with $1M potential. Not class projects. Not simulations. You'll spend 60-65% of your time in 1:1 coaching sessions: diagnosing where each founder is stuck, identifying the highest-leverage move, and holding them to a clear action plan. The other 35-40% splits between academic oversight and leading workshops that leave students with applied skills, not just notes.
This is not a teaching job. You own student outcomes: venture progress, academic standing, and personal growth at the same time. You'll use dashboards, business updates, and academic data to coach with precision, not intuition. A student's academics slip? You intervene before it becomes a crisis. A venture stalls? You name the real problem, not the comfortable one.
You start by learning each student's venture, their strengths, and where they stall. Within months, you're the person whose push they actually trust, because you've been in the arena yourself. The reward is watching a 16-year-old who came in with an idea leave with a functioning business, the discipline to run it, and grades that keep every door open.
If you've been looking for a role where your operating experience directly shapes the next generation of founders, apply now. If you need a fixed curriculum, a predictable classroom, or a job where "good effort" counts, keep looking.
What you will be doing
- Coaching student founders 1:1 through strategy, execution, and growth decisions — roughly two-thirds of your week
- Using student dashboards, business updates, and academic data to diagnose progress and define next actions
- Monitoring academic performance and intervening early when focus or time management slips
- Preparing and facilitating workshops with clear applied-learning takeaways
- Leading stand-ups, debriefs, and group discussions that keep students accountable to their own goals
What you will NOT be doing
- Delivering lectures or following a pre-set curriculum (you facilitate applied learning, not classroom instruction)
- Providing general mentorship or motivational talks without follow-through on action items
- Managing student administration — scheduling, paperwork, or enrollment logistics
- Sitting through faculty meetings or navigating school bureaucracy (your time stays focused on students)
Key responsibilities
Drive student founders toward $1M-potential ventures while keeping them on track academically.
Candidate requirements
- Willing to work on-site at Alpha High School in Austin, TX (relocation support provided)
- At least 2 years coaching or developing others (direct reports, peers, or clients) with a specific example of a coaching relationship and its outcomes
- Professional experience owning key outcomes or metrics, with at least one example demonstrating $500,000+ annual revenue impact
- At least 1 year working with young people (students, early-career professionals, or youth program participants) on projects, learning goals, or ventures
- Legally authorized to work in the United States
Nice to have
- Founded, co-founded, or operated a startup or early-stage business yourself
- Experience as a Chief of Staff, program lead, or high-performing individual contributor where you owned outcomes end-to-end
- Comfort using AI tools (e.g., ChatGPT, Copilot) to support coaching prep, analysis, or communication
- Background in K-12 education, EdTech, or programs that blend academics with real-world application (accelerators, project-based learning, entrepreneurship programs)
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.