Entrepreneurship Coach
$150,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Austin, TX
In-person
8am-5pm, Monday to Friday
full-time (40 hrs/week)
Long-term role

Entrepreneurship Coach   $150,000 USD/year

Description

  • Based on-site in Austin, TX (relocation assistance available)
  • $150,000 annual salary, paid weekly. Full health benefits from day one.

The greatest support you can offer a teenager launching a business is the refusal to accept mediocrity. You understand that holding high standards isn't about applying pressure—it's about demonstrating your belief 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 genuine companies with $1M revenue potential. These aren't classroom exercises or mock simulations. You will dedicate 60-65% of your time to 1:1 coaching: pinpointing where each founder encounters 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 that equip students with practical, actionable skills—not just theory.

This role is not traditional teaching. You are accountable for holistic student outcomes: venture traction, academic performance, and personal development simultaneously. You will leverage dashboards, business metrics, and academic records to coach with data-driven precision rather than gut feeling. When a student's grades begin to slip, you step in proactively. When a venture loses momentum, you surface the actual issue, not the one that's easier to address.

You begin by understanding each student's business, their natural strengths, and their recurring challenges. Over time, you become the coach whose feedback they genuinely value—because you've operated in similar environments yourself. The outcome is witnessing a 16-year-old transform from someone with an idea into someone running a viable business, equipped with the discipline to sustain it and the academic record to 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 standardized curriculum, predictable lesson plans, or a setting where effort alone is rewarded, this isn't the right fit.

What you will be doing

  • Providing 1:1 coaching to student founders on strategy, execution, and scaling—approximately two-thirds of your weekly time
  • Analyzing student dashboards, venture updates, and academic metrics to assess progress and determine actionable next steps
  • Tracking academic standing and stepping in proactively when attention or organizational skills begin to falter
  • Designing and delivering workshops focused on applied learning outcomes
  • Facilitating stand-ups, debriefs, and group sessions that reinforce accountability and goal ownership

What you will NOT be doing

  • Teaching lectures or adhering to a rigid, predefined curriculum (you enable experiential learning, not traditional instruction)
  • Offering generic mentorship or inspiration without concrete follow-up and action
  • Handling student operations—calendar coordination, documentation, or admissions tasks
  • Attending endless faculty meetings or dealing with institutional red tape (your focus remains on direct student impact)

Key responsibilities

Propel student founders toward ventures with $1M revenue potential while maintaining strong academic performance.

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 (direct reports, colleagues, or clients), including a concrete example of a coaching relationship and measurable results
  • Professional track record of owning critical outcomes or performance metrics, with 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 initiatives, learning objectives, or ventures
  • Authorized to work legally in the United States

Nice to have

  • Direct experience founding, co-founding, or running a startup or early-stage venture
  • Background as a Chief of Staff, program manager, or high-impact individual contributor with full ownership of end-to-end results
  • Proficiency with AI-based tools (e.g., ChatGPT, Copilot) to enhance coaching preparation, data analysis, or correspondence
  • Experience in K-12 education, EdTech, or initiatives that integrate academics with practical application (accelerators, project-based curricula, entrepreneurship training)

Meet a successful candidate

Watch Interview
Chris Hayes
Chris  |  L2 Guide
United States

Ever wondered if work is enhancing your life, or erasing it? After years of late nights as a fitness coach left him exhausted and disconnect...

Meet Chris

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.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

Frequently asked questions

About Crossover

Meet some people who've landed similar jobs

Why Crossover

Recruitment sucks. So we’re fixing it.

The Olympics of work

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

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

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.

Crossover Logo White
Follow us on
Have a question?

Get answers to common questions using our smart chatbot Crosby.

HELP AND FAQs

Join the world's largest community of  AI first Remote WorkersAI-first remote workers.